Gossip Girl Caption Contest 17
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.
Steve Marsi is the Managing Editor of TV Fanatic. Follow him on Google+ or email him here.

September 25th, 2008 4:52 PM
Vanessa holds out money
Nate: Dammit Vanessa! I told you that me being a jigalo was over! Anyways that time was free.
Rank: New User
September 24th, 2008 11:19 AM
Why so pensive N ? Something's on your mind, or should I say someone ?
September 23rd, 2008 12:31 AM
nate omg i just crapped my pants just be quiet maybe she won't notice
vanessa hey nate here's a napkin go take care of that
September 22nd, 2008 6:26 PM
nate:eww this food is gross
vanessa:do you need my tissue to spit it out?
September 22nd, 2008 3:30 PM
Vanessa: (Thinking) "..He looks so angry!"
Nate: (Thinking) "...I wanted DIET, not caffiene free!"
September 22nd, 2008 9:58 AM
Nate: ooohh babie look Chuck is over there...
Vanessa: your kidding... right?? rightttttt???!!!
September 21st, 2008 4:50 PM
Vanessa: I hope he really likes me...
Nate: (in his head) This coffee tastes like crap, i wish i was at starbucks.
September 21st, 2008 11:55 AM
Vanessa: About this 'dating' thing...
Nate: I'm very low maintenance.
Vanessa: That's good. I haven't dated many guys...what sort of things did you do with Blair? When you went out with her?
Nate: Oh, you know. Made-out, slept with her best friend, argued, took her to dinner to make up for it, made-out, broke up over Gossip Girl, got back together, took her to a ball, slept with her, broke up because she slept with my best friend who caused me to get in a fight with another guy over her...relationship stuff.
Vanessa: Yes, very low maintenance.
September 20th, 2008 10:56 PM
Vanessa: Are you seriously staring at that guy?
Nate: I can't believe that he got paid more than me! (in his head: I am so hotter than him)
September 20th, 2008 9:09 PM
N: i think i broke a tooth
V: aw poor baby *makes baby face*