Angela was only 18, a transsexual kicked out by her family onto the streets of San Francisco. Two older shemales became her friends, teachers and lovers. They showed her how to transition into a sexy girl and survive as a shemale prostitute. She thrived as streetwalker, having sex with strange men and happily living her life. She got busted. Did a little time and went right back to it!

That night I walked the usual sidewalks we T-girl hookers worked. I wore a silver lame miniskirt, a near-sheer tube-top and black leather heels. After a year on hormones, perhaps also because big breasts ran in my family I had lovely B-cups with hard nipples pressing madly at my top. I was gets lots of pull-overs and even more wolf-whistles from passing cars.

Between my tits, my satin panty-covered ass hanging out of my skirt and my slutty overdone makeup, I seemed to be the most popular whore tonight. Already two blowjobs had earned me a hundred bucks and I’d only been at it for an hour. Hopefully a vacationing shrink would soon whisk me off to his hotel room, tip me well enough to take several days off. To be honest, I was getting sick of working the street and would have done almost anything for a good long break.

A new BMW pulled over, wheeled to the curb by a hunky guy in his late twenties or early thirties. He was very cleancut and looked practically collegiate. If he could afford to drive this car, maybe he could go for some serious cash. Like maybe a few hundred? I hoped, I hoped!

“What’s your name, sexy shemale? I’m Billy.”

“I’m Amber,” I said. “How you doin’, Billy?” I vamped, batted my thick lashes at him.

“I’m doing better now, beautiful. You dating?”

“What did you have in mind?”

“Oh, I want to spend some real time with you,” he grinned. “Get to really know you good. Got a place near here?”

“As a matter of fact, I do.”

“How does a hundred an hour strike you?”

Soon I was walking him up the stairs to my little apartment. I was relieved I had given my room a serious cleaning earlier, just in case something like this happened. With any luck he’d want to stay at least two hours, say an extra hundred for the second hour.

As soon as I got him in the room I made him take his trousers off and then say exactly what he wanted for his money.

“Let’s start with a sexy blowjob,” he leered, hanging his pants over a chair back.

I immediately felt better. Vice cops almost never made themselves vulnerable by disrobing and they always made you mention the sex act so the arrest would hold up in court. That bust ten months ago had been a total fluke. No way would anything like that happen again anytime soon!

I immediately peeled off my skirt and top, naked except for my girl cock, which strained against my lacy black see-thru panties. Then I noticed he’d stopped undressing. He’d backed toward the door, and I then realized he’d unlocked it. I opened my mouth to protest when he knocked on the door and stood aside.

The door came flying open and two guys came in, weapons drawn. Except for their street clothes they all looked like off-duty patrol cops. I’d been set up. The other cops, aged maybe twenty-five to thirty, looked at me like I was a stripper at a bachelor party.

Nobody said I was under arrest or anything like it. I then realized they expected me to fuck all of them. I knew that I gave into them they’d probably just keep taking advantage of me. If it were only one of them…maybe.

I held out my wrists, as if for cuffing. “You got me for prostitution,” I said, ignoring the fact Billy was the one who made the offer. “Take me in.”

All three of them chuckled darkly.

“She imagine we actually want to arrest her on a B-charge, Billy?” asked the cop who’d led the charge through the door. He had a crewcut.

“Naw, Dean, she seems smarter than that. I think she’d rather take the misdemeanor than pull the blue train. Isn’t that right, ‘Amber?’”

“You bet your boots,” I said defiantly, my fists balled on my near-naked hips. The thick nipples on my B-cup breasts were fully erect.

“You’re in way deeper than that,” Billy said. He turned to Dean and nodded. “On the table.”

Crewcut cop pulled a paper bag out of his pocket, dumped its contents on my coffee table. I was in shock to see six tiny glassine bags filled with white powder fall out of the bag.

“Possession with intent to sell, little lady,” Billy smirked. “Five years minimum.”

“At least five years,” said the youngest cop, a redheaded cutie with a moustache who could have been in the movies. “Five years in a state prison getting passed around by every hard case who wants to fuck you whenever he wants.”

I backed up in horror until my firm round butt touched the wall. I pointed to the bulge in my panties, looked them in the eyes. “In case you didn’t notice I’m a tranny. I’m not the kind of girl you want. Please!”

