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Brandon was one of those straight b*o types who seemed to always blare his crappy music when I was studying. He was also kinda cute, and I loved looking at him in his boxers as he climbed out of bed each morning. I never saw Brandon without his boxers, but I sometimes jerked myself to sl**p, imagining his cock carelessly slipping through the unbuttoned fly as he pulled aside his sheets. Peering at Brandon’s bare shoulders peeking out from under his covers, I would reach for my crotch. Slowly, so as not to make any noise, I would run my hand along my cock. I wanted to throw back my covers and reveal my erection. I wanted to grab my cock and pump it, moaning loud enough to wake my roommate. I wanted him to look over and see me tensing with pleasure. I wanted him to get out of bed, stand over me, pull down his boxers, and jerk along with me. I wanted him to watch me shoot my load on my chest. I wanted to lock eyes with him and feel his warm cum rain down upon me. I wanted him to grab. Very unsure what to do, I hoped that Cyn would back down. Pushing the limits as far as I could, I pulled the knots of her top and then her bottoms, leaving her naked except for some strips of cloth not covering anything hanging from her.Still kissing her, I wrapped my hands around her bottom, squeezing tight, and pushing one finger right into her tight and clamped shut arsehole. She tried to squirm away from my finger so I increased the pressure. While this meant she was now crushed against me, it also meant that she seemed increasingly uncomfortable. I was having a very hard time continuing this charade and my feelings of guilt almost overwhelmed me. I managed to keep them just below the surface by pretending to myself that Cyn deserved what she got for the blackmail and that I would not take it any further than I already had.Breaking off the kiss, Cyn finally looked stressed, her eyes wide and staring at me. I asked her:"You on the pill?"Cyn looked at me as if I had grown two heads.
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