SexyText - porn stories and erotic novellas

Roommates Bet Ch. 03

Note from author: Wow, such a great response after a lukewarm one from chapter 1. Your voices were heard so I decided to add another chapter to the story. I hope you like it as much as chapter 2 (that is a very high bar).

 

I was now officially Ryan's maid. The next day I ordered some panties from Victoria's Secret online, I wasn't sure of the size but I wanted to start dressing sexy for my man. Even though he technically wasn't my man, we never talked about that kind of stuff. In his eyes, I was his maid, his slut, and no longer a man. In my eyes, he was my world, my everything, my man. I had them shipped overnight and I couldn't wait to put them on. I started with only 3 pairs as they were on the more expensive side and I wasn't sure how they would fit. If you never put on silk panties it's an experience you'll never forget. The soft silky feeling gliding up your legs and over your dick and ass. WOW! I could totally understand why women liked wearing silk panties, it gives you a thrill. When you move around in them you can feel the fabric on your body, delicious. I was looking forward to the day when Ryan discovers them on me.

True to his word, Ryan was extremely demanding. He would expect a lot out of me now that I worked for him. I, of course, had my regular job as well. I worked as an accountant at a big corporation so that job was demanding too. Between doing my day job and coming home to do my 2nd job I was exhausted. Plus Ryan was giving me lists of chores to do well beyond what I was doing previously.

There's no denying I wanted this, I enjoyed the whole experience but I started to wonder since he was going to hire someone, was I going to get paid to be his maid? It was a lot of extra work and Ryan was ready to post a job ad online but I wasn't sure I wanted to ask him, afterall, he was the boss. Even if I did get the courage to ask Ryan, I wasn't sure what the rate was for maids but anything would help me save for that car I wanted.Roommates Bet Ch. 03 Ρ„ΠΎΡ‚ΠΎ

Much to my surprise, when Ryan got home from work he said out of the blue,

"As far as compensation goes for being my maid, I was looking up what the going rate, it's about $750 per week. But since we have known each other a long time I will give you a better deal. I will only expect $500 a week from you."

"Huh? I don't understand. You want me to pay you to be your maid?" I was very confused.

"Don't you think it's a privilege to serve me? I gave you a significant break too, I think you should thank me."

I was stunned and aroused at the same time. I was hired to be Ryan's maid and I would be paying my boss for the privilege to serve him? It was such a crazy concept but my twisted mind found some masochistic sexual stimulation from it. The maid paying the boss to clean up after them, I didn't know things could get more humiliating but there it was. And the whole time my dick remained hard, it was the ultimate slap in the face yet I relished it.

"Thank you. I'll set up autopay so it goes right into your account. Would every Monday work for you sir?" I quietly asked.

Ryan smiles, like an evil superhero, he knew he owned me. "Yes, Mondays work perfectly.".

"Oh, Another thing, since you will be working for me as a maid, I think you should address me as your master. Right?"

"Yes master." I answered without hesitation. I knew he was my master but hearing the words made it more real.

After all my work was done and Ryan was fed I went to report to him.

"You have another thing on your list." Ryan said as he grasped his crotch.

My tongue involuntarily licked my lips, I was hungry for his cock. After that first time I was hooked. I went to him and started to kneel.

"WAIT! The proper way is to ask my permission to give you a blowjob. I guess you will need lots of training."

"Yes master. Can I please give you a blowjob so you can cum?"

"Good girl, that's better. You will learn quickly or your ass will have permanent marks. Yes, you may proceed."

I ran my hands up his thighs, he had powerful and muscular legs, I loved touching them and rubbing them. But my ultimate prize was his cock, when I got to it I felt that same electricity bolt as the other day. My dick was poking out from under my skirt exposing my panties, I wanted to touch and stroke my own dick but I knew better. Even though Ryan never told me that I couldn't touch it I knew I needed permission without even being told I did. Ryan was my owner and a good servant always checks with the boss. That was another example of the control Ryan had over me now. I don't think there was anything he couldn't command me that I wouldn't do.

As much as I couldn't wait to suck on his cock again, I savored it as I pulled his monster out of his sweats. I gave it small kisses all the way up the under-shaft. I followed the kisses up with long, slow, wet, licks along that same under-shaft. I knew he had a weakness for that area ball sack so I took my finger and gently ran it across that very soft and sensitive area. Ryan was moaning, I was loving watching my man respond to something I am doing. It gives me extreme pleasure knowing I am the reason he is enjoying this. It drives me to do an even better job because I want to be the one that gives me what he needs.

