KCWI 23

524: The Return of the Ring

BLAIR MAKES A CHOICE BETWEEN THE TWO MEN IN HER LIFE - When Gossip Girl goes after Blair as she’s never done before, Serena admits she may have unintentionally played an important role in Blair's latest nightmare. Meanwhile, Nate invites Lola (guest star Ella Rae Peck) to move in with him, and Lily must make a big decision about the future of her marriage. Finally, by episode’s end, Blair will make a choice between the two men in her life...will it be Chuck or will it be Dan? Kaylee DeFer and Matthew Settle also star. J. Miller Tobin directed the episode written by Sara Goodman.

523: The Fugitives

SERENA POSES AS BLAIR AT AN IMPORTANT MEETING - Blair enlists Serena to be her stand-in at an important meeting when Blair finds herself needing to be in two places at the same time. Meanwhile, Ivy and Lola (guest star Ella Rae Peck) team up to help Chuck with a personal vendetta, and Nate makes a decision about the future with Diana Payne (guest star Elizabeth Hurley). Penn Badgley also stars. Andy Wolk directed the episode written by Matt Whitney.

522: Raiders of the Lost Art

ELIZABETH HURLEY AND DESMOND HARRINGTON GUEST STAR - Chuck, Nate, Blair, Serena and Lola (guest star Ella Rae Peck) team up to uncover what they think is an explosive secret between Diana and Jack (guest star Desmond Harrington). Meanwhile, Dan is offered a prestigious fellowship in Rome for the summer. Matthew Settle also stars. Bart Wenrich directed the episode written by Jake Coburn.

521: Despicable B

ELIZABETH HURLEY, BILLY BALDWIN AND NEW YORK SOCIAL DIARY'S DAVID PATRICK COLUMBIA GUEST STAR - Blair feels like her Upper East Side status might be slipping away and devises a plan to assure that doesn't happen. Meanwhile, Lily throws a family gathering – including William (guest star Baldwin), Carol (guest star Sheila Kelly) and Lola (guest star Ella Rae Peck) – in an attempt to prove the van der Woodsen family is as united as ever. Finally, Nate digs into Diana's (guest star Hurley) past and is surprised by what he discovers. Blake Lively, Penn Badgley, Ed Westwick, Kaylee DeFer and Matthew Settle also star. New York Social Diary's David Patrick Columbia appears in the episode as himself. David Warren directed the episode written by Austin Winsberg.

520: Salon Of The Dead

ELIZABETH HURLEY GUEST STARS - To celebrate their official coming out as a couple, Blair and Dan host a glamorous British-themed Salon, including guests Julian Tepper and Jenna Gribbon (founders of The Oracle Club). Lola (guest star Ella Rae Peck) lands the audition of a lifetime, but Gossip Girl may have other plans for the Upper East Side's latest It Girl. Meanwhile, Lily and Rufus disagree over the best way to handle the Ivy situation, and Serena and Diana face-off over secrets they both would prefer remain secrets. Chace Crawford and Ed Westwick also guest star. Norman Buckley directed the episode written by Natalie Krinsky.

519: It Girl, Interrupted

ELIZABETH HURLEY GUEST STARS / EPISODE FEATURES A KIKI DE MONTPARNASSE PARTY AND LINGERIE SHOW - Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola (guest star Ella Rae Peck) the next "It Girl" of the Upper East Side, starting with modeling at a Kiki de Montparnasse lingerie show. Meanwhile, Chuck reaches out to Blair for advice about his past, and Diana Payne's (Hurley) return to The Spectator starts a power struggle with Nate. Penn Badgley, Kelly Rutherford and Matthew Settle also star. Omar Madha directed the episode written by co-executive producer Amanda Lasher.

518: Con Heir

DESMOND HARRINGTON RETURNS AS JACK BASS / BILLY BALDWIN GUEST STARS - Chuck invites Jack (Harrington) to town to thank him for saving his life, but finds the trip doesn't go exactly as planned. Blair and Dan attempt to consummate their new relationship -- but unexpected roadblocks get in their way. Meanwhile, Ivy finds an unlikely ally in William (Baldwin) in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper. Blake Lively, Kelly Rutherford and Matthew Settle also star. Joe Lazarov directed the episode written by Annemarie Navar-Gill.

517: The Princess Dowry

BILLY BALDWIN ("WILLIAM VAN DER WOODSEN") RETURNS/ANDREW MCCARTHY DIRECTS THE EPISODE - Blair thinks Cyrus (Wallace Shawn, who does not appear in the episode) may have found a potential loophole in her prenup. Chuck and Georgina (Michelle Trachtenberg) partner up in a scheme, but it has an unpredictable outcome. Meanwhile, a family crisis brings William van der Woodsen (Baldwin) back to the Upper East Side. Blake Lively, Penn Badgley, Chace Crawford, Kaylee DeFer, Kelly Rutherford and Matthew Settle also star. Andrew McCarthy directed the episode written by Jake Coburn.

516: Cross Rhodes

DAN'S BOOK IS SHOWCASED BY UPRIGHT CITIZEN'S BRIGADE - Dan feels honored when he learns that Upright Citizen's Brigade is performing excerpts from his book, Inside. Blair tries to prove Serena's suspicions wrong in order to save their friendship. On her way out of town, Ivy ends up on a collision course with the van der Woodsens. Chace Crawford, Ed Westwick, Kelly Rutherford and Matthew Settle also star. John Terlesky directed the episode written by Amy B. Harris.

515: Crazy, Cupid, Love

NATE THROWS A VALENTINE'S DAY BASH / ST. VINCENT PERFORMS - It's Valentine's Day on the Upper East Side and Blair can't resist playing cupid for someone she loves. Georgina is intent on stirring up more drama, so she decides to crash Nate's Valentine's Day party. Meanwhile, Serena is shocked by something she witnesses at the party. Penn Badgley, Ed Westwick, Kaylee DeFer, Kelly Rutherford and Matthew Settle also star. Matt Penn directed the episode written by Austin Winsberg.

514: The Backup Dan

BLAIR STRUGGLES WITH A DECISION ABOUT HER FUTURE - Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most. Serena takes the blame for an incident with Gossip Girl in order to protect someone she loves. Georgina smells the scent of scandal and decides to follow its trail. Penn Badgley, Chace Crawford, Ed Westwick, Kelly Rutherford and Matthew Settle also star. David Warren directed the episode written by Matt Whitney.

513: G.G.

OMG! GOSSIP GIRL HITS 100 EPISODES! - The much-anticipated 100th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, while Chuck wrestles with the reality that Blair is about to walk down the aisle with Prince Louis (guest star Hugo Becker), the return of Georgina Sparks (guest star Michelle Trachtenberg) might make the royal affair a royal disaster. Kelly Rutherford and Matthew Settle also star. Mark Piznarski directed the episode written by executive producer Joshua Safran.

512: Father and the Bride

BLAIR'S BACHELORETTE PARTY/EPISODE DIRECTED BY AMY HECKERLING ("CLUELESS") - Blair prepares to celebrate her upcoming royal wedding with a bachelorette party, but others scheme behind her back to make this a night to remember. After discovering the truth behind Chuck and Blair's car accident, Nate joins forces with a surprising ally to gather the evidence. Serena and Dan pretend to be dating again to protect someone close to them. Kelly Rutherford and Matthew Settle also star. Amy Heckerling directed the episode written by Peter Elkoff.

511: The End of the Affair

GOSSIP GIRL RETURNS!/VERA WANG MAKES A CAMEO - Through a series of emotional flashbacks, Blair reveals to Serena what really happened in the aftermath of her tragic car accident with Chuck. Meanwhile, Nate discovers information about the accident that suggests possible foul play. Lily is worried by Charlie's long absence and decides to hire a private detective to track her down. Vera Wang makes a cameo as herself at Blair's dress fitting. Penn Badgley and Matthew Settle also star. Michael Grossman directed the episode written by Sarah Goodman.

510: Riding In Town Cars With Boys

LILY INTRODUCES CHARLIE TO NEW YORK SOCIETY - Lily throws Charlie a party to officially introduce her to New York society. Meanwhile, Charlie's ex-boyfriend, Max (guest star Brian J. Smith), throws a wrench into Charlie's future as an Upper East Side princess. Dan decides it may be time to tell Blair the truth about his feelings for her. Chace Crawford, Ed Westwick and Matthew Settle also star. Vince Misiano directed the episode written by Amanda Lasher.

509: Rhodes To Perdition

EPISODE DIRECTED BY ANDREW MCCARTHY - Lily, Charlie and Serena eagerly anticipate the Studio 54 party being thrown in CeCe's (guest star Caroline Lagerfelt) honor. Nate takes on a new role at the Spectator, but his first big story turns out to be about someone he knows all too well. Blair turns to an unlikely person for help. Penn Badgley, Ed Westwick and Matthew Settle also star. Andrew McCarthy directed the episode written by Natalie Krinsky.

508: All The Pretty Sources

SERENA PLANS A DREAM BRIDAL SHOWER FOR BLAIR - 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 (guest star Elizabeth Hurley) war against Gossip Girl, but struggle about whether to use it or not. Kaylee DeFer, Kelly Rutherford and Matthew Settle also star. Cherie Nowlan directed the episode written by Austin Winsberg.

