I am a 23-year-old Hispanic man. I am 5'3", and 118 pounds. When I was growing up, I was teased often for being such a pretty boy. My hairless body, my black shiny hair, and my over sized lips not to mention my large round ass and tiny waist made me the favorite target of locker room humor and torture. I never appreciated my looks and body until recently. I have a job as a bellboy in a small very exclusive hotel. I see many interesting people, especially attractive men. Almost always they are accompanied by attractive women or other attractive men. One weekend, a very attractive man checked in, alone. He is 6'3", around 225 pounds, with fierce blue eyes and jet-black hair. His trim waist and broad shoulders turned the head of almost everyone in the lobby. I almost knocked over the other bellboy to have the chance to carry his bags. As I escorted him to his room, I was blown away by his engaging smile and easy, confident manner. He gave me a generous tip, then asked about valet services. He explained he needed a pair of pants pressed immediately. I told him I would be happy to take care of it for him. He reached into his bag, and gave me the pants. I noticed right away they came from a private tailor. I could not take my eyes off his beautiful smile as he slowly closed the room door. I practically ran to the valet station, pressed the pants myself, and ran back. There was no answer when I knocked on the door. Assuming he had gone out, I opened the door to set the pants on a hanger for him. As I was putting the pants on the hanger, he emerged from the shower room. He had only a towel around his waist. I don't know who was more surprised, he or I. My eyes were instantly drawn to the opening in front of the towel. His cockhead was peeking out. Not even hard, the head was the fattest that I had ever seen. I guess my staring gave me away, because he said," like what you see bitch?" I was instantly turned on by his language. I could only nod as I slowly dropped to my knees, never taking my eyes off that fat head. I leaned forward to kiss it, and it started to grow. My mouth took the head in. It stretched my lips as far as they would go. I eased forward as far as I could, taking maybe half of his 9 inches in. Then I felt his hand on the back of my head, holding it in place as he pushed more of his fat dick down my throat. That is a total turn on for me. I love for a guy to dominate me in this way. And this guy really knew what he was doing. After 20 minutes or so, with my jaw absolutely aching, he forced his dick in until my lips were wrapped around the base. He stopped moving his hips, grabbed me by my hair, and tilted my face up to look at him. I must have been quite a sight, with my mouth completely filled with his cock. Then he started to slowly fuck my mouth. His long slow strokes were so perfect; I know he loved feeling his cock head entering my throat. My hands massaged his oversized balls. When I felt them tighten, I know he was ready to cum. He did not announce it as many guys do; he just started cumming, never slowing down his motion. His cum spewed into my throat, in my mouth, and then, he dramatically pulled out and shot a few squirts on my face. Then he rubbed his cock all over my face while I sucked on his balls. " That's a good little girl" was all he said to me. Then he turned around, went into the bathroom again and shut the door. I had cum in my pants while giving him his pleasure. I was so totally satisfied I could barely finish my shift. When I went to my small apartment, I simply fell on the bed and fell asleep. When I arrived at work the next day, there was a small box wrapped beautifully with my name on it. I opened the card, and it simply said " 10:00 p.m." on it. I opened the lid, and sitting in the wads of tissue paper was a tiny white lace thong. I touched the fabric, savoring the delicate feel. My tiny dick sprang to attention. It seemed to take forever for the appointed hour to arrive. At 9:45, I went to the mens room, with a small bathroom kit. I thoroughly cleaned myself. I washed with a small towel every part of my body, paying particular attention to my tight back passage. I wanted to be completely clean for my Adonis. I exchanged my bikini briefs for this ultra thin white lace thong. Stealing a moment to admire how they looked on me, I noted with no small satisfaction that on my thin frame they looked very sexy. I now knew why I had the body I had. Looking over my shoulder in the mirror, I looked like a smooth sweet teenage girl. My round smooth ass, slim waist and lean legs would make any girl envious. I knew then I was going to give my mystery man a show he would not soon forget. I put my outer clothes back on, and breathlessly went to his door. I knocked lightly. He answered. He smiled with that million dollar smile, and indicated I should come in. He was dressed in simple black slacks, white cotton button down shirt and expensive leather shoes. He offered me some of the champagne he had in a bucket of ice. I demurely sipped as we looked at each other in silence. The sexual energy in the room was intense. Then he asked me if I received his gift. I stood up, removed my pants, then my shirt to show him. I could see the appreciation in his eyes...and his pants. I let him get an eyeful of my ass, then slowly climbed into his lap. I loved feeling his hardness on my thigh and ass. I loved the way he gently but firmly took my head in his hands as he kissed me. I spread my legs wide so I could straddle him. I pressed my tiny dick still in the lacy material against his firm stomach. I moved my ass to massage his hard cock. He let one hand slide down my back to my ass. He squeezed and massaged my firm ass, commenting how he loved a smooth round ass on a pretty boy. His large middle finger found its way to my asshole. He teased me for a few minutes, then started to press it in. My asshole was far too tight to open for him. He reached under the side table and retrieved a jar of lubricant. I watched as he dipped his middle finger into the jar. He raised his middle finger up, and asked me if I knew where this finger was going. I nodded yes. He placed the finger at my opening. Looking into his eyes, I pressed back into the finger. It was tight, but it felt so good. I felt his cock jump a little as his finger twirled in my ass. Then he asked me if I knew what else was going to be up my ass soon. I looked him in the eyes again, grabbed his oversized manhood and again nodded yes. I stroked his cock through his pants for a few more minutes while he stretched my asshole with another large finger.
