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He even took the time to explain that he’d been trying to make fun of the guys around her, not her. Given their relative social status, he shouldn’t have known his apology would matter or thought it was necessary. But, she’d found it a kindness.There was no kindness in Simon Anderson. Shelby had met him for the first time sophomore year when she’d been struggling to keep up with her math class. Everyone said Simon was a math genius and, as well as Shelby could judge such things, he was. But he was also a simmering cauldron of barely-contained, omnidirectional rage. He would have tutored her just for the pleasure of lording his obvious superiority over her and doing his best to make her feel worthless. Shelby got enough of that already and decided to settle for struggling through the minimum math requirements with barely-passing grades.As someone who prided herself on knowing how the people around her could hurt her, Shelby always kept half an eye on Simon. There were a lot of. “You’re such a skank I actually thought you might like this!”I pulled out and as I thrust my cock deep into her ass once again she breathlessly confessed, “I love it! I know I’m a dirty slut, that’s why I need you to punish me Head Master. Fucking me where it hurts is the only way.”This was turning me on even more; I began to quicken my stride. I pounded her ass mercilessly for another dozen strokes. Impulsively, I reached up under her shirt and bra to maul her right tit. She had way more than a handful; I squeezed hard with my palm and pinched her nipple as she gasped with pleasure. Just then, I noticed that her hand had wandered down to her crotch, she was rubbing her clit furiously and about to cum. I thrust my cock deep into her ass, squeezed her tit harder and pulled her back by her hair.“I didn’t say you could rub that filthy cunt. Get back in position!”She whimpered but obeyed and I took pity on her. I pulled out of her ass and ripped the condom off, then plunged deep into her.
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