Only after a few minutes of teasing him, Ryan starts getting aggressive. He grabs my head with his strong hands and starts to skull fuck me. He is a man who knows what he wants and far be it for me not to comply. He deserves to cum how he likes it, I am only there as his pleasure mechanism.

I can feel him about to cum, I am bracing for that unique feeling of warm cum shooting into the back of your throat. There's no feeling like it, you know it's cumming but are still surprised when it does, plus its hot semen with a creamy texture and salty taste that is also memorable. But instead of cumming in my mouth, Ryan pulls me off of his dick and lets the cum spray all over my face. He is marking his territory, he wants there to be no mistake who is in charge and that I'm there to service his needs. As the cum sprayed me, the warmth of the cum, the tickling of the drops rolling down to my chin was another erogenous zone that I never knew existed. The humiliation coupled with the need to please him was pushing me over the edge. I knew if anything just bumped my dick I would explode. But I waited for permission, I knew my place and it was to serve, my wants and desires were secondary to Ryan's.

Once Ryan came off his high from ejaculating, he pushed me back but in doing so his leg brushed my dick to send it over the edge. I started squirting cum on his sweats which prompted a quick and harsh response from Ryan.

"What the fuck dude, clean this up now!."

I get up to grab a towel and Ryan barks, "With your tongue bitch."

I lap up my cum from his pant leg, it wasn't the same as tasting Ryan's cum. This was stale and the fact it was mixed into the fabric of the sweats took away from the taste as well. I looked up at Ryan when I was done licking it up, he looked pissed.

"Listen bitch, you are not allowed to cum without my permission. Seeing you can't even do that right I will be locking up that thing between your legs from now on. Understand?"

Just when I thought I couldn't fall any deeper into depravity and control by this man he now is going to lock up my dick. I was scared, I liked cumming but I was also turned on that my dick get instantly hard again just moments after cumming. Ryan would now control everything about me, my dick was my last shred of independence left and it was soon to be taken away from me.

"Yes master, understood." I softly replied.

"Can I be excused sir?" I asked.

"Yes, you are dismissed. Don't forget to lay out my clothes for work and make me lunch before I leave." Ryan ordered.

I headed to my room, I wanted to jack off before he got that chastity device. I wasn't sure what to focus on when I started to stroke my dick. At first I thought of the idea that I would be paying him to work as his maid. That got my dick hard in just seconds. I followed that up with an image of his gorgeous cock, a man's cock for sure. It had a big head, the helmet was like a mushroom hanging over the shaft. So lickable, so delicious looking, it belonged in magazines. Plus there were the veins popping throughout, just like his real muscles his cock was fit and muscular. God I was so lucky.

I was stroking faster now when the thought of wearing a chastity cage for Ryan popped into my head. He would certainly hold the keys and decide when and if I was allowed to cum. That was it, I shot my load up in the air over 12 inches... came down on my chest and chin like rain from the sky. I don't have nearly as much cum as Ryan but this was one of my more explosive loads than I normally have. I knew I didn't have permission but my dick had a mind of his own.

 

A couple days later when I arrived home Ryan was already there. He called me over to the couch where he was watching TV.

"Put this on." He said without glancing away from the TV while he handed me a box.

"Yes master." I said as I grabbed the box knowing exactly what it was.

I headed to my bathroom to open the box and put on my new chastity cage. It was all medal and had a natural bend or curve to it to keep your dick from extending fully to erection. Just holding the device sent chills up my spine and a small, but noticeable, tingle was felt in my groin.

I read the directions and assembled the device over my dick. It was snug but my dick could still move a little in there. I changed into my panties and maid uniform. I knew I should be ordering more uniforms but I needed to check with my new master. He would be the one making the decisions from now on.

I was anxious to show Ryan the chastity cage, even though I knew I looked like the biggest wimp. I wanted him to notice my silk panties so I headed back out of my bathroom to model my new device for my master.

"How does it look?" As I lifted up my skirt so he could see the chastity device covered by my panites.

"Come closer, I want to inspect it."

I gladly moved within an arm's reach of Ryan hoping he would fondle me. I was like a schoolgirl around him, he was the big football hero and I was the helpless girl begging for him to take notice.

"The panties are a nice touch, we should discuss expanding your wardrobe to include some other sexy outfits. Give me your credit card so I can go shopping for the right clothes for you." He demanded.

I went to fetch my credit card and handed it over to Master Ryan. I couldn't wait to find out what he would buy for me, even though it was with my money it felt like he was buying me a present. And what girl doesn't like presents from her man.

