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The Tutor
Part 1: Introductions
It's not an easy life being the runt little brother of a drop dead gorgeous girl like my Sister Julie. All through high school she was dating the guys who were bullying me. This meant I was not only bullied at school, but she brought it home with her. She never intended to make my life hard, it was just a natural side effect of her beauty. I could no more blame her for that as I could blame myself for being small and delicate, it's just how I am.
Julie and I had always been about the same size and we often shared t-shirts, jeans and play clothes, no doubt part of the reason I was bullied so much. I didn't mind wearing pink or tight fitting clothes like most boys do, it was just how things were.
All through school I'd tried to fit in, to be more... manly, but the more I tried, the more it looked like I was trying. I just had to learn to suck up the abuse from all of the other kids. I'd gotten to where I could hide the pain that being called Sissy or a Faggot caused me. I learned that getting upset only served to spur the bullies on. So I continued to suffer in silence and apply my energies to my studies. As such, I managed to graduate high school a year early, with the same class that my Sister was in.
Now, we were both in college and just like when we were in high school, I helped her with her studies. What else was I going to do? It wasn't like I had any kind of social life. Julie did have a social life though, a very active social life and just as in high school, it didn't take her long to start dating Marcus Blake, the football quarterback and heart throb of every woman on campus.
She'd no sooner started dating him than she asked me to tutor him. If his grades slipped any more, he'd be kicked off the team. "Do it for the school Alex." Oh please. The only real reason she had for wanting me to tutor him was so he'd still date her. He had his pick of any woman on campus and Julie knew it. Being as beautiful as she was, she also knew that she had her pick of any man on campus. What I didn't know, was that she was actively seeking other men.
Being a star player, Marcus had a private apartment in town and I usually held my tutoring sessions with him there, it wasn't far from our house and I could ride there on my bike easily enough.
Part 2: Acceptance
As on most Thursday nights, I had a tutoring session scheduled with Marcus. The team usually had a short practice session and it still left Friday open for partying. We'd sometimes have a session on Saturday morning. Other sessions could be scheduled on short notice depending on his needs. Being the little wimpy geek I was, my personal schedule was pretty much wide opened.
We were spread out at his dining table working on a term paper that he was already behind on. I was proof reading what he had so far when I noticed him grinning at me out of the corner of my eye.
"What, is something wrong?"
"Oh, no... just thinking about something your Sister told me when we were out last night."
"Wait, you're on a date with Julie and you were talking about me? Must have been a rough date."
"Not really. But it has been a pretty rough few weeks lately, kind of why your name came up."
"I... I don't understand."
"She told me about how you used to play with her... when you were kids I mean."
"She told you about..."
"Said you were really cute in her dresses and even managed high heels better that she could early on. Do you still like to dress up pretty? I mean, if you do that's cool. I'd even say that you could dress pretty when ever you come over here if you want."
"Oh my God no! She swore she'd never tell anyone."
"Hey, relax, it's alright."
"Alright?!?! You are alright with ME?!?!"
"You ask that like you expect me to turn on you."
"Marcus, I have been bullied from my first day in kindergarten by big, burly guys like you. I've been put in the hospital 3 times, had 2 broken ribs and 4 broken fingers, all by guys who called me Sissy and Faggot." I was shaking with fear at this point and I began to cry.
"Whoa, calm down. I ain't like those bullies. You're helping me out with my classes. I'd be lost without you." He pulled me into his arms and then slid me up onto his lap, hugging me and rocking me in his arms. "Shh, don't worry about me. You're perfectly safe here, with me." He held me until I calmed down a little then said, "But if we're going to make this a habit, you're going to have to dress for it."
"Dress for it?"
"Yeah, why not. Julie keeps some clothes over here, I don't think she'd mind if you borrowed some of her clothes." I couldn't believe what I was hearing. This huge guy seemed to be actually accepting me.
"You... want me to... to dress up?"
"That depends. If you dress up, you'll need to BE a girl. Talk like a girl, walk like a girl and you'll need a girl's name."
"Julie used to call me Alesha."
"That would be perfect. Alesha, close to your boy name, but softer, very feminine... almost submissive. But then, you are very submissive aren't you?"
"You mean because I don't fight?"
"Not just that. You are very submissive in other ways, but before we get into that, how about we go into the bedroom and see what your Sister left for you here?"
He slipped me off of his lap and took my hand as he stood and led me into his bedroom. I felt really weird at this point, him holding my hand, leading me into his bedroom. I'd have thought that he'd just show me the way, but to be holding my hand left me no option but to follow him. I felt so small and meek at this point. I was still afraid that he might be setting me up for something.
"Strip." His command was not said with any hint of impending violence or malice, it was just a statement, but to me, it carried the implied weight of his size and known aggressiveness. I meekly began to disrobe.
A few moments later he stepped out of the large walk-in closet, laid a short, bright pink PVC skirt on the bed with a matching long sleeved crop jacket and a small white T-Shirt. "Lose the panties and socks too."
I already felt so vulnerable and now he wanted me completely stripped. I bent to pull off my socks and then pull my briefs down. When I straightened, he was standing right in front of me holding a pair of pink silky panties, a matching bra and a pair of white ankle socks with little lace ruffles around the tops in one hand, and a pair of bright pink PVC stiletto heeled pumps in the other.
"Here, panties first." They were tiny thong panties and he looked down at my crotch, "I know they're small, but it looks like you should have no trouble fitting what little you have into them."
Again, there was no malice in his tone, just a statement of fact. But the words still stung. I slowly stepped into the panties that consisted of 2 tiny triangles of fabric and 3 elastic straps joining the corners. Sadly, he was right and my tiny little dick nestled neatly within the large front triangle.
He reached down and cupped his hand over the front panel and slid his big strong fingers down between my thighs pressing my penis into my crotch. "Mmm, yeah, that's a good fit Alesha. Do you like the way those panties feel?"
"Y... yes."
"Hold on, bend over for me and spread your legs a little." I slowly did as he said and he gripped the small triangle at the back and pulled up bringing the thong's center crotch band tight into my crotch, then he slipped a couple of fingers in, sliding them up and down pressing the strap against my flesh. "Now that's the way a thong is supposed to fit. Do you like the way that feels in your crotch?"
"Y... yes. It... it feels... very... um... different."
"But you like it don't you?"
"Yes... I guess so."
"Good. I really like the way they look on you." Then he turned and took something from a drawer, "Here are some little breast enhancers. They make your Sister look huge. They should at least make you look good."
He pressed them onto my chest and the surface was somewhat adhesive enough to stick, then he helped me on with the bra and even helped adjust it to fit properly.
"Oh yeah, you look much better now." He was smoothing his huge hands over the bra, cupping my small fake breasts. I felt scared and was beginning to feel very aroused. I'd often gotten aroused when I dressed up with Julie, but the feeling I had now was like the same thing, only on crack. I wasn't just aroused, I was more aroused than I'd ever been before in my life.
"I'm going to have to buy you a tiny chastity if you can't get that little clit of yours under control." Again, he pressed his hand into my crotch, pressing my penis back between my thighs. "There, that looks better. I'm going to fix us some drinks, you can find some of your Sister's makeup in the bathroom through there."
I quickly pulled on the T-Shirt to find that it was skin tight with short little cap sleeves and left my midriff exposed. The skirt was also tight and very short. You could almost see the pink of my panties if I bent over even a little. I slipped the dainty little socks on and then the heels. It took me a couple of minutes to get the hang of the heels again, it'd been a few years since I'd last worn heels.
When we were still in high school, Julie talked me into letting her put makeup on me a few times and I tried to remember how she'd done it, but kept it light and after just a few minutes, I found that I had a reasonably passable look.
I stepped back out to the dining room, marveling at the click of my heels on the hardwood floor of the hallway. As I entered, Marcus stood up and looked me up and down, "Damn girl, you look good enough to eat." He pulled my chair out for me and effortlessly pushed me up to the table as I sat.
Taking a seat next to me, he couldn't take his eyes off of me. "Marcus, are we going to be able to work now?"
"Oh... yeah... of course, here's the paper as I have it..."
Over the next couple of hours we worked on his paper... closely. It felt a little weird having this big man, a man who'd actually bullied me some, sitting so close and actually touching me as we worked. Either a hand around my back or on my thigh.
As we finished up for the session, he pulled me into a tight hug and kissed me passionately on the lips. "I've said it before, but I really would be lost without you girl." He kissed me again and while it kind of freaked me out, I mean, part of me wanted to run and scream for him to stop, but I had to admit that another part of me really liked it.
"Yes... well... I'm always happy to help."
"And I really appreciate that Alesha... I'm wondering though, would you be willing to help me... in other ways?" With that he slid a hand between my thighs and fingered my panties.
"Marcus!"
"You can't tell me that you don't like this... being held by me... touched by me..." he kissed me again, "... kissed by me."
"Oh... um... er... I don't... understand... I mean, you're dating Julie and she's..."
"She's cut me off little Alesha. She's afraid that she might get pregnant. She doesn't mind making love occasionally but I need it more... like every other day or so. Seriously, if I don't get some kind of action at least a few times a week, I can't concentrate on my studies and I even screw up in ball games and practice. I mean, I really NEED to have sex just to keep up my grades and you are here to help me keep up my grades aren't you?"
"You mean, you want me.... to... to... How?"
"Well, I'll admit, you don't have a pussy, but I take one look at those pouty lips of yours, not to mention your tight little ass and I just know we could have some fun."
"But... but I'm not... not really..."
"Alesha, you are a beautiful little woman in my eyes. I mean, I know that you're really a Sissy, but dressed like you are," he took a deep breath as he pressed his face in my hair, "smelling so pretty as you do, I don't see Alex at all here. All I see is Alesha."
He kissed me again and this time, I kissed him back. I don't know what it was that came over me, the arousal of being dressed up, the feeling of the thong through my crotch, or maybe the strong masculine scent of this man, but I was just really turned on by this.
He didn't say a word, he just took my tiny hand in his and led me back into his bedroom. I was half expecting him to tell me to change back to Alex, but as soon as we entered, he pulled me up to the side of his bed and shoved me roughly face down. Then he stepped between my legs and swept them to either side.
"MARCUS?!?!?"
"Shush girl. Lay still."
I was so scared, I didn't know what to do, so I just lay there, my heart was pounding so hard in my chest.
"I know this is your first time Sissy, so I'm going to make this easy on you."
I squealed as he grabbed my arms and pulled my elbows tightly together behind me. Within a moment, he'd wrapped a wide leather strap around my elbows and cinched it tight. Another strap was then wrapped around my wrists. Just that fast, my arms were welded together from elbow to wrist.
"MARCUS... please..."
My cry was cut short by a hard smack on my exposed rump. "SMACK!" "SHUSH I said. Not another sound!"
But I couldn't help but squeal again as he roughly grabbed a handful of my hair and pulled my head back, then with his right hand, he forced a short rubber dildo that was attached to a black leather panel into my mouth and pressed the panel tight to my face. Faster than I could process, several straps were wrapped around my head, cinched tightly and buckled securely creating a tight seal around my mouth.
"SMACK!" I gave a muffled scream through my nose.
"There, that seemed to have quieted you down."
I squirmed as he flipped my short PVC skirt up over my back then he slipped a finger under the crotch strap of my little thong panty and pulled it out of the cleft of my ass and off to the side. A moment later I heard him slip out of his jeans, then the snap of a latex exam glove.
"This is going to be a little cold at first. I want you to be my good girl and just relax and enjoy this."
I jumped and gave a quiet squeal as I felt his fingers slather a glop of something cold and very slippery into the cleft of my ass.
"Shush now. Don't make me have to punish you Sissy."
He continued to work his fingers though my ass and then he pressed one hard against my puckered hole.
"Just relax... don't fight me and it won't hurt."
I squirmed as he worked the tip of his finger into my anus and I tried to relax. I couldn't believe that this was happening. In just minutes he'd helplessly bound my arms and gagged my mouth with a dildo of all things and now he was fingering my ass and telling me to 'just relax.' My feelings at this point were running wild. I was scared, humiliated, helpless and so fucking aroused. How could I feel these things all at once? It didn't make sense.
By this time he was sliding his finger deeply in and out of my ass and as I did relax, it began to feel really good. How could this possibly feel good?!?!
"I'm afraid this is going to hurt just a touch."
He worked a second finger into me and continued fucking my ass with 2 fingers now. I was so confused, so many contrasting feelings... so much pleasure... pain... humiliation and helplessness. I couldn't wrap my head around it. I didn't realize it but soon I was moaning softly in time with his fingering of my ass.
"Oh, you like this don't you Sissy. You want more?" He then worked in a third finger and I began moaning even louder.
"Yes... you do like this don't you? I can hear it in your sweet Sissy Faggot moans. You are such a pretty Sissy Faggot."
Oh God, it hurt so much, his fingers stretching my little hole to the limit and him calling me these names and talking to me like this.
"Oh, you loosen up pretty fast Sissy. Almost like you're wanting more. How about it... you ready for something more?"
All I could do was moan again.
"Yeah, that's what I expected."
I felt his fingers slip from my little hole and a moment later I felt something hard... blunt and... hot... so hot... being pressed against my relaxed muscle. 'OH GOD... THIS IS HIS COCK!'
"I know it hurts baby, it's supposed to hurt. Love hurts... if it's done right. But you like the pain, don't you Faggot?" He grunted as he gave a sharp shove and and I squealed as I felt the blunt ridge of his cock head forced passed my sphincter.
Worse though... he was right. I liked this... the pain of the broad head of his cock followed by the slight relaxation of the muscle and then the feeling of his shaft gliding smoothly in and out of me. Oh God, he pushed himself in so deep and with each thrust, he forced himself in deeper and deeper.
His hands were gripping my hips so hard and my moans were becoming louder as his own grunts were building.
"Oh God, you are so tight! I haven't fucked anything like this before. Are you enjoying this Sissy?"
Without a thought I nodded and moaned, "UH-HA."
"Yeah, I expected you were Faggot."
He began thrusting much harder and faster into me and it was all becoming too much for my mind to handle. I was panting, wheezing and crying in frustration of my contradictory feelings.
Suddenly I felt him slam his cock into me hard, his thighs felt like stone blocks and his huge balls slapped into my tiny penis as he gave a loud grunt and began spurting his cum deep inside of me. With that, it seemed to trigger a sympathetic response in me and I felt my little penis began to spurt it's own little jet of sperm out and into my pretty pink panties.
As my own orgasm hit me, it caused my entire body to tense up and tightened my sphincter as he continued to thrust in and out of me causing him to grunt louder.
While I gave just 3 short little spurts, Marcus continued to thrust into me as he shot load after hot load deep into my body.
Finally, Marcus began to soften and I continued to squeeze my sphincter as if I was trying to milk him with it. Each time he pulled back, I gripped around the ridge of his cock's head and I could feel him pull my muscle out slightly which really felt... so good.
"SMACK!"
"SMACK!"
"Relax now Faggot, let go of me. It wouldn't do to have you rip off the head of my cock. I'd have a hard time explaining that to the coach, not to mention to your Sister."
I relaxed my sphincter and I felt a slight stab of pain as he pulled completely out of me. I was crying, panting and out of breath as I lay there completely drained of energy. A few moments later, I felt him press something else into my ass. Unlike his cock, this was more pointed, smooth and tapered in kind of a conical shape. He worked it in and out of me a few times, each time going deeper and spreading my little hole wider until it pushed past the widest point and it suddenly seemed to leap into me until it's contoured base slapped into my butt. He began wiping my ass with tissues then he gently moved the crotch of my thong panty back into the cleft of my ass.
"SMACK!"
"SMACK!"
"You alright Sissy? You don't mind the butt plug I hope, it'll keep the gift of my seed from seeping out of you. I want you to sleep with that plug in tonight. Do you understand?"
Still crying and whimpering I nodded yes. I wanted to tell him to stop spanking me... to just shut up and hold me. I felt so ashamed... so humiliated... so exhausted.
He rolled me over and scooped me up into his strong arms and carried me out to his living room where he sat down on his couch and spent the next hour or so just holding me, talking soothingly and kissing me.
"Did you like that Sissy?"
I nodded... then shook my head no... then I nodded again. I was still crying from my frustration.
"Believe it or not Princess, I do understand. You just lost your virginity. It's natural that you're going to experience some conflicting feelings. What's more, I'm betting this is the first time anyone has tied you up and gagged you before and probably the first time anyone has spanked you since you were a little baby Sissy. But I bet you loved being tied up and spanked didn't you?"
I didn't know how to respond to this. It was terrifying being thrown on the bed and then having my arms so roughly bound. Then this cock gag in my mouth. And my ass still tingled from the spankings he'd given. I mean, I know he'd only spanked me a few times on each cheek, but he hit hard.
I shook my head no, but he slipped a hand under my mini skirt and pressed in on my hard penis. "Tiny as ever, but you're hard as a rock. A Sissy's clit makes for a great lie detector. I should spank you for lying to me, but I'll let this one slide. Mmm, how do you like that gag? You like having a cock in your mouth?"
