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Chapter 10 by RachelDaws RachelDaws

Not a strong willed sissy...

What is the sluttiest thing you have ever done?

You don’t know how long you were there on your knees in front of your best friend. You have no idea if Sabrina said a word. You aren’t even sure if Chris said anything. Your world shrank down to just the cock in your mouth and the ways you wanted to please it. You bathed his balls in spit, sucking the large sack into your mouth and cleaning it with your tongue. You licked, sucked, kissed, and even nibbled on every part of his giant cock you could. You pulled it from between your lips and slapped it down on your extended tongue. Hell, you even cockslapped yourself with it multiple times. The loud thunk of his meat slapping off of your cheeks was sweet nectar to your ears.

Then came the actual nectar. Sooner or later, even a man of Chris’s legendary prowess came to an end. You could feel his balls tense, the shaft begin to pulse. You knew you wanted it all over you. Pulling back off the cock, aimed the huge shaft in the general direction of your face. Lolling your tongue out, you closed your eyes and waited as your hands jerked up and down to coax the hot jizz out of him.

The first shot slapped against your forehead with an audible thwack sound. The next was much less forceful but still fell into the corner of your right eye and nose. The third and fourth both found their way inside of your mouth. While the fifth and sixth fell down to splatter onto your newly enhanced chest.

Your mouth closed around the liquid. Your tongue pushed it around as you savored the taste. The warm jizz on your face slowly began to cool as your hands finally fell away from the cock you had just drained and began to slowly massage the pools of cum into the skin of your new breasts. You kneeled there lost in the feelings for long enough that the loads on your face began to become uncomfortable and the spurts that had drained into your mouth and long ago slipped down your throat.

“Wow. Just, wow!” Your eyes opened up to see Sabrina standing just feet away from you. “You really love cock don’t you?” Her giggle was less abusive than before but the words still stung. Almost as much as the cum that had leaked into your eye did. The blonde’s heels clicked off the floor as you felt her walk up while you tried in vain to blink away the feeling.

“Oh honey, let’s get you cleaned up shall we?” Suddenly, the cum coating the outside of your body was gone. Blinking, your long fake eyelashes fluttered in the breeze as you felt that heat envelope your whole body. The cheerleading outfit you had one before had faded away. Standing up slowly, you felt new clothes appear on your feminized body.

First came the pink leather thong, bra, and garterbelt set.

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Over that, was the tiniest, tightest pink leather dress. The front of it was stretched to capacity from your new breasts.

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A pair of nude lace top stockings had attached themselves to the garters. Following them down your perfectly soft, smooth, and sexy legs, you could feel a pair of pink platform stiletto heels adorn your feet.

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You felt the heat flash through your face and hair. Looking up, you could see the camera focusing on you. Realizing that might mean your reflection was showing on the screen, you looked over and saw your newly redone face.

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The last thing to catch your eye was the collar that adorned your thin neck.

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“Wow, that might be the sluttiest thing I have ever seen a human being wear. And I work in Hollywood.” The blonde’s giggle was drowned out by the friendly laughter from the audience that you had forgotten even existed. “I have to say though Jennifer you do clean up nice.”

Your eyes watered for a different reason this time. It wasn’t the humiliation, it wasn’t the degradation. It was the kindness in those words. The affirmation that you were a beautiful sissy slut.

“Alright Jennifer only two choices left to make!” Stepping up next to you, the blonde slid her arm through yours and moved both of you to face out towards the audience. “So far tonight we have had your friends and our videos tell your story. This choice is going to require you to tell us a story.”

You fidgeted as she spoke, the large pink plug inside of you had begun to vibrate softly. Just barely a feeling at the edge of your senses. Slowly as she explained the rest of the rules, the sensation increased. “All you have to do is tell us the sluttiest thing you've ever done. Then, if it is slutty enough, you win two prizes.” Sabrina turned you to look at the two security guards and you knew without a shadow of a doubt what the prizes were.

The vibrations of the plug and the lingering taste of Chris’s cum in your mouth made the decision for you. You were speaking before you even realized it. The softer, girlier tone of your voice made the whole story even more embarrassing. “I had shaved my legs for the first time at 19. I met a guy on Craigslist. He wanted me to drive to him but I was a poor college student and didn’t have gas. He said he’d pay for my gas. He made me drive dressed up to a parking lot. I had on this blue high necked sleeveless spandex mini dress that came to just below my butt, big fake breast forms, hold up fishnet stockings, and black patent leather 4 inch thigh high boots with a few inches of fishnet stocking showing above the boot.” Your hands drifted up to your breasts as you realized that your new very real implants were even larger than those had been.

