Gossip Girl Caption Contest 21

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Welcome to the 21st edition of the Friday Gossip Girl Insider Caption Contest!

This week's winner is sydny. Congrats! The winning entry appears below. Scroll down to read the full list of entries, and good luck again this week!

New Haven Can Wait

S: "Hey, Blair, I think I found you the perfect date!"
B: "Who? Having anyone I can call a date will be an excellent conversation starter the next time I see Chuck."

Steve Marsi is the Managing Editor of TV Fanatic. Follow him on Google+ or email him here.

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Gossip Girl Quotes

And who am I? That's one secret I'll never tell ... You know you love me. XOXO, Gossip Girl

Gossip Girl

[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.