Again, I shook my head no, but it was no use.
He just felt my dick again and said, "Sissy, are you trying to get spanked again? Be a good girl now and tell me the truth. You like having a cock in your mouth don't you?"
I gave up and nodded yes.
"That's my good little Sissy Faggot. I'm really happy that you've decided to help me with my sex drive issues. Julie said you'd probably be up for it if I gave you the right... motivation. I know that on the surface you probably think that I just raped you, but I gave you every opportunity to say 'No' and you never once raised an objection did you?"
I had no choice but to shake my head no.
"When I told you to strip, you could have said no and I'd have dropped it right there. When I hugged you, kissed you and held you on my lap, you could have objected. You say 'No' I'll stop. That's all it takes. When I threw you on the bed, did you object in any way? No, you didn't. When I strapped your elbows and wrists, did you tell me no... tell me to stop? No, you didn't. Did you try anything to prevent me from fastening the straps holding your cock gag in place? No, you didn't. You just laid there, passive... submissive and let me bind and gag you. Then when I lubed you up and began to stretch out your little Sissy Pussy with my fingers, did you try in any way to stop me or communicate that you didn't want me to stretch your Pussy? No, no you didn't. While you didn't ask me to do any of these things to you, you raised no objections to this treatment at all did you? Admit it Sissy, you wanted me to treat you like this."
I broke down sobbing and squirmed to nuzzle into his chest and he just held me closer and let me cry myself out.
Eventually, I stopped crying and he asked, "Are you feeling a little better now?"
I sniffled and nodded yes.
"That's my good little Sissy. Now, are you about ready to call it a night?"
I was so comfortable, in spite of having my arms bound and a cock gag in my mouth. But it was getting late and I still had to get home. I moaned but nodded yes.
"Alright." He got up and again scooped me into his powerful arms and carried me back into his bedroom. He set me down onto my heels and kissed me hard on the panel of the gag harness. "You are so pretty when you're helpless. I think I like seeing you like this."
He began to remove the bonds on my arms and then I stood submissively still as he released the several buckles on my gag harness. As he pulled the cock from my mouth, I could feel that it was covered with a thick and viscus kind of saliva, so I slurped it clean as he pulled it free.
"That's very nice Alesha. You cleaned that up well. I hope you remember to do that when you suck my cock." Before I could respond he leaned down and kissed me, forcing his tongue into my mouth.
"Thank you." I stammered as he broke connection with me.
"You are very welcome. Now, you might want to go touch up your makeup before you head out into the night... unless you'd like to sleep with me tonight?"
"Um... I... I should probably go now."
"Alright, suit yourself, but your lipstick is smeared pretty badly, I want you nice and pretty before you go."
"Yes... alright..."
"Hmmm... yes what?"
"What?"
"Yes WHAT? Sir is the word you're looking for."
"Ye... yes Sir."
He kissed my forehead, "Good Girl. Now, I'll get your things together while you freshen up."
"Yes Sir."
I dashed into the bathroom and spent about 15 minutes cleaning off my makeup and re-applying it. As I hobbled out of the bathroom in my heels, it hit me that it didn't make sense for me to redo my makeup if I was going home, but as soon as I entered the bedroom, I saw that my clothes... Alex's clothes, were.... missing.
Out in the dining room, I found that Marcus had packed up my books for me and had another small pink overnight bag with my... Alex's clothes in it.
"Very nice Alesha, you're such a beauty."
"Marcus, do I have to go home dressed like this?"
"What's wrong with how you're dressed? You look lovely. Now, I think it would be best if from this point on, only Alesha comes over to tutor me."
"You mean... I'd have to come over here on Saturday morning... dressed..."
He handed me my bags and walked me to the door. "Relax Alesha, I know, you're a little self conscious about your looks. Don't worry, every man who sees you will be so in lust with you that no one will take you for a Sissy."
With that, he kissed me while groping my ass, then backed into his apartment and closed the door saying, "Good night Alesha, see you Saturday morning."
Part 3: Julie
I slowly made my way down to the bike rack in front of the building. I was going to have to ride my bicycle, in high heeled pumps, wearing a very short mini-skirt. I'd never thought about trying to ride a bike in heels before.
I had to remember to keep just the flat of the sole on the pedals and not allow my heels to dip down as they could catch on the pavement and yank my foot back behind me.
As if walking with the rather large plug in my ass wasn't weird enough, riding a bike with a seat that tended to push up into the cleft of my ass and wearing a skirt so short that it hung free behind me, placed the base of the plug squarely on the seat and served to jam the plug deeper with each bump.
By the time I pulled my bike into our driveway, I was so turned on by the clothes, the heels and the plug in my ass that I wasn't sure if I'd be able to walk into the house. Then it hit me... 'OH GOD! WHAT IF MOM SEES ME COME IN, OR WORSE... DAD?!?!'
My heart was pounding as I quietly locked my bike to the handrail of the porch and slipped off my high heels before opening the front door as quietly as I could. Judging by the sounds, my folks were in the den watching TV. I was entering through the front living room and I crept as quietly as I could to the stairway and up into my room. I closed my door and leaned against it for a moment trying to get my heart to slow down a little, it was racing so fast. I took a few deep breaths and finally stepped on into my room catching my reflection in the mirror over my chest of drawers. Marcus was right... I looked very convincing. I felt my tiny penis swell as I looked. Without really thinking, I reached down and slipped on my heels again and stepped over to my closet that had a full length mirror. I really needed to shave my legs, not that they were that hairy, but what little hair I had was clearly visible.
I very nearly screamed as Julie slipped into my room without a sound and gave me a low wolf whistle.
"Damn girl, you look hot."
"Julie! Oh God!!!!"
"Relax Alesha, its just me. I thought that outfit would look good on you. Did I get your sizes right?"
"What? Marcus said these were all your clothes."
"No silly, I'd never wear anything that slutty in public. But then, I'm not a slutty little Sissy Faggot either."
"Julie, it's not like that."
"No? Did you suck his cock?"
"Julie?!? No, I didn't... suck..."
"You mean you let him fuck your Sissy Pussy?!?"
"Julie..."
"YOU DID! You let him fuck you on your first date. You absolute slut!"
"Julie, please don't say that. You don't understand. It's not... not that simple. I mean, it wasn't like I went over there and he... you know... did it."
"Well, why don't you sit down and tell me just how it was."
I spent the next several minutes telling her how he took me from crossdressing to hugging me and kissing me to when he threw me on the bed, binding my arms and gagging me. She wanted the graphic details of how he first fingered me and then fucked me. She was shocked that I was so turned on by being bound and gagged so helplessly, even more shocked when I told her that he'd shoved a plug in my ass to keep his cum from leaking out.
"Oh my GOD! And you still have it in?"
"Yes, he told me I had to keep it in."
"Let me see, let me see!"
"Julie! Oh... alright." I flipped up the short skirt and bent over to show her.
I jumped as she pinched the base of it and tugged slightly and wiggled it around. "Do you like the way that feels Slut?"
"Oh God, yes, but please don't call me that."
"How about Anal Slut?"
"NO! God no, that's even worse."
"Well, it's good to see that you remembered how to put on your makeup. That's a pretty look on you. How are the heels?"
"Fine, but they're a bugger to ride a bike in."
"You know, you could have pulled on your jeans, pulled them up under the skirt and then pulled the skirt off, then put your flannel shirt on over the T-Shirt and replaced your heels with your sneakers."
"Oh... I didn't think about that."
"Is it that you didn't think about it, or that you just really enjoyed being dressed so pretty?"
"Julie, I swear, you're as bad as Marcus. Speaking of which, he... he fucked me and you don't seem angry about that at all."
She laughed, "You think I'd be jealous? It was my idea. Look, Marcus is not like you. You can go for years without having any action and have no side effects. But if Marcus goes more than a week, he can't function. All he can think about is sex. But if he gets a good blow job or gets to fuck someone, he's very intelligent and one hell of a ball player. He just has to have good maintenance sex on a very regular basis."
"So you want me to... what... service him for you?"
"Exactly. Look, you're nearly as much of a girl as I am, but you can't get pregnant. I can. With a man like Marcus, I run the risk of getting knocked up just by walking into the same room with him. I love him dearly but I'm not willing to run the risk of an unintended pregnancy. At this stage in my life, that would be horrible. I have a career to plan for."
"But... how did you know..."
"Please. I've known you were a Sissy since we were kids. I've also known that you were dressing in my clothes every chance you've had for the past 5 years at least."
"Well, here's the rough part. He only wants Alesha to tutor him from now on. I'm expected to show up already dressed and in makeup."
"So?"
"SO?!?! So how am I going to get in and out of the house dressed like... like a... slut. Mom and Dad are sure to catch me sooner or later."
"Well, Mom already knows."
"She knows... about Marcus?!?"
"Not yet, but she knows you. She knows you're a Sissy."
"God, why do you keep calling me a Sissy?"
"Because you are a Sissy. Look little Sis, a Sissy is a beta male... you do know what a beta male is don't you?"
"Not really."
"I thought you were supposed to be the smart one. Okay, Marcus and guys like him, big, strong men who tend to be assertive if not aggressive are what you'd call Alpha Males. Marcus is on the upper tier of that group. Beta Males tend to be smaller, weaker and passive if not down right submissive. As Beta Males go, you'd be on the bottom tier of that group. I mean seriously, look at you. You are physically smaller and weaker than most women I know, you have tiny little feet for a male and you have a much smaller waist than any guy I know. Your voice is soft and higher pitched than other men and you have very feminine mannerisms. You move like a girl, throw a ball like a girl and even run like a girl. So you can see that you are a Beta Male right?"
"Yes, I guess so."
"Well a Sissy is a Beta Male who also has a very feminine sexuality. The reason that you've never really dated girls is because of that sexuality. You see, if you were to kiss a girl, it'd feel wrong to you. But when Marcus kissed you tonight, how did it feel to you?"
"I don't know... it felt... good... I guess. But then he also kissed me when I was dressed up like this."
"Didn't you say he kissed you before?"
"Oh... yeah, I guess he did."
"And you liked it. You liked being held by him, kissed and hugged. It just felt right didn't it?"
"Yeah, it did."
"But it also felt wrong didn't it?"
"Yes. The entire time I was faced with the contradiction. It felt good but I knew that it should feel wrong."
"Ah, that's your Beta Male ego fighting with your feminine sexuality. That's why you got so turned on when he strapped your arms behind you and gagged you. To you, it felt like he was forcing you to do what your feminine sexuality wanted to do anyway. That bondage allowed you to feel the pleasure that you so badly desired, but your ego would never let you have. You see, by tying you up, he freed you to experience the real pleasure your heart desires."
"Oh God, so now I'm some sort of bondage freak?"
"Don't look at it like that. The thing to focus on is that you are without a doubt, the most effeminate male I've ever seen and as Sissies go, you are a real beauty. To be honest with you, I've been talking with Mom about you for years. She even went shopping with me to buy your new clothes. She picked out the little slutty pink number that you're wearing right now. By the way, have you given any thought to getting your ears pierced?"
"WHAT?!?!?!"
"Seriously, you'd look so cute with long dangly earrings and with that tight little belly of yours a navel piercing would look so hot. You should let Marcus take you shopping."
I laughed lightly at that, "He wants to buy me a chastity... whatever that is."
Julie practically squealed with delight, "Silly, a chastity is a small locking cage for your tiny little penis. It keeps you from getting hard because as you do get hard, your little penis gets bigger than the chastity allows, which is painful and the pain causes you go soft... unless sexual pain is a turn on for you. Didn't you say that you got aroused when Marcus spanked you?"
"Yes."
"Well, you might really like being locked in a chastity."
"Julie, this isn't funny."
"No... I think it is... at least a little. Seriously though, you look good and I think you look happier than I've ever seen you before."
"Well, I have experienced some things I never thought I would."
"Are you looking forward to your next tutoring session?"
"Julie... I don't know. I mean, in a manner, he... he kind of... raped me."
"Oh pa-lese. You ever hear the old saying, 'you can't rape the willing?' What you probably haven't figured out yet is that Marcus called me after you left. He told me how you had every chance in the world to stop him at every point and you never once told him to stop, did you."
"No."
"Then he did not rape you any more than you wanted to be raped and I'm betting that your little Sissy deep inside of you wanted to be raped. You wanted to be taken by Marcus, taken and forced to accept his cock in your Sissy Pussy. You liked being held by him, kissed by him and you wanted more than anything to be fucked by him so you could finally know what it feels like to be a real woman... to be taken and penetrated by a real man."
"NO!"
"Bullshit. You admit it, or I'm going down and bringing Dad up here to meet his new daughter."
"AL... RIGHT! Yes, I wanted it. I liked it. It was painful, scary and wonderful all at the same time. I've never been so humiliated and the fact that I was seems to turn me on even more." I was beginning to cry again. "Julie, please don't tell anyone about this."
"I swear to you that I won't. Marcus though... well, you'll have to take that up with him."
"MARCUS?!?"
She pulled out her phone and did something, then turned it so show me. Part of the time that Marcus was fucking me, he'd shot video on his phone and had sent it to Julie.
"Oh GOD! Is... is that me?"
"She turned the phone back and looked at it, then at me then back to the screen, "Same Slutty Pink PVC skirt and jacket, same pink thong panties, same pink PVC Fuck Me pumps, yeah, I'd say that was you."
"Oh NO! How many people did he send that to?"
"No way to tell for sure, you'll have to ask him when you go back on Saturday. Of course he'll probably make you suck his cock to get it out of him."
"He wouldn't!"
"You know he would. Look, don't worry about any of this. We both love you and while we are going to fuck with your little Sissy feelings, we're only doing it because we know that you want us to. But look, you need to sleep on this, wrap your head around it all." She walked over to my chest of drawers and from one she pulled out a pink satin nightie with matching panties. "Here, a girl needs comfy PJ's."
"Thanks. Julie, what's Dad gonna say about this? You don't think he'll disown me do you?"
"I guess we're going to have to dress you as Alex if we want to have an intelligent conversation. Dad loves you. Mom and I have already been hinting that you might be a Sissy so that when he does find out, it won't be that much of a shock. In the mean time, go get that makeup off and get changed. You'll sleep as Alesha tonight and you can be Alex tomorrow."
I followed my Sister's directions... odd, seems I've been following everyone's directions lately. Mom's, Julie's and especially Marcus's. After I'd gotten ready for bed, I had to put the outfit I'd been wearing away so I put as much as I could on a hanger and went to hang it in the back of my closet. I was shocked to see several other hangers with dresses, skirts and even some women's jackets and a nice leather wrap coat. On the floor I found 3 more pairs of stilettos in different colors and styles.
I opened my underware drawer and found several sets of lingerie. Panties, stockings, suspender belts and bras. I also found some very feminine T-Shirts and girly socks like the ones I'd been wearing. I also found 2 more nighties and 3 pairs of satin PJ's in different pastel colors.
I slipped between the sheets and fell asleep thinking about Marcus, about how he just completely dominated me... how he made me feel so small and weak and helpless. I remembered the feel of the straps around my elbows and wrists and the feel of the dildo gag in my mouth and the straps around my head. But mostly I remembered the feel of him... of his cock and how it felt driving deep into my ass.
All night long I kept hearing the words of Marcus and my Sister, explaining to me about my sexuality, my needs for humiliation, pain and bondage. They were telling me how much I needed to be fucked by him.
It was another terminally boring history class with Professor Robertson. God, who'd have thought that a guy just a few years older than me could make a history lecture so boring. It was odd because I've sat some of his lectures before and he was usually so much better than this, but his voice seemed older and more nasally than normal and it was all I could do to keep my eyes open.
"You NEED a Man Cock in your Mouth."
I quickly looked around but nothing seemed out of the ordinary. The voice was definitely feminine and she was somewhere near me but behind me. I turned back to try to focus on Professor Robertson, but my mind began to wonder and I started thinking how hot he looked. He dressed very conservatively but you could clearly see the muscular build, his powerful arms, his big barreled chest and his tight slender butt.
Another feminine voice whispered seductively, "Imagine having a large, throbbing Man Cock just inches... from your pretty lips."
My eye's were suddenly open and I looked all around but there was nothing. No one seemed to have even heard it but me.
After a moment, I turned my attention back to Professor Roberts. His voice was just off. He usually had a deep, rich baritone voice that I could listen to all day, but today it was just wrong and annoying, but then I looked at his chest again, those big strong shoulders...
"You need a huge Man Cock... in your mouth... and another... in your ass. That's right Sissy, a large, juicy, Man Cock in your slutty mouth, and another in your Sissy Pussy."
Again, I looked all around the room and no one seemed to have heard anything, though now I was beginning to draw attention.
Professor Roberts was watching me now and some of the other students were laughing quietly. He looked at his podium and called out "SISSY ALESHA! Is there something wrong?"
'Oh God! He just called me Sissy Alesha! SHIT! SHIT! SHIT! How does he know about Alesha?'
