Ashton Gets a New Name

From Ashton, "Ashley" is born. The true story of how I became a crossdresser. if you haven't read chapter one, please read it first.

Chapter 2

Friday, and the school pep rally is in full swing. It's homecoming and as we always do, we are playing our rival. Sitting with the rest of my team, Sam and Lori are dressed in their cheer uniforms and are running the show. Sam is the head cheerleader and Lori is her second. Sam is a leader, and after meeting her mother, I now understand why she is so confident.

Sam's eyes meet mine, I give her a little smile and she smiles back with a devious wink. The sight of her skimpy cheer outfit, kicking those legs up, it's enough to make any high school boy all fuzzy inside. The small tingle begins in my groin. Knowing that tonight I will be buried in her smooth, tight little pussy.

"Ashton!!!" I hear my best friend Jay.

"Dude, you ok, you were spaced out there for a second."

"Yeah, man, I was just going over plays in my head."

"Well, don't think too hard, you're going to hurt yourself. And we need to crush those Falcons tonight!!!"

A few high-fives and chest bumps later and we are all headed to the field house.

Standing on the sidelines, I watch the clock tick off the last few seconds before halftime 14 to 3 We are up. For homecoming in small towns, its pretty much the highlight of the year. The band plays in the dark with lights on their shoes. The baton girls are twirling fire batons. It really is a sight to see. The entire town together, with one common goal. Just win baby!

At halftime, I am named homecoming King and Sam is named homecoming Queen. As we lock hands to walk off the field, she leans in to me and says,

"You will always be my King and I your Queen."

"My Queen?"

I heard what she said, but in that instance my mind went to a very different place. My thoughts reliving the previous day "whack-whack". I could feel the sting on my ass. I could feel the silkiness of the stockings on my legs as my mind began to playback the events of yesterday. The taste of my semen mixed with hers. I was spiraling...

"Hello, earth to Ashton!" Sam trying to get my attention.

"Are you there?"

I break the train of thought now barreling through my mind...

"Yes, sorry, I was ... uh... you know... thinking about the game.

"Did you hear what I said?"

"Yes, I'm sorry, Yes I heard you".

"And?" Sam quipped now with a little shake in her voice.

I turned to her as we made our way back to the sideline, took her by both hands, and said,

"I would love nothing more than to be your King."

As Sam listened to my words, she was now holding both my hands as tight as a girl could. I could tell she was nervous. As I finished, she moved in and kissed me very gently on the lips. I leaned over and grabbed her by the butt, lifted her up in a big hug.

"Now go kick those Falcons asses." Sam whispered in my ear.

With the final seconds running off the clock, the stands emptied onto the Field. 41-10. I had the game of a lifetime. 380 yards passing, 3 touchdowns. 109 yards on the ground with another TD.

As things began to calm, and everyone was headed home, I came out of the field house, adrenaline still running hot, I walked to meet my parents. Waiting in the parking lot, I walk up to my mom and dad. Sam is there with them and as I get close my mother reaches out and gives me a big hug. Over her shoulder, I lock eyes......... Angie.

As I'm standing there, Angie approached us and asked Sam if she was going to introduce her to everyone.

"Mr. and Mrs. Evans, this is my mother, Angie Smith" A couple of handshakes and nice to meet you's. Sam turns towards me,

"And this, is Ashton".

Angie holds her hand out like royalty, as I reach to take it, the touch was lightning rocking my entire body. Knees weak, breathing faster, I could feel the sweat beading on my forehead. With everything I could muster,

"Nice to meet you... uh... Mrs. Smith" was all I could squeak out.

"Likewise," she said with a smile.

"Sam has told me so much about you. And after watching you play, I believe she is right. You will be a superstar in no time."

I could see the twinkle in her eyes as she spoke. She looked at me as if I were her prey being hunted for sport. As I release her hand, she turns to my father.

"Evan's? That's Welsh heritage if memory serves?" She said.

Her voice ran over me like water. Goosebumps are now forming on my arms and the back of my neck.

"Why yes, it is Welsh." My father sounding proud.

"Young warrior" Angie again spoke. "Well, you certainly have a young warrior in this one, yes?"

My dad, looking prouder than ever.

"We are very proud of the boy he is, and even prouder of the man he's becoming!"

"Yes, I can very much tell that! Well, Sam and I must be going, we have an early start in the morning. It was so nice to meet you."

"It was our pleasure" my dad responded.

I could tell he was taken back by Angie. I mean, how could you ignore her absolute beauty?

"Nice to meet you as well Ashley!" Angie now smiling at me.

"Ashton!" Sam quickly correcting her mother.

"Ashton?... what did I say?" Angie quipped.

"You said Ashley", Sam again with a note of sarcasm.

"I apologize Ashton, but the two are similar. Simple mistake. Anyway, have a good night."

My mind was racing in the red. I couldn't comprehend my thoughts as I stood there listening to Angie. "Ashley, " I thought. Could this be... No. It was just a simple mistake. Nothing more. Trying desperately to convince myself. But I think I knew, Ashley was going to be inevitable.

We said our goodbyes and headed to the car.

The following Friday, Sam and I are walking to the field house before the game.

"Babe, I am going to my dad's this weekend. So don't get into any trouble while I'm gone." Lori is coming too." We are going to spend the weekend together at the beach."

"I would invite you but, I don't think my dad would let you sleep in the house." She said with a giggle.

"He's a bit old school."

"Ahh, don't you worry about me, I'm going to be home relaxing this weekend!!"

Saturday morning sunrise, mom cooking breakfast, dad reading the paper as always, I come strolling in for orange juice.

"ASHTON EVANS, you put that in a glass" My mother scolding me for drinking from the bottle.

Dad laughing, "He is his father's son!"

Just as I was about to grab a glass...

Riiing... Riiing...

My father picking up the phone.

"Hello..."

I begin to take a drink

"Oh hello Mrs. Smith, how are you this morning?"

My throat locks down and I spew my orange juice on the kitchen counter.

"Ashton Evans, what has gotten into you this morning?" My mother scolding me again...

"Why yes, he's here. Would you like to speak with him?"

My dad perked up in his chair...

"Sure, he doesn't have any plans today, I'm sure he would love to come help you"

"Alright, I will let him know the time, Anytime Mrs. Smith. No trouble at all. Bye now!"

Dad hanging up the phone turns to me...

"Mrs. Smith would like your help moving some things in her garage. She said they were very heavy and since the divorce... you get the idea!"

"Are you ok, you look like you've seen a ghost?" Mom now looking at me....

"Uh... ye... yea... fine... just... uh... I uhhhh..."

"Relax" my father giggled out,

"I think he is scared of Mrs. Smith."

"Well, when you look like she does, I imagine all men are a bit intimidated!" My mother rolling her eyes, thick sarcasm tone, bearing a hole through my father.

"He'll be just fine." Dad's words had no meaning to me.

"He's just moving some boxes around."

What was I going to do? My thoughts kept betraying me, and I could feel her hands rubbing my stocking-adorned thighs. I could smell her perfume, the cold touch of her leather crop running down my back, over my anus to my scrotum. The sting as she swung. The sound, ohhh the sound it makes when it hits bare skin was exhilarating!

