I was nervous and closed my eyes. I felt something we in my asshole, it was his tongue. He started rimming me, he told me my asshole was tight and it would hurt a little, but told me not to scared as he will be gentle and slow. He started fingering me, licking my asshole. He increased from one finger to 3 and I was feeling my asshole being stretched.He grabbed a lube and rubbed it in and around my hole. Then I was certain I would be fucked today. The thought of pain was making me doubt all this. Then he asked me if I was ready. I nodded yes. He then kissed me and told me it will pain for a while, try to make my muscles loose and pleasure will begin soon. He grabbed a condom, put it on and kept the tip just at the start of the hole and started pushing slowly. I felt the pain and cried stop, but he didn’t. He slowly started pushing his cock inside till it was completely in. I was shouting with pain, he kissed me and told me to relax.He left his cock inside and kissed me for a while. I. "What brought this on?" He's going to go to work at that place where he's interned the last couple summers," Duane shook his head. "They need him to start as soon as school is out. He didn't come out and say it, but it looks like it's been coming down since last summer and he was trying to put off a decision. It's a good deal for him, I guess, but damn!" When things like that come along, you have to make up your mind," Jason replied philosophically, sitting down in his comfortable chair. "Sometimes it's to change your mind." Yeah, but shit, how long have we been planning this?" Duane snorted. "Over four years, now! I should have seen this coming when he dumped wildlife biology." It doesn't have to kill the hike," Jason offered. "Don't you have anyone else in the outdoor club up there who might be interested?" No, not really, at least not any I think would be willing to do the hike the way I want to do it," he shrugged. "Actually, I've been sitting here thinking about soloing.
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