“You’re wrong about that, Angela,” boomed a familiar voice from the door. “You’re exactly the kind of girl we want!”

I looked up, my heart sinking. I knew it was that thirtyish vice cop who’d nailed me before.

“Hey, Chuck,” Billy grinned, “just in time. We were just explaining her options to her. Or her lack thereof.” He looked back to me and pulled his stiff cock out of his boxers. He pointed to the carpet in front of him.

I fell to my knees in front of the man I’d been so eager to fuck, who was still cute but now also seemed cruel. I took his throbbing dick in my hand. He shuddered at my touch, hoarsely whispering for me to touch it. Billy’s cock was slender but long, the circumcised purple helmet of his cockhead already dripping with precum. I kissed the salty droplet away, surprised that I felt horny more than anything else at my predicament.

I also felt relief. Yes, I’d suck all of their cocks and get fucked for at least an hour, and not get paid for it, but at least it would soon be over and so I could just find some way to enjoy it. More important, I’d stay out of prison. I just hoped this would be the end of it. I’d fuck their brains out and then they’d all just go away.

Don’t you know how fucking naïve that sounds?

Billy gasped with delight as I took his smooth dick flesh into my warm, wet mouth. Without gagging I took him all the way in, down into my throat, in hopes they would be so pleased with me that they wouldn’t do anything mean. Also, I think I wanted to prove to them all I was as good a fuck as any other girl they ever had.

Gently he took hold of the sides of my head, my long bleached blonde hair spilling over his hands as he supported my head. His touch was almost loving, encouraging, so I eagerly began sliding my lips up and down his shaft, teasing it with my tongue. I cupped his hairy balls in my hand, massaging them.

“Oh, fuck, guys!” he moaned. “You gotta have this bitch! She gives the best head I’ve had in fucking years! She could give Lita a run for her money!”

I swelled with pride to hear that. In fifteen months of hooking I’d abandoned all of my ideas about being solely a lesbian, though I still preferred a woman—if only they paid too!—but guys sure had their sexual charms as well. I only briefly wondered who Lita was.

“Let’s get her on the bed, guys,” Chuck said. “Marcus, strip off the comforter and the top sheet,” he said to the youngest cop, a boy-next-door type with red hair. To Billy he chuckled, “Okay, let her off your crank, smooth operator. Her mouth’ll keep for a minute.”

In less than a minute I was on all fours with my knees spread wide, posed on the edge of the mattress, completely nude with my ass ready for fucking. Already Billy had taken position in front of my face, guiding his twitching boner between my willing lips. Meanwhile I felt the snap of a lube bottle opening and a thick, slippery finger, teasing my asshole. Now I was gasping with erotic joy. And my cockette had never been harder, throbbing away against my flat tummy.

“Oh, yeah, we got the right girl,” Chuck said. His slippery hand pulled my right asscheek to the side, his enflamed cockhead touched my twitching butthole. “You want it, don’t you, slut?”

“Oh, yes! Yes, sir! Please fuck my slutty tranny ass!”

I couldn’t help it—I really meant it! To my delight he slid his rigid tool in slowly. We both groaned as his thick meat slid into my tight rectal cavity. Meanwhile I sucked Billy’s throbbing tool like I expected liquid pleasure to come out of it. Dean reached around from the side to stroke my nipples. It was heaven!

“Let me in there, Dean-o,” I heard Marcus say.

“Markie, you fruitloop!” Dean snickered affectionately.

“Don’t knock it ‘til you tried it,” Marcus said, kneeling on the floor by the mattress and ducking his head in between my tummy and my crotch.

I felt the cute cop’s hot breath on my throbbing tranny cock. I gasped around Billy’s dick in my mouth. It was like I was thrown into overdrive. My ass, cock, mouth and nipples were all getting exquisite attention. I cried and whimpered and bucked and fucked all of them back.

“This is why you’re our kinda girl,” Chuck huffed and puffed as he deep fucked my asshole.

“Guys like us love you T-girls better because you don’t pretend to not love sex like so many regular girls do,” gloated Dean, who gave my nipples a savage twist that enflamed me more.