507: The Big Sleep No More

GOSSIP GIRL FILMS AT THE MUCH-TALKED-ABOUT THEATER EXPERIENCE "SLEEP NO MORE" - Several of our favorite Upper East Siders attend a performance of Punchdrunk's provocative theater experience, "Sleep No More," which translates to masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana (guest star Elizabeth Hurley) sets her sights on Serena in her quest to ruin Gossip Girl. Dan is out on his book tour, but things aren't exactly as they appear to his friends and family. Leighton Meester, Chace Crawford, Ed Westwick, Kaylee DeFer, Kelly Rutherford and Matthew Settle also star. Andy Wolk directed the episode written by Dan Steele.

506: I Am Number Nine

BLAIR AUDITIONS HER POTENTIAL BRIDESMAIDS - Blair makes all of her former minions and Charlie compete to secure the coveted bridesmaid spots in her upcoming royal wedding. Nate is tired of keeping his relationship with Diana (guest star Elizabeth Hurley) a secret, so he decides to use Charlie to make Diana jealous. Serena's boss (guest star Michael Michele) is determined to acquire the film rights to Dan's book, so Serena must put her personal feelings about Dan and the book aside in order to close the deal. Ed Westwick and Matthew Settle also star. Andy Wolk directed the episode written by Jake Colburn.

505: The Fasting and the Furious

YOM KIPPUR AT THE WALDORFS/ELIZABETH HURLEY GUEST STARS IN A MULTI-EPISODE ARC - In the midst of celebrating Yom Kippur with family and friends, Blair and Louis (guest star Hugo Becker) find themselves in a power struggle with Louis' family. Serena's boss (guest star Michael Michele) puts Serena in the awkward position of choosing between her new job and her relationship with Dan. Diana (Hurley) prepares to debut the New York Spectator, but an unfortunate last-minute surprise delays the launch and Diana expects Nate to do whatever it takes to save the day. Ed Westwick, Kaylee DeFer, Kelly Rutherford and Matthew Settle also star. Joe Lazarov directed the episode written by Peter Elkoff.

504: Memoirs of an Invisible Dan

ELIZABETH HURLEY GUEST STARS IN A MULTI-EPISODE ARC AND TATE DONOVAN DIRECTS - After much deliberation, Dan decides to gather Serena, Blair, Nate, Chuck, Rufus and Lily to reveal the truth about his book in the hope that they will support him at his book party. Meanwhile, Blair and Louis (guest star Hugo Becker) hit a crises point after Louis reads Dan's book. Diana (Hurley) learns incriminating information about one of Nate's friends and uses it to her advantage. Kaylee DeFer also stars. Tate Donovan directed the episode written by Amy B. Harris.

503: The Jewel of Denial

ELIZABETH HURLEY GUEST STARS IN A MULTI-EPISODE ARC FOR SEASON FIVE / EPISODE FEATURES A JENNY PACKHAM FASHION SHOW - Nate must decide whether to cross moral lines at Diana's (Elizabeth Hurley) request. Dan has figured out who is publishing his book, and seeks help to stop it, but he ends up in the spotlight anyway. Chuck helps Dan come to terms with his fate, just as Dan continues to try to help Chuck break through his emotional block. Serena and Charlie return to the Upper East Side from California. Leighton Meester, Kelly Rutherford and Matthew Settle also star. Larry Shaw directed the episode written by Amanda Lasher.

502: Beauty and The Feast

Nate (Chace Crawford) reconnects unexpectedly with Diana (Elizabeth Hurley), who offers him an exciting opportunity. Serena (Blake Lively) forces Charlie (Kaylee DeFer) to decide which world she wants to embrace. Dan (Penn Badgley) seeks out Chuck's (Ed Westwick) help to stop the publication of his book, but discovers it is Chuck who needs the help. Blair's (Leighton Meester) future sister-in-law, Beatrice (guest star Roxane Mesquida), arrives from Monaco, but her motives with Blair may be more than just to get acquainted. Matthew Settle also stars. Mark Piznarski directed the episode written by co-executive producer Sara Goodma.

501: Yes, Then Zero

SPOTTED -- OUR FAVORITE UPPER EAST SIDERS ON THE WEST COAST! PLUS, PREGNANCY MYSTERY SOLVED, ROYAL WEDDING IN THE WORKS AND GUEST STAR ELIZABETH HURLEY - Serena loves her new job in Hollywood, but makes a costly misstep when she tries to impress her boss (guest star Michael Michele). Chuck and Nate arrive in Los Angeles as the last stop of their Lost Summer trip, joining Serena at a glamorous Hollywood Hills party, where Nate meets a sexy older woman (guest star Elizabeth Hurley). Blair and Louis (guest star Hugo Becker) return from Monaco and begin planning their royal wedding, but when Louis refuses to stand up to his family and support Blair's choices, his weakness threatens their relationship. A magazine is planning to run an excerpt of Dan's book until an unlikely ally steps in to help him kill the story. Kaylee DeFer and Matthew Settle also star. Mark Piznarski directed the episode written by executive producer Joshua Safran.

422: The Wrong Goodbye

Season four wraps up with an explosive finale, including the return of Georgina Sparks (guest star Michelle Trachtenberg) and Constance Billard mean girls Kati and Is (guest stars Nan Zhang and Nicole Fiscella), a cameo by "Gossip Girl" author Cecily von Ziegesar, a performance by Airborne Toxic Event and, oh yeah, a few very juicy cliffhangers. Blake Lively, Leighton Meester, Penn Badgley, Chace Crawford, Ed Westwick, Jessica Szohr, Kelly Rutherford and Matthew Settle star. Patrick Norris directed the episode written by executive producer Joshua Safran.

421: Shattered Bass

Charlie (guest star Kaylee DeFer) is finally starting to feel less like a fish-out-of-water with Serena (Blake Lively) 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 (Leighton Meester) finds herself torn between the men in her life. Jack Bass' (guest star Desmond Harrington) return to the Upper East Side sets off a chain of events that could end up destroying Chuck (Ed Westwick) and those closest to him. Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Allison Liddi-Brown directed the episode written by Sara Goodman.

420: The Princesses and the Frog

Blair's (Leighton Meester) dreams appear to be coming true, but Serena (Blake Lively) threatens to jeopardize it all by dredging up Blair's past. Charlie (guest star Kaylee DeFer) befriends Vanessa (Jessica Szohr), who may or may not have a hidden agenda. Nate (Chace Crawford) is torn between his relationship with Raina (guest star Tika Sumpter) and a truth he must keep hidden out of loyalty to Chuck (Ed Westwick). Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Andrew McCarthy directed the episode written by Leila Gerstein.

419: Petty in Pink

Serena (Blake Lively) enlists Charlie (guest star Kaylee DeFer) to go undercover Gossip Girl-style to determine why Dan (Penn Badgley) and Blair (Leighton Meester) are spending so much time together, and what role an unexpected visitor is playing in their lives. With Nate's (Chace Crawford) help, Raina (guest star Tika Sumpter) decides to go on a search for her long-lost mother. Chuck's (Ed Westwick) hopes about his legacy are dashed with the reveal of devastating information from the past. Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Liz Friedlander directed the episode written by Amanda Lasher.

418: The Kids Stay in the Picture

As Lily (Kelly Rutherford) awaits the consequences of her decision, William van der Woodsen (guest star Billy Baldwin), CeCe (guest star Caroline Lagerfelt) and Lily's sister, Carol (guest star Sheila Kelley), come into town to support her and be part of a Taschen photo shoot on "modern royalty" in which the Rhodes family is participating. Unbeknownst to Carol, who has always chosen to keep her daughter Charlie (guest star Kaylee DeFer) far away from the Upper East Side, Charlie has followed her to New York to meet Serena (Blake Lively) and the rest of the family. Blair (Leighton Meester) has an epiphany about her future, and grapples with the knowledge of whom she's destined to be with. Penn Badgley, Chace Crawford, Ed Westwick, Jessica Szohr and Matthew Settle also star. J. Miller Tobin directed the episode written by Jessica Queller.

417: Empire of the Son

Ben's (guest star David Call) mother (guest star Marsha Dietlein Bennett) comes to town, forcing issues to the surface between Ben and Serena (Blake Lively). Russell Thorpe (guest star Michael Boatman) is determined to destroy Chuck's (Ed Westwick) family legacy, but he risks alienating his daughter, Raina (guest star Tika Sumpter), in the process. Billy Baldwin returns as William van der Woodsen, Lily's ex-husband and Serena and Eric's father. Leighton Meester, Penn Badgley, Chace Crawford, Jessica Szohr and Matthew Settle also star. David Warren directed the episode written by Robby Hull.

416: While You Weren't Sleeping

It wouldn't be a proper Upper East Side party without some major Gossip Girl drama, and for Eric's (Connor Paolo) 18th birthday celebration there is plenty to go around. Blair (Leighton Meester) decides to speed up the time table on her career path to becoming a powerful woman, but ultimately stretches herself too thin. Serena (Blake Lively) is forced to choose between her family and Ben (guest star David Call). Chuck (Ed Westwick) and Lily's (Kelly Rutherford) relationship remains icy in the aftermath of Lily's betrayal. Penn Badgley, Chace Crawford, Kelly Rutherford and Matthew Settle also star. Norman Buckley directed the episode written by Sara Goodman.