I got off of him, took another gulp of champagne, then sauntered to the large dresser. Bending over it, I watched his reaction in the mirror on the wall behind the dresser. He watched me in appreciation, then stood up. He took off his shirt, exposing a very well defined upper body with beautiful hairy chest. Then he took off his pants, and that huge cock popped out. It stilled looked too big on his frame, but I certainly was not going to complain. He grabbed the jar of lube, and walked over to me stroking that magnificent pillar of meat. He placed the jar on the dresser next to me, took another dip of it and applied it to my asshole. I watched in the mirror as he aimed his cock at my pussy, then felt as he pressed forward. For a few minutes I really felt there was no way it was going to fit. Then he pulled my hair back, making me look at him in the mirror and told me to relax. I did, and he slid part way in. I was feeling some pain, but I really did want this. He told me to press back when I was ready. After a few minutes of getting used to him, I pressed back. He was pinching my nipples rather hard, and then he was all the way in. I was amazed when I felt his heavy balls near my own. He told me I was good and tight. Then he grabbed my hips. I looked at his reflection in the mirror, and I saw the look on his face. I was going to be fucked, and fucked hard. He took his magnificence out of me, leaving my hole open and begging to be filled again. He said he wasn't going to last long in my tight ass. Then he spread my globes and pressed himself back into me. This time he was not teasing. He was fucking me. Glancing in the mirror at his image, I saw his eyes closed in concentration. Although I needed no encouragement, he was pulling me on his cock at a furious pace. I tightened my grip on his cock, then felt it pulsing. He never stopped ramming into me, but I felt his cum dripping from my asshole to my thigh. He kept plowing me, even as he was softening. I waited until it fell from my ass, then I sank to me knees and took it in my mouth. I sucked and licked his cum from his cock, balls and hair. It was then I noticed I had cum also. Some of my cum had wet the front of the thong.
This time, he did not leave me. He helped me up off the floor, then led me to his king size bed. He held me in his muscular tan arms and drifted off to sleep. It took me a little longer to fall asleep. I was excited knowing I had been truly fucked like a girl, and I loved it. I was thinking that I would do anything to have this man treat me like the wanton sissy slut I was.
I awoke with a poke in the back. His cock was stiff again, even though he was still asleep. I hoped he was dreaming of fucking me. I wrapped my hands around it, and took the head in my mouth. I loved the look and feel of his hard cock, the spectacular helmet crowning the top. I loved feeling the spongy crown bumping down into my throat. I loved the smell of my ass and his cum on his balls and the hair around his cock. I loved feeling his hardness pulse as I worked with my mouth, tongue, lips and hands to give him pleasure. Then, as he started to awaken, he started gently thrusting in and out of my mouth. The urgency of his thrusting the night before was not evident. He was simply enjoying his slut work his cock. And that is exactly what I was. I was his slut.
Without words, I knew that the time had arrived to make him cum. Over an hour had elapsed, he stayed hard the entire time, and I took my time giving him pleasure. Now to empty his balls. Using my hands and mouth, I worked up and down that cock. I knew he was close when he grabbed the back of my head and thrust all the way in. there was not the volume of cum that I received the previous night, but he was thrusting just as hard. I knew I had done a good job of emptying his balls. I kept his cock in his mouth until it was soft again. Then he got up and headed to the bathroom. I was tired from my early morning workout, and drifted to a peaceful satisfied sleep. When I awoke, he was dressing for work. What a pleasure to watch a man that has sexually claimed you get dressed. Then he sat on the edge of the bed saying we needed to talk seriously. Oh no, I thought. Here it comes. He was married, going home to his wife. Or that he enjoyed fucking me, but to make sure I was out by noon.
