The Transition - Kathy to Alisha

I got up and put a pair of pants on and walked quietly to my front door. I peaked out to see Kathy's husband there. He happened to be looking around when I saw him. I went back to Kathy. She was huddled up under the covers shivering. I told her about her husband being there but she acted unresponsive. I was panicking about the situation when her husband knocked again. I decided I had no choice and answered the door. I was expecting a fight but he also seemed off guard at the sight of me with no shirt. He asked if Kathy was here and I even shocked myself a little by telling him straightforward that she was in the bedroom. I half expected him to rush to her but instead he asked if I would get her. This was a very strange situation. I asked if would take a seat and I would get her for him. He knew what Kathy and I were doing but there seemed to be something more pressing on his mind. He sat down and struggled to keep his hands idle.

I went to the bedroom. The sheets were thrown back and Kathy wasn't there. I found her in the bathroom. She was sitting on the toilet, her legs were shaky as she farted loudly and straining to pee. She grunted, looking down at the bathroom tile on the floor. I whispered to her that her husband was here. She didn't look up just nodding. I waited a few long seconds and asked what she wanted me to do. Kathy paused and then asked if she could have some time to ready herself. I quickly inquired how much time she needed. "Give me thirty." she said flatly.

I grabbed a shirt and put it on. I found her husband now pacing back and forth in my living room. I told him she needed a few minutes and asked if he wanted something to drink. I listed off what I had and took his order. I didn't expect him to follow me into the kitchen. I noticed the set of knives on the counter and positioned myself between. I gave him a glass of water and he chugged it down. I stood there unsure of what might happen next. He put the glass down on the island countertop and stared at me. It made my skin crawl, the almost blank stare of a man who looked empty on the inside. Then he spoke, "I know that you are in love with my wife." I just stood there not moving and watching him. "I know that she has been seeing you for some time now. There is something I should tell you......" he paused a long time and began to tear up. I started feeling of dread come over me. "I want you to know that I love Kathy." again he paused trying to compose himself. I told him the tissues were right behind him if he needed one. He actually thanked me and blew his nose incredibly loud startling me. "I want you to know that I am bisexual." He looked at me to see my reaction. I stayed still and told him Kathy told me. He shook his head figuring she would of done that. "Did she tell you about my business trips? Why I am gone every other week?" I did know he went on trips for work but Kathy had never gone into detail and I never asked. I said to him that I knew he traveled for work was all. He seemed to enjoy keeping me on a string and gave a slight smile. He knew he had me wanting him to share his secret. "I am a crossdresser. I dress up as woman." I told him I was familiar with the term. I felt a surge in my pants as I shifted my stance a little. "I have been doing it for several years. I have been seeing someone on my business trips. Kathy has known and that is why we have an open relationship. I am not mad at you, quite the contrary. I was happy Kathy found you. You can satisfy her in ways I cannot. " Now I was feeling awkward. He was starting to relax and it was making me nervous. I told him I had a crush on Kathy since high school. He knew about that. Then he said something I couldn't believe. "You know on our wedding night..." I could feel my face turning red. "I saw how she was looking at you. I told her to go to you that night." He smiled and my legs seemed to fail me as I had to brace myself against the counter. My dumbfounded look seemed to amuse him. I had to ask why did he marry Kathy? "I thought I could play the husband part for my family. Kathy knew this and agreed to it. She too had been pressured to get married by her mother. He got serious saying,"I can no longer deny who I am and who i need to be. I am a woman in a man's body."

I don't know if it was how he said it or what was just said that turned me on. I was imagining him as s woman and it was very arousing. I heard movement in the bedroom. I excused myself passing by him. I was unable to look into his blue eyes as my body brushed up against him. What was happening to me??

I came into the bedroom. Kathy had put herself together well. She was moving slowly as she packed up her bag. She didn't look at me. I had to ask if what her husband had just said was true on the wedding night. Kathy turned to me. She briefly looked at me with her faded green eyes. Nothing was said but I could tell. She picked up her bag and limped gingery away. I followed Kathy no too closely. Her husband met her in the living room. He looked puzzled as Kathy handed her bag to him and walked out of my house. He followed and they drove away in separate cars.

I didn't hear from Kathy for several months. I did hear from her husband though...