“Plus you really know how to give a great blowjob!” Billy gasped. “Oh, fuck, I’m going to shoot! I’m gonna cum in this sexy bitch’s mouth!”

“Pull out and shoot on her lips so we can see it,” Chuck ordered, fucking me even harder.

Billy groaned loudly as fat, pearly droplets of jizz spurted from his cock and onto my waiting lips and tongue. Already I savored the salty tang as I kept my mouth open. The sight of his cum and the taste of it pushed me over the edge and I pumped my jizz into Marcus’ sucking mouth. Chuck clenched my waist strongly and blasted hot spunk deep up in me, all of us moaning and gasping.

I looked up and to my delight saw Dean’s boner through his stroking fist, now aimed at my cum-filled mouth. I wanted his hot load! He grunted as he shot a huge glut of cop semen all over my face, making me feel like the dirty slut I now knew myself to be.

At that moment I knew I wasn’t only an honorable whore who was paid for fucking, I was also a horny slut who loved getting gangbanged like this. This was who I was.

The guys all either collapsed onto my bed or sat on the floor, panting and getting their senses back. Finally Chuck stood and began getting dressed.

“I gotta book guys,” he said. He looked me up and down with admiration. “I think we found the one. Talk it over. I’ll go with whatever you decide.”

They ordered me to go take a shower and make myself presentable while they spoke among themselves. As puzzled as I was by Chuck’s statement, I was far too devastated by what I just went through. With my eyes filling and my head hung in shame, I shuffled toward the bathroom.

I cried silently under the hot spray of the shower, which I turned up as hot as I could stand, as if to punish myself. I couldn’t believe what I’d just done. Not just that I’d done all of that slutty fucking, but that I had loved every minute of it.

I was so mad at myself I almost slapped my own face. No! This was not who I was. It sure wasn’t who I wanted to be. I just wanted to be a regular girl, not some sex-addicted, horny shemale. Yes, I fucked for money, but that was survival not fun.

Being a prostitute had not been my choice, not by a long shot. I’d been hooking all this time to pay my bills and had more or less made peace with it. Sometimes I liked the sex, most of the time I was at least okay with it, but I wanted to be with a woman most of all. I didn’t like feeling slutty, and certainly not as slutty as these guys just made me feel.

For a the last couple of weeks I’d wondered just how much longer I’d be able to stand being a prostitute, but the truth was that I’d have to turn a hell of a lot of tricks to be able to afford my sex change surgery. However, after tonight’s orgy I didn’t know that I ever wanted to turn another trick again… ever!

I got out of the shower, my tears finally gone with my strong new resolve. From this moment on I was done being a whore. I’d find some other way to survive.

“Get your ass out here, sexy,” called Billy.

“Lemme put some clothes on,” I asked.

“Later. We want you out here now.”

With my tits thrust out and as much sexy swing in my ass as I could put, trying to ignore my girl cock wagging from side to side, I strutted back out to the three cops waiting for me in my little apartment. I started to sit on the sofa but Billy pointed at the carpet in front of them and ordered me to kneel.

“You’re a lucky slut and you don’t even know it,” Marcus said.

“We picked you, Angela. You’re our new girl,” Billy explained.

“New girl?”

“We have a place,” Billy explained as he paced around me. “It’s a condo just off Pacific Heights, an upscale apartment where rich gentlemen can feel comfortable.”

“You don’t think a guy who can spend big money is going to pick you off the street or go to some little dive?” Dean asked.

“Your time will be billed at three hundred an hour, minimum. More if the john is a public figure. You’ll fuck only rich and powerful men,” Billy explained.

I felt sick. “You guys want to pimp me?”

“You’ll never again have to worry about getting busted. Or getting ripped off, beaten or killed by a john. Our clientele is wealthy, classy and clean. Some of them might be kinky but you run that risk now anyway.”

“How much?” I snapped.

“How much?” Billy asked, grinning. He knew what I meant.

“How much do I get to keep?”

“Twenty-five percent,” Dean said.

I gaped at him, furious.

“It’s still way more than you’d ever make out there,” Marcus coaxed.

“Do I have a real choice?” I sighed.

“Yes, you do,” Billy said. “You can go down on a felony drug bust and do state time. Anywhere from three to five years.”

“And we can do that to you anytime we want to, so don’t think about trying to escape,” Dean added.

