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A Crossdressers Tale

Shemale
2005-08-23

Hi, my name is Ron. This is a story about the first time I dressed for a guy. I was off work that day. My wife was at work & my daughter was in school. I was bored and got online for for something to do. I have a yahoo screen name letting people know I'm a CD and bi. Well, this guy I've been talikng to for awhile was on and i figured "What The Hell, inite him over. " His name was Tony. He was older in his 50's, But looked great from what i could tell from his webcam. Tony asked me if i would dress for him. I told him i was nervous but i would try. So i went up and got in the shower and shaved my body.

Then went into my room and put on my thigh highs and garter. I then put on a little school girl outfit i had. A plaid mini-skirt and white blouse. I also wore 3" heels.

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   When Tony got there i answer the door fully dressed as a woman. I was so nervous but excited at the same time. Tony came in and sat on the couch, I sat next to him. He started telling me how nice i looked and what graet legs i had. I leanwed over and kissed him. Next thing i know he has his cock out, It was about seven inches. It looked so good i had to taste it. I slowly licked up and down his shaft. Then i took it in my mouth. Tony grabbed the back of my head and strated fucking my mouth. After i finnished sucking him he lifted my skirt and pulled my panties down. Then he started giving the best head i had ever recieved. Then he asked if i had any lube. I was ready and reached over on the end stand and handed him a tube of K-Y.
    He squirted some on my asshole then rubbed some on his cock.

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       He put legs on his shoulders and leaned down and kissed me. While he was kissing me he slowly slid his cock in my ass. It hurt like hell at first, but he was so gentle and waited till the pain subsided. And slowly strated pumping in and out of my ass. he picked up the pace till he was slmming me hard. I felt his balls slapping me, it felt so wonderful. I was in heaven. I was pumping my own cock with my hand and came on my belly. After tony saw that He took his cock out of my ass and came on my belly too. Then we cuddled for awhile. It was my first time but sure wasn't my last. Now i feel like a slut because i fuck guy all the time. I hope you enjoyed this story as much as i enjoyed reliving it. E-mail me at average_ron@yahoo. com.

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