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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.
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.
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.
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.
Serena and Dan go on their first official date. Dan tries to impress Serena with an elaborate plan for the date. That same night Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high state game of "truth or dare". Meanwhile, Lilly finds out that Eric is missing from the treatment center, and she finds herself seeking help from her ex-boyfriend, Rufus.
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.
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.
It's Blair's Seventeen Birthday Party! Blair is devastated by her 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 feeling to 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 mom home as a surprise visit, but Rufus is not 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.
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.
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.
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.
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.
Gossip Girl takes pleasure in reporting that Serena van der Woodsen was spotted buying pregnancy tests. Of course, on the Upper East Side, the truth is often even juicier and more scandalous than the gossip. Nate finds out that Chuck has been having an affair with Blair.
Having been recently dethroned as Queen Bee, Blair returns to school with the support of her BFF, Serena to find she is still on the outs with her old friends. Dan visits his mother over Spring Break, and when he returns Jenny is on the verge of becoming a full-fledged member of the A-List crowd. Jenny must go to dangerous and even illegal lengths to fit in. Serena struggles to adjust to living with Chuck, and receives disturbing packages from an unknown sender.
Serena's world becomes a chaos when a former friend the evil Georgina Sparks returns to town. Dan sees Serena preoccupied and he assumes that it has something to do with Chuck, her soon step-brother. Nate connects with the last person he expected, Vanessa. Hazel and Penelope try to recruit Nelly Yuki to be part of their club but it is not easy. Blair supervises the whole operation and hatches a plan to sabotage her biggest rival, Nelly Yuki. When Nelly breaks down after being reminded of her recent break-up with her boyfriend, the ladies find their way in and Nelly comes to the Waldorf penthouse. Then Blair invites the boyfriend over. Meanwhile Serena goes out with Georgina but things get so bad that Serena thinks someone spiked her drink. Jenny develops a crush on 16-year-old dog-walker, Asher Hornsby, who might be her ticket to permanent popularity.
Georgina informs Serena that she can reveal a deep dark secret from Serena's past, but no one is prepared for what Georgina does next. Blair and Jenny's power struggle continues when each of them start spreading scandalous rumors about each other on Gossip Girl. Dan sees Jenny's new beau Asher cheating on her, but Jenny doesn't believe him. Rufus goes to Lily for advice on how to handle Jenny's new behavior. Serena tries to confront Georgina but she leaves before Serena had a chance. After this Serena says that she and Georgina are not friends.
After Georgina reveals the true reason Serena left Manhattan, Serena goes back into her old habits. Her friends Blair, Nate and Chuck In order to help her, her friends, Blair, Nate and Chuck, have to put aside their differences. Unfortunately, Serena is too ashamed to share the truth with Dan, who therefore assumes the worse about his girlfriend. Meanwhile, Rufus is excited when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily is the last person on earth he expects to see at the performance, especially since her wedding rehearsal dinner is the same night.
Blair takes matters into her own hands to help Serena with the manipulative and evil Georgina Sparks. Lily, while keeping Rufus in her mind, prepares for her wedding with Bart Bass that is designed to be the Upper East Side's social event of the year. Serena finally tells Dan the whole truth about her past and they try to work things out after Dan has cheated on her, will it be too late? An unexpected guest shows up at Lily and Bart's wedding. Georgina goes somewhere where she can do no harm. Blair plans to go somewhere with Chuck.
Summer in the Hamptons!!! Serena and Nate fake their relationship as covers for Nate's affair with a married woman named Catherine Mason and Serena's mourning for her relationship with Dan. Blair returns with a new boyfriend James making Chuck jealous. Dan spent the summer assisting but leaves to see how things stand with Serena. Jenny interns for Eleanor's company and manages to sneak in to an exclusive white party with help from Eric who then introduces her socialite Tinsley Mortimer.
Spotted, Lord Marcus having a conversation with his mother? The identity of Lord Marcus mother is revealed - which leaves our favorite Upper East Siders shocked. Nate and Serena get closer. Chuck and Lord Marcus begin an unexpected friendship and Blair makes a revelation.
