What My Instructor Hid Under Her Leggings

For years I’d carried the same fantasy around without daring to give it shape. Sleeping with a trans woman was an idea that kept coming back to me at the most unexpected moments, almost always at night, almost always alone. I’d read stories, watched videos, and at times I’d even masturbated imagining that exact scene. But fear always won. Every time curiosity pushed me one step forward, I took two back and buried the desire under layers of excuses.

It had been about three months since I’d signed up at the neighborhood gym. Nothing extraordinary: a medium-sized place, slightly old machines, and a morning schedule that suited me before work. The only truly extraordinary thing about that place was her. My instructor.

Her name was Nadia and she was twenty-six. She was blonde, with her hair falling down her back in a mane that looked heavy, light green eyes almost transparent, and a body that didn’t seem real. The first day I saw her I was speechless. Dumbfounded is the word that best describes it. She asked my name, I told her Adrián, and from then on I couldn’t stop looking for her with my eyes.

Session after session, the relationship between student and trainer grew until it turned into something like a friendship. We joked between sets, she corrected my posture by placing her hand on my lower back, and she stayed chatting with me when almost no one else was left. And meanwhile, I couldn’t stop imagining what she hid under her workout clothes.

Because Nadia worked out in a skin-tight pair of leggings that outlined her ass and crotch in almost indecent detail, and a short top that hugged her breasts. I imagined them firm, taut, with those nipples that every so often could be made out under the fabric when the place got colder. Every rep I did in front of her was an excuse to look at her.

***

One morning, after the session, I went to the bathroom down the back hall without realizing she was following me. I went into the men’s room and, to my surprise, Nadia came in right behind me. I stopped, bewildered. She walked past me, went into one of the stalls, and when I was heading toward the last cubicle, she came out to meet me.

—I was waiting for you —she said, leaning against the frame with a half smile.

—For me? —I asked, like an idiot.

—Of course for you. You think I don’t notice the way you look at me? —She took a step closer—. I know you’re dying for my body. And I’m going to be honest: ever since you showed up, I’ve wanted something with you too. Something with no strings attached.

My heart was pounding in my chest. I swallowed before answering.

—I’m not going to lie to you. I like you. I’ve fantasized about this many times.

Her smile faded a little, as if she were hesitating.

—But we have a problem, Adrián. Not everything is as it seems.

—What do you mean? —I frowned—. What’s not visible?

Instead of answering, she pulled a piece of paper out of the leggings pocket and put it in my hand. A phone number written in pen.

—Call me. We’ll meet up, I’ll explain it to you calmly and clear up those doubts I’ve just put in your head. —She winked at me and walked out of the bathroom, leaving me with my pulse racing and the paper sweating in my palm.

***

I couldn’t stop thinking about her for days. About her body, about her voice, about that phrase that had stuck in me like a hook. Not everything is as it seems. Five days later, when the session ended, I went up to her and reminded her that we had a conversation pending.

—Okay —she said, amused—. This afternoon, around eight. I’ll pick you up; I have your address from the gym form.

At exactly eight I went down to the street. She was waiting for me inside a low black car, the kind that growls at idle. I got in, and the driver was even more impressive than the car. We took a couple of long loops around the city while we talked about everything: work, studies, whether we had a partner, what we liked in bed. Each question she asked was a little bolder than the last. She ended up suggesting we go up to her place for a drink, and I agreed before she finished the sentence.

Her apartment was warm, neat, with a soft light that made it easy to linger. She told me to sit on the sofa while she changed. When I saw her appear down the hall, my heart lurched. She seemed more beautiful than ever: tight black shorts and a very short light green blouse that emphasized her chest. We ate something light, drank wine, and then she sat beside me on the sofa, very close.

—Do you remember I told you there were things you couldn’t see? —She looked at me steadily—. That they’d be a surprise for you.

—I remember perfectly. I haven’t thought about anything else.

—Then it’s better if you find out now. I don’t want to keep you intrigued any longer. —She took one of my hands in hers.

—What is it you have to tell me?

—You haven’t noticed, have you? —She smiled with a mix of nerves and boldness—. Not at the gym in the leggings, and not today in the shorts.

—I haven’t noticed anything that wasn’t your face —I admitted.

Then she guided my hand to her crotch and pressed it there, not letting go. I jolted. Under the fabric of the shorts there was an unmistakable bulge. Nadia was a trans woman. I was left speechless, paralyzed, with my hand still on her. And what was most bewildering was realizing that, far from pulling away, my own body had started to respond. I could feel my erection growing inside my pants.

—If you want, I’ll get dressed and take you home —she said softly—. It’s okay.