"Oh, hand over those keys, you are not allowed to cum without my permission anymore."

I submissively bowed my head and handed him my keys, actually, his keys. It was then that I felt my stomach drop. There was no turning back because now he controlled my orgasms. That was the ultimate control in my opinion, the person who controls the other person's orgasms was in charge, no doubt about it. I loved the idea in concept but wasn't sure I would like the idea in reality, but it was too late now, he had the keys and I was at his mercy.

I laid in bed horny as shit, I found myself involuntarily touching my dick only to realize right away that it was impossible to get hard. It didn't take long before I was sexually frustrated, I wanted to cum. I replayed the events, I needed to cum so bad. I tried really hard to get this out of my mind but I couldn't. I needed to ask Ryan for the keys, there's no way I could make it through the night.

"Ryan? Are you still awake?" I quietly asked as I knocked on his bedroom door.

I waited for a minute before I heard him ask me what I wanted.

"Sir, I was hoping you could let me out of my cage tonight? I need to get used to this slowly and I don't think I can sleep like this."

Ryan whipped opened the door. He was wearing only his underwear, the bulge in them was eye popping, I could make out the entire dick including the head and veins. It was a piece of art and I stared at it for a minute. As I broke my stare and allowed my eyes to gaze upon the rest of his body I let out a moan. He looked so good standing there like a Greek god. His abs looked perfect, his chest was to die for and those shoulders and arms were right out of a Muscle Fitness magazine. This was a man's man, 100% real man who demanded respect and attention.

"What the fuck do you want?"

After taking in Ryan's physique, I was at a loss of why I was there in the first place. I couldn't think straight as I stood there in silence trying to gather my thoughts.

"You sluts are all the same, you can't take your eyes off of me. I could make you do whatever I want, couldn't I?" He asked.

It was rhetorical but I answered anyway, "Yes sir."

As he started to close his door it hit me as to why I knocked in the first place, it was to get the keys.

"Sir.... sir?"

Ryan stopped halfway with his hand still on the back of the door getting ready to shut it in my face.

I mustered up the courage, "Sir, can I have my keys? I really need some relief, I don't think I can make it through the night." I begged, sounding as pathetic as could be.

He paused, looked me up and down and said, "NO". And slammed the door shut in my face.

This whole scene was driving me crazy, I felt my dick trying to get hard but with no luck. I could feel my head spinning and my breathing get shallow. I was smitten by this man, and he could give 2 shits about me. I tried not to focus on the latter, it was my job to prove to him of my worth, not the other way around. I needed to do a better job at keeping my man happy.

I was back in my room with my dick smashed into this cage but trying its best to be released. He held all the power, there was no more "bet" to blame any of this on. I was submissive to Ryan and that is an undeniable fact. The more submissive I became the more Ryan could care less about me and my needs. Why should he? He was the master and I was his slave, albeit, we never used the term "slave" before but there was no other word that could accurately describe our relationship. But it drove me crazy, the more I did for him the more he was indifferent towards me. That neglect was like a powerful magnet drawing me closer to him, driving me harder to serve him, yet, the more I served the more the gap grew between us. This vicious circle was both frustrating and exhilarating at the same time. To make matters worse, my dick was locked up and all I wanted to do is get that release. Which of course drove me to even more excitement and arousal because I wasn't allowed it.

To say my sleep was restless would be an understatement, I tossed and turned all night. I questioned my decision all night to agree to lock up my dick. I tried to reason with myself that I didn't have a choice but I could have told him no. But I knew if I did that my exciting ride as Ryan's maid would surely be over. Even though it was a very short time I was already addicted to him. More specifically, I was addicted to serving him and being his sissy maid.

By the morning I was on edge, it had only been less than 24hrs and I was already going crazy. I was so horny and when a guy is horny, yes even a guy that's acting more like a girl, will do almost anything. This is when we are the most vulnerable, when we are in this state of arousal. This is exactly how strippers are able to milk so much money out of men. They work them, the men watch them on stage, the women snuggle up close to them to continue to tease them, and then when the guy can't take it any longer they escort you into the "backroom" for a lap dance where you run up a tab in the thousands. That formula works, it's been proven across the country at every strip club known to man. Now I was in that state of arousal, willing to do anything for release. Ryan must have been aware of this as he refused to let me out of my cage last night.

