Dan is the moral center of Gossip Girl—which means that when he makes a decision, it's the correct one. (Except for that time he slept with a teacher.) So how did he get to be the moral center? He's not a rich Upper East Sider, for one thing. He lives in BROOKLYN, albeit in an expensive-looking loft, which he shares with his rocker father, Rufus, and little sister, Jenny. Still, he has to take the subway, unlike many of his fellow GGers. His mother is an artist who lives outside the city and is rarely heard from. Dan first develops a crush on Serena van der Woodsen in tenth grade when she speaks to him at a party. When they hook up, it's kind of a dream come true. Alas, it ends, which is the fate of most of the romances on Gossip Girl. The good thing is: there's always another romance around the corner! Dan attends NYU in Season 3, even though he got into Yale. So why isn't he moving to New Haven? Because his tuition money is (temporarily) lost in a shady investment. (Note to producers: That makes no sense. NYU is just as expensive as Yale—about $50,000 a year.) Probably the real reason Dan is not going to Yale is that Gossip Girl needs him. As long as Dan's in town, everyone knows what is fun, and what is wrong.