I could feel my cock beginning to tingle. Feeling the tightness growing in my briefs....

"10 o'clock" as I come back to reality,

"What?" I managed to finally form sounds....

"10 o'clock," my father says. "She wants you there at 10!"

Driving to Angie's house felt like hours. I couldn't keep my mind from racing with the possibilities she had in store for me. Sam and her brother are gone for the weekend, Lori too. This meant Angie was home... alone. With no interruptions, what could she possibly have in store for me?

I rang the doorbell, Angie swung open the door, and said, "Right on time. Very good Ashton! Now follow me to the living room."

Angie takes my hand and leads me to the main living area. She is wearing a short little summer halter top dress, being held up by her perfect breasts. Shoulders glistening with shimmer lotion. Long tan legs with cute little flip flops under her sexy pink, perfectly manicured toes. Not a single flaw.

I was a wreck. Mind spinning.

She leads me to the couch and has me sit down. She took a few steps towards the opposite couch where a few shopping bags were sitting. I tried to glance around her to see what she had. I could see a Neiman Marcus bag along with a LaPerla and a Victoria's Secret bag.

As Angie grabbed the first bag, she turned to me...

"Ahem, is that any way for a sissy to sit? She snapped at me with fierce eyes.

Me sitting like a typical guy, legs open, leaning forward, elbows on knees.

"I uh... not sure... what..."

She cut me off mid-sentence...

"Slide your hips back until the cushion touches the back of your knees, posture straight, right leg crossed over the left. Arms folded in your lap... understand?"

"Yes ma'am"

"Yes what" Now brows pushed together, corners of her lips slightly downturned"

"Yes My Queen"

Still not comprehending the scope of this situation, I find comfort in her voice.

"That's better Ashton, now be a good sissy and take this bag up stairs and get changed, you have a list of chores to do!" She said with a smirk.

I grab the bag and head upstairs. Opening the bag, pouring its contents on the ottoman, my heart begins pounding in my chest. "Was she serious?" Before my eyes was a French maid's uniform, black, short-skirted, trimmed in white lace, with ruffled short sleeves. A small bow in the back, lace-up white straps in the front that criss-crossed over my stomach. A pair of black fishnet stockings trimmed in stay-up white lace. A white lacey petticoat. A black lace thong and a black and white laced hairband along with a note...

"This should fit you very well. I had it custom made just for Ashley. When you come downstairs, there is a box at the bottom step, put them on and come to the kitchen. Q"

"Ashley" I thought to myself.

I stand there, in front of the mirror, I can see the beginning of Ashley, Angie's sissy servant. The fabric felt divine. The uniform fit me perfectly. I was in awe at how feminine I looked. I am very athletic so seeing this was almost surreal. The stockings were clinging to my legs with just a tease of the white lace on top. The thong with just enough pouch to contain my relaxed penis. The feeling as it slides back and forth over my anus when I walk, butterflies in my stomach.

"Was I really going to do this?"

As I made it to the stairs, I slowly descended each step, looking for any possibility that I could be seen. Unless the grounds people were peeking in the windows, we were alone.

I get to the bottom and there is the box. A custom-made pair of short-heeled black Mary Janes. I have been an avid admirer of women's shoes and feet. Just something about the cuteness and innocence of a woman's toes. I almost couldn't contain my excitement. I leaned over and slid my left foot in and buckled the strap. Eagerly, right foot in, buckle. As I take my first step, I hear the click of the heel hit the hardwood. Second step, click... click... click... Not bad to walk in and very comfortable. Not what I expected. I assume Angie could hear me slowly walking to her.

"Ashley", now with authority in her voice, "come in here so we can take a look at you."

I make the turn into the kitchen, and Angie, now eyes locked with mine, her face was bright, her eyes were widening and her lips parted just a bit,

"Wow, that is perfect. The tailor really outdid himself. How do the shoes feel? You are going to be in them for most of the day!"

I tried to speak but my words were fumbling. I cleared my throat, "They.... are very.... uh nice".

"Perfect," she said with a playfulness now in her voice.

"Come here, you have a few pieces left for your uniform!"

Not sure what she could possibly add to this already perfect uniform. She knew!! Oh. She definitely knew.

"Here, open this!" She slid over a cute little pink box with a lace ribbon tied around it. A small little note written in beautiful cursive..." for Sissy Ashley". I opened the box and my pulse quickened. I had never really seen one, much less used one. But, in that pink box was a small cage with a lock. And a water drop-shaped object with a small stem attached to a pink bottom. It looked to be about as big as a half-dollar wide starting with a pointed tip. The pink end had some script inside.

"Angie's Sissy" inscribed in white cursive behind the pink cover.

Angie picks up the plug...

"As you get used to wearing this, we will move to the next size, This is small, the next one is medium, and so on. Once this cage is locked, you will do as I command! Understand?"

"Yes, my Queen".

I was scared beyond imagination. Couldn't take my eyes off the pink and chrome plug. And the cage seemed a bit small.

"First, stand here on this stool and let's see how this cage fits, I bought the smaller one, the sales lady said It would really make you squirm when your big cock tries to get hard. I want to test if she is right!! Now, lift up your skirt and pull your panties down."

Her words were making me tingle head to toe.

"Lift your skirt, pull your panties down"

I was in a trance, mesmerized by her words. Words boys are supposed to say, not the other way around.

She began to lock this tiny cage as I was trying to watch...

"Stand up straight, I will let you see it when it's on." She spoke clearly and very to the point.

"I think it's too small for me."

"That's the point silly". Smiling as she spoke.

Then I hear it "snap". "There, nice and neat, oh, almost forgot. Step down and turnaround, we need to finish you into a proper Sissy."

I did exactly as she demanded, bent over and stuck my ass to her and lifted my skirt once again. I could feel her wet finger sliding over my anus. Sending shivers down my entire body, then the cold of the steel tip. Slowly she slid this plug in, I tensed up, "Relax, it will be much less painful if you try and relax".

Deep breath, the pressure of the plug starting to push through my sphincter was making my cock swell. Now feeling the pressure of my caged cock trying to break free..." POP", I jerked and stood straight up...

"Ahhh, there we go, see, nothing to it!"

The plug gave a feeling of pain and pressure. Like having to use the restroom.

"Don't worry, the feeling of needing to go will pass in a few minutes once your body warms it up". As if she could read my mind.

Obviously, she had some experience in these matters. I mean, why wouldn't she, right?

"Now turn around and let's see how uncomfortable we can make you."

I turned and she begin to rub my caged cock. Didn't take long for me to realize, this thing is going to be rough.

"This is now mine, you understand?" Her words oozed with authority and excitement.

"Yes my Queen"

"Do you see this?" Holding a small gold necklace with a tiny gold key pendant.

"This is the key to that cage. And I alone will determine when it's on and when it's off."

She took the chain apart and handed it to me.

"Here, put this on my neck"

I grabbed the necklace and fastened it around her neck as she turned to me...

"What do you think?

"It's very cute but what if someone asks what it is?" Finding the words again is proving difficult.

"I will think of something" she boasted with a giggle.

"Now, I have made a list of a few chores I need you to do. Shouldn't take you too long I hope. I need to run into town for a few errands. I will be back in a few hours. And I will be critiquing your work. Be a good sissy and do a good job. The reward is far better than the punishment, I assure you of that."