My routine was established, I was to make breakfast for Ryan, make him lunch to take to work and before I left for work I needed to straighten up the place in case he beat me home later. At work I could swear people could tell I had a chastity cage on, I felt like they were staring at me but in reality no one could tell. I was paranoid on top of being horny all the time. I even started staring at some of the cute guys in the office instead of the girls. Always being horny was like being on ecstasy all the time, your inhibitions are lower, your arousal is on fire and all you can think about is having sex. But being locked up meant that Ryan was the only one who could give me relief. I needed to step up to make sure Ryan is always satisfied, his personal needs and sexual needs. It was my job now that Ryan was always happy. Maybe if he's in a good mood he will unlock me so I can cum.

Back at home I was afraid to ask Ryan to unlock me, I didn't want him to get angry with me and never unlock me. On the other hand, if I don't ask he may not think about it and then I'm stuck locked. I was working on my chores when Ryan arrived at home.

"Hey, you remember Jimmy and Brad from school?" Ryan asked me.

"Sure, what are they up to?"

"I ran into them after work, they want to come by this weekend to watch the game and catch up."

"Oh, wow, I would love to see them and hang out."

Jimmy and Brad were part of our group of friends in college. We met freshman year and were inseparable ever since, but it had been about a year since we last saw them. I'm sure we would be going out to the bars reminiscing about the "old' times. I envision a late night call of duty war as well.

"I expect you to be on your best behavior when my friends are here. You must serve them as you do me, understand?" Ryan said.

I hadn't thought about my current arrangement with Ryan, I was reliving my college days and couldn't wait to see my old friends. Yet, I felt the tingle, it was running from my groin to my head, it was what I felt right before I got a hard on. But this time, there will be no hard on because I was locked up by Ryan. The tingling intensified as I thought about my friends seeing me dressed like this. The thought that I would be serving them while they were here. What would they think? Would they see me differently? Would they treat me like Ryan does? Mmmmm.... the thought of my friends turning into Ryan got me more aroused, not physically obviously but internally. Brad was also cocky so he would likely assume the dominant role naturally, like Ryan did. Brad wasn't as muscular as Ryan but he had a swimmer's body, lean, muscular and athletic... mmmm.... he had a nice body I thought. Wait... I'm now lusting after Brad??? Fuck. But I couldn't deny the tingle, the arousal, the lust that was felt inside. I was becoming a slut, I wanted to please men. I wanted, no needed, a dominant male in my life telling me what to do. Being bossed around by Ryan and Brad was almost enough to get me to cum.

Of course Jimmy was handsome too, he was a mulatto (half black / half wife), and it looked like he got the best of both races. He was a ladies man, girls fawned over him, he was the best looking in our group. He had confidence with the ladies, but didn't come off as cocky. I think he knew he had his pick of girls anywhere he went. I thought about how handsome he was, he really was someone you could see on a magazine cover. He was a sexy man... crap, what the fuck??? I now was admitting that Jimmy was handsome, this wasn't some submissive fantasy, this was plain out gay behavior and thoughts. I was finding another man attractive. You may not understand the difference, in the case of Ryan, I was attracted to his dominance and muscles, but there wasn't an attraction to his looks. But with Jimmy, I was dreaming about how good looking he was. This feeling was something I would think of when imaging women but now I was thinking of Jimmy. The butterflies were flying in my stomach thinking of Jimmy. I never thought of it before but I had a crush on Jimmy. Like a schoolgirl, I felt myself blush just thinking about him. Fuck, he was gorgeous of a man.

 

"HEY, I asked you a question bitch? You understand that you will serve my friends like you do me, right?" Ryan repeated the question.

"Yes sir." I replied quietly. I didn't want to show my excitement but at the same time my disappointment that I couldn't hang out with my friends like we used to.

I was also worried about them seeing me this way. This was something that we agreed to stay with only Ryan and myself. We agreed no one would see me dressed in a maid's outfit. Now Ryan was expecting me to serve them and god knows what else. Would Ryan really share me with his friends? Quickly I realized, I was now calling Jimmy and Brad "his" friends and not "our" friends. Ryan made it clear he was having "his" friends over and I must obey my master, I reasoned.

"Good girl, I expect the house to be spotless. I want you to run to the store to get more alcohol and plan on making us some burgers. And when we return from the bars I want some snacks ready."

"Of course master, I'll make it perfect for you and your friends." There it was again, "your" friends. Of course when Ryan orders me to the store to buy groceries and alcohol it was expected that I pay. My money was becoming Ryan's to use for whatever he deemed necessary. I was not to object or complain, I was expected to obey.

