My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treated like a girl. He flat out said that he didn't really understand why it mattered to much to me. I told him that I really wanted to be fucked like a girl and it wasn't the easiest thing to get someone to do. I wanted a straight man to find me attractive, even knowing that I had a cock.

My friend said he couldn't even imagine me looking like a girl, or else he would tell me if I looked good as one. I told him that maybe I could wear some of his sisters clothes (she was petite, like me). He said that was fine, since we had a few hours alone.

I want to stress that he had a girlfriend and neither of us intended on doing anything sexual that night.

I went to his sisters room and found a sexy short dress. I also helped myself to her makeup and took my time dolling myself up. It came naturally to me, as I'd spent many hours fantasizing about making myself up. I was already wearing some sexy thong panties. I didn't need a wig as I kept my hair very long.

I walked back downstairs to my friend and his jaw dropped. He said he couldn't believe how sexy I looked. I blushed, naturally, and began to feel very sexy as well. My dreams had come true. I was totally dolled up and felt fabulous. MY friend began to get uncomfortable and told me he had to go. I was offended and asked why. He said that he was actually getting turned on and felt weird about it. I said that he should just pretend I'm a real girl and not worry about it.