Welcome to New York's Upper East side where the wealthy and connected mingle at benefits and try to deal with their always dramatic love lives, not to mention picking colleges. Blair Waldorf is the so-called toast of adolescence in her world; she and her friends, Kati Farkas and Isabel Coates, go to a prep school and fancy parties with their rich parents. Blair is envied by her adversaries because she is thought to have the perfect life, not just because of her gorgeous boyfriend, Nate Archibald, but because she's also planning on getting into her dream college,Yale. With everyone worried about college(or procrastinating on worrying, which everyone seems to be doing), and senior year dragging along, her seemingly perfect life is interrupted by her ex-best friend, the beautiful Serena van der Woodsen, coming back into town after getting kicked out of boarding school. Serena comes back into her life, and into the eyes of Blair's boy friend. When everything Blair knows starts to fall apart, everyone will realize that her life is far from perfect. Will life in the the Upper East Side redeem itself of what it's really supposed to be? Or will the false facade reveal that the rich have the same problems as the not so rich (Jenny and Dan Humphrey), if not more. And just maybe Jenny and Dan are all the more happy with their simple, not so expectant lives
Gossip Girl 1 - Pilot
Filmed entirely in New York and based on the popular series of young-adult novels by Cecily von Ziegesar, "Gossip Girl" revolves around the privileged prep school teens on Manhattan's Upper East Side and the anonymous blogger, Gossip Girl, who provides them with the latest rumors about their highly exclusive inner circle. In the series premiere, Gossip Girl is busy spreading the news that "it girl" Serena van der Woodsen has returned to Manhattan after a mysterious and self-imposed exile to boarding school. Serena's best friend, Blair Waldorf, has conflicted feelings about her friend's return since she has enjoyed being the Queen Bee during Serena's absence and might not be ready to relinquish her new position on the social ladder, not to mention the fact that she has always suspected there may be unspoken feelings between Serena and her longtime boyfriend, Nate.
Gossip Girl 2 - The Wild Brunch
It's the day after the already infamous 'Kiss on the Lips' and Serena decides it's high time Blair's icy cold glares and less-than-welcoming attitude come to a screeching halt. But Blair, it seems, is just getting started. She admits that she knows Serena slept with her boyfriend, Nate, right before her mystifying - and much gossiped about - disappearance. I mean, really, did Serena expect to be welcomed back with open arms after that? Apparently so, since she never expected Nate to tell! But he did, and the claws are out - GOSSIP GIRL will just love this piece of dish... Just when you thought things couldn't get uglier, Serena decides that Dan would make a good escort for the fundraiser brunch at The Palace... a brunch hosted by none other than Jenny's would-be rapist, Chuck. And speaking of Jenny... the eager freshman pays a visit to ultra-cool Blair, who quickly realizes that granting the eager wannabe access to her elite inner circle might just prove useful.
Gossip Girl 3 - Poison Ivy
Ivy week equals drama as the Upper East Side teens from Constance Billard and St. Jude's prepare for a much-anticipated visit from the Ivy League representatives. Blair uncovers a scandalous secret about Serena that may not remain a secret much longer. Dan has his heart and future set on the coveted usher position for the Dartmouth rep, only to be beat out by Nate, who has no interest in the school despite pressure from his controlling father, The Captain. Meanwhile, Jenny bonds with Serena's younger brother, Eric, and Rufus must swallow his pride and ask Lily for a favor to help his son, Dan. Ed Westwick also stars.
It's Ivy week for the Upper East Side teens of Constance Billiard and St. Judes and the visiting representatives arrival brings more than just college applications. Cutt-throat rivalry is at it's sharpest this week as the students compete for prestigious positions. Blair discovers a shocking but juicy secret about Serena and plots to drop the bomb at the best possible moment. Dan is sure that landing the coveted usher position with the Dartmouth rep will either make or break his future at the school. Unfortunately, it's Nate who nabs the position, despite total disinterest in the school. Meanwhile, Jenny gets close to Serena's younger brother Eric and Rufus asks Lily for a favor.
Gossip Girl 4 - Bad News Blair
FASHION VICTIM — Blair is thrilled when her mother, Eleanor, chooses her to be the new face of her clothing line. However, Blair's happiness soon turns to feelings of betrayal and jealousy when Serena moves into the spotlight and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan are reminded once again that they come from two very different worlds, and Nate and Chuck indulge in a boys' weekend to blow off steam after Ivy Week. Taylor Momsen, Kelly Rutherford and Matthew Settle also star. The episode directed by Patrick Norris was written by Joshua Safran.
