A Trans Woman Taught Me What I’d Been Missing

That night I went out for a walk aimlessly through downtown Monteverde, my shirt sticking to my back from the heat and a restlessness I couldn’t shake. I’d had a couple of beers alone in some random bar, and I still had that strange energy that sometimes pushes you to go looking for something without really knowing what.

It was on the old avenue, near the places that stay open late, that I saw her for the first time.

She was leaning against a wall under the orange glow of a streetlamp, and for a second I thought she was the most stunning woman I’d seen in a long time. She had a narrow waist, long, shapely legs, and a short dress that clung to her hips in a way that made me turn my head before I could stop myself.

Nothing about her gave away that she wasn’t what she appeared to be. Nothing, except the confidence with which she held my gaze when I walked past.

—Looking for company? —she asked, and her voice was soft, feminine, without a single break that might have made me doubt.

I stopped. I knew perfectly well what she was offering, and I knew in that very instant that I was going to accept.

—What’s your name? —I asked, because nothing better came to mind.

—Salomé —she replied, smiling sideways—. And are you going to stand there staring at me all night?

I didn’t care how much she would charge. I didn’t even ask. All I knew was that I wanted her with an urgency I hadn’t felt in a long time, and that I wasn’t going to pass up that waist, those legs, that mouth talking to me like it already knew everything about me.

***

The motel was three blocks away. We walked almost without talking, her in front, me behind, watching the sway of her hips with every step. When we entered the room and the door closed, the outside world stopped existing.

—Make yourself comfortable —Salomé said, dropping her bag on the table.

I sat on the edge of the bed and watched her move around the room, turn on the dim light, take off her shoes. Every gesture of hers had something practiced and at the same time natural about it, like someone who knows her own body down to the last inch.

I went up to her and admitted the obvious.

—I really like you —I murmured against her neck.

I started kissing her neckline, slowly moving down to her chest, while she slid a hand over my abdomen and kept going without haste. When she squeezed my cock through my pants, I let the air out in one sharp breath. I’d been rock hard since the street, straining against the fabric, and she stroked me up and down with her open palm, measuring my length.

—Wow —she whispered, amused—. You really were horny. It shows in that bulge of yours, look at how hard you are.

She undid my belt with an ease that made me even hotter. She yanked down my pants and boxers and took my cock out, held it in the air for a second as if weighing it, then began stroking it slowly, looking me in the eyes, without any rush. She jerked me off with a loose fist, her wrist turning at the tip, coaxing out a thread of fluid that she spread on her palm so she could glide better.

—What a delicious dick you’ve got —she murmured—. All swollen, throbbing.

I could barely contain myself. I returned the caresses, hiked the hem of her dress up to her waist, and groped her ass over the thong. Her butt was firm, round, hot beneath the fabric. When my fingers found the tight bulge in front that the thong could barely contain, I understood what she was hiding. A hard cock, trapped against her hip, throbbing as much as mine. Far from killing my arousal, it doubled it.

—Relax —she said, reading my face—. We’re going to take things slowly. You’re going to try everything, my love.

She undressed me with an ease that left me helpless. In a matter of minutes I was completely naked and she was still dressed, which in some way made me feel more exposed, more surrendered, with my cock standing up, pointing at her face while she still had her dress pulled down to her hips.

She gently pushed me until I was lying on my back on the cool sheets, legs spread and my cock resting against my belly, already dripping a thick little line from the tip.

***

What came after unraveled me inside.

Salomé knelt between my legs, grabbed my cock at the base, and took it all the way into her mouth in one go. I felt her take me to the back of her throat, swallow me, choke for a second, and come back up with her tongue pressed tight against the vein. She began sucking me off with a skill I’d never known before.

She wasn’t in a hurry. She went up and down, licking from my balls to the tip, pausing at the glans to lick the bead of fluid gathering there, spitting softly on it to make it slicker, and then taking me again to the back of her throat, cheeks hollowed. The wet sound, those gurgles from a throat full of cock, had me on the edge of cumming in less than a minute.

—Hang on, don’t come yet —she told me, pulling me out of her mouth with a smack and playfully tapping her tongue with the head of my cock—. We still have a lot to do.

