I still had my boner of course. This only made me harder. We talked a little more.Finally I got the courage to start to rubbing her breasts over her shirt and bra. I asked if she could feel my hard cock. She said, "That's not your dick, that's your belt."I told her to feel around and she did. She realized I wasn't wearing a belt. Once more I told her to keep doing that. I couldn't tell how she was reacting to all of this since her face was facing toward my cock. She kept playing around over my. My sleeping cock was pressed between the cleft of her ass. I’m extremely picky about the women I bed, but this one… well, she had a vibrancy around her that I just couldn’t ignore. She was laying on her side with her back to me. She was in a deep sleep so I just watched her. My mind replayed the evening’s events. She was outstanding at sex. So open and willing to do anything I wanted. Not that I would force her, but I could tell she wanted to give herself to me. It was for pure enjoyment. My. .its painful da,yours cock is so thick” she increased her tone closing her eyes, I stopped to move my penis. I had only penetrated my dick head, I understood since she is virgin its more painful. I had already decided to go slow on her, I withdrew hardly an inch, and now she was feeling comfortable, I asked her “can I proceed” she nodded her head with eyes closed. I liked her when she closes her eyes, I gave a gentle push where my thick shaft went inside, and again I slowly pushed my shaft and. But he told me I needed to be prepped for that so it would feel good and not hurt. So he told me for the next month I needed to massage and finger my asshole with olive oil to make it more pliable and to get used to penetration. When I first tried it, it felt great and I was anticipating when I could get something bigger than my two fingers partially up my asshole. After a month, I dressed up in a tight, one piece, short skirted dress with a garter and long black stockings, but no panties. I.
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