415: It-Girl Happened One Night

With Russell Thorpe (Michael Boatman) poised for a takeover attempt of Bass Industries, Chuck (Ed Westwick) makes one last-ditch effort to save his family's company. Blair (Leighton Meester) is given a challenging assignment at W Magazine with the promise of a possible promotion. Serena (Blake Lively) struggles with her feelings for Ben (guest star David Call). Penn Badgley, Chace Crawford, Kelly Rutherford and Matthew Settle also star. Bart Wenrich directed the episode written by Alex McNally.

414: Panic Roommate

Blair (Leighton Meester) enlists Nate's (Chace Crawford) help to win over her high-strung boss, Epperly (guest star Caitlin Fitzgerald), at W Magazine. Damien (guest star Kevin Zegers) stirs up more drama on the Upper East Side. Chuck (Ed Westwick) finds himself torn between business and pleasure. Florence and the Machine performs an acoustic version of "Cosmic Love." Blake Lively, Penn Badgley, Kelly Rutherford and Matthew Settle also star. Andrew McCarthy directed the episode written by Jake Coburn.

413: Damien Darko

Blair (Leighton Meester) is ecstatic to land an internship at W Magazine, but the thrill quickly fades when she finds out that Dan (Penn Badgley) has secured one of the coveted positions as well. Chuck (Ed Westwick) may have finally met his match with Russell Thorpe (guest star Michael Boatman) – and his daughter Raina (guest star Tika Sumpter) – back on the Upper East Side. Nate (Chace Crawford) receives alarming news about his father's (guest star Sam Robards) business prospects. Blake Lively, Kelly Rutherford and Matthew Settle also star. Jeremiah Chechik directed the episode written by Leila Gerstein.

412: The Kids Are Not All Right

A former associate of Chuck's (Ed Westwick) father, Russell Thorpe (Michael Boatman) -- along with his daughter Raina (Tika Sumpter) -- returns to Manhattan with some unfinished business for our Upper East Siders. Serena (Blake Lively) and Chuck join forces against Lily (Kelly Rutherford). Blair (Leighton Meester) realizes that her mother, Eleanor (guest star Margaret Colin), may be her key to becoming a future CEO. Nate (Chace Crawford) worries that his father, The Captain (guest star Sam Robards), is having a little too much fun and not taking his parole seriously. Penn Badgley and Matthew Settle also star. Allan Kroeker directed the episode written by K.J. Steinberg.

411: The Townie

Blair (Leighton Meester) and Dan (Penn Badgley) join forces to track down an MIA Juliet (guest star Katie Cassidy). Chuck (Ed Westwick) begins to suspect Lily (Kelly Rutherford) isn't telling him the full truth. Kevin Zegers guest stars as Damien. Blake Lively, Chace Crawford and Matthew Settle also star. Joe Lazarov directed the episode written by Stephanie Savage and Amanda Lasher.

410: Gaslit

Chuck (Ed Westwick), Serena (Blake Lively), Blair (Leighton Meester), Dan (Penn Badgley), Jenny (Taylor Momsen) and Eric (Connor Paolo) find themselves faced with a crisis when a member of one of their families is hospitalized. Meanwhile, Nate (Chace Crawford) attempts to help his parents, The Captain (guest star Sam Robards) and Anne (guest star Francie Swift), put their complicated past behind them and reconcile. Katie Cassidy guest stars as Juliet. Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Tate Donovan directed the episode written by Joshua Safran and Robert Hull.

409: The Witches of Bushwick

Chuck (Ed Westwick) hosts a "Saints and Sinners" masquerade party at the Empire Hotel. At the party, Dan (Penn Badgley) and Nate (Chace Crawford) don't know what to make of Serena's (Blake Lively) strange behavior and mixed messages. Blair (Leighton Meester) sets her sights on becoming the new face of Anne Archibald's (guest star Francie Swift) foundation for girls, but Anne is concerned that Blair's friendship with Chuck Bass may be problematic. Katie Cassidy guest stars as Juliet. Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Ron Fortunato directed the episode written by Sara Goodman.

408: Juliet Doesn't Live Here Anymore

Chuck (Ed Westwick) and Blair (Leighton Meester) decide it's in both their best interests to put the past behind them and end their vindictive games. Nate (Chace Crawford) confronts Juliet (guest star Katie Cassidy) after discovering a secret she has been keeping from everyone. Dan (Penn Badgley) and Nate realize they both still have feelings for Serena (Blake Lively). Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Patrick Norris directed the episode written by Jeanne Leitenberg.

407: War at the Roses

Blair is caught off-guard – and not in a good way – by a surprise guest at her birthday party. Having had enough of Chuck (Ed Westwick) and Blair's games, Serena (Blake Lively) and Nate (Chace Crawford) decide to plan an intervention. Musical guest Robyn performs in the episode. Penn Badgley, Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Joe Lazarov directed the episode written by Jessica Queller.

406: Easy J

Although Blair (Leighton Meester) made it perfectly clear that Little J was no longer welcome in Manhattan after what happened with Chuck (Ed Westwick), Jenny (Taylor Momsen) is tempted by a once-in-a-lifetime opportunity to meet Tim Gunn ("Project Runway"), which could be a game changer for her future. Meanwhile, Serena (Blake Likely) discovers something about her new boyfriend, Colin (guest star Sam Page), that may put an end to their relationship just as it was getting good. Penn Badgley, Chace Crawford, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Lee Shallat Chemel directed the episode written by Jake Coburn.

405: Goodbye Columbia

An anonymous Gossip Girl blast starts a very damaging rumor about one of Columbia's new students, Serena (Blake Lively). On her path to greatness, Blair (Leighton Meester) decides to take a class with a powerful businesswoman, Martha (guest star Marilyne Barrett), who is guest-lecturing at Columbia, but a mysterious fellow student thwarts her plans to secure the prized position as Martha's assistant. Penn Badgley, Chace Crawford, Ed Westwick, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Jeremiah Chechik directed the episode written by Robby Hull.

404: Touch of Eva

Nate (Chace Crawford) suspects that Juliet (guest star Katie Cassidy) is keeping a big secret from him and decides to confront her. Blair (Leighton Meester) schemes to undermine Chuck's (Ed Westwick) newfound happiness. Dan (Penn Badgley) finds himself torn between his feelings for Serena (Blake Lively) and Vanessa (Jessica Szohr). Kelly Rutherford and Matthew Settle also star. Andrew McCarthy directed the episode written by Leila Gerstein.

403: The Undergraduates

On her first day at Columbia, Blair (Leighton Meester) attempts to gain membership into an ultra-exclusive social club, Hamilton House, but she's in for a few big surprises. Serena (Blake Lively) begins to suspect that Juliet (guest star Katie Cassidy) is intentionally sabotaging Serena's life and that it may have something to do with Nate (Chace Crawford). Rufus (Matthew Settle) is worried about Dan (Penn Badgley) and decides to take matters into his own hands. Ed Westwick, Jessica Szohr and Kelly Rutherford also star. Norman Buckley directed the episode written by Amanda Lasher.

402: Double Identity

Living out a real-life fairytale in Paris, Blair (Leighton Meester) is pursued by a handsome young man, Louis (guest star Hugo Becker), who she suspects is a member of Monaco's royal family. A very concerned Lily (Kelly Rutherford) asks Serena (Blake Lively) to help her find Chuck (Ed Westwick), who hasn't been heard from or seen in months. Meanwhile, Chuck Bass is as we've never seen him before, adjusting to a fresh start in Paris with a mysterious new woman, Eva (guest star Clémence Poésy), at his side. Juliet (guest star Katie Cassidy) offers to help Nate (Chace Crawford) win Serena (Blake Lively) back, suggesting that reigniting Dan (Penn Badgley) and Vanessa's (Jessica Szohr) romance may just be the trick to remove Dan from the Dan-Serena-Nate love triangle. Matthew Settle also stars. Mark Piznarski directed the episode written by executive producers Joshua Safran and Stephanie Savage.

401: Belles de Jour

Blair (Leighton Meester) has spent a fabulous summer in Paris without realizing her former love, Chuck Bass (Ed Westwick), has been shot. As much as Blair tries to distract herself from the pain Chuck caused her, his mysterious appearance in Paris with a beautiful new woman (guest star Clémence Poésy) will force both of them to face what happened. Meanwhile, a newly single Serena (Blake Lively) has been enjoying a Parisian summer of love with boys, Blair and Balenciaga as she tries to avoid the inevitable decision about which of her two long-time beaus, Dan or Nate (Penn Badgley and Chace Crawford), she should return to. Back on the Upper East Side, Nate meets an intriguing girl, Juliet (guest star Katie Cassidy, "Melrose Place"), who helps him realize that his summer of sexual conquests with the help of Chuck's little black book was his way of avoiding his unresolved feelings for Serena. Meanwhile, Dan's (Penn Badgley) baby mama drama continues with Georgina (guest star Michelle Trachtenberg). Finally, the van der Woodsen apartment is buzzing with activity as the "Fashion's Night Out" event is planned. Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Mark Piznarski directed the episode written by executive producers Joshua Safran and Stephanie Savage.

