He needs help. Report him to the police. Look for his footprints outside of your friends bedroom windows. He is sick and belongs in with the other sex offenders having therapy.
'Maybe I should also mention this guy recently admitted to spending several months jerking off on Chatroulette nightly,'
Which one is he?
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You should also consider having a 'ladies night' and tell these girls what their boyfriends are doing. Had it been your douchebag, wouldnt you have wanted to know?