"Oh, and one last thing before I go. Do you know what to curtsey means?"

"No, my Queen"

"It's a formal gesture of respect to royalty. I'm your Queen, your royalty, and you Ashley, are my submissive sissy, I will expect you to be a perfect sissy servant. So learn what it means!"

"Now, I need to go into town and you have some Sissy work to do, I suggest you get started!"

"Yes, my Queen".

Angie spins around and heads for the door. I open my envelope to a list of sissy chores. Laundry, washed and put away. Kitchen counters, bathrooms, dishes, and such. All I could think was what if Sam came home... with Lori... and the brother? How would I explain this to them??

I shake off the worry and think, just get to work and it will all be over soon.

It seems it took all day to get my chores done. My plugged ass was no longer relevant. My caged cock was soft and comfortable. I feel like I did a perfect job of cleaning and laundry.

I hear a car pull into the driveway. As I hurry to hide myself from view, it's Angie with more shopping bags. Spencer's, Adam and Eve, and Erotic something. Can't make it out.

As Angie enters the house, I am in the kitchen drying off the last of the dishes.

"Smells clean in here." she said without looking.

"Take these bags to the bedroom, we will open these together!"

As I hurry over, I take the bags..

"Yes my Queen" and head up to her bedroom.

Sitting patiently in Angie's bedroom, on the bed stool, bags on the bed, she walks in.

No matter what she is doing, she enters a room like no one I have ever seen. Majestic, powerful, and stunning. She knows she's gorgeous but in an innocent way. No need to dress slutty, no, no, she is way too beautiful and classy for that.

She looks down at me, sitting like a servant, upright, straight posture, right foot crossed over the left.

"Look at how cute you are, sitting there properly waiting on your Queen. You learn quickly."

"Th-thank you... my queen." I stumble over the words

"Let's see what we have here. Can't really keep you in a uniform all the time, can we? Smiling that devilish smile again, she grabs the bags, emptying them onto the bed.

I see, stockings and panties, socks with little bows, garter belts and straps, dresses, short skirts, shorts, and shirts. Next bag is full of teddy's, baby dolls, all sorts of lingerie in different colors. My mind was swimming. Next bag was shoe boxes, pairs of black and white and red stiletto heels, a pair of peep toes as well. A pair of very feminine heeled strappy sandals.

Then the last bag turned over... my eyes closed, hoping I just imagined what I saw. A few blinks and to my shock, sex toys. Dildos of all shapes and sizes. Some of which I thought... what is that hand one for? Short, long, thick, slim, and some sort of harness-looking device with buckles and rings. Bottles of lube with the word "anal" on the labels.

All of a sudden, my plug showed back up. I suppose I clenched real tight when I saw those toys. Toys that I can only assume are to be used on me. I was filled with fear and what I can only describe as excitement. Why was I excited? At that moment, the pressure from my caged cock was growing.

Angie looks back at me, seeing the excitement, fear on my face... can't really tell the difference anymore. "Don't worry. We will start slow and train your body to take all of these".

"Train?" I whisper but she heard it escape my lips...

"Oh yes, we are going to make you the perfect sissy. That means putting anything I want in your mouth and cute bubble butt". When you are ready, your ass will be my sissy pussy to fuck whenever I want! Now slip out of that uniform and let's see how these new clothes fit!"

"Yes, My Queen."

As I undress, Angie is pairing the clothes together, hands me a mini dress, black lace thong and black sheer stay-up stockings.

"Go in the closet and try this on. Take the black heels with you. I want to see you put together."

Standing in the mirror, with nothing on but a pink cage trapping my cock and a plug in my ass, I take the stockings, slide one over my toes, around the heel and slowly up to my thigh. Heart pounding, heavy breathing... I slip on the other stocking. Remove the mini dress from the hanger and slide it over my head. I pulled the soft fabric over my hips. As it stops just below my butt. I look up and see myself in this mini dress and stockings. Why does this feel so good? I sit down on the stool and slip my now black stocking-covered toes into the black stilettos. They fit perfectly. I stand and turn to the mirror. I spin to see the back... my head swimming in ecstasy. I feel my cage tightening. Deep breaths, I turn to the door and hear the click of my heels on the floor. That sound is alluring. Click... click... as I step into the bedroom, Angie is sitting on the edge of the bed... her face brightens up, the corners of her lips starting to bend up in a smirk,

"Wow, look at you, Ashley!!"

Hearing my new name from her voice again, tingling through my body.

"Turn around and show me your butt".

As I turn, I feel her hand touch softly on the small of my back. Sliding ever so gently to my butt. She gives me a small squeeze and a few taps...

"This little ass is going to get you so much pleasure and give some as well. Going to have to do something about that sissy clit though, can't have it poking out in public now can we?" Angie spoke, now with a snarky tone.

"Public?" I swallowed hard.

Hearing my response. Angie says...

"Oh, don't you worry, you aren't ready for that just yet! Lift up your dress and take off those panties, we need to hide this little sissy clit."

She removed the key from her neck, "click".

"Here, put these on and let's see if we can hide this thing"

Angie handed me a pair of panties with a padded front. I carefully slip my stilettos through and pull up the panties.

"Ok, let's see what we can do".

Angie, from behind me, reaches between my legs and pulls my cock backwards while pushing my testicles up into my body. Pulls my cock tight then pulls up the panties.

"There we go, now these panties will give you the look of a vagina and hold your sissy clit back, it's called a gaff."

"Sissy clit?" I whispered

"Yes, you no longer have a cock Ashley, this is your clit since it's the sensitive sex organ above your sissy pussy!"

I lowered the dress and took a peek in the mirror. From the neck down, I looked like a sexy girl with no tits ready to go clubbing. I stood there, admiring Angie's work. My legs were covered in sheer bliss, my shoes giving my legs a long, lean look.

"Almost ready to serve, yes Ashley?"

Her voice came from behind, looking at me through the mirror. I feel her hands on my arms, sliding over my chest, slowly drifting lower until she has her hands over my tucked clit, with a little push of her fingers..."Why yes, yes you are."

I was melting. Her hands exploring my body, her words soothing in my ears, the butterflies in my stomach, deeper into her world I was falling. "When you are ready, I will complete your journey." Slowly she whispered.

I could feel myself losing touch, drifting to the sound of her voice.

"Sit down on the ottoman, like a lady, I will be right back". Angie turned and headed to the bathroom. I sat, leaned to the left, right foot crossed over the left, trying to be as proper a lady as I could be.

From the bathroom, I can hear Angie rustling around...

"Are you ready Ashley?" She said again with authority.

"Yes, my Queen".

The door slowly opens and I can hear the click of her heels across the tile floor. As she appeared at the doorway, my eyes widened. Mouth parting, heart racing... she was stunning.

Black lace bustier just under her breasts, propping them up perfectly. Her toned stomach though the lace... the nylon straps headed to the top of her sheer black stockings, the harness with a small fake cock... wait...

I was frozen. It took a moment, but I finally wrapped my head around all the things I saw earlier. Me? Yes. That's for me.

"You didn't think all those toys were for me, did you? Angie's voice now dominant.