I lowered my gaze and said, "No Sir, nothing is wrong." My voice sounded small, feminine and submissive in the large lecture hall.
"You're sure? Maybe you'd be more comfortable with a large Man Cock in your Mouth."
I felt my face flush with embarrassment.
"Or maybe, you'd prefer a large Man Cock in your Sissy Pussy. Would that make you feel more at home Sissy?"
I could feel my penis swell from the humiliation of this and part of me just wanted to die right there. I stood up and tried to run from the room only to find that I was wearing a very short, tight dress, extremely high heels and my arms were bound tightly behind me. I nearly lost my footing and fell as my right ankle turned when it hit the end of the short chain locked between the leather ankle cuffs.
I tried to scream but my mouth was stuffed full of a cock shaped gag and my lips sealed by a large leather panel with straps wrapped around my head.
"Alesha, would you please join me down here? I think the entire class could learn something from watching me fuck your Sissy Pussy with my Huge Man Cock."
I took just a couple of steps and found myself bent over a table, my ankles strapped to the legs and he roughly pulled my butt plug out of my ass.
"Pay close attention Class. Sissy Alesha is going to show us how much she loves Man Cock in her tight little Sissy Pussy!"
I awoke sitting bolt upright in my bed in a cold sweat yelling "NOOOOOOO!" I continued to sit there, my sheet damp with sweat clutched to my breast as I worked to keep my heart inside my chest and to get my breathing under control. My head was buzzing and I had lost all track of time and space.
Without my noticing, Julie was suddenly on the edge of my bed holding me close in her arms. "It's alright Alesha, I'm here, you're safe. Shhhh. You're safe now."
"Oh Julie, it was horrible."
I told Julie about my nightmare and she comforted me until I calmed enough to get back to sleep.
In the morning, I woke and got ready for class. I'd pulled the plug out of my ass to use the toilet, but after having it in for so long, I felt a little empty without it, so after I showered, I decided to put it back in. Every move I made, the plug made it's presence known in the most delightful ways, though riding my bike to the campus was nearly as... interesting as it had been the night before, only without the stiletto heels.
Each class I attended, I found that I had a very hard time keeping my mind on my lessons. I could never do this again. By the midpoint of my third class, the plug was beginning to hurt and all I wanted was to have it out.
I had over an hour before my next class and decided I could ride home and pull the plug out and grab a bite and still have time to make my next class. When I got home, I went straight to the bathroom and I found that I had to work to get the plug out of my ass. It was like the rubber had stuck to the very tender skin around my sphincter. I ended up having to work it in and out a few times to get it to pull lose and by that time, I was getting very turned on. I can't believe he's making me wear this thing. After cleaning it well and relieving myself again, I decided I would leave it out for the afternoon.
I tucked the plug into my underware drawer, under my boy undies and my panties. I felt a need to keep it hidden. I felt ashamed that I even had the thing, yet... there was something else that... no, I couldn't think like that.
I threw a quick sandwich together and wolfed it down before riding back to campus. While my ass was still a little tender, it felt good to sit on the seat the right way and the rest of my afternoon classes went by without a hitch.
That afternoon when I got home, as usual I dove into home work for awhile before getting supper started. Julie was going out with Marcus so it was just me and my folks. Since both of my parents were working professionals and I had the time, I picked up most of the domestic chores around the house.
Throughout the evening my mind kept drifting off to what had happened the night before with Marcus and the new rules he'd placed on me... well... on Alesha. The next day was Saturday and I... well... Alesha had to be at Marcus's apartment at 10 for a tutoring session for about 2 to 3 hours. With his new rules, I'd have to dress up as Alesha at home, ride my bike to his place in broad daylight, then back home again a few hours later before I could change back to Alex. How could I pull this off with Mom and Dad here. They were bound to see me.
I did a quick computer search and I found a small gas station just a couple of blocks from his apartment complex. My plan was to ride there, use their bathroom to change and then ride the rest of the way as Alesha. Then on the way home, use their bathroom again to change back to Alex. The only question left was if I used the men's or women's room to change. Probably the men's room. Women can get away with using the men's room but being a man walking into or out of a women's room is going to draw attention.
Part 4: Lessons
I bolted awake at about 5 in the morning in a cold sweat again, but I couldn't remember the dream... nightmare... probably best that I couldn't. After that, I couldn't get back to sleep so instead, I went through my closet to find an outfit for the tutoring session. All of the dresses and skirts were either really short or really tight. The only ones that were longer than the crack of my ass, were knee length and skin tight. Granted, that'd be good for keeping my... well... sex from impromptu advances, but it'd make riding a bike nearly impossible. I had no choice but to go with a short skirt. Maybe Julie was right... maybe I am a slut.
I settled on a short black PVC pleated skirt and a white PVC short sleeved button up blouse that had a black PVC neck tie with it. Well... at least it's better than bright pink. I also found a pair of black leather oxfords with a 1" platform and 5" heels. At least they laced up and would be more stable on my feet than a pair of pumps that just slip on.
One plus side for a very short skirt is that I could have it on and just put my pants on over it. Likewise, the blouse, even with my bra and breast forms on under it, could easily be covered by a T-Shirt and a flannel shirt. This also gave me the idea to just wear my lingerie under my jeans too, then when I stop to change, I would just need to do my makeup, strip off my jeans and shirts and shoes and slip on my heels and the leather jacket that I'd need.
Everyone else was still asleep and I knew I had some... girly things to do in the bathroom, so I slipped in and took my shower and shaved my legs and armpits. Weird, I hadn't even started shaving my face yet and here I was shaving my legs. I ended up cutting myself about a dozen times but I was eventually getting the hang of it by the time I finished. Then came the rough part. I had to lube up my ass, lube the plug and put it back in. Something told me that Marcus would expect me to have the plug firmly inserted in my hole, so I figured it would be best to have it in now.
Back in my room, I added the few cosmetics I'd need to my pack with my books, heels and leather coat and started getting dressed. I started with my white silky stockings and man, I thought they felt good on my legs before. Now that I'd shaved, they felt REALLY good. The white suspender belt was very dainty and lacy and I loved the delicate look of it. Then I pulled on the tiny thong panties.
It took a couple of tries to get the small breast forms even but once on it filled the small bra cups nicely enough. I adjusted all of the straps the way Marcus had showed me. The white PVC blouse was actually a body suit, that had a very narrow snap closure in the crotch. The surface was so smooth and shiny that I had to take a moment to smooth my hand over my crotch and experience the pure femininity of it. But I ran into some issues when I tried to button up the front, it was just slightly too small.
I took it off and was just looking for another blouse that would work with the skirt when Julie slipped into my room. Peeking into my closet, "Moring Sissy Sister."
I jumped, "God Julie, do you have to sneak up on me like that?"
"I don't have to, I just enjoy it. You look panicked, what's wrong?"
"I was planning to wear this body suit with this skirt," I held them up for her, "since the skirt was short and the top is tight enough to wear under my boy clothes. But the top is too tight for me."
She laughed, "No, it's the perfect size. You just have to wear a waist cincher with it." She pulled a white lacy suspender belt that was so wide it would cover me from my hips to just below my breast... forms. "I know, it looks like a corset and in a way it is, only not quite as tight and not nearly as uncomfortable as an actual corset, I know, I've worn them before. But this will allow you to bend at the waist better. That'll help with you riding your bike... among other things."
"Julie!"
"Hey, I'm not the one who bent over and allowed Marcus to fuck me in my ass, now hold still and let me get this on you."
"Please don't remind me. I swear I can still feel him back there."
"Are you wearing your plug?"
"Yes. I don't know why but something tells me he'll want it in me."
"Yeah, he will. But the fact that you already have it in shows more that we're right about you than your suspicions of what Marcus wants."
"What do you mean?"
"Admit it, you like the way it feels in you."
"What? Why on earth...."
"Hold still! Don't deny it. Marcus told me that he only told you to keep it in overnight, but you wore it to class yesterday too."
"Well... I just figured... that he might..."
"Bullshit! You liked the feeling of having it in your ass. You think you're the only Sissy out there? I've known a few others, it's why I know that you're a Sissy. Stop and think about it, there is a whole industry making the kinds of sex toys that you are enjoying and they're making them for Sissies just like you. You are not alone. You are not the only Beta Male with feelings and desires like these. Now, take a deep breath and exhale and hold that while sucking in your tummy."
I did what she said and as I did, she cinched in on the cincher.
"Alright, I've got it tied off snug, you can relax now."
"Hey... it's kind of stretchy!"
"Yeah, they're a lot more flexible, but it will still hold you in enough to pull of that slutty top."
"It's not slutty."
"Alesha, it's the worst kind of slutty. The design, buttoned up the front, high stiff collar and the thin black tie sends the message of, almost a wholesome professionalism. But the high gloss PVC material stretched skin tight around that tight little body of yours screams that you're a slut looking to get fucked."
"NO! I'm not looking to get fucked. I'm just going over there to help him with his studies."
"And you won't let him fuck you?"
"NO! Alright, I let him last time, but he caught me off guard. He just told me what to do and left no room for discussion. I didn't know then that he'd stop if I just said NO. But I know that now. No, I'm going over there, we're going to study for a few hours and I'm coming home. That's it."
"Alright, I believe you. But if you're only going over there to study, why are you dressed like that?"
"Well... Marcus told me that he wanted Alesha to tutor him."
"Okay, if that's true, then why are you going over there with a plug in your ass?"
"What? Well, you said yourself that he would want me wearing it."
"And if he wants you to suck his cock?"
"WHAT?!? No, he'd never do that... even if he did, I'd say no."
"You sure about that?"
"Well... yes."
"Well, why don't you just tell him that if he wants help with his studies, he can take that help from Alex?"
"That's not the same Julie."
"It's not the same because you WANT to dress up pretty."
"Well... so... maybe I do... so what."
"Alright, I'll drop it. I believe you, you'll just go over and study and nothing more."
"That's right, nothing more."
"You know there's a big game tomorrow. Marcus is the starting quarter back."
"So?"
"Well, he's usually pretty aggressive going into these games. You know how he can be."
"Well you're his girlfriend."
"Alesha... I don't want to get pregnant, I won't take him in my ass and I don't like giving head."
"So... you're not doing anything to... to take his edge off?"
"Girl, I'm the one who puts his edge on."
"You really think he's gonna push me to... to have sex with him... again?"
"I know this is a very important game for him, the most important so far."
"Forgive me for asking, but if you're not having sex with him... why does he date you?"
"Well, I don't always tell him no. There are times in my cycle when it's perfectly safe for me to have sex with him and I'm very good. The problem is that my cycle and the football team's schedule don't always line up. Right now, I could get knocked up by walking through the room naked with him. He is just that potent."
"Well... game or no, I'm going over to help him with his classes and nothing more. Now, if he wants me to look pretty and sexy, that's up to him, but I'm there to study."
"Hey, I believe you. Here now, try the top."
I slipped into the PVC top and while it was tight I was able to button it up without the shirt puckering. I had to slip the four suspender straps through my panties and clipped them to the welt of my stockings and that was when I noticed the small black satin bows on each of the clips. Great, black bows on white stockings and straps, they stand out like a sore thumb.
Next I pulled on the short pleated skirt and we both agreed, I looked pretty good. I'd expected the skirt to conceal the straps, stocking tops and those little sexy bows, but it was too short for that. No matter how low I pulled the skirt, there was at least an inch of exposed skin above the stocking tops.
"God that looks so hot Alesha!"
"Stop. Here, help me get my jeans on over this skirt."
"You're crazy, you should just come clean with Dad and stop trying to hide who you really are."
"Maybe, but I'm not ready to take that step yet."
"Suit yourself."
After an early breakfast, I headed out at about 8 which gave me 2 hours to make the half hour ride. Before I'd left, Julie asked about where I'd planned to change and was horrified to hear that I'd planned to change at the gas station.
"Alesha, that's a horrible neighborhood, if your bike isn't stolen while you're changing, you're likely to be attacked in the bathroom. Look there's a community building in the complex where they have a party room on one side and a small gym on the other. In there is a small unisex bathroom that is rarely used and it'll be a much safer place for your change."
With that in mind, I felt much better about my plan and I headed out to start my bike ride to Marcus's. I'd used a good deal more lube on the plug than I had before and the entire way to Marcus's complex, I could feel it slipping around inside me. It felt so good that I actually enjoyed the ride despite how tight my clothes were.
When I got to the complex, I locked my bike up to a rack at his building where I normally did, but then walked over to the community building that Julie told me about. I could hear someone in the gym working out but there was no one else in the place. The bathroom was actually pretty big and there was a brightly lighted mirror over the sink so this was perfect for applying my makeup.
About the time I finished, I heard the door knob rattle as someone attempted to enter, "Just a moment," I'd called out in my softer, more girly Alesha voice. Then I quickly gathered my pack, draped my leather coat over my arm and turned to unlock and open the door where I found Tyrone Carpenter waiting. Tyrone was also on the team, even bigger than Marcus with a much darker complexion. Unlike Marcus, Tyrone was often very aggressive with me and often went out of his way to bully me at school. He'd been the one I heard working out when I came in, he was hot and sweaty and I was both shocked by his sudden appearance and strangely aroused by his scent that rolled over me like a wave.
He moved lightning fast to throw an arm up to block my exit from the bathroom. "Whoa! Where'd you come from little girl? I ain't seen you around here before and I'd remember you darlin."
I shrunk back into the door jamb, I couldn't take my eye's off him. It wasn't the look of disgust that he usually had on his face for me, this was a very different look that scared me even more. A look hunger... like a wolf who had a small defenseless bunny trapped in a corner.
"Excuse me!" I reached up with my free hand and tried to push his muscular arm out of my way. I'd have had as much luck pushing a steel pipe. His dark brown skin rippled with the strength of the underlying muscle.
"Where you off to in such a hurry? Why don't you step back in here and help me with my... cool down?"
"Tyrone... please, I have somewhere to be right now."
"Oh... "Tyrone" is it. You know me? Now that's hardly fare seein' that I don't know you little Princess."
"I'm... Ale... ALESHA." Oh God, I can't believe that I nearly said Alex.
"Alesha. What a lovely name. Are you a student at the university?"
"Yes. Please Tyrone, I have to go."
"Well, what classes are you taking, maybe we could study together. Let me take a shower and I'll be ready to play... well... study."
"We don't have any classes together." With this, I quickly ducked down and escaped under his arm.
"Awe... don't run away Princess! I LOVE YOU!"
I was running from the building as fast as I could on my stilettos and in this tiny skirt. I could hear him laughing as I ran away. Once I made it back to Marcus's building, I checked my phone and found that I was over an hour early. I worried then, what will Marcus do if I show up this early? I thought about just hanging out by my bike enjoying the look of the sunlight shining on my leather coat, but it was pretty cold out. Maybe I could just hang out in the small lobby of the stairwell.
Then, I noticed someone coming, "OH SHIT! OH SHIT! OH SHIT!" It was Tyrone walking towards the building. I nearly twisted an ankle as I rushed up the stairs to the third floor and ran as fast as I could to his door. I rang the bell franticly as I could hear Tyrone's heavy foot falls making his way up the stairs.
I heard Marcus calling from inside, "I'M COMING!"
His door opened just as Tyrone opened the door from the stairwell and stepped into the hall. "I'm early I know, I'm sorry," I said as I pushed quickly into the apartment.
"Well, come the fuck in."
He was just pushing his door closed when Tyrone pushed it back open. "Marcus I'm glad you're here bro, you should have seen this little bitch over..." His eye's locked on me.
"What the fuck! Is this barge in on Marcus day?"
I dashed quickly into the bathroom while Marcus delt with Tyrone. I closed and locked the door, sat on the toilet and hugged my knees to my chest. My heart was beating so fast and I was on the verge of tears. I just knew that Tyrone was going to burst through the door any second and just kick my ass. It hit me then that I was well and truly trapped. Why did people think they could hide in a bathroom? There is only one way in and one way out of most bathrooms. Sure, there is a window in here, but I'm 3 floors up. I can't fly.
'Knock knock.' "Alesha? You alright in there?"
Oh thank God, it was Marcus and he sounded calm. I jumped up and unlocked the door and opened it tentatively. I whispered, "Is Tyrone still here?"
"Naw Babe, he's gone. Come on out here and talk with me."
I opened the door fully and wrapped my arms around him. "Thank you... thank you so much."
"Relax now... you're safe." He walked me out to his dining room and took his seat. It was only then that I realized that he was only wearing a pair of thin nylon boxer shorts.
"Oh my God! I'm sorry, did I wake you up?"
"Yes, you did."
"Oh, I'm so, so sorry. Sit still, let me get you some breakfast." I dashed into the adjoining kitchen and put a pot of coffee on and started pulling the ingredients for a nice western omelet for him.
While I was in the kitchen, Marcus went back to the bathroom to take his shower. By the time I had his breakfast ready and I was setting the table he came back into the dining room wearing a short bath robe over a fresh pair of boxers. I'd just placed his coffee on the table and he picked it up and took a sip, "Mmm, just like me, strong and black. How'd you know?"
