Frenemies

Frenemies

Blair and Serena are definitely friends, but are often on edge with one another, clashing over boys, schools, etc. Will they end the second season of Gossip Girl on good terms?
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Dan and Rachel

Dan and Rachel

Dan Humphrey (Penn Badgley) and Rachel Carr (Laura Breckenridge) kiss on Gossip Girl. Scandalous!
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Jack

Jack

Jack Bass (Desmond Harrington) in in "In the Realm of the Basses."
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There She Is

There She Is

L'il Jenny Humphrey in a photo from "O Brother, Where Bart Thou," the December 8, 2008 episode of Gossip Girl. What in the world is J going to throw at us this week?
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Brother and Sister

Brother and Sister

In this photo from the second-season episode of Gossip Girl, "The Ex-Files," Dan and Jenny share a conversation in their school attire. We like this brother-sister combo.
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In the Play

In the Play

Dan and Blair in the school play. It was a funny scene.
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Blair, Cyrus and Eleanor

Blair, Cyrus and Eleanor

Blair Waldorf, her mom and her new father-in-law in a scene from Gossip Girl. Here's hoping for more Cyrus appearances in Season 3.
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Graduation Day Picture

Graduation Day Picture

Chuck Bass and Nate Archibald check their phones in the middle of their high school graduation. Gossip Girl hit them hard with her blast that day!
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Serena van der Woodsen Mug Shot

Serena van der Woodsen Mug Shot

Serena's mug shot after she was arrested ... thanks to Lily tipping off the cops. That was a story line we didn't see coming.
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Jonathan the Hacker

Jonathan the Hacker

Eric's boyfriend Jonathan hacked Gossip Girl in the season finale. Did not see that coming.
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The Sad Queen

The Sad Queen

More and more, we are thinking that the prom does not end happily for the king and queen. But what will come between them?
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Prom Sadness

Prom Sadness

It's turning into a sad night for this Gossip Girl couple, it would appear. Can Nate and Blair get this turned around?
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Gossip Girl Season 2 Quotes

[to Jenny] That's the thing. You need to be cool to be queen. Anne Boleyn thought only with her heart and she got her head chopped off. So her daughter Elizabeth made a vow never to marry a man. She married a country. Forget boys. Keep your eye on the prize, Jenny Humphrey. You can't make people love you, but you can make them fear you. For what it's worth, you're my Queen. I choose you.

Blair

Blair: You don't sound like yourself.
Georgina: That's because I'm not.
Blair: I don't think Jesus would like that.
Georgina: You can tell Jesus the bitch is back.