Season 1, Episode 4 – Aired: 10/10/2007
Bad News Blair

Blair gets excited when her mother chooses her to be the new face of her clothing line. However, Blair's happiness turns quickly into feelings of betrayal and jealousy when Serena takes her spotlight and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan remember once again that they come from two very different worlds. Also, Nate and Chuck do a boys weekend to blow off steam after Ivy Week ends.

Season 1, Episode 5 – Aired: 10/17/2007
Dare Devil

Serena and Dan go on a date!!!

It's their first official date and Dan tries to impress Serena with an elaborate plan for the date, but fails to understand that Serena is happier with beer than champagne. That same night Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of "Truth or Dare". Meanwhile, Lily finds out that Erik is missing from the treatment center, and she finds herself seeking help from her ex-boyfriend, Rufus.

Season 1, Episode 7 – Aired: 11/7/2007
Victor/Victrola

Things are heating up between Serena and Dan.

Serena and Dan finally accept that they are crazy about each other, despite that they come from polar opposite worlds. Chuck thinks of investing in a club trying to make his father Bart Bass proud of him. Nate confronts his father, about the drugs he found in his house but he denies having a problem. Jenny discovers a secret that her parents have been keeping from her. Finally, Blair is devastated by Nate's actions when Jenny reveals that Nate kissed her by accident thinking she was Serena. AT the end, Nate admits to Blair that he no longer loves her, therefore, causing Blair and Nate to break-up. Blair then goes to Chuck's party at Victrola, a burlesque house, and hangs out with Chuck. After a little persuasion from Chuck, Blair decides to get up and dance on stage and does a striptease in front of everyone, including Chuck. At the end of the episode, Jenny visits her mother's house, pleading for her to come home, Serena and Dan have sex for the first time, and Chuck and Blair also have sex for the first time, in the back of Chuck's limo.

Season 1, Episode 9 – Aired: 11/28/2007
Blair Waldorf Must Pie!

The Humphreys and van der Woodsens share Thanksgiving!!!

Dan invites Serena and her family to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily. The children are unaware of their complicated romantic past. Meanwhile, Blair's freaks out when she learns that her father isn't coming home for Thanksgiving. Nate spends the holiday with his family, but their awkward dinner quickly goes from bad to worse.

Season 1, Episode 10 – Aired: 12/5/2007
Hi, Society

May I have this dance?

Serena has no intention of attending the upcoming Debutante Ball, until her grandmother, CeCe, announces that she simply must go. Unfortunately, Dan isn't exactly who CeCe wants as an escort for Serena, and she makes her opinion heard loud and clear, causing a rift to form between Serena and Dan. Although they are officially broken up, Nate asks Blair to go to the ball with him. She accepts but only as friends. Then a jealous Nate begins to suspect that Blair is seeing someone else. Meanwhile, social climbing Jenny finds herself faced with the decision of either attending her mother's art opening or following her dreams to the Debutante Ball, even though her parents don't want her to go.

Season 1, Episode 12 – Aired: 1/2/2008
School Lies

Impromptu party at the school swimming pool!!!

Serena, Blair, Nate, Chuck and the rest of their friends break into the school swimming pool for a night of fun, but when someone nearly dies, the school threatens to expel the person responsible for the break-in. Everyone agrees to keep silent, but this creates major problems between Serena and Dan, because Dan is not ready to take the fall for someone else and risk his future. While working on a documentary project about private schools, Vanessa accidentally captures Blair and Chuck discussing their affair. Meanwhile, Lily tries to tell Rufus how she really feels about him.

Season 1, Episode 14 – Aired: 4/21/2008
The Blair Bitch Project

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.
Episode Overview

Season 1, Episode 15 – Aired: 4/28/2008
Desperately Seeking Serena

Serena's world descends into 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 to be 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 ex-boyfriend over.

Meanwhile Serena goes out with Georgina, but things get so bad that Serena thinks someone spiked her non alcoholic drink. Jenny develops a crush on a dog-walker, Asher Hornsby, who might be her ticket to permanent popularity.

Season 1, Episode 18 – Aired: 5/19/2008
Much 'I Do' About Nothing

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 but it might 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.

Season 2, Episode 3 – Aired: 9/15/2008
The Dark Night

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.

Season 2, Episode 4 – Aired: 9/22/2008
The Ex-Files

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.

Season 2, Episode 7 – Aired: 10/20/2008
Chuck In Real Life

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 does not want to follow the rules. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends.

Season 2, Episode 8 – Aired: 10/27/2008
Pret-a-Poor-J

Jenny has a new young model friend, Agnes, who encourages Jenny to explore her wild side and to confront Eleanor Waldorf, who is exploiting Jenny by stealing her designs with false promises to help launch her design career. Meanwhile, Serena and Dan attend Rufus' art opening as friends, but when Serena meets a cute artist, the evening takes an awkward turn. Blair attempts to seduce Chuck, but he proves to be tougher than she ever imagined.

Season 2, Episode 11 – Aired: 11/17/2008
The Magnificent Archibalds

It's Thanksgiving time and Blair is offended when her Mom's new man hijacks her Thanksgiving traditions. Lily attempts to strengthen the frail bond between Rufus and Jenny. Eric discovers a secret about Bart. Vanessa and Chuck help Nate deal with his father.

Season 2, Episode 12 – Aired: 12/1/2008
It's A Wonderful Lie

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.