322: Last Tango, Then Paris

Blair (Leighton Meester) must decide whether to meet Chuck (Ed Westwick) at the top of the Empire State Building or risk losing their future together. A Gossip Girl gossip bomb involving Dan (Penn Badgley) explodes Serena (Blake Lively) and Nate's (Chace Crawford) relationship. Dorota (Zuzanna Szadkowski) and Vanya (guest star Aaron Schwartz) welcome their baby. Jenny (Taylor Momsen) hits rock bottom. Georgina (guest star Michelle Trachtenberg) returns to the Upper East Side... and she has an agenda. Kelly Rutherford and Matthew Settle also star. J. Miller Tobin directed the episode written by Josh Safran and Stephanie Savage.

321: Ex-Husbands and Wives

When things get tense between Rufus (Matthew Settle) and Will (Baldwin), Serena (Blake Lively) chooses to stand behind her father, while Rufus is made to feel like an outsider in his own family. Meanwhile, Jenny (Taylor Momsen) deliberately shares information with Will that may ultimately destroy Lily (Kelly Rutherford) and Rufus' marriage. After many failed attempts, Chuck (Ed Westwick) makes one last grand gesture to reconcile with Blair (Leighton Meester), hoping she will finally accept the fact that they are destined to be together. Penn Badgley and Chace Crawford also star. Norman Buckley directed the episode written by Sara Goodman.

320: It's a Dad, Dad, Dad, Dad World

Will's (Baldwin) return to the Upper East Side continues to stir up problems for Serena (Blake Lively), Lily (Kelly Rutherford) and his long-standing rival, Rufus (Matthew Settle). Serena and Jenny's (Taylor Momsen) relationship is strained as a result of Jenny's deception. Blair (Leighton Meester) spends time on the Columbia campus and realizes where she truly belongs. Dan (Penn Badgley) learns that Vanessa (Jessica Szohr) has been keeping yet another secret from him. Chace Crawford and Ed Westwick also star. Jeremiah Chechik directed the episode written by Amanda Lasher.

319: Dr. Estrangeloved

When Lily's (Kelly Rutherford) ex-husband, Dr. William van der Woodsen (Baldwin), shows up unexpectedly in Manhattan, Serena (Blake Lively) finally gets the reunion she has so desperately wanted with her father, but the circumstances turn out to be far from ideal. When Serena and Nate (Chace Crawford) continue to have relationship issues, a scheming Jenny (Taylor Momsen) is more than happy to be a shoulder for Nate to lean on. Meanwhile, Dan (Penn Badgley) finds out that he didn't get accepted into the Tisch writing program and Vanessa (Jessica Szohr) admits she may have been somewhat responsible. Leighton Meester, Ed Westwick and Matthew Settle also star. Darnell Martin directed the episode written by Robert Hull.

318: The Unblairable Lightness of Being

Chuck (Ed Westwick) offers to throw a wedding for a very pregnant Dorota (guest star Zuzanna Szadkowski) who insists that she and Vanya (guest star Aaron Schwartz) have a traditional wedding before her parents arrive from Poland and find their daughter pregnant and without a husband. Dorota asks Blair (Leighton Meester) and Chuck to be part of the ceremony and walk her down the aisle. Serena (Blake Lively) tells Nate (Chace Crawford) she is having breakfast with the Humphreys when in reality she's secretly meeting up with Carter Baizen (guest star Sebastian Stan). Rufus (Matthew Settle) discovers that Lily (Kelly Rutherford) has been lying to him about her whereabouts. Penn Badgley, Taylor Momsen and Jessica Szohr also star. Janice Cooke Leonard directed the episode written by Jeanne Leitenberg.

317: Inglorious Bassterds

Chuck (Ed Westwick) and Blair (Leighton Meester) are faced with the most difficult decision they have ever faced as a couple. Serena (Blake Lively) plans a surprise birthday party for Nate (Chace Crawford), but Jenny (Taylor Momsen) does her best to sabotage Serenas's efforts. Dan (Penn Badgley) and Vanessa's (Jessica Szohr) new relationship hits a bump in the road. Matthew Settle also stars. Jean de Segonzac directed the episode written by Lenny Rosenfeld.

316: The Empire Strikes Jack

Chuck (Ed Westwick) finds himself once again at odds with his uncle, Jack Bass (guest star Desmond Harrington). Eleanor (Margaret Colin) puts Blair (Leighton Meester) in charge of making sure her latest fashion show is a huge success with an important client. Rufus (Matthew Settle) attempts to get Jenny (Taylor Momsen) back on track by volunteering to have her help with Eleanor's fashion show, but the opportunity takes a big turn for the worse when Jenny learns that Agnes (guest star Agnes Holland) will be one of the models. Blake Lively, Penn Badgley, Chace Crawford, Jessica Szohr and Kelly Rutherford also star. Joe Lazarov directed the episode written by Jake Coburn.

315: The Sixteen Year Old Virgin

Despite being grounded, Jenny (Taylor Momsen) continues to see Damien (guest star Kevin Zeggers) who tells Jenny that he wants to have sex with her. Lily (Kelly Rutherford) tells Rufus (Matthew Settle) the big secret she has been keeping from him even though she knows it's a huge risk. Dan (Penn Badgley) and Vanessa (Jessica Szohr) explore a new stage of their friendship. Chuck (Ed Westwick) is forced to make an extremely difficult decision about his hotel. Blake Lively, Leighton Meester and Chace Crawford also star. Wendy Stanzler directed the episode written by Leila Gerstein.

314: The Lady Vanished

Rufus (Matthew Settle) and Lily (Kelly Rutherford) grow suspect of Jenny's (Taylor Momsen) relationship with Damien (guest star Kevin Zeggers). Chuck (Ed Westwick) learns more about the woman (guest star Laura Harring) who may or may not be his mother. Dan (Penn Badgley) and Vanessa (Jessica Szohr) struggle through the awkwardness of dating other people. Andrew McCarthy directed the episode written by Amanda Lasher & Robby Hull.

313: The Hurt Locket

Nate (Chace Crawford) and Serena (Blake Lively) decide to explore the boundaries of their friendship. Blair (Leighton Meester) suspects that Chuck (Ed Westwick) is having problems forgetting about the woman (guest star Laura Harring) he saw at his father's grave. Jenny (Taylor Momsen) agrees to accompany Damien (guest star Kevin Zegers) to a State Dinner but is unaware that he needs her help with a drug exchange. Vanessa (Jessica Szohr) and Dan (Penn Badgley) attempt to move past the awkwardness of Dan's confession of love. Rufus (Matthew Settle) returns from a ski trip and tries his best to avoid Lily (Kelly Rutherford). Tony Wharmby directed the episode written by Sara Goodman.

312: The Debarted

On the anniversary of Bart Bass' death, Chuck (Ed Westwick) wrestles with an issue from the past and a serious car accident rocks the Upper East Side. Dan (Penn Badgley) and Vanessa (Jessica Szohr) attempt to navigate their newly complicated friendship. When Jenny (Taylor Momsen) is accused of beating up one of her classmates, Eric (guest star Connor Paolo) is faced with a tough dilemma. Blake Lively, Leighton Meester, Chace Crawford, Kelly Rutherford and Matthew Settle also star. Jason Ensler directed the episode written by executive producer Stephanie Savage.

311: The Treasure of Serena Madre

It wouldn't be Thanksgiving on the Upper East Side if there wasn't a serving or two of some major drama for the holiday. Blair (Leighton Meester) suspects her mom (guest star Margaret Colin) has been keeping a big secret from her, but it turns out to be something else entirely. Vanessa (Jessica Szohr) is supposed to spend Thanksgiving with her parents, but has a fight with her mom (guest star Gina Torres) and shows up on Dan's (Penn Badgley) doorstep. Rufus (Matthew Settle) learns that Lily (Kelly Rutherford) has been lying to him about her mother, Cece (guest star Caroline Lagerfelt). Chuck (Ed Westwick) tells Nate (Chace Crawford) that he has some potentially damaging information about one of their friends. Jenny (Taylor Momsen) learns that Eric (Connor Paolo) was behind her very public embarrassment at Cotillion and can't pass up a chance to get even. Serena (Blake Lively) is put in a very awkward position when her mother invites Trip (guest star Aaron Tveit) and Maureen (guest star Holley Fain) to join them for Thanksgiving dinner. The episode was directed by Mark Piznarski directed the episode written by Robert Hull & Joshua Safran.

310: The Last Days of Disco Stick

Hoping to impress the elitist theater kids at NYU, Blair (Leighton Meester) sets her sights on landing a private concert with the hottest musical performer of the year, Lady Gaga. Dan (Penn Badgley) and Olivia (guest star Hilary Duff) sign up to write and star in a school play, based on an idea by Blair and directed by Vanessa (Jessica Szohr). With Blair out of the picture, Serena (Blake Lively) turns to Nate (Chace Crawford) to help her get through a difficult situation. As a favor to Chuck (Ed Westwick), Jenny (Taylor Momsen) agrees to hang out with Damien (guest star Kevin Zegers), the son of an ambassador who is staying at Chuck's hotel, but the experience proves to be a lot more intriguing than she expected. Kelly Rutherford and Matthew Settle also star. Tony Wharmby directed the episode written by Leila Gerstein.