“So, what do you think?” asked Billy. “Do you want to go to jail or do you want to go to your new home?”

I looked between them and shrugged. “Let’s go.”

“Pack a suitcase or two,” Billy said. “Just what you really need. We’ll deal with your other stuff later.”

Fifteen minutes later, they led me out of my apartment to begin my new life as a slave-whore.

❤

The escorted me into a posh elevator, up three floors and to a heavy wooden door. When Billy knocked, a gorgeous Mexican shemale answered the door. She could have been a movie star, she was so beautiful.

“Angela, this is Carmelita,” Billy said. “Lita.”

Lita had an oval face with high cheekbones, almond-shaped brown eyes and wide, plump lips made for kissing. She was five-eight, about two inches shorter than me, had a washboard tummy, an hourglass figure and the most perfect C-cup breasts with big, thick nipples. And her cock was at least eight inches and uncircumcised. I could tell all of this immediately because she answered the door in a see-thru babydoll.

“She’s our new girl, so take good care of her, Lita,” Billy said.

 Billy set in the foyer two suitcases of my clothes and valuables. Everything else would be put in storage, he said. Then he and the other guys left us. Lita led me to the sofa. I was in a daze.

I sat on there, still wearing the hooker dress they’d busted me in. Lita asked how I was, but I could barely hear her. The weight of it all—not only being essentially enslaved but also how devastated I was about behaving like such a slut with all of them—it began to break through my shock. Silent, scalding tears rolled down my cheeks and onto my tightly clenched legs.

“Oh, chica, don’t feel bad,” I heard Lita say, stroking the back of my neck from behind the sofa. “I know what you’re going through.”

I began bawling, clutching my knees and rocking. I barely heard her pad across the thick carpet, the clink of ice in a glass and a bottle being opened. Then I was aware of her sitting beside me, and the sound of a glass on the glass top of the coffee table.

“C’mere, hermana,” she soothed, wrapping her arms around me. “Come to Carmelita. It’s okay. Let it out.”

Those soft, naked arms of hers felt so good around me, my tears quickly dried up. After a minute I pulled back and saw her big, brown eyes regarding me with such tender compassion, a sad, wry smile on her generous lips.

She gave me a soft lingering kiss on the mouth that left me with a delicious shiver. Then she handed me a tumbler with two cubes floating in a sea of what smelled like tequila. I took a deep pull.

She watched me as I drank, finally asking, “It was drugs, right? Maybe they planted some on you? That’s what they did with the last girl.”

“What last girl?”

Lita explained to me there had been another white girl, almost as pretty as me, who’d been her roommate for almost nine months until the johns started getting tired of her. The guys had given her twenty-five percent of all the money she’d earned and bought her a bus ticket out of town. “Since then I’ve been their only puta for over two months. So I’m glad you’re here now, chica. A girl can only turn so many tricks a day.”

“When will they let you go?” I asked, taking another big gulp.

She shrugged. “Who knows? The johns, they never seem to get tired of me. And Dean and Billy and the rest of the guys they love me… in their own way.”

“How can you stand being here like this?”

“I’m an illegal. They can deport me back to Mexico whenever they want. Call me crazy but I’d rather me a hooker living on high in America than living where I came from. Besides, I don’t mind the work at all. Sometimes I really like fucking guys a lot.” She locked eyes with me. “And girls too.”

She put her hand on my knee casually, and the electricity tingled in my body. I took a huge blast of booze, draining the glass. I hadn’t eaten since breakfast so I was getting tipsy fast. She looked so lovely, my Latina sister in bondage, with a face and body so beautiful that I fell in love just looking at her. She began stroking my hair, sweetly.

“You know, this isn’t such a bad life. Unlike the tricks I turned out there, the guys have a solid, steady client list. New men are screened. If there’s any question about health, they have to get tested, especially if they want to fuck us without condoms.”

“The let johns do that?”

“They pay a lot of extra money, and they have to show a clean bill of health. The guys don’t want us to get sick. After all, we make them money. Besides, they fuck us without condoms.”

“Still… we’re trapped here.”

“And you weren’t trapped out there? Girlfriend, this is a good deal. You don’t have to work no fucked up nine to five, you live in a nice apartment, eat good food and the guys even take us out. They take us to Vegas every year.”

