I’ve never even thought of guy on guy anal.”“Not really any different than guy on girl, I mean, for the guy that’s sticking it in. You ever do...anal with a girl?”“No, always wanted to but never did.” Tim was clearly an anal fan, but apparently this was another fantasy that he had never tried.“Well, certainly not going to push this one hard, because it’s a damn big step, but if you ever want to try it, I wouldn’t mind feeling you in me.” We paused a bit and just sat there jerking off, pondering. Lubing up his finger he inserted it and told me he was going to be more thorough than last year especially since I was having sex back there. He told me to relax and it felt so good when he was moving his finger in and out of me and then back in to tickle my prostrate. I started signing and moaning and he continued to finger me. while telling me how my "pussy" looked good I was taking good care of myself, did any of this hurt and I just continued to moan, seemed like he fingered me forever. More

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