She was not super fat, but her complete lack of curves made her seem unfeminine. Her face was plain at best, and her alcoholic complexion on top of her reddish skin and coarse black hair knocked her appearance down to ugly. We humored her because she was incredibly nice and giving.My friends all made up excuses about being married, engaged, or seeing someone. I was actually banging some chick from Riverside on the off weekend I made it down there, but I did not claim to be in a relationship. Deep down, I think we all knew from the minute we bit into those burgers that I alone would be nailing this broad before the night was over. Before I knew it, ol' girl was licking my shoulder and rubbing up against me, as I was standing at the bar, waiting for a drink! I think she might have been in heat, or something. I spent most of my adolescence and adult life oblivious to women's subtle clues of whether or not they were interested in me. I wish everyone I ever met were as easy to. While I was stroking him I figured if he tries and moves out from under me I’m going to fall with him and hopefully stay inside. I was moving the head in and out of his anus and could feel him tense when the thick part was getting close. I was really in him now and I just about to cross his threshold and slide my cock in when he drew in a big deep breath of air and let it out. I stopped stroking him and grabbed his hips. “I really am trying but it hurts. It’s burning and feels like I am tearing or something.” Scott pleaded. “I know Scott, but trust me it feels better once it is in. You were hurting me but I let you do it” I retorted. Scott replied “you’re a lot fucking thicker”. “Yeah but your head is big”, I replied back. With that he put his head in the pillow. I started putting more pressure and I could feel his anus stretching more. It felt like he was rubbing my cock raw, so I could only imagine how he felt. I felt him stretch again allowing the thick part of my cock.
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