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I'm very into playing with my ass when I jerk-off but only once have I been with a guy and that experience kinda turned me off.So this time I jumped at the opportunity I agreed to meet right away within the hour.I got ready, arrived on time and headed to his door, John is about 6'4" much taller than me I was instantly intimidated, we made small talk then he herded me to the bedroom. Wasting no time attempting to keep my nerve up I shed my clothes John directed me onto his bed on all fours I didn't even watch him undress, I was a deer in the headlights.He got to work pumping lube onto my ass crack and slowly working it into my hole first one finger then two boy they felt thick, he asked me the whole time if i was okay if things were all right my mind was racing I asked him to really wet my hole nice and slippery and got a little lube for my hand to start rubbing my cock, Here I was naked on my knees ass hanging over the edge when John started rubbing my sweet spot I stopped think and. It was about this small town high school, and there was this gorgeous, sexy, female teacher who was brand new -- Miss Thorn. She taught English. On the side, however, Miss Thorn was letting the school jocks buy sex lessons from her for just five dollars a pop. And she was arranging sex dates for the girls with the jocks for ten dollars. It was really a pretty good book. The sex was really hot and nasty and very dirty, even though the plot was kind of silly. But it gave me an idea! After we had finished jacking off, I waited for Mark to go home, then I approached Bill. "Bill? Something has come up and I wanted to ask you for a favor." He was buttoning his jeans. "Yeah? What?" "I accidently bumped into this woman... uh... it was at my church. She was confessing some sins to our assistant minister, and... well,... I wasn't supposed to hear, but I did. She was a prostitute!" That got his attention. "No shit? For real?" "Yes. After church, I sort of started a conversation with her, and....
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