Few things are more cringe-worthy than when celebs try to imitate their actor pals. But when done right… genius! Recently, Matt Damon’s quickie take on Matt McConaughey on Letterman had more humor than all 56 hours of Damon’s The Good Shepherd combined. And on Monday, and also on Letterman, Jim Carrey took a break from promoting The Number 23 to show off his David Caruso as Horatio Caine impression. Though his scary scarecrow hair was a bit distracting, his intonation ("Well I guess we’ve… found our man") of the CSI: Miami star was spot on. There’s something cheesily fantastic about Caruso’s kickers (which can be seen in all their glory here and here). They lack the sardonic wit of a Det. Lennie Briscoe send-off (RIP, Jerry Orbach), but how can you not be amused every time Caruso whips out those black sunglasses?
Of course, Kevin Spacey can ape just about any of his famous friends (and is frequently asked by talk-show hosts to do so), and Kevin Pollak’s Peter Falk (complete with roving eyeball) and William Shatner are legendary. In your opinion, PopWatchers, what’s been your favorite best celeb-on-celeb impression? The more obscure, the better.
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It’s every comedian’s go-to, but Kevin Pollack’s Christopher Walken is frightening.
Once on SNL, Sean Penn did a wicked Robert DeNiro.
Kevin Spacey once did Christopher Walken trying out for the part of Han Solo. It was not only spot on, but it was also hilarious.
And Will Farrell’s Sean Connery was great at making fun of Alex Trebek.
Harry Connick Jr….it was a LONG time ago, but on the Tonight Show he just went off one-night and started doing impressions of Harrison Ford (“I’m looking…for a one-armed man”) and Tommy Lee Jones from the Fugitive, and then did some others…one of the best impressions I’ve ever seen.
Jay Mohr doing Christopher Walken. Hilarious!
also on snl mick jagger doing keith richards was awesome. with mike meyers doing jagger.
Mario Cantone’s Liza Minnelli impression just about made me fall out of my chair…
Mine too are SNL related:
-Justin Timberlake as Ashton Kutcher
-Sarah Michelle Gellar as Christina Aguilera
-Christina Aguilera as Samantha from “Sex and the City”
-John Goodman as Linda Tripp
-Cheri O’Teri as Barbara Walters
-Phil Hartman (Me he r.i.p.) as Bill Clinton
-Ana Gasteyer as Martha Stuart
-Maya Rudolph as Donatella Versace
Gosh, I was just thinking about this the other day, and could name a lot more than this. These are the best celeb-on-celeb parodies though…
I’m agreeing with two previous posters:
Harry Connick was the first one that came to mind . . . he does great impressions.
AND, Christina Aquilera as Samantha from Sex and the City . . . She was unbelivable!!! She has this confession . . . “I’m a man!” I fell out the bed in laughter.
how about another memorable Letterman moment: Alec Baldwin impersonating Robert Deniro.
Ben Affleck once imitated Matt Damon in “The Talented Mr. Ripley” on SNL…i wouldn’t exactly say it was “spot on”…but it was hilarious.
Anthony Hopkins as Marlon Brando
Kevins Spacey as Jack Lemmon
Norm McDonald as Burt Reynolds/Turd Ferguson
Mine is also SNL related: Darrell Hammond as Jesse Jackson reading “Green Eggs and Ham”.
Jay Mohr’s Christopher Walken is fantastic
Jamie Foxx did a letter perfect Denzel Washington win he won the SAG Award for “Ray”.
I’ve seen Matt Damon do Denzel as Malcolm X. That was pretty good.
Here is the Christina video. Awesome!!
ummmm, Amy Sedaris everything!
Britney Spears doing Linsey Lohan and vice versa…
Jimmy Fallon once did an incredible Howard Stern.
Christina Agluera as Kim Catrell
Phil Hartman as Bill Clinton
Phil Hartman as Frank Sinatra
Jaime Foxx did a great impression of Sydney Poitier during his Oscar acceptance speech. I agree with those who have mentioned Phil Hartman’s Bill Clinton.
Alec Baldwin is a gifted mimic. There’s his Tony Bennett on SNL, and he did a dead-on DeNiro on Letterman
Believe it or not, Cary Elwes does an awesome Marlon Brando. Cary’s first job was as a PA on one of Brando’s pictures, and he tells some great stories about the experience, complete with voices.
I loved Phil Hartman’s Bill Clinton, too, but Darrell Hammond was able to bring out that kind of naughty, I-don’t-give-a-f— swagger. Too funny!
Craig Ferguson doing Michael Caine. I giggle so hard I fall off my chair every time.
There’s also an old Saturday Night Live where Mike Myers does Mick Jagger and Mick Jagger does Keith Richards that’s priceless.
I once saw someone (I can’t remember who for the life of me!) doing Mike Tyson reading Moby Dick on one of the late night talk shows. I laugh just thinking about it.
I just remembered an old SNL when Roseanna Arquette took the devil (Jon Lovitz in his incredibly dorky devil costume) to The People’s Court. Phil Hartman was Judge Wapner. It wasn’t an exact impression, but it had tears rolling down my face nonetheless.
Jay Mohr doing Buddy Hackett. also Pablo Francisco doing Ahnold and the movie announcer’s voice. (sorta celebrity, right?)
When Tom Cruise did Jack Nicholson in “A Few Good Men” it brought down the house….’he eats breakfast away from 400 Cubans’…
Spacey also does a great Johnny Carson.