[Trigger warning: this story affectionately uses trans porn slang and jargon]

 The sex shop had a deceptively small storefront, no more than twenty-five feet of painted-over glass, sooty from the Valley Boulevard traffic. However it stretched back over 100 feet to a small parking lot and an alley that was often cruised by scary-looking people after midnight, which was the only times I ever saw it. I never went there until I was sure that everyone I knew was fast asleep.

For the last three months I had been old enough to go into the adult store with my actual ID. I’d walked in that first time, only to have the middle-aged biker-looking clerk challenge my right to be there. I can’t say I blame him; at five-foot-five and my face soft and androgynous, I routinely get mistaken for a minor or a teenage girl.

In the store I took my time browsing all the trans DVDs. Even though I was about to start college my folks never gave me much of an allowance, so in all of these visits I’d only been able to afford four DVDs. Therefore I would spend half an hour at a time agonizing over which one to buy, looking over one video case after another.

As usual “Sam” was in there. She was an older woman—in her thirties, which was old to me—who was often there in the dildo section. I didn’t know if her name was really Sam but she kind of reminded me of my junior year homeroom teacher, Samantha. This woman I’d nicknamed Sam was always staring at me as I looked through my TS and sissy porn. Maybe I reminded her of someone.

As always the photos of the sexy, big-dicked trannies on the video packages got my horny within five minutes and throbbingly erect in ten. Sometimes I willed it down but often I jacked off in the restroom. I couldn’t help but feel eyes on me when I went back to beat my meat. Was I going to go back to the restroom again? It was that—or go home and beat off.

Or you can go in the video arcade.

I immediately shut that idea down. It was too scary. Besides, what if I got caught or something? Or worse… what if I did something I’d regret later? Still, as I kept thumbing through the shemale porn I couldn’t help glance that way.

Fifteen minutes later I had picked out my video. It was called “Shemale Gangbang Slut” and it appeared to center on a young tranny who became the centerpiece of an orgy, kind of like my favorite fantasy. I stared reverently as her feminine face all covered with jizz, her rock-hard nine inches, and her mouth twisted in ecstasy as she took a huge cock up the ass. I so wanted to be her! Actually be her.

“That’s a good one,” said a raspy female voice over my shoulder.

I looked up and it was the customer I had given the name “Sam” to. She was in her late thirties but just as beautiful as any older actress who had aged very well. She looked at me with as much sweetness as interest.

“Er… huh?”

Oh, that was smooth, Peter.

“That movie. I liked it. I’m a fan of that genre. For whatever reason I just love the whole transgender thing—transsexuals and sissies and all. I’m Pat. What’s your name, honey?”

I took her outstretched hand without thinking, amazed how such a soft hand could be so strong. “I… I’m Peter—Pete—Peter.”

“Petra,” she chuckled, squeezing my hand before releasing it.

“I’m sorry?”

“Please forgive me. When I meet a pretty young man like you it amuses me to come up with a girl’s name. Sorry… Peter.”

I tingled with heady pleasure when she called me a girl’s name. I liked it. Just then I heard a muffled moan and my eyes darted toward the red curtain. She saw.

“Why don’t you go back there?” Pat suggested kindly. “I see you looking toward that curtain all the time. I saw you run through the corridor a couple of times. Why don’t you go satisfy your curiosity? Instead of dashing through there, stop at a booth and go in.”

“I guess I’m afraid.”

“Afraid you won’t like it and your fantasy will be blown?” She looked at me with affection, an almost parental, fond expression on her face.

“I think I’m afraid I’ll love it and it will become a reality instead of a fantasy.”

“And that would be bad?” she questioned doubtfully.

“Just… scary.”

“I understand,” she said kindly. She put her lips to my ear. “I still think you should try.” She gently took my free hand and dropped in a dozen arcade tokens. “First time is on me… Petra.” She winked.

She gave my cheek a gentle stroke and then walked out of the store. I watched her depart, the sexy swing of her generous, shapely ass in those skin-tight jeans. I wanted to bury my face in that ass! I looked again toward the arcade.

Screw it. What’s the worst that could happen?

The soft velvet caressed my face as I pushed through. I was momentarily blind as I went from the cool, bright fluorescence of the store to the dim, red-lit narrow aisle between two rows of video booths. Each little room had a dimly illuminated number, some more bright than others. As I slowly passed them I could tell that the brighter ones were vacant, because the others emanated the sounds of porno and masturbation, and sounded more… oral in nature.