“It’s still a cage no matter if the bars are gilded.”

Lita shrugged. “You’ll get out. Sooner or later the johns will want a new girl. Maybe you’ll feel different about it. Jessie, the last girl, she begged them to let her stay. She liked being off the street and she loved me.” She looked into my eyes as she said the last.

“Easy to see why,” I said looking away shyly.

Lita softly caught my cheek and turned me back to look into her tawny eyes. “So sweet,” she murmured before she leaned forward and lingeringly brushed lips with me.

I kissed her back tentatively, dying to kiss her deeply. Instead I asked, “Did you love her? Did you love Jessie?”

“Very much. She was a sweet girl. There’ve been very few girls here I didn’t love at least a little bit. After they leave I try to just think about the good things instead of missing them.”

“Like what things?”

“Like this.” She gave me a longer kiss back and pulled back to look into my eyes. “You know the best part of this job? Is when they bring up a client who wants to see a couple tranny girls have some lesbian sex. Do you think you’d like that, Angela?”

Instead of words, I answered by finding her lips with mine, merging them with heavenly contact, thrilled when I felt her lips open. Soon her sweet tongue had found mine. Our lips and tongues met again and again while our hands stroked each other’s bodies. I love the firm, soft feel of her large breasts, her nipples fully erect and poking through the sheer nightie. Meanwhile she managed to unzip my skirt by feel. I wanted her so fucking bad!

Lying side by side on the leather couch almost big enough to be a single bed we lovingly sucked the other’s enflamed cocks, a lesbian sixty-nine on our overgrown clits. I stroked Lita’s large and lovely heart-shaped ass as she did mine, then she rolled me so I was more on my back.

I felt her saliva running down my tight scrotum and onto my asshole where her finger began smearing it around and loosening me up. I whimpered knowing what she had in mind. I gasped with pleasure as her long finger wormed its way into my asshole.

I pulled my mouth from her dick. “Oh, Lita! Oh, please fuck me, baby! Oh, please!”

“My pleasure, hermana,” she husked. “Sister.”

She turned around and with surprisingly strength, turned me full onto my back and put my legs in the air, resting on her shoulders. Her brown cock was angry-hard, the foreskin pulled peeled back and a clear glob of pre-cum dripping out of the tip. She spit a huge wad of saliva into her palm and further lubed her tool, which was still slick from my mouth. All the time I mewled for her to fuck me like the horny tramp I was.

I cried out in ecstasy as her Mexican cock plowed slowly into my asshole, filling me up with her hot, slippery meat. I might have cried out that I loved her as she tantalizingly slid in all eight inches a little bit at a time until she was buried deep in my ass. Holding my ankles up in the air she began fucking me good, alternating slow strokes with rapid pounding.

My cock throbbed on my tummy, getting even more excited with each thrust against my prostate. I held those fiery Latina eyes with my own as she gazed upon me with a mixture of lust and conquest. I was her bitch.

“I think I’m gonna cum,” I moaned, those deep thrusts of hers building up to an explosion that had nothing to do with my cock.

“Spread your legs and wrap them around me.”

This brought us closer together. Bracing herself on the sofa with one hand, with the other she picked up my girl-dick and began stroking it, telling me to open wide. I knew what she wanted me to do and that very though set me off. A thick, burning jet of jizz squirted out of my clitty and into my waiting mouth. Lita caught the rest of it with her hand. She brought her full palm to my lips and looked down at me with a smile, still fucking my ass steadily.

“Oh, yes, sister,” I whimpered. “Feed it to me!”

With that she spilled my own spunk into my mouth, wiped the rest on my lips. Then she immediately pressed her mouth to mine, the two of us savoring the flavor of my cum. And she still continued to fuck me. Soon she began to whimper and fuck me harder. Finally I felt her spurt deep into my anal pussy.

The two of us collapsed together. Her tranny tool softened inside me and yet it still filled me up. We kissed and softly licked each other’s lips and tongues, lovingly caressing each other, and whispering how glad we were together. I held her close to me, inhaled her heady perfume and lovely sweat. As I basked in her superb flesh, I felt like I was in heaven.

That was when I decided I would find some way to escape from here and bring Lita with me!