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She was going to be incharge of five offices and almost a thousand employees. She wanted totell me the good news in person, not because we were married, but becauseshe considered me one of her best friends. But now, she knew my dirtylittle secret.I was careless enjoying my fetish, however, I have to admit that I wasliving a lie with her. I liked Brenda and we were great friends, but Iwasn't really attracted to her. I've made many mistakes, but asking herto wait until marriage for sex was my worst one. I felt physicallyinadequate as I'm not very muscular or tall. My testicles are small likemarbles and my penis is less than an inch when soft. I assumed (probablycorrectly) that she would never marry me if she saw that.In one way, I was sorry that I was deceptive by making so many excusesnot to have sex such as saving it for marriage, etc. In another way, Iwas enjoying how our relationship was now going. I enjoyed the crossdressing and her dominance very much. I drifted off to sleep. “Have you ever played pontoon?”“You mean twenty one?”“Yes, well this is blackjack but much the same thing. Watch me for a while and then when you’re ready, just join in.”I sat down with Cherry behind me and placed a fifty pound chip on the table, I was dealt a King to the dealer’s ten, then I was given a nine.“Is that good?” Cherry whispered.“Average.”I stuck with my cards and the dealer turned up a ten, I’d lost.After a few more hands I was down two hundred pounds and Cherry decided she’d have a go.She put a hundred down and was dealt an ace to the dealer’s four, then another ace making a pair.“Now what?” she asked and I told her to split them and put a hundred on each. She squealed when she was dealt two blackjacks to the dealers fourteen and she picked up five hundred pounds!Ten minutes later her money was up to nineteen hundred and I was down to five hundred so I wandered over to the roulette wheel where I put the five hundred on black. It came up so I was back to my original.
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