"I have so much to teach you Ashley, today you start your sissy anal training. This one is the smallest"

It was about 5 inches long and probably a little over an inch in diameter. It had a small head and smooth shaft. It was designed for exactly how she was using it.

Angie walked to me, click, click, click, click... with each step I uncontrollably flinched. Like gunshots going off in my ears.

"Relax, today is going to be easy. I promise not to cause you to much pain... today."

"I... you... slow exhale... you are going..."

Ashley put her finger over my mouth...

"Shh, you are going to be just fine." Again, tranced by her words... she had a way of making me feel safe, even if I was scared to death.

"Now, what does a cute guy do with a cute girl when they get alone?"

"Have sex", I heard the words from my mouth but wasn't really paying attention.

"Why yes, Ashley, that's what usually happens. But before they fuck, what do you like to do?"

Was she saying what I think she is saying? My mind is racing through scenarios.

Angie walked over to the ottoman at the foot of the bed. Sat down and spread her knees like a man would wanting a blow job from his call girl. She looked at me as if to say, "Come on, you know what to do!"

Click... click... click... click, my eyes forcing a blink with every step, the sound of my heels was euphoric. I have never even considered what I was about to do. The thought of it had never crossed my mind...

Angie reached for my hand and guided me directly in front of her. Her gorgeous breasts in perfect view, the wetness oozing from her pussy behind the leather harness. She was excited, and I was petrified.

"Now, be a good sissy and serve your Queen properly... kneel before my cock!"

I felt myself dropping to my knees, I put both hands on the top of her knees, the soft feel of her stockings, her breasts laying there perfectly, begging to be touched, I ran both hands up her thighs, around her fake cock, up her stomach to her breasts...

"Yeeeeessssss" she hissed out as my hands caressed the outsides of both breasts, slowly cupping under, rubbing her nipples with my thumbs. Another long sigh and exhale, I slowly pull my hands back across the same path, she lifts her head, pushes her hips towards my face,

"Suck my cock, Sissy!"

Deep breath, I lean lower, parting my lips,

"Am I really going to do this?"

Her cock is right in front of my mouth, she takes her right hand, places it on the top of my head, pushed her hips again and I feel this rubber cock ease past my lips, slowly filling my mouth. I stop and try to move my head back, but I am met with a little resistance from her hand, she gives me a little backup and then pushes my mouth over her cock again. A few times up and down, she began to put a little more pressure on my head on the down motion.

"That's a good sissy, get it good and wet so we can get it all the way in."

Thinking no way I'm getting this thing in my mouth, I have a flash of Sam, eyes watered, tears running down her face, giving everything she had to deepthroat my cock, I wasn't about to be outdone. I pulled up and licked all over her cock, getting it good and wet, then slowly slid my lips over the head. I struggled a little as I got close to the bottom, lifted back up.

"Almost there!" Angie cooed at me with her dominating tone.

I feel her pushing me again, this time both hands over my head. I open and let her cock head rest on my tongue and looked up at her. Her eyes, fierce, I continue to slide her cock right to my gag reflex, and in one motion, she pushed my head, lifted her hips, her cock disappearing into my mouth as I gag, my stomach wretched, she pushed again, can't breathe... a few seconds and she released my head.

"Good sissy girl!! Now that you know you can take it, I want you to enjoy your Queen allowing you to suck my cock like a good sissy slut is supposed to."

I lowered my mouth again. Slowly letting her cock fill me up. Gag... just push through. Past the gag I am now sucking my Queens cock. I can feel her head in my throat. As I look up, I see Angie, rubbing her breast, moaning just a bit. In and out her cock reached the back of my throat. The gag was starting to calm down and I was able to take all of it in my throat. Angie sets up on her elbows to watch me.

"Ahhh yes Ashley, you look so cute with my cock in your mouth. Back up, I want you to sit here now!"

Angie stands, helps me steady myself in my heels, sits me down, and steps directly in front of my face. Her cock shimmering with my thick saliva, she takes me by the back of my head with both hands,

"Open!"

She demanded, just as my lips part, she shoves her cock down my throat in one forced motion. Then back out, instantly back in. She held my head tight, pulling my mouth over her cock as she thrusted her hips. She was fucking my throat, push, pull, push, pull. For what seemed like hours she continued to force her cock in my mouth. Pushing her hips as hard as she could. Thick Saliva dripping around the corners of my mouth. She pulls her cock out, I take a few deep breaths, and she shoves her cock back in. I can hear the gurgling in my throat as I try to keep from gagging. Thrust after thrust, drooling, thick white saliva running down my dress, eyes watering, I can hear the saliva trapping behind the head as it pushes down my throat.

No thoughts, concentrate on not gagging as she slows her rhythm. She pulls her cock from my mouth and takes my hands, lifts me off the ottoman and lays me on the bed. She pushes her legs under mine and lifts herself over me. Pushing my legs up with hers. Sliding my panties down my legs....

"Let's take this out, shall we?"

Completely forgot about the plug in my ass. She takes it by the little pink jewel and pops it out.

"You should be ready now!"

I hear the top of the lube bottle pop open and feel the cold lube on her fingers. Slowly massaging the lube in, she slips in a finger.

"We want you to be comfortable yes? Let's get it good and slick!"

She drops the bottle and with her left hand, pushes my right leg back.

"Ashley, you have had sex before, you know what a girl does for you!"

I reach behind both knees,

"Here, grab the heels of your shoes, you will get more leverage this way." Angie pushing my legs towards me.

Taking both heels, I pull and I feel the head of her cock now sliding over my tight sissy pussy. I can feel her moving up and down, sliding it across my tightened hole each time with a little more pressure. When finally I feel it enter my rectum. Pain ran through me. I flinched and squeezed my eyes tight.

"Right here, we will stay right here for just a second." Angie's voice soothing.

As the pain slowly retreated, she began to push more, and more.

"Good sissy, you have it all in you now!" Angie's voice with assurance.

"Ready"

Slowly, she began to rock her hips. A few pushes, and she starts to speed up. Slow pace, I'm feeling her cock stretching my pussy. The pain starts to give way to... pleasure? My limp sissyclit laying over my stomach, flinching each time she pushes inside, as she speeds her thrusting a bit more. Takes her right hand and rubs the underside of my clits helmet. Slowly she starts to stroke me in the same rhythm as she is fucking me. A little faster.... then a little faster, my clit begins to stiffen. She knows what's happening.

"Not yet Sissy, not yet!" A little giggle in her tone

"When you cum today, it will be nothing like you have ever experienced."

She lets go of my now hardened sissyclit and pushes my legs back a bit more, rocks up on her knees over me, and in one quick thrust, began to literally fuck me like I owed her money. Thrust after thrust, as hard as she could, pounding her cock inside me, I have a hold of both sides of the sheets, gripping them with all my strength... as she is pounding her cock into my now very willing boi pussy. My legs over her shoulders, her breasts bouncingup and down as she grunts and slams her cock deep, she slows back down, sweat now running down her face and dripping from her nose, she lifts back and pulls her cock from my loosened pussy, rolls over and lies on the bed, taking my arm, she pulls me over her as she rolls. I am now lying on top of her, my legs outside hers. She pushes my chest and says in her now very dominant tone.

"Sit sissy, you are going to work a little now!"

