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It was only half-way in when I stopped and had a moment when I felt I had to ‘reset’. So I squeezed my ass tight and pulled it out completely. By this time Jenn was now kissing my chest, licking my nipples and stroking my hard penis, but still quiet and supportive. I still had my eyes closed, but I heard her whisper “Please don't hurt yourself babe.” After a few hard squeezes of my empty anus, I was ready to continue.With a quick breath, I pushed on my opening with the toy again and it made a much smoother entrance this time. I started gradually getting it further and further and now I could really feel the stretching. I had to start slowly pumping it in and back out slightly, then further in and back out slightly. I continued like that as it got closer to the thick base. There were a few moments where I had to hold it in place and take a breath. It was starting to become a really intense feeling as I tried different motions to easy the stretching. I twisted it in my fingers while I. "Better get rid of those clothes before the chlorine bleaches them irreparably," Kristen suggested.I did so, placing them at a pile outside the pool.Kristen climbed out of the pool, and took my clothes into one of the changing rooms. I remembered that the changing rooms had vanities, and figured that Kristen was in the process of rinsing the chlorine from my clothing.I climbed up the stairs and exited the pool. The girls were aligned in a straight line, with Patrice in front facing me.Patrice said, "Sorry about dunking you, but we had to do something special for you. Now that Kristen has broken you in, I'm here to give you your SECOND Sweet Sixteen kiss."I waited while Patrice walked up to me. She wrapped her arms around me and kissed me. It wasn't as sensual as the kiss that Kristen and I had shared, but it was a friendly one nonetheless.Patty was next, giving me an enthusiastic kiss. Wendy kissed me, rubbing her huge knockers against my chest to my enjoyment. Camille kissed me,.
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