Ladies and gentlemen…it is my pleasure to present you…
Caption This!
The sole purpose of Caption This is to get your creative juices flowing. If you haven’t been exposed to “caption this” before, let me explain it to you. We’ll show you a picture (related to the Mad Men cast) and you get to add a caption about it. Something along the lines of “What is this picture saying ?”
The most clever caption will get honorable mention by yours truly as the wittiest post of the day!
Ready? Set? GO!
Jon Hamm on the set of The Town

http://gawker.com
(h/t Basketcase Debbi)
70 Responses to “Mad About Gossip : Caption This!”
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I totally vote for #50 as well.
#53 and 54: Deb and Donny- thanks for your vote! I almost went with:
"JoanvsJane…I never see you with clothes on!"….
sigh…But I digress…
“All this female attention…I’m going to try my best not to look hot. Is it working?? No???”
Am I Churchill rousing or Hitler rousing?
"You're right, Charlton! 'You' *is* people!"
… and then I said, "That's not my finger!"
#50 wins in MY opinion.
“and out if the blue who should stumble up to Peggy, and say
Hey, how’s my old office treating you?”
Drum Roll please….
And the winner is….
# 22 Suzanne Mills Says:
October 23rd, 2009 at 12:23 pm e
Geez Louise! I just had the strangest dream! It was 1963, sexism & political incorrectness was everywhere. We smoked, we drank, we had it all!!!!
I seriously looked at his face and thought that was exactly what he was saying.
Thanks for playing everyone. Stay tuned to the next CAPTION THIS!
I’m not nearly as good looking when i’m not Don Draper.
Is that "Speedy from the alka-seltzer commercial sans tablet?
-"Yeah, I just farted. So what?"
"Whoa….look at January on the cover of Details!"
I like the Bryan Cranston one best so far…..
#56 Allthatjez. Thanks for the win!!!!
I can't help but think if he gained 50 pounds, he would look like Fred Flinstone!
Sure, Pete, you can have my corner office. In about 30 years!
#26 wins!!
Hey, everyone has a bad hair day.
Hey, somebody screamed "Dick Whitman!" and for a moment I forgot I'm Don.