So..he's not over her, the drugs and drink aren't helping his depression.
I'm glad he's got someone like you there to support him. Ideally, and i'm sure you know, that he should speak to someone. But he's not gonna feel like talking. Someone's gotta try and help him before he sinks too far. I know you know all of this, but its hard at the end of the day to know what to do. Don't mind me asking, but is his depression known to other people? I suppose he has up days and down days too. When he's feeling low, he'll probably drink more, take more drugs and talk about her more. I could be totally wrong, because only you know what's going on.
(Not very helpful am i? Sorry)
I have gotta go...
Look, if you wanna leave me a message, or wanna talk, you more than welcome to contact me. I know i don't know you too well, and we're practically strangers, but, i've been told that i am a good listener
It's just an offer... I won't be offended if you don't want to talk.
I'll be here tomorrow...