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"Hey Jack. Glad you could make it." As she sat down across from me, her chest bobbing up and down, I couldn't help by steal a look. I saw other guys' eyes glancing at her chest as they walked by. I only hoped she hadn't noticed me ogling her. She already knew I had a girlfriend; I didn't want to look like a total creep to my new friend. We started working on our project, when she was approached by a male student."Hey girl, you looking for a man?"She looked up and scoffed. "Does it look like I'm looking? He's right here." She pointed to me. What was she talking about?He looked at me and said "lucky ass dude." He walked away. She picked up her drink and sat next to me. Her meaty thigh touched mine. "Is it chill if when we hang out, we just pretend to be boyfriend and girlfriend? I legitimately can't stand the cat calls." Y-yeah, that should be fine," I said. It probably wasn't. But I was in no position to say no. We finished the actual work fairly quickly. She was surprisingly smart. I. Bucking her ass up as I licked her clitoris. I then wiped off my mouth and slid a condom onto my rock hard cock, Diane watching me with dark interest and apprehension as I lubricated myself with Vaseline. 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.
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