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Gossip Girl Caption Contest 52

Welcome to the 52nd Gossip Girl Insider Caption Contest, our Friday feature for an entire year now! Thanks you all for playing each week and making this a fun Friday / weekend tradition, and making this the web's #1 Gossip Girl fan community.

This week's Caption Contest winner is xBlairAndChuckx. Congratulations! Honorable mentions go out to O.Le, downtownBassgirl and shadow243.

Thanks to everyone who played and good luck again this week!

The winning entry appears below ...

Vanessa and Dan Pic

Vanessa: How did Serena get such a great picture?
Dan: Maybe she’s born with it, maybe its Maybelline.

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144 Comments

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  1. Ankiss Says:

    Dan: Hey, there isn't specified my name! What can only mean that...
    Vanessa: ... That you're not graduating?! You have to talk to the principal and see if it is not one of the dirty deeds of the gossip GIRLZ!

  2. NatesBbyxoxo Says:

    Dan; So after this you wanna go..
    Vanessa; nope!
    Dan; But look the hotel room even has a jacuzzi
    Vanessa; Just because i slept with chuck doesnt mean im the new Nate, dan.

  3. Steef Says:

    Dan: Hey look they're serving my dad's famous chilli =)
    Vanessa: Oef, well I think you had some yesterday, what is that smell?

  4. O.Le Says:

    Dan: Hey, V, isn't that you and Chuck having sex?
    Vanessa: Oh, God.

  5. layla Says:

    -Let's see, are we going to die next season?
    -I don't want to die before having sex with Chuck again!

  6. gossipgirl3 Says:

    Dan:Vanessa can you go brush your teeth and hair
    Vanessa: NO i like looking jamaican and having bad breath
    Dan: But no one else likes seeing you anymore
    Vanessa: i dont care i just really dont like being clean
    Dan: i dont know how ed stays with you
    Vanessa: easy i just feed him my lucky grandmas croissants and he eats it all up in just one minute
    Dan: WOW

  7. JJ-NYC Says:

    Vanessa: (laughing) Look, they misspelled your name
    Dan: And they put Nelly (Yuki) Humphrey?
    Vanessa: So much for your Upper East Side education.

  8. abz973 Says:

    Dan: Hey! My name isn't in here! I have to go find out about this immediately.

    Vanessa: You got into Yale, and you lost that. You were about to graduate high school, now apparently you're not. Ha ha, it sucks to be you. Thank God I never went to high school!

  9. Celine Says:

    Dan: apparently the script says your going to die while backpacking with Nate through Europe this summer

  10. LEXXX Says:

    Dan:... I don't see my name.
    Vanessa: I don't see how that's a problem. I thought you hated this school? It's filled with fake, trust-fund dependent children.
    Dan: *pause* I'm sorry, who did you sleep with again? Twice?
    Vanessa: OH! Here's your name! It's under the catagory of 'Calling the Kettle Black'.
    Dan: So it is! And look! You're the club presedent!
    Vanessa:... I'm going to find Nate...jack-*ss.

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