I pressed again real hard and almost got the thick part in and she cried in pain, I think she ripped a little, I stopped and pulled out. I could feel her flaps pulling out too. I got some more spit and licked her some more and then got a big wad of spit on my cock and again put her legs up and worked the head in and leaned over and started kissing her neck she was rocking and I really started kissing and pushing. Our lips would find each other at times then her she would hold my arms trying to brace herself. I was at the thickest part and I worked my hands around her shoulders rubbing them and kissing them, she was totally unaware that I was about to push all the way in. I grabbed her shoulder and pushed all the same time and felt her give. I could feel her muscle flex as my cock penetrated her. She screamed and cried as I felt her pussy pop. I told her to relax baby and not to move. She was crying about how bad it was burning and I said im so sorry over and over again kissing. Gail was older than the other girls by about a year. She was the tallest girl and had the largest breasts. Her breasts would have been the envy of a sixteen-year old. They were full globes that had large areolas and prominent nipples. Gail's pussy was not covered with light downy pubic hair. She had a really lush patch of dark hair covering her pussy. This girl was definitely fuckable in every way. Her suit was not a simple two piece. She was wearing a string bikini top that barely covered her delectable areolas and nipples. The bikini bottom was a little too small. It was so tight that I could make out the crack of her pussy lips through the smashed pubic hair. I bet myself that I would also be able to see stray wisps of hair along the edges of the leg holes.Sally was not undressing at all. I knew she was almost Gail's age but her figure was more like Tiff's. Very boyish, no tits, and no hips. No baby fat but also no softening of the curves like Heather and Sara. She seemed to be.
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