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I did until the entire length of my finger in his anal canal. He moaned. He felt warm, tight and smooth inside. I felt shaky and had to concentrate to hold my arm and hand still or I would have betrayed my nervous excitement. I could not speak. ‘I want you to now press the tip of my finger forward and up towards my cock, then slide it back and up in the direction of my naval to see if you are able to feel the prostrate gland.As I did so, he moaned again, only louder this time. I was sure I had felt it and from his reaction I must have hit it.‘Yes, you have it, press back and forth on my button.’ He urged. Again as I did so, he moaned again and then again with each pass of my finger over his gland. I stopped moving it for a second and he quickly implored me to keep massaging him. Slide you finger in and out of me while you rub over it… With one of his hands he gave his cock long hard strokes, and with the other he pulled up and out on his nuts stretching his ball sack tightly. I. “Don't worry said Sylvia, I've fucked him up the ass lots of times.”Tim started fucking Sylvia. They screwed for a few minutes and I played with Sylvia's nipples as they went at it. Then I put on the condom and lubed up my dick and Tim's ass. As they slowly fucked, I wound up and smacked Tim's ass hard. He yelped and stopped for a moment. I hit him ten more times hard. My hand hurt and his ass was bright red from my all-out spanking. I got on top of them and rammed my dick into Tim's ass. My God, it was so tight, like a virgin with a vice grip on my dick. It felt great. Tim was moving a little in and out of Sylvia but most of the motion was from me as I was me pounding him pretty hard. I was adding to the force of his thrusts and he was fucking Sylvia hard with my help. Tim was clearly loving this and he started thrusting hard and was clearly close to cuming. Then he started grunting and I could feel his rectal sphincter contracting and gripping my dick. I pounded as fast as I could.
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