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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. And when he finally did, he was a thoughtful and considerate lover. And I found that – to my surprise – to be far more important than cock size. Jerry had a small cock but he wasn’t the least bit embarrassed about it. And he no reason to be; it was a cute little cock.Besides, men with big cocks had been a disappointment to me. I always thought if I found one with a big enough cock, I would have my first vaginal orgasm. Though my search led me to some pretty pleasurable cocks – nothing like the feeling of being completely filled – the pleasure always stopped just short of orgasm. Of course I couldn’t be honest about it – men with big cocks have enormous egos. So I faked orgasms to keep them from ramming away at me until I was raw.Jerry was a breath of fresh air. He begged me to teach him how to please me. And even though he was inexperienced and fumbled about at first, it was a huge turn-on to have someone explore my body with such joy and abandon. Soon he was giving me orgasm after.
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