Season 2, Episode 20 – Aired: 3/30/2009
Remains of the J

Jenny's kinda-not-sweet sixteen! Serena throws Jenny a 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 desperation, agrees to help Chuck with a scheme having to do with Blair and Nate. Meanwhile, Rufus tries to figure out how to cover Dan's Yale tuition, when he learns that Dan will not receive financial aid.

Season 2, Episode 21 – Aired: 4/20/2009
Seder Anything

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.

Season 2, Episode 24 – Aired: 5/11/2009
Valley Girls

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".

Season 2, Episode 25 – Aired: 5/18/2009
The Goodbye Gossip Girl

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...

Season 3, Episode 3 – Aired: 9/28/2009
The Lost Boy

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.

Season 3, Episode 4 – Aired: 10/5/2009
Dan de Fleurette

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.

Season 3, Episode 7 – Aired: 10/26/2009
How to Succeed in Bassness

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.

Season 3, Episode 8 – Aired: 11/2/2009
The Grandfather: Part II

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.

Season 3, Episode 11 – Aired: 11/30/2009
The Treasure of Serena Madre

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.

Season 3, Episode 12 – Aired: 12/7/2009
The Debarted

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.

Season 3, Episode 15 – Aired: 3/22/2010
The Sixteen Year Old Virgin

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.

Season 3, Episode 16 – Aired: 3/29/2010
The Empire Strikes Jack

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.

Season 3, Episode 19 – Aired: 4/26/2010
Dr. Estrangeloved

Lily, finally, reveals to Rufus where she has been and why she has been lying ti him. 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.

Season 3, Episode 20 – Aired: 5/3/2010
It's a Dad, Dad, Dad World

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.

Season 4, Episode 1 – Aired: 9/13/2010
Belles de Jour

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.

Season 4, Episode 2 – Aired: 9/20/2010
Double Identity

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.

Season 4, Episode 5 – Aired: 10/11/2010
Goodbye Columbia

On this episode of Gossip Girl, Juliet is doing whatever she can to destroy Serena. She started a vicious rumor on Gossip Girl that Serena has an STD. Now she has Vanessa worrying that Dan may have slept with Serena since they started dating. Juliet frames Vanessa into taking the fall for an email that nearly gets Serena expelled. But Juliet isn't the only one trying to sabotage some of New York's elite. Chuck wants to avenge Blair for making his girlfriend Eva leave him. He plans to take away the one thing that means most to her, just like she did to him. He's going to get her kicked out of Columbia.

Season 4, Episode 6 – Aired: 10/25/2010
Easy J

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.