I turned my head and managed to twist far enough to meet his eyes. "Mark, I want you to have me in any position, any way you want." I didn't tell him that my only experience with anal sex had been a disaster. One guy I had dated up in Indianapolis had attempted it without lubrication or wasting time by allowing me to adjust to him. He just tried to stuff it in there. Didn't work.This time I had confidence that it would. Mark rubbed the dripping bar against me. Thank goodness it was still fairly new and had softened nicely in the hot water. Then he must have rubbed it against himself, in more than one place as his fingertip replaced the head of his cock. he gently massaged my ring, around and around, allowing it to loosen, and, I must say, make me weak in the knees from his stimulation of the nerve endings bunched there. Then my opening gave way to his gentle pressure and his slick finger entered me.Mark began to wiggle his finger, curling it to touch my anal walls and carefully prying. ’ Gena looked at me and suddenly started to smile. She said, ‘Now I know what you are trying to do by making such a crazy bet, is to fluster me to make me lose if I play you. Wrong sucker, hand my $10,000,000 to my father to hold for me. That bet is on. I have no fear of losing to you.’ I tossed the stack of bills to Glen and said, ‘If I win don’t give me the money back. Put it in that big collection jar you have for the local little league fund. If I lose give it to Gena.’ I then went into my ritual the same as my grandfather did. I took off my suit coat, folded it neatly and placed it over a chair, and removed my tie. I unbuttoned the two top buttons of my shirt, and rolled up my sleeves two exact turns. I shook talcum over my hands, then said to Glen, ‘Glen get my special pool cue out of your safe please.’ Gena is standing there staring at me. She is seeing a new and very serious me, and she has seen this same routine before by another man, my grandfather. Glen brings over a very.
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