Does my friend have a disorder?

As much as I love/loved this guy, I can't help but feel there's something wrong with him. He is cocky, and believes he is better than others frequently. He is promiscuous, during his relationships he has, to my knowledge, been seeing other girls on the side and may have fooled around with them as well. He has a constant need for attention; if something the least bit unfortunate happens in his life, he milks it: he will act moody and look for attention, going as far as to become incredibly defensive if you try to get him to see that his situation is not completely unfortunate compared to other people's. He has no empathy; he doesn't think about how others will feel in result of his actions, most likely why he sees girls on the side. He is actually quite charming; I suppose that's what women see in him, and he has plenty of friends despite the despicable things I know that he does. He has been known to drink when he's "depressed", and has no problem voicing it; to me it's for attention. He did something similar after one of his break ups when he claimed he was going to try cigarettes to "deal with the pain". I later found out that this was a lie, more attention grubbing. He is between two girls right now, and he claims he doesn't know which one to choose because he "doesn't want to hurt anyone". Stringing them along will just make it worse. He says his greatest fear is hurting people, when he does it all the time. His rationalization for all the terrible things he does it that "we're all going to die anyway". He is malicious, and states things purely for the sake of angering others rather than debating intelligently. He's going to find himself alone if he continues to act like this. Does this sound like any sort of disorder? I'd appreciate informed answers, possibly from people that specialize in this sort of thing.