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" The kid let out an "Ahh Fuck", when Jim forcefully thrust himself into his sphincter. Jim didn't waste any time, he started off pumping the boy hard. The poor kid was groaning in pain at first, Jim's massive dick was stretching his little booty to the limit. Jim didn't care, the kid's tight ass was squeezing his dick like nothing he'd ever felt before. "Fuck, it feels so good," Jim screamed. Jim let the kid's neck go, placed both hands on his hips, and started to thrust even harder. The kid was spewing a stream of expletives, as Jim was mercilessly assaulting his asshole. Jim looked down between the boy's legs and noticed his cock was starting to stiffen a bit. Jim grabbed it, gave it a little massage, and said, "Yeah you know you like it you little punk...who's your fucking daddy?" Jim slowed his pace a bit, letting all nine of his inches slide out before slowly sliding back in, while he massaged the kid's little cock. Jim was gently milking the kid's stiffening dick when the kid. He had always desired to exam the results of a caning after the elapse of more time than was permissible during the actual caning. After all, the marks were the product of his own skill and effort. How long did they last? But however deeply curious he might have been about the appearance of a student's bottom after he had caned her - perhaps after a day, a week, or even longer - he could never think of a respectable reason to examine it later and, being a cautious man, he never tried. Now, however, the opportunity was perfect! A student with both disciplinary and academic failings could be asked to present herself for a first caning on a Wednesday, and then for at least 6 of the best the next day!The first time he had the chance to act on this arrangement, the student's academic failing having received the highest grade, he administered six of the best with the medium cane and perhaps a bit on the severe side, he had to admit to himself. He was then so full of anticipation that he.
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