Somebody is giving a blowjob!

Halfway down was booth 18, the one showing my movie. Before I even reached its door I knew I would go inside. Moments later I was sitting on a plastic bench in an even dimmer cubicle that smelled of cum, which fortunately was on the floor instead of the bench. There was just enough light to find the narrow shelf to set my tokens and the coin box that ran the video and made it play on the twenty-inch screen. I fed in a token right away.

The video picked up somewhere past the beginning, starting up in a sex scene with the young, light-skinned Latina tranny on the cover sucking on a nine-inch shemale cock while a black guy fucked her ass doggy-style with what looked like a ten inches of thick dick. Globs of white stickiness covered her face and large silicone tits. I couldn’t take my eyes off the cock in her mouth. My boner strained at my pants.

I didn’t think of who might come in or anything; I immediately took my dick out and started whacking off. Within two minutes I was ready to cum but then I looked at that stack of tokens and realized I could draw this out. Maybe three minutes from starting the loop, the video shut off and returned the booth to partial darkness.

I fed in a new quarter and was treated to the sex scene continuing. The shemale pulled out of the young tranny’s mouth and spattered jizz all over her lips and tongue, which she lapped up like a treat. I wondered what it must be like to do that. I glanced at the door and realized I had instinctually pushed in the button to lock it. I took a deep breath and gave the knob a slight twist. The click of it unlocking was loud, even louder than the film. Fifteen seconds later the knob turned and she walked in.

She was about six-foot but slender. She wore a hooker dress that showed off long, smooth legs and smallish feet in high heels. I don’t know if it was really a she, as in a shemale, or just a really beautiful crossdresser, but I had seen her in the store and seen her go back here many times. All the clerks seemed to know her; they all called her Kim. Her voice was androgynous, like some of those raspy actresses in Hollywood. Right now she looked at me with a desire that almost unnerved me.

“I’d hoped you’d come back here someday,” she said.

“You did?” I asked nervously.

“You’re one of the most beautiful boys ever to come in this store,” she cooed, stroking my face with a soft, feminine hand. “I bet you’d make an even more beautiful girl.”

I shivered with lust at hearing that. She looked down to my throbbing cock still in my hand, then to the video where the young shemale was now sucking a new cock.

“Is that what you want?” she asked.

I bit my lip and nodded my head, as shaky as I was excited.

“Do you want to do what she’s doing? Sucking a shemale dick?”

I nodded again, dizzy with anticipation.

“You have to say it, beautiful.”

“I want to suck a shemale’s dick,” I moaned.

Kim smiled at me. “I’m not exactly a shemale,” she said.

“I don’t care.” I leaned back as she straddled me and pulled up the hem. At least eight inches of cock strained at see-through, French cut white panties. “Oh my god,” I moaned, my mouth hanging open and my lower lip quivering in anticipation.

“Put the rest of the tokens into the box,” she said. “That will give us half an hour of light and a sexy soundtrack.”

With trembling hands I fed the remaining tokens into the coin box. Kim looked down into my eyes with a gentle smile as she pulled down the hem of her panties to expose a cock as big as the one the young tranny had been sucking. With no delay I opened wide and took it into my mouth.

The flesh of her dick was so soft and delicate yet so very hot. I could actually feel the blood pumping through it with my lips and tongue. As salty-sweet flavor filled my mouth that I swallowed greedily. I was drinking down her pre-ejaculate and loving it as much as I was the feel of her big sissy tool in my mouth.

“Oh, honey,” Kim moaned. “That feels so good! You’re such a good baby!”

Spurred by her words I took her dick as deep into my mouth as I could. I was so high on giving this blowjob I was barely aware that someone else had just come in. I stiffened but then I heard Kim greet whoever it was as “Tina.” A moment later a hot, wet mouth closed over my boner. It was a good thing my mouth was full of Kim’s erection because my groan would have been heard all the way out to the cash register!

I felt large, soft hands with long nails expertly unbutton my pants and tug them down, followed by my tight jockey shorts. Somehow Tina managed to keep sucking my cock while she removed my shoes, socks and everything else until I was naked from the waist down. Meanwhile I sucked Kim with such a passion I never knew I had, praying she’d fill my mouth with her cum. Then the door opened again.

