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However, he secretly harbors feelings for Blair's best friend, Serena van der Woodsen.
They shared a sordid one night stand before the show began, which caused her departure to boarding school.
He is a fan of sailing like his father, and wished to do that instead of attending Yale with Blair, although he expressed interest in attending Brown University.
At the end of the series he sails around the world with a friend of his father's, Captain Charles "Chips" White to avoid getting in between Blair and Serena again.
On the surface, Nate seems to be the perfect "Golden Boy" of the Upper East Side.
He is best friends with Chuck Bass, with whom he attends the elite St. Nate has been with girlfriend Blair Waldorf "since kindergarten".
His closest friends are Chuck Bass, Serena van der Woodsen and Blair Waldorf. However, Nate is shown to have deep, unresolved feelings for Serena. He reveals this to Blair in the first novel after Serena returns, and right before they were supposed to lose their virginity to each other, which causes their first breakup.
From Birmingham to the big screen: 9 movies filmed in Birmingham over the last year Bham Now Written by Erica Jackson for Bham Now On set of "Hell on The Border" movie set in Bessemer, AL. It looks like the 34-year-old The Boys actor might be dating 26-year-old German model Anna Ewers. "The Boys" Season 2: Karl Urban, Karen Fukuhara Go Diabolical [Preview] Bleeding Cool News With production underway on "The Boys" season 2, Karl Urban shared an image with Karen Fukuhara that toned down the blood and dialed up the diabolical. Out Magazine Last year, Moonlight director Barry Jenkins released If Beale Street Could Talk, a gorgeous and moving adaptation of the novel of the same name by legendary ...Chace Crawford's costume in 'The Boys' calendar has fans' eyeballs popping Yahoo Sports Chace Crawford is in a promotional calendar for the Amazon Prime show "The Boys," and it has Crawford in a tight superhero suit that isn't going unnoticed by ...