Serena and Dan are trapped in an elevator during a citywide blackout making them work out their differences. Marcus and Blair have problems of their own which is passion. While Chuck has problems in having no passion with women other than Blair. Nate struggles with his feelings for Vanessa and Catherine.
Blair and her 'Posse' interview different girls to decide whether or not they would be inducted into their 'clique'. Dan bumps into new student Amanda and they form an instant bond however, Blair and her 'posse' attempt to sabotage Dan and Amanda's friendship by inducting her as the new girl in their 'clique' meanwhile, Serena meets a new lust interest and Vanessa meets with the Duchess.
Fashion Week is here!!! Blair is furious with her mother for giving Serena and her new socialite friend, Poppy Lifton, front row seats to the Eleanor Waldorf show. Hurt by both Serena and her mother, Blair decides to sabotage the show. Meanwhile, Dan starts hanging out with Chuck, but he quickly learns that the dark side has its risks. Lily learns a secret that her new husband, Bart has been keeping from her.
Blair, Serena, Dan, Nate and Chuck go to Yale. After Blair and Serena get into a fight, Serena decides to get even with Blair, who has always dreamed of going to Yale, by going to Yale instead of going to Brown as planned and accepting the Dean of Yales private invitation to the campus. Dan discovers that none of his recommendation letters for Yale were sent, he tries to figure out a way of getting into the school. Also Chuck is kidnapped by a group of Skull and Bones members and Nate hooks up with a co-ed.
Vanessa tries to blackmail Blair into being a nicer person, with the pictures of Catherine and Marcus. Blair then seeks revenge by convincing Chuck to try to seduce Vanessa. Lily and Bart throw an extravagant housewarming party and expect their children to make them proud, but Serena do not want to follow the rules. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends.
Jenny has a new young model friend, Agnes, who encourages Jenny to explore her wild side, and also to confront, Eleanor Waldorf, who is attempting to "borrow" Jenny's designs. Meanwhile Serena and Dan attend Rufus art opening as friends, but then Serena meets an artist, Aaron Rose, and the evening gets a little uncomfortable. Blair attempts to seduce Chuck, but he proves to be tougher than she ever imagined.
Serena invites Aaron to be her guest at a charity gala honoring Lily and Bart, but after discovering a secret that Aaron has been keeping from her she begins to question whether Aaron is the guy she thought he was. Hoping it will help her chances of getting into Yale, Blair naively agrees to babysit the 15-year-old daughter of a prominent Yale donor, but the teenager proves to be more than a handful and Blair begins to suspect that the evening may actually wind up hurting her chances of getting into college of her dreams. Meanwhile, Jenny and Agnes plan a guerilla fashion show that will either launch Jenny's star or ruin her chances of ever being accepted by the industry.
Blaire is against the idea of her mother with Cyrus Rose a new man in her life and does everything in her power to make it impossible for them to be together. Jenny and Agnes move in together. Serena and Aaron fall for each other but something about Aaron threatens to ruin their new relationship. Dan and Chuck are at war due to Dan's true interest in his father Bart Bass.
It's Thanksgiving time and Blair is offended when her Mom's new man hijacks her Thanksgiving traditions. Lily attempts to fix Jenny and Rufus's frail bond. Eric discovers a secret on Bart.
Chuck and Blair make a bet to choose the perfect date for each other for the annual Snowflake Ball. Lexi has her sights set on Dan leaving Serena confused with her feelings. Nate and Vanessa are forced to be together leaving their emotions and friendship in danger of being burnt.
A sudden tragedy strikes the lives of every teen and parent on the Upper East Side.