Continuing on, you told the rest of your story. “I was wearing this short page boy blonde wig that I wish had been longer. I had put on a full face of makeup. He had me get out of the car and lean against the hood and show off my body to him, all while he stayed in his Cadillac Escalade with the headlights shining on me.” Your breathing started to speed up as you remembered the incident. Your dicklette in your tight leather panties hardened up. Sadly, even in the miniscule skirt you had one, it barely showed through.

“Then we drove down an alleyway and he had me come in the back seat of his car. He was a big fat black guy, which kinda made it hotter for me.” You paused and laughed as you remembered what he looked like and how his size made you feel. How he made you truly feel feminine. “Then he fucked me in the back seat. Then instead of giving me money right away he made me drive to the gas station dressed up while he watched me ask the attendant to pump my gas.” You glanced over and saw confusion on Sabrina’s face. Smiling, you continued on. “(it was in New Jersey so I couldn't pump my own gas. It was only after all of that that he paid for it. I was basically a whore for a tank of gas.” Your pink lips curved into a huge smile as you remembered the whole experience.

As you stood there, you could feel the energy flee you as the story came to light. You had never spoken of this story out loud to another human soul. The act of openly stating out like that while dressed as you were had lifted this weight off your shoulders. You could feel the world as it almost shifted and fell into place. Suddenly you knew. This was who you were. A wave of euphoria slid through your body, starting from the still vibrating plug and ending at each extremity. **** horniness began to suffuse your body. You knew that a slut like you was only meant for one thing, to please big black cocks. Yet even as horny as you were, you could feel that your tiny dick had gone soft.

“Well, that does in fact make you the biggest whore I have ever met! And again, I work in Hollywood!” Laughter from the audience seemed to ring in a more friendly tone as they laughed with you. You even joined in at the joke, nodding along. Of course you were the biggest whore, it only made sense. “Alright Jennifer that means that you do in fact with both new prizes! The first of which is in fact that our two security gentlemen will take care of you this evening.” Hoots and hollers from the audience and the two men in the studio brought another smile to your beatific face.

“Now, for your second prize. This is a two parter. First, you are getting a brand new tattoo! This beautiful piece of art will show everyone who you truly are from here on out!” Heat blossomed in your ankle. Looking down, you saw the black ink manifest itself.

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“Oh my god!” Your giddy scream surprised even Sabrina. “I love it!” You bounced up and down, your tits flopping around as you clapped and tried to find different ways to view it. “It is gonna look so good when my legs are up around a real man’s ears!”

A soft chuckle came from Sabrina as she composed herself. “That it is. The second part of this is that we are returning to you something that you had forgotten at home today.” Confusion spread across your face as you tried to think back to the beginning of the day. Your memories seemed filled with things other than your day at work. You thought of the taste of Chris cock each time you tried to think of work. Then, when you tried to think of being at home, you suddenly became distracted by the two men slowly making their way towards you.

Sabrina finally took pity on you and pointed down at your crotch. Looking down, you saw a bump that stuck out from your tight pink dress. Frowning, you were sure you were soft at that moment, only to realize that you felt something even better. You weren’t just soft, you were totally numb. There wasn’t a single sensation coming from your tiny useless dick. Reaching down, you felt along the bump and smiled when you realized that you were now wearing the tiny pink cock cage you had hidden at home.
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Turning to look you in the eyes Sabrina spoke up. “Well dear, that is my time! Thanks for letting me watch you admit to being a huge slut, I think I learned some tricks when I watched you suck your best friend’s cock too!” Leaning in she wrapped you in a hug before leaning back and booping you on the nose playfully. Before you could respond, four large calloused hands grabbed you and pulled you backwards to them.

The euphoria, lust, and humiliation of the day had you riding a tidal wave of emotion as you stared up at the pair of men. Marcus stood behind you, rubbing your fat ass against the monster slowly waking up in his pants. Tyrone stood in front of you, his eyes glued to your lips. “This bitch looks ready to go T. I call back, you can start in front yeah?” Tyrone nodded at Marcus’ suggestion.

There was no foreplay as they moved your body around. No kissing, no, these men were out to use you like a living pocket pussy. Nothing in that moment could have made you more proud. Leaning forward, you kissed the bulge in Tyrone’s pants before he shoved them to the floor and his huge cock unfurled. You gasped at the massive meat, drool starting to collect as you longed to feel it in your mouth. Behind you, Marcus had pulled your skirt up and ripped the panties right off of you. “Don’t think we need these.”

