Only a few months after being becoming the 18-year-old sissy bride to a thirtyish daddy, Rob, and getting silicone breast implants and HRT, Andi becomes the prize of a high-stakes poker game. When Rob loses the hand to brothel owner Tasha, a Russian shemale, Andi finds herself now Tasha's slave.

My husband-daddy Rob dropped me off at the front door of the brothel. He wasn’t allowed to enter with me. One of my new owner’s security men stripped me naked, and put a stainless-steel collar on me. Not a word was spoken as he led me into the foyer.

There, in the lobby of the high-end whorehouse, I had to give him a blowjob in front of a half-dozen men in expensive suits waiting to be taken to the prostitutes’ rooms. He was not too gentle about it, grabbing the sides of my head and throat-fucking me until he came on my face. It was so humiliating everyone saw all of this.

My face dripping cum onto my new, big breasts, he led me down to the basement and through Tasha’s professional dungeon. Three of her dominatrixes were in sessions with clients, one of whom was getting pegged—such sounds of pain and pleasure!

When Tasha brought me here on tour with Rob, a few weeks before she won me in that poker game, the Russian shemale said her pro-dommes made $500 from the $750 per hour she charged the men for basic BDSM sessions. The lowest price for the whores upstairs was $500 an hour. I was to be one of them.

I spent until next morning curled up naked in a small cage with nothing to eat except the cum caked on my face. I was taken out of the cage and tied to this wooden X-shaped cross, my back and butt exposed to everyone in the room: two pro dommes and two sissies.

“Ah, there is my new girl,” came the sexy Russian voice.

My new owner strolled into the room in thigh-high PVC boots and a skin-tight, black latex mini-dress that showed off her melon-sized breasts and large, round ass. It clung to her half-hard twelve inches. She wore no panties underneath.

“Hello, Mistress,” I said.

She slapped me twice. I cried out in pain and fear. Tears fell.

“That is for looking at me and for talking without permission.” She got a thin, flexible acrylic rod and whacked it across her open palm. “You are my slave, my property. You started learning your new place in that cage last night. If you displease me, you will sleep there again. Now you shall learn other forms of punishment.”

For two minutes she hit my ass with the plastic cane, each stroke a kiss of fire. It hurt so bad I cried like a baby: tears and snot. Only being bound to the bondage furniture kept me upright. The oddest thing was it felt almost good by the end, despite the agony.

“That is but a tiny taste of what I can do to you. So, learn your place and the rules very quickly. Understand, slave?”

I was afraid to say anything so I nodded my head.

She patted my head. “It is okay to speak to respond to a question or whenever it is clear I wish you too. It is also permissible to ask, ‘May a girl speak?’ if you have something to say. Understand?”

“Yes, Mistress. I—”

She slapped me. “You are a slave and not a person, so erase all of those personal pronouns from your vocabulary. Instead of ‘I’ or ‘me’ you’ll say ‘a girl’—or ‘your girl’ to me—or ‘a slave.’ Let’s practice. Tell me what you think of me.”

I thought quickly. “Your slave thinks her mistress is beautiful.”

“I love how intelligent you are, Andi,” she beamed. “Let’s get you started on your first real day as my slave.”

It turned out her flash of kindness was merely to soften me up. My ass still sore from what she called a “light” caning, she put me face down on a bondage horse, a narrow, padded bench. My arms and legs were cuffed to the four legs, and my mouth and ass were at fucking level. My chin rested on the edge of the bench, ready for dick. I wondered who it might be.

Mistress Tasha explained that when she broke in a new sex slave, she advertised to her male clients: a fifty-percent discount to gangbang her newest girl. Sometimes clients paid to have this happen to them. As she explained, one of the dominatrixes led in at least twenty men, all naked and half of them very well-hung.

“May your girl please say something?” I whined.

“Nothing you can say will stop this, my love,” she cooed.

She petted my head fondly and sweetly caressed my face, as if she actually cared about me. I felt helpless tears run down my face and onto her fingers. She said to relax and try to enjoy it, that this was the gateway to a whole new level for me.

