The Hotel Date with the Man Who Subdued Me

I’m a closet tranny, very discreet. By day I live like any ordinary man who works in an office, and nobody would suspect a thing. But every so often, I get the chance to dress like a woman, write stories, take photos of myself, and share them by email. That excites me so much I end up with my panties soaking wet.

In that routine, from time to time, I would find people with whom I exchanged a few emails until I learned their tastes and fantasies. One of them was Damián, an older man who wanted to dominate and punish a tranny. He loved writing me emails in which he humiliated me and ordered me how I should dress, how to pose, and what photos to take of myself to send him later.

I loved receiving those emails and answering them with the images he wanted, wearing exactly the panties he ordered, in the pose he asked for. In return, he sent me photos of his cock and some rewards that consisted of precise instructions for touching myself all over until my feminine underwear was completely soaked.

After a few months of exchanging messages, he wrote to tell me he was going to be visiting my city. He was coming to a textile fair for a few days and told me he’d have a few hours to be with me and indulge me. I suspected something and asked a little more about the invitation.

—From your stories I know what country and what city you live in —he replied—. I live in the capital, but every year I travel to this event for business. I’m very busy, though in the afternoon I can slip away. We’ll spend a while alone in my room.

—And what would you do with me? —I dared ask.

—I’d indulge you by subduing you like a female and punishing you like the filthy little slut you are —he wrote, and just reading it made my skin prickle.

I accepted the invitation, but I warned him that, because of the hour, I wouldn’t be able to bring any of my feminine clothes. I would be coming straight from the office, so I’d only be wearing a pair of panties under my usual clothes. He accepted and promised he’d bring everything we’d need. That’s how we arranged our first meeting.

***

I arrived right on time and found him sitting in a café near the event venue. When he saw me, he didn’t recognize me until I greeted him. Then he stood up and pulled out a chair for me to sit. I immediately noticed that not only was he taller than me: he was also much more built.

He treated me like a lady. He ordered a boozy slush drink to keep the waitress away and, as soon as we were alone, confessed that he already wanted to leave. I nodded as femininely as I could. He paid the bill and, outside, we found a taxi that took us to a well-known hotel in the city.

He paid the fare and we went in together. While he asked for the key at reception, I caught the woman at the desk warning him that visitors were only allowed until nine at night. Damián replied that it was a business matter and, on top of that, ordered some food: two pizzas and a couple of bottles of wine.

We went up to the room. As soon as he closed the door, his attitude changed completely.

—Take your clothes off. Stay in just your panties —he ordered in a firm voice.

I obeyed, excited, and stripped quickly until I was left as he’d asked. He looked at me and noticed I was wearing a feminine sanitary pad, that detail he liked so much. He handed me a black bag and pointed to the bathroom.

—Go change.

***

I walked toward the bathroom in the most feminine way I knew how and, once inside, changed as fast as I could. In the bag there was a pink dress with a skirt down to the knees, lace panties to match a padded bra, pantyhose, pink high heels in my size, a pack of sanitary pads, and some makeup.

I got myself together as best I could and came out dressed like a princess, with the panties he had bought me and the pad on just as he had demanded. I found him sitting on the bed, shirtless now, checking things in a suitcase. When he saw me like that, he stood up, hugged me, and kissed me.

—You’re gorgeous. You look like a real female —he murmured against my neck.

—It’s all to please you —I answered, forcing my voice to turn soft.

Then he took some ropes out of the suitcase. While he tied my hands and feet, he kept telling me I was his submissive, that he wanted to play with me for a while, until I begged him to feel his cock in my little ass. I let him do it, trembling. Once I was tied up, I knelt down.

He sat on the edge of the bed and pulled a dog collar with its leash out of the suitcase. He put it around my neck.

—Look at this obedient little bitch —he said, and tugged the leash until I was on my knees between his legs, my face in front of his crotch.

He was still wearing his pants and boxers. With my lips I could feel the hot bulge beneath the fabric. He moved me away for a moment, stood up, and took off only his pants. He sat back down and dragged my head against him again.

—Lick —he ordered.

I stuck out my tongue and started licking the boxers, especially where I could feel his cock hard and hot. I licked and kissed like a hungry female, with my hands still tied. He kept me like that for a long while, enjoying my obedience.

***

Then he pulled the leash and made me lie face down on the bed. I was burning. He positioned me so I’d lift my little ass, and by tying my knees and elbows too, he left me completely immobilized and offered to him.

The first thing he did was lift my skirt to take photos of me in my panties. Then he pulled them aside, covered me in cream, and started finger-fucking me. Later he pulled my panties all the way down and played with several toys at once.

I could feel some vibrating and moving inside me, others inflating, and there was another one thicker and harder that drew moans from me every time it went in and out. He kept it up until the door rang: it was the food.

He took off his boxers, stuffed them in my mouth, and pulled my panties back up so the vibrating dildo wouldn’t slip out. He put on a robe and went to receive the cart. When he came back, he found me soaking everything, flooding my panties helplessly.

I was so hot with that dildo vibrating inside me that I couldn’t hold back. Through the spasms I felt myself coming, felt myself exploding and soaking through completely while he watched me with satisfaction, unable to stop.

