I did buy some lubricant and was able to fit a finger in my ass. But the dildo was hurting me every time I was pressing it on my asshole and I was sto...ping my sessions almost immediately - persuaded that even if I'd manage to get it in, anal would be painful no matter what. But on the 4th attempts I decided to be braver and pushed a little bit harder than usual. I'll never forget my total surprise when suddenly the entire dildo disappeared in my ass. I was shaking like crazy and took it off. He knelt between Jill’s legs and lowered himself into position. One hand supporting his body weight, the other grasping his cock. Jill was looking directly at him as he concentrated and looked between their bodies to insert himself correctly.From the big image on my TV screen, I saw the moment he lodged himself in Jill’s body. The slight grunt and way she bit her lip told me this, just as much as did the way the look of concentration left his face. He looked up at Jill, and as he moved in to. More

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