Angst-Filled Girl

That's Jenny Humphrey for you. The girl pretty much defines angst.
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B-to-the-Dubs

Blair Waldorf looking gorgeous as usual in "The Sixteen Year Old Virgin." The title refers to Jenny, not B!
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Chuck Mulls it Over

Chuck Bass looks deep in thought. Life is challenging when you're Chuck Bass!
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van der Woodsen, S.

Serena van der Woodsen wears a serious expression. What's going on in that mind of hers?
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Altercation Over J

Thoughts on what's going on in this Gossip Girl photo? Share!
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Huggin' It Out

Lily and Rufus hug it out. For now. Can these two last?
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The Beautiful Serena

Serena van der Woodsen in "The Sixteen Year Old Virgin." The title certainly doesn't refer to her!
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Rily

Rufus and Lily have a conversation. Our best guess is that there is a lot of tension throughout.
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Woe is J

Jenny Humphrey takes center stage in "The Sixteen Year Old Virgin." Will she be deflowered this week?
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A Reflection of Success

Chuck Bass sits and reflects ... and looks at his own reflection, perhaps? It's a gorgeous reflection, no doubt!
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Jenny the Virgin

Will Damien take Jenny's virginity? The title of this episode may imply that ...
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A Lil Pic

Lily van der Woodsen Bass Humphrey in "The Sixteen Year Old Virgin" from Season 3 of Gossip Girl. What secret has she been harboring?
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Gossip Girl Season 3 Quotes

Gossip Girl: Spotted: Chuck Bass, up to his old tricks.

Welcome back Upper East Siders. After a long hot summer away, I see it didn't take you long to dirty up the clean slates I gave you. My inbox is overflowing, so let's get to the good stuff, shall we?

Gossip Girl