Welcome to the 39th Gossip Girl Insider Caption Contest!
This week's winner is Kelly. Congratulations! Honorable mentions go out to both Maddy and kikifromdablock. Thanks to all for playing and best of luck next week!
Chuck: She was beautiful. She had long brunette hair, and a mask. She-
Lily: Oh I know! It was Blair.
Chuck: No, Lily. That was last season’s ‘masquerade’ episode.
Lily: Oh. Okay. Keep going.
Chuck: Anyway, she wore black lingerie, with garters, and-
Lily: Are you sure she wasn’t Blair? I mean, that girl does have more garters than a prostitute.
Chuck: Yes, Lily. I’m sure. Where was I? Oh, well she is older than me, and is a nanny.
Lily: Dorota?!
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103 Comments
February 20th, 2009 9:07 AM
Chuck: (Thinking) Man, I wish Blair was here..
Lily: are you ok?
Chuck: Um yeah. I'll be back soon. I have to go play another game of where's Waldorf.
Lily: Ok, Charles come back soon.
Chuck: I come back when I want. I'm Chuck Bass
February 20th, 2009 9:27 AM
Lily: What's wrong Charles?
Chuck: I think I should have worn purple today. The pink vest just doesn't feel right.
Lily: Oh.
February 20th, 2009 9:34 AM
Chuck: I need to find Elle. I need to know what my father was involved in that was so...
Lily: You mean those private invitations?
Chuck: Yes! Do you know something about those?
Lily: It really isn't that big of a deal. The booze and the women are just a cover. Bingo nights - that's what this is all about.
Chuck: Bingo nights!?!??!
Lily: Yeah, it's a saving their reputation thing...
February 20th, 2009 9:45 AM
Lily: Ok Charles first of all, we need to talk about this issue that it's being running throught my mind..
Chuck: I'm listing
Lily: what is the matter with you and the color purple?
Chuck: Purple is the color of kings and I'm Chuck Bass, the New King of Real Estate of the Upper East Side.
Lily: Whatever you say...
February 20th, 2009 10:16 AM
Lily: Charles we need to talk about your underage drinking.
Chuck: What do you expect? I'm Chuck Bass.
February 20th, 2009 10:18 AM
Chuck: You can be my mommy, but just know that I don't like wire hangers.
Lily: Then we're on the same page.
February 20th, 2009 10:36 AM
Chuck: so then i said no Blair wouldn't touch you. And he just walked away.
Do you think Blair could do such a thing ?
Lily: well i do have to say he is the best looking of the Bass men... but remember sweetie we agreed to disagree.
Chuck: i need a drink.
February 20th, 2009 10:37 AM
Lily-ummm... chuck is there a reason your vest matches your socks?
Chuck- Well i couldn't find my purple socks...
February 20th, 2009 10:51 AM
Lily: Chuck, I know you were against combining households, but I thought you'd agreed to try!
Chuck: That was before my purple shirt went missing, and I found it in DAN'S closet!
Lily: Well maybe that's for the best...I never thought purple was your colour
February 20th, 2009 11:13 AM
Lily: Chuck, im glad that you accept the addoption, but we need to talk.
Chuck: About what?
Lily: Well, know that your my son, i think you have to be friend of Dan.
Chuck: Humphrey!?, so i will go all the days to brooklyn, are you crazy? i dont need friends right now, im a lonely guy, im Chuck bass