I'm going to be completely different here and say Xander.
Firstly he falls for Buffy, which is understandable, but while he's in love with her his best friend is in love with him and he doesnt notice. Putting that aside while all this is happening he is attracted to a demon teacher and nearly gets eaten. Then he ends up dating Cordy, a girl he's hated for most of his life. When that goes well he then starts an affair with his best friend whose loved him for years. After that he starts dating Anya, a vengence demon. When their about to get married he calls it off. He tries it on with yet one more demon before (I believe, I've not read the comics though) he ends up with Dawn, the sister of the first girl he fell in love with.
I'd say that was pretty dramatic.