Cartoonist Al Hirschfeld did a series about this once, when he illustrated * Playbill * in 1964. He included: Zero Mostel as Peter Pan; Carol Channing ads Lady Macbeth; Sir John Gielgud in * Tobacco Road; * and (during the Presidential election) Barry Goldwater and Lyndon Johnson in * Waiting for Godot.*
I offer a few and invite the Teeming Millions to do so too.
Bob Saget as Jesus in * King of Kings *
Drew Carey as Superman
Fred (“Mister”) Rogers as Darth Vader
Rupert Murdoch as Barney
Madonna as The Singing Nun
Michael Keaton as Batman… oh, wait…
Joe Pesci as Indiana Jones
Danny DeVito as Thomas Crown
Gary Coleman as James Bond
Arnold Swartzenegger (sp.?) as Jack Dawson (Titanic)
Arnold as Mr. Bean
Meyrl Streep as Marilyn Monroe
Pamela Anderson as Miss Daisy (Driving…)
Leo DiCaprio as Sloth (from The Goonies)
this is fun.
I don’t know who first said “everyone’s a critic,” but I think it’s a really stupid saying.
Don Knotts as Fox Mulder
Nathan Lane as Obi Wan Kenobi
Keanu Reeves as Inspector Clouseau
Moe Howard as Oscar Schindler
Tim Allen as Charles Foster Kane
David Hyde Pierce as Vincent Vega
Bob Goldthwait as the voice of the Grinch
Cast all you want. I still think you can’t beat John Wayne as Genghis Kahn.
Lucy Lawless as Mary Poppins
Rodney Dangerfield as Dracula
Steve Bucsemi as Ritchie Cunningham
Liam Neeson as Pa Ingalls (Little House)
Calista Flockhart as Gloria Stivic
Donald Pleasance as Willie Wonka
Andrew Dice Clay as George Bailey
Katey Sagal as Maria (Sound of Music)
David Spade as Moses
Eric Idle as Khan (as in Wrath of)
Jaleel White as Malcolm X
Jim Carrey as Dirty Harry Callahan
William F. Buckley Jr. as Forrest Gump
Johnny Depp in The Santa Clause
Louie Anderson as Jesus in King of Kings
Anthony Wayne (from ER) as Jack Johnson in The Great White Hope
Alex Trebek as Spartacus
Roseanne as the Good Witch in Wizard of Oz
Paul Lynde as Rhett Butler in Gone with the Wind
Judge Judy as Scarlett O’Hara
Bill Cosby as Mr. Potter in It’s a Wonderful Life
Joan Rivers as Norma in Sunset Boulevard
Jimmy Stewart as Freddy Kruger
Jaleel White as Hamlet
Don Rickles as Santa Claus
Pamela Anderson-lee as Lady McBeth
Arnold Swartzeneggar in The Bird Cage
Al pachino as Ernest P. Worrell
Marlon Brando as the Waterboy
You want brilliance BEFORE I’ve had my coffee!!!
Janet Reno as Mae West in–well, in any Mae West movie! 
Gary Burghoff as Capt. Queeg in Caine Mutiny
Jan Harold Brunvand as Pee-Wee Herman
Huell Howser in Burt Lancaster’s role in From Here to Eternity
Larry Linville as Rick in Casablanca
Dolly Parton as Jane Eyre
Curly Howard (of the 3 Stooges) as Phileas Fogg in Around the World in 80 Days
Huntz Hall (from the Bowery Boys) as Mr. Chips
James Woods as Santa Claus
Marilyn Monroe as the Virgin Mary
Humphrey Bogart as Oliver (the main character in Love Story)
Woody Allen as The Horse Whisperer
Pamela Lee Anderson as Marie Curie
Jean-Claude van Damme as Jesus
Mae West as Mrs. March (Little Women)
La franchise ne consiste pas à dire tout ce que l’on pense, mais à penser tout ce que l’on dit.