How quickly I was turning my whole life over to Ryan. It excited me though, Ryan was my master and he called the shots. I love serving him and actually can't live without it. Soon I would be serving my other 2 best friends and that excited me on a new level. I was slipping further down the rabbit hole, if others saw me, not only dressed as a maid, but how I was subservient to Ryan there was no turning back. I would be outed, then it would be only a matter of time before my whole world would know I'm a sissy fag. Did I care? Because it was true, I loved being Ryan's sissy bitch. I never knew I had this in me but now that Ryan tapped into it, albeit, accidentally, I found my true calling. I could deny it and continue to secretly live 2 lives. Or I could seize the moment, submit to not only Ryan but my other 2 friends.

They would likely call me names, make fun of me, and even join in with Ryan on forcing me to sexually submit to them. I knew there was no longer anyone forcing me, I was enjoying this more than anything in the world. I wanted them to abuse me, to make fun of me, to humiliate me, I was feeding off of it. I could never go back to my whole life, nor did I want to. I thrived off of this degenerate trait, the debasing of myself, admitting I was nothing more than a servant to strong and handsome men. I wanted them to take advantage of me. My dick was straining against my cage, and as much as I wanted out of that cage I knew I no longer deserved it. I was weak, I was not a real man and only real men get to cum. They rule the society, us weaker men and women must submit to them and their needs. This is the natural order of things, the strong survive and prey on the weak. We are here to do their bidding, to make their lives easier. To serve their needs, put them on top of the pedestal as they are our kings, our rulers, our masters.

 

Before I knew it Saturday arrived. Ironically the clothes Ryan had bought me arrived this very day. He came to my room and gave me sexy lingerie and a school girls outfit to wear tonight. With the outfit was some stiletto saddle shoes, the white with the black sides, they were so damn sexy. I couldn't wait to change and model for Ryan.

As I slipped on the lingerie, I was starting to feel like a girl. I was changing from the inside out, and now the outside was going to match how I felt inside. The lingerie came with stockings, garter belt, bra and thong cut panties. My dick was still locked up but constantly leaking. I then put on the school girls outfit over my lingerie. Plaid skirt, white blouse with a cute female necktie criss-crossed in front matching the color of my maroon plaid skirt. To finish the outfit was a pair of frilly white ankle socks that accentuated my legs in these heeled saddle shoe booties. Fuck, I was so hot, I felt like a slut and looked like a sexy school girl begging to be fucked by big, strong, handsome men. I needed to submit to these men, give them what they wanted, and we all know what Alpha men want. They want you to submit to their every sexual need and desires. They are the ones who rule this world and get to decide what we do, what we say, what we think, and of course how we can serve them.

"How do I look?" I asked as I spun around to model for Ryan.

"Wow, look how sexy you look."

I blushed at the compliment, "thank you."

"Now run along and start preparing the food."

I was so delighted that I could do this for them. I felt stimulated, euphoric, and awakened, this is what I was meant for and I couldn't wait until my friends, I mean, Ryan's friends to arrive and fully exposed me. Just then I heard the knock, my breathing shallowed, my heart fluttered, and my dick strained against my cage as I went to answer the door.

"Hi Jimmy, hi Brad." I said standing in the door dressed as a sexy school girl.

Their faces said it all, Ryan didn't tell them ahead of time that he had transformed me into his maid. I saw their confusion in their eyes, but quickly that was replaced by lust in Brad's eyes. He was an Alpha, when he saw something he liked or wanted he didn't hesitate and today was no different.

"Look at this sissy, standing there wanting to drop to her knees to suck my cock. Am I right slut?" I hear Brad ask.

Subconscious instincts took over, I lowered my head to the ground, I knew he was right, I am a slut and wanted to suck his cock. I remember Ryan's orders to serve his friends like I served him. I felt myself going to my knees. I reached up to his belt but before I took the next step, I knew I needed to ask for permission.

"Sir, may I take your cock out and suck it for you.... please?" The please rolled out as I did not want him to say no.

"You are such a fag, yeah, take out my dick and show me what a cocksucker you really are."

My hands quickly got to his dick, I had to see it, I needed to have it as I kiss the head like someone would kiss the ring of the Pope. Then I worshiped it like it deserved. It was majestic, not as thick as ryan's but the slight bend gave the feeling of being as thick as it slid into my mouth gliding across my tongue. The 10,000 taste buds and nerve endings in my mouth were like fireworks on the 4th of July. I could tell Brad was an awesome lover, the way he thrusted his hips, the way his cock moved to the rhythm of an orchestra, he was a god. I can see why he banged a lot of girls in college, he had the equipment but more importantly he knew how to use it.