"I've made coffee for you before... well... Alex has. Sit tight, I'll get your breakfast."
I brought out his omelet, 3 strips of bacon, a couple of slices of toast and a glass of OJ. "Here you are Marcus. I'll be just a moment." I stepped back into the kitchen and poured myself a cup of coffee and added some sugar and a touch of cream.
I took a seat next to him as he took another bite. He gave me a long look as he chewed and I nervously sipped my coffee. "So... you not only look good..." he took a deep breath through his nose, "... and smell good, you can cook too."
"You like it?"
"I really do." He leaned over and wrapped his hand around behind my head and pulled me to him, kissing me on the lips. "Thank you Alesha, this is really good. Just what I needed."
"It's the least I could do after the way I burst in here. Was Tyrone mad?"
He laughed, "Tyrone was as horny as a three peckered billy goat as my grand pa would say. He was only mad at me for not sharing."
"Sharing?"
"Yeah, you might say he wanted to turn you into the creamy filling of an Oreo."
"Oreo?"
"Shit, you really are an innocent. Essentially one of us would be fucking your Sissy Pussy while the other would fuck your throat."
"OH GOD!"
"What did you think?"
"I thought he realized who I was and was chasing after me to kick my ass... again."
"He beat you up?"
"Yeah, in my Freshman year just a week in. He broke a rib and gave me a concussion."
"Really?!?!"
"Oh yeah. I've given him wide berth ever since."
"Good to know. Give me a couple of days and I assure you, he'll never hurt you again."
"Marcus, please don't say anything to him. It'll just make things worse. I just want him to forget that I've ever existed."
"No Alesha, you can't run from bullies like him, or me for that point. You have to face them and stand up for who you are. The reason that guys like him attack Sissies like you is that they know you are lying to everyone about who you really are. Worse yet is that a lot of guys like him, once you are honest with them, feel threatened by you."
"THREATENEND?!?! BY ME?!?"
"Yeah, believe it or not, I used to feel threatened by little Sissies like you. I felt that if a little guy like you got me aroused that I might be gay. That's a serious threat to a real man. I finally realized that I wasn't attracted to you as Alex, I was attracted to your feminine sexuality. I'm attracted to Alesha. That's why I've insisted that you dress and actually become Alesha whenever you're over here. I know you're male, but you don't look, sound or even act like a male, so I can believe that I'm only attracted to Alesha, a girl. In that regard, I don't see myself as being gay."
"So, you think that you can get that through to Tyrone?"
"Ty is not as stupid as he comes across. I know that most people just see him as a big aggressive thug. That's the Ty he wants the world to see. It's the Ty he had to be growing up in the ghettos of Chicago. While it is football that is paying for his tuition, he had the grades to get in on his own. He's actually studying to become an Aeronautical Engineer and has already completed ground school for his pilot's license. But yeah, he is very much the Alpha Male and I know he feels very threatened by Sissies like you and especially you."
"Why especially me?"
"As Sissies go, you are really unique. Even when you're dressed as Alex, you have this... natural femininity that shines like a beacon. That makes you the worst kind of Sissy for Alpha Males like us. You arouse us even as Alex, just by showing up. I mean, it's one thing when a woman like Julie walks into a room an draws my eye the way she does, but I get the same feeling from you even when you're Alex. That is a real threat to my fragile male ego as your Sister puts it. Like I said, give me a couple of days to work on Ty. I believe I can turn him around. But if I do this, you'll owe me a favor."
"Anything if you can get him off my case."
"I didn't say I'd get him off your case, I'm saying that I could get him to accept you."
"You mean... the way he was acting towards me... Alesha... he might..."
"Oh yeah. He's met Alesha and you got him hard as a rock. He wants to fuck you."
I sat there mentally overwhelmed by that for a moment as Marcus finished his breakfast. The clink of his fork on the empty plate brought me back to the present. "Can I get you anything else?"
"No, thank you. That was amazing. You have a real talent in the kitchen."
"Thank you. Give me a few to clean up and we can get started on our studies."
"Okay, I'll set up in the living room."
That was different. The only table to work on in there was the coffee table and that was pretty low, but his apartment, his rules. I cleared away the dishes and cleaned up in the kitchen before heading out to the living room.
"Marcus, can I get you another cup of coffee?"
"Please."
I stepped into the living room with a coffee mug in each hand, to find him standing beside a large cushion he'd taken from his large black leather couch, that he'd placed on the floor beside the coffee table. He'd also taken off his robe and was standing there in just his thin nylon boxers.
As much as I tried not to, I couldn't help but notice his well toned and muscled body as he twisted and bent to place a pair of coasters for our coffee mugs on the table. I'd never really noticed how... how ripped he was before. I was watching his shape and form intently when my gaze shifted and I saw him looking over his shoulder at me with a knowing grin on his face.
I felt my face flush with embarrassment and that caused my little penis begin to swell. "What?"
"You were checking me out, weren't you Sissy?"
"N... no... I wasn't..."
"Bull shit. Tell the truth."
"No... I... I wasn't checking you out." He just stood there staring at me with a stern look. "Well... alright... I was looking... so what."
"Now, doesn't it feel better to be honest. Place the mugs on the coasters and you can kneel on this cushion." He stood there next to the cushion pointing at it.
I bent to place the mugs down and right away, he said, "No Sissy, that's not how a woman in a short skirt and heels bends over. Keep your feet together, knees locked and back straight as you bend at the hips."
I flushed again and did what he said.
"Yes. Much better," he said while he smoothed his hand over my butt as I bent. When I rose back to standing he pulled me into a warm embrace. "Good girl. Now, kneel down Alesha."
He helped me down to the soft leather cushion and I looked up at him. He had a warm grin on his face like a little boy about to get the candy he'd asked his Mom for.
He reached down and placed a hand on the back of my head and lightly stroked my hair. There is something about people playing with my hair that just causes my mind to turn to jelly. As he did this, I straightened my back and leaned against his powerful leg, I wrapped my right hand around the back of his muscular thigh and I let out a slight moan that, regardless how much I tried to hold it in, squeaked out of me. As I inhaled from that, I could smell his scent. Just then, I felt his cock twitch and I realized only then that the only thing between his massive cock and my face, was the very thin and silky nylon of his boxers.
"Mmmm, you like that don't you Alesha?"
He stroked my hair again and worked his fingers into it. I just nodded and moaned again as I brought my left hand up to lay flat on the inside of his left thigh. Again I felt his cock twitch and throb with his pulse. He was so strong... so self assured. His scent... so hot... so strong... so musky... so overwhelming of my senses that I felt lost and powerless to do anything to stop what he was doing.
I shouldn't be doing this. I shouldn't be feeling like this, but I was so... so aroused. My little penis was straining against my silky panties and the tight PVC crotch of my body suit. This wasn't right... it wasn't fair... I can't... I'm so powerless to stop this.
"Alesha, you are so pretty, so feminine. Would you like to touch my cock?"
I looked up at him without moving my head. I could see in his eyes that the question was not what it seemed. He wasn't asking if I wanted to touch his cock. He wasn't even suggesting that I touch his cock. He was directing me to do it in such a way as to make it look like it was me who wanted to do this. It made what I was doing that much more humiliating. I just nodded and slid my left hand up and over the thin nylon to lay between my face and the underside of his cock. I could feel the heat and every vein and ripple of muscle through the thin material.
His cock twitched again and I looked up as I heard him clear his throat. "You can have that hand inside... if you want." Again, permission granted for a suggestion that was much more than a mere suggestion.
I slid my hand down and then back up along his upper thigh and found my way back to the base of his cock. His balls were large... very large... each one easily 3 times the size of my little balls. They were also very hairy, but the hair felt soft, not scratchy.
"Yeah, oh, I like it when you play with my balls. You have very soft hands Alesha. Now, ask me."
I looked up at him again, not knowing what he wanted me to ask him. Then I saw the look in his eye. He was not satisfied with my level of humiliation yet. "May... please Sir, may I hold your... cock?"
"Yes Alesha, you may hold my cock. See, when you ask nicely, you get what you truly want."
Right now, I just wanted to die, but I slid my hand up further, sliding along the under side of his cock, my palm cradling the huge, throbbing under rib of his urethra. I'd never touched a man's cock before and now the heel of my left hand was just above his scrotum and the tips of my fingers were still well below the ridge of his glans, the head of his cock. God he was huge!
"Is there something else you'd like to ask of me Alesha?" I looked up again at him but I couldn't think of what he could be implying. "Press your face into me for a moment to think it through."
I pressed my face back into his cock, using my hand inside of his shorts to press his cock back to me. I could feel the heat... the throbbing of his pulse and even through his shorts I could smell his very masculine scent. I breathed deeply a couple of times then it hit me what he was getting at.
I looked up submissively, with my face remaining level and only my eyes looking up to him, "Sir, may... may I kiss your... your cock please?"
I saw a huge smile crease along his face into a smile and his deep brown eyes seemed to light up with his joy of my debasement. "You know, it's not every pretty little Sissy that I'd allow to kiss my cock, but since you're so very submissively feminine and so very pretty, I'll allow you to kiss my cock, but... you have to pull my shorts down and kiss just my cock."
"Thank you Sir." I slid my left hand out of his shorts and then grasped the material at his hips and began to pull the shorts down. They slid easily at first but then something caused them to bind up, so I pulled down harder, putting my weight behind it. I didn't realize it, but the elastic waistband of his shorts was snagging on the head of his cock. By pulling down, I was actually bending his cock like tensioning a great leaf spring.
In an instant, the head of that massive spring slipped from the elastic band and shot up into the air over my head. At the same time, the sudden release threw me off balance and my face planted right into the underside of his cock. It took a moment to realize what had happened and why his cock was now firmly pressed across my face, blocking my right eye. I could feel his balls just under my chin and God only knew where the head of his cock was... somewhere above my head.
I instinctively released his shorts and placed my hands on his thighs to push away so I could regain my balance, but his hand, still on my head, held me fast in place. After just a couple of breaths, his scent was so strong that it seemed to block all other thoughts from my mind. I liked this... the feeling of his soft, smooth and very thin flesh of his cock pressed against my face. I could feel his pulse throbbing just beneath the skin... so strong... so steady, while my own pulse was racing... just so fast.
I pursed my lips and kissed the underside of his massive shaft. Then I looked up at him to see his reaction.
"Alesha, put yourself in my place for a moment. Would you accept that kiss if you were me? Think about what you're doing. Where should you place the kiss on the cock that you truly love? Where you kissed it, it's like you kissed me on my arm. Yeah, it's a kiss, but it doesn't mean much there. Now, ask me what you want."
"May I please... kiss the head of your cock?"
"Very good Alesha! Yes... yes you may kiss the head of my cock, though, I want you to hold the shaft of my cock gently in your hands."
"Thank you Sir." I gently grasped the shaft of his cock with both hands and rose up all the way on my knees and kissed the very tip of his cock. Then, I kissed him again and again, working small delicate kisses around the ridge of the glans.
"That feels very good Alesha. What would you like to do next?"
I was still holding his cock. Again, I looked up and asked softly, "May I... may I lick your cock?" FUCK! What am I thinking!?! I should be telling him NO! STOP THIS and let's get to his studies.
"Yes Alesha, you may lick my cock, but... you have to lick it all... bottom to top... top to bottom... you can't miss any of it."
"Yes... yes Sir." I began licking his cock like a huge black lollipop and just as he said, long wet licks up one side and down the other.
He continued to stroke and play with my hair as he urged me on. "That's it Alesha. Long, slow and very wet licks. The more wet you get it, the more slippery it gets, the more lubricated. Mmmm, yes, work it with your soft hands too."
I found that the more I licked him, the more saliva I produced, the wetter and more more slippery he became. I also noticed that my saliva began to get a little thicker as if my body were preparing for something... something more invasive.
"Now Alesha, is there something else you'd like to ask me? Take your time."
He was so patient with me, taking things in small baby steps and allowing me to find my own way while urging me on to take the next step. But I felt that I'd taken this as far as I could. I was not ready to take him... orally, but as I continued to lick him, I knew the next step... I knew he wanted to humiliate me more by making me ask for it. I needed this to stop.
"May I... may I suck the head of your cock?"
"Just the head of my cock? Don't you really want to suck all of my cock?"
"Please... please Sir... this is my first time... please don't make me." I was crying at this point, so confused by my own ego driven revulsion at what my feminine sexual urges were driving me to do.
"Alesha, I'm not making you do anything. I'm just allowing you to do what you ask so politely to do. If you want to stop, just say stop. I'll stop. However, look at my cock. Do you see how big and hard and aroused YOU have it? Do you think it's fair to just stop and leave me... like this? That's kind of cruel and unusual punishment to get me right on the edge like this and then just leave me hanging, don't you think?"
As much as I hated this, he was right. I would hate it if someone had gotten me this aroused and then just stopped. I've already pushed this too far. "Yes Sir... I'm sorry... I don't know what to do."
"Well, there are 3 options when you've aroused a man to the extent that you have aroused me. You can either allow me to... finish off... so to speak, in your mouth, in your Sissy Pussy or by hand and I'll deposit my seed on your face. If you don't wish to fully suck my cock, then you can ask me to allow you to give me a hand job and cum on your face, or you can ask me to fuck your Sissy Pussy. So, which will it be?"
I already had my hands on his cock and slathered in my own drool. "Sir... may I masturbate you?"
"Yes you may Alesha, but as I said, I will cum on your face, or, if you prefer, I could cum in your mouth. That's a lot cleaner, you get a nice creamy treat and my seed doesn't go to waste that way. Would you like to take my seed in your mouth so you can swallow it?"
I hesitated for only a moment as I thought back to my last time here when he fucked me. He was very concerned about me keeping "The Gift" of his seed inside me. "Yes Sir."
"Good, I think that'd be very appropriate. But you know, if you want to take my seed in your mouth, you might as well go ahead and give me a blow job don't you think?"
"Yes Sir. I suppose." I did not want to do this. But, it did seem to make him much happier. "Sir, will I have to take all of your cock into my mouth?"
"Oh, I see, you're worried that I'll get carried away and force you to take it all. No, I don't expect you to take it all, but I do expect you to take as much as you can without puking. I have no desire to have your breakfast all over me. Don't worry, I want you to enjoy this just as much as I do. I swear, I'll be extra careful with you. Just remember that when you take me in your mouth, grip my cock with both hands and have the top hand right by your lips. That'll work as a stop to keep my cock from going any deeper. I'll be careful."
I gripped him as he'd suggested and again, kissed and licked around the head of his cock for a moment before taking his head all the way in. He kept giving me little tips on what to do with my lips and tongue, mostly how to use the angle of his cock and my tongue to protect his cock from my teeth. It didn't take him long before he began pushing my head down on his cock more and more. At first, my hands made for an adequate stop to keep him from plunging too deep into my throat, but all too soon, my hands began to slip on his well lubricated shaft and the head of his cock was pounding in the back of my mouth, right where it bends to enter the throat.
I nearly panicked when I heard him begin grunting and his cock began closing off my airway as his iron like grip forced my head further down on his cock. A second later, I could taste his pre-cum as it oozed from his cock and quickly mixed with my thick and slippery saliva. It filled my mouth with an organic taste, slightly salty and with a slightly stringy but slippery texture.
He'd quickened his pace, thrusting his hips and ramming his cock in and out causing me to make loud 'gaulking' noises that mingled with the sloppy and slurping sounds of my sucking. I'd managed to swallow a couple of times, both the saliva and his pre-cum coating my throat when he grunted, "Get ready!"
The grip he had on my hair became much tighter as he forced my head down even harder on his cock. My hands slipped and within a heartbeat, his cock was rammed deeply down my throat and I couldn't breathe. I began to retch and choke just as I felt the first of many steaming hot jets of cum flood my throat.
I gripped his cock as tightly as I could and worked to push my head away from him, but all I could manage was to marginally reduce the depth that he was driving into me. It was hard as Hell to swallow while a huge cock is rammed down your throat. This was not something I was enjoying, in fact, I was terrified of choking to death.
By his 5th or 6th spurt of cum, I had his jizz from my belly clear up into my sinuses. The scent was enough to turn my stomach, which was already being turned by the cock in my throat.
He finally came to his senses and pulled back to allow his last spurts to fill my mouth. I was still choking and retching.
"Swallow it all girl, swallow it all."
I was so embarrassed and humiliated, but at the same time, I was afraid that if I let him down, he might punish me. So badly I needed to please him.
As I felt his last spurt loose pressure, I began sucking in earnest and milking his shaft with my hands. I was trying to suck the last drop of his cum... his "Gift" of his seed, from him. I didn't want him being disappointed that I wasn't trying hard enough.
His cock began to soften and shrink somewhat. His grip on my hair eased and he began smoothing it out, petting me like you might pet a kitten. Then I heard the words I wanted to hear so badly, "Good Girl. Now, lick up your mess off your hands and my cock and balls please. Be sure to swallow everything."
