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I don’t think it was the first time for either of them but may be the first time for the top. Kind of clumsy yet cute. When I first got it at 13 the top wasn’t as gentle.
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I started having anal sex at 18. I knew I wanted to be the bottom I made sure to lose my anal virginity very quickly. I had three tops. Fuck my ass. It was a wonderful gangbang. I was welcomed into the gig community as a total bottom. I love being that bottom whore that takes everyone's cum in his ass
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