I continued to suck and worship Brad's cock. Then I saw in my peripheral vision another dick coming my way. Out of natural instinct and a fire burning in my groin I reached out to grab it. I loved how it felt in my hand, I loved how I now had 2 cocks, one in my mouth and the other in my hand as I stroked to full erection. By the color I knew it was Jimmy's, I was hoping to get a chance at his dick. I couldn't wait to taste it, but Brad wasn't ready to let me go just yet. He grabbed my hair and starting fucking my mouth forcefully. I was no longer in any control of this blowjob, this was Brad's show and he made no doubts about who was in charge. I relaxed my jaw and throat and just let it happen. I was fully submitting to him now, he was using me like some cheap hooker and I couldn't get enough of the abuse.

Within a minute I felt the warm sensation of cum hit all sides of my mouth and throat. He must not have cum in a week because it filled my mouth and drooled down my chin. I scooped up with my other hand the cum that was dripping from my mouth and shoved it back in. A true sissy would never waste a drop of Alpha cum, it was to be cherished not to fall to the floor as waste. This was the nectar of a god and I was the luckiest man... I mean girl, alive.

No sooner than Brad was done with me I turned my attention to my secret crush, Jimmy. He was so sexy and handsome, like some sort of GQ model. He had an exotic look, his olive skin, plump lips with perfect teeth complimented his hazel eyes and neatly trimmed hair. I never felt this kind of love before but it was real, I was smitten by this man. Even the blowjob felt different, like there was a connection. But there was no indication from Jimmy that he shared these same feelings. In fact, he seemed disgusted by me, he looked at me with a sneer and content. That look in his eyes hurt but like a true masochist, it aroused me. As I sucked on Jimmy's cock my hands ran around his waist as I tried to pull him in close to me, I wanted him to absorb my body and be one with him. It didn't take long for Jimmy to finally cum, and exactly how I imagined his cum had a sweeter taste to it, yum.

I heard Ryan approach the guys, exchanged high fives and asked them what they thought of his new slave? Was I a slave? Not in the sense that I wasn't allowed to leave but since I considered Ryan my master then yes, I must be a slave. Titles were becoming blurry for me, but what was in my heart was the need to serve.

The rest of the night I waited on the men, I brought out their food, cleaned up after their mess. I would make sure their beers were always full and looked on with a hint of jealousy. I wanted to be with them, laugh with them, hang out with them like old times, but it was now abundantly clear I was no longer their friend or peer.. I was now a sissy, a fag who sucked all of their cocks. They would never respect me again, just some slut who they can use and abuse at will.

A few hours after arriving the guys headed out to the bars. I stayed behind to clean up and prepare for their return. Ryan had requested I make some appetizers for them when they came home from the bars, likely very drunk. While I was cooking a hot wing dip I ran to freshen up. I wanted to look my best for them, I noticed dry cum was still on my cheeks and I knew my breath stunk like cock. I took off the school girl uniform and ironed it to make it look fresh again. I used some lotion on my legs to make them look shiny and after getting fully dressed again I returned to the kitchen where I belonged.

It was after 2am when I heard the door, sure as shit they were all drunk. From past experiences I knew how obnoxious and horny they were when they were drunk. Personally I was horny as hell too, it had been a while since I was able to cum. Ryan kept me locked up and knew that gave him unlimited power and control over me. Why would he ever want to relinquish this dominance? He had himself a live in slut who would do all of his cooking, laundry, cleaning, and service him sexually at a snap of the fingers. Alpha gods like that not only expect that, they deserve that. That's what some girls never learn, that the man is in charge. Fuck that equality garbage, men... real men... were the superior gender. If you check your ego and allow yourself to give in to your true calling you could land yourself a man and a lifetime of sexual bliss. But some women can't get out of their own way and wonder why they end up single. I was not like them, I knew my place and loved it.

"We should have tagged team that girl." Ryan shouted (he usually got louder the more drunk he was).

"Yeah, you know she was into that kind of shit. She wanted us to give her a train." Brad added.

As I was bringing over some beers for the guys, silence fell over the room. It was eerie, I looked up to see 3 hungry men staring at me with lust in their eyes. It was the first time I felt scared, these 3 muscular men could do whatever they wanted to me. I could not resist them even if I wanted to. But it was at that moment where you could see the light bulbs go off in their heads all at once. They stared at my sexy school girl outfit in high heel booties. Then Brad reaches out, grabs my arm and pulls me into his lap.

"What do you say baby, how does that sound to you?"

"How does what sound sir?" As I wasn't sure what he was asking me.

