My Second Trans and the Most Intense Night I Can Remember

In another story I told about my first time with a trans girl. I’m bisexual, but I have a clear preference for the female body, and to my taste trans women have the best of both worlds: the curves, the soft skin, and something else I don’t always admit out loud: a hard cock between their legs that drives me crazy. So a few days after that first experience I went back out looking. It didn’t matter whether it was the same girl or another one. All I knew was that I needed to do it again, that I needed another mouth sucking me, another ass clenching around my dick, another load splashing over me.

Where I live, in a coastal city, you get to know most trans girls at night, working the street on three or four corners that all of us in this scene have memorized. That night I drove around for a while. I passed the first corner, nothing. The second, two girls I already knew and didn’t like. The third, empty. I was starting to convince myself it wasn’t my night.

I was creeping slowly down a dimly lit avenue when another car overtook me and braked almost without warning. The door opened and out got a blonde, incredibly tall, with curly hair falling to the middle of her back. The first thing I saw, before even her face, was the rest of her: a pair of tits that looked firm under a tight blouse, with her nipples pressing against the fabric. And for me, that alone was already worth stopping for.

I pulled up beside her, rolled down the window, and spoke to her with my back still turned.

—Want to go somewhere, gorgeous?

When she turned around, she surprised me. She had a young face, thick lips, but features that made it clear right away she’d been born a boy. Gray eyes, light, and a nose sprinkled with freckles. A strange, beautiful mix that I liked instantly.

She looked at me for a second, sizing me up, and spoke in a voice that was neither fully feminine nor fully masculine. That voice confirmed what I suspected: she was young, though more than old enough, a solid twenty-five, carrying herself with the confidence of a veteran whore.

—If I want anything, I want a fully paid vacation —she said, half joking, half serious—. But if you can’t manage that, I can take you to heaven in any bed. I’ll leave your dick dry and your balls empty, daddy.

I laughed. She had nerve, and she wore it well.

—Get in and we’ll talk —I told her—. Maybe you’ll even get the vacation.

***

Once she got in, the usual haggling started. How much do you want, what are you offering, hourly or for the night. I let her talk a little and then cut in with the only question I really cared about.

—The only thing I want to know is whether those tits are real.

She smiled, unbuttoned one button, and showed me one right there under the traffic light, shameless. A huge, round breast, with a dark, hard nipple pointed upward. She brought it up to my face and rubbed it against my lips. I licked it for a second, feeling the weight of it, and she let out a soft moan.

—Of course they’re real. An old foreign guy paid for them, on a trip south. You like them? Wait till you see the rest.

Nothing else was needed. I told her I didn’t want an hour or two. I wanted the whole weekend at my house. Her and me, with her fee agreed on and everything else on my dime. Food, drinks, whatever she wanted.

She was quiet for a moment, as if she hadn’t expected an offer like that, and then accepted.

Her name was Daniela, or at least that was the name she used. And she was a goddess. The perfect body, that combination that drives me crazy: wide hips, a narrow waist, outrageous tits, and between her legs a cock that left me speechless the first night. Thin but long, with a pink, well-shaped glans, and small, tight balls that begged for my mouth.

That first night we barely slept. We started on the couch, her straddling me, eating my mouth while I grabbed her tits with both hands. I pulled down her underwear and her cock sprang hard against my hand. I squeezed it, stroked it from top to bottom, and she started panting dirty little things into my ear that sent me through the roof.

—Suck it, daddy. Suck my cock the way you know how.

I got her down on the floor, stood her in front of me, and took her into my mouth all the way to the throat. I licked her all over, from the balls to the tip, sucking on her greedily. She grabbed my hair and started fucking my mouth slowly, setting the rhythm, until tears sprang to my eyes. When she was about to come, she pulled out, rubbed her cock over my face, and told me she was saving her cum for inside my ass.

