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Soon his familiar cock head was pressing against my sphincter. It hurt like hell as he shoved it in rather quickly. He didn't let up until I could feel his hairy balls slapping against my sac. He grunted his approval of how good and tight my ass felt around his dick. Carl began pounding in and out of me while holding onto my hips. I was in tears from the pain that he chose to ignore. Slam! Slam! Slam! His cock was relentless in its anal assault. It was quite rough and my own cock was free and rubbing against the leather of my skirt, which was pinned against the top of the boss's desk under both our weight. He had just had an orgasm less than ten minutes before and at his age I knew that I was in for the long haul. I was surprised to find that my dick was equally as hard as the one plowing my bottom. It was about ten minutes into the fucking that the pain I was feeling turned to numbness. I started to enjoy the feeling of being filled. I concentrated on trying to get Carl off as quick. Cyndi's arms were cuffed behind her back, with a chain leading to the ceilingseveral feet in front of her stretched taut and attached to the cuffs. Herlegs were spread apart, shackled to the floor by the ankles. This awkward positionforced her to stoop heavily forward, and if not for the chains holding herin place she'd have easily lost balance. Her skirt was hiked up, renderingher ass and hips plainly visible as she unwillingly bucked with the machine,fucking it as she instinctively tried to fight it. The phallus was heated andburned unbearably inside her sphincter, and the tip slowly emitted a powerfulgel-like irritant inside her. Eventually the fucking would spread this gelevenly enough for it to act as a lubricant, but by that point she'd probablyfeel as if she was better off without it. After a moment she began the routine. She hadn't shown up to many cheer practices,and most of her activity at practice had little to do with cheering, but shehad done her best to memorize as much.
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