Gossip Girl Caption Contest 25
Welcome to the 25th edition of the Gossip Girl Insider Caption Contest!
This week's winner is JustMyChuck (with an honorable mention to GGFreak).
Congratulations! Thanks to everyone for playing and submitting a record number of entries, many of which were very, very funny. Good luck again this week!
Serena: Aaron's a great guy, Mr. Rose.
Cyrus: Well he's sure done a number on you! I taught him everything he knows. I've always said, one girl is just "Not Enough!" It's our family motto. Now where's my hug?




November 14th, 2008 9:51 AM
Cyrus : Well well well
My day is getting better and better
Serena : What do you mean Mr ?
Cyrus is the name , i thought you know me by now
(Serena thinking ) : Noo Not realy
Cyrus : Your dating my son
S: OMG I diddnt know you would be so small !
Cyrus : Ah come give me a HUG
November 14th, 2008 9:52 AM
WOW, your even taller, I mean prettier, than I imagined!
November 14th, 2008 10:10 AM
Cyrus: Serena give me a hug
Serena: OMG i should had listened to blair when she warned me!
there a huggers!
November 14th, 2008 10:12 AM
Cyrus: what do you think of this suit?
Serena: i think it's a no hugging suit.
November 14th, 2008 10:15 AM
S: Your Aaron's father....wow that is inconceivable.
Cyrus: Yeah....
S: And your height...thats also inconceivable
Cyrus: You keep using that word. I do not think it means, what you think it means.
Sorry guys, this will only make some form of sense if you have read/seen Princess Bride.
i
November 14th, 2008 11:38 AM
S: Wow, he's small.
November 14th, 2008 11:59 AM
Serena: Um, little boy. This is a grown-up party. Where's your mommy?
Cyrus: Aw fooie, come give me a hug.
Serena:...um you really should fine your mommy, I mean this is Blair Waldorf's party.
November 14th, 2008 12:02 PM
S: OMG you are a gnome!I mean.. you.. are an abonormally nice man! It is such a pleasure to finally meet you!
C: The pleasure is all mine! Now give me a hug!
November 14th, 2008 12:06 PM
Serena: So you are Aarons father?
Cyrus: Yes I am! :D
Serena: I see that Aaron got your... umf.. smile?
Cyrus: He sure did! :D
Serena: But not your height
Cyrus: He sure didn't! :D
*Akward moment*
Serena: Okay.. I'm gonna go now..
Cyrus: Yeah.. me too...
November 14th, 2008 12:12 PM
Cyrus is looking at Serenas boobs.
Serena: Eh..Cyrus? My face is up here.
Cyrus: I know but this is as far as I can look without a broken neck.
Serena: I'll get on my knees then..
Cyrus: Good idea!
November 14th, 2008 12:42 PM
Cyrus: INCONCEIVABLE!
Serena: *laughs like a four-year-old awkwardly*
November 14th, 2008 12:59 PM
Gossip Girl VO: Looks like the tortoise and the hare had their destined meeting at last. We all know who wins the race to that special someone's heart.
November 14th, 2008 2:06 PM
Cyrus: Come give Daddy some sugar.
Serena:Oh dear god.
November 14th, 2008 2:15 PM
GGFreak has got 2 win tht made my lol so much :D
November 14th, 2008 2:55 PM
S: hi. ure small
C: so?
S: bow down to me.
November 14th, 2008 3:00 PM
Gossip girl: Since when did a hobit escape from lord of the rings? Looks like B didnt get the guy she hoped for and it looks like B's mom has gone a bit blind. Wonder what B's dad and his boyfriend think about the hobit? How he doesnt match their china?
November 14th, 2008 3:10 PM
when the tall and blond me the short and bald
November 14th, 2008 3:25 PM
Cyrus: Can you believe that bitch Blair posted a sign in front of her mom Eleanor's bedroom door?
YOU MUST BE AT LEAST 5 FEET TALL TO GET ON THIS RIDE... Inconceivable!
Serena: Oh, don't worry Mr. Rose, give Blair time, she'll come around...
November 14th, 2008 3:46 PM
Serena: OMG, You looked taller in the Princess Bride!
November 14th, 2008 3:52 PM
Cyrus: Oh, I forgot to put on underwear.
November 14th, 2008 4:10 PM
Cyrus: What?
Serena: I'm sorry. It's just...
Serena continues to laugh.
Serena: I can't believe Aaron's going to look like this when he's older!
Cyrus: What?
Serena: Thank you. I think I'm going to find Aaron now. I need to tell him I totally understand why he needs to play the field now rather than later on in his life.
November 14th, 2008 4:40 PM
GGFreak! hahahahaha that person has to win hahahaha hilarious.
November 14th, 2008 4:48 PM
Cyrus: Hey Serena. Have you ever seen Clueless?
Serena: Yes I have. People tell me I look just like Cher.
November 14th, 2008 4:56 PM
OMG GGfreak yours has to win!!
it is so funny:)
November 14th, 2008 5:07 PM
Cyrus: "Serena!! Page 6 doesn't do you justice!! You're absolutely stunning!!"
Serena: "Well thank you, who are you?"
Cyrus: "I'm Aaron's father, Cyrus"
Serena: "Oooh ok, I should have guessed."