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Gossip Girl Caption Contest 14

Welcome to Gossip Girl Insider - the Internet's #1 Gossip Girl fan site - and the 14th edition of our fun, traditional Friday Caption Contest!

This week's winner is blake-lover. Nice work! Scroll down for the full list of entries we received. The winning entry appears under the photo!

The Wedding Party

(all, thinking...)
Eric: Man that photographer is hot.
Serena: Man this dress sucks... my boobs are showing.
Lily: Man i loved that grudge sex...
Bart: I'm gonna get it onnn tonight!
Chuck: I'm Chuck Bass?


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49 Comments

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  1. jessica Says:

    lily- just grin and bare it children grin and bare it

  2. lemons Says:

    Introducing the Van der Basses.

    A happy family made up of a suicidal gay, deeply troubled young blonde, just as troubled old blonde, playboy in his late 40s and man-whore of UES.

    So perfectly imperfect.

  3. wickedwestwick Says:

    "happy together?"

  4. Nora Says:

    Awwww! A beautiful family picture.Look how happy they are! Hmmm..not for long...

  5. blake-lover Says:

    (all of them are thinking...)
    Eric: man that photographer is hott.
    Serena: man this dress sucks... my boobs are showing
    Lily: man i loved that grudge sex...
    Bart: im gonna get it onnn tonight
    Chuck: im chuck bass?

  6. gossipguy Says:

    GossipGirl- Let's take a look at the new Bass family and all of its charming members. Is Lily Van der Woodsen fighting a smile or going down memory lane looking behing the camera at her past life as a photographer and Rufus Humphrey's princess. Is it just me or does Serena actually look happy I knew she was a good actor. As for the real Basses they know this is temporary and as for little Eric he has his eyes set on the cameraguy. I love disfunctional families especially ones with a grin..
    xoxo GossipGirl

  7. IngridS Says:

    1..2..3..CHEESE!
    chuck: what? wa, where?

  8. IngridS Says:

    And the award for the Most Disfunctional Family of the Year goes to...
    The Bass/van der Woodsens!

  9. jthastie10 Says:

    (Thinking):
    Eric:I gotta get that guy's number...
    Serena:I love Dan?? I do... I love him even if he cheated
    Lily:What have I done??
    Bart:I need to hire that Asian chick over there...
    Chuck:I love Blair... I gotta find her

  10. Westchester Says:


    Lily:(whispering to Bart thinking he's the one with the hand on her ass) Ohh honey, don't you want to save that for the honeymoon?
    Mr. Bass: ...
    Serena: Mother I can hear you!
    Chuck: (Giggling...)
    Serena: CHUCK! You mother Chucker!

  11. Sam Says:

    From far away they look happy, too bad that appearances lie

  12. Mare Says:

    Bart : Charles throw another spitball @ the photographer and i'll make u spend the whole summer in a prison.

    Chuck : Can you send me 2 1 with lots of chicks!!!

  13. sanja Says:

    happily never after.

  14. tyanna Says:

    on youtube: dan and serena spoilers, it is so sweet!!!!!!!!!!!!!!!! it makes you want to cry!!!!!!!!!!!!!!!!!!!!!

  15. Julia Says:

    "one big dysfunctional family"

  16. Pernille Kjaersgaard Says:

    Gossip Girl: My, my.. Looks like the Van der Woodsens and the Basses are one big happy family. Some would say that they're the perfect family but deep inside they all have flaws; One's gay, one's a murderer, one's madly in love with a rockstar, one's naïve and one's just well.. Chuck Bass.

    Hope the 'happily ever after' doesn't become 'happily never after'..

    You know you love me.
    XOXO Gossip Girl.

  17. AdenChuckX Says:

    What A Happy Family Of DRAMA !

  18. SoWhatSarah Says:

    Chuck (thinking):Crap! I forgot my bowtie!

  19. guest Says:

    Lily: We belong together...?

  20. guest Says:

    only once upon a time

  21. Chair Forever Says:

    Serena: Chuck, you look...abnormal without your signature scarf !!
    Chuck: And this is coming from an extremely fluffy, talking chicken...*looks pointedly at Serena*

  22. Chuck lover Says:

    A seemingly happy family, that is until you look a little closer....

  23. Isailove Says:

    Cheers to new disaster.

  24. okavango Says:

    next thing you know, they'll make us do the cancan

  25. ollie Says:

    dysfunctional never looked so good

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