He switched off the vibrator and inspected my panties, commenting on how drenched I was. He pulled them down, took out the dildo, and as he did I got a little wetter and moved my ass again almost by instinct. That turned him on. He opened the robe and fucked me straight away, all the way to the hilt, drawing a moan from me even with his boxers in my mouth.

He started pounding harder and harder.

—You’re a filthy slut, a bitch in heat who only wants cock —he repeated, sinking deeper with each thrust.

I felt like a rag doll, drooling, unable to move. At one point he grabbed my hips, made me lift my little ass higher, and loosened the ropes around my arms and legs.

***

As soon as I was free, he turned me onto my back. He opened my legs, slid a pillow under my back, and tied each hand to the corresponding knee, leaving me with my legs open, raised, and my little ass very available. Then he fucked me again, never stopping the humiliation.

He took the boxers out of my mouth and, without stopping his thrusts, made me talk.

—Tell me what you are —he demanded.

—I’m a whore, a cheap, filthy bitch —I obeyed, burning with excitement at being treated like that—. My little ass is hot like a female in heat.

—Now beg me.

—Give it to me harder, shove it in deep, leave me full of cream —I pleaded, repeating every word he dictated to me.

I could feel his hard cock, hotter and hotter, driving all the way into my deepest places. While I kept begging him to fill me, he started coming inside me. I felt him explode, a hot liquid flooding me completely. He collapsed onto my body for a moment, without pulling out, pressing himself against my butt cheeks so his cream would go deeper.

When he recovered, he slowly pulled out and immediately shoved the first plug back into me.

—I don’t want my cream leaking out of you —he said.

I just took the toy, grateful and coy. He untied me, handed me another black bag, and sent me to the bathroom to get dressed before eating something and finishing up.

***

I stood up with my legs shaking and walked to the bathroom, careful that the plug wouldn’t slip out. I closed the door, undressed carefully, and took the clothes from the bag: this time a floral dress with a skirt, pink lace panties and matching bra, white pantyhose, and a red lipstick.

I dressed quickly starting with the panties so I wouldn’t lose the plug, and before pulling them up I put on a sanitary pad, that whim of his he had insisted on so much. I painted my lips and came out. Damián was waiting for me with the food served and a glass of wine.

We ate quickly, because it was already getting late. When we finished, he ordered me to dance for him. I obeyed, already relaxed from the wine, moving without purpose until he put on music. Then he took out the camera and started directing me: first how to move, then how to dance more and more sensually.

—Bring me the belt —he ordered.

I handed it over and he told me to get on all fours. He started punishing my ass with it while I moaned and, following his orders, thanked him for every blow. Then he had me pose, dressed like that, and photographed me from every angle, even lying on the floor while I opened my legs for him.

He handed me a dildo and ordered me to suck it in front of the camera. That excited him a lot. Then he put me on all fours, pulled out the plug, and took photos of his cream dripping from my little ass. When he was done, he put the camera down, laid me on my back, and tied my hands and feet. He climbed on top of me, sitting on my face, and ordered me to lick. I obeyed: first gently, then with more eagerness, until I was burying my tongue while he played with himself.

***

After that he untied me and ordered me to kneel on the floor. He tied my legs together, brought my hands between them and, passing the rope around my back to the collar, left me motionless. He went and got a remote-controlled vibrating plug and shoved it deep inside me.

He took some photos while humiliating me and making me beg, resting the head of his cock on my lips. I kissed it between pleas for him to let me suck it. Then he started shoving it into my mouth, faster and faster, deeper and deeper. I felt like I was choking, but I loved it. I loved feeling used, subdued, feminized.

—Touch yourself —he ordered.

I took my hands between my legs, though tied as I was I couldn’t pull down my panties or the pad, already soaked. He reached for the belt and started striking my ass and back, calling me whore, bitch, slave. I felt his cock get harder in my mouth until he came: part of it went straight down my throat, part stayed in my mouth, and the rest on my face.

He dropped down to sit on the bed, staring fixedly at me.

—Now soak your panties completely —he said, and turned on the plug’s remote.

I started touching myself while the toy vibrated inside me, tearing moans from me. He put a dildo in my mouth so I’d suck it and, every so often, swapped it for his cock, playing with the vibrator’s speed. He kept me like that, in front of him, until I spilled over without taking my panties off, like a proper little lady.

He noticed. He slipped his hands under my skirt, pulled out the soaking pad, and shoved it into my mouth. He took the camera and snapped a few more photos. Then he untied me, left the plug in, and told me it was time to get dressed and leave.

***

Still dizzy from the wine, I obeyed without taking the pad out of my mouth. I put my clothes on over everything without taking off the dress and went to the bathroom while he packed everything he wanted to give me into a bag. I took off my makeup, tidied myself up as best I could, and came out.

Damián handed me the bag and opened the door. I hurried out and, once in the hallway, took off the dog collar I was still wearing. I walked as best I could to the elevator. It was barely ten at night, but I was ready to sleep like a satisfied female.

I walked a couple of blocks until I found a taxi. I got home, took off my clothes, and stayed in just panties and bra. Once in bed, I took out the plug and felt how his cream was still leaking between my legs, soaking me completely. That’s how I fell asleep, like a princess.

I hope you enjoyed my story. I love writing them and sharing, through them, my fantasies and my few experiences as a tranny.