I began lapping up the excess saliva and cum from his cock and my hands, then I used my hands to scoop up the goop that had run down onto my bouse and skirt. While I was cleaning up myself, Marcus stepped out of the room then came back a moment later with a damp cloth. "Here Alesha, you might want to wipe up with this."
"Thank you." I face burned with my flush of humiliation. I felt so horrible. I'd looked at guy's cocks before and always felt shame at the fact that I'd done that and the fact that I often felt somewhat aroused by them. But now, within just 3 days, I've touched, kissed, licked and sucked a man's cock, swallowed his cum and even been fucked by him... and I liked it... well... most of it anyway.
"I'll be in the dining room when you get yourself cleaned up."
He stood up as I entered the dining room. Our books were already laid out on the table and he'd placed fresh cups of coffee on the table for us both. He held my chair as I slipped in, then he bent slightly smelled my hair as he pushed me up to the table.
"God, but you smell good girl."
"Thank you."
He took his seat and asked, "So, did you enjoy yourself?"
"I... I guess so. It's a lot to... you know..."
"Swallow?"
Even I had to laugh at that. "Marcus, I'm not ready for this to be funny."
"I know, I'm sorry. I kind of lost control as I came. I will say though, that for such a small little girl, you handled it quite well. I thoroughly enjoyed the experience."
"You... you did?"
"Oh yes. I mean, it's not the best I've had by any means, but for your first time, with no preparation ahead of time, that was amazing."
"Thank you." I suddenly felt both elated and humiliated at the same time. Part of me really wanted him to enjoy it. The purpose after all was for me to pleasure him and I was really surprised at how hard a girl has to work to bring a guy off like that. The other day when he fucked me, all I did was lay there and enjoy it, but this... I had to build up to it slowly and there are so many little things you have to do with your mouth, lips, tongue and hands.
"I'll talk with Julie and see if she wouldn't mind giving you some pointers. Anyway, here's the updated paper based on your mark ups from the other night."
We spent the next few hours actually studying, writing and doing our homework. I fixed us some lunch and then we studied for another couple of hours.
I was really surprised by him. I mean, I knew he was smart, but he just seemed to be thinking on a level I'd not seen from him before. I could see that he had the ability to work far beyond what his GPA showed.
As we were wrapping up, I brought this to his attention.
"Yeah, I tend to be at my best after I've shot my load. When it builds up for a day or so, all I can think about is sex... sex and women. All I want to do is fuck or get sucked off, it's all I can think about. That's why my grades suffer and why I really need a tutor like you."
"So... you want me to... to suck you off at each of our study sessions now?"
"It'd be nice." We both laughed at that. "Seriously though, I'm more than happy to let you play with my cock any time you'd like... all you have to do is ask."
"You're serious?"
"Of course, it's really the least I can do for such a pretty tutor as you. I'd also be happy to tie you down and fuck you too. Again, all you have to do is ask."
"Marcus, why on earth would I ever want you to bind my arms the way you did, gag me with a penis shaped gag and strap me down the way you did? Why would I want you to... to fuck me?"
"Because like everybody, you need to be loved. It's part of the human condition, but with Sissies, you need more than just love. You need someone to lead you, direct you to do the things that you need to do. You need someone to control you."
"Is that why you tied me up?"
"Yes. You needed that restraint, that bondage to free your mind from your male ego. This allowed you to accept and enjoy the love that you so desperately needed. You did enjoy being fucked by me didn't you?"
"Well... yes... I mean... it hurt a little at first... but then..."
"But then. But then you were moaning like a whore in heat."
"It wasn't like that."
"No? Would you like to see the video?"
I was afraid that he'd bring that up. "No... that won't be necessary." I was feeling very humiliated again and so turned on. I was beginning to feel like I was walking into a trap of some kind.
He stood from his chair and held out his hand for me. "Come, let me show you something."
I took his hand and stood up, then he led me back into his bedroom again. There on his bed were the same straps and gag harness that he'd used on me before, but additionally, he had some black leather cuffs that were padded and had bright chromed buckles and attachment rings. I looked at them and suddenly felt very weak, very small. I remembered the firm grip of those straps and how that gag filled my mouth, sealed against my lips so effectively and something inside of me wanted that feeling again. Then I looked at the new cuffs, the soft leather pads and the shiny hardware. I thought about the possibility of being bound by him again and I felt my little penis getting hard again.
Marcus had moved around behind me as I looked at the restraints laid out before me. Then I felt him pull my body against his as he smoothed his strong hands down my body to my waist, then he moved his right hand to press into my crotch. "Mmmm, I feel something warm and throbbing down here. You are aroused by this aren't you Alesha?"
"Y... yes Sir."
"You liked being restrained by me didn't you?"
"Y... yes Sir."
"Yes, you liked the feel of those straps binding your elbows and wrists didn't you? Would you like me to restrain you again... to feel the loving embrace of those pretty cuffs?"
"Marcus... please..." I was weakening and he knew it.
"Please what?" Then he leaned down and whispered in my ear, "You only have to ask me."
"Marcus..." He pressed my skirt in and wiggled his fingers over my tiny captive penis which only served to arouse me even more. Then, just as he'd planned, my resolve crumbled a little more. "Marcus... please don't... you know I can't..." He pressed in on my penis again, so hard that I could feel his own rapidly swelling cock press against my ass.
"Are you sure you can't Sissy, or is it that you're afraid to accept the fact that you are a very submissive and feminine Sissy? So submissive in fact that you want to be bound by a strong, assertive and loving man like me." He pressed my penis a little harder and I moaned as my knees weakened. Then whispering again, "I understand you Sissy... better than you understand yourself. All you have to do is ask me."
I was breathing fast and shallow, my knees nearly shaking with weakness. "You... you said that if I said no, you'd abide by that."
"I will... if that's what you truly want. Just say, 'Thank you Sir, but I don't want to be tied up today,' and I'll drop it. But here..." He bent and picked up one of the leather cuffs and held the smooth and soft leather pad that lined the cuff to my nose. As the strong scent of new leather wafted into my nose, my nostrils flared and I instinctively inhaled sharply. "You have a love for the scent of leather, don't you Sissy?"
"Yes Sir."
"You like to feel it's embrace around your wrists... elbows... ankles."
"Yes Sir. I don't want to... I know I shouldn't... but I do." He pressed my penis again as I moaned uncontrollably.
"Sissy, you can't help but like whatever it is that arouses you. There is no shame in it. If you like being bound and gagged by a big strong man, there is no shame in asking a big strong man to bind and gag you... and fuck you. God knows you're too pretty not to fuck. When I see you all helpless and gagged like you were the other day, I get really aroused by it. Likewise, I feel no shame about it if a pretty Sissy like you asks me to bind and gag her, well... what else are you going to do with a pretty Sissy who's all helpless, aroused and squirming around on my bed?"
Oh God... just shut up and fuck me already! This was so frustrating! The truth is that I've thought about nothing but being bound and gagged and fucked by Marcus ever since he'd done that just 2 days ago. It was so strange... I loved it... I hated it... God how I wanted it again. Even more so with his hand playing with my penis and his cock twitching against my ass. My resolved crumbled completely.
"S... sir, w... would you please restrain me with these cuffs..."
"Why I would love to Alesha, thank you so much for asking."
He immediately grabbed my elbows and began cuffing and locking my limbs. As he worked, he asked me, "Would you like me to fuck you Sissy?"
"Yes... Sir... please." God, I can't believe how easily he controls me. Just like that, he got me to ask him to do this to me, even though I'd set myself to deny him. He was just so strong... so self assured. I could see exactly what he was doing to me, I saw every turn he put in front of me... saw them like a neon sign on a dark night. I could see it coming and I just could not bring myself to steer clear. It was a trap I could see, that I knew was coming, but it was so attractive... so arousing that I couldn't say no, regardless how badly I wanted to.
Once he'd finished locking the straps of my gag harness, he spread a large towel on his bed and led me to the spot. As soon as he'd shoved me down onto the bed, I willingly spread my legs to either side and waited patiently as he cuffed and chained them in place.
He flipped my skirt up and smoothed his hand over my ass. "God but you have a glorious ass for a Sissy. I'd swear it's smoother than Julie's and her's is... amazing. You have no idea how wonderful it is to fuck a Sissy who's so marvelously feminine and so submissively and helplessly bound and gagged." He reached between my legs and released the snaps of the white PVC body suit and flipped the backside back over my back on to the flipped up skirt. Then I felt him pull my silky thong panty to the side as he'd done before.
He pressed his fingers between my cheeks and the contoured base of the butt plug that resided there. He played with it for a few moments. "I'm so proud of you Sissy. I really didn't expect you to have this plug in you this morning. I'd half expected you to have thrown it away when you'd gotten home that night. The fact that you kept it in for school the next day speaks volumes about how submissive you are and how much you are working to please me... and I am pleased with you... very pleased."
He wiggled the plug inside of me for a moment, playing with me to see if my little penis... my clit as he called it, would get any larger... it did, but only slightly, though it felt huge in my tiny panties. Soon he worked the plug around and pulled it free of my little hole. He again worked in his gloved and well lubricated fingers into me, quickly moving from one to two to three fingers giving just a few thrusts for each before adding each additional finger. "This plug is working wonders on the flexibility of your little hole. This is going to feel so good. You were a bit tight last time, but that has it's pleasures too."
Moments later, I felt the large blunt head of his cock pressed to my well lubricated sphincter and I willingly relaxed and allowed him to penetrate me. Again he drove himself deeply into me... stretching my little hole as I panted and moaned softly into the sheets. As he pressed his balls against my own tiny little nuts, be bent at the waist and lay lightly on my arms then whispered in my ear, "You love this you little Sissy Slut. You love being penetrated by a Real Man."
He pulled back, slowly... seductively, then rammed his cock back inside of me causing me to squeal around the cock in my mouth... the cock I'd begun sucking on and swirling my tongue around.
"You think about me in your dreams don't you Sissy?"
He pulled back again... then in again, he rammed hard into me, laid his chest on my arms and whispered, "I bind you in your dreams don't I?"
He continued, pulling back slowly, then ramming hard into me and whispering something embarrassing or humiliating in my ear each time. As I had before, I began gripping his cock as he eased back then relaxed as he shoved himself deeply into me slamming his pelvis into my ass so hard it made a harsh smacking sound and I felt his balls swing heavily into my own and my swollen... clit... and with each thrust, I moaned wantonly like a slut in heat. I hated myself for loving this so... I shouldn't love this... I should hate it... I should hate him... I should hate him for making me love it. I would too... if.... if he wasn't so fucking right. I asked him to bind me, gag me and fuck me and I did so because I wanted him to do it. But why... why would any one want to be bound and gagged and then taken by a man so forcefully? It just didn't make sense.
All the while he was fucking me, my mind drifted off in a fog of sorts... not quite a dream state, but not fully in the here and now either. I continued to clinch down on his massive shaft as he pulled back and relax as he thrust into me as if I were on some kind of submissive auto pilot.
I don't know how long he'd been slowly and thoroughly fucking my ass before he began shooting long hot jets of cum deep into my bowel but I do know that I was particularly sensitive by that time and each thrust was rubbing my little Sissy button, that soft spot where the prostate is right up against the anal canal, sending wave upon wave of pleasure through my body like an electric current.
I could feel his body slam into me and suddenly stiffen in a kind of seizure as he shot load after load into me. He was hot and sweaty and he nearly collapsed on my back as the last of his cum oozed from the head of his cock, still deeply embedded in me. I continued to flex my sphincter tightly down on the shaft of his cock, milking him for all I was worth.
"Damn girl, that was good. You are still so tight and I love your little whimpering moans. It gives me the feeling that you've finally given up fighting your little beta male ego and given yourself up to being a complete and submissive Sissy. Did you like how I fucked you Sissy?"
I just nodded, "Mmmghf-mmghf."
"Yeah and you especially love it when you're helpless don't you?"
Again I nodded, "Mmmghf-mmghf."
"I'm very happy to hear you agree with me. I really love strapping you down tight, making you my helpless little Sissy, then fucking you without mercy. We're going to do this a lot more, I assure you... a lot more."
He lay there on me for a few minutes and played with my hair working more small moans from me as he slowly softened. Then he finally pulled out of me and took a few minutes to clean us both up before re-lubricating and inserting my butt plug then pulling my panties back in place and reattaching the crotch of my body suit.
After releasing my ankles from the bed, he pulled me up to my feet and clipped a leash onto the thick leather collar he'd added and led me out to the living room where he sat in his large recliner and pulled me down to lay on top of him, nearly cradled in his strong arms.
"Alesha, that was a pretty amazing fuck and I really want to thank you for giving yourself to me the way that you do. The only problem is that when I fuck you, even when I just play with your little clitty, I can feel your tiny little Sissy ovaries, your balls. Even though I know your little ovaries are there and even though I know that you're just a little Sissy Faggot, feeling those tiny little ovaries hanging down, kind of blows the whole fantasy of you being a girl when I fuck you and play with you. So, I've decided to take you out to a specialty store here in town, to have your little clit fitted with a special chastity device that will hold your ovaries up inside your body where they belong. This device will also tuck your tiny little clit inside of you as well. This will mean that, just like a real girl, you'll have to sit down to pee. If you don't, you'll make a mess, but on the plus side of things, you'll look and feel like a real girl down between your smooth thighs. Won't that be nice?"
I had no idea what he was talking about, but still being helplessly bound and gagged, it didn't look like I had much of a choice in the matter. I just nodded again. I had to be patient and wait for him to release me. But now was not the time.
He rose from the chair leaving me still slumped in it's soft leather embrace. "I've got to get dressed. After we finish at the shop, I'll take you out for supper."
I lay there writhing in my bonds while I waited for Marcus to change and come back to release me. Why didn't he release me so that I could change while he did? Then it hit me, he wanted me to go out dressed as Alesha. But this time, I'd not be riding my bike in stilettos and a tight skirt. I was going to have to walk in public, down town... have to go into a shop. Then the other part hit me. I was going to have to be "Fitted" for something to hold my dick and my balls in place and out of sight, but WHO would be doing the fitting?!?
He came back into the living room dressed nice but casual and pulled me to my feet and gave me a hug. "Now, I'd like to remove your gag before we go, but you have to understand that you are not allowed to speak unless someone asks you something. No matter what I or anyone else says, you can not react. If you speak out of turn, I will punish you. Do you understand?"
I nodded, "Mmm-mmm."
"And you think you can keep quiet without the gag?"
I nodded again and prayed I could keep my mouth shut as he unlocked the buckles on the harness and pulled it free of my mouth. I slurped it clean again as he pulled the cock part of it from my mouth.
"Good girl." He set the gag on the coffee table along with the padlocks. Then he moved behind me and opened the padlocks that joined my wrist and elbow cuffs together. " You might want to go touch up your makeup, get yourself pretty for me again."
"Thank you." I stepped down the short hall to the bathroom and glad I did when I saw the mess that the gag made of my lipstick. That's about the time it hit me that he hadn't removed my wrist and elbow cuffs, he'd just released them from each other. They were still locked on my wrists and elbows.
"There's my pretty girl," he said as I entered the living room a few minutes later. "Turn around Alesha."
I turned for him and before I could think to ask him why, he pulled my arms behind me and locked my cuffs back together. I started to speak when...
"At! No talking. That gag is still there. Would you like me to gag you?"
I shook my head no.
He picked up my leather wrap coat and pulled it around my shoulders, wrapping it around the front and tying it closed with the attached belt. He clipped the leather leash onto the ring on the front of my collar and gave it a slight tug, "Let's go."
Oh God! He was going to walk me on a leash like I was some kind of a... a pet?! I wanted to say something... to beg... plead for him to change his mind about this. It was so humiliating and by the time we'd made it to the door, I felt my little clit pushing hard against the tight crotch panel of my body suit.
I walked beside him, as close as I could to maybe hide the fact that there was a black leather leash leading me from the ring on my collar to his hand. He walked slowly, realizing that in these tall heels, I had to take 3 or 4 steps for every one of his. My real worry though was the stairs. Without my hands, I couldn't use the hand rail to help with my balance. But just as we approached the top step, he wrapped a strong arm tightly around me, holding me close to him as we took the stairs down. By the time we'd made it down to the second floor, I was getting the hang of it and the stairs to the lobby were much easier.
He picked me up and lifted me into the seat of his car, then reached over me to fasten my seatbelt. "Thank you Sir."
Still bending over me, I watched in horror as he froze for a moment, slowly turned his face to me. I hadn't thought about his threat of punishment, it had just been a natural reaction to how lovingly he had walked with me and how gentle he was getting me into his car. But he smiled, leaned in and kissed me tenderly. "You're welcome Alesha."
As we pulled out of the parking lot he asked, "So, what were you doing over at the community room this morning?"
"Chan.... um... nothing."
"Nothing? 'Chan...' doesn't sound like nothing. Now tell me what you were doing in there. Don't make me have to punish you."
"I... I was changing."
"So, Alesha didn't ride her bike over to my place this morning did she."