Gossip Girl 5 - Dare Devil
Serena and Dan go on their first official date. Dan tries to impress Serena with an elaborate plan for the date, but fails to understand that Serena is happier with beer than champagne. That same night Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of "Truth or Dare". Meanwhile, Lily finds out that Eric is missing from the treatment center, and she finds herself seeking help from her ex-boyfriend, Rufus.
Gossip Girl 6 - The Handmaiden's Tale
Masquerade Ball, anyone? Dan is torn between two girls when his childhood friend, Vanessa, returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At the infamous masked ball, Blair sends Nate on a scavenger hunt, but Nate is ultimately still distracted by his feelings for Serena. Although Blair makes it perfectly clear that outsiders are not welcome, a disguised Jenny and Dan sneak into the ball. Finally, Lily asks Rufus to accompany her to an Eleanor Waldorf event in order to make Bart Bass jealous.
Gossip Girl 7 - Victor, Victrola
Things are heating up between Serena and Dan. Serena and Dan finally accept that they are crazy about each other, despite that they come from polar opposite worlds. Chuck thinks of investing in a club trying to make his father Bart Bass proud of him. Nate confronts his father, about the drugs he found in his house but he denies having a problem. Jenny discovers a secret that her parents have been keeping from her. Finally, Blair is devastated by Nate's actions when Jenny reveals that Nate kissed her by accident thinking she was Serena.
Gossip Girl 8 - Seventeen Candles
It's Blair's 17th Birthday Party!
Blair is devastated by the current state of her relationship with Nate and the guilt from her recent indiscretion. But she manages to put on a happy face for her 17th birthday party and attempts to hide her feelings from her friends. Hoping to ease the tension between Serena and Vanessa, Dan takes Vanessa to Blair's party so the girls can bond together, but this ends up making Serena more uncomfortable. Jenny brings her mother home as a surprise visit, but Rufus isn't ready to forgive and forget. Finally, Nate's parents ask him to make a huge sacrifice to save his father's business as he faces charges of embezzlement and fraud.
Gossip Girl 9 - Blair Waldorf Must Pie
The Humphreys and Van Der Woodsens share Thanksgiving — When Dan hears that Serena and her family are spending Thanksgiving alone at The Palace, he naively invites them to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily whose children are unaware of their complicated romantic history. Meanwhile, Blair’s emotions spiral out of control when she learns that her father isn’t coming home for Thanksgiving. Nate spends the holiday with his mom and dad, but their awkward dinner quickly goes from bad to worse.
Gossip Girl 10 - Hi, Society
The annual Cotillion Ball is about to take place. Blair is not going with Nate, but she finds herself being featured in The New York Times and is enjoying her secret affair with Chuck. Serena is not going, so her grandmother, CeCe, shows up to change her mind. Jenny volunteers for the ball and Lily takes her under her wing. But the night of The Cotillion is the night of Alison's first art opening, and Rufus and Alison say Jenny cannot attend the ball. Jenny decides to defy them both. Refreshed by Blair's newly buoyant attitude, Nate asks her to The Cotillion and she says yes, which makes Chuck jealous. CeCe tells Lily and Serena that she is sick and her last dying wish is to see Serena go to the ball, and she wants Serena to go with Carter Baizen. CeCe insults Dan and offers to pay Rufus off to convince Dan not to go with Serena. Dan learns of this and tells Serena that he does not think very highly of CeCe, which results in a huge fight between them. Serena decides to go to the ball with Carter. Chuck manipulates Nate into thinking Carter is having an affair with Blair, so Nate punches Carter at the ball.
Gossip Girl 11 - Roman Holiday
CHRISTMAS ON THE UPPER EAST SIDE When Blair’s father, Harold, comes home for the holidays with an unexpected guest his boyfriend, Roman Blair finds it difficult to hide her disappointment and hatches a plan to get rid of Roman for good. Jenny and Vanessa help Serena plan the best Christmas surprise ever for Dan, who may have a surprise of his own in mind for Serena. Chuck texts Blair that Nate has joined him in Monaco, worrying Blair that Chuck may disclose the details of their hook-up. Rufus refuses to remain the understanding husband any longer after Alison’s former lover calls the house. Kelly Rutherford also stars.
Gossip Girl 12 - School Lies
IMPROMPTU PARTY AT THE SCHOOL SWIMMING POOL
Serena, Blair, Nate, Chuck and their entourage break into the school swimming pool for a night of fun, but when a member of their group nearly drowns, the school threatens to expel the person responsible for the break-in. Everyone agrees to keep a secret pact and say nothing, but it ultimately creates major tension between Serena and Dan, who isn't sure he's ready to take the fall for someone else and risk his future. Vanessa is working on a documentary project about private schools and accidentally captures Blair and Chuck discussing their affair. Lily contemplates telling Rufus how she really feels about him.
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