I always wanted to fuck a shemale. A few months ago I got on an escort site and found a beautiful shemale with a perfect ass, body and face. I called her and she told me the price, $250 for an hour. I asked if it was her in the pictures and she promised me it was. I told her she had a beautiful ass and she said thank you. In person she was even better than the pictures. Her cock and tight ball sack were perfection and perfectly shaved and smooth. I sucked her cock and licked her balls like a pro. We went into a 69. Then she went doggy style and told me to fuck her. I stuck my cock in her perfect tight asshole and gave her a reach around, fondling her bouncing cock. I drove her to her belly and her ass was arched in perfect form. She kept saying, "Oh yes, fuck me, fuck me! You have a perfect cock! Fuck me! Deeper, harder! Fuck me!" I only lasted 5 minutes like that before I exploded my cum inside her asshole. There was a little bit of shit on the end of the condom but I didn't mind. That's how you know it was in the ass. She was beautiful and we talked a bit. Asked me if I want to open a restaurant with her in Florida. I considered it but knew it was not practical. Still, she was awesome and gave me the porn star treatment and I will always treasure my time with the shemale.
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I have been with 5 shemales and its always been so fucking hot. Problem is I miss the pussy after awhile and head back to girls.

I consider myself 95% straight. I love women and guys don't turn me on at all. Neither do drag queens or crossdressers. But a chick with a dick, that's a different story. For me I think it was just a one time thing. Actually, I was with one shemale the year before but she wouldn't let me fuck her. We sucked each others cocks and she made me come by jacking my dick against hers but I needed the full anal fuck so I had to try one more time. I might do it again but I kind of hope not. I'd rather just get a girlfriend. I thought I was going to marry my last girlfriend but she left me after two years. That was over 6 months ago. I thought it was a good time to fulfill my fantasy. I'm glad I did it.