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It will hurt a lot more if you are all tight and wound up." OK, go ahead and do it."I pushed the head of my cock against the lips of his asshole and gave a little push. All that happened was that his asshole retreated from the pressure as it resisted the penetration of my cock. I reached down and held each of his hips as I gave another push and this time I popped in a couple of inches."Oh Bob, that really does hurt." Jimmy, ease up. We have just started and you are still uptight. RELAX"I pulled him back at me some more and went in another few inches but this time he was crying with the pain."Bob, I can't go on with this. It's hurting me more than I can bear," he sobbed."OK Jim. I won't go in any further but let's just lay like this for a little while as my cock softens."I had no damn intention of letting my cock get soft but I thought it would comfort him if he thought the end was in sight.I reached around and pulled his face back around to me and planted another kiss on him. He. Seemed to be taking it pretty well too. I had to step over them when I went to pee.I was sitting on the bed stroking Craig’s cock with one hand and Mr. Man in Charge’s with the other. The fact that I was doing this while carrying on a conversation with them didn’t seem strange at all. There was a knock at the door and Mr. Man in Charge said he had arranged to have some food delivered. Great I thought. More pizza. I was surprised when two guys carried in what looked like a car load of Chinese food. These two got real bug eyed when they saw what was going on and their eyes got even larger when they were told Craig was my son. They asked if they could stay for a bit and everybody looked at me. I nodded yes. I mean, sure, why not. After everyone had a chance to chow down it was time to get back to work. Craig was hard, rested and ready.I positioned myself so that I was on all fours with one camera pointed directly at my ass and the other two had good side views. The hand held guy just.
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