Welcome, Gossip Girl fans, to the 53rd Gossip Girl Insider Caption Contest, our fun Friday feature. As always, you all make it very difficult to choose among these awesome submissions. But we must, and this week's winner is kailey. Congratulations!
Honorable mentions go out to HookaBass, kialove978, and shadow243.
Thanks for playing, Gossip Girl fanatics, and best of luck again this week...

Serena: I can't believe I'm finally graduating.
Blair: Neither can I, can you even read?



May 29th, 2009 8:17 AM
Serena* I'm so glad after all the stuff we have been through were still friends and graduationg together
*blair yeah me 2 I guess( sarcasticly)
May 29th, 2009 8:18 AM
Serena: Ohmigod B! We're finally graduating!
Blair: Yeah, but I think Penelope's still wearing that atrocious scarf, be right back.
May 29th, 2009 8:22 AM
Serena: I can't believe I'm finally graduating.
Blair: Neither can I, can you even read?
May 29th, 2009 8:31 AM
Serena: so you're saying the reuniting of you and chuck will finally distract from my boobs being the central feature of every episode? wow, that must be some good writing.
May 29th, 2009 8:37 AM
kailey and cassie are mean and FUNNY,lol
May 29th, 2009 8:42 AM
Blair:I can remember my first period.
Serena:Ewwy O_o
May 29th, 2009 8:45 AM
Blair: Why don't you have your cap on? Only that green thingie looks horrible.
Serena: I know, but I want to stand out for the last time!
May 29th, 2009 8:55 AM
Bliar: why the hell do have that tassel in your hair? did you think that was fashionable?
Serena: it's not?
May 29th, 2009 9:28 AM
serena: *giggling*
Blair: OMFG. whats Cyrus doing with Dorota!?
May 29th, 2009 9:32 AM
gossip gir: wow B you're with S, wearing heinous green, and still smiling, is it just me or is someone on an acid trip