In a scene from "Desperately Seeking Serena," the 15th episode from the first season of Gossip Girl, Dan and Vanessa reunite. But it's a different guy who she's interested in this time around. Thankfully.
Good ol' Vanessa once again is all up in Dan's business, this time filming a documentary with him as the subject. She sure does hang out with him a lot, despite not going to his school.
In this photo from "Woman on the Verge," from the first season of Gossip Girl, Dan is about to fall victim to Georgina's charms. Will Serena find out - or forgive him once she does?
In a scene from "The Blair Bitch Project," from the first season of Gossip Girl, Dan Humphrey (Penn Badgley) and Nate Archibald (Chace Crawford) talk things over. So hot. Both of them, we mean.