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Caroline became a fixture in my life- going to gigs with me and spending all our free time together. It took a few months, but Caroline finally gave up her chastity belt. We did finally fuck and I learned she wasn’t a virgin. Seems one of her mom’s earlier boyfriends had raped her, several times, until her mom found out. Short story long- I was invited over for coffee then next morning to talk with Caroline AND her mom.Mary, Caroline’s mother wanted to talk about the sex we’d had the night before. I was looking for a place to hide. Moms just did NOT talk about this with her daughter OR her boyfriend, especially if said boyfriend was sting right there. My girl went on to explain she’s spilled all to her mom after coming home and Mary was thrilled on several levels - ONE, I hadn’t freaked out when I found out why she wasn’t as virginal as she’d acted, TWO, that I’d shown her little girl love making instead of a fuck, and THREE, SHE was turned on by the whole situation to say “My panties. “MMMM” said Nathan, “I would like one of these inside me as long as you promise to be gentle with me.” Jim and I looked at each other and grinned broadly. “Not a problem mate” said Jim. “Take your pick. Or should I say prick haha.” Comparing our dicks, Jim and I noted that although they were both about the same in length, mine was certainly not as thick as his. Jim had been fingering Nathan’s virgin ass a little while ago and had found the hole to be quite tight. He therefore suggested that it might be better if the ‘cherry busting’ duties went to me on this occasion. Nathan, with a slightly nervous look on his face, agreed that this might be the right choice. “Ok then” I said, “I have condoms and lube here so you don’t have to worry about that.”With all the ‘playing’ Nathan had been doing while we were talking, he was showing strong signs that he was recovering well. His beautiful, straight hard-on was standing up between his legs again. This time Jim went down on the tasty meat.
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