Because Chuck is MIA since his father's funeral, his Uncle Jack arrives on the Upper East Side to find and help him. Trying to forget her last conversation with Chuck, Blair focuses on being accepted into the most prestigious ladies club in the city, Colony Club. Jenny returns to Constance Billard and immediately takes on Penelope and her posse of mean girls, but no one is going down without a valiant Gossip Girl-worthy fight.
n the reading of Bart's will, Chuck, Bart's brother, Jack and Lily learn that Chuck is now the CEO of Bass Industries. Chuck agrees that Jack became his guardian. Rufus and Lily's relationship is strained as Rufus searches for details about the child he never knew he had. Noticing the strange way his father has been acting lately, Dan does some investigating and uncovers Rufus and Lily's secret, and he has to decide now what to do and who to tell the shocking revelation.
Who will get in the Ivy League institution of their choice? The students find out who is worthy of an early admission to Yale. Serena connects with a new Shakespeare teacher, who has no clue about what is going to happen when she gives Blair the first B grade in her life. Chuck pairs up with an unlikely ally in his battle over Bass Industries. Nate and Vanessa have a romantic night at the opera.
Blair comes up with a devious plan to take down her new teacher, Rachel. Chuck has no recollection of what happened to him when he wakes up in a hotel. Nate and Vanessa try to help Chuck fill in the missing pieces of his night. Meanwhile Dan and Serena try to keep their relantionship together as Rufus and Lily grow even closer.
The Constance Billard and St. Jude seniors have the production of "The Age of Innocence". Serena has a crush on the play's director, Julian, and enlists Vanessa's knowledge of theater to help her get the guy's attention. Blair receives bad news about her future that leads her on a witch-hunt for the person responsible. Dan and Rachel agree to stay away from each other in the aftermath of being discovered as more than teacher and student, but find it impossible to keep that promise. Chuck find help on an unlikely friend, Carter Baizen. Nate has a conflict with Vanessa and turns to Blair for help. Chuck is dealing with his father's trouble past. Dan seems to have no grief from his break-up coming from his actions and Lily and Rufus are questioning where their relationship is headed.
Blair explores her dark side!!! Devastated by her current situations, Blair turns to her wild side, causing Serena and Chuck to have serious concerns about their friend. Vanessa convinces Nate that it may be time to forgive and forget when it comes to his mother's Kennedyesque family, The Vanderbilts, who abandoned Nate and his mother when they needed them most. In an effort to be completely honest with each other, Lily and Rufus agree to share lists of their past lovers.
Jenny's kinda-not-sweet sixteen! Serena throws Jenny an small birthday party for her sweet sixteenth, but things get out of control when Poppy Lifton turns the birthday into a huge social event. Vanessa in a moment of desesperation agrees to help Chuck with a scheme having to do with Blair and Nate. Rufus tries to figure out how to cover Dan's Yale tuition, when he learns that Dan will not receive financial aid.
Serena returns from her trip to Spain with Poppy and Gabriel. Blair makes a secret deal with Nate's grandfather. Dan takes a job to earn money for college.
Georgina returns to the Upper East Side but it's not the same Georgina we all knew, she's changed. Chuck and Nate relationship is at a crossroad because of their mutual interest in Blair. Serena relationship with Gabriel get's more complicated.
The presumed dead lovechild of Lily and Rufus appears alive in need of his parents looking for help to finish his Senior Year of high school. Blair puts preassure for Georgina to making amends for her past bad behavior by helping her in an evil plan. The rivalry between Nate and Chuck over Blair reaches a boiling point. Lily makes a secret plan to help Rufus with Dan's college tuition.
In a flashback to the 80s, we see a 17-year-old Lily who gets kicked out of boarding school and runs away to L.A., she there sees her parents, Rick and Cece, and her sister, Carol. Back in present day, Blair and Nate go to a prom together, but the night doesn't turn out as planned and Chuck has a something to do with it. Serena and Lily don't see eye-to-eye over Serena's recent run-in with the law. And we see No Doubt perform as an 80's band named "Snowed Out".
Gossip Girl decides to send a shocking email blast in the graduation ceremony of Constance Billard and St. Jude's, pushing Serena to device a devious plan of attack. The Mean Girls Club challenge Jenny to succeed Blair as Queen Bee for next year. Lily and Rufus struggle with their relationship after Lily's betrayal. As for the cliffhangers, Blair and Chuck finally...and Serena is shocked by...and Georgina decides to...and Dan, Nate and Vanessa unknowingly...