I pull my legs up tight to hers, and slowly lower myself onto her cock. As I sit, she grabs my hips and pulls me toward her. Then pushes me back just to pull me forward again. Looking at me...

"Understand?"

I slowly begin to rock my hips forward and backward. With her hands still on my hips, helping me, I begin to ride her cock. A few minutes of me rocking on this cock back and forth around my prostate, her cock fully inside me, I start to feel pressure in my stomach. It's like nothing I have ever felt. I continue rocking my hips riding her cock and the pressure starts growing. My clit begins to harden once again. She knows what's happening, she can see it on my face, hips forward and back as fast as I could go. The tingling in my balls, the urge to pee quickly builds... just a few more thrusts of my hips and I feel it. Cum leaking from my sissy clit, she flexes her glutes to push her cock just a bit deeper inside me, my eyes close tight, my hands on her thighs squeezing hard...." what's happening" I thought to myself...

"That's it, cum for me sissy, give me that sissygasm!"

In an instant, my body rocked, my stomach tensed, my cock released its first load of sissy cum Then another shot of sissy semen hit her breasts then another and another, all I could think was how fucking good this felt. I was tingling in every inch of my body. My boiclit flinching, spilling my sissycum on her stomach as it dribbles into her belly button.

As my sissygasm begins to retreat back to my prostate, I start to slow my riding of her cock. Now, with my ass pulsating in pleasure, I look down at My Queen, her with a devilish grin...

"Sissy's always clean up their messes, yes?" She said.

"Yes my Queen" as I tried to lift up she grabs my hips,

"Leave it in while you clean my breasts and neck."

I lean over her and lick and slurp the first few loads of sissycum from her breasts. As I begin to get all my cum, she pushes me down, causing her cock to pop from my loosened hole.

"Go ahead, clean the rest like a good sissy."

I eagerly suck all my Sissygasm from her stomach and belly button. Slowly I get every drop I can get. Angie leans up and takes her finger and wipes the remaining cum from the head of my cock and offers it to me. I quickly put my mouth over her finger and motion as if I'm sucking a cock. She pushes it deep in my throat...

"That little throat of yours is going to get fucked again and again until you can deepthroat the equalivent of your sissy clit."

I shyly spoke, "I don't think I will ever be able to do that."

"Samantha did, yes? Then you will too. But you will need to practice. Next time we use a bigger cock!"

Her voice again spoke with a dominant tone.

"Finish your cleaning!"

"My Queen, it's all cleaned up."

She looked at me with a slight scour, then looked down at her cock.

"Yes, My Queen."

I slid lower down her legs and took her cock from previously in my ass, now to my mouth. She pushed her hips up to me and I was throat full once again, this time with my anal juices. She slowly rocked her hips and after a few deep thrusts...

"I am dripping and need to orgasm, come satisfy your Queen's pussy until I say!"

I position my self in front of her soaked vagina. Lips glistening in the light, thick white juices have accumulated on her inner labia heading into her flesh tunnel. her asshole wet from her watering pussy.

Eagarly I bring my lips to hers, she tenses a bit when my hot breath washes over her wet pussy. I make contact, take my tongue from the gateway to heaven, pushing her lips apart as I slowly lick up to her now very swollen pearl. The taste of her pussy is ecstasy. She lets a long exhale moan, I lick back all the way down to just above her sweet little anus, I feel it tighten... hips moving up just slightly to give my tongue access. Slowly I start to apply more pressure to her lips up and down finding her clit on every other up lick. I soon settle right on top of her clit, sucking slight pressure, flicking my tongue back and forth as her hips match my speed. Using my lip to push her hood back to expose that little pearl. I see her stomach and abs starting to tense, legs spreading more, and her feet moving to my shoulders for more stability. Pulse racing, I can feel her heart pounding through her tingling pussy. Just a few more licks and she lets out another long, louder moan...

"Oh Ashley, I'm cumming. Your Queen is coming"

I can taste the flavor of her orgasm. It's intense, arched back, butt lifting from the bed, toes digging into my shoulders, fingernails clawing at the sheets. As her orgasm rushes through her body, I grab her hips and pull her tighter onto my mouth. Still furiously licking her overstimulated clit, as she desperately tries to move up the bed, I am stronger, I keep her pussy pinned to my mouth while she is yelling her moans. Fighting for air, struggling to get free. She tried to speak ....

"Ash.... ahhhhh oh my God... Ashl..."

Still struggling as I continue to tongue her clit. Both hands now pushing my head away as hard as she possibly can in this orgasmic state, I slow my tongue and lift up to look at her. She is panting, completely out of breath. Looking down at me, my face covered in her love juice and cum...

Sharp inhale...

"Good sissy girl, you have made your queen very happy."

She retreats into a relaxed state, still gasping for air, I lean up on my knees and get a beautiful view of her breasts, stomach and perfect pussy. She is truly a goddess.

She takes her right foot and holds it up to me. I already know, sliding off her sexy stocking, I quickly start to kiss her toes and slip my tongue between each one. I take the big toe into my mouth as I rub her gorgeous leg. She giggles a little as it must tickle. Lick down her sole to her heel and back to her perfect pink toenails. Sucking on every toe. She looks up at me...

"Ashley" she spoke very softly, out of breath she finished...." you are almost a perfect sissy, and with my training, you will be the best sissy ever!"

Not quite sure I completely understood what she meant, in that moment I thought, "what was left, other than taking a bigger cock in my mouth and ass?" I was in a place I didn't know existed. Could it get any better?

I hear Angie's shower, from behind the bathroom door....

"Ashley, your Queen needs to be bathed."

"Yes, my Queen."

Stepping into the massive shower, with shower heads on both sides, Angie is enjoying the hot water running over her head. Her breasts were soaking wet, little drops of water dripping from her nipples, still hard from the stimulation. The water finding her perfect bare pussy, running off down her legs to those perfect toes. She was truly my Queen. And I now wanted nothing more than to satisfy her in every way she wanted. I was hooked, lost in lust.

We step out of the shower as I begin to dry her off. She slips on her robe and heads back to the bedroom.

"Ashley, come sit." Her voice is now very calm.

"Every other weekend, I am going to require your sissy services. You will wear your maid uniform, when you are done with your sissy chores, I will have something fresh for you to change into. You will always make yourself available when I need you. The days that I'm home with you cleaning, I will have this little maid's bell, when it rings, you present yourself. And whatever it is that I need, you will fetch. Understand?

"Yes, my Queen!"

"Now, get dressed and I will see you tomorrow. We will start the next level of your training!"

Sunday morning.... I sleep in a little. Still feeling the events from Saturday. I get up and head to the kitchen. Dad is sitting in his chair reading the paper, as always, and Mom is doing, well Mom stuff I suppose.

"How'd it go yesterday at Mrs. Smith's? What did she have you do?" Dad, still with the newspaper in his face.

"Oh, fine. We didn't get everything she wanted done so I'm headed back over there today." I replied.

Dad, mumbling something under his breath...

"She must be treating you well, you sure don't move things around here!" My mother said from the bedroom.

"Leave the boy alone, he's helping his girlfriend's mom." And mumbled again that I didn't make out.

"Well, if he's willing to do chores for her, he surely can do chores here as well" Mom is now being sarcastic.

