Innocent Fun And I Turned Him

Mid teens, typical story, I read the story below and it reminded me of this. Essentially my friend and I started having various forms of experimental sex. jacking, blowing, then fucking. I didn't want fucked and quite frankly he wasn't into that, he wanted to be fucked. I took advantage of it being a horny teen and fucked him every chance I got. I couldn't drive yet, so no dating girls, this was my outlet. One weekend he and I were at his house with his parents permission, they left for 4 days. He got me to undress, and then he did, but he was wearing a pair of his moms panties. I like it. he was thin, and not too tall, in those panties he looked rather girlish. I hadn't noticed till then but over the past year he'd grown out his hair and now it was blow dried and looking like a short girls haircut. He wouldn't let me pull off his panties, instead he pulled them down so I could get to my cum tunnel, but not expose his rather smallish cock. We fucked for about 30 minutes and he was moaning out loud since no one was around the house.

After, he pulled up his panties and asked me if I like his new look, I did. Then he went to his moms drawer and pulled out some thigh high stockings and put those on. Then he went into her bathroom. When he came out I was in the living watching television and he had put on a little makeup, eye shadow, liner, some lipstick. He asked me what I wanted him to fix for lunch.

That night he put on one of her black, see through nightgowns, and came to bed. He was made up and without panties I pulled up the nightie and we fucked missionary. I resisted when he wanted to kiss me, I didn't want to kiss a boy. As i was about to cum, he told me to kiss him and with the first spurt of my cum I kissed him through it all. I did it through the act in an hour or so when I fucked him again.

The next morning, still in her nightgown, he made us breakfast, and kissed me when he sat my plate down. After breakfast he was on his knees sucking me off. I asked him if he wanted me to do it to him and he did not. But he told me to call him Shelly, and to refer to him as her. He made up again, and got dressed in his moms regular clothes, including a garter and stockings, which got me hard. We spent the whole 4 days as a male-female couple.

He eventually got his own clothes, his parents knew and they knew when I spent the night what we were doing.

I went to college and met a really slutty bitch, fucked the shit out of her and three of her friends, then eventually got married to a "nice" girl. My friend, turned totally, by 19 he had hormones and top surgery. He is now a she, no pussy but lives totally as a woman. It all started as so many guys do, then I guess I turned him. I gave him what he was asking for and he is now a she.

Comments

Anonymous

by Anonymous on Jul 19, 2023 at 6:09 PM

Yeah it's not a new occurrence is it?....
Holly came from Miami, F.L.A.
Hitch-hiked her way across the U.S.A.
Plucked her eyebrows on the way
Shaved her legs and then he was a she…

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