“This was done to me when I was your age, baby. You’ll hate me by the end of the day. But you’ll soon know the joy of it.”

She walked away with a predator’s grace. It was a signal: the men started lining up by my head and my ass. Mercifully they were in order of cock size, so my throat and my sissyhole would get used to the hours of fucking that lay ahead.

I could just barely look up into the eyes of the first man to feed his dick into my mouth. He was fortyish and pudgy but his cock was clean and just barely reached the back of my throat.

“Oh fuck yeah, suck it sissy slut!”

He groaned as my lips slid up and down his shaft. Then a slippery mid-sized cock pushed easily into my asshole, making me whimper. I was so embarrassed to get turned on by being spit-roasted in bondage. How odd that got me a little hornier.

Soon I was on my third set of dicks. The one in my mouth was black and eight inches. I had to time my breathing so I didn’t choke on his dick or the slobber flowing in my mouth. At least nine inches pounded my ass, lubricated by the cum from two other cocks that had spurted deep inside me.

I lost all track of time, breathing by instinct as guys fucked my throat while they rammed up my asshole. At some point there were two cocks fucking my sissy cunt. I was filled with dick! My own clitty was raging hard and my balls ached. A small lake of precum grew under my tummy as one man after another fucked me.

Why do I love this so much? I’m just a piece of sissy meat, two holes to fuck and cum in—I’m a big-titted sissy sex slave, good for nothing but fucking and serving men and women and shemales!

It had to be an hour later, but I heard a new sound, that of men jacking off near my head. I couldn’t tell if they were men who’d already fucked me and were getting a second nut, but cum started to shoot onto my face and in my hair and on my back.

Then it was quiet. I wasn’t being fucked any longer. I felt a stream of jism leaking out of my asshole, and my stomach must have had a full cup of semen in it. I was exhausted from the sexual tension and clenching my body in pleasure, pouring sweat.

“You are a mess, slave Andi,” Tasha said. “Let’s get you started on the rest of your day.”

I was vaguely aware of her unbuckling the leather cuffs that bound me to the horse. I heard a sinister chuckle at a big pressure on my poor, fucked-out sissyhole. As well-used as it was, there was the sting of a huge buttplug shoving up into me. My anus felt like it had slammed shut on at least a one-inch neck.

“You’ll come to hate, then love this toy,” Tasha said.

As my cock began to reach maximum erection from my very full asshole, she whipped out a stun-gun and zapped it. I screamed at the brief electric shock. My clitty didn’t just go limp; it shriveled. With a tiny smirk she locked a cock cage on me as I looked at her in disbelief. The shock wasn’t that painful; it was the surprise.

“That was on the low setting, darling. Don’t ever give me cause to zap you with this thing’s full power.”

She led me to a corner of the dungeon where a six-by-eight-foot tile floor led up to a tile wall and three showerheads. I guessed this was where submissives got peed on if that was their thing. There were bondage rings set in the tile wall under one shower.

She handed me a scrub brush and spray bottle of cleanser, and told me to make it all sparkle like new. So I got on my knees, cum still leaking from my asshole and dripping off my face, and I went to town scrubbing like my life depended on it—while she watched.

That was when she activated the buttplug. At first it was pleasurable, a pulsing throb mixed with vibrations. Then it got really strong, so much it almost hurt. She chuckled as she toyed with the controls. I kept scrubbing and tried to ignore it. Then it got even stronger. I turned my head to ask permission to speak.

“I said scrub,” she snapped. “If you stop again I’ll show you the variety of electric shocks this toy does.”

Twenty minutes later it was cleaned to her satisfaction. To my relief she pulled out the anal plug and allowed me to shower. After that I was kept naked, save for the cage, stripper platforms and my slave collar. Tasha brought in one of her pro dommes who would teach me all about slave protocol, what my duties were, and so on.

