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There's not much bite in, "Hey wellif I win...uh... idk you have to do something for me, but if you win I'lldress up as a girl." That sure sounds like a boy who wants to lose, andthat was my first awful misstep.Sally was a friend on mine. One year below me, we were both at the top ofour respective classes and I admired her a lot. She was cute for sure -hardly 5 feet tall but athletic, with really pretty straight black hairand flawless slightly tan skin. A lot of boys had crushes on her,including myself at some point or another, but she was deeply out of myleague and I had learned to go for other girls who were more achievable.After all, we were actually fairly close friends as a result of a familyconnection, and we had been for a while. It was with her I attempted tomake a few bets, but it didn't take long for her to seem uncomfortablewith it. I almost begged her to describe what she would do to me if Ilost, just to fantasize, and she answered only reluctantly. I said she'dhave to. "Oh, someone likes being exposed." "No, no I am just wet from earlier, you interrupted me." I stammer. "Really? hmm, I don't think so young lady." He replies as his fingers slide up my leg and into my now soaking cunt. I cannot stop myself from reacting to his touch, the hardness of his fingers sliding into me causes me to moan out and push myself harder on to his fingers. "Yeah that's what I thought, you look like a little slut that likes to be used, eh?" He grins at me as his fingers slide faster and deeper inside me. I can't form words to respond, I can only think of how his cock would feel mimicking the movement of his fingers. My body instinctively starts moving in rhythm with his fingers, moaning out louder and louder as he brings me closer to cumming. As I look down to watch his fingers slide in and out of me, I can see how hard he has become. My mind can only focus on how badly I want to taste his rigid cock before he forcefully thrusts it inside me. "Maybe you should.
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