I still remember how my obsession with trans women began. Back then, I was buried in books, studying for my SATs. My only escapes were junk food, sleep, and porn. I had to box up my PlayStation; otherwise, I’d never make the cut for college. The rest of my time, the vast majority of it, was consumed by studying.
I went through every category of straight porn: pussy, hardcore, solo, you name it. But over time, with no other stimulation besides the pixels on my screen, I started craving something new. I began exploring every unknown category, hunting for a different kind of spark.
Then, one day, I stumbled upon a site for "dolls." I had no idea what that meant, so I decided to dig deeper. Suddenly, there they were: girls with something extra, something that wasn't "supposed" to be there. Most were stunning Asian girls, actual dolls, incredibly delicate and feminine until they pulled their panties down. It shocked me. I knew trans people existed, but I always thought they were easy to spot; I never imagined a "man" could have a perfectly feminine body. Clearly, I was wrong.
But that wasn't the biggest shock. What really got to me was my own body's reaction. My cock snapped to attention like a bolt of lightning, harder than it had ever been. I had no clue that was even possible.
What made it different was the undeniable horniness staring back at me. There were 6 to 8 inches of pure arousal in every photo or video, and that couldn't be faked. A woman can fake pleasure easily. I never really knew if a porn star was actually turned on or not. I never knew if her orgasm was real. But when I saw a video of a trans girl shooting ropes of cum with a dick up her ass, without even touching herself... I was floored.
You can’t fake an erection, and you damn sure can’t fake that kind of fountain. That was raw, undisputed lust, and it was contagious. It took me to a whole new level of excitement. I had to start being careful not to ruin my t-shirts during those quick sessions in front of the screen.
Another thing that blew my mind was how naturally they took a dick in the ass. I had a girlfriend once who let me try anal, but she couldn’t handle the pain long enough for me to finish. It intrigued me. How do some girls take it so effortlessly, while others can’t?
Soon, I started imagining what it would be like to be there, on all fours, being invaded by a massive cock. What did it feel like to have your ass claimed? These thoughts flooded my mind every time I jerked off. But as soon as I came, my "straight" brain would kick back in, and I’d feel a wave of disgust. I’d promise myself, over and over, never again. I’m done with trans porn. Never.
Shortly after I started college, I got a beautiful girlfriend named Erica, and for a while, I forgot all about trans girls. We had just started our freshman year, and our hunger for life was spiraling out of control. We almost flunked every single class that first semester because we spent all our time on sex and partying. But the relationship didn't last. During our final blowout argument, she looked me in the eye and told me I had never once made her come, and that she didn't even feel any real chemistry with me.
That hurt more than anything else. And the worst part? I couldn't even argue back. How was I supposed to know if she was lying? The only evidence I had was how she acted when I was inside her: the moans, the body language... but it could’ve all just been an act.
Not long after, I went back to porn. But every time I saw a pussy being taken and heard those moans, I thought of Erica and all that faking. Everything felt staged now. Completely fake. My dick wouldn't even twitch for that kind of performance anymore. The only "females" I felt I could trust were the dolls, the shemales, the trannies, the ladyboys. I couldn’t watch anything else. Only that felt real. Everything else was a mystery to me. Over time, even my disgust for dicks began to fade.
At first, I thought those cocks were gross, but I got used to them. They were like health bars in a video game: the fuller they were, the more "life" they had. They told me the sex was actually good for them, and that turned me on even more. Eventually, my view of them shifted; they became more than just indicators of someone else’s lust. They started sparking my own curiosity.
The initial question was: how could a girl like Erica take a pounding for minutes on end and feel nothing? Soon, it evolved: what was it like to have a dick in your ass? That question grew in my mind like a seedling that turns into a tree. Before you even notice, it has a trunk that’s long, thick, woody, and rough. But every time that thought surfaced, I’d tell myself: "No, that’s not for me."