"Well, technically she did. I didn't want to get grease from the chain on my stockings or run the risk of injury wearing my heels, so I wore a pair of jeans over my skirt and lingerie and wore my sneakers. I just wore a flannel shirt over my PVC body shirt to protect it and keep it all pretty for you. So... I was wearing my skirt and bodysuit, I just had them covered to keep them pretty for you."
"It's not that you're afraid to be seen in public as Alesha?"
"No... not at all."
"Then why were you so anxious about walking out to the parking lot?"
"My arms are locked behind me and you have me on a leash."
He laughed at that, "I guess that's what I get for having a Sissy who's my tutor. You've got an answer for everything. I'd better be careful with you, I might end up in a dress."
"No Marcus, it's not like that. I really do want to keep my outfit pretty for you and riding a bike doesn't exactly lend itself to wearing pretty clothes."
"Alright, I believe you. You really are pretty and I do appreciate the efforts you're taking to make yourself pretty for me. You're a good girl and I'm lucky to have such a thoughtful Sissy Faggot to take care of me."
He pulled into a parking space, put money in the meter then lifted me from the car and placed me gently on my heels before securing the car. He gave my leash a slight tug, "This way Sissy."
It was late afternoon on a Saturday and the streets were crowded. Again, I walked as close to Marcus as I could so people might not notice the black leather leash, the black leather collar it was attached to or the fact that my coat sleeves were empty. But I was acutely aware of every pair of eyes that looked at me. Most of the women didn't seem to take note of me at all, though nearly all of the men we passed looked longingly at me as if they envied Marcus and wanted to fuck me. If they only knew...
Part 5: KinkToys
The store he was taking me to was 3 blocks away and I was nearly a wreck by the time we got there. Every one I saw, regardless if or how they were looking at me, I just knew they could see my arms helplessly bound and the leash clipped onto my collar. They all seemed to be thinking, 'Look at that pathetic Sissy Faggot, walking along like a little kitten on her leash.' I was nearly hyperventilating by the time he opened the door for me.
As soon as I stepped in, the scent of leather and latex rubber hit me like a wave. The store was really big for a specialty shop and it seemed a little busy. One side of the store was almost all clothes on big long racks, to the right looked like all bondage stuff, mostly in black leather but even at a glance I could see other colors there as well. Pink, red, light blue and dark blue, but mostly black.
Marcus wrapped an arm around me, "Come on." He led me up to a beautiful woman dressed in a red leather corset over a pair of black leather leggings and black leather lace up thigh boots with tall stiletto heels.
"Marcus! How's our football hero?"
"Mistress Domino... as I live and breathe... heavily."
"You silver tongued devil." She pulled him into a hard embrace and kissed him passionately. A long hot kiss. I just stood there quietly but I was thinking... 'Jesus, get a room.'
"So... who's the Faggot?"
"Mistress Domino, this is my tutor from school, Sissy Alesha. Sissy this is Mistress Domino, she owns the store and is a very good friend. You should kneel down now and kiss her boots."
I looked at them both for just a moment, but seeing no means of escape, I quickly knelt, awkward with my arms bound, leaned down and kissed the top of each of her feet before looking up again.
"Very good Sissy, just stay put for now."
I lowered my head and just looked at her beautiful boots in front of me.
"So, what can I do for you Marcus?"
"I need to get her fitted for something that will force her little Sissy Ovaries and her Sissy Clit up inside of her pelvis so I don't see or feel them at all."
"They kind of ruin the mood for you?"
"Yeah."
"Are you looking for something for her to use occasionally, long term or permanent?"
"Long term. If she decides to go permanent, I'll suggest she go the surgical route."
"That'd be best. How big is she?"
"When her clit gets really hard we're looking at about four inches at the most."
"And her ovaries?"
"Maybe the size of a kidney bean."
"That's down right tiny. Sissy Alesha." I looked up to her. "Do you want to have your clit and ovaries locked away? Before you answer, you should know that locked up, over time, they will shrink even smaller, though if they're already as small as Marcus makes them out to be, I don't see that you have much of a future for them anyway. But regardless, I need to hear you say that you want us to lock your genitals away for a long term period. We define long term as one to five years. Do you want this?"
I looked at Marcus. "This has to be your decision. I would like it if you would agree to do this for me, but like everything else, its up to you to ask me."
I looked down in thought, did I really want my genitals locked way for that long? What if they got even smaller? "Mistress Domino, would you please fit me for this device to hide my genitals?"
"Yes Sissy, I'd be more than happy to, though I have an expert who'll be doing the actual fitting for you." She picked up a phone and punched in a number, "Janice, I have a Sissy who needs to be fitted for one of our new locking vaginal prosthetics. Room 2? I'll send her right back." She replaced the phone handset and turned, "Come with me Sissy." She bent to help me to my feet, then leash in hand she led me away from Marcus to the back of the store, then down a short hallway to a white door with a red cross on it labeled "Clinic 2" and led me in.
The room was a little bigger than a small doctor's exam room complete with a short padded exam table. There were anatomical posters on the walls and several wall cabinets and containers of cotton balls and stuff.
She pulled my coat off of me and then removed the padlocks joining my cuffs. "Please remove your skirt and panties."
I did so, placing them on a small chair against the wall.
Just then another woman came in wearing a white latex nurse's dress, full length gloves and stockings to match. She even wore a white latex hood that covered her entire head. She held a small box in her hands, "Mistress, I pulled the smallest one that we have. This our Sissy then?"
"Yes, this is Sissy Alesha. Sissy, this is Nurse Janice. Regardless of her sexy outfit, she actually is an RN and certified to care for all of your medical needs."
"Thank you Mistress, I can take it from here. Do you want me to bring her back out when we're done?"
"If you don't mind. She's Marcus's new Sissy."
"Oh, you're Julie's little Sissy brother? She's told me all about you."
Mistress Domino moved to the door, "I'll leave you at it then." She closed the door behind her.
"Alright Sissy, let's get you ready." She helped me up on the exam table that had tall metal stirrups for my feet. She pulled my heels off for me and placed my feet in the stirrups. Then, she began to strap me to the table. She attached straps to my wrist cuffs and elbow cuffs and even wrapped straps across my body. When she was done I could do little more than wriggle my hands and toes. But I didn't make a sound. I didn't want to be punished.
"You're awfully quiet Sissy."
"Marcus told me not to talk unless I was spoken to first."
"Did he threaten to punish you?"
"Yes Ma'am."
"Well, this is my clinic and what I say here goes here and you can talk to me all you want."
"Thank you."
"So, how long have you been Marcus's Sissy?"
"Well... I've been tutoring him since the school year started, but it was just a couple of days ago that he... well... he told me that he only wanted to be tutored by Alesha... not Alex."
"So he forced you to cross dress?"
"Not really. I mean, he told me to, so I did."
"You didn't put up any resistance at all?"
"N... no."
"Sounds to me like you wanted to be Alesha. Did you ask him to tie you up today?"
"Yes Ma'am."
Done with strapping me down, she moved between my legs as she pulled on a pair of exam gloves over her white latex dress gloves. "Yes, I can see that you are quite the submissive little Faggot aren't you? You really do have a tiny little penis, even when it's hard like it is now. Don't fret though, it's quite natural for Sissy Faggots to be aroused when they are strapped down as you are now."
"I don't know why I like... you know... being tied up. I mean... I shouldn't get turned on by that... but I do."
"You're in college, they offer some psych classes on human sexuality. You should take some of those. You'll learn a lot about your condition. Now, what I'm going to do is to clean your skin very well and then I'm going to catheterize your penis with a special catheter. You'll still have full control over your bladder, but it will force you to sit down in order to pee. No matter how hard you push, your pee will just dribble out. Once this is all installed, you'll have to urinate like a real girl, regardless how you're dressed."
"Will this hurt?"
"No Dear. It'll feel a little weird for a day or so, but you'll quickly get used to it. The catheter will connect to the inside of a special rubber panel that will adhere to your skin with a special adhesive. You'll have to come see me every two months to have it removed, for cleaning and then to have it replaced. Now, Marcus has ordered this to be installed for at least one year. That's a long time to have your genitals sealed up inside of your pelvis, but with proper care, everything will be fine. With this, you'll be able to pull off wearing a skimpy bikini if you want. This rubber seal is shaped like a vagina and looks pretty real."
"You mean, I'll have a... a pussy... that he can...?"
"No Dear, he won't be able to fuck you there, not with his monster, but it will look real and even feel somewhat real to the touch. So, has he fucked you in your Sissy Pussy yet?"
"Yes, twice. He's really big."
"Did it hurt you?"
"A little. He was real slow about it. He takes his fingers first, to spread the lube around."
"That also helps to stretch your little hole so that it doesn't hurt as bad when he penetrates you with his cock. Have you sucked him off yet?"
"This morning."
"Were you able to take him very deep?"
"Not nearly as deep as he wanted. He said he'd go easy on me, being my first time and all, but when he got close, he really tried to ram it in deeper."
"Did you puke?"
"No, but I didn't miss it by much. I'd never even touched another man's cock before..."
"Another man's cock?"
"Well... a real man's cock before."
"Did you like it?"
"Yes... I did... well... up until he tried to choke me with it."
"Well, that happens when they get close like that. You can't hold that against them. You just need to train yourself to take him as deep as he wants you to."
"That would be all of the way I'm afraid."
While we'd been talking, Nurse Janice had been measuring my penis and balls and various other things, but now things were getting serious.
"This is going to be cold at first and as I scrub, it'll get hot and begin to sting. Just try to gut it out. This will sterilize your skin and will prevent hair growth under the seal."
As she scrubbed I had to grit my teeth to keep from screaming.
"Would you like me to gag you?"
I hadn't expected that from her. I was pretty sure I could take it. "Yes Ma'am." Fuck! Why did I say that? I just couldn't help myself.
Nurse Janice pulled off her disposable exam gloves and moved to a wall rack that held lots of straps and things made of white leather. "Open wide." She had a white leather panel gag with an attached mouth guard that I could bite down on without damaging my teeth.
"I know you were enjoying our little chat, but I didn't want you screaming out and getting in trouble." She pulled on another pair of exam gloves and went back to scrubbing my crotch. Within a couple of minutes I was screaming into the gag that morphed it into a moan.
Then she started shoving the catheter into my penis and even with the lube that she glopped on everything, it still hurt.
"Alright now Sissy, I'm going to press your little Sissy Ovaries back up inside you where they belong. This may hurt a little, but once they're in place, they should feel quite natural."
It felt like she was crushing my poor little balls with a pair of pliers and I was thankful for the gag at that point.
"This is the last part, I'm going to press the new vagina gaff into place. Now, on the inside is a rubber form that captures the head of your little clit and it will push it up inside of you. That part works a little like a chastity cage and if you get hard, it doesn't expand so it will feel like someone is squeezing your clit really hard, which means, it will hurt. But on the plus side, the pain is enough that it usually kills your erection. The best part is that you'll look and for the most part, operate just like a real girl. Ready for the final seal?"
She pressed the prosthetic vagina into me, compressing my small penis deep inside of me, then she pressed the vagina tight to my flesh and held it there firmly for a couple of minutes when the phone rang.
"Sorry about the phone, but if I let go before the cement sets it could ruin everything."
Finally the phone stopped ringing and she continued to press against me. She looked at the large clock on the wall and said, "That should do it. Sit tight here, let me check the phone."
She turned to the small desk and returned the call. "Sorry I couldn't pick up the phone Mistress, I had my hands full.... literally. Yes Ma'am... No, no trouble at all... I see, is she going to do that in here, or should I deliver her... Yes Ma'am, that'll be fine if she doesn't mind the smell.... Alright, I'll turn the exhaust fan on high for her... Alright, I'll get that started right away... Give me about an hour and a half to be safe... Yes, but if this is her first one and from what I've heard, it will be, it's going to take more than a simple soap and rinse. What's more, she's told me that he's been in there twice already and she's got a plug in there, so once she's clean, I'm going to have to give her a quick visual exam... Well, tell him I can do it right or fast, but not right fast... Well give him a kiss for me and tell him he's lucky that I don't bend him over my knee for banging her twice without taking these precautions sooner... Yeah, I'll bet he would... Alright, I'll get her done as fast as I can... Well she is kind of small... Yes, that'd be a big help, thank you... Love you too... Bye."
"Well my little helpless Sissy, looks like your Marcus is pulling out all of the stops for you. He's ordered a full enema and rectal exam for you and Sissy Christine is coming over to pierce your ears and give me a hand with your enemas."
'PIERCING MY EARS?!?! What was he thinking? I can't get my ears pierced. What will people at school think? What will my Dad think?' "Mmmmm!"
"Oh, what's the matter Sissy? Afraid of getting your ears pierced?"
I nodded vigorously, "Mmm-mmm!"
"Don't fret. We include a pair of matched flesh toned small studs for you to wear when you're in boy mode. Seriously, if you're not looking for them and know what to look for, you can't see them at all. But you'll also get some nice sparkly rhinestone post for Alesha to wear. Now, about your plug. Have you had any issues with it?"
I shook my head.
"Good. Just remember, use plenty of lube and be sure if you're wearing it long term, to take it out at most every eight hours to clean it and re-lubricate it before you stick it back in. Use eight hours as a maximum time. It's alright to sleep with it in, oh and be sure that anytime you take it out to eliminate, that you clean it and re-lubricate it before it goes back in. If you ever have any issues with your chastity or plug, give me a call, any time."
I like Nurse Janice. She really seems to care about others.
She'd turned and walked over to a large sink and was filling a couple of red rubber water bottles.
There was a rap on the door, "Nurse Janice?"
"Come in Sissy Christine."
I felt my face flush with fresh humiliation as I watched the tall pretty Sissy come in the door and look right at me, helpless on my back with my crotch on open display to the world.
Sissy Christine was pretty tall but on her tall stilettos, she looked like a giant to me. She was wearing a bright red satin sissy dress with lots of lace, ruffles and bows. Her hair was styled in a pair of large loose pony tails to either side and they hung down very long just about to the tips of her breast. It was odd, she looked very familiar but I just couldn't place her. She smiled at me and waved as she made her way past me to see Nurse Janice. She placed a small tool kit on the counter.
"Giving her an enema?"
"Her first so I'm going to have to run it twice and give her a visual exam afterwards. I'm glad you're wearing your really tall heels, I'll let you hang the bags for me."
"No problem short stuff." That voice! I recognized her voice... how she said 'No problem.' I know her... only... not her... Chris! Chris Keller! My God, I went to high school with him. And now he's here, with me dressed like this and helpless and my crotch on open display. I'm so embarrassed.
A moment later, Sissy Christine was standing right beside me with the large red water bottles and she stretched up and hung them from the large light fixture suspended above me. Then she leaned down and whispered in my ear, "Hi Alex, you remember me?"
I nodded.
"Gosh, you are so pretty..."
"Sissy Christine! Are you disturbing my Sissy Patient?"
"No Ma'am. I... I just saw that she seemed scarred and I just told her how pretty I think she is to calm her."
"Uh-hu, well you let me worry about her."
"Yes Ma'am."
"You route the lines for me?"
"Yes Ma'am, everything is where you need it."
"Good girl. You can go ahead and prepare your equipment, but wait until after I have her filled with the first wash before you pierce her ears please."
"Yes Ma'am."
Nurse Janice moved back between my legs and removed my plug and then slathered on a bunch more lube. Then she worked in an even larger plug that had a rubber ball on the end of a tube that hung from it. Once in, she squeezed the rubber ball and I felt the plug grow inside of me. She inflated it almost to the point that it hurt.
"I'm going to fill you up now. This is pretty hot and we'll have to let it soak for a few before I give you the second wash."
Just then, I felt a flood of heat rush into me and I watched the first water bottle deflate. It was hot, but it was a good hot, like climbing into a hot tub, only this was a case of the hot tub being poured into me. After a few, it felt very good and calming though I also felt very full. It was at this time that Sissy Christine pierced my ears and put in a pair of simple silver posts. But as the fluid cooled, I began to cramp. By the time she drained the fluid into a special tank she'd wheeled over between my legs, the cramping was very painful. After the fluid had drained, I felt quite wonderful, but then, she filled me again with more very hot fluid.
Once I was full again, Sissy Christine retrieved the bottles hanging above me and moved to the sink area again to clean them and refill them with a hot water rinse that I'd soon be getting. After she'd hung the recharged water bottles, Nurse Janice said, "Thank you very much for your help Sissy Christine. You may return to your duties now."
"Forgive me Ma'am, but won't you need me to retrieve the bottles when you're done?"
"Good point, but that won't be for another half an hour or so, no point in you hanging around for that. I'll send for you when I'm done."
She curtseyed and said, "Yes Ma'am, I'll keep an eye open." She gave me a look of support before turning for the door.
"I trust you know our Sissy Christine." I nodded. "She's a wonderful Sissy, still has a lot to learn but I have high hopes for her. I've been helping with her training. Like you, she loves to be bound and gagged. I've seen her take a dildo nearly a foot long down her pretty throat."
'A cock... a foot long?!?!' I couldn't imagine what that'd feel like in my throat.
