Well, they became friends in season four, got together (and broke up) in season five, and then I refused to watch season six based on how they completely screwed up the relationship. Ugh, I mean, they wrote their friendship so amazingly well and their relationship was really great until they decided they wanted to end it - really quickly and for reasons that I still don't understand. Obviously, because the writers are twelve years old (or just massively irresponsible) of course Blair ended up with Chuck and Dan ended up with Serena (so I heard). Oh, and did you hear who Gossip Girl was revealed to be??? Ugh, just so much fail.