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Gossip Girl Caption Contest 25 Comments (Page 5)

105 Comments

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  1. darena Says:

    Cyrus: Oh, I forgot to put on underwear.

  2. Molly Says:

    Serena: OMG, You looked taller in the Princess Bride!

  3. Tanya Says:

    Cyrus: Can you believe that bitch Blair posted a sign in front of her mom Eleanor's bedroom door?
    YOU MUST BE AT LEAST 5 FEET TALL TO GET ON THIS RIDE... Inconceivable!
    Serena: Oh, don't worry Mr. Rose, give Blair time, she'll come around...

  4. shrimpie Says:

    when the tall and blond me the short and bald

  5. juicygossiplvr Says:

    Gossip girl: Since when did a hobit escape from lord of the rings? Looks like B didnt get the guy she hoped for and it looks like B's mom has gone a bit blind. Wonder what B's dad and his boyfriend think about the hobit? How he doesnt match their china?

  6. chairluverx Says:

    S: hi. ure small
    C: so?
    S: bow down to me.

  7. geo Says:

    GGFreak has got 2 win tht made my lol so much :D

  8. Olivia Says:

    Cyrus: Come give Daddy some sugar.

    Serena:Oh dear god.

  9. sez Says:

    Gossip Girl VO: Looks like the tortoise and the hare had their destined meeting at last. We all know who wins the race to that special someone's heart.

  10. Genevive Says:

    Cyrus: INCONCEIVABLE!
    Serena: *laughs like a four-year-old awkwardly*

  11. GGFreak Says:

    Cyrus is looking at Serenas boobs.
    Serena: Eh..Cyrus? My face is up here.
    Cyrus: I know but this is as far as I can look without a broken neck.
    Serena: I'll get on my knees then..
    Cyrus: Good idea!

  12. JennyAndNateFan Says:

    Serena: So you are Aarons father?
    Cyrus: Yes I am! :D
    Serena: I see that Aaron got your... umf.. smile?
    Cyrus: He sure did! :D
    Serena: But not your height
    Cyrus: He sure didn't! :D
    *Akward moment*
    Serena: Okay.. I'm gonna go now..
    Cyrus: Yeah.. me too...

  13. livelylover Says:

    S: OMG you are a gnome!I mean.. you.. are an abonormally nice man! It is such a pleasure to finally meet you!
    C: The pleasure is all mine! Now give me a hug!

  14. Taylor Says:

    Serena: Um, little boy. This is a grown-up party. Where's your mommy?
    Cyrus: Aw fooie, come give me a hug.
    Serena:...um you really should fine your mommy, I mean this is Blair Waldorf's party.

  15. S Says:

    S: Wow, he's small.

  16. UESgirl_forever Says:

    S: Your Aaron's father....wow that is inconceivable.
    Cyrus: Yeah....
    S: And your height...thats also inconceivable
    Cyrus: You keep using that word. I do not think it means, what you think it means.


    Sorry guys, this will only make some form of sense if you have read/seen Princess Bride.
    i

  17. kay Says:

    Cyrus: what do you think of this suit?
    Serena: i think it's a no hugging suit.

  18. kay Says:

    Cyrus: Serena give me a hug
    Serena: OMG i should had listened to blair when she warned me!
    there a huggers!

  19. M Says:

    WOW, your even taller, I mean prettier, than I imagined!

  20. Lovingmotherchucker Says:

    Cyrus : Well well well
    My day is getting better and better
    Serena : What do you mean Mr ?
    Cyrus is the name , i thought you know me by now
    (Serena thinking ) : Noo Not realy
    Cyrus : Your dating my son
    S: OMG I diddnt know you would be so small !
    Cyrus : Ah come give me a HUG

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