Gossip Girl Caption Contest 20
Welcome to Gossip Girl Insider and the 20th Gossip Girl Caption Contest!
This week's winner is Rachel. Congratulations! The winning entry appears below. Thank you to all for playing, and best of luck again this week.
Jenny: OMFG, is that dad? He's dating Headmistress Queller?!
Dan: Yeah, well, since you don't want to go to school I bet it's his way of bringing school to you.
October 10th, 2008 10:00 AM
jenny: omfg, is that dad? he's dating headmistress queller?!
dan: yeah, well, since you don't want to go to school i bet it's his way of bringing school to you.
October 10th, 2008 10:55 AM
Dan: I never noticed how hot chuck is.
Jenny: Is that why you went over to see him?
October 10th, 2008 12:21 PM
Dan: Ooh! Did Regina George just get hit by that big yellow school bus?!
October 10th, 2008 12:26 PM
Dan: Would you just look at that girl's ass! Big, round and juicy.. mmm.. I would love a piece of that!
Jenny: Dan, stop.. Not even Chuck Bass is that vulgar!
October 10th, 2008 12:49 PM
Dan: Damn, Serena is looking hot!
Jenny: OMFG, where did she get her shoes?!
October 10th, 2008 1:26 PM
LITTLE J : DO WE HAVE ANY FRIENDS ANYMORE?
DAN: NO, I'M BACK TO BEING LONELY BOY.
October 10th, 2008 1:41 PM
J: Uhhh, great, im hangin out with my brother again. i guess my dreams of being queen b r squashed
D: Why the hell did i break up wi serena?? i will never be able to get a girl like that again!
other girl: Uh, is little j? I cant believe she tried to be one of the girls like blair and serena! honestly! she lives in brooklin aswell.
October 10th, 2008 2:14 PM
J: Why in the world is that girl wearing a yellow cardigan while holding a pink binder?
Dan: ........
October 10th, 2008 2:41 PM
Jenny: These pedestrian lights take so long...
Dan: Can you read that poster on the Bus?
Jenny: Yellow is so last season(unless you wear Laboutin or Furla). Dan! don't stare. Use your peripheral vision.
Dan: That's what the poster said?
Jenny: Nnn... Yeah! (I guess my uptown knowledge doesn't work well with Dan)
October 10th, 2008 2:45 PM
Dan: Omg is that Britney Spears...?? She's hot again...
Jenny: (If only he knew britney thinks he's a HOMOnizer)
Dan: Let's see I think I'm a womanizer....
Jenny: Here we go again.... Priceless...
October 10th, 2008 4:12 PM
Jenny's breakthrough fashion choice: a skirt that hikes up to your breasts!
October 10th, 2008 5:16 PM
plaid jumper: $56
blue blazer: $124
finally realizing you have no friends: Priceless
October 10th, 2008 5:51 PM
Dan: Duuuuuuude
Lil J: huh??
October 10th, 2008 6:16 PM
Dan: Damn, that's a nice ass.
Jenny: Where!? Where?!
October 10th, 2008 7:39 PM
Dan: Yea... well i really don't think me and Serena worked out our problems like we should have. It's just so hard to be with you her. You know?.... Jen?
Jenny: Oh sorry! Guess i zoned out when i caught my gorgeous reflection in that car window... oh serenas in the car... never mind.
October 10th, 2008 7:40 PM
Dan: Yea... well i really don't think me and Serena worked out our problems like we should have. It's just so hard to be with her now. You know?.... Jen?
Jenny: Oh sorry! Guess i zoned out when i caught my gorgeous reflection in that car window... oh serenas in the car... never mind.
Note: Sorry i messed up the words on the last one.
October 10th, 2008 7:53 PM
D-Ohh thats gotta hurt
J-i dont know with all the botox she probobly couldent feel it
October 10th, 2008 8:02 PM
Dan: Why are Nate & Chuck making out?
Jenny: oh being Bi was so last season.....Tila Tequilla! duh.
October 10th, 2008 8:09 PM
Gossip Girl: Looks like Dan Humphrey is back to being lonley boy and looks like little J just lost her bank balance
October 10th, 2008 8:39 PM
Dan: That dog just pooed on the side walk, a new inspiration for my poetry!
Jenny: *Sarcasm* yeah Yale will definitely be impressed by that
Dan: It's unique at least.
October 10th, 2008 8:43 PM
Jenny: How do you fall up the stairs?
Dan: Im not sure ask Serena im sure she could give you a few pointers. she did it last week
Jenny: Look there she is now ill go ask.
Dan: Jenny!
October 10th, 2008 9:54 PM
jenny: do i look like a branded material now?
dan: chuck is way better than serena and all those stuffs...wu wu wu WHAT???
jenny: ugh. did you kiss him?!
October 11th, 2008 12:01 AM
Jenny: Is that a guy or a girl?
Dan: Um im not sure
Jenny: Wait thats Chuck
Both: Wow
October 11th, 2008 7:13 AM
Gossip Girl: "Do you think Little J's knows you don't have to wear your school uniform once you drop out?"
October 11th, 2008 9:39 PM
Jenny : okay... why is that middle aged dressed like a banana school girl? IS SHE EVEN PART OF THE UPPER EAST SIDE???
dan: chill... that was you a year ago...