"Of course Mom, anything you want, but I gotta go for now. 10 o'clock, don't want to be late."

Door, car, drive.....

..... ding dong.....

Nervous as it feels like forever for the door to open.

"Ahhh, good morning Ashton!"

Angie is still in her robe....10 o'clock on the dot. Very prompt."

Walking in the door, I see Ashley's uniform hanging by the staircase. This time with a white pair of opaque stockings with lace frilly tops, and black with white trimmed block heels.

"I will be in the sun room catching a tan, your list is on the kitchen counter."

She was more authoritative today. Not quite as.... what's the right word here..... personable.

"Yes, my Queen."

My list, there sitting next to it, another pink box with a white lace bow. I take both, grab the uniform and shoes, and head upstairs.

I strip off Ashton's clothes and untie the bow and open the box. The plug, a bit bigger this time. About a half-inch thicker and a bit longer. Little blue jewel on the end, "sissy slut" inscribed in the blue color. My pulse speeds up a bit. I finish dressing and turn to see Ashley in the mirror. "Perfect"

These block heels make a different sound than a stiletto. More of a clog than a click. As I enter the sunroom, Angie is lying there completely naked. Her bronze skin sparkles in the sun. No tan lines. Her perfect feet and those sweet pink toes, long tan legs leading to a perfect pelvic mound. Looks like it would create a beautiful bikini bridge. Had she been wearing one. Toned flat stomach, and those absolutely gorgeous breasts. She was truly stunning, as she slowly turned to look at me. I quickly gather my composure. Angie, now looking directly at me over the top of her sunglasses....

I am standing straight and proper in my short maids uniform, white stockings covering my legs, I lift my right foot and cross it behind the left. Bend at both knees as I take my thumb and forefinger on both hands holding my skirt, I pull the skirt to either side, bend the knees slightly, bow my head all in one smooth motion. "Good morning, my Queen"

Angie's stern face begins to soften as she takes down her glasses.

"Good morning Ashley, I see you have been studying!"

"Yes my Queen, in my mirror I practice my curtsey. I hope I did it proper enough?" Kind of a question I suppose in my tone.

"Perfect."

Now, come stand here and let me finish your uniform".

I lift the front of my skirt and lower my sheer panties....... her hands fondling my sissy clit as she locks the cage.... click.... The click sends a small jolt through me. "Open your mouth and get my finger wet" Angie spoke with a fierce tone. I suck her finger, get my saliva all over it. Angie motions for me to turn around. I spin around and lift the back of my skirt and present my eagerly awaiting sissy pussy, the feel of her fingers rubbing my own spit on my anus makes me tingle. The cold steel makes me shiver as it contacts my butt.

"A little more pressure than yesterday" Angie now in a caring tone.

I feel the pointed tip push through my anus as the plug spreads me a bit more this time. I close my eyes and take a deep breath. Long exhale as I feel the plug "POP" in me. It hurts, I stand up straight and slip my panties back over my caged cock. Not wanting her to see it's a bit painful.

"You are now ready for the second level of your training. Sam will be home by 5 pm. So rush off and finish your chores so we can begin."

"Yes, my Queen" my voice now dripping with excitement.

I head to the kitchen, looks like she had guests last night, a few extra plates and silverware, three wine glasses. I hurry through my chores. Kitchen cleaned and mopped. All dishes were washed, dried, and put away.

Angie's bed was made perfectly. Her clothes hung neatly in the closet. As I turn to walk out, I notice Ashley's dresses and lingerie hanging all by themselves on a back row. I smile as I peruse the sexy lace babydolls and corsets. A small set of drawers with stockings and bow socks. Several different panties and some for tucking my sissy clit. Next drawer with all the toys Angie intends to use on me. It was a bit exciting. I smiled as I walked out to finish the rest of my chores.

Ring-aling-aling.

I hear my sissy bell and promptly make my way to where Angie's is sunning.

I curtsey once again, with more humility this time....

"Yes, my Queen?"

"Would you be a good girl and make me a mimosa and bring some aspirin".

I quickly get to the kitchen. Expensive champagne on the counter. Orange juice is in the refrigerator. I mix the drink just like I've seen my mother do many times. Take four aspirin and make my way back to Angie's sunroom.

Holding the silver tray with her morning drink and a small cup for the aspirin... I lean over a bit and bow my head and whisper,

"My Queen."

I set the tray down and poured the aspirin into her outstretched hand. She flips them into her mouth as she takes the mimosa and drinks the entire glass.

"I had a couple of friends over last night and we drank a bit too much. How are your chores coming?"

"I am just about done. 30 minutes". I speak in the softest voice I can find to not cause any more throbbing in her head.

"Good that will give me time to get ready."

As my chores are finally finished, I head to the living room. Just about to sit down......

"Ring-a-ling." From upstairs.

I quickly turn and head up the stairs to Angie's bedroom.

As I enter the master bedroom, I see the lingerie that Angie has laid out for Ashley. Angie's voice from behind the closet door....

"Ashley, get changed and have a seat on the ottoman. I will be with you shortly."

Pulse speeding up, eyes widen as I see what I'm wearing today. White corset babydoll trimmed in pink lace with cute little pink bows between my breasts and just above each thigh. I slide the smooth soft fabric over my shoulders as it hugs tightly to my waistline. Giving me an hourglass shape just like a girl. I sit and slowly slip my legs into the white sheer stockings, again little pink bows on each lace top. Pink seams running down the back of my legs. A little white lace with pink bows choker around my neck. And to finish it off, a pair of baby pink 6" stilettos with a gold ankle strap.

As I buckle my shoes I stand up and admire Ashley's feminine look. I look so cute from the neck down. Still hard to see what Angie sees with my short-cropped hair and male features in my face.

I sit. Right foot over left, legs pulled to the stool, and hands in my lap. My sissy clit twitching in its cage. Begging to be freed.

As the closet door opened, I must have made a body gesture as Angie says....

"Don't overthink this one. You will be just fine in a few."

Staring at the now larger cock protruding from her harness. It's long. Probably as long as me when I'm fully erect. It's not as thick as mine, veins cover its shaft. The mushroom head towers over the shaft. Thicker than the rest of it. As I caught my breath, I saw her. A black leather corset cinched tight that outlining her majestic breasts. Black leather thigh-high boots with 6" of heel. She must be at least 6"3" In them. Black pasties covering her nipples. She has what looks to be a chain in one hand and the leather crop in the other.

"Come closer Ashley". Her tone is very very dominant.

I step up to her and she looks me over. "Turn around". I slowly turn as her hand taps my left butt cheek.

"They are just going to love this cute little ass!" Her words are now giving me approval.

"They," I thought as she clipped the chain to my chocker. I turn and realize, I'm now on a leash.

Angie turns and tugs the leash. As I begin to step, she turns ...

"ON YOUR KNEES SISSY!"

Her voice now commanding.

I kneel down to all fours as she tugs the leash. I crawl, like a pet behind her. Hardwood stinging my knees with each step. She leads me to the upstairs living room and sits down on the leather couch. She pulls me around her at the front of the couch. I am perched sideways on all fours as she lifts her thigh boots over my back and rests her legs on top of me. I hear the click of the TV as it powers up. My head down, back straight as I could make it to my hips. My medium plugged ass fully exposed. I turn slightly to take a peek at what she is watching.

