On first thought, a few names came to mind:
and then I stalled. Then I decided it wasn't worth trying to come up with any more.
Instead, I'm going to go the "Just pick one already" route, via Meg Fowler (who calls it "Choose Ye.") I'm not sure it's easier, but it's a little more positive. The rules are simple, per Meg: "No 'it depends' or 'both!' or 'neither'… you must choose!" My choice in each pair is underlined - and to be honest, some of them are just completely random.
Robert Redford or Paul Newman?
Bill Murray or Steve Martin? (mostly because of Groundhog Day)
Fred Astaire or Gene Kelly?
Elvis Costello or Elvis Presley?
George Clooney or Brad Pitt? (not as tough as choice as you might think)
Ella Fitzgerald or Billie Holiday?
Garrison Keillor or David Sedaris?
Stevie Wonder or Al Green? (sorry for betraying my Memphis roots on this one)
Sophia Loren or Marilyn Monroe? (Some Like it Hot, my friends)
Lawrence Welk or Percy Faith? (in honor of my great-aunts, who watched him on TV every week)
Miles Davis or John Coltrane?
Tina Fey or Sarah Silverman? (Total no-brainer. Tina Fey is a nerd goddess, and 30 Rock has 17 Emmy nominations!)
Denzel Washington or Russell Crowe?
Ron Popeil (of SET IT AND FORGET IT fame) or Billy Mays (OXY CLEAN!)
John Cusack or Matthew Broderick? (Bueller? Bueller?)
Benicio Del Toro or Javier Bardem?
Robert DeNiro or Al Pacino?
Grace Kelly or Audrey Hepburn?
Jimmy Stewart or Cary Grant? (See The Philadelphia Story, and you get both!)
Bob or Doug?
Julia Roberts or Reese Witherspoon?
Roger Moore or Sean Connery? (Sorry, but he's the Bond, James Bond I grew up with)
Salma Hayek or Penelope Cruz?
Matt Damon or Ben Affleck?
Lucille Ball or Carol Burnett?
Who do you choose? Tell us in the comments, or post them on your own blog!