But as time passed, before I could say "no," I started imagining the sensation. And that imagination grew inside me too, getting too big to be ignored or forgotten. So big that it would hijack my thoughts for minutes at a time. Still, there wasn't much to imagine. Nothing had ever penetrated me before, so I didn't have the slightest clue what it felt like. All I had were the clips from Xvideos, Pornhub, and the like.
Everything started to change on a Friday night when I went out clubbing with some friends. There were five of us crammed into the car, talking shit the whole way. That was the first time I’d ever driven through those sketchy streets at night. The places where women handle their business. My friend, who was behind the wheel, started mocking the trans girls on the corner and thought it would be funny to pull over and ask one of them for her price.
He pulled up next to a blonde. You couldn't see her clearly in that unlit alley, but her silhouette looked like a beautiful woman, though maybe a bit too tall. My friend asked her how much for a session. She leaned in, looked at all of us, just a bunch of kids barely out of high school, and answered in that deep, raspy voice: "It’s a hundred bucks each, honey." My friend made a nasty comment, let out a loud laugh, and floored the gas before she could even respond. None of my friends knew about my secret cravings, but now, besides the hunger, I had a fixed number burned into my brain: $100. Was it worth it?
The next day, while I was nursing a hangover, my mind was busy planning and plotting. I thought about that big blonde on the corner. I tried to imagine us kissing or me taking her from behind, but my dick wouldn't budge. However, when I imagined the opposite... I tried to think of something else, tried to forget it all. But soon, my imagination had me on my knees in front of her, doing things I’d never done before. Again, I tried to shift focus, but later in the bathroom, as I leaned over the sink to spit out my toothpaste, my mind projected that tall blonde grabbing my waist from behind with both hands. Even my toothbrush started feeling like something bigger, thicker.
It consumed me for a few days until, in the shower, I finally snapped. As I lathered up, my head sketched out a trans girl I’d seen advertising online. Her name was Rebeka. At least, that’s what it said on the site: "Well-Endowed Rebeka." She had stunning photos, a doll-like face, blonde hair, blue eyes, big tits, and a massive ass. She claimed to be packing eight inches. In the photos, it definitely looked huge, but I didn't have much of a frame of reference back then. The only dick I was intimate with was my own six inches, measured with a ruler.
I kept thinking about Rebeka while I soaped up, and when my soapy hand slid past my ass, I couldn't stop myself. I pushed my fingers inside. Just a couple of strokes and I was rock hard. A quick jerk-off session later, and the shower tiles were smeared with my cum. It was obvious what my body wanted. But... what did I want? I still hadn't made up my mind.
After drying off, I spent some time staring at myself in the mirror, wondering if I should really just hand myself over to some random trans girl and let her use me. I stared into my blue eyes for a while, then looked at my chest, remembering how hard I’d worked at the gym to get these muscles. I grabbed my phone. I already had her number saved in my contacts. Her profile picture was the same as on the site, and she was online. Now what? The ad said she was 5'4". To me, it didn't make sense for a 6-foot-tall, muscular guy to get bent over by a girl like that... but since when does lust follow logic?
I typed out a "hey" and hit send. I paused, thinking. She saw it. Then I followed up:
"You feel like taking a virgin ass today?"
The reply came instantly:
"😍😋 I'd love to!!!"
From that moment on, it was too late to turn back. We set everything up, and she sent me the address. The place was an old house that looked almost abandoned. Next to it was a rusted metal fence and a weathered, poorly painted gate with the number 669. That was the spot, according to her. It felt like a setup. I started wondering if I was about to get kidnapped or something, but I couldn't quit now. There was no force inside me strong enough to overcome the anticipation of that encounter.
Since I couldn't find a doorbell, I texted her saying I was at the gate. She read it but didn't reply. A second later, the latch clicked open with a sharp snap, and I walked in. There was a pile of trash in the corner, and I’m pretty sure I saw a few rats scurrying by. A set of stairs led down to a basement door. And there she was: red high heels, tiny matching shorts, and a sheer white shirt that showed off a blood-red lace bra.