I looked up to see two guys standing to either side of me, their dicks jutting out their zippers. They guided my hands to their boners. Now I was sucking a sissy’s big cock, getting a blowjob and jacking off two guys. One of them took off my shirt, making me completely naked, which I was ready for. I wanted to feel as sexy as possible. If there had been lingerie to change me into I’d have done it.

I eagerly put myself into their hands, so that when Kim said she was going to fuck me, I bent over the shelf that’d held the video tokens. A clean-shaven face burrowed between my spread asscheeks and licked my asshole while Kim unwrapped a condom and rolled it over her boner, then squeezed a foil envelope of lube on it.

“You want me to fully make you a sissy girl?” Kim asked me.

“Oh please, yes!” I moaned. “Fuck me!”

She started with one lubed finger, and then added another. I couldn’t believe how easily my ass opened up to her. By the time she had in a third finger I was throwing my ass back against her hand. I begged her to fuck me.

Tina, who I could see was a well-hung black shemale had leaned against the shelf in front of me and guided my hands around her waist, putting her uncut, foot-long tool right in my face. While I waited for Kim to penetrate me, I sucked on Tina’s ebony cock. It was the most beautiful thing I’d ever seen and I wanted to suck down every drop of her cum.

“Little sister is an eager cocksucker,” Tina sighed. “What a natural!”

I started to moan my thanks when Kim slowly slid her entire big dick all the way into me. I groaned like I’d never felt anything so pleasurable. Meanwhile one of the guys took over sucking my thrumming cock. The other one rubbed his dick all over my face, leaving drips of precum. Just then another guy entered and started jacking off on the other side of my face.

Part of me wondered if they’d all been hanging out and waiting for an orgy to get started in one of the booths but I was too horny and overwhelmed with erotic rapture to give it much thought. So many firsts all at once, starting with Kim’s massive boner filling me up and setting my asshole tingling with an exposed, vulnerable, dirty feeling that made me feel like a big slut because I loved it so much. I wanted to get fucked up my ass every day and every night forever!

Tina’s made the second dick I’d ever had in my mouth. Her tranny cock oozed salty precum that made me want to taste the real thing. Like Kim’s cock, the flesh was so delicate and yet hot and hard at the same time. Finally, I’d never gotten a blowjob, either. The guy sucking me off had his hand cupped around my balls. Whenever I felt like I was going to spurt into his mouth he tightened his thumb and forefinger around the base of my shaft, stopping me from cumming. Then he began sucking again.

Soft little moans came from Tina’s mouth. “I don’t know what’s sexier: watching this baby sissy love sucking my dick or love getting fucked.”

“What’s sexy to me is I’m pretty sure she’s a cherry,” Kim panted, fucking me harder to my delight.

I moaned deeply and begged her to fuck me harder still.

“Is that right, honey?” Tina said. “Are you a virgin?”

I looked up into her face as I sucked her cock and nodded.

“Oh fuck that’s so sexy. It… Damn, all of a sudden I’m close to popping. Anyone wanna cum in her mouth first?”

“Go for it, girlfriend,” Kim urged.

“Open your mouth wide, darling,” Tina said kindly.

I did as she asked, my eyes squeezed shut but my lips parted wide. I was a little afraid of how it was taste but most of me was thrilled I was going to be a cum-drinking sissy like all the porn I’d watched.

“Open your eyes and look at me, darling,” Tina coaxed.

I looked and saw her big, spit-shiny brown dick pumping through her soft fist, angry purple head dripping clear, sticky fluid pointed at my tongue. It looked so sexy!

“You’ve never tasted cum before, either.” She said it as a statement.

“No,” I admitted in a tiny voice. “I haven’t. Not even my own.”

“Oh, fuck, that’s hot!” Tina enthused. “Her mouth is cherry too! I… I… oh fuck!”

A thick white, sticky cord arced from her cockhead and into my mouth, splashing onto my tongue and front teeth, and then another until shat felt like a shotglass-full of cum was in my mouth. Without thinking I swallowed it just in time to catch a smaller spurt that partly coated my lips.

Tina’s spunk was tangy-salty, almost sweet. I loved the feel of it on my tongue. Instead of swallowing I pushed it around my mouth with my tongue, spreading it on my lips and teeth while I looked up at the grinning shemale with adoring eyes. That was when I heard the guy to my right groan.

