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Although, it was obvious that she wasn’t familiar with any anal activity, and the grimace on her face showed a bit of pain. I like this; she’s in pain, but still taking it. He suddenly withdrew from Jenny in mid hump and positioned his dick at Lindsey’s asshole. She realized a second too late what was about to happen. Before she could lock her asshole, I pushed the tip in.She screamed, but it’s short and not too loud, so I’ll pause with just the tip inside for a second to let her catch her breath; besides, I don’t want anyone coming in and interfering. I watched her face as the pain slowly dropped and her face wasn’t contorted any more. I pushed in again, this time deep and pulled her towards me with a hand on each side. Again, she squealed in pain, this time she struggled a little to get away but stopped within a few seconds. Oh this is the best, her entrance is so tight it almost hurts, but causing her pain makes me feel good too. I started to move slowly but deeply, she grunted a. It was going to be difficult to achieve if I didn’t have a girlfriend. I wondered how my relationship with Stephie would work once she came back to Chicago.I supposed it would depend on her. Red seemed like the kind of guy who would be OK with Stephie having me as a friend without getting all bent out of shape about it. Stephie was the real question - she’d struggled mightily with her long distance relationship with Daryl. And I knew her to be a very sexual creature, which created an even bigger problem with her being away from Red for long stretches of time. I might have to lend her my vibrator and buy her a year’s supply of batteries!My mind came back to Becky. I’d foolishly, in hindsight, promised to take her on a date. That had done exactly what I’d been afraid it would do - give her hope that she could be my girlfriend again at some point in the future. I knew that if I did that, it would damage my relationships with Bethany and Stephanie in some way, and probably destroy any.
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