I tried to get away as Brad tightened his grip on me. The squirming only seemed to entice him, and honestly, it aroused me. To have a strong man hold me like this was hot.

"Ryan reaches over and gropes my ass while Brad starts sliding his hand up my shirt and pinching my nipples.

"This slut wants to get fucked so bad. Look how she dresses. She's a fucking whore." Jimmy finally chimes in.

"Wait... no, that's not what I want. Seriously, guys, I can't do that." I pleaded.

Spank! Spank! Spank!

I squirmed more but Brad, and now Ryan, were holding me down. There was no escape so I slowly stopped resisting.

"Shut up, your dick is dying to get out of that cage, isn't it?" Ryan barked.

He was right, I've been dying to cum, I needed to seize the moment now that Ryan broached the topic.

"Yes, please release me."

"What will you do if I release you?"

"Anything, whatever you want."

"Anything? Like... fucking you in the ass?" Ryan questioned.

"Please." I said without directly answering Ryan.

"Begging to get fucked, good girl" Brad said as he gave my ass another spank. I was becoming aroused which led to becoming more submissive and liking the manhandling that was taking place.

"Ohhh.... please... do it again, please!!!!!!" I was begging for Brad not to stop.

Spank! Spank! Spank! I moaned at the abuse, I couldn't hide how it made me really feel, like a whore for them.

Ryan leaned in and softly says,

"I'll let you out of your cage and allow you to cum if we can do a train on your ass."

I paused, I knew what my answer would be. He had me where he wanted me, I couldn't say no, "Okay... yes."

"Deal?" Ryan asks to be sure.

"YES, DEAL, PLEASE FUCK ME." I was so turned on, I would have signed my life away at that second.

Before I knew it they had flipped me over the end of the couch, yanked my panties down below my knees. I felt the lube hit my asshole followed by a finger massaging it in and around my anus. Instinctively I rocked back to feel the finger insert into me. It was different but I liked it. I wanted to pretend like I didn't but I really liked it.

I heard Ryan and Brad arguing who goes first, I couldn't see from my vantage point but as I listened I was secretly wanting it to be Brad. Based on the blowjob I knew he would be a good fuck. Then I felt this tree trunk enter my ass, there was resistance from my anus as nothing had ever been inserted until now. I took my knuckle into my mouth and bit down on it to distract from the pain. If anyone claims their first ass fucking didn't hurt is lying, even with lube it's a rough penetration.

Spank! Spank! My ass was a punching bag, the cock, who I concluded was Ryan's simply based on girth and along with the ass slaps was making my head spin. Pleasure and Pain conundra, you hate it but slowly you feel the pleasure that mixes in. And before too long, it all becomes pleasure, even the pinching of my nipples, the occasional spanking of my ass, and of course the fucking of my ass. I knew the payoff would be the release of my dick so I can cum which made all this worth it.

I could hear Ryan grunting and the feeling of hot sticky cum entering my ass. It didn't dawn at me at the time but he was fucking me without a rubber. Having never been fucked before it wasn't something I even thought about. At this point I didn't care, I was there for them, not the other way around.

Brad replaced Ryan, he slide his dick in smoothly, he was a fuck specialist, I knew it. Brad tended to be more degrading and physical than Ryan. He reached up to grab my hair and started pulling it back like he was riding a horse. He was verbal as well.

"You like this you whore? You are my filthy whore, aren't you?"

"Yes sir' I managed to get out.

"I love sluts like you. You are such a faggot that I bet I can make lots of money on you by taking you back to our fraternity house. Can you imagine tying you up in one of the rooms upstairs and charging $50 to fuck you? I could make some good side hustle." Brad taunted.

Even with Brad dominating and controlling me while fucking my ass I was still able to push back in rhythm with his thrusts. Brad was good at pulling his dick just about out, but stop right with the tip inserted... I could swear it would fall out but he was the master at this, pull out just far enough for the mushroom head to stop at the entrance and then with a long thrust shove it back in where I could feel it in my stomach. God he was so good, I couldn't wait to get my cage off so I could cum like my men were doing.

Last came Jimmy, his dick was longer than either of them but just not as thick. He, like Brad, is a skilled lover. He knew how to tease and fuck me keeping me on the edge of sexual escasty. He held my hips and had this perfect pace, his stamina was amazing too. I was totally physically exhausted but I didn't care. As soon as Jimmy cums it will be my turn. Just then I felt Jimmy's dick convulse and the cum filling me up seconds later.

After catching my breath and cleaning up my ass with a towel I asked Ryan if he would unlock me.