My heart stopped. I couldn't breathe. My mouth dropped. There I was. On the big screen television. In Perfect view. Ass up face down. With my Queen using me like a foot stool. I turned away and as my eyes veered from the view on the television,

"Whack..... Whack"

I tense up nearly pushing my plug from my sissy hole.

"Look at the screen!"

Angie is more dominant than ever. I again turn my head and see her pulling the crop up high......"WHACK" much harder than before. And this time, no massaging the pain away. The pain lingers as I stare at the screen.

Angie lifts her legs and pulls my leash to her left. I crawl as Angie pulls my leash again towards the couch cushion to her left. I crawl onto the couch, and she is still tightening the leash, pulling my head over her stomach. Now I'm on all fours, with my head just over her harnessed cock.

"Look" Angie's voice with nothing but authority. "Look at the screen".

I turn and see Ashley hovering over Angie's body. There is only one reason to be in this position.... My mind is now racing. I feel her hand slowly contact the back of my head. She runs her fingernails around in my short hair and with a little push, I open my mouth and let her cock head slide over my tongue.

"Keep your eyes on the screen," she said again dominating me.

A little more push and the head disappears in my mouth. It's so thick, no way I will get this in my throat like the last time. I start to bob my head. Up then down, letting my saliva drip down the long shaft. Helping me slide more easily. I get it a little deeper and my stomach wretches. I try to hold it back but she keeps pressure on my head. Up then down as she pushes harder, deeper the head slides to the back of my throat. Another gag. Thick saliva now forming in my mouth. Up...... breathe..... down, now she is pushing much harder as I feel the head of this big cock push past my gag reflex. In that moment, my throat relaxed as she pushed one last time, my lips reaching the fake scrotum.

She lets me pull up a bit... then in another heavy push, shoves my mouth over her big cock. My stomach again rejected this foreign object.

"There, now that you know you're capable, suck my cock, Ashley!"

She moves her hand across my back and rubs my ass. I take a peek at the screen as she is tugging and tapping my sissy plug. I take a deep breath and slowly lower my mouth on her cock. Deeper it slides, I gag and pull back....

"If you can't do it by yourself, I will be forced to help you."

"No my Queen" as I again lower my mouth onto her cock. I try to relax, as the head of her long cock hits the back of my throat, Angie pushes hard on my sissy plug and with the right hand, pushes my head down hard. My throat swallows the head. She holds me there, my stomach desperately fighting back, I squeeze my eyes tight.

She releases her hand and I pull her cock from my throat. Thick saliva was now dripping from my mouth. Eyes watering, tears running down my face. It reminded me of Sam doing her best to deepthroat my cock. I quickly slide my mouth back over her cock. In a little faster rhythm I begin to push my head down a little harder. Trying to keep my throat open as much as I can. A few deep dives and I gag. The saliva was now being forced from my mouth around the veiny shaft.

I slurp up the saliva, my mouth still filled to the bottom. I feel the harness on my nose and chin. I have got it, I'm deepthroating her 8" cock. Up and down, faster and faster. Still fighting through the gagging I push my throat down over and over. Angie begins pushing up her hips as I'm deepthroating her cock. Helping me get all the way down. I continue to suck her cock. 3 or 4 minutes. Face now covered in saliva. Running down my neck. All the while Angie is pulling and pushing on my sissy plug.

"Ashley, you are such a greedy little Cocksucker! Now, get back on the floor."

I slide my drooling mouth off her cock and sit back on all fours on the floor. Precum pooling over my cage. She stands up and steps in front of me. Now with the TV at my right side.

"Sit up on your knees before your Queen!" Angie's voice is clear and strong.

Angie reaches her hands to both sides of my head and pushes her cock to my awaiting mouth. A few short hip thrusts and then a deeper thrust, I flinch and grab her cock with my right hand.

"Tsk tsk tsk" she pulls the cock to where just the head is past my lips.....

"Blow jobs are with your mouth, not your hands. Hands behind your back. They stay there. Or else I will handcuff them there!"

I nod "yes my Queen" as the words gargle past the head of her cock, she pulls my head and pushes her hips. Guuuuulp.... I feel the ridge of the head pushing my gag back. Slowly for a second, she slides back until she can see the base of the head then forces it back down my throat. Thrust after thrust, she fucks my throat. In and out, tears, spit, stomach fighting. In and out she pummeled my throat. After a minute or so, she pulls her saliva covered cock from my throat and says with dominance...

"Look at the screen."

Seeing my face covered in my thick saliva, she pulls my leash. Turning me to face the couch.

"WHACK..... I tense up, the sting running through me...... WHACK...... I let out a low grunt and long exhale.

Angie grabs my leash and jerks me back to the floor on all fours. There is a small padded table off to the side, I hadn't noticed it earlier. But now I have a feeling I know what it's for.

Angie grabs the table and positions it in front of the camera at the base of the screen. She taps her crop on the table as she jerks my leash again. I crawl on the table. I am on all fours. My plugged ass. Slightly angled to the camera as if to see the plug and my caged sissy clit. She slides a small collection plate between my legs.

Angie steps in behind me. Her cock dripping with my thick throat lube, picks up the remote and zooms the camera. On the screen now is a perfect angle, my plug perfectly propped up in line with her thick cock.

"Watch" she barks at me.

I turn to see the images. Her cock hovering in front of my plug. I feel the "POP" as she plucks the plug from my hole. Then a little lube on her fingers, she inserts one. Wiggling it around, slipping it in and out of my relaxed sissy hole.

"Relax" her voice now soothing.

I feel her slide the finger out then the feeling of more pressure as she slips two fingers back in. A few ins and outs, a few twists then out. I know what's coming. More pressure as I feel three fingers now enter my sissy hole.

"Mmmm Ashley, your little sissy pussy is loosening up nicely." Are you sure you have never had a real man's cock in here?"

"No my queen", me remembering Lori's fingers a few weeks ago tantalizing my ass.

I feel her hand, twisting back and forth as she stretches my sissy hole. Just as the pain started to fade, my breathing picked up. A little faster and I hear a low, pleasurable moan.

"Was that me?"

The thought ran through my mind. Another more audible moan. "

It WAS me."

Right then I feel her fingers sliding from my slick hole and then more pressure. I grit my teeth, my back arches a bit, my toes curl as four fingers stretch me wider than ever was intended. Four fingers pushing in me. In and out, panting like a drunken prom date, I let out a long grunt, as Angie pushes her fingers to the thumb. Unable to control my moaning getting louder and longer.

"Good girl. Almost there!"

I'm not even sure I heard what she said. The pressure in my ass was strong. Painful but not to the point that I couldn't handle it. I cleared my mind, concentrating on keeping my hole relaxed. As I feel her fingers slide slowly out.

"Mmmmhmmm. Nice and round. I love the way your little cock socket stays open for me."

"Thank you, my Queen!" My voice was a little shaky.

"Ok, one more finger to go!"

I heard what she said. I knew what she intended. Was I ready? Not a chance.