She just said "here," and I headed down. Neither her deep voice nor the surroundings mattered to me anymore, because she was just as beautiful as her photos. Extremely feminine, with blonde hair reaching down to the middle of her back, scented, smiling, and very welcoming. If I walked down the street with her in regular clothes, nobody would suspect she had a "plus" between her legs, as long as she didn't open her mouth, of course.

She gave me a quick peck that tasted like bubblegum, took my hand, and led me inside. She was pretty and smelled great, but I was about to find out one thing that day. When you’re on all fours with your face buried in a pillow, the beauty of the person behind you doesn't matter much.
The room was a colossal mess. The bed had a faded, wrinkled red sheet. Facing it was a large, cracked mirror on the wardrobe. Through the small window near the ceiling, I could see the street and the legs of people walking back and forth outside.
She was already devouring me with her eyes. She admired my build, rubbing her hands over my biceps, pulling my shirt off to feel my chest, biting her lower lip with a mischievous grin. Then, she tugged the waistband of my gym shorts, peeked at my dick, and reached in, grabbing it firmly.
"You sure you don't want my ass first, you sexy thing?" she asked.
"Ah, babe… I’ve been with so many women, you know?"
"And you were mean to them, weren't you? I bet you pounded the poor things without any mercy."
The way she said it, with that smirk on her face, made me laugh. A nervous, shaky laugh.
"I think it’s time you got what’s coming to you. Tonight, I’m taking revenge on their behalf."
Then, she unbuttoned her shorts, and they hit the floor. Her panties showed no bulge at all, which made me wonder: was she post-op? Had I ended up on the wrong site by mistake? But it couldn't be. I’d seen the photos of her dick. Then, she pulled off the red panties… and there it was, shy at first.
She looked down at me and said:
"I bet you made them kneel before you like you were some kind of king… and then they had to suck on your scepter, right, stud? Well, today, you're the one getting on your knees for me."
The way she spoke, simultaneously sexy and commanding, left me somewhere between terrified and turned on. So, I did what she told me. I knelt, held onto her smooth, thick thighs, and took her dick, still soft, into my mouth. As I sucked, it started to grow, and grow, until it took up almost every inch of space inside my mouth.
At first, she moaned a little, but then she stopped. I looked up, confused, and she answered my unspoken question:
"Finding it strange that I'm not moaning, baby? Today, you're the one who’s going to moan. And you won't even touch that dick of yours. Today, I’m going to make you come like never before, just with your ass."
I had no idea a dick tasted just like skin. And I never imagined it would be so warm. How could I have known?! You couldn't tell from the photos just how thick it really was, either. My mouth wasn't big enough for all that cock. I pulled back for a second to get a good look.
The head was huge, bigger than mine, and it was even thicker in the middle. It curved slightly to the left and was a shade darker than her pale skin. Speaking of her skin, she had those bright, clear bikini lines, and the base of her dick was perfectly shaved.
"Lick my sack. Suck my balls."
The way she said it wasn't exactly an order; it was more like a suggestion that was simply impossible to refuse.
"Are you really a virgin?" she asked.
I nodded, confirming it.
"You act like you know what you’re doing, like you’re used to this."
"It’s just… I’ve fantasized about this a lot, I guess."
She gave me a look like she didn't quite buy it.
"We’ll see about that… get on all fours right here. Move it!"
I started getting nervous. The first dose was finally here, and I realized I had no clue what this would actually be like. Some girls love taking it up the ass; others can’t stand the pain. What kind of "girl" was I about to be?
She told me to get on the edge of the bed so she could fuck me while standing right in front of the mirror, so we could watch ourselves. I looked at her right before it happened. I thought about saying something like, "Go easy on me, please," but the words wouldn't come out. She grabbed a condom from the middle of that mess and rolled it onto her cock with expert speed. Then, she rubbed the head against my entrance a couple of times before aiming for the center and forcing her way in.
It felt like her dick was sinking my ass in, not just entering. The pain hit immediately. I jumped up right away and told her it wasn't going to work like that. She just looked at me and laughed, like someone laughing at a child’s prank. Then, she grabbed the lube, coated her dick, and slathered my ass, shoving her fingers as deep as they could go.
