I have an almost insatiable sexual appetite and am usually willing to have sex with someone after a few dates if I find them attractive and they treat me decently. However, I never thought I would find myself in a situation where I would have sex for money. I am a webcam trans but meeting someone in real life is different. That changed when I met a really sweet older man who just wanted someone to help him feel alive again. I am a very passable shemale who loves to wear revealing clothing and get lots of attention from men. I have been told that I am a very talented sexual partner, especially when it comes to oral sex. I love sucking and having my mouth full of hot, creamy cum. Not only that, but I like the feel of a thick, hard male thing in my ass almost as much. I spend a lot of time in nature and regularly hike the various trails near where I live. There I met the man who would make me his personal hottie.
His name was Paul. I met Paul on one of the local hiking trails near my home. I usually hike in very skimpy shorts, hiking boots, and skimpy tops because I like the attention I get. When I met Paul, I was in my early twenties and everything was tight and toned. I’m about 5’7″ and weighed about 150 pounds at the time. I have long tanned legs and a round firm butt, with very feminine curves and a “Demi Moore” voice. I have used some mastectomy breast forms that give me a DD rack. I have very small dangling bits that stick very flat. I had seen Paul several times on my various walks. I always said “hello” when I passed him, and he seemed friendly. He seemed friendly and had an air of sophistication. I had noticed him checking out my ass various times and he looked at me admiringly but was never creepy. He never spoke to me directly until one day we unexpectedly met where two trails met.
Sexual Appetite for older men
He introduced himself and asked if I would mind if he walked with me. I told him I would enjoy the company, and we continued together. “I’ve seen you walk here many times. Aren’t you afraid to walk alone?” he asked. “I’ve never had a problem here,” I said. “There are always people around, so I feel pretty safe.”. “I guess so,” he said. “My name is Paul. What’s yours?”. “Alejandro,” I replied. “Nice to meet you.”. Paul and I made small talk as we walked. He went on to tell me he was a widower and had lost his wife about three years ago. He was sixty-three years old and lived alone in a house on the edge of the park where we were walking. Paul was an attractive man, slim but not thin, and seemed to be in pretty good shape. As we walked, he told me how pretty I was and commented on how good shape I was in. I thanked him for his compliments and when we’re leaving, he asked me if I was dating anyone or married.
I told him that I was not in a relationship at the moment. As we continued walking down the path, he asked me if I would come to his house for coffee. I hesitated for a moment, not sure if that was a good idea since I had really just met him and didn’t know him from Adam. For all I knew, he could be a serial killer. I think he thought he had jumped the gun a little and started apologizing profusely. I assured him that I was not offended. I sensed he was lonely, so I agreed to go with him.
We walked a few more minutes and came to a nice house just outside the park. He invited me in and I immediately noticed that the house was spotless and on the walls were photos of Paul and people I assumed were family members. I noticed a photo of a much younger Paul with a pretty woman he identified as his former wife. We drank coffee on his patio and talked for a while. We sat close together at a bistro table in his backyard, and at one point he stroked my bare knee with his hand while we talked. I let it pass and he did it again, putting his hand on my knee for a second or two before pulling it away. I could tell he was interested in more than coffee. I smiled at him and said, “Paul, if you touch my leg one more time, I think you’ll like me.”
“I like you, Alejandro,” he said. “I’ve been very lonely since my wife died, and I’ve been starving for the company of a woman.”. For some reason, he looked so sad that my heart went out to him. “How long has it been since you were with a woman?” I asked. “Since my wife died,” he said. “I just haven’t met anyone who was really interested in me, except for a few old grannies who want someone to support them while they play with their grandchildren.”. He went on to tell me how lonely he was and how rarely he had visitors. He told me about his life and asked me about mine. I shared some things, but I didn’t tell him I was transgender. I didn’t want to embarrass him or make him angry when he realized he had moved past a trans person with a high sexual appetite.
For reasons, I can’t explain, I stood up and walked next to him. I took his face in my hands and kissed him lightly on the lips. He stared at me with a surprised look on his face, and I kissed him again, this time a little longer. This time he responded and his tongue slid through my lips and met mine. We kissed for a few moments. His kisses were gentle and sensual. I pulled back and took him by the hand. At that moment, I decided to turn to him, to make him feel important and relieve his tension. I led him back into the house and to the sofa in the living room, where I told him to sit down. He complied. I decided to deviate from my usual parameters for sex and had decided to do something that was unusual even for a cum-eating slut like me. I would sexually pleasure this complete stranger if he would let me.
I knelt down in front of him and looked him in the eye. He held a steady gaze as I gently parted his legs. He moaned softly as I unzipped his pants and released his penis from the front of his pants. I noticed that his cock was firm and strong despite his age. I looked into his eyes as I took his cock into my mouth, slowly rolling my tongue around the head and licking the shaft as I slowly stroked it. I drooled saliva on his throbbing cock and began to suck him off deeply and slowly. He moaned softly as I sucked him, taking more and more of his cock down my throat until my nose pressed against his abdomen. Gently, he ran his fingers through my long hair and pressed my head down on his cock. He moaned my name softly as I sucked away. I sucked his cock for about ten minutes like a street woman hungry for cum, alternately taking him deep and teasing him with my tongue and teeth.
