awkward, intelligent, introverted, sarcastic, knowledgable, easily frustrated, judgemental, protective over his loved ones, shy, passive aggressive, intelligent

Backstory: Dan Humphrey is the son of Rufus Humphrey and has a younger sister, Jenny Humphrey. His absent mother Jeanette ran off with a European aristocrat, but returns to support Dan when she hears of his sexual confusion. Dan and his family live on the liberal-cultured and artistic Upper West Side of Brooklyn, New York, the alternative of the old moneyed and conservative Upper East Side. He attends the Riverside Preparatory School for Boys, where wealthy playboy Chuck Bass attends, as a scholarship student. At the end of the series, he matriculates to Evergreen State College in Washington. He is described as being attractive and sensitive, loves to write poetry, and one of his poems, Sluts, was featured in The New Yorker. He over analyzes and is easily frustrated. Dan is very close and protective of little sister Jenny who attends an exclusive private school, called the Constance Billard School for Girls, a small, elite, all-girls school.

Dan originally harbors a crush on Serena and the two briefly date, but break up after finding they have nothing in common. He realizes he has feelings for Vanessa Abrams and they enter a relationship, despite breaking up and getting back together several times.

Dan is very knowledgeable and has a huge sense of justice, and is often shown to be kind and helpful. He strongly cares about the people he loves and is very protective, especially when it comes to Jenny and Serena. Dan has had a tendency to be judgmental and self-righteous in the past, a trait he claims to have inherited from Rufus. He is also a hopeless romantic. At times he also has a dry sense of humor, and likes to be well rounded.

Although he may have moved up in the world, he still embraces his poor-boy roots with his hipster looks. A fan of tight jeans, worn shirts and scruffy hair, Dan always looks perfectly disheveled. As an aspiring writer, Dan embraces the true artist style.

lonely boy of the upper east side

Hey upper east siders, Gossip Girl here. One of my insiders confirmed that Lonely Boy keeps looking for reasons to run into a certain upper east sider. Wonder why, Dan? I think I know. Xoxo, Gossip Girl

Dan was stuck in his usual hangout with his good friend Nate Archibald and Carter Baizen, and acquaintance Chuck Bass. He was on a break with Serena, yet again, so he was here to distract himself.