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It was well worn and the pouch was stretched in the middle as though someone had used it for a sling shot. I brought it closer to my face and pushed my boxers to the floor. I stepped forward wearing only my white socks and took a breath of his scent. I turned towards the mirror, saw my white, muscled frame. I felt a wave of guilt hit me. I had my dick in one hand and my boss's black jockstrap in the other sniffing it close to my face. My hair was still tousled from where he'd messed it playfully before leaving. I closed my eyes again and stroked my cock. And then I fantasized about my girlfriend. It was nighttime and I had my dad's truck and drove her way up to the overlook over our small town. There she was, in my head, laid out on the blanket in the back of my dad's old pickup truck. She was naked and playing with her pussy and I was rock hard and ready to go at her. Just as I was about to slip in though everything went to crazy, I felt a heavy hand rub across my chest and I looked. It didn’t matter how many people told her or much she knew in her head, that feeling that if only she was prettier or sexier…bothered her - along with the money problems and disintegrated marriage. Lady Pauline told her that her life was going to change. She wanted to believe in Lady Pauline…most of the time, that’s enough. So call it synchronicity, confluence of events, or fate, but when the boys made their bet, their mother was at her most vulnerable. It started in the guise of a joke. Marc and Richard were bragging about how each could ‘make’ any girl of the other’s choosing. When Marc said, “I know someone you couldn’t even get to first with…she’s not with anybody and I know you say that she’s nice looking.” Richard took the bait and said, “Twenty says I can.”Marc laughed and said, “Okay Rich, good to go”“Good to go” Richard said as he defiantly hit his brother’s fist with his own. “Who is it?”“Mom”“What?” After getting over his startle response, Richard started to laugh hard.
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