309: They Shoot Humphreys, Don't They?

Not satisfied with just being Queen of Constance Billard, Jenny (Taylor Momsen) sets her sights on becoming the Queen of all the Upper East Side by landing the hottest escort for Cotillion. Nate (Chace Crawford) and Chuck (Ed Westwick) plot to help Serena (Blake Lively) and Blair (Leighton Meester) repair their damaged friendship. Dan (Penn Badgley) is upset when Olivia (guest star Hilary Duff) contemplates leaving school for a movie project. Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Alison McLean directed the episode written by Amanda Lasher.

308: The Grandfather: Part II

Olivia (guest star Hilary Duff) says something she regrets during her appearance on Jimmy Fallon's (Fallon playing himself) talkshow and tries to keep Dan (Penn Badgley) from finding out. With election day around the corner, Nate (Chace Crawford) suspects his grandfather (guest star James Naughton) will stop at nothing to get Trip (guest star Aaron Tveit) elected to congress. In the midst of another feud with Serena (Blake Lively), Blair (Leighton Meester) befriends a new "it" girl and takes her to an election night party at Chuck's (Ed Westwick) hotel, hoping to make Serena jealous. Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Mark Piznarski directed the episode written by Lenn Rosenfeld.

307: How to Succeed in Bassness

In need of publicity for his new hotel, Chuck (Ed Westwick) decides to move up his club's opening and enlists Serena's (Blake Lively) help to get the word out to her celebrity clients. Feeling left out of the planning, Blair (Leighton Meester) attempts to win Chuck's approval by secretly helping him with a problem concerning opening night. Dan (Penn Badgley) is unnerved when he finally watches one of Olivia's (guest star Hilary Huff) infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson (guest star Simon Miller). Jenny (Taylor Momsen) is forced to choose between her relationship with Eric (Connor Paolo) and her new role as Queen Bee. Rufus (Matthew Settle) gets Lily (Kelly Rutherford) into the Halloween spirit. Chace Crawford also stars. Joe Lazarov directed the episode written by Sara Goodman.

306: Enough About Eve

Vanessa (Jessica Szohr), hoping to finally win her mother Gabriela's (guest star Gina Torres) approval, desperately vies with Blair (Leighton Meester) for the honor of delivering the freshman toast at NYU, but at what price? Dan (Penn Badgley) invites Olivia (guest star Hilary Duff) to meet Rufus (Matthew Settle) and Lily (Kelly Rutherford), which leads to all sorts of problems for the new couple. Serena (Blake Lively) and Nate (Chace Crawford) team up to help Carter Baizen (guest star Sebastian Stan). Taylor Momsen and Ed Westwick also star. John Stephens directed the episode written by Jake Coburn.

305: Rufus Getting Married

Lily (Kelly Rutherford) and Rufus (Matthew Settle) decide to move up their wedding to the next day, but will someone or something come between them before they become man and wife? Chuck (Ed Westwick) discovers a secret that Carter (guest star Sebastian Stan) has been keeping from Serena (Blake Lively). Dan (Penn Badgley) and Vanessa (Jessica Szohr) are pulled into one of Georgina's (Michelle Trachtenberg) schemes. Blair (Leighton Meester) is suspect of Bree (guest star JoAnna Garcia) and shares her concerns with Nate (Chace Crawford). Taylor Momsen also stars. Ron Fortunato directed the episode written by Leila Gerstein.

304: Dan de Fleurette

It's the first day of school at Constance Billard which means it's also time for Jenny to take her rightful place as the new Queen Bee. Unfortunately for Jenny, Blair is more than happy to intervene when news reaches her that she may be needed back at Constance. Meanwhile, Lily returns home to Rufus and her family to find that things are definitely not as she left them. Plus, a famous movie actress, Olivia Burke (recurring guest star HILARY DUFF - A Cinderella Story, Material Girls, Lizzie McGuire), enrolls at NYU in hopes of having a somewhat normal college experience, and is assigned to be Vanessa's roommate. Guest star TYRA BANKS (The Tyra Show, America's Next Top Model) appears as Ursula, an actress co-starring in Olivia's movie and someone who Serena befriends.

303: The Lost Boy

It's an Upper East Side face-off when Blair (Leighton Meester) and Chuck (Ed Westwick) both set their sights on a particular item up for bid at Sotheby's and the personal stakes are high. Serena (Blake Lively) suspects that Carter (guest star Sebastian Stan) may be up to his old habits, Georgina (Michelle Trachtenberg) takes an interest in Dan (Penn Badgley), and Vanessa (Jessica Szohr) begins to suspect that something isn't quite right with Scott (guest star Chris Riggi). Chace Crawford, Taylor Momsen and Matthew Settle also star. Jean DeSegonzac directed the episode written by Robert Hull.

302: The Freshmen

Blair (Leighton Meester), who is determined to maintain her Queen status in college, embarks on her first day at NYU, along with Dan (Penn Badgley) and Vanessa (Jessica Szohr). Unfortunately, Georgina (guest star Michelle Trachtenberg) turns up as Blair's roommate in the dorms, determined to make Blair a social outcast. As Serena (Blake Lively) prepares to depart for Brown, she and Chuck (Ed Westwick) have a major falling out, so she recruits Chuck's enemy, Carter (guest star Sebastian Stan), to help her get even. Nate (Chace Crawford) and Bree (guest star JoAnna Garcia) decide to explore their relationship further, knowing full well it could cause tension between their families who are political rivals. Taylor Momsen and Matthew Settle also star. Norman Buckley directed the episode written by Amanda Lasher.

301: Reversals of Fortune

As the summer is drawing to a close, Blair (Leighton Meester) and Chuck (Ed Westwick) are madly in love and adjusting to their new "in a relationship" status, breaking all traditional rules of dating as would be expected. Serena (Blake Lively) returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen (guest star Sebastian Stan). Nate (Chace Crawford) returns from his travels with a mysterious brunette, Bree Buckley (guest star JoAnna Garcia) in tow. Rufus (Matthew Settle), Dan (Penn Badgley) and Jenny (Taylor Momsen) spent the summer in the Hamptons, adjusting to the van der Woodsen's glamorous lifestyle surprisingly faster than any of them expected. Jessica Szohr also stars. J. Miller Tobin directed the episode written by Joshua Safran.

225: The Goodbye Gossip Girl

Gossip Girl decides to liven things up at the Constance Billard and St. Jude's graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena (Blake Lively) to come up with a plan of attack. The Mean Girls (guest stars Yin Chang, Nicole Fiscella, Amanda Setton and Dreama Walker) challenge Jenny (Taylor Momsen) to throw her hat in the ring to succeed Blair (Leighton Meester) as Queen Bee next year. Lily (Kelly Rutherford) and Rufus (Matthew Settle) struggle to repair their relationship after Lily's betrayal. As for the cliffhangers, Blair and Chuck (Ed Westwick) finally... and Serena is shocked by... and Georgina (guest star Michelle Trachtenberg) decides to... and Dan (Penn Badgley), Nate (Chace Crawford) and Vanessa (Jessica Szohr) unknowingly... and it all happens in the series' climactic season finale. Norman Buckley directed the episode written by Joshua Saffran.

224: Valley Girls

In a flashback to the 80s, 17-year-old Lily Rhodes (Snow) gets kicked out of boarding school and runs away to Los Angeles, reconnecting with her parents, Rick (McCarthy) and Cece (guest star Cynthia Watros, "Lost"), and sister, Carol (Ritter). Back in present day, Blair (Leighton Meester) and Nate (Chace Crawford) attend prom together, but the evening doesn't turn out exactly as planned and Chuck (Ed Westwick) has a little something to do with that. Serena (Blake Lively) and Lily (Kelly Rutherford) don't see eye-to-eye over Serena's recent run-in with the law. No Doubt performs in the episode as an 80s band called "Snowed Out." Penn Badgley, Taylor Momsen, Jessica Szohr and Matthew Settle also star. Marc Piznarski directed the episode written by Josh Schwartz & Stephanie Savage.

223: The Wrath of Con

Blair (Leighton Meester) pressures Georgina (Michelle Trachtenberg) into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate (Chace Crawford) and Chuck (Ed Westwick) over Blair comes to a head. Lily (Kelly Rutherford) hatches a secret plan to help Rufus (Matthew Settle) with Dan's (Penn Badgley) college tuition. Blake Lively, Taylor Momsen and Jessica Szohr also star. Janice Cooke Leonard directed the episode written by Sara Goodman.

222: Southern Gentleman Prefer Blondes

Georgina (guest star Michelle Trachtenberg, "17 Again") returns to the Upper East Side after undergoing a major transformation. Chuck (Ed Westwick) and Nate (Chace Crawford) find themselves at a major crossroads in their relationship as it pertains to their mutual interest in Blair (Leighton Meester). Serena (Blake Lively) finds her relationship with Gabriel (guest star Armie Hammer) growing more complicated. Penn Badgley, Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Patrick Norris directed the episode written by Leila Gerstein.