She licked my balls one by one, sucked them into her mouth, made me lift my legs by pushing my thighs apart with her hands. I closed my eyes to focus only on the sensations. The heat of her mouth, the brush of her hair against my thighs, the wet sound she made every time she took me all the way in, the saliva running down from my balls to my ass.

And then I felt something new.

A warm tongue, right there, on my asshole, where no one had ever touched me before. A slow lick, almost a question. Then another, firmer one, pressing the tip against the entrance.

I jerked. Part of me wanted to close up, pull away, say no. But another part, one I didn’t know I had, opened wide with a rush of pleasure that ran through my entire back. Salomé’s tongue moved in circles, wetting me, pushing little by little, going in and out as if she were fucking me with the tip.

—I love how tight you are —she said softly, with her mouth pressed to my ass—. What a sweet little hole, all pink. I’m going to leave it open for you.

And she buried her face there again, eating me out hungrily, alternating long licks with sucks that made me clench the sheets in both fists.

What’s happening to me?, I thought, while I gripped the sheets and arched my back, wanting more.

I had no answer. I only knew that every time her tongue returned to that spot, a wave of heat climbed up from the center of my body and fogged my head. I, who had spent my whole life believing I was only one kind of man, was there with my legs spread and a tongue in my ass, silently begging her not to stop.

She kept at it for a good while, alternating between taking my cock down her throat and going back to suck my hole, until I could no longer tell where one caress ended and the other began. She slid a finger slick with saliva inside me, slowly, to the knuckles, and curved it once it was in, touching something that made me let out a hoarse groan I didn’t recognize as my own.

—There it is —she murmured, smiling—. That’s your spot, my love. Keep it for yourself.

I opened my eyes at some point and found her straightening up, finally letting her own body emerge from the thong.

It was a big cock, thick, hard, marked by a vein that pulsed slowly, the glans shiny with all the fluid gathered there. It hung heavy between her legs and bounced on its own with every breath. And, to my own surprise, I didn’t look away. On the contrary, my mouth watered.

***

Without thinking too much about it, I moved closer.

I took it with my hand first, testing the weight, surprised by how hot it was, by how alive it throbbed against my palm. I pulled the skin back and saw the glans swell, purple, with a clear drop hanging from the tip. I stuck out my tongue and caught it. It had a salty, thick taste that didn’t disgust me the way I’d always imagined it would.

Then I put it in my mouth. I felt it pulse against my tongue, hot, alive, and I understood that she was just as turned on as I was. I did what I could to take her in, even though it was impossible to fit it all. I choked the first few times, tears filled my eyes, but I kept going. I focused on the upper half, wrapping my lips tightly around the glans, sucking hard while jerking her off with my hand underneath.

—Just like that, slowly —Salomé gasped, with one hand tangled in my hair—. Suck it well, my love, get all the milk out that wants to come out.

I licked the vein underneath from her balls to the tip, took one of her testicles into my mouth and sucked it while I kept masturbating her. Hearing her moan with each movement of mine aroused me in a way I hadn’t expected. She began to push with her hips, fucking my mouth slowly, gripping the back of my neck so I’d take her deeper. I opened my throat as best I could and let her in, saliva running down my chin to my chest.

I liked giving her pleasure. I liked the idea that I, that night, would be the one making her lose control, even if only for a moment. I liked feeling that hard cock filling my mouth, throbbing against my palate.

But she had other plans, and I still didn’t know how far she was going to take me.

She pulled it out of my mouth with a pop, rubbed it across my lips and cheeks, wetting my face with her own saliva mixed with mine, and looked me in the eyes for a long second.

—Turn around —she said—. I want to fuck you.

***

I got on all fours at the edge of the bed, my heart pounding in my chest and my ass lifted high, offered to her. A mix of nerves and desire had me trembling before she even touched me.

Salomé took her time. She spread my ass cheeks with both hands and came back with her tongue, pushing it in as far as it would go, wetting the whole hole thoroughly. Then she put in one finger, then two, scissoring them open to stretch me, going in and out with a slow rhythm that made me clench around her without meaning to.

—Relax your little ass —she whispered—. Keep it soft for me, that way it slips in nice.

She took out a condom, rolled it on with two fingers, and coated it with lube on top, generously, letting the gel drip down her cock to her balls. Then she lubricated me, sliding in a shiny finger, turning it, pulling it out, pushing it back in with two.

Every centimeter she advanced was a new sensation, a border I was crossing without ever having planned to.

