I could feel him slathering lots of lube around the outside of my bum and presumably on his cock. He pushed very gently again and more of this monster...came in, Then he moved back a bit and pushed in, moved back, pushed and I pushed back toward him and he slid the lot into me. VERY slowly but very purposefully. You know I am trembling as I write this and yet it happened probably 30 years ago or moreI was experiencing a whole new world of sensation. I am kneeling on his bed with my head on my. As we entered the end game he exploited my weakness until the inevitable checkmate.I was gutted but I never welch on a bet so handed over the money. We chatted the game over and agreed it had been close for most of the way. So I must admit I was immediately tempted when he offered a re-match but my cash was gone. ‘Strip chess it is then’ he laughed, ‘if I lose you get your tenner back, if I win you lose your clothes’.‘No way’ I laughed ! But then he played with my head some more. ‘Tell you. More

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