—No —I answered, firmer than I’d expected—. I don’t want to leave.

***

I stood up and she positioned herself in front of me. I kissed her neck slowly and smelled her perfume, intensely feminine. I ran my hands over her body and confirmed what I already knew: I was with a woman. A woman with a penis, yes, but a woman in every curve, every gesture, every pore of her skin. And I liked it more than I had ever dared imagine.

Without saying a word, she took me by the hand and led me to the bedroom. The room was dominated by a large bed. Nadia lay down and asked me to get on top of her. I went back to her neck, to her ears, to that perfume I was never going to forget, while her hands unfastened my pants and pulled them down along with my underwear. I took off her short blouse and discovered the breasts I’d imagined so many times: round, firm, with nipples that were begging to be licked. And that’s what I did, for a good while, while she finished stripping me completely.

She still had on the shorts. She asked me to lie on my back. I was hard, wet at the tip even before anything began. She took me in her hand and, very slowly, brought it to her mouth. Her tongue traced my head while she moved up and down with maddening calm. No one had ever done anything like that to me, with that mix of technique and hunger. When she felt I was about to lose control, she pulled away.

—Not yet —she murmured.

She lay face down. I moved beside her and began kissing her legs, long and smooth, while I lowered her shorts and tiny panties. She was completely shaved, with only a trimmed line of hair in the shape of a heart. That detail made me even hotter than I already was.

I spread her ass cheeks and discovered a perfect ass, with a pink opening that seemed to be asking for trouble. She turned and I saw her penis up close for the first time, shaved and erect, about fourteen centimeters, the glans peeking out pink beneath the skin. A drop of fluid was beading at the tip. I moistened my fingers in it and brought them to my mouth, almost without thinking.

The taste finished off any embarrassment I had left. I threw myself on her penis and started sucking it. It was the first time I’d done it, so I went by what I liked done to me: slowly, with my tongue, no rush. Nadia moaned and arched her back, and I enjoyed her pleasure as much as my own.

***

I knelt on the bed. She reached toward the nightstand, opened a drawer, and took out two condoms. She picked one up, put it in her mouth, and with a mastery that left me stunned, she rolled it onto me using only her lips. Then she got on all fours, leaving her ass right in front of me, and spread her cheeks as far as she could.

I entered slowly, centimeter by centimeter, until I felt her fully around me, hot and tight. I started moving in a slow rhythm that I gradually sped up, holding her by the hips. With my other hand I caressed her penis, and every so often I collected the fluid from the tip and brought it to her mouth so she could taste herself. I held out as long as I could, but the whole thing was too much: her ass, her moans, the image of the two of us in the wardrobe mirror. Within a few minutes I felt the cramp climb up my back and came in several waves inside the condom. When I pulled out, she removed it and cleaned the remains by running her tongue over my glans.

—Now it’s my turn —she said, holding out the other condom to me—. Put it on yourself.

I put it on with considerably less skill than she had, and obeyed when she asked me to get on all fours. She spread my cheeks and started licking me with a skill that made me discover a pleasure I didn’t even know existed. It was so intense that I was almost about to come again without being touched. Then she rested the head of her penis against me and, with infinite softness, slowly began to enter.

I felt every millimeter of that penetration. The rhythmic thrusts became more and more pleasurable with each push. Suddenly she drove in a little harder and I felt something that went straight to my soul: the head of her penis brushing my prostate, an indescribable sensation that made me grip the sheets hard with my fists. A little later I felt her shudder behind me, dig her fingers into my hips, and come. She pulled out slowly and I removed the condom myself, then licked the remnants with a gusto that surprised me.

I didn’t want to part from her. Nadia gave me back the favor by starting to suck me again, and we ended up in sixty-nine, devouring each other until both of us reached one last climax almost at the same time.

***

We got up and went to the bathroom. She washed my whole body with soap, rinsed me off, and dried me, after first kissing my penis and mouth again. When I was dry, I got into the shower with her and did exactly the same: soaped her up, rinsed her, dried her, and scattered kisses over her mouth, her penis, and her ass. Laughing with her under the water, naked and exhausted, was almost as good as everything that came before.

After that we got dressed and I told her I had to go. She offered to drive me. Near my place, when I got out of the car, I leaned in to kiss her.

—I hope you enjoyed the experience —she said—. If you want, we can do it again whenever you feel like it. It’s been an enormous pleasure to be the first for a guy like you.

—There will definitely be more times —I answered—. Tonight was incredible. Just like you.

I said goodbye with another kiss and went up to my apartment with the certainty that the fear that had held me back for years had just been buried forever. At last I had taken the step. And I wasn’t planning to take a single one back.