I Dressed as a Woman and She Offered Me to Several Men

The club we went to was on a street with no visible name, behind a metal door that announced nothing. Inside, though, it was another world: low lights, music that vibrated in the chest, and a mix of people you wouldn’t find anywhere else in the city. Couples, single men, drag queens, trans women. Every gathering had its own mood, and that New Year’s morning the air already smelled like something that was about to overflow.

We’d arrived early, Renata and I. It was a midday date, the kind few people expect and that’s why they’re often the most intense. She was driving and I was looking out the window with the bag of clothes on my lap, feeling my stomach pound.

—Today I want to see you do everything —she told me at a stoplight, not taking her eyes off the road—. I want to see how far you can go dressed as a woman. I want to see you with cocks in your mouth and your ass open, let’s see if you can take it.

How far I can go.

Those words stayed stuck in me for the whole ride, and so did the others, the dirtier ones, the ones that made me cross my legs under the bag because I was already getting hard. Renata was a woman, and she liked to watch me, direct me, decide for me when I lost my head. We’d been together long enough for her to know exactly which phrase to use to turn me on.

—How far do you want me to go? —I asked, even though I already knew the answer.

—As far as your body can take it —she answered, and smiled for the first time—. And a little further.

***

As soon as we went in, I headed straight to the bathroom to change. That’s always how I do it. I like that nobody sees me arrive in my male version, with loose clothes and a heavy step. I prefer to disappear for a while and reappear turned into someone else, as if I were crossing a border.

I’d brought a black mini dress with side cutouts, the kind that lets people see you’re not wearing anything underneath if you move wrong. And I wasn’t wearing anything underneath, of course. I slipped on some sky-high platforms, the kind dancers wear, and when I looked at myself in the mirror I laughed alone: with those heels I was almost two meters tall. A tower. Impossible to go unnoticed.

I touched up my lips, took a deep breath, and went out.

The hallway led me back to the main room, and from the door I saw Renata standing next to the host and three men. They were talking about nothing in particular, the kind of filler conversation people keep up while they decide what they really want. There were few of us that morning, and as I scanned the room I realized something: I was the only trans woman there.

I walked over and told Renata in her ear.

—I’m the only tranny here.

—You won’t have a better moment than this —she answered, also in my ear, with that low voice that undoes me—. They’ll line up to fuck you, baby.

And that lit me up in a way I couldn’t hide. I felt the heat rise from my chest to my face, and also between my legs, where the fabric of the dress was already sticking to me from how wet the tip had gotten. The three men looked at me without hiding it, running their eyes over me from the platforms to my mouth, and one of them, the biggest, slowly ran his tongue over his upper lip, making me squeeze my thighs together.

***

It was her who started it all. With a naturalness that left me breathless, she asked them to take me out dancing.

—Dance with her —she said—. Feel her up. I want to watch.

No more was needed. The first one took me by the waist, the second stood behind me, the third reached for my hand. The music was slow, heavy, and the bodies arranged themselves around mine as if they already knew how the story ended. I started kissing one, then another, then the third. I’d turn a little at a time, sharing myself between them, feeling all of them. I shoved my tongue all the way down the first one’s throat while the second bit my neck from behind and the third sucked my fingers like they were something else.

Hands everywhere. One hand slid up my thigh under the dress, another squeezed my hip, a third went down my back to the edge of the fabric and from there slipped between my ass cheeks, groping, searching. I felt a thick finger press my hole over the skin, not entering yet, just hinting, and a moan escaped me against the mouth I was kissing. I had to take off the platforms because with them I was half a head taller than each of them and the angle was useless. Barefoot, all of a sudden, I fit perfectly between their bodies.

And then I felt them. Hard, against my back, against my hip, against my belly when I faced them. Three swollen cocks under their pants, each one pushing in its own place, marking my body like stamps. Every movement of the dance pressed them harder against me. I closed my eyes and searched for Renata with my gaze whenever I could. She was sitting in an armchair, one leg crossed over the other, watching every detail like someone directing a scene she had written in her head a long time ago. She’d hiked her skirt up a little and had her hand between her thighs, moving it very slowly.

The boldest of the three slid his hand between my legs under the dress, grabbed my cock with his whole palm and squeezed it right away. Then he let go, reached around behind me, and started working me with his middle finger, first over the hole, then pushing in little by little. He didn’t have to try too hard: I was already on the edge, I’d been on the edge for minutes, dribbling saliva from all the kissing and with my ass open with desire.

