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Gossip Girl Caption Contest 64

Welcome back, readers, to the Gossip Girl Insider Caption Contest - the 64th edition!

You are making it harder and harder to pick winners every week with the sheer amount of hilarious replies you send us. It's the highlight of our week reading them all.

This week we chose o0hdee as the winner. Congrats! The caption appears below.

Honorable mentions go out to Selena Lily, N.R.Bass, Firewalker and GossipGuy92. Thanks to all for playing the Caption Contest and best of luck again this week!

Graduation Day Picture

Nate: [reads text] Hey, thanks for dinner last night. XOXO, B
Nate: I'm hoping Blair and I get back together.
Chuck: [reads text] Hey, thanks for coming over for dessert last night. You left your boxers in my room. XOXO, B
Chuck: Don't get your hopes up man.

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177 Comments

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  1. iheartchuck Says:

    N: hey man I keep waiting for your text! what are you staring at?
    C: look! you can see Blair in the reflection!
    N: oh nice man! oh wow check out serena's cleavage!!

  2. Lively Leighton Says:

    N&C: EWWWWW
    N: what r you watching on your phone
    C: the episode where you and blair kiss in the park (thinks just grin and bear it)why what are you watching
    N: the limo scene wiht you and blair
    C: ohh right which one the first second third...
    N: i thought they was only one
    C: dont forget nathaniel i am chuck bass

  3. Lively Leighton Says:

    soz type errors

    N: hey chuck what you looking at??
    C: Ebay
    N: me too
    N: hey chuck is this your scarf
    C: YES IT IS HOW DID THIS GET ON THERE
    N: didnt blair tell you she put it on there so she could afford a new set of headbands
    C: BUT..ITS MY SIGNATURE SCARF
    N: i know but nothing can get between blair and her headbands

  4. Lively Leighton Says:

    N: hey chuck what you looking at??
    C: Ebay
    N: me too
    N: hey chuck is this your scarf
    C: YES IT IS HOW DID THIS GET ON THERE
    N: didnt balir tell you she put it on there so she could afford a new set of headbands
    C: BUT..ITS MY SIGNATURE SCARF
    N: i know but nothing can get between balir and her headbands

  5. Lively Leighton Says:

    N: ohh look who is guest starring next season
    C: angelina jolie
    N: Nope hilary duff she is sooo hot
    C: calm down natheniel
    N: i hope i get to hook up with her
    C: if you scroll further down it says dan does
    N: OMG dan gets all the girls: serena, mrs carr, georgina god whos next blair
    C: HE BETTER STAY AWAY FROM MY BLAIR OR I WILL STRANGLE HIM WITH MY SCARF
    N: *GULP*

  6. Lively Leighton Says:

    c:(texting nate) what do you think to this poem for blair
    I adore you soo much
    I long to feel your touch
    meet me in the back of my limo
    but wait until i have finished with my blonde bimbo
    N: (Texting back) OMG you and serena
    C: Look nathaniel you did the whole best friend thing and now its my turn
    N: but dude that was sooo season one
    C: sssh nathaniel sssh

  7. shiningxstarx Says:

    Nate: You find it yet?
    Chuck: Apparently there are no graduation caps available without this annoying tassel. Apparently your grandfather's connection and my billions can't cut it.
    Nate: Damn.

  8. Bec Says:

    Nate- No! This isn't happening!
    Chuck- I didn't want to be the one to tell you but...
    Nate- It's not true! My manbangs are not "last season"!

  9. GossipSweety Says:

    Chuck: Hey Nathaniel, did you ever wonder how Gossip Girl knows all this stuff about us? I mean she would have to be in our bedrooms to know some of these things.

    Nate: Oh, I know the answer to that, and who Gossip Girl is too.

    Chuck: OMG Nathaniel, who?!

    Nate: The cable guy on 21st and 2nd, he watches us with his security camera's he installs.

    Chuck: ...THATS who I've been sexting!?

    Nate: Wha...? (Manbangs.)

  10. Chair fan/N Says:

    bob, you made me laugh! It is SO funny!

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