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He did as told and a slight popping noise came with it. His ass was already closing so I grabbed the other plug and quickly lubed it. I pushed most of it into his ass with one go. I kept just the largest part of the cone out. I began working it slowly into his ass. He was fighting me without knowing it. He would not relax his ass muscles. Finally I got fed up and licked his cock. The minute I felt him relax I pushed the rest of the plug into his ass. He yelped in pain. He was about to get up but could not get over the feeling of the plug hitting his prostate. Yeah his ass hurt but it also felt good.He was still rock hard and his cock was such a deep purple I would swear it was going to break off. I climbed on top of him again and rode myself off to my second orgasm. I had still not got the dildo in his ass but I was so concerned with his blue/purple dick that I just pushed my plug out of my own ass and without getting very far up I slammed my ass down on his cock. I engulfed it all. Next thing I know Jennifer leaned over and kissed Amy right infront of my face. I put my arms around both of them and we all made out for a minute when Jennifer said "let's all get rid of these clothes", got up, and flung her top off and was completely naked. As Amy stood up to take her t shirt off, Jennifer kneeled down and slid my shorts off exposing my half chub dick. Jennifer scooted up and over to my cock, put her hand around it and started to slowly stroke it infront of her face. In the mean time, Amy was now just wearing pink panites, a sharp contrast to her lightly tanned skin wrapped on her almost fragile skinny teen body. Her tits were slightly larger than mosquito bites, firm little breasts, and I could see an outline of cameltoe protruding from her panties. Amy sat back down next to me and we started to french kiss. Jennifer was still jerking me off when I could feel her hot breath on my tip, soon after followed by her warm wet mouth. Amy whispered in my ear "I can't wait.
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