Dan and Blair Gossip Girl Pictures

Dan and Blair may be one of the unlikeliest couples in Gossip Girl history (which is saying a lot), but by the looks of this week's episode, they may be embarking on a real relationship. But whether you think they're mismatched or a match made in heaven, there's been something brewing between them for a long time. From the first season's open hostility to a begrudging friendship to their current genuine affection, we're taking a look back at Dan and Blair's road to romance.

Photos courtesy of The CW