—Take off her dress —Renata said from the armchair—. She’s ready.

They did it between two of them. The black fabric fell to the floor and I was left completely naked in the middle of the room, with my cock standing, shining with liquid at the tip, exposed under the low lights. One of them crouched down and tasted me with his mouth, slowly, looking up at me from below. He took me all the way in at once, down to the throat, and pulled back with me full of saliva. Then he sucked me again at the tip, giving me soft little licks on the frenulum, while the second one sucked a nipple and the third knelt behind me, opened my butt cheeks with both hands and ran his entire tongue over my hole, from bottom to top, long, wet, unhurried.

I screamed. I couldn’t do anything else. I felt my legs trembling and had to lean on the shoulder of the one kneeling in front of me so I wouldn’t fall. The tongue from behind went in and out, pushing, opening me. The mouth in front swallowed me whole. The third man’s fingers pinched my nipples until they turned hard as stones.

—Put on the condom —I begged them, my voice broken, almost out of breath—. Fuck me. Now. All three of you.

***

Before going on, I looked for Renata with my eyes and gave her a signal. She understood. She came over and checked that everything was as clean as possible, that each of them was using protection. It was our rule, the one we never broke no matter how hot the situation got. In those environments, care is not optional, and she knew that better than anyone. That attention of hers, that way of protecting me even while handing me over to others, made me trust her without reservation.

When she gave me the green light, I let go completely.

The first one sat in the armchair and I mounted him, facing him, sinking down slowly onto his cock. I felt it opening me little by little, the ring of my ass giving way centimeter by centimeter until my cheeks were resting on his thighs. I stayed still for a second, breathing, adjusting to the bulge inside. Then I started going up and down, with my hands on his chest, looking him in the eyes while he watched my tits bounce.

The second one stood in front of me, cock at mouth level, and I didn’t have to think about it. I opened my mouth and took him all the way in at once. I sucked him with hunger, both hands on his ass pushing him inward, while the one below kept fucking my ass. The third one came up from the side and made me turn my face to take his too. I alternated: one and the other, one and the other, sucking both, letting my mouth fill until saliva was running down my chin.

—Like that, whore, that’s how I want to see you —Renata murmured from the armchair—. With two in your mouth and one in your ass. Let all your holes be occupied.

Hearing her made me clamp my ass around the cock inside me and the man underneath groaned hard, dug his fingers into my hips and started fucking me from below with more force, pounding me down onto him with every thrust. I kept sucking, gone, letting myself be used, feeling my throat burning and my ass open and pleasure climbing up my spine.

I lost track of time almost immediately. I don’t know how many times I changed position, men, rhythm. I knelt, leaned over the back of the armchair with my ass out so they could take me from behind, sat on one while another waited with his cock in his hand. They put me on all fours and fucked me doggy-style, laid me on my back and lifted my legs up to my ears to drive in all the way, made me stand against the wall and took me from behind while covering my mouth with a hand so I wouldn’t scream so much. There were three at first, but the room kept changing: more men appeared through the door of the little room next door, drawn by the noise, by the moans, by the smell of sex that was already starting to saturate the air, and Renata received them like a hostess.

—Wash your hands —she told them—. And the condom, no exceptions.

Only then did she let them come near.

They weren’t anything spectacular, if I’m honest. None of them were the kind you see in videos, exaggerated, impossible. They were normal, some even small. But they lasted forever, and in the end that mattered a lot more. The boldest one, the one who’d touched me first while dancing, took me three times over the course of the morning. The first time he fucked me from behind while I sucked another one; the second time he made me ride him until I dug my nails into his chest and came on top of him without touching myself; the third time he put me face down on the armchair, spread my ass cheeks with both hands and buried himself in me until I felt his balls slapping my perineum with every thrust. Renata told me later he’d even left the club to buy a pill so he could last longer. I laughed when she told me, but at the time all I felt was the absurd pride of knowing a man had gone out into the street for me.

***

At some point, when we’d already been at it a good while, Renata proposed something new.

—I want to see her with two at the same time —she said, and pointed to two of them—. From behind. Both of them. In the same hole.

There was a brief silence, the kind where everyone calculates whether it’s possible. They looked at each other, agreed with a couple of words, and started getting it ready. Renata knew something like that doesn’t happen by improvisation: it takes a lot of lube, a lot of patience, and above all real desire from both sides. She brought the bottle herself and coated me well, putting two fingers in first, then three, moving them in circles until I felt myself loosen completely.

