1x12 School Lies

The gang breaks into the school swimming pool for an impromptu night of fun, but when a member of their group nearly drowns, the school threatens to expel the person responsible for the break-in. That person is none other than......

1x11 Roman Holiday

When Blair’s father, Harold (recurring guest star John Shea, comes home for the holidays with an unexpected guest -- his boyfriend, Roman (guest star William Abadie - "Entourage," "The O.C.," "The Pink Panther") -- Blair finds it difficult to hide her disappointment and hatches a plan to get rid of Roman for good.

1x10 Hi, Society

Serena has absolutely no intention of attending the upcoming Debutante Ball, until her grandmother, CeCe (guest star Caroline Lagerfelt - "All the King's Men," "Nash Bridges"), announces that Serena must attend.

1x09 Blair Waldorf Must Pie!

When Dan finds out that Serena and her family are celebrating Thanksgiving alone, he naïvely invites them to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily.

1x08 Seventeen Candles

Although Blair is devastated by the state of her relationship with Nate, she manages to put on a happy face for her 17th birthday party and attempts to hide her feeling from her friends. Hoping to ease the tension between Serena and Vanessa, Dan takes Vanessa to Blair's party so the girls can "bond" together, but this ends up making Serena more uncomfortable, but they end up finding common ground. Jenny brings Allison home for a surprise visit, but neither Dan or Rufus is ready to forgive and forget. Nate's parents ask him to make a huge sacrifice to save his father's business as he faces charges of embezzlement and fraud. Thinking that Nate is giving her a diamond necklace for her birthday, Blair couldn't be happier. Until, she finds out at the party, that Nate doesn't show up and the present turns out to be from Chuck.

1x07 Victor/Victrola

After surviving the on-again/off-again nature of their new relationship, Serena and Dan finally acknowledge they are crazy about each other, despite their polar opposite worlds that constantly threaten to pull them apart. Dan tries to treat Serena to a romantic evening alone. Chuck contemplates investing in a burlesque club in the hopes of making his father proud of him, only to confuse his father's and Lily's relationship and making Lily's and Rufus' relationship go further. Nate confronts his father about the cocaine he found in the house, but his father denies having a problem. Jenny discovers a secret her father, Rufus, and mother, Alison, have been keeping from her. Finally, Blair is once again devastated by Nate's actions after Jenny reveals that Nate kissed her by accident thinking she was Serena. After Blair confronts Nate about Jenny's confession, she breaks up with Nate as her relationship with Chuck heats up, and she loses her virginity to Chuck.

1x06 The Handmaiden's Tale

Dan is torn between two girls when his childhood friend, Vanessa (recurring guest star Jessica Szohr), returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. Blair is having a masquerade party, where Nate must find her by midnight for them to consume their love for one another. Vanessa and Jenny sneak into Blair's party, and Serena gives Jenny some of her outfit - with her face hidden, she can be mistaken for Serena, which Nate does mistake her for, and kisses her, thinking Jenny is Serena. Nate does not find Blair in time.