San Fran Trans - Alisha

One thing I've learned is nothing goes as it is planned.....

I was extremely excite to fly out to visit Alisha! We had talked about going out, seeing some sites, meeting some of her other transition friends, and of course having sex. I was open to receiving and taking. One week prior, I had worked out harder than normal, always dieted, and especially worked the abs. The hardest thing for me was not masturbating. Alisha and I talked every evening. She was almost as excited as I was. The only thing a bit strange was that older guy she lived with insisted i stay with them. Supposedly, I would have my own room, there was a pool, a gym, and they even had their own maid! It sounded pretty amazing.

I flew in on a Wednesday, cheaper ticket, and had planned to fly out the following Tuesday. When I arrived, I saw Alisha holding a small handcrafted sign with my name and tiny hearts. I found it amusing like being back in middle school. She was very energetic, jumpy, she was wearing these insane red heels, a checkered skirt, black camisole see through top which you could see her tiny pink bra and defined abdomen, with a small cropped white jacket. She scooted to me squealing. We embraced and I got an unexpected kiss with tongue with many onlookers. It shocked and aroused me. Alisha seemed very comfortable with public affection as she squeezed my ass with a firm grip. We made our way to the baggage claim with arms around each other. It was exhilarating and a bit nervous. Alisha kissed me again and this time it felt better as we waited. She was very excited and squeezed me tight. I got my luggage and we headed out to the parking lot. What I didn't know was that her man was there waiting in the car to take us back to their place.

I had hoped to have a little more time to talk just the two of us. Instead I was greeted and grilled over the hour or so by her man. He was intimidating, direct, and joked but I could never get a read on him. He got straight to the point asking if I was a top, bottom, or versatile. Had I done barebacking. How many guys had I been with. Had I been tested. When was my first experience. Did I prefer condoms or not. He even asked me to drop my pants and show him my cock while he drove. It was exciting and Alisha made sure I got erect by giving me a blow job. When we got to their place it was bigger than I had imagined. We drove through this huge gated entry, and he parked the car in one of the three car garages. He had a very fancy Italian sports car under a cloth, and a couple of motorcycles in there. I pulled my pants up. Alisha showed me to my room. It was very nice. Clean white sheets. There were two large couches with a large shaggy rug between them. I had direct access to the pool through two large sliding glass doors. Alisha told me she would be staying with me, which I was great and terrifying. I asked why but she blew it off by showing me around the house. The house seemed to be built around the nice pool. Alisha asked if I wanted to take a swim. I thought it was a great idea to acclimate myself to the new surroundings. Alisha scooted away to change. I began to change in the bathroom when I noticed a mechanical noise coming from overhead. It was a camera. It seemed to follow my movements. I began to observe that my room had cameras in every corner of my room and bathroom. Alisha came back wearing a very skimpy yellow bikini. She was very tan and I noticed her cute toenails were painted too. Alisha even walked like a woman. She was a few inches shorter than me without her heels. She informed me that she wanted to get some sun and would watch me swim. I had yet to change as I pointed silently to the cameras in the room. Alisha just laughed telling me I would get used to them. She nonchalantly said they were all over and just to be myself. Alisha was bold taking off my clothes. She told me I didn't need to wear a swimsuit and that I looked great. I had a slight tan but my ass and cock areas were very pale. She slid the glass door and pulled me out. She laid out on a reclining chair put on shades and looked the part of a movie star. Alisha looked so sexy. I got in the pool when her man, Glenn, came out to join us. He was naked too. He walked over to Alisha and they kissed passionately. He looked back over at me and smirked. He had me in an awkward situation. It's his house and his rules is what Alisha had said. I tried not to act jealous. I wadded over to them as he slapped her face with his impressive long slender cock. Admittedly, he was probably bigger than me but no match for my thickness. Alisha sucked on him but he really didn't get that hard. She playfully patted his ass. He was taller than me, probably 6'3", very lean and in good shape for a man of his age, his body was shaved smooth, and he walked confidently but with a kind of grace. He sat down by the pool with his legs in the water. He opened them and motioned me to swim over to him. I waded over slowly. He held out his long slender snake in one hand and just gave me a look that said, "you want some?" I looked at him and then Alisha who seemed to watch with great interest. I moved in between his legs as he held it out. I tentatively touched his cock, opened my mouth, and inserted his uncut cock into my mouth. Glenn roared in laughter! I stopped as he began to stand up. He put his hands on his hips striking a proud pose. A look of confusion swept across my face not sure what the heck was going on. Glenn looked at me then Alisha. "He is perfect!!!!" Glenn exclaimed loudly. "You passed the audition my boy!" Then without another word he strutted off. I looked at Alisha confounded.

