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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. ChairBear Says:

    Chuck: Nate...how come Gossip Girl knew you were gay before I did?

  2. Lady Says:

    Nate: Blair just texted me to meet her at the bar and just chill out.
    Chuck: Blair also texted me to meet her after you two go out. She wants to hang out at the back of my limo...
    *silence*
    Chuck: You know what I mean by that right? *wink*

  3. GoldenUnderpants Says:

    Chuck : Omg....
    Nate: What ? Omg.....
    Chuck: i know look at her go! And how fast!
    Nate: Wow Serena's amazing at Guitar Hero!

  4. GossipGuy556677 Says:

    Chuck thinking *OMFG!! Blair's Nude Photo from Gossip Girl!!*
    Nate thinking *WTF!!I'm the Naked man Behind Blair!!!*

    Chuck & Nate Thinking *Fuck YOU GOSSIP GIRL!!!*

  5. Wondergirl02 Says:

    Gossip Girl: Hello, upper-east siders! Happy graduation everyone! But let us not forget todays's fashion disaster - Chuck, wearing biting orange and blue! Wonder who he wants to scare off like that...

  6. cndice Says:

    Chuck: Blair just texted me. She said congratulations.
    Nate: I got that too.
    Chuck: Yeah. But I got it first.

  7. Avia Says:

    Chuck: Gossip Girl just texted me. You?

    Nate: My text messages are used up? Damn it. What was I thinking getting that coverage plan?

  8. LaLaLand Says:

    Chuck: Oh crap. How did Gossip Girl find Nate and my sex tape?

  9. Nicolaii Says:

    Nate: Check this out! Perez Hilton has just reported on Blair-look-alike's sex tape
    Chuck: Why are you even bothered? I have explored it north to south and east to west
    Nate: What are you doing?
    Chuck: Checking out my hair from the reflection of my phone screen

  10. Selena Lily Says:

    Guy in glasses & green tie behind Nate: *thinks to himself* Mwahaha! The world will never know that I'm Gossip Girl! *looks around shadily* Now, for the finale to my master plan of world domination - RUIN GRADUATION! MWAHAHAHA!

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