Letting out a mewl of distaste at your favorite and newest panties being ruined, you turned to Tyrone’s cock and raised your spirits by licking it from the base to the head. While this was going on, Marcus grasped the cute little heart gem anal plug and pulled it from your already lubed ass with a plop sound. You wanted to giggle as you heard and felt it at the same time, instead your mouth made other noises as Tyrone shoved you down onto his cock. As he did that, you could feel Marcus settle the head of his own titanic fuck stick between your plump lily white cheeks. Without even an effort, the huge head slipped into your hungry ass.

“Holy shit T, it is like her ass wants to fuck me.” Marcus growled out in surprise as you grinned inwardly in pride. The two men began to bounce you back and forth between them. Neither one letting you completely off of their cock, it was like watching one of those perpetual motion desk toys going back and forth.

You were in heaven as both men filled you to the brim with their cocks. The feelings of each one sawing in and out of your orifices gave you the pride of a job well done. That is when you heard her voice.

Dan?!” Glancing over, still not able to remove yourself from the bouncy fucking, you saw your wife Kim standing there next to Chris. The two people who thought they knew you better than anyone else, stared on as you let these two large men use you.

Groaning in your throat, you fought your way off of Tyrone’s dick to find a way to speak. “Kim! This…” Tyrone shoved the cock back into your face for a few strokes before you could finish the sentence. “Isn’t what it looks like.” The cock slammed back into your mouth and you watched as she stared on in disgust.

“Oh, really? Cause it looks like I just watched the man I thought was my husband turn into the biggest sissy slut that anyone has ever seen. So tell me then, what is it?” She stood, hands on her hips.

Your eyes rolled back into your head as Marcus’ huge cock stabbed right into the button inside you, a loud moan interrupting whatever you were about to say. When you finally recovered from that, you simply shrugged and went back to sucking Tyrone’s cock for a few more strokes. When he finally let you back off of it, you said the first thing that came to mind. “Oh, I guess it is that then.”

Disgust filled her eyes as she watched you choose the men over her. There had never been a doubt in most people’s minds that you would make that choice, but you could tell that she had held out hope. Seeing that hope disappear into a flash of anger shattered the last minute part of your masculinity. “Oh fuck off. Fine, if you’re going to do this, I’m going to take a real man home and maybe I can finally feel a real dick!” Reaching out she wrapped her hand around Chris’s arm and pulled him after her.

With the last distraction gone, you turned your attention to Tyrone and Marcus. You could hear their grunting and groaning coming faster and faster. You knew what was about to happen. Within yourself you could also feel the pleasure building. You were who you were meant to be doing what you were meant to be doing. As you ping ponged back and forth off the men’s groins, you felt Tyrone begin to cum first.

Unlike earlier where you had settled for only a portion of Chris’s load, you wanted all of this one. Shoving your face onto him, you took the huge cock hilt deep into your throat and stared up at him through your long fake lashes as he pumped what felt like gallons of jizz directly into your stomach. Meanwhile behind you, Marcus had latched onto your now wide hips and was burying himself as far and as hard inside of you as he could. Each thrust slammed up against your prostate and sent lances of pure pleasure to the center of your brain.

With one final groan, he buried himself to the hilt. His huge cock began to dump its baby batter inside of you. The flood of cum inside your anal cavity put even more pressure on your abused prostate and you finally experienced something you had forever desired. The sissygasm. Your toes curled inside of your pretty pink heels and your pathetic excuse for a cock dumped its runny load all over your pink plastic chastity cage.

Unable to support yourself, and no longer being held up by the two huge men, you collapsed to the floor and rode out the waves of pleasure as they crashed along inside of you. Your body shook as orgasm after orgasm radiated inside of you, like aftershocks after an earthquake. Finally, you laid there spent, cum leaking out of your abused asshole, your throat raw and barely able to form words.

The lights in the studio brighten, including those in the audience. Slowly your dilated eyes adjust as you see the people who had been filling out the audience. The entire room is filled with all of your coworkers as you realize they have watched this all unfold. You are so cockdrunk you just lay there in the gathering pool of juices from all three of you. Out of nowhere a pink smart phone was shoved into your manicured hand. Just barely cognizant enough to realize a voice was calling your name, you pulled it to your ear. “So Jennifer, did you enjoy Mommy’s birthday present?”

Happy birthday bestie! Hope you liked it.

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