ANSWERS: 3
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Better he masterbates then looks elsewhere to get what he wants. It can start to hurt if he is not releasing as much as hes use to.( like blue balls ) not a medical term by far but it has happened to me.
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I do not understand why masturbation is HURTING him ; doesn't make sense ... If he isn't enjoying Masturbation, either ... he needs to get to a doctor as soon as possible ... None of what you say is "Normal" ...
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Sex should not be hurting him. He needs to go see his doctor.
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