I could taste his cum and noticed he was tensing up like he wanted to cum. Before he did, he whispered, “I want to make love to you, Alejandro.”. “You might not want to if you knew the truth about me,” I said. “You don’t have to say anything,” he said. “I know you’re not what you appear. You weren’t born a woman.” I was speechless. At the time, I looked and sounded like a very sexy genetic woman. I was totally surprised that he realized I was a man. “How did you know?” said I. “Your hands,” he said, “a real woman’s index and ring fingers are usually the same lengths. Yours aren’t.
Otherwise, I might have been fooled. I don’t care, Alejandro. It wouldn’t be the first time I’ve been with a handsome man dressed as a woman.” I was completely unaware of this detail. “Paul, I don’t normally have sexual relations with someone I just met. I really feel that you are sincere when you said that you hunger for female companionship. Today, I’m willing to do whatever you want as long as you don’t try to hurt me.” “I would never do that, beautiful Alejandro,” he said, returning with a lotion bottle. He set the lotion down and took me in his arms and began kissing me on the lips and my neck, running his hands down my back and over my ass, squeezing my buttocks tightly. Our tongues melted together as we kissed. He put his hand under my shorts and ran his fingers over my ass crack, then started rubbing my cock.
I slowly pulled my shorts down and removed the tape that was holding my little cock and balls in place. He moved to my cock and knelt in front of me, slowly licking the pre-cum off the tip of my cock before taking it into his mouth and slowly sucking on it. He did this for several minutes, and I was shaking when he stopped. He smeared his cock and my ass with the lotion while fingering my asshole. After a few minutes of fingering my ass and licking up and down my spine, he had me kneel on the sofa, facing away from him. He moved behind me, put one of his hands on my hip and grabbed my hair with the other hand, gently pulling my head back. I felt the tip of his cock against my asshole as he pressed his cock against my tight man-pussy. His hard cock suddenly emerged inside me. There was no pain and I took him in easily. It felt so good to feel every inch sliding inside me. He slowly buried his cock inside me until I felt his balls slapping against my thighs.
I hadn’t planned on getting fucked in the ass that day and hadn’t prepared myself either. I guess I happened to be clean because he was fucking me enthusiastically, grabbing my hips and pulling my hair at the same time. There was no sign of odor or leakage other than the lotion dripping into my ass crack and balls. He pushed his cock into me for some time as I felt my own orgasm building. Paul suddenly moaned louder and his body shook. I knew he had shot his load of cum into my ass. He pulled me against him and buried his cock deep inside me as he came. I stroked my cock as he fucked me and released my orgasm. It felt so good to have his cock inside me as I shot my load onto the wooden floor. Paul was still gripping my hips as he buried his cock inside me. He stayed inside me for a few minutes before pulling out again. I went to the bathroom to clean up, and when I returned, he was dressed and kneeling next to the couch, wiping my man juice off the floor. Paul walked up to me and held out his hand. I saw that he was holding a wad of twenty-dollar bills. He started to hand them to me and I stopped him and said, “Paul, I’m not a professional.
I just wanted to make you happy today. You don’t have to pay me anything.” “Please, Alejandro, I know you were just being nice and probably wouldn’t do this again on your own,” he said. “I was hoping we could do this again. In fact, it would be worth it to me to pay you not to be with someone else and just visit me once or twice a week. Just tell me what it takes for you to be my girl until I can’t get it up anymore.” As I thought about it, the thought of being his sex slave kind of turned me on. I decided I was willing to be his exclusive sex toy if he was willing to pay. I met him on the trail a few days later, and we went together. Furthermore, I told him if he would give me $100 for a blowjob or $200 for a blowjob and a fuck, I would be willing to be his concubine. He immediately agreed and we began an almost three-year relationship with regular sexual trysts with many types of sexual activities including bondage and role-playing.
He especially liked it when he tied me up and he would ask me to fuck him or have him sucking his prick to get him to release me. He loved to ejaculate all over my face and in my mouth as I swallowed his cream all the way down and then licked him clean he was sometimes dominant when I was his sex slave, he was always sweet afterwards and always paid cash after our visits. He sometimes paid me much more for my services than we had agreed upon. Unfortunately, he couldn’t keep things going, and eventually, we stopped seeing each other.
He died about five years after we met. I can only hope that I made his last years more pleasant. A few years later I found myself fucking my boss and his friends for money again, but that didn’t last long. I found that I liked being eager and used as a sex toy by otherwise straight men with kinky fantasies. As long as the clients didn’t get too carried away and violent, I enjoyed bringing their fantasies to life.