Grooming for Glenn

I was in love..or at least I thought I was. I had been back for a few weeks. The days away from Alisha were long. I missed her greatly. We talked by phone and chatted online most nights. Alisha was a transion male to female. She had long curly red hair, small perky breasts,she was slender, only 5'6" with a tiny cock and cute balls, she had stunning blue eyes, a nice tan all over, a great kisser, and an ass that you just wanted to be inside of. She was living with a guy named Glenn. Let's just say it was a mutual relationship they had. He paid for things and she did things for him. I had been out there for a week and learned that I could do things never thought of around here and of course I fell in love with a transion woman.

I had listed my house, started to sell off some stuff, and was looking for work in the San Francisco area. I worked in insurance and had a pretty good job here. I knew that if I moved out there i would need to make much more due to the high price of living out there.

It was very competitive out there. I was in very good shape where I currently lived but out there I really didn't stand out with all these amazingly fit people there. I was 5'11" 175lbs, athletic build, nice 28 inch waist, lean muscled, a nice hard bubble butt...that is what I was told, blue eyes, shaggy blonde hair, with a slight tan except my underwear where I was very pale. I considered myself bisexual. Mainly a bottom but more versatile for Alisha.

Glenn had suggested that I continue to workout, focusing more on cardio, lunges, and abdomen. He had me lower my calorie intake and increase protein. I wanted to be in my best shape for Alisha. He had video taped Alisha and I having sex multiple times and had some suggestions about my performance. He had made copies and distributed them around the area. The money made was divided up with eighty percent for Glenn and twenty for Alisha. It made since at the time since he had the overhead of the house, the equipment, video distribution, and editing.

Alisha was excited about furthering her transition. She needed to keep taking hormones, wanted her lips bigger, more defined cheek implants, a more feminine backside, and breast augmentations. To me she was perfect already but if it made her happy I was all in. What I did struggle with was that she continued to make videos with other guys. I knew that I wasn't the ffirst because Glenn had shown me plenty of videos of Alisha with other men. I knew she loved me but still it played in my head a little. What gave me solice was that no other guys were spending the night with her after I had left.

Glenn being the director had some tips for me. I had to become more flexible. I had to move more seductively. I had to practice having sex. He sent me videos of guys barebacking. He told me there was little chance of me being a top being just seven inches, extra thick, and cut. The minimum he said was eight inches for tops so I trained to be a bottom. I practice with mirrors and dildos trying to emulate the popular gay porn stars.

A month later, I had sold my house, gotten rid of almost everything I could not fit into my car, and quit my job. Glenn offered his place to stay until I got settled in. I drove for two days. Alisha greeted me. Her lips were much bigger and the hormones had made her hips a little wider. We kissed and I enjoyed her new lips. Glenn greeted me much more warmly this time. He still roamed around his house naked and he was still hung better than me with his long slender uncut cock. I moved a few bags and belongings into the same large bedroom I had previously stayed in. Alisha was very excited and it didn't take long to consummate.

She had on a yellow bikini with a white mesh top. Alisha's breasts looked a little bigger filling out her a cups more. She quickly unzipped my shorts. I didn't wear underwear. I took off my shirt. I was about to untie the back of her bikini top when Glenn stopped us. He set up lights in the room and now had two video cameras set, one on a tripod and one he held. Glenn was getting slightly erect already. I was already naked so he made me wrap a towel around my waist. I had to walk out from the shower and let Alisha attack me. She came up to me and my towel was removed. She squatted down in her white high heels and kissed me on the way down. She wrapped her puffy lips around me. Alisha had gotten better than I remembered or it was just that I missed her so much. She toyed with me. Sucking for a moment then running her long finger nails up under my tip making my hard cock jump. She even reached around my leg and stuck a finger into my ass while she swallowed me up. The long fingernail kind of hurt as it went into my ass. Alisha ran her other hand over my more defined abs. She stood up and we kissed as I began to removed her bikini. It was super sexy that she had tan lines from the bikini. Her body looked a little more curvy as my hands moved down her body. Her hair was longer going over half way down her back. I rubbed her rounder ass gentle then squeezed. She moaned as we kissed. I moved her over to the bed. She laid back and I moved down to my knees. I licked around her ball sack and up her tiny shaft. I swallowed every inch of her semi hard cock into my mouth. I took long pulls up and down. She ran her fingers through my shaggy blonde hair. I moved up on her as our cock rubbed against each other. We kissed and I told her how much I missed her. Alisha whispered to me to go as long as I could before cumming. She seemed very focus on what we were doing. I fingered her ass then she took me in her little hands and guided me into her. I slid easily inside her. I pushed in. She felt so good. I was very excited. She moved sensually as I penetrated deeply into her. She rubbed her breasts for me. Alisha looked at me with those beautiful blue eyes. I slowly rubbed her cock. The months of not seeing Alisha and being with her was too much. I shot my load. I tried to hide it but Alisha felt my involuntary jerks. She looked at me visibly upset. I could keep going and I did. She pulled me down to her and begged me to keep it up. For once ,I felt pressured into performing. Glenn noticed something was out of whack between Alisha and myself. He kept shooting and asked. Alisha used a sharp tone, "he blew his load but let's keep going." I wasn't feeling it as much now. I had to keep telling myself to keep it up over and over. I plowed into her from the edge of the bed. Alisha kept her legs up. She rolled over on the bed and invited me to plow her from behind. I slowly entered her ass. She made slurry farting sounds as the cum was being pushed out with my cock entering Alisha's ass. I grabbed her breasts and she moved them away stating that she wanted Glenn to get them jiggling from me pounding her. Alisha demanded I go harder and so I did. I was getting close again. I tapped her far hip to signal I was close. She abruptly moved away and turned around sliding off the bed taking my cock into her hand. She jerked me hard and fast. I was able to give three impressive load shooting one too high into her hair and forehead, the second hit her open mouth and a third was directed over her breasts. She pushed me away for Glenn to get a close up of her swallowing and rubbing the semen over her breasts. I was standing with my cock dripping onto the floor. Glenn turned off the cameras and headed out with the tapes for editing. Alisha was upset that I had shot my load into her hair. I didn't understand the mood she was giving off. I tried to hug her. She let me but did not reciprocate like I wanted her to. "Do you realize how long it took me to do my hair. I thought she really does sound like a woman but dared not to say it. I figured we just needed a little more time to get back into the groove we had.

