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"Paul" it said. "Hi Paul," I said, catching my breath. "You sound winded girl, bet you were playing with yourself weren't you?" he chuckling. "Well as a matter of fact..." but before I could finish, he cut me off. "Meagan, I know you want to take it in the ass. And if that is what you want, I will give it to you. However, let me be the one to pop that tight little anal cherry, don't take your virginity yourself. Let me be the one to take it from you. I want to see your expressions, hear you cry out as I pop your anal cherry and take your anal virginity." I was silent for a moment... "How did you know?" "Well Meagan, I know your sexual drive girl and just figured you didn't want to wait. But please, let me be the first one to put a cock in your butt." We continued, "What makes you think I'm going to cry out" I asked. "Because, Meagan, I've had two other anal virgins before you. Both of them cried out in intense pain as I took them, one began crying from. I had a great time - I received my first blow job and titty fucked her cumming all over her huge tits.For the next two years, I would see quite a few escorts, some I would see multiple times. One of my favorite escorts was a Thai little brown fuck machine named Tatianna. But this visit would be very different. I am not sure why, but I think she some how knew about my inner femme desires and love for anal play when she entered the bedroom wearing a 8 inch strapon dildo. She said, "What do you think, do you like my cock"? I said, "Yes, I do". She pointed to some clothes on the bed and demanded I put them on. It was amazing, it had been over 6 years since I last crossdressed or had any anal play, but I did not hesitate and quickly slipped into the white thigh high stockings and 5 inch white pumps. She then asked, "Have you ever been fucked before?". I felt very comfortable around her, so I told her about my crossdressing and anal play experience, but that I had never been with a man or.
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