Noting the look of shock on my face, she smiled and continued. "You'd be surprised at how flexible the esophagus can be... with a little training. She'll make some lucky Alpha Male a wonderful Sissy Maid some day. She has such a generous heart. Her only problem is that she's so big."
Given the circumstances I couldn't help but wonder what she meant by "big." Yeah, Chris... Christine was tall, but she was also very slender. But given the fact that she was a Sissy, Nurse Janice could be referring to the size of Christine's cock.
"A Sissy who is nearly six feet tall in flats is often taller than most Alpha's when she wears a pretty pair of tall stilettos that we all adore." She looked at me over her surgical mask and laughed lightly, "You thought I meant she had a big clitty didn't you? No, while she is much larger than you'll ever be, I'm afraid that there are not many women who'd ever be satisfied with dick that small. Luckily, she's very feminine and very submissive so she makes for a wonderful Sissy. We just need to find her the right Alpha. I don't suppose you know of any?" I shook my head. "Well, keep her needs in mind if you do find someone. She is such a Dear."
Once the enema was completed, she inserted something in my ass that then opened and stretched my sphincter enough that allowed her to inspect my bowel.
After she'd finished, she re-lubricated my plug and shoved it back in then cleaned me up and began to free me from the exam table. "You are looking remarkably good considering Marcus has had his way with you a couple of times already. Giving yourself regular enemas and keeping yourself well lubricated with anything that gets inserted in your pussy will go a long way in keeping you healthy. Since you'll be coming in to have your pussy seal serviced, I'll plan to give your bowel an inspection on each visit. Your little hole is going to see a lot of use."
She finally removed my gag and helped me off the table. "You may replace your panties and skirt now."
"Thank you Ma'am."
"Now, I have some papers for you. This one is instructions for the after care of your piercings. This one is a list of instructions and a basic schedule for your enemas and this is the care manual for your pussy seal, including daily care instructions."
She then picked up a small black store bag. "This holds some earrings that Marcus picked out for you, including the flesh toned ones I'd mentioned. There are also two large dildos in here for you to practice with."
"Practice?"
"You said that you had some issues with taking his cock in your mouth. Well, practice makes perfect. Spend about five to ten minutes a day practicing on one of these and you'll be able to really pleasure him in no time. Each day, push yourself to take it a little deeper and hold it a little longer and you'll soon overcome that gag reflex."
"What's the other dildo for?"
"You can use that to practice fucking your Sissy Pussy. One for each of your holes."
"Oh... yeah, I guess that makes sense. Thank you."
"I've also placed one of my personal cards in with your paper work. It has my emergency number on it that you can call any time, night or day, if you have any problems with anything related to sex, your plugs, or dildos."
"Oh, thank you very much."
She moved behind me and locked my cuffs together again. "Is everything feeling alright now?"
"Yes Ma'am."
"Your pussy seal may itch a little over the next day or so, but don't fiddle with it or try to scratch it. You're just going to have to gut it out. If it gets too bad for you, take some Benadryl. If that doesn't help, give me a call."
"Yes Ma'am."
She wrapped my coat around me as it had been before and clipped my leash back on and led me back out to the store.
We found Marcus by the registers with more bags. "Nurse Janice. I heard you were working on my Sissy. Did she behave herself?"
"Yes, she was a very good girl. Have you been behaving yourself?"
"Me? Of course. I'm always a good boy."
"Really? That's not what she said when I asked her."
He wrapped an arm around her tiny waist and they kissed. Then he looked at me, "You been talking about me?"
"NO.... well... yes... but only what she asked me about."
"Relax Princess, I'm not going to punish you... yet."
Janice handed over the small bag with my stuff in it, "Here's her earrings, and care instructions for everything we did. You're the Man, so make sure she follows her instructions to the letter. She's scheduled for an initial checkup in two weeks. After that, I'll need to see her at least once every two months."
"Yes Ma'am, I'll be sure to have her here for you."
She handed over my leash, "That's my good boy."
Back in the car, Marcus asked me about what had happen with Nurse Janice. Without going into detail, I gave him the short version. Going over all of this kept me oblivious to where we were going. It was already dark out, but I was suddenly brought around as he'd pulled into the small parking lot of a restaurant.
"Marcus, you... you can't take me in there like.... like this."
"Don't worry, I'll free your arms."
"But... I'm still dressed..."
"Relax, you look lovely."
He got out and as he moved to my side, I said, "That's not the point."
He helped me out then quickly slipped off my coat and freed my arms and removed my collar, then helped me slip back into my coat. "Just chill Alesha. People see what they expect to see. When people see me, they expect to see me with a pretty girl on my arm and you... are a very pretty girl. Just smile like you're having the time of your life. Accept who you are and how important you are to me. Believe in yourself Alesha and everyone else will believe in you too."
I was hungry. Marcus wrapped his strong arm around my tiny waist and escorted me into the restaurant. I'd been feeling anxious all day and I was quicky becoming mentally exhausted. As we entered the restaurant, my anxiety level spiked again as Marcus insisted that I remove my coat as soon as we entered. Wearing the very short skirt that couldn't hide the suspenders or stocking tops, not to mention the small black bows on the small clasps that stood out for the world to see. Then there's the fact that my bodysuit and skirt were made of very shiny PVC, I felt like an eye magnet and as I looked around, I could see every eye in the place was watching me.
I felt better as we took our seats towards the back. I began to relax somewhat and we talked about our studies so I didn't have to worry about our conversation giving anything away. After our meals arrived, I'd begun to relax more and I nearly nodded off in mid sentence as we talked.
"I've got to get you home girl, you're on the verge of collapse."
"I don't know, since we sat down I gotten so tired." It was all I could do to suppress a yawn.
By the time we'd finished our meal, Marcus noted the late hour and rushed us back out to the car where he asked, "Would you like me to bind your arms again for the dive home?"
"No, its really uncomfortable in the bucket seats with my arms behind me like that. I promise to behave myself."
"Alright." He still helped me in and fastened my seatbelt for me.
I'd nodded off on the way back to the apartment, I really was exhausted. Marcus gently shook me awake before helping me from the car. He added my cuffs and collar to one of the large bags he had from the shop and walked me back to his apartment.
As we walked inside, he said, "You're sleeping here tonight, with me."
"Marcus, no, that wouldn't be..."
"No, I'm not giving you the choice this time. It's already pretty late and you're exhausted. I put you through the wringer today and you're in no shape to ride that bike of yours home."
"Well, could you maybe give me a ride?"
"I could, but, I've got a big game tomorrow and I have to get in a short workout before I go to bed. While I'm working out, I want you in bed and sleeping. You need your rest Alesha, you're not nearly as tough as I am. Now, go to the bathroom, take off your makeup, do your after care for your ears and whatever else you need to do. I'll go over to the gym for awhile. When I get back, I'll expect to find you in bed sleeping peacefully."
I lowered my head submissively and just said, "Yes Sir."
He pulled me into a hug and kissed the top of my head, "That's my good girl."
In the bathroom, I removed my makeup, cleaned my piercings and added fresh lube to my plug. God, this was all so humiliating. Then I really had to pee and remembered, just in the nick of time, that I had to lift my skirt, unsnap the crotch of my body suit and then pull down my panties before sitting. Well, I'm really learning the ways of femininity I guess.
I thought I'd have to sleep in my lingerie, but when I entered his bedroom, I found a pink satin nighty on his bed. I tried not to think about how arousing it was as I slipped out of my clothes. I also tried not to think about the fact that I'd be sleeping in... his bed... with him... while wearing... this. The satin nightie felt wonderful on my near hairless body. I was so glad I'd shaved my legs that morning.
With a jaw cracking yawn, I turned out the light and slipped into his bed. I'd been up and going since 5 that morning and it was now nearly 10. All of the anxiety I've been under all day, my run from Tyrone, sucking cock for the first time and getting fucked... again... then the trip to the shop and all that I went through there...
Part 6: Game Day
"Alesha? ALESHA!"
I looked up to see Marcus standing on the stage of the lecture hall. I looked around seeing that the hall was full of other students, many of whom I knew. Oh God, I'm wearing a pink latex rubber Sissy Maid's uniform and very tall stiletto heels. My hair was long and draped over my shoulders and it was bright pink. Everything on me was bright pink! My arms, they were bound behind me. I couldn't move them other than to slide my hands to either side of my tiny little corseted waist.
"Alesha? Are you with us?"
"Ye... yes Sir... I... I'm with you."
"Well, join me here by the lectern please and kneel on the cushion."
I rose from my seat and began to shuffle towards him. My ankles were shackled with a short steel chain. I had just enough play to make the 3 steps up to the stage. I slowly knelt on the cushion.
"Now class, watch how the Sissy, this pathetic excuse of a person, begs me to let her suck my cock."
I was nearly in shock, why would he humiliate me like this... in front of the whole school?
"Well Sissy Faggot?"
"Marcus... why are... why..."
"Is that the question you really want to ask me Faggot?"
I was nearly in tears... why was he doing this to me? "Sir... May I... may I please suck your cock?"
"Very good Sissy Faggot. Yes, you may suck my cock."
He opened his pants and pulled down his shorts to expose his cock. It was massive! It hung down, nearly reaching his knees. I could see the veins standing proud around his thick shaft, throbbing with his pulse. I could see with each throb, each twitch that his cock was growing harder and thicker.
"Well Sissy? It ain't gonna suck itself."
I leaned in and began kissing and licking his cock, bringing him to even more of an erection. It was really tough to lick it all with my arms behind me. Soon, I had his balls in my mouth. I could feel them filling with cum. I was licking him, slobbering and slurping. I'd forgotten all about where we were, what I was wearing. All too soon I had his cock in my mouth and he began playing with my long pink hair, stroking me, petting me, controlling me.
He began shoving his cock deeper into my throat which stretched easily and was so slick with my saliva and his pre-cum. I could feel his cock deep in my throat and I began to struggle to breathe. I tried to pull back, but he was too strong, his grip on my hair too tight. I could hear him grunting... hear the other students laughing and making snide remarks. But I couldn't think... couldn't breathe... my head began to buzz....
I awoke slowly, groggy, I had no idea where I was... when I was. My head seemed to buzz and as my senses began to register again. I realized that I was in a bed... with someone... big... powerful and I could smell... him, definitely a man. I could smell his scent... musky... hot... almost cloying to me.
I could feel the massive arm of this man under my head... no... that's not an arm... too hairy... too large and long... a twin to it in front of me... 'OH GOD! I'm between his legs.'
I inhaled sharply in shock and I felt the massive cock under my cheek twitch in response. I calmed myself as memory flooded back into my brain. This was Marcus and he'd insisted that I sleep over... I'd been so tired after supper... so much had happened yesterday.
I opened my eyes, but it was still very dark, then I realized it was because I was completely under the covers. The air was warm, almost hot, and thick with his scent and as much as Alesha was enjoying "His Scent" I still required air. I reached up and pulled the covers to the side just enough to allow some cool fresh air in and I felt his cock twitch again. God, it was there, under my face. I could feel it now, throbbing with his pulse. Strong and steady and growing stronger with each minute as he too seemed to be waking.
No, I didn't want him to wake up. I was so aroused by all of this and I knew if he woke, he'd sense my arousal. He might want me to... to suck his cock again. I had to still this awakening beast before things went too far. I tried to lay perfectly still, to calm my own racing heart, but his cock twitched again under me and began to grow and stretch as if it were already fully awake and hungry to have its own needs met.
I pursed my lips and kissed it softly, hoping to quell its desires and it seemed for the moment to relax, so I kissed it again... and again... and again... oh it was so big... so strong. Its heat and throbbing pulse seemed to draw me in as if it were in complete control of me. I couldn't resist its hypnotic call to that inner part of me.
My kisses soon turned to licks and I could feel the beast stretch again. I brought my right hand up to soothe its arousal but this only seemed to spur the beast on. The only thing that seemed to calm him at all, was the feeling of my lips and tongue on it's flesh. But all too soon it became obvious that the beast was fully awake and would not be deterred. It again stretched and twitched and I realized far to late, that it would not be satisfied with just some kisses and a few licks.
Before I was even aware of what I was doing, I had the head of the beast in my mouth and I felt Marcus pet and stroke my hair with his powerful hand. At first, it was just a slow, sloppy slurping but it didn't take long before the beast, working with Marcus's hand, was forcing himself faster and deeper in my mouth. I was quickly losing control of the situation. The Beast and Marcus had teamed up against me and I was pretty much along for the ride. What started as a nice slow good morning blow job was turning into an out of control throat fuck.
I tried to yell, to scream at him for taking me like this, but the heavy vibrations came out more like a lustful moan of pleasure than a complaint and only served to drive him on more as the Beast continued to grow within me. Retching, gagging and choking did nothing to stop the onslaught and before I could think... he was flooding my throat and mouth with thick heavy cum.
I worked hard to swallow as much as possible but my gag reflex had a mind of it's own and before I could stop myself, I was blowing a thick mixture of saliva, mucus and cum through my nostrils.
He finally backed off and allowed me to pull off of his cock and I spent the next several minutes coughing and retching, but I managed to swallow nearly all of his load.
"Damn Sissy, you sure made a mess. How about you clean this all up... with your tongue? Besides, you want to clean me up don't you?"
"Y... yes Sir. May I please clean you up?"
"Of course you may. I'll need you to strip down the bed and launder the sheets while I'm at the game today. You can do that for me can't you?"
"Yes Sir, I suppose." I began to clean his softening cock and lap up the cum and saliva from his pelvis and crotch. I wiped the rest of the residue with the sheets. I'd have to wash them anyway.
He rolled over to the dry side of the bed and mumbled, "Why don't you shower first, let me sleep some more. I do appreciate the wake up call though. You're a really good Sissy, Alesha. I could grow accustomed to having you around."
After brushing my teeth, several times and gargling with mouthwash twice, I could still taste and smell him. I used the toilet and took a long shower while I looked back on some of my recent life decisions and wondered where this was all heading. After my shower, I lubed my plug and shoved it back into myself. The feeling I got every time that plug passed the widest point through my tight sphincter, causing it to leap into me, never got old.
When I finished I wrapped a large fluffy towel around myself and made my way back to the bedroom. Marcus moved passed me as I entered, "I left you some clothes on the bed."
"Thank you... Sir."
I looked at the outfit he'd laid out for me, dumbfounded by what I saw. A black and white PVC Maid's uniform with white lacy stockings and matching ruffled panties. I sighed heavily and began getting dressed. Like the outfit I'd worn the day before, this one too required a corset. It was a lot harder putting it on without Julie to help, but I managed.
I put on some lipstick and a little eye makeup but kept it light before slipping into my stilettos from the day before. Then I headed into the kitchen to get the coffee on and breakfast started.
I was just setting the table when Marcus grabbed me from behind. "You look really hot in that," he sniffed heavily, "Mmm you smell good too."
"Marcus! You scared me."
"Alesha, you don't ever need to be scared of me." He leaned in and kissed me gently on the neck. "Coffee ready?"
"Yes, everything is ready. Have a seat, I'll bring it to you."
Over breakfast he mentioned again that he expected me to launder his sheets while he was at the game. "You'll find fresh sheets in the linen closet in the bathroom."
"How long will the game last?"
"I'll probably be home by 5."
"Would..." God, I didn't want to do this... "Would you like me to have supper ready?"
"Yes, that would be nice. Oh, and you'll find the vacuum in the foyer closet, the rest of the cleaning supplies are under the sink in the kitchen or the bathroom."
"Ye... yes Sir."
"Well, this was a wonderful breakfast Alesha. I'd love to have more, but I don't like to eat too heavy before a game. Oh, and I really appreciated the blow job this morning. It always helps before a big game to get that itch scratched. It'll really allow me to concentrate on the game."
I felt a sudden surge of.... of pride perhaps? "You're welcome."
He stood from the table and pulled me in for a hug and a kiss. "That's my good Sissy."
I was still clearing away the table when he leaned in, "I'm off to the game now, wish me luck."
"Oh, um... Good luck."
With that, he just left, locking the door behind him, locking me in. I'd noticed before that the deadbolt lock on his door required a key to open it on both sides. Without a key, I was trapped in the apartment.
I spent the day cleaning his apartment in my little shiny maid's dress and high heels. After a while I really began to like the feeling of playing maid. At lunch time, I took a break and I wanted to jack off so bad, but with my little clit sealed up inside of me, all I could do was to play with my plug a little bit. For the first time, I really felt the humiliation of the fake pussy that sealed my little clit inside of me. I groaned inwardly, 'I can't even touch it... and it so wants to be touched. It isn't fair sealing me away and making me dress so pretty.'
I practically jumped out of my skin when my phone rang. I could see right away that it was my Mom... 'Oh God, what do I tell her?'
"Hello?"
"Alex, where are you? We haven't seen you since Friday."
"Mom, it's alright, I'm fine. I had a really long session with Marcus yesterday and to make it up to me, he took me out for supper last night. By the time we got back to his apartment, it was very late and I was really tired so... so I slept over here last night."
