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. ‘No way’ I laughed ! But then he played with my head some more. ‘Tell you what’ he said’ if you win you get your tenner back, but for each piece we lose during the game we have to take something off or do a forfeit’. I blame the booze but this actually sounded okay to me; I was going to get my money back and maybe get to tease Dale a bit along the way :) So we shook hands and set the board back up.Things did not go quite as I’d expected…… Dale was trading pieces at virtually every opportunity the cheeky sod. Shoes, socks shirts and trousers were soon piling up. As I continued to try to think ahead, if was pretty clear he was playing a whole different game….. and playing it well ! And then the inevitable came, I lost my seventh piece, aaargh, I was about to get naked in front of the gay guy ! Dale was beaming as I stood up. Goodness knows why but I decided it would be easier to get through if I turned round, but of course as I slipped down my pants I was giving him a great view of my.
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