I couldn't have been more wrong. He said he thought I was very sexy. He said he loved sissy boys. That I was the sexiest sissy he had ever been with. That he wanted me to be more of a sissy. He gave me a business card with no name on it, only a phone number. Tell them Rene sent you he said. Be ready for me at 8:00 p.m. Then he was off to work.
I called the number from the phone next to the bed. A deep female voice answered, and said for me to come to her place of business by noon. And that anyone friend of Mr. Rene's was a friend of hers.
The taxi dropped me off in front of the address that the woman on the phone had mentioned, but this was a residential neighborhood. I stood there for a few moments, when a voice from the door asked if I was reconsidering. No I answered, just confused. Well, if Mr. Rene wants you ready by 8:00 please do not waste any time came the answer. What is it that I am doing to get ready I asked. Silly girl, came the answer, you are going to be his mistress. His mistress!!!! Oh my!! This was too exciting!
I went to the door that I had been conversing with. A loud buzzing told me that the door was unlocked for me. A spectacular looking woman greeted me. Welcome! She said. To what are you welcoming me I asked. To the first day of the rest of your sissy life she answered. Then she gave me a swat on my ass, grabbing it a little. Very nice she whispered, I am sure Mr. Rene enjoys this. I smiled in response.
To say that I emerged from that wonderful door a completely different person would be a huge understatement. For 3 hours I learned to walk in 5" heels, sit properly with my legs demurely crossed while exposing plenty of thigh, make the most of my smooth chest including wearing a corset that created a cleavage, properly applying make up, and most important tucking my miniscule dick to give me the ultimate womanly look.
Wearing a very tight corset with sheer black stockings attached, a black satin thong, a tight black cocktail length silk dress and 5" heel black backless shoes, completely made up and my black hair cut to a very feminine length, I was the image of a very well put together woman. I was anxious to have Mr. Rene treat me like the wanton slut bitch I really was.
Meeting Mr. Rene in a very upscale club was a delight. The other guests were turning their heads to take a look at us, easily the most beautiful couple in the place. My perfect white teeth gleamed in wonderful contrast with my glossy red lips. I could see Mr. Rene was already showing his approval in his pants. I had been erect since I slipped the stockings on several hours ago. Thankfully I had been provided with a small device that kept any ungirly things from popping up in the wrong spot.
All during our meal, I flirted shamelessly with Mr. Rene. I used my shoe to rub his manhood under the table. I opened my mouth wide to take a piece of fruit from his fork, then licked my lips seductively. When he ordered a drink for dessert, he leaned over and told me that I was exactly the kind of bitch ( that's the word he used) that he had been looking for, and that if I was interested, he would make me his bitch. Before I could verbally answer him, the sparkle in my eyes told him my answer. He finished his drink, helped me from my chair, and escorted me out of the club, all the while squeezing my fleshy ass.
When we got back to his room, I excused myself to the bathroom. I quickly removed my special device, but left the thong on. Then I lubed myself. I knew he wanted to fuck me, and I wanted him to fuck me. I freshened my make up, then returned to him. He had taken off his jacket and shoes. I approached him, kissing him, slowly unbuttoning his shirt and kissing my way down his torso. I undid his belt buckle, then the top catch on his pants. I reached in and grabbed his cock. The fat head poked out above the pants, and I wasted no time getting in my mouth. He was leaking already. Without the cockhead leaving my mouth I unzipped him, and let his pants fall to the floor. I let him grab my head and fuck my face for a little while, then I raised myself up, kissing him along the way. Grabbing him by his cock, I laid on the bed on my back, placed a pillow under the small of my back, then pulled him on top of me. I raised my legs high and wide for him, then guided him to my tight lubed hole. He was very eager, and jammed it hard into me. That caused me some pain, but I didn't complain. I was his bitch and we both knew it. He was going to fuck me any way he wanted, and not only was I going to accept it, I would enjoy it. A glance in the mirror showed me on my back, still clothed as a girly girl, with my knees in my chest, and my black high heels on his shoulders, with his muscular ass pounding in and out of me. I grabbed his ass with my manicured fingers to pull him deeper into me. When he leaned down to kiss me, I came. My fluid spurted on our stomachs, my flat smooth one and his hard hairy one. Then I concentrated on clamping my ass tight around his oversized manhood. He lasted only a few minutes after that. He pulled out, and came on my face and dress. I quickly took him in my mouth, tasting my musky ass and his salty cum. I sucked any leftover cum from his deflating cock.
That was the beginning of a wonderful life for me. I recently started taking female hormones. Rene wants me to have breasts. He has picked out rather large ones for me. I wear large rings on my now pierced nipples that he loves to pull on when he is playing with them. He also picked out a tattoo for me. It is on my back, just above my waist. It defines me to anyone looking. It simply states " Rene's Bitch".