"So... you slept with him?"
"Well... it's not what you think Mom."
"No? And just what is it like... Alesha?"
"Its... well... difficult to say."
"Ah, perhaps you should turn on your video and SHOW me what it's like."
"Mom... no... please don't make me do that."
"Something to hide? I've told you before that you can tell me anything, but you still insist on keeping secrets from me. You know, you'll never be happy hiding behind this web of lies and I already know. I picked out that little outfit you wore yesterday you know."
"Yes Mom... I know... Julia told me..."
"Then show yourself to me."
In spite of my self, I switched on the camera and held it out so she could see me.... all of me. "Fine then... here.... happy?"
"Oh my... are you wearing a Sissy Maid's Uniform?!? Where did you..."
"Marcus took me shopping yesterday... to a... a sex shop."
"And what else did he buy you?"
"I... I don't know... things..."
"Well, I have to say, you do look beautiful. I always knew you'd look pretty as a girl. Have you had sex with him?"
"MA-UM!"
"Don't play innocent with me little missy. I know all about men like Marcus and I've been watching the game with your Father. Marcus is playing better than he has for the past month. Now either your Sister had sex with him, or you did, or he's getting sex from someone else. Seeing how you're the one who slept with him last night, I'd say that narrows it down some. Well?"
"I didn't mean to... I didn't want to... but... but he's just so... so insistent. He just has a way of turning your words around on you... making you do what he wants... and... and making it look like it was your idea." I'd broken down in tears by this time, reliving in my head how he'd turned the tables on me the way he had so many times before.
"Alright, relax Princess. You've learned a hard lesson about men like him. They know how to push your buttons and turn your weaknesses against you to get what they want. Its alright Darling, having sex with him was bound to happen. I've met the boy and I'd have a hard time turning him down, but that doesn't explain why you're still there."
I sniffled back my tears, "Well, this morning, after... well... you know... well there was a puddle of drool and... you know... from him... well he asked me to launder the bedding. After I showered, he'd laid out this maid's outfit and after I made him breakfast, he just left for the game locking me in."
"Did he say anything?"
"Just that he'd be home around supper time and expected me to have it ready for him. He also made sure to tell me where I could find the cleaning materials and vacuum."
"So, you're not just dressed as his pretty Sissy Maid, you're actually doing the work that goes with it. I don't envy you working like that in those heels. You can take them off can't you?"
"Yes, I just hadn't thought to."
"You mean, you've been working all morning in those stilettos?!?"
"They're actually pretty comfortable."
"So... you like wearing heels?"
"I know I shouldn't... but I do."
"And you like the dress and lingerie too I suppose."
"Yes Ma'am. Does... does Dad know?"
"Not the details. He knows that you're a Sissy and I've told him that you're dressing for Marcus."
"How'd he take that?"
"He's expected this for some time now. He's not happy about it, but he knew it was pretty much inevitable, but he placed a bet on the game today and, thanks to you, Marcus is playing very well and they're winning. So, for the time being, he's as happy as can be and at least we don't have to worry about your sister getting knocked up by him. Will you be coming home tonight?"
"I... I don't know, for sure."
"Well, if you do, I don't want you riding that bike after dark, especially in that neighborhood. Call me and I'll drive over to collect you. Call me either way."
"Yes Ma'am, I will."
"That's my good girl. Just be safe and don't let him push you into anything that you don't want to do. I know well how men like him can be, I married one."
Part 7: Post Game
By the time the game was over, I'd fully cleaned his apartment and completed 3 full loads of laundry. I was just putting away the last of his clothes when the phone rang again. It was Marcus.
"Hello?"
"Hey Sissy, did you watch the game?"
"I did! You played really well!"
"Best game of my life I think, and I owe so much of it to you. Anyway, I'm bringing over a couple of my Bros for supper after we celebrate with the team at the club so there'll be 5 of us all together. I should have enough steaks if you could take them out and defrost them and marinate them for me. I'll be grilling them on the balcony. Just toss us some salads and put on a pot of beans and bake a spud for each of us. We should be there in a couple of hours."
"Okay. Oh, what would you like me to change into?"
"That pretty maid's dress you're wearing is perfect. See you in a while."
Oh great, as if I didn't already have enough anxiety to deal with, he's bringing over 3 of his teammates to see his new Sissy Toy. 'Well I'm not sucking their cocks! I'm NOT!' I was going to put my foot down on this one. Seeing to his needs was one thing, but I was not about to be the sex toy for the whole damned team.
I busied myself with making the preparations for supper and had everything ready by the time I heard the key in the door.
"Alesha, we're home!" I heard Marcus call as he entered the foyer.
I'd stepped into the bath to freshen my makeup and took a final approving look before rushing out to greet them. As I rushed down the short hall towards the door, Marcus turned the corner and spread his arms wide and gathered me up in a huge bear hug. "Welcome home!"
He kissed me hard on the lips before gently lowering me to my heels, "GOD I had such a great game! Oh, where are my manners," he turned to face his friends, "Alesha, I believe you've already met Tyrone Carpenter."
The tall black man towered over me and gently took my hand in his before he bent and kissed the back of my hand. Then looking up with a wide smile, "Alesha, so wonderful to see you again." His eyes held a hungry look, but I sensed no malice there.
"Tyrone, so very nice to see you."
He nearly gave a low, predatory growl as he asked, "By your dress, do I take it that you'll be.... Serving us tonight?"
I swallowed hard but then Marcus intervened giving his hand a loud slap and saying, "Hands off Tiger, get your own Sissy." Then he turned as Ty stepped back with a good natured laugh. "And this is Jackson Baker and his Sissy Jessie."
Jackson was also a very large and tall black man who leaned in to shake my hand, "Very pleased to meet you Alesha. We all really appreciate how you've helped Marcus so much." Then he turned to place a hand at the small of Jessie's back, "I believe you already know Jessie, I understand you two have a couple of classes together."
I was surprised to see that Jessie, like me, was wearing a PVC maid's uniform. She took my hand in her soft hand, "Alesha, I'm so happy to meet you." It was the voice that finally gave her away. I knew her as Jason Powell.
"Jackson, Jessie, welcome."
Marcus and Ty had already moved into the kitchen and were stuffing the beer they'd brought into the fridge. "Marcus, the steaks are ready whenever you are and I've already fired up the grill. I put them in the large covered pan on the patio table."
"Got'em thanks. Come on Ty, you're gonna love these."
Jessie came in behind me, "is there anything I can do to help?"
"Oh, sure, could you set the table for me while I give the salad a toss?"
"Sure." As she gathered the dishes needed, she asked, "So, how long have you been his Sissy?"
"Just a few days. You?"
"Jackson found me last year."
"All this time? I had no idea."
"Yeah, well, it's not something we advertise. You look really pretty."
"Thank you, you're really pretty too. I love your makeup. My sister put me in makeup a few times when we were still in high school, but since then, I've only been putting it on for a couple of days."
"If you like, maybe we could get together some time, I could show you some of my techniques."
"Yeah, I think I'd like that."
Through supper, the men mostly talked about the game and the plays they'd made and Jessie and I quietly smiled and laughed with them. We were both submissives and knew how to support our men without stealing their limelight. Ty kept staring at me and making suggestive comments just below the threshold that would anger Marcus.
After supper we enjoyed some more drinks and Jessie and I had some time for a little more intimate conversation. "Do you like being Marcus' Sissy?"
"I kind of feel like the guy who jumped off the skyscraper. Each floor he passed, he was heard to say, "So far, so good.""
Jessie laughed at that, "That's kind of how most of us feel I guess, at least early on. Did you always know you were a Sissy, or is this something that Marcus brought out in you?"
"A little of both I guess. I used to play dress up with my Sister. She's the one who introduced me to Marcus and talked me into tutoring him. She's known I was a Sissy since we were kids and my Mom knew too. Now my Dad knows..."
"How'd he take it?"
"He hasn't actually seen me since I took the plunge earlier this week. My Mom says he's not happy about it, but she's working on him."
"You're lucky. I managed to keep this all from them until just a couple of months ago. When they found out, they pretty much dis-owned me. I've now moved in full time with Jackson as his Sissy house keeper. I've also started working at the sex shop I heard you visited yesterday. My folks already have covered my tuition and books for this year, but they've made it pretty clear that they won't spend another penny on me if I don't "change my deviant ways." So, I'm working to save up enough money to continue my education. Luckily my scholarships are still in place."
"Does Jackson ever... tie you up?"
"Oh God yes. I love to be tied up by him and just... manhandled by him. He's so strong... so assertive. I'm guessing that Marcus had tied you up before?"
"Oh yes. That first night over here, he caught me so off guard with the straps and that gag. The worst of it was that it wasn't until after he'd... you know... fucked me, that he explained how I'd asked... or at least agreed to everything he'd done to me. Since that night, he has a way to get me to ask him to do things... things like... like to suck him off or even to tie me down and fuck me. I still don't fully understand how he does it. I tell myself that I'm not going to ask him to do anything, but then I do."
"I know, Jackson has that same way about him. It's like, he knows what I want before I do. It used to really freak me out, I mean, how could he possibly know things about me, but he does. And he's just so subtle about things that I don't realize what he's talking me into until it's too late and even then, when I think back on it, I'd actually asked him to do these things."
"Has he ever asked you to... you know... to do it with other men?"
"Yes, several times. He's a bit older and has had me to help him with his constant needs. When he saw that Marcus was having issues with his focus, both on the field and in the classroom, he's the one who pushed him to find a Sissy. At first, Marcus hated the idea, saying that he wasn't gay and would never fuck another guy. But Jackson invited him over and let him play with me. Marcus suspected but didn't really know for a fact that I was a Sissy until that day. Now here we are just a few weeks later and he has a Sissy of his own. Then, yesterday, he brought Tyrone over. I'm still a little sore after that. From what Jackson told me last night, I guess Ty is on the prowl for a Sissy of his own now."
"Really?!? Man, he kicked my ass a couple of times last year and that was before I even knew that I was a Sissy."
"The way I heard it from Jackson, he saw you yesterday morning and was really turned on. It wasn't until after he'd left that it hit him who you really were. Jackson had been pushing him before to find a Sissy. I guess seeing you with Marcus may have pushed him over the edge. Would you ever.....?"
"With Ty?!? He scares me, but a broken rib and a concussion tends to have that effect on me."
"Oh, I remember now. You missed like a full week of classes last year. That was from Ty?"
"Yeah, I spent a couple of days in the hospital after that."
"I guess so. He's so big and tall. You know he's nearly 6'6"."
"Yeah, and I've seen the scratches on his knuckles from dragging the ground. Still, it might be interesting to see if he's really changed his ways."
"Well, I can tell you that while he was rough with me, I could tell that he was being much more gentle than I'd expected."
"Were you scared?"
"When Jackson told me, I was terrified, but he assured me that Ty would behave himself."
Jessie helped me clean up and do the dishes before she left with Jackson. I just just finishing in the kitchen when Tyrone crept up behind me, "Got another beer Alesha?"
I squealed and nearly jumped out of my skin. "Sorry girl, I didn't mean to scare you."
"Um, sure, I've got a few more in here." I reached into the fridge and pulled one out for him.
I opened it for him and as I handed it to him he said, "As long as I'm making apologies, I should apologize for kicking your ass last year. I'm not THAT guy any more. Back then, I was insecure and just a dick head. If there's ever anything I can do to make it up to you... just ask."
"You really mean that? You've really changed like that?"
"My hand to God. After that, Jackson and some of the other guys really got on me about what I'd done to you. It took awhile for the lessons to fully sink in, but after yesterday... seeing the fear in your face when I hit on you in the common room's bathroom, it kind of shook me up. I mean, I'd never seen a girl, especially a hot girl, show so much fear to me before. Then after I got back to my apartment, I live just a few doors down, that it hit me where I'd seen you before. Little wonder that you were so scared. I called Jackson and he invited me over for a talk. I saw how he and Jessie got along and I know he dates a lot of... you know.... real women so I know he's not gay or anything. And then today, Marcus pulled me aside and explained that even though he's dating your Sister, that you're his Sissy and he explained to me how that works. Jessie even explained to me that she doesn't see herself as being gay."
"So now, you're looking for a Sissy too?"
"After today and seeing how well Marcus played? Hell yeah. I mean, don't get mad, but he told me what you'd done for him this week, and this morning before the game. It had a very positive impact on him and he didn't have to worry about knocking up some girl... like your sister. Now, I know I've got no right to ever expect you could forgive me, but I am genuinely sorry for what I did to you and I swear, I will never again do anything like that."
"Marcus told me why you did it, what goes on in the mind when you begin to question your own sexuality. I'll never be able to forget what you did to me, but I do forgive you." I took a step towards him and we embraced each other.
In that moment, I felt as if a weight had been lifted from my shoulders. In that same moment, I could feel and hear the reaction in Tyrone as he fought to keep from crying himself. I held him for a few more minutes to give him time to compose himself.
He finally relaxed his grip on me and backed off a little, "Thank you Alesha. I can't begin to tell you what that means to me."
I leaned back in, kissed him on the cheek, "You're welcome."
Ty left a little while later and Marcus joined me in the kitchen. "So, you and Ty made nice?"
"Yeah, I have to say, he surprised me tonight."
"When I talked to him this morning, he told me that he'd remembered who you were. He told me how sorry he was."
"What did you say?"
"I told him that I was not the person he needed to apologize to. He also told me that you never reported the attack, that you told them at the hospital that you'd fallen from a ladder. Why?"
"A few reasons. First, I knew that it would be just my word against his and he was a football star while I was just a wimp. Then there's the fact that I was terrified that he'd come back and finish the job on me."
"Yeah, I kind of guessed that one. Was it really just your word against his?"
"There were 3 other guys with him, all who would have backed him up and make me out to be a liar. I figured that any thing else would have just made matters worse, so..."
"So you kept your head down and spent the next year avoiding him like the plague."
"Pretty much."
"You're a lot stronger than you appear. Look, it's getting late, why don't you stay here tonight. I don't want you riding your bike home in the dark."
"As much as I'd love to, I've got an early class and I can't afford the time to launder your sheets again before I go."
Marcus gave a good natured laugh. "Alright, I'll get my keys."
"NO! You've been drinking... a lot. I'll call my Mom to come get me."
Before my Mom arrived, I changed from the maids dress back into the outfit I'd worn the day before and freshened my makeup. I collected my bike and waited in the parking lot, but was shocked to see, instead of my Mom's hatchback, I saw my Dad's truck pull into the lot.
A part of me wanted to run, to escape the coming conflict, but I knew it'd do no good.
My Dad didn't say a word as he stepped out, walked over to me to take my bike and lift it into the bed. He then turned and gently took my hand and led me around the truck. He opened the door for me and asked, "Do you need a hand up?"
"No, thanks, I can make it." Luckily, the very short skirt allowed me the freedom of movement to make the climb and after taking my seat, my Dad closed the door and walked back around to climb in the other side.
We pulled out into traffic and after a moment, "Your Mother tells me you played a part in getting Marcus up for the game today. I won a Grand on that game. Thank you."
"Dad... I'm so sor....."
"Don't be. I'm not going to lie and tell you that I'm happy that you're a Sissy... I'm not. But, I am happy that, at the very least, you're helping to keep your Sister from getting knocked up when she can least afford it. I'm happy that I won big on the game today. While I'm not happy with you and... and what you've become, I am at least happy with the results. As long as you keep your Sister safe and don't bring embarrassment or humiliation on the family.... I guess I'm as happy as I can be, considering your failure as a man."
When we got home, I quietly took my bike from my Dad and locked it up before taking my pack and following him inside. I secured the door and rushed to my room in tears.
I'd only been in there for a couple of minutes, crying in my pillow over Dad's reaction, when Julie burst in. "OH MY GOD! DID YOU SEE THAT GAME? HOW WELL HE PLAYED?"
I looked up and wiped my tears, gave her an incredulous look, "No..."
She rushed to my side, "Awe... what's wrong?"
"Dad came to give me a ride home."
"Well.... what did he say?"
"Oh, he was very positive. Thanks for helping him win a bet, for keeping you from getting knocked up and what ever I do, don't bring embarrassment or humiliation down on the family. But it's not what he said, it's what he didn't say. Not one word about the fact that I was dressed like this."
"Well, if you're waiting for Dad to tell you how pretty you look, you've got a long wait. He doesn't even tell me that."
"No, I didn't expect that, but I did expect him to say something about me being dressed as a girl. I expected him to yell or... or something."
"Relax Princess, Mom probably told him to go easy on you. She knows that you're dealing with a lot of stuff right now."
"I guess. Oh, this has been such a full weekend."
"Yes, I heard about some of your weekend. Marcus tells me that you're all smooth down there now. How'd that go for you?"
I spent the next hour filling her in on our visit to the store, being strapped down to the exam table, my fitting of the vagina seal and chastity, my first enema and even meeting up with Chris from high school. By the time I caught her up, it was getting really late and I was beyond exhausted and tomorrow started another week.
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