He had found my work email and I suggested he contact me on my personal email instead. He was confused at what had happened between Kathy and myself. I guess Kathy didn't tell him other than it was over between us. For a few emails, I skirted around it just saying we hit a wall in the relationship. Her husband, who had me address him/her as Alisha, who was now dressing a woman. I felt mixed reactions and was very curious. In order to not talk about Kathy, I pushed "Alisha" on how the transition was going. It took some time before Alisha would share more intimate details.

I would break first telling Alisha what actually happened to Kathy. She had suggested a threesome. I had told her about my barebacking experience in college. We had tried some kinky stuff and it triggered a toxic reaction in the bedroom. Alisha did him/her best not to ask too many details into my bicurious activities so I openly shared my experiences. Alisha shared a family dark secret with an uncle that really seemed to set the foundation for the transition. The emails turned into chat rooms.

Alisha had informed me that Kathy and her were no separated. Kathy had moved back to my hometown. She was working at a bank living with her parents. Alisha begged me to try and make amends. I told her I would but struggled to find the motivation to actually do it. I found myself becoming oddly sexually attracted to trans, shemale, femboy porn while chatting with Alisha. We had not exchanged pictures but I really wanted to see her dressed up. I did masturbate while chatting with Alisha. She began to share more about the guy in her life. He was older, seemed to be quite wealthy, and was even paying for the hormone treatments for Alisha. She eventually started sharing stories of guys hitting on her, shopping trips with other transitions, and sex. One night, it was very late and Alisha and I had been chatting online for hours. I had been masturbating and extremely horny. I decided to ask if she had any "friends" that might be interested in meeting me. Alisha had relocated to the San Francisco area to live with her boyfriend. It took several minutes before she typed back. During the intensely long wait for a response, I thought I'd blown it witn Alisha. She typed back, are you really interested or is this just a fantasy of yours. I knew I had to tread carefully. I typed I really didn't know. Alisha told me the transition community was very close knit and they were very skeptical of "fanbois". I probed by asking her how would I actually know. Again, there was a long pause. When she did type back she asked if we could chat tomorrow. I paused typing back for a minute and typed 'ok, chat witn you later?'.

I had crazy dreams that night. They were graphic sexually but when I woke up the next day, I had forgotten the details only waking up with an extreme hard on. I got online and had an email from Alisha. There was a picture attached! Alisha had sent a picture of herself. Her hair was dyed a redhead, it was long, wavy, looked nice, she was in these crazy leopard heels, short black leather skirt, a white low cut top, showing off a little cleavage, with denim tiny jacket, she had on lots of makeup, fake eye lashes. She looked skinny, sexy, and hot. Alisha asked me what she thought and asked me how long I had been attracted to her. I wrote back telling her how sexy she looked and that it began in my kitchen. Alisha asked for a picture of myself. I took one with my digital camera. I opted to take one of me with my shirt off for her. I sent it back and for humor sake, I asked what she thought.

It wasn't until evening that Alisha and I were online. I thanked her for the picture and asked her about her day. We chatted for a while, not talking about the elephant in the room. Then she asked me for my phone number. I gave it to her and she called me immediately. Her voice was more feminine toned now. It sounded sexy to me but I refrained from telling her. I told her how great she looked and she was kind enough to tell me how cute I looked. She paused and somewhat flirtatiously asked why I didn't send me a more revealing picture. That really made me erect. I played along and inquired what I would get out of it. She laughed and it made me feel electrified. I was on this wild ride and my head was spinning with excitement. I asked what kind of picture she wanted. Alisha seemed to enjoy this as she talked to herself out loud. I was already naked and erect trying to set the timer on my camera. Alisha shocked me when she wanted one of me with cum on my face. I had just taken one of me totally nude and was loading it up on my computer. I had to think quick and told her I needed some proper motivation for a picture like that. Alisha suggested we should role-play by phone. I took my phone to the bedroom. I asked Alisha was wearing. She was wearing a pink nightie with white lace and tiny pink panties. I told her I was already naked on the bed. Alisha made a sexy low oooh sound. From there we talked about how she would attack me if she was with me now. I had a very nice ejaculation. Some hit my face and I scooped some off my chest and abdomen onto my lips. She asked how I tasted. I told her sweet and salty. I took the picture and sent it along with a full nude. We talked most of the night and she too masturbated for me. By the end of the night, Alisha had sent me a sexy picture of herself with a dildo in her ass. I made it my screensaver on my computer.

The next few nights, we roleplayed. Shared pictures. It was super sex charged conversations and it ended with her asking if I wanted to come visit her!!!!

That will continue later.....