He then backed up on the floor and waited. I was super horny and moved up and placed my cock into his crack. Dave backed up slowly. I felt the tip of my cock his against his asshole. He began to move back more and push onto my cock. It felt strange but nice. I pushed a little and he moved forward and said, “ouch!”. He tried again but he was very tights. I reached out and massaged his ass with my finger. I heard Dave sigh. I rubbed the lube around his ass and began to slowly, gently push my finger in. After a while I was able to get my finger in. Dave was obviously enjoying himself as evidenced by his deep breathing and soft moans. I took my finger out and replaced it with my cock tip. Very slowly and carefully I pushed myself into him. It took multiple tries, lots of lube and patience. Eventually I got the tip in. Dave told me to stop but to leave it in. He felt super tight. After a few minutes he was able to relax. I pushed in further and further as Dave pushed back against me. It. She was smart, even brilliant and could talk well about almost anything she had ever read about. She was also naive, maybe innocent or trusting would be the better word. Not so good with practical things. The tuition at junior colleges is a fraction of what it is at the four year institutions and money was a big consideration. My dad is a general contractor with a grade school education, and further study at the school of hard knocks. Trouble was he kept getting hard knocks. He got a lot of work, but didn’t make much money at it. Of course I had to work for him as a kid, and I thought I could see all of his flaws. He was a bull-of-the-woods guy. Didn’t listen well, and got rid of people who were, in his opinion, too smart for themselves, and often smarter than he was. Unfortunately he didn’t realize he needed smart people, and generally had at least one more job going on than he could manage by himself. As a result it was the rare job that came in under budget and he self limited.
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