Tim "Oldest Man" Conway and John McCain

...in all fairness to Barry.

Judge Andrew P. Napolitano and The Wolfman

He's kinda in the early stages of turning into the wolfman...

Gary "Jim Gordon" Oldman and Flanders

If they ever make another Simpson's movie with live actors...

Carlos Zambrano and Curly

Go Cubs go!! Hey Chicago whatta ya say, that song you sing is really gay! Come on, it is!

Molly Erdman and Elastigirl

Funny, I was watching The Incredibles and during a break there was a Sonic commercial. Didn't think I'd find a picture of her or who she was but Molly has quite the following. Lot of lonely guys out there...

Jason Castro and Tiny Tim

First off I'd like to thank my beautiful soon-to-be wife for this pick! Thanks Babe! You know, the more I hear from Jason Castro the more I like Tiny Tim!

Vladimir Putin and Frank Gorshin

Riddle me this Batman...

Jerry Seinfeld's puffy shirt and the puffy shirt in this 19th century photograph

OK, it was St. Patrick's Day weekend and I thought I was just drunk but the photo of the photo is proof! I was in an Irish pub in that great Irish immigration community of Castle Rock, CO and there staring back at me was the puffy shirt. Who knows who it is and if she's even Irish. I'm sure they picked it up at the "Irish Pubs-R-Us" supply store.

Karen Corr and Mo "Lorriane Swanson" Collins

One of my favorite MAD tv characters. Karen, time to lose the 80's glasses...

Amanda Overmyer and Yvonne "Lily Munster" DeCarlo

Granddaughter?

Barry Obama and Hadji

Maybe he invented the character like Al Gore invented the internet.

Alberto Gonzales and "Shagman"

Looks like times are hard for Alberto, he's doing commercials for a used car lot in Denver. Sorry Al...