Seemingly the perfect guy, Nate has also been accepted at Yale, where he will play Lacrosse next year. However, he has his own problems. He can't seem to control himself among girls, for though he appears to have genuine feelings for Blair, as evidenced by his weepiness and sadness throughout the novel, he cheated on her with Serena, and then cheated on Serena with Jenny. His second major characteristic is his drug use. Most often depicted as high throughout the book, Nate doesn't try anything harder than marijuana, but crosses a line when he steals the coach's Viagra.