I was back on all fours. My dick, hard and throbbing, vibrated with anticipation. I reached down for it, but her hand stopped me.
"Noooo! Today, you’re coming from your ass!"
She pressed the massive head of her cock against my entrance and told me to slowly back into her, at my own pace. I started retreating, making my ass swallow her rod, which was now sliding in without much trouble. The sensation was completely different from what I had imagined. The cock was slowly stretching everything out, claiming space to the very limit... and when my cheeks finally hit her lap, I felt the tip touch the very bottom. It hurt a bit, but it was bearable. It felt as if it were even a millimeter thicker, it would tear me apart.
We stayed like that for a moment. I caught my reflection in the mirror: I was sweating, my face was flushed, my mouth open, panting... almost moaning. She, on the other hand, stared back at me with pure confidence, gripping my waist with both hands. It was the moment of truth.
She pulled out slowly and then slammed back in with force. The tip hit the bottom and made me moan instantly. From there, she started thrusting faster and faster; every time she bottomed out, a moan escaped me. I could feel her balls slapping against me with every stroke. That raw, skin-on-skin sound. She was hitting it harder and harder... and the pleasure was rising right along with it.
Then, she wrapped her arms around me from behind, and I felt the heat of her body, the heavy breathing of someone close to the edge. She gripped my shoulder tight and accelerated the rhythm. I realized that if she kept this up, I was going to blow in no time. But then, she finished first, and stopped, with her dick still deep inside me.
"So good... I came."
She unplugged herself and flopped onto her back on the bed beside me. The condom was heavy with cum. But I hadn't finished yet. I started to complain.
"See? That’s what happens when you finish before the girl does," she teased. "Take your hands off that! Today, it's like you don’t even have a dick."
"So what now?"
"Now, you wait, honey. Don’t start pouting."
It was all so surreal: being on all fours, back turned to the action. Staying still while she moved however she pleased, enduring whatever she did without knowing if it would start hurting at any second, and then having to wait until she felt like going again. It was all so new, so insane. I was desperate to keep going. I wanted more. She knew it, and she was loving every second of it.
While my thoughts were racing in a silent protest, her dick started to go half-mast, softening more and more. Mine, on the other hand, stayed hard as a rock, aching for more. I started kissing her lips, then her neck, making her sigh. I moved to her breasts, sucking hard on her nipples.
Slowly, her rod came back to life. It almost seemed like she wanted me to take her ass now, but that wasn't the deal. She got up, found another condom in that disaster of a room, rolled it on, lubed up, and came right for me. She hooked my legs and buried the whole thing in my ass in one go, no mercy. Even though I was already feeling "opened up," it hurt, but it felt incredible, too.
I let out a loud yell and tried to scramble away, but she held me tight. She was on top of me, using her weight to keep total control. She kept fucking me with everything she had, telling me to moan like a little bitch and throwing all kinds of insults my way. The pain faded as I began to accept what was happening. Now, I was her bitch, and she was my Alpha.
Despite my scrambled mind, it was intensely delicious, so much so that I didn't want it to end. I was being wrecked by a merciless trans girl who wanted to avenge every ex-girlfriend I’d ever had. I felt every inch of that monster inside me, stretching me out; her balls were slapping against the valley of my cheeks.
Suddenly, my ass started to contract, and so did my dick. I was coming without even touching myself. Shot after shot of cum fired out, so furious it even splattered my own face. Then, she sped up her thrusts, her moans getting louder. She was about to blow, but right before it happened, she yanked her dick out of me, ripped off the condom, aimed the cannon at my face, and I felt the warm ropes of her cum hitting me right between the eyes.
Afterward, she told me to clean her off with my mouth. So I sucked her dick, tasting the cum, pulling out every last drop of milk, and swallowed a bit until she was spotless.
We lay there on the bed for a few minutes, letting our hearts and lungs settle. She told me it was a thrill to fuck me, and I knew she meant it. Just like I knew that after this, I would never be the same man again.