“Gonna cum!” he gasped.

I turned my open mouth to his direction while Tina wiped the remaining drops of her cum on my cheek. The guy on my other side began beating off furiously. Hot gasps and moans tore from my mouth as Kim battered my asshole with her huge dick and the guy sucking my dick went for broke, not trying prolong my orgasm any more. I was barely conscious of the guy who’d been on my left stand next to the guy who was about to blow his load into my open mouth.

A tiny part of me was aghast at what I had put myself into— having public sex where anybody could walk in and catch me, swallowing strangers’ cum and eagerly preparing to drink down more semen, while I was getting a blowjob. This was crazy! This was dangerous! Yet I was way too horny to care.

Both of the men came at the same time, their thick hot cum splattering all over my lips and nose and cheeks and my chin, covering my tongue with bittersweet, salty jizz that I swallowed without thinking. I cried out as my own throbbing dick pumped my load into the man sucking me off, on fire with the feeling of sissy Kim’s dick sliding in and out of my asshole.

“Get out of the way, guys,” Kim panted. “One more load for our little slut. Sit on the bench, honey.” She pulled out of my ass.

My asshole twitching and aching exquisitely, my cock tingling and my balls throbbing, I plopped into the seat. I looked up into Kim’s eyes as she stripped off the condom and stuck her boner into my face. I licked the biggest globs of cum from my lips and took her re-pink glistening boner in my mouth, sucking it hard. Moments later I was rewarded with a deep groan and spunk flooding my mouth. Kim pulled back just far enough to give her last thick full spurt onto my lips.

“Welcome to the sissy life, Petra,” Kim said. She grinned at me with a sad smile, while she tucked her dick back into her panties.

All of a sudden I realized she used the name that Pat out in the store had called me. All of a sudden I got a sinking feeling. “Wh-what did you say?”

Tina and the two guys had stowed their cocks into their clothes, leaving me the only one in the booth naked—and dripping cum. When Kim coughed exaggeratedly toward the door, that’s when I knew I was fucked. There was no point in trying to put my clothes on.

Five seconds later, four uniformed cops rushed in. I’m guessing they sent in so many in case I resisted, but one cop was able to put my hands behind and cuff me as I knelt in the middle of the booth. I looked numbly up at the four grinning officers and allowed them to set me on my feet.

Stark naked and streaked with jizz I was marched out of the store while all of the patrons stared at me, some snickering and some leering and saying how they’d fuck me if they got a chance. What worried me was being seen this way out on the sidewalk, being led naked and degraded out of a porno shop.

I was relieved I hadn’t far to go as a paddy wagon was parked right outside. There was a creak as the back door opened. The cops led me to the door. I heard the click-clack of high heels coming up behind us, so I turned my head to see Kim following. A hunky, young cop poked his head out of the back of the paddy wagon and smiled at me. Seeing Kim he reached out and handed her a hundred dollar bill. She took it and walked away. I had been set up.

The young cop pulled me into the back of the wagon where three other cops sat on the benches, stroking erect dicks that jutted out of their uniforms. Standing in the very back of the wagon was Pat, who now wore a police uniform with sergeant stripes. She looked at me with approval as I stood before her naked and covered with jism.

“Petra, I knew you wouldn’t disappoint me,” she purred, making her way to me.

“P-Pat?” I gasped.

“Sergeant Patricia Dunston,” she said. “And your name is now Petra.” She nodded to the other cops. “Men, let’s show this sissy what we do with a sex offender.”

For half an hour the four male cops took turns fucking my asshole and my mouth, pumping more cum into my asshole and down my throat. All the while Pat had taken off her police trousers and was fingering her clit, bringing herself to several orgasms by the time her cops were done fucking me.

I lay there on the rubber mat in the floor of the van, covered with cum. Pat stood and looked down on me, clucking her tongue in mock disappointment and shaking her head with disapproval. Her cops all stood over me, grinning at her.

“Look at you, Petra. You’re quite a mess. We can’t take you to jail all covered with semen. Why… the other prisoners would never let you alone.” She looked around at her guys with an evil smile. “I think we should wash her off, don’t you?”

“But we don’t have any water in here, Ma’am,” laughed the young cop who brought me into the van.

“Well,” she said, squatting over my face, “we’ll have to improvise. Will you men join me?”

I didn’t lose my boner the whole time.