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At least he was able to grab some of his shampoo from his shower caddy so we would have some kind of lubricant, but it was obviously not ideal. He smeared Fucking some on his finger and then ran it up and down my hole. Eventually he started poking around until he found the mark and stuck his finger deep as it could go into my hole. It hurt like absolute hell. I had fingered myself only a few amateur times before and the last time was a while ago so my ass was very tight. Tyler quickly added a second and then the extra painful third finger before finally pulling out his fingers and moving closer to me. I could feel his penis run against my ass. He tried pushing and missed the mark, on the second try he pierced my insides making my senses of anal pain go close to overdrive. It hurt like nothing I had ever felt, but a minute later it had already masturbation subsided by three quarters. It never didn’t hurt but I could actually see why bottoms gay enjoyed being fucked.

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