—She’s ready —she told the two of them, with the calm of a symphony conductor—. Go slowly.

I sat first on one of them, the thinner one, lowering myself slowly until I had him all the way inside. He helped me settle in, carefully, holding me by the hips, and then he hugged me and pulled me back, leaving me against his chest, legs spread and hanging over his. Renata came over and showed the second one how to position himself, at what angle, at what pace. She directed everything with the calm of someone who doesn’t want anything to go wrong.

—Push in little by little —she told him—. When she breathes, go in a centimeter. When she swallows, another one.

The second one put the tip against my hole, beside the cock already inside me, and pressed softly. I felt a clean, sharp burn that made me dig my nails into the arm of the one I had underneath me. Renata stroked my face.

—Breathe, baby. Relax. Let him in.

I breathed. I relaxed. And I felt the second cock slide in beside the first, opening me more than I thought possible, until both were inside, throbbing together, squeezed against each other by the walls of my ass.

When we managed it, a sound escaped me that I didn’t recognize as my own. A long, broken, animal moan. It’s a sensation that’s hard to explain: a fullness that brushes against excess, a point where pleasure and limit blur together. I clung to the shoulder of the one I had underneath me and let the other start moving slowly, in and out, while the one below stayed still, letting me feel every millimeter. Then they switched: the one moving stayed still, and the other pushed from below. Then both at once, alternating, counterpointing each other, one going in as the other came out, until they lost the rhythm and fucked me both at once, uncoordinated, in a chaos that made me scream.

Renata held my gaze the whole time, nodding, telling me wordlessly that it was okay, that I could do it, to keep going. She had her hand inside her panties and was touching herself while looking at me, biting her lower lip.

I came like that, without touching myself, twice in a row, without really understanding how. The first time splattered my belly and the chest of the man beneath me; the second time there was barely any semen, just dry, long contractions that left me shaking. I tried to warn them, babbled something between gasps, but by then I no longer controlled anything my body was doing.

***

After that they took turns. One after another, in an order I no longer kept track of. I saw more men come into the little room and Renata repeating the same thing over and over, like a ritual: wash your hands, put on the condom, okay now. One of them would fuck me from behind while I sucked another, and when they finished they’d switch, without saying anything, as if their movements had been choreographed. I felt one of them come inside the condom, the hot throbbing against my walls, and before he’d even pulled out there was already another one waiting for his turn.

I figure I was with about five men in total, though between them all they gave me many more rounds than that. Fifteen, maybe more. I lost count right away and honestly I didn’t want to count. I wanted to be there, in that state where time stops existing and there’s only skin, heat, the cock of the moment opening me, and Renata’s voice guiding everything from the side.

It was close to two in the afternoon when the organizer announced that the gathering was coming to an end. Almost four hours had passed. Four hours that felt like twenty minutes.

When I stood up, barefoot, disheveled, makeup smeared, and my own semen dried on my belly, I realized what shape I was in. I smelled of sweat, saliva, sex, a mix that in any other context would have embarrassed me and that at that moment seemed delicious. My ass was still open, throbbing, with that strange empty feeling that’s left after hours of being full. The little room was a mess: used condoms everywhere, wrappers tossed around that hadn’t even made it to the trash.

The men said goodbye one by one. Some kissed me on the cheek, others thanked me as if I’d done them some enormous favor. The boldest one was the last to leave, and before going out he held my face in his hands and looked at me for a second longer than necessary.

***

Renata came over when no one was left. She had my dress in one hand and my platforms in the other. Her face had the look of someone who had just seen a desire fulfilled that she’d been keeping to herself for a long time.

—Are you okay? —she asked me, and for the first time all morning her voice was soft, almost shy.

—Better than okay —I told her.

She helped me get dressed, slowly, as if gathering up the pieces of something she herself had deliberately taken apart. Before we left, she asked me to turn around and took a photo of me. Just one. Then she showed it to me on the phone screen, saying nothing, letting me see what she’d been watching all that time.

I didn’t say anything either. There was no need.

We drove back in silence, with the city lit up by New Year’s lights, and I rested my head against the window thinking about what had just happened. I had crossed a border I didn’t know I had. I had gone, just as she wanted, as far as my body could take me.

From that day on, something changed in me. I couldn’t fully explain it. I only know that when Renata looks at me a certain way, with that half-smile she keeps just for me, I feel the same vertigo from that morning all over again, and I understand that the only thing I want is for her to take me, once more, to the limit.