"What was that all about?" I said in a hysterical voice but not too loudly. Alisha got up and squatted to wear I was just out of the pool. Her tiny cock tip was now sprouting from her bikini bottoms. She was smiling widely. Alisha said it was a test and I passed. "Glenn likes you!" she almost seemed relieved and that the air returned to her lungs. I still didn't have a clue what was going on. I pulled myself out of the pool. Alisha sat down by me. I looked out at the setting sun. Alisha leaned into me. It felt good having her gentle touch next to me. The moment passed and then Alisha asked if we should go in. We stood up. Alisha handed me a towel from a nearby chair. I dried off and wrapped it around my narrow waist. Alisha ripped it off of me and told me to enjoy the freedom of being nude. She slipped her top off revealing her newly formed small breasts and her bottoms showcasing her perfect pale small cock and balls. It was liberating I will admit!

We headed to the shower in my bedroom. Glenn was already there. He was fully nude holding a huge video camera. "Just go with the flow and act like I am not even here." Alisha made the first move by going down on me. I looked at Glenn. "Don't look at me!" he shouted half mean and half nicely. Alisha had some talent. She could swallow me whole. I couldn't help Glenn getting hard too. His long cock jerked as it filled up with blood. Glenn told me to keep my left hand up against the wall of the shower but use my right hand to run through Alisha's redhair. She easily made me erect. Then she stood up and we kissed. It was very soft and wet. Glenn told me to go down on Alisha. I was going to do it anyway because it felt right. Glenn got in close as wrapped my mouth over her tiny cock. It did grow but not by much. I went hands free as she fucked my face while Glenn recorded it. "Now fuck her." It was like Glenn was in my mind. Alisha and I kissed. I turned her around. She put one leg up and pulled her ass open . Glenn told me to rim her first. I went down. Licking her hole and probing it with my fingers. Alisha moaned as she yanked on her tiny cock and played with her breasts. I spit into her ass and down on my hard cock. I rubbed it in slowly. Standing up behind Alisha. I rubbed my tip up and down the crack of her plump ass. I finally pushed my tip in gently. Alisha gave a sexy moan as began to navigate deeper into her ass. I placed my left hand under her arm and fondled her breast. She place her hand over mine. I took long stroke with my seven inch extra thick cock. Alisha cried out very dramatically how good my huge cock felt in her ass. Glenn was right in there as I took long strokes in and out. Her ass felt so good. I told Alisha he good her ass felt. Glenn loved it and told me to do more! I began to wonder if it was an act for Alisha because it felt real to me. We switched positions where I sat on the shower seat and Alisha bounced on top of me. I yanked on her hair from behind. She bent over holding onto her ankles while I violated her ass. Then in a rapid pace, I took her from behind. Pulling out as she spun around to get four massive loads of cum across her face and into her mouth. She showed off he prize by opening wide and then swallowing it all. She then sucked me dry until my body stopped convulsing. We finished by making out as the water in the shower was finally turned on. Glenn left us but we didn't stop. I was really into Alisha and I believed she was into me. She was fully erect as I turned away from her. I had to squat down a little for her to make penetration. She held my hips. She popped inside me. I told her how good her cock felt in my ass. Alisha was possessed, she wasted little time going at me. Our bodies slapping echoed in the shower. I turned off the water. Smack smack smack. Alisha was tapping me with everything she had. Then she jerked hard three times hold me close backed into her. She cried out, "I am so sorry!! I didn't mean to cum inside you!" She pulled out and I turned around. Alisha hugged me apologizing profusely. I didn't understand. She looked up at me crying. "I am really really sorry! It was just too good!! I couldn't stop myself!!" she hugged me tight. I told her it was great as I felt her cum begin to ooze from my ass. I tried to kiss her but she backed away. "You don't understand!! I have HIV!!!!"