I feel the cold lube run down my ass over my caged clit and drip onto the fabric of the table I'm perched on. I see the bottle roll in front of me. My thoughts racing, then her fingers, slowly pushing into my loose sissy hole. Twisting left and right, more pressure.... A little more twisting in a back-and-forth circle. A lot more pressure and I can feel her fingers sliding deeper. She pauses, slowly rotating in small movements. I feel her left hand on the small of my back.

"One more push Ashley, relax you're almost there, you're doing so good."

The soothing tone of her voice washed over me with complete assurance. I feel her push once at my hole, while she pushes my lower back down slightly.... That moment I felt my anus slide over her knuckles as I let out a loud long moan, arch my back uncontrollably, eyes squeezed together.

"AHHHHHHHHH"

Her hand now buried to the wrist in my sissy pussy. She holds there.....

The pain is intense, my sissy hole burning, being stretched beyond its limits, she begins to push deeper. My legs shake, trying to breathe. She pulls back to the widest part of her hand and in one smooth motion, buries it deeper. Pushing and pulling, speeding up and pushing deeper. I feel her deep in my abdomen. Another pull then a deeper push. The pain streaks through me. Another push, then another and another. She has her hand deep inside me, intense pressure building as she is pushing through and over my prostate. My sissy clit dripping prostate fluid in long strings. A few more seconds and her hand relaxed. Still buried past her wrist in my sissy hole,

"Lube" she barks at me. I pick up the lube and reach back. I hear it open but don't feel it anywhere on me. I hear the familiar sound of a cock being stroked with lube. The bottle makes a thud as it hits the floor. And then I feel her hand slowly withdraw. As it gets to her palm I tense again and push her hand out,

"Look at the screen".

I turn my head a see my sissy hole gapping open. It looks like a cup holder for a soda can. Angie stands up and with her harnessed cock, aligns the head with my gapping sissy hole, grabs both my hips and shoved her cock till her fake balls are banging my perineum. I gasped for air as the pressure was too much. I pushed forward a bit trying to get loose, just to have her slam my hips back as she thrusts her cock deeper. She speeds up. Pulling me as hard as she could while thrusting her hips in the opposite direction. Her cock, pushing deep inside me. For several minutes, she rammed her cock into my now gapping hole. The pain was only on the deep thrust. I began to feel a familiar sensation. Feeling like I have to pee, she keeps thrusting.

"Faster my Queen". I was unable to control my words.

She responded, speeding up her hips. Pulling me over her cock. With every bottomed-out thrust, the sensations were growing.

"Take this cock you sissy slut." "Tell me how much you love it"!

Dominating tone again...

"Fuck me My Queen. Harder..... please!"

Pulling her cock to the tip and pushing up it to the balls, my sissy hole gripping her cock as she pulls and pushes, a few more thrusts and I was about to explode.

My caged clitty spewed thick white sissycum all over the plate she had under me, she continued to fuck me. Thrust after thrust my sissy clit leaked. The plate now covered in my sissygasm.

She takes one last deep thrust and pulls my hips tight. Her head back...."YES, That's a good little sissy cock slut." Now sliding her cock from my sissy hole.

"What do sissy's do, Ashley?"

Without saying a word, I spun around, Angie picked up the plate full of my cum.

I sat back on my legs and tilted my head back, opened my mouth as she poured my sissygasm into my watering mouth.

"Good Girl, Don't you swallow it. Savor it!"

I dare not disobey. As the last drops fell into my mouth she took her finger and again wiped the cum from my caged sissyclit and put it in my mouth.

"We don't waste any of your cum. Open and show everyone how much you love cum."

I open my mouth to the camera to reveal a mouthful of my cum. I wiggle my tongue to let the cum cover every crevice of my mouth

"Now, finish your cleaning."

Mouth full of my cum, I slide my mouth over the head of her cock. Carefully trying not to spill any. She forces her cock deeper as I try to hold the cum in place. She pushes, about halfway. I'm able to keep the cum from spewing out the sides of my mouth. She pulls back until the bottom of the head parts my lips, grabs both sides of my head and thrusts her cock deep down my throat. My nose buried in her harness, her fake balls pressed hard against my chin, cum forced down my throat and a small amount squirting from both sides of my mouth. Three times she forced her cum soaked cock down my throat. When she finally removed herself from my mouth, I was a sight. Cum and saliva all over my face. Eyes red with tears.

"Look at the camera!" She again spoke in her dominant tone. I look over at the screen and see Ashley has been rough fucked. Face covered with her own cum and spit, eyes puffy, mouth open.

"Stand up Ashley" sharp tone!

I stand and she turns me slowly in front of the camera. Stopping me as my back is now facing the camera. She pulls my cheeks apart and pushes them together a few times, giving it a few taps.

"Put your hands on the table with your legs slightly spread"

I leaned over and laid my palms on the table. I spread my feet about shoulder-width apart.

Camera with a perfect view of my sissy hole, she pulls my cheeks hard. She slipped two fingers from each hand inside me to get a better grip. Pulling me open. I grit my teeth as she stretches my ass wide.

She stands back up....

WHACK...... WHACK.

The hardest she has ever hit me. I wince in pain.

WHACK..... WHACK.....

I let out a loud grunt.

"Stand up, Turn Around"

Now facing the camera, she takes her key and unlocks my sissy cage. My girl cock, now free from its captor, she rubs the remaining cum oozing from my sissy clit like lube. Slowly stroking me. A few seconds and she is sliding her lips over my head. Lips still sliding down. Deeper and deeper. She starts to bob her head. Slowly stroking my shaft. In an instant my clit is rock hard. She slurps the saliva and stands. Holds her hand under my cock, fingers on my balls, my cock is longer than her hand. She turned to the camera.....

She takes a step back, stands up straight. Takes my leash and sits me at her feet like a dog. Points to her toes. Now without her heels, I bow and lick the tops of her nylon toes.

"Obedient!"

"I present, Sissy Ashley"

I look back at the screen and it's black. Camera off.

"Now, come satisfy your Queen!"

She lies back on the table, props her legs up and I press my mouth to her very wet slit. As she begins to pant, she pulls my head up to her breasts. Pushes my chest up and puts her feet on my now hardened cock. Slowly she slides her feet back and forth as if she were jerking me off. Pulls her legs up and back as I step closer, aligning my cock to her majesty's royal pussy. I push into her pussy. Her now fighting for air. She moves her toes to my mouth. As I fuck this tight pussy, I lick and suck her toes. This stimulation is too much. I feel the orgasm rising. A couple more thrusts, Angie lets a long gasp and moan as we are both cumming. My cum shoots into her. Thick white ring forming around the base of my cock as I drain the rest of my cum into her. I take one last thrust and fall to my knees, burying my mouth over her mound. She arches her back. I feel her pushing my hot, salty semen into my mouth. As I clean the last of us, she stands up and walks to the stairs.

"Your Queen needs to be bathed!"

"Yes, my Queen!"

As I am drying her off, she speaks...

"Ashley, your next lesson is going to be a little more advanced. It's going to include another real sissy clit. But, she will be like you, A sissy servant. You will need to be at my house at 9 am sharp. We have a few appointments."

My mind is racing. What does she mean another sissy servant?

"What I'm saying Ashley, are you ready to have an experience with another sissy?"

I look at her and bow my head to curtsey...."As you wish my Queen."