As the summer ends, Blair and Chuck are madly in love and adjusting to their new "in a relationship" status, breaking all traditional rules of dating as would be expected. Serena returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen. Nate returns from his travels with a mysterious brunette, Bree Buckley. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the Van Der Woodsen's glamorous lifestyle much faster than any of them expected.
Blair ends up with Georgina as as her roommate in the dorms at NYU. While Serena and Chuck come to blows, so she joins forces with Chuck's enemy, Carter. Nate and Bree try to take their relationship up a gear despite the animosity between their families.
It's a face-off between Chuck and Blair when they both want to bid on the same item at Sotheby's. Meanwhile, Serena suspects that Carter may have return to his old habits, while Georgina takes an interest in Dan, and Vanessa suspect something is not right with Scott.
It's Jenny's first day of school at Constance Billard which means it's her time to take her place as the new Queen Bee. But Blair wants to take her spotlight when she is needed back at Constance. Lily returns home to find that everything is different now. Meanwhile, a famous movie actress, Olivia Burke, enrolls in NYU and as Vanessa's new roomate who wants to have a normal college life. Tyra Banks guest stars as Ursula, a co-star in Olivia's movie and Serena's new friend.
Lily and Rufus move up their wedding day, but someone or something will come between them. Can they overcome this and finally get married? Chuck uncovers Carter's secret. Georgina traps Dan and Vanessa into one of her schemes. Blair suspect something not good about Bree and shares her concerns with Nate.
Vanessa desperately trying to have her mom's approval, teams up with Blair to do the honor of delivering the freshman toast at NYU, but what will be the price she has to pay? Dan takes Olivia to meet Rufus and Lily, which leads to all sorts of problems for the new couple. Meanwhile, Serena and Nate team up to help Carter Baizen.
Looking for publicity for his new hotel, Chuck moves his club's opening and convinces Serena to assist him in getting the word out. Feeling left out, Blair tries to win Chuck's approval by secretly helping him with a problem concerning the opening night. Meanwhile, Dan get's nervous after watching one of Olivia's infamous sex scenes with her co-star and real-life boyfriend during that time, Patrick Robinson. Jenny is forced to choose between Eric and her new role as Queen Bee, which as a result causes major conflict between the two characters.
Olivia, as a guest on Jimmy Fallon's talk show, says something she regrets and tries to hide it from Dan. With elections coming up, Nate suspects his grandfather will do everything he has to get Trip into congress. After another fight with Serena, Blair gets a new friend and takes her to an election night party at Chuck's hotel, just to make Serena jealous.
Jenny wants to be the Queen Bee of not only Constance but of all the Upper East Side, as she lands the hottest escort for the Cotillion. Meanwhile Dan and Vanessa try to convince Olivia to stay in NY by showing her the "true college experience". Leighton Meester's new single "Somebody to Love" is featured in the episode, along with performance from Plastiscines.
Trying to impress NYU theater kids, Blair uses her contacts to get a private concert with today's hottest performer, Lady Gaga. Dan and Olivia sign up to write and star in an NYU play, based on an idea by Blair and directed by Vanessa. Meanwhile, Serena turns to Nate for help in a dificult situation, now that Blair is not there. As a favor to Chuck, Jenny agrees to hang out with Damien, an ambassador's son staying in Chuck's hotel, and the experience turned out to be more intriguing than what she thought.
Blair bid to find out what her Mother is hiding backfires. Vanessa gets into a fight with her mom and ends up at the Humphreys. Rufus is hurt when he discovers Lily has been lying to him. Chuck divulges some news that could ruin a friend to Nate. Jenny finds tries to get even with Eric after learning the truth.
