In 2000 I had just turned 18 and was in my senior year in high school. I am a 6foot guy who had brown hair and brown eyes with a nice set of abs.MY best friend's name was Tim and he and I did absolutly everything together. WE both had yet to get a date for the prom and it was getting close. There has always been chemistry between us and secretley I have always wanted him. He was 18 with a nice ass and brown hair.

One day we were watching TV at my house and we decided to go to sleep, he was on the couch and I was in my bed. Three hours later I awoke to Tim moaning and saying my name. He was lightly moaning ooooooooya Billllly rub my dick. I couldn't believe my ears and I was getting really horny. I knew this was my chance. Without making any noise I went over to him and kissed him. He was startled at first but stuck his tounge down my throat. We kissed for a long time and he started rubbing my ass. That night we lay there kissing and talking about intrests. We both revealed we liked crossdressing and we were both gay. What did this mean were we going to be a couple, would he fuck me?

Two nights we were talking dirty to each other and we both said we would have oral but wait until prom night to fuck. We both asked lesbians to the prom so we had nothing to hide. Five days before the prom i was in my room when the door flew open and there was Tim in nothing but his birthday suit with a hard seven inch cock. He didn't say anything and i grabbed his hand and led him to the bed where I sat him down and got to my knees. I gagged at first but was more the willing to take his meat into my mouth. He had his hands on my head helping him fuck my mouth. He splurged cum all over my mouth and was moaning all the time.

After a few days later and a few blowjobs from each it was prom time. I was wearing a suit on the outside but inside the suit was a white thong, white bra, stockings and i brought a skirt and dress with me in a bag. After the prom was over we went to his house where nobody was home. We ate and started eating wipped cream out of each other's moouth, it was hot. We started stripping where he revelaed a red thong with skirt bra and hot shirt.

We got wigs on and strated making out. Before I kew it he grabbed me pulled up my skirt and slid he cock into my tight hole. OUCH!!!! it hurt really bad but he took it slow and it quickly changed to pleasure. OOOOOO baby fuck me fuck my tight little asshole.

I felt his cock swell and shoot his cum deep into my ass. I later returned the favor, but thats for another time..........To be continued

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