221: Seder Anything

Serena (Blake Lively) returns from her trip to Spain with Poppy (guest star Tamara Feldman) and Gabriel (guest star Armie Hammer). Blair (Leighton Meester) makes a secret deal with Nate's (Chace Crawford) grandfather, William (guest star James Naughton), and Nate learns some disturbing information about his father's arrest. Dan (Penn Badgley) takes a job as a cater-waiter to earn money for college, but is distressed when he discovers the gig is a Passover seder at the Waldorf penthouse and several of his friends and family are guests. Taylor Momsen, Ed Westwick, Kelly Rutherford and Matthew Settle also star. John Stephens directed the episode written by Amanda Lasher.

220: Remains of the J

Serena (Blake Lively) decides to throw Jenny (Taylor Momsen) an intimate party for her sixteenth birthday, but things get way out of control when Poppy Lifton (guest star Tamara Feldman) turns the small gathering into a huge social event. In a moment of weakness, Vanessa (Jessica Szohr) agrees to help Chuck (Ed Westwick) with a scheme having to do with Blair (Leighton Meester) and Nate (Chace Crawford). Rufus (Matthew Settle) learns that Dan (Penn Badgley) will not receive financial aid at Yale and tries to figure out another way to cover the cost of his education. Kelly Rutherford also stars. Armie Hammer guest stars as Poppy's boyfriend, Gabriel. Allison Liddi-Brown directed the episode written by Sarah Frank-Meltzer.

219: The Grandfather

Devastated by the recent plot twist in her life, Blair (Leighton Meester) turns her back on her predictable Waldorf existence in favor of a more wild and unpredictable lifestyle, causing Serena (Blake Lively) and Chuck (Ed Westwick) to have serious concerns about their friend. Vanessa (Jessica Szohr) convinces Nate (Chace Crawford) 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 a misguided effort to be completely honest with each other, Lily (Kelly Rutherford) and Rufus (Matthew Settle) agree to share lists of their past lovers. Penn Badgley and Taylor Momsen also star. J. Miller Tobin directed the episode written by Robby Hull & Etan Frankel.

218: The Age of Dissonance

The Constance Billard and St. Jude seniors put on a production of "The Age of Innocence" and find their personal lives mirroring conflicts in the play. Serena (Blake Lively) develops a crush on the play's director, Julian (guest star Harmon Walsh), and enlists Vanessa's (Jessica Szohr) knowledge of theater to help her get the otherwise uninterested guy's attention. Blair (Leighton Meester) receives devastating news about her future that leads her on a witch-hunt for the person responsible. Dan (Penn Badgley) and Rachel (guest star Laura Breckenridge) 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 (Ed Westwick) enlists help from an unlikely source, his nemesis Carter Baizen (guest star Sebastian Stan). Chace Crawford, Taylor Momsen and Matthew Settle also star. Norman Buckley directed the episode written by Jessica Queller.

217: Carrnal Knowledge

In retaliation for not playing by the unspoken rules of Constance Billard, Blair (Leighton Meester) hatches a plan to bring down her teacher, Rachel (guest star Laura Breckenridge), and it's going to be good. After Chuck (Ed Westwick) wakes up in a hotel and only has a minor recollection of what happened the previous evening and who he spent the evening with, Nate (Chace Crawford) and Vanessa (Jessica Szohr) try to help him fill in the missing pieces of what is turning out to be an increasingly intriguing mystery. Blake Lively, Penn Badgley, Taylor Momsen, Kelly Rutherford and Matthew Settle also star. Liz Allen directed the episode written by Alexandra McNally & Lenn K. Rosenfeld.

216: You've Got Yale!

It's that stressful time of year when Constance Billard and St. Jude's students find out who is and isn't worthy of early admission to Yale University. Serena (Blake Lively) bonds with her new Shakespeare teacher, Rachel (guest star Laura Breckenridge), who has no clue the wrath she is about to suffer after giving Blair (Leighton Meester) the first B of her prep school career. Chuck (Ed Westwick) pairs up with an unlikely ally in his war with Jack (guest star Desmond Harrington) over Bass Industries. Nate (Chace Crawford) and Vanessa (Jessica Szohr) spend a romantic evening at the opera. Taylor Momsen, Kelly Rutherford and Matthew Settle also star. Janice Cooke directed the episode written by Joshua Safran.

215: Gone With the Will

With the reading of Bart's will, Chuck (Ed Westwick), Bart's brother, Jack (guest star Desmond Harrington), and Lily (Kelly Rutherford) learn the fate of the Bass empire. Rufus (Matthew Settle) and Lily's relationship is strained as Rufus seeks details about the child he never knew he had. Noticing that his father has been acting strangely as of late, Dan (Penn Badgley) does some investigating and uncovers Rufus and Lily's secret, putting him in the awkward situation of deciding what to do with this shocking revelation and who to share it with. Blake Lively, Leighton Meester, Chace Crawford, Taylor Momsen and Jessica Szohr also star. Tricia Brock directed the episode written by Amanda Lasher.

214: In The Realm of the Basses

With Chuck (Ed Westwick) MIA since his father's funeral, Uncle Jack (Harrington) arrives on the Upper East Side to help Chuck pick up the messy pieces, but first he has to find him. Trying her best to forget her last painful exchange with Chuck, Blair (Leighton Meester) focuses her attention on being accepted into the most prestigious ladies club in the city, Colony Club. Jenny (Taylor Momsen) returns to Constance Billard and immediately takes on Penelope (guest star Amanda Setton) and her posse of mean girls, but no one is going down without a valiant Gossip Girl-worthy fight. Blake Lively, Penn Badgley, Kelly Rutherford and Matthew Settle also star. Tony Wharmby directed the episode written by John Stephens.

213: Oh Brother, Where Bart Thou?

A sudden and tragic event impacts the lives of our favorite Upper East Side teens and their parents. Blake Lively, Leighton Meester, Penn Badgley, Chace Crawford, Taylor Momsen, Ed Westwick, Kelly Rutherford and Matthew Settle star. Joe Lazarov directed the episode written by Stephanie Savage.

212: It's a Wonderful Lie

For the annual Snowflake Ball, Blair (Leighton Meester) and Chuck (Ed Westwick) make a bet that they can find the ideal dates for each other. Aaron's (John Patrick Amedori) ex-girlfriend, Lexi (guest star Natalie Knepp), expresses an interest in Dan (Penn Badgley) which creates conflicted feelings for Serena (Blake Lively). Nate (Chace Crawford), Jenny (Taylor Momsen) and Vanessa (Jessica Szohr) get into a tangled situation that puts their friendships and hearts on the line. Kelly Rutherford and Matthew Settle also star. Patrick Norris directed the episode written by Robby Hull.

211: The Magnificent Archibalds

Thanksgiving in the Waldorf household finds Blair (Leighton Meester) upset that her mom's (Margaret Colin) new boyfriend, Cyrus (guest star Wallace Shawn), has decided to ruin all her favorite traditions, but that's nothing compared to what's coming next. Lily (Kelly Rutherford) finds herself trying to broker a peace treaty between Rufus (Matthew Settle) and Jenny (Taylor Momsen) who is prepared to cut off all communication with her father if she doesn't get her way. Serena (Blake Lively) isn't quite ready to come clean with Aaron (guest star John Patrick Amedori) about her complicated past, but Dan (Penn Badgley) ends up accidentally revealing a few tidbits of his own. Blair and Chuck (Ed Westwick) come to their friend's aid when Nate (Chace Crawford) is once again forced to confront his father's (guest star Sam Robards) abandonment. Finally, Eric (Connor Paolo) discovers a secret that Bart (Robert John Burke) has been keeping from Lily. Jessica Szohr also stars. Jean DeSegonzac directed the episode written by Joshua Safran.

210: Bonfire of the Vanity

Blair (Leighton Meester) does not approve of the new man, Cyrus Rose (guest star Wallace Shawn), in her mother's (guest star Margaret Colin) life, so she makes it her mission to break up the lovebirds by any means necessary. Jenny (Taylor Momsen) moves in with Agnes (guest star Willa Holland) as the friends move forward with their plans for a fashion line. Serena (Blake Lively) continues to fall for the new guy in her life, Aaron (guest star John Patrick Amedori), but she learns something about him that threatens to end things just as they are getting really good. Dan (Penn Badgley) decides to win the trust of Bart Bass (guest star Robert John Burke) in order to learn more about the man and possibly write an expose on him for Vanity Fair, but things get heated after Chuck (Ed Westwick) finds out the real reason Dan is spending so much time around his family. Matthew Settle also stars. David Von Ancken directed the episode written by Jessica Queller.

209: There Might Be Blood

Serena (Blake Lively) invites Aaron (guest star John Patrick Amedori) to be her guest at a charity gala honoring Lily and Bart (Kelly Rutherford and guest star Robert John Burke), 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 (Leighton Meester) 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 the college of her dreams. Meanwhile, Jenny (Taylor Momsen) and Agnes (guest star Willa Holland) plan a guerilla fashion show that will either launch Jenny's star or ruin her chances of ever being accepted by the industry. Penn Badgley, Chace Crawford, Ed Westwick, Jessica Szohr and Matthew Settle also star. Michael Fields directed the episode written by Etan Frankel & John Stephens.