On the anniversary of Bart Bass death, Chuck has to deal with some issues from the past and a car accident disturbs the Upper East Side. Meanwhile, Dan and Vanessa tried to stay in their complicated friendship no matter what. Jenny is accused of beating a classmate, and Eric has to decide which story to beleive.
Nate and Serena explore their friendship. Blair thinks Chuck is having problems forgetting the woman he saw at his father's grave. Jenny go with Damien to a State Dinner but she wasn't aware that it was also to help him with a drug exchange. Vanessa and Dan try to move past Dan's confession. Rufus returns from a ski trip and tries to avoid Lily.
Rufus and Lily suspect something bad about Jenny's and Damien's relationship. Chuck learns more about the woman at the cemetery who may or may not be his mother. Meanwhile, Dan and Vanessa struggle with the awkwardness of dating other people.
Despite being grounded, Jenny continues to see Damien who pressures her to sleep with him. Lily tells Rufus the big secret she has been keeping from him even though she knows it's very risky. Meanwhile, Dan and Vanessa explore the new stage of their friendship, while Chuck is forced to make a very difficult desicion about his hotel.
Jack Bass is back in NY and Chuck finds himself at odds with his uncle. Eleanor puts Blair in charge of making sure her fashion show is a huge success with an important client. Rufus tries to get Jenny to be more good by volunteering to help in Eleanor's fashion show, but it takes a turn for the worse when Jenny finds out that Agnes is one of the models.
Chuck and Blair's relationship is faced with the most difficult decision they have ever faced as a couple. Serena plans a surprise birthday party for Nate, but Jenny tries to sabotage her. Meanwhile, Dan and Vanessa's relationship hits a bump in the road.
Chuck offers to throw Dorota's wedding before Dorota's parent's arrive from Poland and see her pregnant and without a husband. Dorota asks Blair and Chuck to be part of the ceremony and walk her down the aisle. Meanwhile, Serena lies to Nate telling him she's having breakfast with the Humphreys when in reality she goes to meet with Carter Baizen. Rufus discovers that Lily has been lying to him about where she is.
Chuck, wanting his best friend back, plans with Jenny to break Serena and Nate up. Meanwhile, Serena's father, Dr. William van der Woodsen, returns.
Serena's father, Dr. William van der Woodsen, returns to the Upper East Side and ensues conflict with Serena, Lily, and Rufus. Because of Jenny's recent actions, Serena's and Jenny's step-sister bond enxounters an obstacle. Blair finds the college where she belongs when she visits the Colombia campus. Dan discoves another secret that Vanessa has been hiding from him.
Things start to get tense between Rufus and Will, and Serena chooses to stand by her father, while Rufus starts to feel like an outsider in his own home. Meanwhile, Jenny deliberatly tells Will something that can destroy Lily and Rufus' marriage. After many attempts, Chuck makes the ultimate grand gesture to get Blair back, hoping that she realizes that they are destined to be together.
Blair has to decide between meeting Chuck at the Empire State Building or risking their future together. A gossip about Dan causes problems for Serena and Nate. Dorota and Vanya welcome their baby. Jenny hits rock bottom. Meanwhile, Georgina Sparks returns to the Upper East Side with an agenda.
Blair and Serena spent their summer living it up in the belly of the beast: Paris, France. But where there's Paris there's bound to be boutique, Balenciaga, and of course, boy trouble. Unaware of Chuck's shooting in Prague, Blair struggles to forget him; things take a turn, however, when Chuck mysteriously shows up in Paris with a foreign stunning blonde at his arm. Meanwhile Serena contemplates which of her long-time beaus could be the one for her: Dan or Nate? Even on the Upper East Side drama erupts as Dan figures out the baby mama drama with Georgina, and Nate realizes something about himself when he meets fellow Columbia student, the intriguing Juliet.
Living her fairytale in Paris, Blair finds a handsome young man named Louis, who she suspects is part of Monaco's royal family. Lily asks Serena to help her find Chuck. Meanwhile, Chuck is adjusting to Paris perfectly with his new woman, Eva at his side. Meanwhile, on the Upper East Side, Juliet offers Nate help getting Serena back, suggesting trying to get Dan and Vanessa back together and breaking the Dan-Serena-Nate triangle.
