Gossip Girl Caption Contest News (Page 7)

Welcome to Gossip Girl Insider and the 18th edition of the Gossip Girl Caption Contest.

This week's winning entry was sent in by Westchester. Congratulations. Funny stuff.

The winning reply is below the pic. Thanks for playing and good luck again this week!

Amanda: Blair and Serena, how come you two aren't having lunch?
Blair: Well, Serena doesnt know how to eat with chopsticks, she's blonde...
Serena: Well, Blair isn't eating because she has eating disorder.

Welcome to Gossip Girl Insider and the 17th Gossip Girl Caption Contest!

This week's winner is Paul. Congrats! The winning entry appears below!

Thank you to all for playing and best of luck again in this week's edition.

Vanessa: You mean now you're charging me for a date?
Nate: Well I gotta make a living. And my mom needs to reupholster the sofa.

Welcome to Gossip Girl Insider and the 16th edition of our Gossip Girl Caption Contest!

This week's winner is thelma. Congratulations! The winning reply appears below the photo.

Thanks to all of you for playing and good luck once again in this week's Caption Contest!

Serena: If I sneak by really quietly, maybe Blair won't notice my hideous dress!

Welcome to Gossip Girl Insider and the 15th edition of our Gossip Girl Caption Contest! This week's winner is Antonija. Congratulations on a job well done!

The winning reply appears below. Good luck again this week!

What is going on, D? I hope that you didn't think that you took C's talent with a ladies. 'I'm Dan Humphrey' simply doesn't sound that good as we can see. XOXO Gossip Girl

Welcome to Gossip Girl Insider - the Internet's #1 Gossip Girl fan site - and the 14th edition of our fun, traditional Friday Caption Contest!

This week's winner is blake-lover. Nice work! Scroll down for the full list of entries we received. The winning entry appears under the photo!

(all, thinking...)
Eric: Man that photographer is hot.
Serena: Man this dress sucks... my boobs are showing.
Lily: Man i loved that grudge sex...
Bart: I'm gonna get it onnn tonight!
Chuck: I'm Chuck Bass?

Welcome to Gossip Girl Insider - the web's #1 Gossip Girl fan site - and the 13th edition of our Friday afternoon Caption Contest!

This week's winner is LEXXXI. Great job! Thanks to all of you for playing. The winning entry (and all the entries) appear below!

Gossip Girl: Hey S and B, I'm just calling to tell you that the vampire look is so last season. And having no eye for matching patterns is a sin in this world! Next time you girls dress yourselves in the dark, at least try and check in the mirror before you leave the house! XOXO
Serena: Oh snap...
Blair: That was harsh...

Welcome to the web's #1 Gossip Girl fan site - Gossip Girl Insider - and the 12th edition of our Friday afternoon Caption Contest!

This week's winner is Amanda. Congrats! Sorry again for the repeat pic, guys. Scroll down for the full list of responses we received!

Thanks again for playing the Caption Contest and visiting us, helping make us the web's #1 fan site devoted solely to Gossip Girl ...

Jenny: Asher SO thought I was a better kisser.
Eric: Yeah right, at least he thinks I'm better looking.
Jenny: With those highlights, I don't think so.

Welcome to Gossip Girl Insider - the's #1 Gossip Girl fan site - and the 11th edition of our Friday afternoon Caption Contest!

This week's Gossip Girl Caption Contest winner? LaLa. Congratulations! The winning entry now appears beneath the picture.

Thanks to all for playing, enjoy your weekend and best of luck once again in the new addition of the Insider Caption Contest.

Shoelaces, the new floss.

Welcome to Gossip Girl Insider - the's #1 Gossip Girl fan site - and another edition of our Caption Contest, a fun Friday tradition.

The 10th edition of the Caption Contest was another good one, and as this week's winner, we've chosen the entry of CBluv2.

The winning entry appears below the photo, with the full list of submissions further down the page. Thanks to all for playing.

Good luck again in this week's Gossip Girl Caption Contest!

Vanessa laughs as Nate stands by the coffee shop counter and does his impression of the serious, reading Dan.

Welcome back to the Insider - the Internet's #1 Gossip Girl fan site - and another Gossip Girl Caption Contest, our Friday tradition.

This week's winner is LEXXX. Nice job! Scroll down for the winning caption and the full list of submissions we received for this pic.

Thanks for playing the Gossip Girl Caption Contest and for making the Insider the show's #1 fan site! Good luck again this week!

Rufus: Does it not disturb you that your daughter and my son just ran out the door wearing only bed sheets?
Lily: The fact that she is even wearing anything is an improvement...