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Gossip Girl Caption Contest 58 Comments (Page 5)

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  1. rawritsallisonn Says:

    BLAIR: Anne Boleyn thought only with her heart and she got her head chopped off. On second thought with that hair think only with your heart little jay, now return to your little kid party down the hall say hello to the clown for me, and remember to thank him for your make up.

    Jenny: i already did.

  2. ChairBear Says:

    Jenny: I don't know what Chuck sees in you, Blair.
    Blair: Well, apparently he doesn't see a BABY inside of me, you look waaaay pregnant in that dress!

  3. Shazz Says:

    Blair-Your outfits are always way overdressed..
    Jenny-Your with CHUCK BASS.. have you not seen his outfits!?

  4. rawritsallisonn Says:

    Blair: I told Chuck i loved him (keeps talking).
    Jenny: im sorry blair but before we can have a real conversation take that headband off you know shiny things distract me.....oh look at the stuff behind you. *walks toward them*

  5. rawritsallisonn Says:

    Jenny: Blair i think you should know, im pregent and its Chucks baby.
    *Blair on typing her phone*
    Jenny: Blair did you hear me? What are you doing?
    Blair: Telling gossip girl this will ruin chuck, thats what he gets for not tellig me he loves me!


  6. gossipgirlisamazingxoxoxoxoxox Says:

    Gossip Girl: Oh, B. Looks like your time has come, Even little J is taller than you now.

  7. xx Says:

    jenny: you're weird
    blair:you're annoying
    jenny:you're evil
    blair:OMG I am aren't I

  8. amyisconfuzzled Says:

    Blair: Remind me again how we both ended up super-glued to the sinks..?

  9. amyisconfuzzled Says:

    Little J was too scared to ask B why she was wearing Nate's net curtains...

  10. gossipgirlisamazingxoxoxoxoxox Says:

    Jenny: Hi B, listen to all the items of clothes i've made lately! umm... A dress, a top, this dress i'm wearing now, OH and i'm making Lily's wedding dress, umm, a skirt and what else.. ?
    Blair: maybe... A MESS!

  11. gossipgirlisamazingxoxoxoxoxox Says:

    Blair: Look, J. I know things haven't been going you way really, and i know you have struggled with friends... but...
    Jenny: But what Blair?
    Blair: BLAIR? Oh damn, i guess i forgot to take off this tacky disguise that i used to get close to Serena.
    Jenny: HUH?
    Blair: It's me! your Brother Dan! I just wanted to tell you that "but... we always have dads good old chilli at home".

  12. gossipgirlisamazingxoxoxoxoxox Says:

    (toilet flush)
    Blair: I thought we were alone?!
    Jenny: So did I! Only the ultimate mastermind could have stayed in here so long without us hearing!
    (suddenly there is a gossip girl blast, the flush of the toilet is heard).
    Blair: NOOO! Jenny can you believe it?
    Jenny: believe what? that gossip girl goes to the toilet?

  13. gossipgirlisamazingxoxoxoxoxox Says:

    by the way this isn't an entry i'd just like to say that everyones entry is AMAZING and i'm new to this contest and the standards are so high but mine look so crap comapred to everyones!
    xoxo

  14. Giri Says:

    Blair(mad): - You can't be serious. You have no chance in convincing my mom to design a line for rockers! Never!EVER!

    Jenny: -WTVR! You and me will talk in year from now, when you'll be wearing something from that new and succesfully line. HA! (thinking:"She will have to live with this!" laughing)

  15. shadow243 Says:

    Blair: *scoffing* You think you can be queen? Looking like that? I would say off with your head, but I'm sure I'd find a label attached.

  16. alexia Says:

    Jenny: And what do you think about my hair?
    Blair: I dislike it.
    Jenny: And my makeup?
    Blair: I...think it's awful.
    Jenny: And my dress?
    Blair: Oh, I loathe it.
    Jenny: Now how do you feel about me?
    Blair: You're blocking the towel dispenser.

  17. orla Says:

    blair: im so upset right now...chuck still hasnt told me he loves me
    jenny: really? but your perfect together cos your both so evil and keniving
    blair: shut up you pregnant racoon face!!

  18. juliettedawson Says:

    Blair: Nice makeup. It really complements your raccoon eyes.
    Jenny: Nice dress. I didn't think silver see-though was in.
    Blair: Touche.

  19. juliettedawson Says:

    Jenny: I cannot believe that you are talking to me.
    Blair: Oh, normally I wouldn't, but I'm really sad and disappointed... and you're blocking the door.

  20. DARENA Says:

    Jenny: Blair, I have to talk to you... Something just happened.
    Blair: Wait, don't tell me: someone mistook you for a raccoon again.

  21. QueenSophie Says:

    Blair: Just so we're clear little J - Head Bands are MY Thing, find your own way to keep the girls inline.

  22. gabby Says:

    Blair: So... why are you talking to me again?
    Jenny: Well dan brought Vanessa and I can't stand her!
    Blair: Good choice

  23. chair4ever Says:

    Jenny: Oh what happened?
    Blair: I told Chuck I loved him... again
    Jenny: Oh that really stinks
    Blair: Yea, I know and he didn't even say it back
    Jenny: Oh I feel so bad for you!
    Blair: Thanks! At least someone understands me other than Serena
    Jenny: One second Dan... were you saying something Blair?
    Blair: I was talking about me and Chuck...
    Jenny: Can it wait? Vanessa came with Dan and he is really annoyed
    Blair: Fine. (blair leaves)
    Jenny: So what were you saying Dan?
    Blair:

  24. chair4ever Says:

    Jenny: Oh what happened?
    Blair: I told Chuck I loved him... again
    Jenny: Oh that really stinks
    Blair: Yea, I know and he didn't even say it back
    Jenny: Oh I feel so bad for you!
    Blair: Thanks! At least someone understands me other than Serena
    Jenny: One second Dan... were you saying something Blair?
    Blair: I was talking about me and Chuck...
    Jenny: Can it wait? Vanessa came with Dan and he is really annoyed
    Blair: Fine. (blair leaves)
    Jenny: So what were you saying Dan?

    sorry I made a mistake haha

  25. Sarah Says:

    Spotted: Little J and Queen B having a heart to heart. Is this the end of an era, or the beginning of a takedown?

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