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” “Welcome.” “Guess I needed to vent a little. Sorry about that.” “It’s ok. I will always listen.” “Thanks, why do you say that?” “I maybe a mystery to most and an outcast but my life hasn’t been easy.” “Oh. What’s your story?” “Short version is my Dad was a drunk who beat me and my mom, let 5 guys rape her to pay off his debt and now is in jail. I have a wonderful step-father and step-sister who don’t judge me based on what happened to me in the past.” “Oh Wow I’m so sorry.” We chat for the rest of class, seems she likes to run and into video games especially Call of Duty. When the bell rings Anna gets up, smiles and walks out of the room. I couldn’t help but check her out. She’s about 5’3, 110lbs, thin athletic build, most likely a 32B and a very nice shaped small ass. The rest of my day went by slowly. Each class was an introduction and then free period. I did find myself thinking about Anna a few times. Last. I slowly and carefully inserted my manhood into the girl’s pussy and tried as gently as possible to fuck Diane. Diane tried her best to take my cock in her tight little pussy, but after a few thrusts she said, “Ouch! OH, stop, it hurts! Please stop, it hurts!” This was the moment I discovered I was not a sadist. I stopped. I wanted to finish of course but the idea that I was hurting Diane and not pleasuring her was unacceptable to me. I did not enjoy that, so I stopped. I apologized for hurting her and she apologized for not being able to take it. We did achieve penetration, but I was unable to climax as she couldn’t tolerate it. Over the next few months Diane and I continued to work on her pussy. She was tolerating being fingered and licked to orgasm just fine. And she went down on me. She had no cock sense, but sucking and allowing me to face fuck her to orgasm was fun for me. She would open the car door and spit the cum out after I climaxed. (“Spitters are quitters.” I heard.
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