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Gossip Girl Caption Contest 5

Welcome back to Gossip Girl Insider, fans, and another week of the Gossip Girl Insider Caption Contest, our fan site's newest Friday tradition.

It was a difficult decision, as it always is, but this week's winner is Robin. Congratulations! The winning entry appears beneath the photo.

Scroll down for the full list of captions we received for this Gossip Girl photo. Thank you all for playing and good luck again in this week's!

Port Washington

B: Can you believe it?
S: I know! I can't believe Gossip Girl has pegged us as the new Lindsay and DJ Sam!


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51 Comments

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  1. blair&chuck Says:

    both: hahahaha....
    serena: haha...(thinking) what the hell is so funny?
    i mean i hooked up with nate again is she not mad?...

    Blair: haha.. (thinking) oo serena is so dead for sleeping with nate again. bitch! but huh, who cares? i get to cheat on chuck bass! we'll se who laughs later

  2. i_luv_gossip_girl_ Says:

    blair- why is everyone staring?
    serena- idk maybe because your you
    blair-(thinking) should i tell her she has omlet stuck in her teeth?
    serena- (thinking) should i say maybe it's because she has a mongo wegggie?

  3. Lan Says:

    Blair : Hahah! Everyone's starring at my new liposuccion and breast implants!

    Serena : Yeah, your new breast implants look awesome!

    Blair : I'll turn Chuck on, for sure! And not only in the limo!

    Serena : But..uhmmm, EVERY GIRL can turn Chuck on! What's the difference?

  4. Marie Says:

    Serena: Can you imagine Chuck sporting a Speedo?
    Blair: Haha,yeah I can imagine and I don't want to see him in that!

  5. J Says:

    Gossip Girl: Spotted: B and S sharing a laugh in the Hamptons. I wonder how B is going to feel when she finds out that S slept with Nate. One of my very reliable sources, Melanie 91, caught S and N doing the nasty on a chaise lounge last night. Enjoy that last laugh, S. 'Cuz Gossip Girl has a feeling that your summer is going to be made a living hell by a certain Queen 'B' when she reads this post.

    You know you love me,
    XOXO,
    Gossip Girl


    Blair: (looking at the Gossip Girl blast on her phone) Serena, is there something you want to say to me?!?!

  6. iheartgg Says:

    Blair: S tell me again why the guys were all wearing speedos? It is so gross(lauging as she says it)

    Serena: Im not sure but it makes me sick. Lets go buy them some normal swimming trunks. (also lauging)

    Blair: Good thinking S.

    Looks like S and B are going to do some shopping. But its not for them. Who could it be for? The guys of course
    XOXO Gossip Girl

  7. iheartgg Says:

    Blair: Why is everyone laughing?

    Serena: Come on B you dont know (laughing hard)

    Blair: No!

    Serena: Its because you look like a table cloth silly! Isnt that funny?! (still laughing)

    Blair:No! You should have told me befor we left S!

    Serena: Hey i tried but you were on the phone with your schnuckums. (Laughing even more)

    Blair just gives S a dirty glare

  8. GGlol Says:

    Blair: Serena, do you have some gas?

    Serena: Yeah I do B, sorry about that. I hope the people behind me dont mind!

  9. maggie Says:

    both: hahahaha

    blaire: omg your right nate is small!! hahahaha

    serena: i know i know.. I was drunk but you were sober! hahahaah

  10. georgie Says:

    S: B, you didn't tell me we we're going on a picnic haha

    B: Picnic?, S what are you talking about? haha

    S: Well, you brought a picnic basket with you so i just thought...

    B: PINIC BASKET?!!! This is my new Rafe New York nantucket basket bag...don't you know anything S
    ...you're too funny
    B(thinking): This is why I'm going to Yale while she's hooking up with everyone's boyfriends back at home

  11. Anna Says:

    Blair: OMG Serena that guy back there was totally checking you out!!

    Serena: Are you sure he was like a 100 years old?

    Both: hahahahahaha

  12. Rey Says:

    Bliar: OMG i cant believe that old man back there tried to actually pull a move on you. (laughing)

    Serena: I know...gross (laughing)

    Serena: (thinking) i kind of liked it!

  13. Mobola Says:

    Schools out for the Upper East Siders and you know what that means...
    Boys, Shopping, Movies...but not for the Upper East Siders they like to do things a little different. Meaning, limo's, Parties, Beaches, Back-stabbing just a typical day for S and B.
    You know you love me...xoxo
    Gossip Girl

  14. Isa Says:

    Serena: You should be proud of that

    Blair: as if ..

  15. Ali H. Says:

    Spotted: S and B up close and personal, caught sharing a laugh in the hot and heavy Hamptons. Who knows how long S and B's friendship will last this time? My guess is not if Nate Archibald has anything to do with it.

    You know you love me.

    xoxo Gossip Girl

  16. J Says:

    Ali H. COMPLETELY stole my caption!!!!

  17. chuck+blair = soulmates Says:

    blair:Look at all those peasants staring at us, like take a picture,it'll last longer. Like honestly i love being me,everyone wants to be us.

    serena:Blair don't be so cruel.

    blair:Hush up or i'll throw dog biscuits at them!

    serena: oh blair!

  18. LilMzJawjuz Says:

    Serena(thinking): Her bag is disgusting, why would anyone buy such a thing?

    Blair(thinking): Serena totally wants my bag, she keeps staring at it

  19. Love-Gossip-Girl Says:

    GG:
    Summer has begun and so far it looks like S+B are still close.But who knows what could set off the ever ticking time-bomb that is their friendship. It wouldnt be a real upper east sider holiday without some tears and betrayal.

    you know you love me
    xoxo Gossip Girl

  20. blake-lover Says:

    S: whats wrong b? the lemonade too sour for u?
    B: no i just saw chuck bass and i think he was eyeing me
    S: no b... its just that dress
    B: what about it
    G: it sucks, so not like the queen B

  21. Nora Says:

    Spotted: S & B getting some attention during there oh-so-needed bff time...too bad the laughs won't last long while i'm still here. (;
    you know you love me!
    xoxo,
    Gossip Girl

  22. lexy Says:

    Serena: you have no idea how hard i'm trying to ignore the huge crowd behind us..
    Blair: YOU have no idea how hard i'm trying to ignore the fact that your bag totally clashes with your dress...

  23. ggaddict Says:

    Blair: I know right, My flowery dress is so fabulous! Everyone's staring at it!
    Serena: Yeah.. right.. (thinks) they are looking at your underwear,B! Your skirt's flying!

  24. Julia♥ Says:

    Blair: uh, I love that drink !
    Serena: what is it ?
    Blair: I dont know, but it makes me laugh...
    Serena: (laughs and thinking) hmm, i should try it, perhaps it makes me forget my mistakes with nate...
    Blair: Do you want to taste it ?
    Serena: oooooooooh yes, please !

  25. haqita Says:

    SerenA: i can't believe everyone was fighting for a sip of ur milkshake!
    Blair: ya i know. thank god there's a drop left for me(laughs)

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