208: Pret-a-Poor-J

Jenny (Taylor Momsen) befriends a young model, Agnes (guest star Willa Holland), who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf (guest star Margaret Colin), who is attempting to "borrow" Jenny's designs. Serena (Blake Lively) and Dan (Penn Badgley) agree to attend an art opening at Rufus' (Matthew Settle) gallery as friends, but the outing gets a little uncomfortable after Serena meets an artist, Aaron Rose (guest star John Patrick Amedori), and realizes they have an instant chemistry. Blair (Leighton Meester) attempts to seduce Chuck (Ed Westwick), but it proves tougher than she ever imagined. Chace Crawford and Jessica Szohr also star. Vondie Curtis Hall directed the episode written by Amanda Lasher.

207: Chuck In Real Life

Vanessa (Jessica Szohr) uses the scandalous picture of Catherine and Marcus to blackmail Blair (Leighton Meester) into being a nicer person, so Blair seeks revenge by enticing Chuck (Ed Westwick) to seduce Vanessa. Lily (Kelly Rutherford) and Bart (guest star Robert John Burke) throw an extravagant housewarming party and expect their children to make them proud in front of the attending press, but a rebellious Serena (Blake Lively) isn't ready to play by their rules. Meanwhile, Dan (Penn Badgley) and Jenny (Taylor Momsen) discover a big secret that Nate (Chace Crawford) has been keeping from his friends. Matthew Settle also stars. Tony Wharmby directed the episode written by Lenn K. Rosenfeld.

206: New Haven Can Wait

After Blair (Leighton Meester) and Serena (Blake Lively) get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale, by ditching her plans to visit Brown, and instead accepting the Dean of Yale's personal invitation to visit the school. After discovering that none of his recommendation letters for Yale were ever submitted, Dan (Penn Badgley) frantically tries to figure out a way to salvage his chances of getting into the school. While on the Yale campus, Chuck (Ed Westwick) is kidnapped by a group of Skull and Bones members and Nate (Chace Crawford) hooks up with a co-ed. Taylor Momsen, Jessica Szohr, Kelly Rutherford and Matthew Settle also star. Norman Buckley directed the episode written by Alexandra McNally & Joshua Safran.

205: The Serena Also Rises

In the midst of Fashion Week, a furious Blair (Leighton Meester) learns that her mother, Eleanor (guest star Margaret Colin), at the suggestion of her protégé Jenny (Taylor Momsen), has given Serena (Blake Lively) and her new socialite friend, Poppy Lifton (guest star Tamara Feldman), front row seats to the Eleanor Waldorf show. Hurt once again by Serena's popularity and her mother's betrayal, Blair decides to sabotage the show. Meanwhile, Dan (Penn Badgley) starts hanging out with Chuck (Ed Westwick), but a walk on the dark side always has its risks and Dan learns that the hard way. Lily (Kelly Rutherford) learns a secret that her new husband, Bart (guest start Robert John Burke), has been keeping from her. Matthew Settle also stars. Patrick Norris directed the episode written by Jessica Queller.

204: The Ex Files

When Serena (Blake Lively) notices that Dan (Penn Badgley) has been cozying up to the new girl in school, Amanda (guest star Laura-Leigh), the ever-loyal Blair (Leighton Meester) and her minions decide to befriend Amanda and sabotage her budding new romance with "lonely boy." Vanessa (Jessica Szohr) discovers a scandalous secret about Catherine (guest star Madchen Amick) and enlists Blair's scheming expertise to use the information to help Nate (Chace Crawford). Meanwhile, Lily (Kelly Rutherford) finds herself drawn back to her ex, Rufus (Matthew Settle), once again. Taylor Momsen and Ed Westwick also star. Jim McKay directed the episode written by Robby Hull.

203: The Dark Night

Serena (Blake Lively) and Dan (Penn Badgley) are forced to deal with their unspoken problems while trapped in an elevator during a citywide blackout. In a humorous twist, Blair (Leighton Meester) questions the lack of passion in her relationship with Marcus (guest star Patrick Heusinger), while at the same time Chuck (Ed Westwick) appears to have lost his "passion" for any woman other than Blair. Meanwhile, Nate (Chace Crawford) struggles between his feelings for Vanessa (Jessica Szohr) and his more-complicated-by-the-day relationship with Catherine (guest star Madchen Amick). Jenny (Taylor Momsen) risks losing her internship when Eleanor (Margaret Colin) catches Jenny critiquing one of the Eleanor Waldorf designs. Matthew Settle also stars. Janice Cooke directed the episode written by John Stephens.

202: Never Been Marcused

Blair (Leighton Meester) is over the moon that she is dating royalty and has every intention of becoming a royal herself, but a scheming Chuck (Ed Westwick) has other plans for Blair and hew new love, Marcus (guest star Patrick Heusinger). Serena (Blake Lively) and Dan (Penn Badgley) agree to keep their recent hook-ups a secret from their friends and family until they figure out what all this means for their relationship. Meanwhile, Nate (Chace Crawford) learns the downside to having an affair with a hot older woman, Catherine (guest star Madchen Amick), who also happens to be married. Taylor Momsen, Jessica Szohr and Matthew Settle also star. Michael Fields directed the episode written by executive producer Stephanie Savage.

201: Summer, Kind of Wonderful

As the summer draws to a close in the Hamptons, Serena (Blake Lively) and Nate (Chace Crawford) have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with a married older woman (guest star Amick) and Serena has been secretly mourning her break-up with Dan (Penn Badgley). Blair (Leighton Meester) returns from abroad with a hot guy on her arm (guest star Patrick Heusinger), making a very jealous Chuck (Ed Westwick) question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author (guest star McInerney), but decides to head to the Hamptons to see how things stand with Serena after a summer spent apart. While interning for Eleanor Waldorf's company, Jenny (Taylor Momsen) sneaks an invite to a much-coveted Hamptons' White Party at which Eric (Connor Paolo) introduces her to socialite Tinsley Mortimer. Matthew Settle also stars. J. Miller Tobin directed the episode written by Joshua Safran.

117: Much 'I Do' About Nothing

With her best friend Serena's (Blake Lively) life and reputation on the line, Blair (Leighton Meester) decides to take matters into her own hands in dealing with the manipulative and evil Georgina Sparks (guest star Michelle Trachtenberg). With Rufus (Matthew Settle) never far from her thoughts, Lily (Kelly Rutherford) prepares for her wedding day which is destined to be the Upper East Side's social event of the year. Serena finally pours out her heart and the truth about her past to Dan (Penn Badgley), but will it prove to be too late to save their relationship? Heiress and model Lydia Hearst guest stars in the episode as Amelia, Lily's interior decorator. Chace Crawford, Taylor Momsen, Ed Westwick and Jessica Szohr also star. The episode was directed by Norman Buckley and written by executive producers Josh Schwartz & Stephanie Savage.

116: Woman on the Verge

As a result of Georgina (guest star Michelle Trachtenberg) revealing the true reason that Serena (Blake Lively) fled Manhattan for boarding school, Serena falls back into her old habits and Blair (Leighton Meester), Nate (Chace Crawford) and Chuck (Ed Westwick) must put their complicated feelings for each other aside to help their friend. Unfortunately, Serena is too ashamed to share the truth with Dan (Penn Badgley), leaving him only to assume the worse about his girlfriend. Rufus (Matthew Settle) is thrilled when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily (Kelly Rutherford) is the last person on earth he expects to see at the performance, especially since her wedding rehearsal dinner is the same night. Lisa Loeb and famous cake designer Sylvia Weinstock appear in the episode as themselves. Jessica Szohr also stars. The episode was directed by Tony Wharmby and written by Joshua Safran.

115: All About My Brother

Georgina (guest star Trachtenberg) informs Serena (Blake Lively) that she is prepared to reveal damaging information from Serena's past, but no one is prepared for what Georgina does next. Blair (Leighton Meester) and Jenny (Taylor Momsen) escalate their "popularity war" by spreading scandalous rumors about each other through Gossip Girl. Dan (Penn Badgley) witnesses Jenny's new boyfriend, Asher (guest star Jesse Swenson), cheating on her, but Jenny refuses to listen to her brother's warning. Rufus (Matthew Settle) goes to Lily (Kelly Rutherford) for advice on how to handle Jenny's recent out-of-character behavior. Jessica Szohr also stars. The episode was directed by Janice Cooke and written by Paul Sciarrotta.

114: Desperately Seeking Serena

Serena's Upper East Side world is turned upside down when her former partner in all things bad, Georgina Sparks (guest star Michelle Trachtenberg), returns to Manhattan to stir up trouble and Serena's past. When Dan (Penn Badgley) notices that Serena seems preoccupied he jumps to the conclusion that it must have something to do with Serena's new roomie and soon-to-be step-brother, Chuck (Ed Westwick). Nate (Chace Crawford) finds romance with the last person he was expecting to connect with, Vanessa (Jessica Szohr). Jenny (Taylor Momsen) meets a new guy, Asher Hornsby (guest star Jesse Swenson), who just might be her ticket to permanent popularity. Finally, Blair (Leighton Meester) hatches a secret plan to sabotage her biggest rival, Nelly Yuki (guest star Yin Chang). Matthew Settle also stars. The episode was directed by Michael Fields and written by Felicia D. Henderson.

