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‘Whatever it is you’re invited, even if we just hang around the apartment.’ I smiled. ‘Maybe we could have a sleepover?’ he asked with a mischievous grin. While we had gone out to the movies during the week and met up after work a couple of nights, I hadn’t stayed the night with him, or vice versa. I could tell he was missing spending the night as much as I was. ‘I’ll ask Beth if it would bother her.’ I smiled as we made our way back into the lounge to find Beth and Jack talking softly about Jack’s class and school soccer team. Jack was a primary school teacher. He taught grades five and six. He also coached the school’s soccer team. Jack was a genuinely nice guy and it always amazed me that he and Beth could be so horrible together, although, at that moment, they were getting along. In fact Beth actually managed a sleepy smile as Jack told her about one of the team’s goals. He was using a soft, calming voice and it was obviously having an effect on Beth. She had stretched out on the. "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 experience that the first time was going to be difficult and painful but she also knew the pleasure that the anal penetration could bring, especially to a man. The toy was almost in him, he only had to take in the wider part and then he could start to really enjoy himself. "Connor baby, it's going to be a bit more painful now, but I'll do it quickly, so just.
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