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I was tempted to run back to the security office and get my cuffs. I told her next time, I would make that happen.In my head I was so shocked. How could he not want to do things for his partner's pleasure? Especially one as awesome and hot as Kathy?I told her to tell me all of her fantasies and I'd make them happen. She talked as I played with her nipples. The things she wanted were so basic.... She wanted to feel a tongue in her pussy, have sex outside, have a three some.... The fantasy that she mentioned last blew me away.She wanted to have an orgasm.What?!She didn't think she'd ever actually cum. Her bf said she had one every time he fucked her. She wasn't so sure. She'd never been with anyone other than him and masturbation was a sin according to her parents so she had always wondered....Knowing that he'd treated her like a worthless whore made me determined to give her mind blowing pleasure. So I got back to business....Down between her legs, I slowly ran my tongue. He instinctively spread his legs wider, preparing himself for the object that was about to invade his most private and sensitive place. He felt her put more lube and probe the tip of the plug more firmly against his opening and made an effort to relax so that it could enter him more easily. "That’s right Connor baby, relax and let it in," she told him. "You know you want to; you know it will blow your mind." "I'm trying," he whimpered in response as the pressure against his puckered hole increased. There was pain again as the plug was slowly but surely being pushed inside him; he thought of crying out for her to stop when the plug was about half way in but he didn’t, he bit his lip and held on to her bed sheets so hard that his knuckles were white. Again she wrapped her hand around his cock, which wasn’t rock hard anymore, the pain having its effect on him. She stroked his cock slowly but with purpose as she kept pressure on the toy going into his tight ass hole. She knew from.
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