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We knew that neither of us liked to bottom, so I proposed a bet of whoever had the bigger penis got to top. I was obviously pretty cocky and sure that I would win. I was speechless when he pulled out a throbbing Pringles can. Never one to back out of a bet, I powered through, and it was incredibly unpleasant. I was late to class the next day because it took me an extra long time to walk up the stairs.

I had braces at the time and was hesitant, but he assured me it would be OK. We took it slowly, but he ended up with two bloody lines down his penis where some inside wires were protruding.

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To this day, I still wonder if he has the scars. One time I was giving my boyfriend a blow job - he's quite big and girthy - and my jaw started to hurt. I thought, fuck itand kept going, which was a big mistake.

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As soon as his pants came off, my eyes widened. I asked him how big he was I was all in, though! I gave him a few hours of mind-blowing sex. I had to pretend I started my period early because of it, and I bled for almost three days. Totally worth it, though. He started putting it in, and I swear it felt like he was trying to shove a fist in there. A few minutes later I looked down and saw something on his white shirt. He turned the overhead light on and saw his shirt was covered in blood.

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