She dragged me to the bed. She put me on my knees with my ass high in the air and opened me with her tongue. She ate my hole for a good while, soaking me, sliding the tip in, while I moaned into the sheets like a bitch. Then she came up, spat into the opening, and shoved her cock in with one thrust. I screamed. She covered my mouth with her hand and started fucking me hard, deep, all the way to the balls, until I came without touching myself, soaking the mattress. She kept pounding me until she emptied herself completely inside me, growling, biting my neck.

When Monday came and she left, we both knew we were going to do it again.

The weekend was better than I had imagined. It wasn’t all sex: we cooked together, watched shows sprawled on the couch, went out to eat at a place where nobody knew us. But every time our eyes met for too long, we ended up fucking again: in bed, in the shower with her cock entering me from behind under the water, in the kitchen with her sitting on the counter and my mouth buried in her cock. She had a way of looking at me over her shoulder, slowly, biting her lip, that left me completely undone.

And we repeated. Several times over the following weeks. With each encounter she loosened up more, and I discovered that behind that little-girl face was a deeply filthy woman, open to everything, with not a single boundary she was ashamed of. She’d whisper her fantasies in my ear while she jerked me off, ask me about mine with her tongue in my ear, and little by little she pulled on a thread I hadn’t even dared to touch myself. That was what pushed me, one of those afternoons in bed, with her semen still dripping between my ass cheeks, to whisper to her the fantasy I’d been keeping to myself for a long time.

—I’d love to be with two trans girls at the same time —I told her, barely looking at her, expecting a refusal—. Two hard cocks, one in each hole.

She propped herself on one elbow and fixed those gray eyes on me.

—Are you sure? —she asked, running her hand over my cock, which was already getting hard again—. Because I can give you that treat. We’re going to leave you a mess, daddy.

Of course I was sure.

—Of course I want that —I told her, and my mouth went dry just saying it.

***

Daniela took out her phone and dialed without thinking twice. She was talking to someone she trusted; that was obvious. Without lowering her voice, she told her that the man she was seeing regularly wanted a threesome and was inviting her. The other one accepted instantly. Daniela gave her my address, hung up, and turned to me with a smile that promised nothing calm.

—A friend is coming in an hour —she said—. And I’m sure you’re going to love her. She’s got a cock that’ll scare you.

That hour felt endless. I showered, tidied up a bit, opened a bottle. Every sound in the stairwell put me on alert. When the doorbell finally rang, I could barely hide how badly I wanted it: I was half hard just imagining it.

I opened the door and almost lost my breath.

She was a black woman, incredibly tall, close to six foot three, with very short hair that framed beautiful features. Another pair of movie-star tits and a body that looked sculpted. A real woman, one of those who stop a conversation dead when they walk into a room. Her name was Camila, she told me as she passed by, brushing my chest with her palm and lowering it to grab my bulge over my pants.

—Daniela said you’re well endowed —she murmured—. I can see she wasn’t lying.

The first drinks didn’t last long. Daniela knew the rhythm and started first, moving up to Camila and undressing her slowly, as if she were giving me a show on purpose. She pulled down her blouse, unclasped her bra, and out came huge, dark tits with hard nipples. She sucked them in front of me, her eyes locked on mine. When she slid off her underwear, something unexpected appeared: a thick, long cock, about eight inches, black and veined, rising in front of me without asking permission.

I didn’t think. I dropped to my knees and took it into my mouth almost immediately. At first I couldn’t get it all in; it was too thick and I had to open my jaw wide. I licked the glans, soaked it from top to bottom with spit, sucked her balls one by one, and then went back to the cock and started swallowing it little by little until the tip hit my throat and made my eyes water. Camila held the back of my neck without forcing me, setting a slow rhythm, and I let myself be carried away as if I’d been waiting for this moment my whole life.

—This fucker sucks cock so well —Camila said, looking at Daniela—. He takes it all.

—I knew you’d like him —Daniela murmured, coming over to kiss my neck while I stayed busy. She was already naked, and I felt her hard cock rubbing against my back—. Relax, the night is long.

