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!



May 8th, 2009 10:21 AM
Serena: Gabriel I don't understand how this could have happened! Why did you have to steal everyone's money?
Gabriel: I stole everyone's money because I could, and it gave me an excuse to get into Poppy's and your's pants.
May 8th, 2009 10:28 AM
Gabriel : Serena, i truly am sorry. ( what he's really thinking : I wonder if that will get me in her pants again. )
Serena : You can't just come here and say sorry after what you've done! ( what she's really thinking : This is one bad cup of water, mental note to sue the restaurant . )
May 8th, 2009 10:37 AM
"Gabriel, you are NOT prettier than I am!"
"Oh Serena, I have enough bronzer to last a lifetime. You'll never beat me at this game."
May 8th, 2009 10:56 AM
- Gabriel, stop staring at me!
- Sorry. I was just looking at you and I wondered... Ok, I know it's personal...
- Oh... Don't worry. You are not my first love. But my feelings are deep and true and I...
- No, rather... what's your conditioner?
May 8th, 2009 11:08 AM
Serena: Why are you looking me like that? Did you put something in my drink??
Gabriel: No, I swear I didn't.
Serena: You did, didn't you?! Seriously, I don't need another Georgina in my life, I'm done with being Savannah!
May 8th, 2009 11:08 AM
Gabriel- Serena, even though i stole everyone's money, you have to believe i did it for us. I love you.
Serena- oh Gabriel, i know you love me and don't worry about the money, i know you'll pay it back. What's important is that we have each other.
Gabriel- *smiles* exactly sweetheart. (Thinking) wow this is easier than stealing candy from a baby, i can't believe this chick is so dumb!
May 8th, 2009 11:15 AM
Serena:You're just too perfect
Gabriel: I know, right? I don't even use product on my hair!
May 8th, 2009 11:18 AM
Gabriel - your hair looks nice like that.
Serena - Oh thanks but i'm hungry for some CHICKEN !
May 8th, 2009 11:19 AM
Serena: Is that a butterfly?
Gabriel: [thinking: This will be easy...]
May 8th, 2009 11:38 AM
Gabriel: Too bad you're not really pregnant. We would have some beautiful kids. Like if Ken and Barbie procreated.
Serena: Well you do have Ken's hair... [sadly] and his package... so I don't think it would work out. Sorry.
xoxo