Mistress Ruby was tall and black, with a stripper’s body and beauty, but the look in her eyes said she was no sex kitten. Dressed in leather with mid-thigh boots, she wore a leather thong that barely covered her major labia. The first thing she did was reinsert the evil remote control buttplug.

“I’ve seen more feminine movement from a truck driver,” she sneered after watching me crisscross the room. “Who taught you?”

“Nobody, Mistress,” I confessed, kneeling and not looking up at her, per the protocol. “Daddy Rob wasn’t real particular about any—” I yelped as she zapped my asshole with an electric shock.

“Really. He wasn’t really particular. You will learn how to move, to sit, to present yourself, and how to talk. So let’s begin.”

Over the next four days she taught me everything a girl learns about how to present as a woman, how to be classy, how to be sexy, how to drive a man or woman wild with desire. I learned how to dance, to be a stripper, to do massage both for therapy and for sex. Between the cruel toy in my asshole and her riding crop, I learned fast. She also taught me about the galaxy of BDSM play, the various toys, and how to be a submissive in dungeon play.

“I don’t see you ever becoming a top,” she said. “You’re very soft in that way. I find that attractive about you.”

“A girl is pleased to hear her mistress say that,” I grinned.

“You may look at me, Slave Andi.” She grinned crookedly at me. “Don’t get your hopes up.”

On the last day of my training she said I’d get a reward. I prayed it would be to go down on that sexy black pussy of hers, but I’d be happy with whatever she gave me. The answer surprised me.

She had me strip, and removed my cock cage. She sat on a large, sturdy, wooden, armless chair the dominants used for over-the-knee spankings. “Get over my lap, slavegirl.”

Her wide, black palm swatted one cheek and the another. The fire grew on my bottom as I tensed for each firm, powerful blow.

“A girl begs to ask her mistress a question!” I wept.

She paused her spanking. “You may look at me as you do.”

“How is this a reward, Mistress?” I whimpered.

She stroked my ass with true affection in her expression as she answered. “You will soon see, baby. Trust Mama Ruby. Remember to breathe deeply and don’t tense up. Surrender to the pain and it will become your friend.”

I lost track of time as her firm hand rained down steady blows. She was right about giving in and relaxing into it, but it still hurt so much. After maybe ten-fifteen minutes, tears and snot ran down my face as I cried like a two-year-old.

That was when it began to feel good. The pain became a warm glow that filled me up and seeped into my groin. I was high as if I’d taken a handful of Vicodin but clear-headed. And I had a boner! It pressed into her thighs, and I couldn’t help squirm a little.

Mistress Ruby stopped spanking me and had me sit in her lap. My sore ass ached but it felt good across those bare brown thighs.

“I’m so proud of you, Andi,” she said. “You’ll be such a special girl. You’re special to me already.”

She kissed me with her exquisite, full lips, a lover’s kiss that she was in no hurry to break. As I tingled in the aftermath she said that I reminded her of her younger stepbrother, who she’d caught trying on her panties when they were teenagers and forced-femmed him.

“I—your slavegirl loves her Mistress Ruby,” I sighed.

She chuckled. “I’ll excuse you this once. Now for your real reward, babygirl. Get off your black mommy’s lap.”

She peeled off her thong, sat on the edge of the seat and spread her legs. The beauty of her wet, pink pussy folds surrounded by her dark brown skin was hypnotizing. I feel to my knees and kissed it, eliciting a soft moan and a shudder.

As l licked my black mistress’ cunt flesh and savored the heady, wild juices, my cock began throbbing and precum flowed. Mixed with my sighs of pleasure from eating her pussy were whimpers of my need to cum. My balls ached to spurt my load built up for day.

“You may touch yourself, slavegirl,” she murmured.

I jacked myself off as I ate out her pussy, exploding into orgasm as her hips bucked under her own climax.

When we’d recovered, she told me I was to report to the desk in reception for my next assignment. I was sad I’d not be seeing her again for training, but I knew someday we’d play again. I donned the silk mini-robe the working girls wore when not on display for clients and went upstairs to the foyer.

I was about to begin my new life as a sissy whore.