Blair and Serena attend their first day at Colombia, and they quickly realize that the drama in New York is no short of the drama in Paris. Blair tries to join an ultra-exclusive secret society Hamilton House. Meanwhile, Serena starts to suspect Nate's new friend Juliet may have an enormous agenda against her. In addition, Rufus takes matters into his own hands with Dan's new situation.
Nate suspect that Juliet is hiding something and confronts her about it. Blair tries to undermine Chuck's hapiness. Meanwhile, Dan finds himself again between his feelings for Serena and Vanessa.
An anonymous Gossip Girl blast with a very damaging rumor about Serena is sent. Meanwhile, Blair decides to take a class with a powerful businesswoman, Martha, who is guest-lecturing at Columbia, but someone hijacks her plans and tries to secure the position of Martha's assistant.
Even though Blair made it clear that Jenny was not welcome in Manhattan after what happened with Chuck, but Jenny is tempted by a lifetime opportunity to meet Tim Gunn, which could change her future. Meanwhile, Serena discovers something about her new boyfriend, Colin, that may end their relationship.
Blair is surprise and not in a good way by the guest at her birthday party. Having had enough from Chuck and Blair's game, Serena and Nate decide it's time to do an intervention.
Chuck and Blair decide it's in both their best interests to put the past behind them and end their vindictive games. Nate confronts Juliet after discovering a secret she has been keeping from everyone. Dan and Nate realize they both still have feelings for Serena.
Chuck hosts a "Saints and Sinners" masquerade party at the Empire Hotel. At the party, Dan and Nate don't know what to make of Serena's strange behavior and mixed messages. Blair sets her sights on becoming the new face of Anne Archibald's foundation for girls, but Anne is concerned that Blair's friendship with Chuck Bass may be problematic.
Chuck, Serena, Blair, Dan, Jenny and Eric find themselves faced with a crisis when a member of one of their families is hospitalized. Meanwhile, Nate attempts to help his parents, The Captain and Anne, put their complicated past behind them and reconcile.
Blair and Dan join forces to find Juliet. Meanwhile Chuck suspects Lily has not told him the full truth.
One of Bart Bass's former associates return to Manhatten to handle unfinished business. Serena and Chuck team up against Lily. Nate worries his father isn't taking his parole seriously and Blair realises her mother may be the key to her success.
Blair is really excited when she lands an internship at W Magazine, but the emotion fades quickly when she learns that Dan also got one of the coveted positions as well. Meanwhile, Chuck has meet his match in Russell and his daughter Raina. Nate receives bad news about his father's business prospects. And a secret Eric has been keeping for a while comes out while he mysteriously hangs out with Damien Darko.
Chuck wants to make Raina in love with him to save Bass industries. Blair wants Nate to help her boss by making her sleep with him. Ben moves in with Dan. Damien wants to get rid of Ben so he lies about Ben to get rid of him.
With Russell Thorpe trying to takeover of Bass Industries, Chuck makes one last effort to save his families company. Blair gets an challenge at W Magazine with the promise of a promotion. Meanwhile, Serena struggles with her feelings for Ben.
It's Eric's 18th birthday and there is plenty of drama in the Upper East side. Blair decides to speed up her plans for her future as a powerful woman, but goes too far. Serena has to choose between her family and Ben. Chuck and Lily's relationship remains icy after Lily's betrayal.
Ben's mother comes to the city, forcing the issue between Ben and Serena. Meanwhile, Russell Thorpe tries to destroy Chuck's family legacy, but then he has to risk his daughter Raina, in the process. Also, William van der Woodsen returns to the Upper East Side. Also the tension between Dan and Blair rises to an all new level.
As Lily awaits the consequences of her decision, Blair has a tough choice to make as her love life gets more complicated by the minute.
