Presenting: The Gossip Girl Caption Contest!
The inaugural Gossip Girl Insider Caption Contest yielded an even 100 replies, so we're guessing you enjoyed it. We'll make it a regular thing.
Now let's take a look at who won ...
You made it very hard to pick a winner with so many good submissions. Honorable mention goes to Gossip is my LIFE, but the winner this week is hellosunshine. Congratulations!
The winning entry appears below the photo. Scroll down the page for the full list of submitted captions this week! Thanks to all for playing the Caption Contest and good luck again this week!

Dan: (on phone) Hey Chuck, we need your help. Yes, Blair's here. No, I'm not telling you what she's wearing! Just be at Blair's in 10 minutes!
Dan: What do you see in that man?
Blair: He's Chuck Bass, duh.


May 30th, 2008 10:06 AM
Dan: Yes, please make the card read "Die, Georgina. Die a horrible death!"
May 30th, 2008 10:26 AM
Dan: Hmm, how in the hell did my life end up this way...
May 30th, 2008 10:28 AM
I am not ready to forgive her yet.
May 30th, 2008 11:02 AM
dan:i just want to forget about the whole situation right now, s and g are just way too much.
blair: well maybe, we...i don't know can talk.
May 30th, 2008 11:12 AM
This is it, Humphrey Dumpty, now or never.
May 30th, 2008 12:03 PM
Dan: Should I get my ear pirced?
Blair: You're kidding, right?
May 30th, 2008 12:12 PM
Dan: I'm all alone...all i have is....(sniff sniff)...Cedric
May 30th, 2008 12:13 PM
Blair: Dan....I have to tell you something...I have just farted!
Dan: Mmmmmm. It smells great B! Do it again!
May 30th, 2008 12:21 PM
Why did you not tell me you liked me before? I always liked Serena...but if you insist.
May 30th, 2008 1:28 PM
Dan : (thinks) hmm... why is blair starring at me?? maybe i look good with this pose..haha.. of course i do..
Blair : (thinks) OMFG,, his ear is soo hideous.. euuwww
May 30th, 2008 1:28 PM
Blair: quit your jibba jabba and listen, you do not know how good you got it.
Dan: i know im like an enigizer bunny on crack always making wrong deicisions!!
May 30th, 2008 1:38 PM
Their thoughts while waiting for Georgina to pick up.....
BLAIR: OMG! That zit could fit three people in it! I
can't look away!
DAN: You think she notices my zit?
May 30th, 2008 1:51 PM
Good Meets Evil.
May 30th, 2008 1:58 PM
Dan: So, you really think this is going to work?
Blair: (making fun of him) Please senior Humprhey, It´s the master you are talking here with.
May 30th, 2008 2:00 PM
Blair: (thinks) wow hes so gorgeous and i want him so much right now!
Dan: ye can i have an extra large pizza with extra garlic, onions, anchovies and beetroot with a large tomatoe juice
May 30th, 2008 2:02 PM
Senior Humphrey, B´s second apprentice?
May 30th, 2008 2:31 PM
entering the darkside:
what happens next?
May 30th, 2008 3:31 PM
Watch out G! It looks like B is up to something. Hell hath no fury like Blair Waldorf when she's in the mood, for revenge that is.
You know you love me,
xoxo Gossip Girl.
May 30th, 2008 4:00 PM
Time is running out S and your lonely boy Dan Humphey is moving on. Even if he played it nasty last night with G he is still wants to be like C. Did S ever think that the whole problem about N and her was forgotten? Well is not, B is thinking of a plan and D is her goal! What will happen next
XOXO Gossip Girl
May 30th, 2008 5:00 PM
MY favorites are Gossipismynature, ay, and CHarlie. Not in that order though. I think they're all equally funny.
May 30th, 2008 5:06 PM
Thoughtful thinkers, time will only tell what they are truly thinking. Does Dan want S back, is B having second thoughts about chuck, and what are Dan and B even doing together. As I said time will only tell what our unusual pair of thoughtful thinkers are thinking or shall I say planning.
You know you love me
XOXO Gossip Girl
May 30th, 2008 5:16 PM
B: Dan, now that we found out you are the slut of the town, will you please post it on gossip girl so I won't be laughed at anymore?Please, D...
D: Sure, but I don't think anyone will apreciete, what I have done saving your ass after thay find out G gave me Hiv...
B: Oh, Humphrey YOU have still so much to learn...
May 30th, 2008 5:28 PM
Blair: Now is the payback time !!! S. had sex with Nate, and now ... I have Dan !!! Is she think that I reallly forgot ???
May 30th, 2008 6:39 PM
Dan: Why am i at Blairs house doing this, dont i hate her ?! And what is with that mustard yellow sweatshirt ?
Blair: Georgina is so dead its not even funny..well maybe just a little funny.
May 30th, 2008 7:35 PM
Dan:Blair, theres something i have to tell you
Blair: Dan, its ok, you dont have to be embarassed. i already figured it out, and its only natural that you would like someone as beautiful and perfect as me.
Dan; It's not you im attracted to. It's your mom...