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do men bleed when they loose their verginity../or is it hurting...Could it happen while masterbating

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No, they don't.

If you are experiencing blood coming from your penis, it would be wise to see a doctor, it could be a number of things, from infection, a blockage, or a problem within the urethra, testicles, or prostate.
Or if the blood is in your urine it could be a bladder or kidney problem.
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