"You stupid bitch, do you think I'm really going to unlock you now? Look how quickly I got you to do a train, imagine if I kept you locked for a month?"

I was stunned, my dick stays locked? He promised me, I need to cum so bad. But Ryan was the boss, and in a perverted way I liked it even more that the control he had over me was such a turn on and seeing how he tricked me was icing on the cake. That's what alpha males do, they break the rules because they don't apply to them. If it benefits them then it's fair game. So lying to a submissive sissy was easy pickens for them.

I was officially a faggot sissy whore and although I had no idea when I would be allowed to cum I was having the time of my life. It was no longer a private arrangement among roommates, now Jimmy and Brad knew, which meant a lot of others would know soon. I imagined what Brad had said about taking me to the fraternity and tying me to the bed. He would charge pledges to come in to fuck me, I loved the idea. I longed to be used in every way possible and that is one scenario my freaky mind hadn't considered. Now I couldn't stop thinking about it.

 

Thanks everyone, at the moment I don't have any plans on another chapter. Feedback is welcome.

Rate the story «Roommates Bet Ch. 03»

πŸ“₯ download as: txt  fb2  epub    or    print
Leave comments - we pay for them!

There are no comments yet - be the first to add one!

Add new comment


Our AI advises

You need to log in so that our AI can start recommending suitable works that you will definitely like.

Read also
  • πŸ“… 05.04.2025
  • πŸ“ 21.5k
  • πŸ‘οΈ 0
  • πŸ‘ 0.00
  • πŸ’¬ 0
  • πŸ‘¨πŸ»β€πŸ’» ShawnTVWrites

Chapter 15: Yes.
"Okay, so that makes... fourteen shows next week then." Amy confirmed.
"Oh, add the one I'm doing for Vida. Makes fifteen." Tyler added, reminded Amy of the show they promised at the Lions' Den.
"Fuck, that means we'll have to move the gig on campus." Amy checks the book. "Unless you think we can get all the way up to MLK in ten minutes."...

read in full
  • πŸ“… 18.05.2025
  • πŸ“ 36.3k
  • πŸ‘οΈ 0
  • πŸ‘ 0.00
  • πŸ’¬ 0
  • πŸ‘¨πŸ»β€πŸ’» Acerbicscribbler

I heard you like sex in your erotica, so I got you some sex in your erotica. You sickos are the absolute best.

October

"Fresh new kicks! And pants, you got it like that so you know you wanna dance," I rap, bouncing Seth in my arms. "So move, out of your seat, and get a fly girl and catch this beat--"...

read in full
  • πŸ“… 22.05.2025
  • πŸ“ 10.0k
  • πŸ‘οΈ 0
  • πŸ‘ 0.00
  • πŸ’¬ 0
  • πŸ‘¨πŸ»β€πŸ’» unknownbydesign

The water was colder than usual. I liked it that way--it kept my thoughts from drifting too far. Especially when he was around.
I don't know his name. I've never even heard him speak. But I've seen him--oh, I've seen him.
He's always here, usually a few lanes down. We must have similar routines, but I swear it's not on purpose. At least, that's what I tell myself. Still, it's hard not to notice him. Harder not to watch....

read in full
  • πŸ“… 15.04.2025
  • πŸ“ 5.3k
  • πŸ‘οΈ 0
  • πŸ‘ 0.00
  • πŸ’¬ 0
  • πŸ‘¨πŸ»β€πŸ’» AnonymousChimp24

Hi everyone! It's been a while, hasn't it?
I was reminiscing and was strongly reminded of one of my fondest stories, so I'm here, sharing it with you. That's right, another experience of mine!
Note: I will not be using real names of people or places.
I had just over a month left before I flew back from the UK. It was a Saturday noon in August and I had nothing but time. And it was a beautiful, sunny noon, which was rare so I decided to go for a walk....

read in full
  • πŸ“… 17.05.2025
  • πŸ“ 4.5k
  • πŸ‘οΈ 0
  • πŸ‘ 0.00
  • πŸ’¬ 0
  • πŸ‘¨πŸ»β€πŸ’» StoriesByTroy

There was a laundry room on the basement level of our dorm. Flickering lights, dented machines, damp heat that stuck to your skin like sweat. It stank of bleach and mildew and detergent that wasn't doing its job.
Nobody ever came down late; except me.
I liked the quiet. The heat. The fact that I could sit in nothing but a hoodie and boxers, thighs spread, semi-hard from the buzz of the machines and the way the air stuck to my skin. I liked the way it made me feel; alone, wild, unbothered....

read in full