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Gossip Girl Caption Contest 27

by at . Comments

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 Makes a New Friend

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

Steve Marsi is the Managing Editor of TV Fanatic. Follow him on Google+ or email him here.

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D-Wait I have to haul TRASH!?!?!
Guy-Its not trash in there
D-huh??
GG-well lookie here is DAN DAN the garbage man who maybe nate isent the only one with some money problems.

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Good morning, Upper East Siders
Seems lonely boy lately is planning a new way to write stories without a little help from his own life. Well, now he can´t on queen S. to make it interesting. What end will it have? what are you looking for, Lonely Boy? There´s no way of getting out of a mess once you get in.
As for me, I hope he doesn´t need C or B´s help to get through this.. XOXO,
G.G

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GossipGirl: Looks like Chuck Bass has shown lonely boy how his future will be if he stands up against Bass Industries.

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Guy: Hey...Dan, right?
Dan: uh...yeah.
Guy: Bro, my wife is hooked on the show.
Dan: Your wife?
Guy: Well, ok, me too, but my guys can't know.
Dan: Okay...and?
Guy: Look, the holidays are coming up and I can't afford expensive gifts like you people. I asked my wife what she wanted for Christmas and she said, "Chuck Bass." It's hard to find clothes like his in the Big/Tall men's stores...see? This is the only plaid I could find! I can't even walk into J. Press for the scarf...you know man...to keep on, uh...when it's chilly!

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Dan [thinking]: THIS is gonna get me into Yale?!?!

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Man: For saying in your resume that you wanted to go to Yale you sure our not very smart.
Step 1: Lift the trash bag.
Step 2: Put the trash bag in the cart behind you.
Step 3: Repeat steps 1 and 2.
Dan: OOOH. Okay now I get it.
Man: Wow I am surprised your girlfriend broke up with you. With that small and not so smart brain of yours, she would of looked like a GENIUS!

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Gossip Girl: That's interesting. Who knew lonely boy knew Larry the Cable Guy. We sure didn't.

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Gossip Girl: That's interesting. Who knew lonely boy knew Larry the Cable Guy. We sure didn't.

Natesbbyxoxo

TYPO's Dan; Hi Im dan humphrey and im writing a peice on Bart Bass. I need to know about all the lives he has destroyed can you tell me how bad life has been for you? Random guy;; I never worked for Bart Bass. I was in your fathers band.

Natesbbyxoxo

Dan; Hi Im dan humphrey and im writing a peice on Bart Bass. I need to know about all the lives he has destroyed can you tell me how bad ife hasw been for you? Random guy;; I never worked for Bart Bass. I was in your fathers band.

Gossip Girl Quotes

And who am I? That's one secret I'll never tell ... You know you love me. XOXO, Gossip Girl

Gossip Girl

[to Jenny] That's the thing. You need to be cool to be queen. Anne Boleyn thought only with her heart and she got her head chopped off. So her daughter Elizabeth made a vow never to marry a man. She married a country. Forget boys. Keep your eye on the prize, Jenny Humphrey. You can't make people love you, but you can make them fear you. For what it's worth, you're my Queen. I choose you.

Blair