H. de Livry
Saddam Hussein, Slobodan Milosevic, Moammar el-Gadhafi, and Bin Laden in The Three Musketeers
Stephen King as Elmer Gantry
George Wendt (Norm of Cheers) as Sheriff Kane in High Noon
Bill Gates as one of the victims in Mississippi Burning
Camille Cosby in The Seven-Year Itch
Snoop Doggy Dogg in the title role in Citizen Kane
Julia Child as May Wynn (Ensign Keith’s girlfriend) in Caine Mutiny
Honestly, I would LIKE to see James Woods as Santa Claus.
How about:
Rick Moranis as Ronny from Moonstruck
Harpo Marx as Keanu’s character from The Matrix
Wayne Knight as The Shadow
Mortimer Snerd as Hamlet
Goofy as Tarzan (I’m fairly certain this one almost happened; Disney wanted to make a “Lord Goofstoke” movie but the directors instead decided request making a version closer to Burrough’s novel)
If we’re going to admit cartoon animals to the thread:
Quick Draw McGraw as Silver (The Lone Ranger)
Scooby-Doo as Asti (The Thin Man)
Garfield as Minerva in *Our Miss Brooks * (50s sitcom)
Foghorn Leghorn in The Egg and I
Daffy Duck as the Raven (Quoth the Raven, “You’re Dethpickable!!”)
Flipper as Monstro in Pinocchio
Any lion as the cat part from Milo and Otis. Can you say, “bye bye doggie”.
Scrooge McDuck as Daffy Duck
Julia Roberts as Pretty Woman. Wait a second, I think that happened. Personally, I think she has a body like a boy and a face like an encephalitic monkey, 
or should that be :0===> (blech!). (I think I just made up a vomit emoticon.
Howard the Duck as Yoda.
Harry (from Harry and the Hendersons) as Bob Newhart from the Newhart show (that could actually work the other way around)
Ed Asner as Long Dong Silver (well that would be my favorite porn film…sigh)
HUGS!
Sqrl
Gasoline: As an accompaniement to cereal it made a refreshing change. Glen Baxter
David Schwimmer as Malcolm X
Ed Asner in a gay porno video.
Thanks, Sqrl, like I’ll ever be able to get that picture out of my mind.
Curly Howard as Norman Bates
Richard Simmons as Rooster Cogburn
Anna Nicole Smith in The Bells of St. Mary’s
Groucho Marx and Margaret Dumont in Eyes Wide Shut
. . .without any pants
Roger Rabbit as Harvey
Orrin Hatch in Midnight Cowboy
Rosie O’Donnell (as Marilyn Monroe’s character) in The Seven-Year Itch
Whoopi Goldberg in Sorry, Wrong Number
Andrew Dice Clay as Willie Lohman in Death of a Salesman
“If you drive an automobile, please drive carefully–because I walk in my sleep.”–Victor Borge
Hurumph! this has been a fantastic list so far.
[ul][li]Waylon Smithers as Rocky Balboa[/li][li]Montgomery Burns in the Life of the Buddha[/li][li]Bart as Yoda[/li][li]Lisa as June Cleaver[/li][li]Homer as … well, Homer could play anything.[/li][li]Marge in the title roll of the Debbie Does… series[/li][li]Milhouse as Alex DeLarge (a Clockwork Orange)[/li][li]Rod and Todd as the Mendendez bros.[/li][li]Ralph as MacGyver[/li][li]Sherry and Terry as the Olsen Twins[/li][li]Flanders as Marcellus Wallace[/li][li]Principal Skinner as Inigo Montoya[/li][li]Chief Wiggum as Sipowicz[/ul][/li]
I could go on, but I think the Simpsons are on…
Once in a while you can get shown the light
in the strangest of places
if you look at it right…
Oprah Winfrey as Sugar Kane in Some Like It Hot
Tom Brokaw as Urkel
William F. Buckley as The Fonz
“If you drive an automobile, please drive carefully–because I walk in my sleep.”–Victor Borge
“Flanders as Marcellus Wallace”
Abolutely awesome, the gift of a mind not merely twisted but actually sprained.
How 'bout Ving Rames as Arthur Dent.
(be very afraid)
Larry