Gossip Girl Caption Contest 27
Welcome to the 27th edition of the Gossip Girl Insider Caption Contest!
This week's winner is chuckylover. Congrats! Honorable mentions go to enunciiate and iheartchuck. All of you sent in great ones, though. Great job.
Scroll down to see the winning entry and the full list of amusing captions submitted this week. Thanks for playing and good luck in next week's contest!

Dan: Wait, you're telling me one garbage bag can carry three dead cast members?
Guy: Yup, that's the power of Glad Bags!



November 28th, 2008 9:21 AM
D-Wait i haver to haul TRASH!?!?!?
GG-well lokkie here ill be darned, its dan dan the garbage man eho new the humprys had gone under?
November 28th, 2008 10:02 AM
D: Hey, do you have it?
Guy: Yeah, I always do.
D: It better be good thats all I'm saying. Your weed varies by month.
Guy: Well you will know if its good or not if you hand over the money.
D: How much this time?
Guy: $500
D: $500?!?!? I don't have that much money for this sh*t! I live in a sh*tty apartment in Brooklyn with my lazzyass dad and runaway sister!
Guy: $500 or no weed.
D: Fine, I'll leave. (leaves)
D:(thinking) I wonder if Nate has anything good. His life is so depressing, he has to have something.
November 28th, 2008 10:11 AM
Dan: Drugs? *GASP* Thats bad, I'm a good kid, that's the type of thing my sister will soon get into. No, no, I was looking for non-distinct information that could possibly incriminate someone on circumstantial evidence, got anything on Bart Bass?
November 28th, 2008 10:25 AM
Dan: Plaid seems to be in this season...
November 28th, 2008 10:31 AM
Guy: Hey! Don't you play Dan on Gossip Girl?
Dan: Yeah! Would you like an autograph?
Guy: Actually, could you just help me move this garbage into my truck?
November 28th, 2008 10:58 AM
Dan: Hey, could you help me out here, apparently I need new and quite strance expiriences if I want to write good stories.
Guy: Ooer
November 28th, 2008 11:09 AM
D: i'm sorry for the way last night ended.. it was a waaaave...
guy: yes, yeah i saw that.. *smiles*
D: and since then i was wondering...
guy: yes?
D: are YOU HUNGRY??!
November 28th, 2008 11:18 AM
Dan: Hi, Vanessa said I don't have any male friends and I wanna prove her wrong..so I'll give you 20$ if you pretend to like me!
November 28th, 2008 11:18 AM
Gossip Girl:
Well, well, well. What's that? Lonely Boy talking to a stranger, hasn't anyone ever told you that strangers, especially in streetcorners aren't good, now now be a good boy.
xoxo Gossip Girl
November 28th, 2008 11:28 AM
Guy: What's a guy like you wandering around places like these?
D: Hi sir, I actually need a new place to stay. You mind to let me in?
November 28th, 2008 11:30 AM
Guy: May I help you?
D: I heard that Aaron stays here? With you? I actually need a personal talk with him.
November 28th, 2008 11:57 AM
Blair is looking at this picture on GG
B:....so thats what brooklyn looks like
November 28th, 2008 1:06 PM
Dan: Dude, I'm not a f***ing rent boy! Here's my friend Nate's number...
November 28th, 2008 1:38 PM
Guy: [thinking] "geez, when did cowboy boots come back in style? I would never be caught in those. Poor kid."
Dan: [thinking] "sheesh. Is plaid in, now? I better ask Blair befoe buying some."
November 28th, 2008 1:43 PM
Guy: Hey, hey you. I got something in my pocket for you.
Dan: Oh, no. I don't do drugs or anything like that. I'm a good boy.
Guy: I took Cedric.
Dan: YOU WHAT?! GIVE HIM BACK!
Guy: Not until you give me your sisters phone number
Dan: but...but....THATS MY CEDRIC.
Guy: Blair said that would get to you, I never imagined how well.
November 28th, 2008 1:48 PM
Dan; You know a Serena Vander Woodsen?
Guy; Hey-yeah. We screwed around a couple of years ago.
Dan; Ah...of course. Well...have you seen her?
Guy; Now, I'm not much of a stalker, but she was just walked by, lips locked with this fag who needed to shave...
Dan; Yep...that's her...
November 28th, 2008 2:07 PM
Dan- Wait you're telling me one garbage bag can carry three dead cast members?
Guy- Yup, that's the power of Glad Bags!
November 28th, 2008 2:33 PM
LOL! enunciiate and chuckylove, yalls were funny :) good luck!
November 28th, 2008 3:25 PM
dan: hey man do you mind if i look through this trash someone tooks something from me and just tossed it like yesterdays garbage.
guy: what was it maybe ive seen it.
dan: my virginity!!!
guy: serena van der woodsen huh?
November 28th, 2008 3:35 PM
Dan: OH MY GOD! Where did you get that coat, i *have* to get one!
Guy: Umm... The flea market?
Dan: Oh, must be a new store then.
November 28th, 2008 4:03 PM
Scruffy Dude: "hey, since you're done with your ex. Serena, do you mind if I give her a quick poke? I hear she's a great piece of ass.
Dan: Um...do you really think we're done?
November 28th, 2008 4:39 PM
Guy: Give me your money!!
Dan: I live in Brooklyn I already don't have money.
Guy: Well than how did you buy your man purse?
November 28th, 2008 4:41 PM
Dan: I just need to get out of Brooklyn. For one night. I'd like to experience the world of a Scavenger.
Guy: You're lucky I'm bored.
Dan: Is that a yes?
Guy: Get in, before I change my mind.
November 28th, 2008 4:41 PM
Gossip Girl:
What do we have here? Lonely boy not staying so lonely with a mystery man??? Maybe Dan can now go after E. Will we def. keep you posted on this. XOXO Gossip Girl
November 28th, 2008 5:30 PM
Thanks abby xo!
chuckylover made me laugh so hard! Great caption!