I was 14yo and basically homeless. I was taken in by a foster family that was very nice to me and felt lucky to be with JoAnne and her husband Bill.

JoAnne had a job and she had to travel out of town for a few days at a time. Bill would spend his evenings after work downstairs and the door would be locked. Sometimes I would hear Bill's voice, he made moaning sounds and then there would be silence. I would go back upstairs to my bedroom.

One night when JoAnne was away Bill was downstairs when I went to bed. I woke up for some reason and decided to go get a bottle of water from the fridge. I went downstairs and when I turned around there was a well dressed woman standing there with a surprised look on her face. Except it wasn't a woman it was Bill dressed like a woman.

We just stood there in silence and neither of us knowing what to say. I just sort of smiled and looked at Bill. He was wearing a woman's business outfit with high heels. He had a wig on and lots of makeup and his hands wearing shiny gloves. I just turned and walked out of the kitchen not knowing what to do.

I looked at the clock on the wall when I got back into my bed, it was after midnight. I lay in my bed trying to process what I had just seen when I heard the sound of my door being opened. I closed my eyes pretending to be asleep, I felt the weight on the side of my bed.

The room was pitch dark and Bill put his hand onto my chest and said he knew I wasn't asleep so not to pretend unless it would make me feel better. He slid his hand down on top of the covers until he reached my crotch and held his hand there.

Suddenly in a weird female type voice he said softly that I shouldn't be afraid that he loved me like I was his own. He was saying something else but I wasn't listening because as Bill spoke his hand began to squeeze my cock softly.

He whispered that I should be thankful to be there with someone that cared about me as much as he did. Bill put his hand under the covers and to my crotch again, he squeezed my cock and balls, I could feel those shiny gloves now.

Bill kept whispering as he stroked my cock and I felt myself getting hard. Bill's voice trying to be soft and encouraged me to enjoy this. He wanted me to think about him being my mom and trying to please her son.

There was movement and I felt the bed start to jiggle. Bill had trouble speaking now I didn't know it but Bill was jerking his cock as he played with mine. Bill whispered that my mom needed love too. He took my hand and put it under his skirt, his cock was big and wet. He made me wrap my hand around his cock.

Bill began to moan and he moved his hips slightly. I was terrified but my cock was hard as stone and Bill's gloved hand was making my cock tingle now. Bill put his gloved hand to mine and had me slide it up and down on his big cock.

He called me darling in that weird voice as he had me jerk his cock. I could feel more fluid leaking out and Bill began to moan. He whispered he loved me and his hand jerking my cock faster. I had masturbated a few times and I knew that sensation of going to cum soon.

Bill removed his hand from my cock, I thought he was going to leave. He stood up and then pulled the blankets down and crawled onto top of me. He leaned forward, I could feel the hair of his wig against my cheek. He pushed his pelvis against mine and then reached under and took both our cocks into his gloved hand.

Bill told me my mother was going to make love to me. He began to thrust forward, our hard cocks sliding against each other in his gloved hand. I didn't know what to do or how to react to this. Part of me knew this wasn't right but the feeling between my legs was so good.

Bill stopped and took my hand and wrapped it around our cocks like he had done. His cock was large and I couldn't hold the slippery cocks with one hand. He said mommy would show me how to do it. Bill had me place both hands around our cocks, and then on his hands and knee's he began to thrust hard and fast.

Within a few moments the weird high pitched female voice cried out and I felt his cock pulsate in my hand and then a thick warm stream of his cum coated my chest and hit me on my face too. When he was done he took my hard cock and began to stroke my cum covered cock with his gloved hand. Bill whispered to me to cum for mother. Even if I knew this was not right I couldn't hold myself back, Bill made me cum a few moments later.

I lay in bed covered in his cum and my own. Bill whispered for me to stay in bed and walked out of the bedroom and returned a few minutes later with a washcloth and a towel. The hall light was on and I could see Bill in his female glory again. He sat down next to me on the bed and began to clean our cum from my body and from my face. He wiped me off and said that mommy would take care of her son.

From that moment Bill would change and ruin my life without me knowing it. Of course that was only the beginning after that night. Whenever JoAnne went out of town Bill would dress up and now he didn't have to hide it from me. We played the games of mother and son and I was well rewarded for my silence but I didn't think that way at the time.

Bill would groom me to be gay although I never thought that far ahead. My pretend mother had a cock and she needed love to. I would learn to service her large cock and enjoy the same from her when she would go down on me. For two years Bill and I played those games until I decided to leave.

When I was 16yo I tried to date girls and as long there was no sex involved I was okay. But Bill had done his damage to me. When I was 18yo instead of looking for young girls I was looking for young boys or older men. I began to troll the internet for cross dressers and
trannies, sometimes just men that were lonely and needed me too.

Sometimes I go back to see JoAnne and Bill, mostly I go to see JoAnne because she was really kind to me. Bill fucked me up and I have nothing to say to him anymore.