Serena enlists Charlie to spy to determine why Dan and Blair are spending so much time together, and what role an unexpected visitor is playing in their lives. With Nate's help, Raina decides to go on a search for her long-lost mother. Chuck's hopes about his legacy are dashed with the reveal of devastating information from the past.
Blair's dreams appear to be coming true, but Serena threatens to jeopardize it all by dredging up Blair's past. Charlie befriends Vanessa, who may or may not have a hidden agenda. Nate is torn between his relationship with Raina and a truth he must keep hidden out of loyalty to Chuck.
Charlie is finally starting to feel less like a fish-out-of-water with Serena and her friends, but complications present themselves when Charlie is invited to attend the Constance Billard alumni fundraiser. On the road to "happily ever after" Blair finds herself torn between the men in her life. Jack Bass return to the Upper East Side sets off a chain of events that could end up destroying Chuck and those closest to him.
In the season four finale, will Blair choose her prince or her dark night? The finale includes the return of Georgina and Constance Billard mean girls Kati and Is, a cameo by "Gossip Girl" author Cecily von Ziegesar, a performance by Airborne Toxic Event and, oh yeah, a few very juicy cliffhangers
Serena loves her new job in Hollywood, but makes a mistake trying to impress her boss. Chuck and Nate arrive in LA as their last stop of their Lost Summer trip, joining Serena at a glamorous party, where Nate meets a sexy older woman. Blair and Louis return from Monaco and begin planning their royal wedding, but when Louis refuse to support Blair's decisions against his family, their relation is at risk. A magazine is planning to run an excerpt of Dan's book until an unlikely ally helps him.
Nate reconnects with Diana, who offers him an exciting opportunity. Serena forces Charlie to make a choice between worlds. Dan seeks out Chuck's help to stop the publication of his book, but discovers that Chuck is the one who needs help. Blair's future sister-in-law, Beatrice, arrives from Monaco, but her motives with Blair may be more than just to getacquainted.
Nate has to decide whether to cross moral lines at Diana's request. Dan is trying to figure out who is publishing his book, and seeks help to stop it but ends up in the spotlight anyway. Chuck helps Dan and Dan helps Chuck break through. Meanwhile, Serena and Charlie return to the Upper East Side.
After much thought, Dan finally decides to gather everyone and reveal the truth about his book, hoping that they will support him at his book party. Meanwhile, Blair and Louis struggle after Louis reads Dan's book. Diana has some incriminating information about one of Nate's friends and uses it to her advantage.
In the celebration of Yom Kippur with family and friends, Blair and Louis have a power struggle with Louis family. Serena's boss asks her to choose between her new job and Dan. Diana prepares to debut the New York Spectator, but a surprise delays the launch and Diana expects Nate to help her.
Blair makes a competition to fill her bridesmaids spots in her upcoming royal wedding. Meanwhile Nate is tired of keeping the secret of his relationship to Diana, so he decides to use Charlie to make Diana jealous. Serena's boss wants to acquire the film rights to Dan's book, so Serena has to put her personal feelings aside to close the deal.
The gang attend a performance of Punchdrunk's provocative theater experience, "Sleep No More," which translates into masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana's target is Serena in her quest to ruin Gossip Girl. Dan is out on his book tour, but things are not as they appear to be to his friends and family.
Serena is hard at work planning a dream bridal shower for Blair, but it should come as no surprise that Serena has to plant some false information about the shower in order to keep Blair from finding out all the details. Chuck and Dan decide to spend the day together to distract themselves from the fact that they didn't make the invite list for Blair's shower. Nate and Serena find a silver bullet in Diana's war against Gossip Girl, but struggle about whether to use it or not.
Dan and Alessandra work on advertising his new book via Twitter, Blair attempts to figure out how to make Louis more like the "new" Chuck by spending the day with Chuck, Nate is the new boss of the spectator and one of his employees finds out something about his family to publish. Meanwhile Serena learns about Ivy and Max and breaks up with him and Carol visits to help find a cover story to get "Charlie" her trustfund and to help keep her there where she's loved. CeCe is sick.