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Were you using lube? That's a lot of jacking off if he was dry. They can get really sore and it can hurt them if you are just rubbing them hard for a long time. Also, 10 minutes isn't very long in between.. maybe he just wanted a break. Either way, if you've been able to make him cum in the past, I wouldn't worry too much about it. =)
Did you ask him what was wrong?
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