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Daniel Randolph "Dan" Humphrey is a main character in the Gossip Girl novels and it's television adaptation. He is portrayed by Penn Badgley. Dan has an on-again-off-again relationship with Serena van der Woodsen and the two have the longest running relationship on the show.

Dan and Serena finally get married in the finale. In the sixth season , Dan reveals himself to be the anonymous blogger known as Gossip Girl. Jude's with eventual friends Chuck Bass and Nate Archibald. Although accepted to Yale, he ends up attending NYU. He had a crush on Serena van der Woodsen that eventually evolved into a relationship that became the longest on the show.

Dan is clever, as he was basically the smartest in his class, and also witty and patient; he works hard for what he wants and normally achieves his goals. Although inexperienced with plotting and manipulation, he demonstrates promise when scheming with Blair. Dan reveals at the end of the series that he was Gossip Girl from the beginning for a way for him to win Serena by writing himself into the Upper East Side, a task he succeeded in by the end of the series. In the finale, Dan and Serena get married , surrounded by friends and family.

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 , 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.