We sat around the pool and talked. Alisha seemed disturbed and upset. I felt oblidgeed to apologize for cumming early and told her I was just very excited to be with her. She softened and then smiled. "I had forgotten how sweet you can be." she said in a kinder tone. She leaned over and we kissed properly. She easily turned me on. Alisha looked so sexy in her bikini. I sat naked next to her. She commented on how good I looked. I quickly told her she looked even sexier than the last time I saw her. She blushed and joked for me stop but then asked me to go on. I kissed her puffy lips and told her how nice they felt. We held hands. Alisha softened the longer we talked. She became the girl I had fallen in love with again. We got up to grab a bite to eat in the kitchen. Glenn joined us and wanted us to watch what had done so far. I found it erotic, so did Glenn but Alisha thought it could be better. She turned into the machine questioning different camera angles, better closeups, and some tips for me to keep fucking her while keeping the focus on her. Glenn suggested we do it more organically capturing the love we felt for each other. I liked his idea, Alisha not so much.

We didn't have sex that night like I had hoped. She wanted me to save my 'seeds for the scene' the next day. We did some light touching and rubbing our naked bodies together until we settled in on spooning just before falling asleep. I woke up in a sweat that night. Alisha didn't even move. I forgot how hot my body temperature ran laying next to this sexy woman. I walked into kitchen and saw a light on under the door to the viewing room. I opened it and saw Glenn still editing the tape. I asked why he was working so hard. He looked at me and flat out told me the truth. Alisha was getting a big head. She thought she knew what was best and the videos she had made were not moving like they had been with me in them. He also shared that she wasn't one of the more desirable transition women out there. There were younger and sexier trans showing up every day. He did share with me that he had some interested parties asking for me. Glenn had me ensnared so I asked. He told me with my build, my midwestern good old boy look was desirable, and being a bottom with a nice shaped pale ass helped. He then asked if I would want take a trip with him to Marshalls beach located near the Golden Gate bridge tomorrow afternoon. Alisha had a video shoot with other transitioning females anyway. I thought it would be fun to see the bridge so I agreed.

In the morning, Alisha and I showered together we soaped each other up but. She denied me any entry into her ass but let me rim her and suck her off a little. We kissed and touched each other. Alisha was playful but she stopped me before getting carried away. Glenn had me do an enema in his bathroom. I began to wonder what kind of trip this was going to be. I also noticed all the medications Glenn was taking and thought of asking but not at that moment as laid on his bathroom floor squirting the liquid into my ass.

We drove to a small run down building in not a very good part of town to drop Alisha off. I walked her in. There were several attractive transition women there. Alisha and I kissed briefly to all the onlookers. A few comments were made at me. I thanked the ladies for the kind words and left. Alisha looked beautiful and stressed.