113: The Blair Bitch Project

Having been recently dethroned as Queen Bee in the last episode by Gossip Girl, with an assist from scheming "little J" (Taylor Momsen), Blair (Leighton Meester) hesitantly returns to school with the support of her BFF, Serena (Blake Lively). Meanwhile, Serena struggles to adjust to her new living arrangements with her future step-brother, Chuck (Ed Westwick), while receiving disturbing packages from an unknown sender. Jenny's drive to be popular hits an all-new time high when she does something illegal to fit in with her new Upper East Side friends. Penn Badgley, Chace Crawford, Kelly Rutherford and Matthew Settle also star. The episode was directed by J. Miller Tobin and written by KJ Steinberg.

112: The Thin Line Between Chuck and Nate

Gossip Girl takes pleasure in reporting that Serena van der Woodsen (Blake Lively) was spotted buying pregnancy tests. Of course, on the Upper East Side, the truth is often even juicier and more scandalous than the gossip, and this time is no exception. Leighton Meester, Penn Badgley, Chace Crawford, Taylor Momsen, Ed Westwick, Kelly Rutherford and Matthew Settle also star. The episode was directed by Norman Buckley and written by Felicia D. Henderson.

111: School Lies

Serena (Blake Lively), Blair (Leighton Meester), Nate (Chace Crawford), Chuck (Ed Westwick) 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 (Penn Badgley), who isn't sure he's ready to take the fall for someone else and risk his future. Vanessa (Jessica Szohr) is working on a documentary project about private schools and accidentally captures Blair and Chuck discussing their affair. Lily (Kelly Rutherford) contemplates telling Rufus (Matthew Settle) how she really feels about him. Taylor Momsen also stars. The episode was directed by Tony Whamby and written by Lenn K. Rosenfeld.

110: Roman Holiday

When Blair's (Leighton Meester) father, Harold (guest star John Shea), comes home for the holidays with an unexpected guest -- his boyfriend, Roman (guest star William Abadie) -- Blair finds it difficult to hide her disappointment and hatches a plan to get rid of Roman for good. Jenny (Taylor Momsen) and Vanessa (Jessica Szohr) help Serena (Blake Lively) plan the best Christmas surprise ever for Dan (Penn Badgley), who may have a surprise of his own in mind for Serena. Chuck (Ed Westwick) texts Blair that Nate (Chace Crawford) has joined him in Monaco, worrying Blair that Chuck may disclose the details of their hook-up. Rufus (Matthew Settle) refuses to remain the understanding husband any longer after Alison's (guest star Susan Misner) former lover calls the house. Kelly Rutherford also stars. The episode was directed by Michael Fields and written by Jessica Queller.

109: 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. The episode was directed by Patrick Norris and written by Joshua Safron.

108: Blair Waldorf Must Pie!

When Dan (Penn Badgley) hears that Serena (Blake Lively) 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 (Matthew Settle) and Lily (Kelly Rutherford) whose children are unaware of their complicated romantic history. Meanwhile, Blair's (Leighton Meester) emotions spiral out of control when she learns that her father isn't coming home for Thanksgiving. Nate (Chace Crawford) spends the holiday with his mom (guest star Francie Swift) and dad (guest star Sam Robards), but their awkward dinner quickly goes from bad to worse. Taylor Momsen also stars. The episode was directed by Mark Piznarski and written by K.J. Steinberg & Jessica Queller.

107: Seventeen Candles

Devastated by the current state of her relationship with Nate (Chace Crawford) and still dealing with the guilt from her recent indiscretion, Blair (Leighton Meester) puts on a happy face for her 17th birthday party and attempts to hide the truth from her friends. Hoping to ease the tension between Serena (Blake Lively) and Vanessa (guest star Jessica Szohr), Dan (Penn Badgley) takes Vanessa to Blair's party so the girls can have some bonding time, but this only ends up making Serena more uncomfortable. Jenny (Taylor Momsen) brings her mom (guest star Susan Misner) home for a surprise visit, but Rufus (Matthew Settle) may not be ready to forgive and forget. Nate's parents (guest stars Sam Robards and Francie Swift) ask him to make a huge sacrifice in an effort to salvage his father's business as he faces charges of embezzlement and fraud. Ed Westwick and Kelly Rutherford also star. The episode was directed by Lee Shallat Chemel and written by Felicia D. Henderson.

106: Victor, Victrola

After surviving the on-again/off-again nature of their new relationship, Serena (Blake Lively) and Dan (Penn Badgley) finally acknowledge they are crazy about each other, despite their polar opposite worlds that constantly threaten to pull them apart. Chuck (Ed Westwick) contemplates investing in a burlesque club in the hopes of making his hard-to-please father, Bart (guest star Robert John Burke), proud of him. Nate (Chace Crawford) confronts his father, Captain (guest star Sam Robards), about the drugs he found in the house, but his father denies having a problem. Jenny (Taylor Momsen) discovers a secret her father, Rufus (Matthew Settle), and mother, Alison (guest star Susan Misner), have been keeping from her. Finally, Blair (Leighton Meester) is once again devastated by Nate's actions after Jenny reveals that Nate kissed her by accident thinking she was Serena. The episode was directed by Tony Wharmby and written by K.J. Steinberg.

105: The Handmaiden's Tale

Dan (Penn Badgley) is torn between two girls when his childhood friend, Vanessa (Jessica Szohr), returns home and declares her feelings for him, just as he and Serena (Blake Lively) are trying to figure out what they mean to each other. At the infamous masked ball, Blair (Leighton Meester) sends Nate (Chace Crawford) 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 (Taylor Momsen) and Dan sneak into the ball. Finally, Lily (Kelly Rutherford) asks Rufus (Matthew Settle) to accompany her to an Eleanor Waldorf (Margaret Colin) event in order to make Bart Bass (Robert John Burke) jealous. "America's Next Top Model" winner CariDee English makes a cameo as Bart Bass' date. The episode was directed by Norman Buckley and written by Jessica Queller.

104: Dare Devil

Dan (Penn Badgley) makes elaborate plans to impress Serena (Blake Lively) on their first official date. The same night, Jenny (Taylor Momsen) is invited to the infamous Blair Waldorf (Leighton Meester) sleepover and finds herself in a high stakes game of "truth or dare." Meanwhile, when Lily (Kelly Rutherford) discovers that Eric (Connor Paolo) is missing from his treatment center, she finds herself seeking help from her ex-boyfriend, Rufus (Matthew Settle). Chace Crawford and Ed Westwick also star. The episode directed by Jamie Babbit was written by Lenn K. Rosenfeld.

103: Bad News Blair

Blair (Leighton Meester) is thrilled when her mother, Eleanor (Margaret Colin), 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 (Blake Lively) moves into the spotlight and Blair is finds herself back in Serena's shadow. Meanwhile, Serena and Dan (Penn Badgley) are reminded once again that they come from two very different worlds, and Nate (Chace Crawford) and Chuck (Ed Westwick) 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.

102: Poison Ivy

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 (Leighton Meester) uncovers a scandalous secret about Serena (Blake Lively) that may not remain a secret much longer. Dan (Penn Badgley) has his heart and future set on the coveted usher position for the Dartmouth rep, only to be beat out by Nate (Chace Crawford), who has no interest in the school despite pressure from his controlling father, The Captain (Sam Robards). Meanwhile, Jenny (Taylor Momsen) bonds with Serena's younger brother, Eric (Connor Paolo), and Rufus (Matthew Settle) must swallow his pride and ask Lily (Kelly Rutherford) for a favor to help his son, Dan. Ed Westwick also stars. J. Miller Tobin directed the episode written by Felicia D. Henderson.

101: The Wild Brunch

In the wake of the scandalous Kiss on the Lips party, Serena (Blake Lively) receives an icy cold reception from her best friend Blair (Leighton Meester), who reveals that she knows Serena slept with her boyfriend, Nate (Chace Crawford), before mysteriously running off to boarding school. As if it couldn't get any chillier, Serena decides to take Dan (Penn Badgley) to arch-enemy Chuck's (Ed Westwick) fundraiser brunch at The Palace, and Jenny (Taylor Momsen) seeks advice from Blair, who realizes she may have something to gain by allowing Jenny into her inner circle. Kelly Rutherford and Matthew Settle also star. Mark Piznarski directed the episode written by executive producers Josh Schwartz & Stephanie Savage.

100: Pilot

The privileged prep school teens on Manhattan's Upper East Side first learn that Serena van der Woodsen (Blake Lively, "The Sisterhood of the Traveling Pants") is back in town the way they learn all the important news in their lives -- from the blog of the all-knowing albeit ultra-secretive Gossip Girl. No one knows Gossip Girl's identity, but everyone in this exclusive and complicated vicious circle relies on her website and text messages for the latest scoop. Even Serena's closest friend, Blair Waldorf (Leighton Meester, "Entourage"), is surprised to find that Serena has suddenly ended her self-imposed exile to boarding school and returned to Manhattan. Once the Upper East Side's most notorious party girl, Serena's reasons for returning are mysterious, although they may have something to do with her younger brother Eric (Connor Paolo, "Alexander"). Whatever the reasons, the change in Serena is obvious, especially to Blair, whose friendship with Serena has always been competitive and difficult.