Blair and Dan begin the series as enemies, but eventually build a close friendship.
Unlike most of the friendships on the show, their friendship is based on a mutual interest in culture; including literature, movies, and art.
They meet in The Wild Brunch, after Jenny Humphrey reveals Dan is her brother and that he went out with Serena van der Woodsen the night before.
Blair tells Dan that Serena slept with Nate Archibald, then ran away and lied about it.
The men who were judged to be the best-looking had higher rates of divorce.