Judy told me that it had been a few months since her divorce and that with a new baby there was no man in her life. She told me that my sucking her nipples had felt incredible and asked if I could help her out even more. I understood her meaning and stood up, holding her by the ass, and carried her to the couch and laid her on her back. She immediately stripped off her shorts and spread her legs so I could see how wet her pussy had become. Her lips and clit were swollen, and she arched her back to push her crotch toward me and asked what I was waiting for. I dropped my shorts, and she grabbed my cock and pulled me toward her. She clearly wasn't needing any more foreplay, and she guided my cock directly to her slit and rubbed my engorged head against her clit, then up and down the soaking wet slit of her cunt. I leaned forward only slightly, and my cock slid in between the folds of her pussy. Gently, I slid back and forth, allowing the length of my cock to penetrate more and. It now entered smoothly but could not go further than an inch. Suddenly,I realized that she was a virgin. I realized that she did not, perhaps, fear my touch so much as losing her virginity. I oiled her pussy well. I un-pocked a condom and put it on my pulsating dick. Then I positioned myself between her legs and tried to enter her. My aim was wrong. I rose re-aimed my dick and tried to enter her tight pussy. I was able to enter a little as my weight pushed it in.She felt the pain and pushed me away. She did not say a thing and just upped her panty and pajama. She was asleep as suddenly as she had woken up. I removed her clothes again and tried three more times, I would enter an inch or two and then she would push me away due to pain. Third time I went in her further and while she pushed me away after experiencing pain, she did not pull up her panty and pajama.Unable to contain my excitement, I came in the condom on the fourth try. I went to bathroom to flush away the condom. As I.
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