—You’re going to be mine tonight —she murmured, and there was something in the way she said it that finished melting me.

I felt the head press against my entrance, hot, wide, pushing. At first I thought it wouldn’t fit. I tensed without meaning to and she stopped, stroking my back, waiting. She pushed again, slower this time, and the head went in all at once with a sting that stole my breath. Then came the rest, centimeter by centimeter, sliding inside me until I felt her thighs pressed against my ass.

By the time I felt her all the way inside me, I’d already come once, almost without being touched, just from the pure vertigo of having a cock filling me for the first time. A long, thick jet escaped onto the mattress while she held my hips still, feeling me tighten around her from inside.

—Oh, you already came —she laughed, giving me a soft slap on the ass—. Easy now, you’re still hard. Now I’m really going to fuck you.

—Enjoy it —she added, leaning over my back to nibble my shoulder.

She started moving slowly, pulling almost all the way out and then burying herself in me again, one hand holding my hip and the other wrapping around to the front to grab my cock, which was still hard against my belly, and jerk me off in the same rhythm as her thrusts. I couldn’t believe what I was feeling. Every time she touched that spot inside me with the tip, a spasm ran from top to bottom.

I thought of all the times I’d wanted something and not known what it was.

I thought of how many things I had denied myself out of fear of what they meant.

And I let myself go.

Every thrust tore a moan out of me that I no longer bothered to hide. Salomé knew exactly what she was doing, how to change the angle, when to slow down, when to pick up the pace just when I thought I couldn’t take any more. She grabbed my hair and yanked my head back, and from that angle she started fucking me harder, her hips slamming against my ass, making that wet skin-on-skin sound that filled the whole room.

—That’s it —she whispered—. Let go. Tell me you like it.

—I like it —I gasped, not recognizing my own voice—. I love it. Fuck me harder.

—That’s what I wanted to hear, my love.

She drove it in to the hilt and stayed there, grinding inside me in circles with her hips, rubbing that thick head against the spot she’d found before with her finger. Then she pulled out and made me turn over onto my back, lifted my legs up onto her shoulders, and slammed it back in with a thrust that made me cry out.

From there she looked at me while she fucked me, her dress still bunched up at the waist, her fake tits peeking out from the neckline, her shiny cock going in and out of me. Mine was hard again, throbbing against my belly, leaking fresh fluid. She grabbed it and started jerking me off fast, in time with her thrusts, never taking her eyes off mine.

I let go. Completely.

***

I don’t know how long it lasted. Time became elastic, made only of her breathing against my face, of the impact of her balls against my ass every time she drove into me to the hilt, of the heat rising in ever more frequent waves. I came a second time with her still inside me, a thick stream that splattered up to my chest and another that fell onto my belly, while she squeezed my cock, wringing out the last drop.

I felt her shudder a little later, digging her fingers into my hip, slamming into me three more times with all her strength, and staying hard inside me while she let out a long, hoarse moan. I felt her throb through the latex, releasing, and part of me regretted that there was a condom in the way, that she wasn’t really filling me up from the inside.

After that we stayed still for a while, catching our breath, her still inside me, her chest rising and falling against mine. When she finally pulled out, I felt a strange emptiness, a hot hollow, and my legs were trembling as if I’d just run a race.

When I finally turned around and looked at her, she was smiling with a mix of pride and tenderness that disarmed me more than everything before it.

—So? —she asked—. Was it that terrible?

I laughed, still breathless, unable to find the right words.

—I wasn’t expecting any of this —I admitted.

—The ones who least expect it are the ones who enjoy it most —she said, tucking a strand of hair behind her ear.

While I got dressed, I couldn’t get one thought out of my head. How many times had I insisted with some woman, and how many had told me no to something that, now I understood, could be this intense. This hot. I’d spent years thinking I knew what I liked, and it took just one night, one cock, to discover everything I’d been missing.

Salomé walked me to the door and gave me a short, almost sweet kiss before letting me go.

—You know where to find me —she said.

I went out into the street with the cool air hitting my face and a new certainty settled in my chest, and my ass still throbbing hot as I walked. I walked back slowly, replaying every detail, knowing that avenue, that streetlamp, and that perfect waist were going to keep calling me.

And I knew, without the slightest doubt, that this wasn’t going to be the last time.