Glenn drove us to Marshalls beach. We hiked down to the north side of the beach. It was a healthy walk down taking us about twenty minutes on that sunny afternoon. It was a nude beach! There were lots of older guys. Glenn had brought his camera, I stripped down to my socks and tennis shoes, Glenn helped me with applying sunscreen to my back and ass, he stripped down to his shoes but needed no sunscreen since he was so tan. Glenn put our clothes in his backpack. We walked over to this rocky area almost under the bridge,near a tall cliff. Behind some large rocks were two older guys one sucking off the other. The one standing looked me over like a piece of meat. Glenn pointed me over to a big guy who had a very dark tan hairy chest and legs laying spread out on a blanket. He had a nice thick cut cock that laid below his big belly. Glenn told me to introduce myself as he got the video tape rolling. I walked over, it was very windy and so you had to almost shout. The man noticed me as I stood just off to the side. I said hello and asked if he wanted some company. He sat up, his belly almost covered his cock. He nodded and I sat down next to him. He immediately put a meaty hand onto my cock. His strange touch aroused me easily. He was very rough and powerful. I leaned in and asked if he would like me to do anything for him. He stood and towered over me. He went over to a large rock in the shade and pointed down to his dangling thick cock. Glenn asked if he could film us. I went to my knees and began sucking on his limp cock. His tip tasted salty. The big man started growing. He seemed satisfied placing a hand over my head. I started getting into it, going harder and deeper. The two older guys came over. One older guy, he had grey hairs on his chest got down next to me. He asked if this was my first time hear, I stopped sucking and jerked the big man off. Before I could answer him he said he hadn't seen me hear before and asked if he could breed with me. He had to off been in his sixties, still his cock was very nice looking so I agreed. The big man was visibly upset by the interruption but went back down to his towel. The other older man followed back to the spot were they were having oral sex. The one man who asked to breed with me was, Charlie. His friend was Henry. Charlie laid out a towel and asked if I would get on all fours. Henry moved in front of me on his knees. He held his tiny cock in front of my face. Glenn got a close up of me sucking Henry. Henry struggled to get hard. Still i gave my best effort. Charlie had moved in behind me. He spit into his hand and rubbed it around and into my ass. His boney fingers actually felt good going in. He was surprisingly gentle. He stroked himself and spit once more intl his hand lubricating himself. Charlie struggled to enter me but when he did, it was a rush!! I moaned as loudly as I wanted to with the wind drowning me out. Henry had given up on me he stood up slowly and walked behind me to stand next to Glenn as he filmed this sixty plus old man bareback my ass. Charlie went at a deliberate slow pace. His cock inched deeper and deeper into me. I cried out Charlie's name to spur him on. Henry got down on the far side of me away from where Glenn was filming us. Henry took a very strong grip of my bouncing throbbing cock and firmly jerked me. It was so hot!! I was impressed with Charlie's stamina as he welcomed me officially to Marshalls Beach. A group of buff forty something men showed up. They paused at the sight of me, a twenty something fit boy being fuckef and jerked off by two sixty plus old men. I was not pushing myself back into Charlie. He was worn out a bit but he stayed hard in my ass. Henry's switched hands on my cock. The there buff guys were jerking off to us. Charlie was starting to wane. He fell out but I wasn't giving up on having Charlie give up. I turned around as he had to get off his knees. He sat down. I quickly put his ass stained cock into my mouth. I sucked hard. Charlie begged me not to stop. With my ass exposed, Glenn prodded in of the guys to plug me up. One guy got up behind me. He was already hard. I felt his thick pole enter me. I yelped and bit Charlie's cock. He told jumped. The buff guy plowed forcefully into me. I tried my best on Charlie. His whole body shook for a moment then the tiniest liquid came out. I showed it off to Charlie, Henry and Glenn. Then swallowed. I thanked Charlie as my head bobbed from the intense penetration. His hands were locked onto my pale white hips. His warm flesh smacking into my ass. Charlie and Henry stood up and watched until the man fucking me raw pulled out and shot his load on my ass and lower back. He moved away as his friend moved into take his place. The wind was howling as was I. I could hear the guy talking but couldn't make out anything. The one guy who had just cum went over to Glenn to find out more about me. The second guy was much slower. He reached under me and jerked me off as he plowed into me. His cock felt good. I felt him traveling deep into me. I had been on my knees and hands for some time. I moved away from the second guy. I moved up to him and told him my knees were sore. I asked if wouldn't mind if he took me with my legs up. Glenn had no idea that I had worked on my flexibility so much. I stood up and put my hands down on my feet straight legged. I held it for a minute. I saw the look on the man who was going to have his way with me. Even with his shades on i could tell he was impressed. I laid on my back taking one leg up under one of my arms. I went for my second leg but it wasn't cooperating I asked the made for help. It was a good stretch having both legs up behind my head. My arms were helping to hold them back. I opened my ass up for him. He moved up in me quickly. He plunged his nice big mushroom shaped tip into my ass. His skinny shaft followed. I moaned as he moved up even closer. He title me up and leaned over to drill me deeper. The one friend that I had yet to meet came over. He was the most fit looking of the three guys. He introduced himself and I asked if there was anything I could do. He wanted me to rim him. He squatted facing his partner over me. I didn't expect him to sit on my face but that is what he did. He placed his hands on my legs. I licked his ass as I struggled to breath. The man fucking me was sucking his friend's cock as I licked his butthole. Glenn said it was so hot. The one guy who had cum on me asked if I could take two cocks in my ass. As flattering and spectacular as that would of been Glenn said not today. I got a second load in my ass as the guy I was rimming with help shot his load. I had to de-pretzel myself and had to wait for the circulation cams back into my legs the three guys suggested I check out the Nob Hill theater sometime. They thanked me for the entertainment and Glenn and I left. The walk back to the car seemed much harder. I got a friendly reminder to put clothes on before getting to the top by Charlie and Henry. I had to ask Charlie how old he was. He was sixty-seven. I told he was a great top. He asked me for a kiss. I graciously made out with him. He wasn't a bad kisser either! !!!