He turns up the charm, pours out the alcohol, and leads her up to the deserted roof above their party. Which he does until he falls in love with Blair.ĭefining moment: Upon meeting Jenny, the pretty, perky freshman devotee of Blair, Chuck decides that he has to have her. His real estate mogul dad provides him with plenty of cash, a sweet pad, and everything he needs to live the high life without a care in the world. Chuck stops at nothing to get what he wants, whether it's the pretty young thing of the moment or his own bumping burlesque club. Stats: This precocious playboy is the polar opposite of his best friend, Nate. He has dumped his best friend for having sex with his ex, and his dad is under investigation for drugs and embezzlement. When police see Nate's dad slap him on the sidewalk during a fight, Nate tells them to check his pockets, clearing his name and forcing his dad to take the blame.Ĭurrent status: Things aren't looking good for the former golden boy. But his anger builds when his dad refuses to own up to his habit.
But Nate has always been torn between Blair and Serena, and after cheating on the brunette with the blonde, he realizes he can't be with Blair, despite the protests of his controlling father who wants the relationship intact because he's doing business with Blair's mom.ĭefining moment: Nate initially takes the fall for his drug-addicted dad when his mom finds a bag of cocaine in their apartment. Stats: This guy has had everything handed to him - chiseled good looks, too-perfect bangs, a ticket to an Ivy League school, a doting girlfriend. She and Dan just said the three little words to each other. Once Vanessa leaves and Dan discovers the surprise, Serena gives her virgin boyfriend the best present of all: sex.Ĭurrent status: Blissfully in love. Together, they use confetti and fans to turn Dan's dad's art studio into a winter wonderland.
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But her real interests lie elsewhere: in Dan, her new Brooklyn-bred boyfriend.ĭefining moment: Stumped on how to find a perfect Christmas present for Dan on his self-imposed budget ($50), Serena enlists the help of his friend and wannabe girlfriend, Vanessa, to create for him the gift that balmy New York City can't give: snow. As Blair's best friend - the two remain tight despite Serena's long-ago tryst with Nate - she can swig a martini and rock a $5,000 dress with the best of them. Serena is the Kelly to Blair's Brenda, the Betty to her Veronica: blond and beautiful, she steals the spotlight from Blair without even trying. Stats: The Upper East Side's former It (and bad) Girl, Serena's reformed since she returned to New York after disappearing to a Connecticut boarding school for reasons unknown to her friends. Name: Serena van der Woodsen (Blake Lively) But Blair's best friend convinces her to stay and wreak havoc on those who did her wrong. Her social standing shattered because Chuck spilled about their hookup and her subsequent sex session with her ex-boyfriend, Blair almost flees the Upper East Side to live in the south of France with her dad. Seeming to have already lost her mind, she then loses her virginity to Chuck in the back of his chauffeured town car.Ĭurrent status: Phoenix ready to rise. She jumps onstage, strips off her high-neck frock to reveal a sexy negligee, and gyrates to the cheers of the crowd. Her dad recently left her fashion designer mom to be with one of her male models, and Blair's relationship with her long-time boyfriend, Nate, just fell apart.ĭefining moment: Freshly broken up with Nate, Blair lets loose at a burlesque club with his best friend, Chuck. With perfectly coifed hair and a wardrobe more fitting for a socialite 15 years older, Blair's the picture of Upper East Side royalty. Stats: Queen bee of the most popular clique of girls at Constance Billard. Lest you be left out of the loop, read below to get up to speed on the major characters that make "Gossip" so great. While scurrying around the hotels of the Upper East Side, the shops of Fifth Avenue and the lofts of Brooklyn (someone has to live on the wrong side of the tracks), they use their cell phones to check in with Gossip Girl, a Perez Hilton type blog that chronicles the makeouts and breakups of their crew. The premise: Privileged New York City prep school kids hooking up, going out and generally getting into trouble.