Gossip Girl Caption Contest 50
Welcome to the 50th edition of the Gossip Girl Insider Caption Contest, our Friday tradition. Who emerged victorious in this edition of this fun weekly game?
You all make it difficult with such amazing responses, but we've selected the entry sent in by gg bro. Congrats! Honorable mentions go out to JJ and haley.
Thanks to all for playing and best of luck again next week!

Serena: Wow, your work is so dedicated to helping poor children in Africa. No wonder you get into it so deeply! And it's so rewardng.
Gabriel: That's not the only rewarding thing I get deep into.
Chuck: Hey, you stole my line!
Steve Marsi is the Managing Editor of TV Fanatic. Email him here.







Blair: Just because we can't be together doesn't mean I don't love you.




Rank: Guest Star
May 14th, 2009 10:51 AM
debating*
I keep mispelling that word
Which makes me feel really dumb.
Rank: Guest Star
May 14th, 2009 10:50 AM
One more edit:
Gabriel: Your staring is making me blush. What's on your mind?
Serena: I was just trying to figure out the best way to kill you for revenge.
Gabriel: Oh, I thought you were going to say how this blue sweater brings out my eyes. Because you know I only have eyes for you.
Serena: Speaking on eyes, I am debatting between slowly poking out your eyes with a spoon or stuffing the napkin down your throat. Either way, the death will be slow. It's not like I haven't killed someone before.
Gabriel: Whichever, as long as I still look devilshly handsome in the process.
May 13th, 2009 4:24 PM
Gabriel: (thinking) Poor Serena doesn't know that I put drugs in her drink to make my escape
Serena: (THinking) Poor Gabriel, he'll never beat me in this staring contest
May 12th, 2009 7:27 PM
(^ doing it again)
G: Serena tell me why you are drinking so much?
S- Be-
G (interrupting) And because "I'm Serena Vander Woodsen" doesn't count!
May 12th, 2009 7:25 PM
G: Serena, tell me why your drinking so much wine.
S: Be-
G: And because "I'm Serena Vander Woodsen" doesn't count!
May 11th, 2009 7:26 PM
Serena: god what was i thinking, this man looks shadier than chuck
Gabriel: god shes hot, smokin hot,
Rank: Extra
May 11th, 2009 6:38 PM
youtube.com/sammie392
Rank: Extra
May 11th, 2009 6:37 PM
Gabriel: So what do you say we head back to my place since we seemed to figure out Poppy was the con?
Serena: You make me sick
Gabriel: Aw, thank you
Serena: Get out
Rank: Guest Star
May 11th, 2009 5:35 PM
Serena: You stole all of the money! I'm going to throw this glass of water in your face!
Gabriel: No! Not the hair! Anything but the hair!
Serena: *pours water down his lap* Uh, waiter, I think my friend had an accident!
May 11th, 2009 5:09 PM
Gabriel: Has anyone ever told you how beautiful you are, Serena?
Serena: Several thousand times, in fact.
Gabriel: Well, I bet no one's ever told you that who's stolen thousands of dollars.
Serena: Um...