And long it was. Daniela didn’t stay on the sidelines for long. She got behind me, spread my ass cheeks with her hands, spat into the hole, and started pushing in while I kept sucking Camila’s cock. I felt her entering, deep, all the way in, while Camila pushed my head down to make me swallow her whole. I was pinned on both sides. I could barely breathe, and I didn’t want them to stop.

They took turns. Camila sat on the couch and made me ride her like a bitch, her huge cock opening me slowly, while Daniela stood in front of me and shoved hers into my mouth. I bounced on Camila, my hands planted on her tits, while Daniela’s cock came in and out of my mouth to her rhythm. My cum was building at the tip and I had to clench hard not to come.

Then they laid me face down and both of them put it to my face at the same time: two hard cocks, different from each other, one pink and one dark, and I kept licking from one to the other, sucking both at once when they brought the tips close. They kissed over me, tongues out, letting their spit drip onto my lips.

***

At some point I lost all sense of time. We did everything imaginable among the three of us, changing positions, roles, hands and mouths, with no order or rules. They laughed, sought each other out, left me in the middle and then came back. At one point Daniela sat on Camila’s face and made her eat her ass while I sucked Daniela’s cock from the front. Another time I was the one stretched out, Daniela’s cock in my mouth and Camila’s tits rubbing across my chest while she fingered herself over me. I was the center and the toy at the same time, and I had never felt so wanted, so used, so fucked.

But what I really had in my head, the exact image I had been feeding for weeks, I saved for last. I asked for it out loud, without shame, because there wasn’t any left in that room.

—I want both of you at once —I said, my voice hoarse—. One in my mouth, the other in my ass. And I want you to move together.

I lay on my back on the bed, my head hanging slightly over the edge. Daniela positioned herself in front of me, her cock dripping in front of my lips. Camila settled between my legs, lifted them onto her shoulders, and coated her cock with lube without ever taking her eyes off me. There was a moment of stillness, the three of us breathing hard, before they started.

Camila pushed first. I felt her open me slowly, deeply, until her balls hit my ass. Daniela took advantage of that moment to slide her cock into my mouth upside down, pushing it down my throat from above. They filled me at both ends at once. I couldn’t move, I couldn’t speak, I could only let them fuck me.

And when they started moving, in sync, one filling my mouth and the other going deep inside me, every thrust from Camila shoved my throat against Daniela’s cock, and every push from Daniela drove me back against Camila’s. Something inside me came apart. I was split open, impaled by both of them, with no way out, and there wasn’t a single inch of my body that wasn’t bursting with pleasure.

It was so brutal, so exactly what I had imagined, that as soon as they started moving I came without touching myself, twice in a row, shaking between them, spraying semen over my own stomach. I felt the cum bursting out of me in spurts while they kept pounding me without stopping. They liked seeing me like that so much that they changed positions three more times before finishing, taking turns with the holes, drawing it out, squeezing every last second out of me.

Camila was the first to come. She pulled out her cock and rubbed it over my face, spraying her load across my mouth, my chin, my neck. Daniela couldn’t hold out any longer when she saw it: she pulled hers out of my mouth and came over me too, adding her semen to Camila’s. I was drenched, both loads mixing and sliding over my chest, and they bent down to clean me with their tongues, kissing each other with my cum and theirs in their mouths.

When they finally stopped, I was empty and happy, sunk into the mattress, unable to speak. They both collapsed at my sides, sweaty, laughing at my face, like idiots satisfied with themselves.

***

That has been, without a doubt, the strongest experience of my entire sex life. So much so that I’ve repeated it whenever I could, trying to recreate that exact moment, even though it’s never quite the same again. I don’t know how to properly describe what it feels like to be pierced by mouth and ass at the same time, with two hard cocks inside you moving together, with no way out, completely surrendered. I only know that I close my eyes, remember it, and I still get hard.