Gossip Girl Caption Contest 127

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Welcome to the 127th Gossip Girl Caption Contest, Upper East Siders!

This week's Caption Contest winner is gailramage. Congratulations!

Honorable mentions go out to Sophie's Choice, morganaoglesby, maggieh10 and Genevieve. Thanks to everyone for playing and best of luck again next week!

Getting a Good Look

Gossip Girl: Looks like the professor gets a DD for his efforts in averting his eyes.

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Ivanka Trump: Cat womsn!
Serena (laughing): Oh, how sweet, no I'm not cat woman!
Colin: That's right, she's the boob woman!
Ivanka: I see...


Colin: I think you ass is coming out to your fronts
Serena: Hahahahaha, what?
Colin: Sorry, I'm gonna shut up...
Serena: No, I just didn't get the joke!
Gossip Girl: Shocking...


Colin:*whispering*thanks Penn Badgley! Thoses boobs it's mine now!
Serena:Oh Colin you're so hilarious but my mum is talking to you!And for the nineth time leave Penn Badgley alone and my boobs too!


Serena: hahahaa.... I don't get it.


Gossip Girl: Looks like Serena put her shirt on backwards again. Not that anyone seems to mind, of course.


Serena: *thinking to herself* Gosh, why is it so cold in here?


I thought the name of the movie was "The Private Lives of Pippa Lee". Yeah. Private.


S and boobs.


shit dude
this pic is just unreal
damn! no comments.


Gossip Girl: Looks like the professor gets a DD for his efforts in averting his eyes

Gossip Girl Quotes

Don't ever go to high school, Dorota. The girls are spoiled, stupid and ungrateful! One snapshot with a socialite and it's all Serena, Serena, Serena!


Gossip Girl: Sorry, boys. But didn't you know that if you wait to long to seize the day—
Chuck: Gone.
Louis: Where would she go?
Gossip Girl: The one you want could get away.