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He then pulled out and went over to our drawer meant especially for our sex toys and such and pulled the lube. He strolled over to my ass which was still in the air and began to pour the lube on my virgin hole. Now we have talked about trying anal several times and I have even let him slide a finger in a time or two but never had the nerve to let him stick his cock in for fear of the pain it may cause. I became super aware of my ass as he started working the lube into my tight little hole with his finger. It felt good then next thing I felt was the pressure from the head of his cock pushing its way in slowly. It was a little uncomfortable but not exactly painful. He kept pushing slowly until he was buried in my ass up to his balls. At that point he did not start pushing but just kept it still as he reached around to my front and started fondling my clit. After a few minutes of becoming accustomed to him in my ass and the pleasure I was getting from the stimulation up front I started. EVERYTHING about that picture screamed sex to me, at me. I was deafened by it, and when I was finally finished I was as utterly spent as if I'd spent the entire hour fucking with the couple in the photo, not just touching it up."Whew!" Kayly said, straightening up. "Look at the time. I'll have to try that touch-up thing myself later."Kayly was right. Time had flown by. The sun had just set, and we were alone in her house, bent over a smut-filled computer, in the dark.I stood up, finishing off the last of my beer. "Is there anything else you need me to show you?"Kayly shook her head. "It can wait. That's enough to get me started. Can you come by next week sometime?"My heart just about exploded in my chest. Again? Look at porn with a hot cougar getting into my personal space the entire time? "Sure." I said, playing it cool. "Just depends on when. I have classes until late, Monday and Wednesday." Tuesday then." Kayly said. It wasn't a question."Same time?" I smiled, standing up."Sure.".
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