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The dates are almost sad; both new people, and come far too fast. That’s not a bad thing for my income, but not for the fact that I still want and need to be fucked. I end up going to bed early mostly to masturbate myself stupid, in hopes to get some relief but to no avail, I squirm all night. When I do wake up, after giving up the idea of sleep, I take a long shower. I want to be ready for the date this afternoon. Cory is in his late thirties, and has a wife who stopped fucking him after they had their two kids. All she wanted was the kids, and had no desires to do her wifely duties. She is a great wife in every sense but the bedroom, so Cory seeks it elsewhere. He mostly comes to me. He’s rather vanilla, but he’s still good at what he does. When I show up at the hotel, he’s already here. It’s been about two months since we’ve seen each other, and I can tell there will be no talking beforehand. I strip down for him, as I climb onto the bed; he comes and pulls me to the edge of. I had his phone number though, so one morning I sent him a text message along the lines of "hey, r u free today? I wanna suck ur cock and have you fuck my brains out." Luckily he responded positively as he was not far away on a trip for work after which he would be free, so we exchanged a few more messages giving him directions and telling him to bring some condoms and lubricant as I had thrown mine out with everything else.I had about an hour before he would get here though, so I decided to shave, although only my face as I didn't have the time or patience to do my legs and pubes. From our previous emails and messages I knew he liked crossdressing, so next I went into my sister's room to pick out an outfit. Luckily she isn't much smaller than me, so I wouldn't be noticeably stretching her clothes.I considered quite a few combinations, but as I turned to leave and try them on, a pile of old clothes in the corner, some of which looked familiar, caught my eye. Going closer, I saw that.
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