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CAST THIS: The Rat Pack

04.14.2011

This column has been known to focus on superheroes and video game characters more often than not, as those are the type of properties being adapted these days, but today we're going to class things up a bit.

Martin Scorsese is currently trying to get his ducks in a row for a biopic about Frank Sinatra. Scorsese + biopic? That's got Oscar written all over it, and surely this will be a pretty huge project. He may have his own ideas about who he wants in the lead roles, but today we're here to figure out who YOU would want to see cast as THE RAT PACK.

We could just do Sinatra, but I thought it best to do the famed trio adding in Dean Martin and Sammy Davis Jr. as well. Yes, it's true, there were more members of the Rat Pack who came and went, but I think three's a pretty good limit, and these guys are the most recognizable of the bunch.

A lot of us will be too young to have appreciated them at their prime, but most of us know what icons these guys were in their day. They starred in the original OCEAN'S 11, and yeah, with their level of fame I guess they could be considered the Clooney, Pitt and Damon of their time. But oh yeah, they can SING! 

The last time we did a triple feature, it was for the THREE STOOGES, but this is a tad more prestigious of a project. I know that Scorsese probably has a lot of his old favorite in mind here, but who do YOU think should play these three legends?

Last Time: DAREDEVIL

In our last chapter of Cast This, we decided to figure out who should star in the upcoming DAREDEVIL reboot. Who'd you pick?

1. Garret Hedlund (18%) 2. Michael C. Hall (15%) 3. Guy Pearce (10%)

Interesting choices here. You guys sound like Hollywood studio executives calling for Hedlund, who has been attached to every new project I've heard of in the past few months. He's just so hot right now. But is he right for the part? Eh, I could see it I suppose, but I'm not sure.

I love Dexter like you guys do, but I don't know about Hall in this role. I'm also a huge Guy Pearce fan, but I can't see him in a superhero role myself. I don't know, I guess this is a occasion where I disagree with the majority.

Alright, so how about that Rat Pack?

Extra Tidbit: I swear to God if someone suggests Michael Buble...
Source: JoBlo.com
Tags: cast this

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3:00AM on 04/22/2011
I prefer Matt Damon as Sinatra
plus Andre 3000
and Eric Bana
I prefer Matt Damon as Sinatra
plus Andre 3000
and Eric Bana
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8:13AM on 04/18/2011
Dean Martin: George Clooney
Sammy Davis Jr.: Don Cheadle
Frank Sinatra: Leonardo DiCaprio or Guy Pearce
Peter Lawford: Matt Damon

Honestly, Frank Sinatra is very tough to cast.
Dean Martin: George Clooney
Sammy Davis Jr.: Don Cheadle
Frank Sinatra: Leonardo DiCaprio or Guy Pearce
Peter Lawford: Matt Damon

Honestly, Frank Sinatra is very tough to cast.
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+3
3:32AM on 04/17/2011
I guess no one remembers the HBO movie from the 90s, directed by Rob Cohen. Yeah, Don Cheadle already played Sammy Davis.
I guess no one remembers the HBO movie from the 90s, directed by Rob Cohen. Yeah, Don Cheadle already played Sammy Davis.
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+0
5:03PM on 04/16/2011

Another Sammy Jr

Brandon T. Jackson [link]
Brandon T. Jackson [link]
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3:34PM on 04/15/2011
Sinatra - Simon Baker
Sammy Jr - Laz Alonso
Dean Martin - R. Downey Jr
Sinatra - Simon Baker
Sammy Jr - Laz Alonso
Dean Martin - R. Downey Jr
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12:21PM on 04/15/2011

Jeez, this is tough...

The easiest and most reasonable is Don Cheadle as Sammy Davis, Jr. I'd also say that Mos Def is a great actor to take up the role if Cheadle isn't available for some reason.
Dean Martin, well I'd agree with Clive Owen if he could pull off the accent and the singing, but someone below suggested Hugh Jackman, and Jackman as we all know CAN sing. Granted, they said as Sinatra, but there's more of a passing resemblance to Deano.
And finally, Sinatra: As far as acting is concerned, Matt Damon
The easiest and most reasonable is Don Cheadle as Sammy Davis, Jr. I'd also say that Mos Def is a great actor to take up the role if Cheadle isn't available for some reason.
Dean Martin, well I'd agree with Clive Owen if he could pull off the accent and the singing, but someone below suggested Hugh Jackman, and Jackman as we all know CAN sing. Granted, they said as Sinatra, but there's more of a passing resemblance to Deano.
And finally, Sinatra: As far as acting is concerned, Matt Damon arguably can pull of the role. I personally like the idea of Christian Slater since he's a great and underutilized actor. I'd personally be convinced if he was given enough prep time. A final name I'd like to throw out there is Michael Imperioli. A fine TV actor who's actually Italian and could possibly play Frank Sinatra as well. Or, at the very least, Dean Martin.

Ultimately though, the movie is Scorsese's baby, and I trust his decisions.
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3:01AM on 04/15/2011

Still not digging deep enough...

OLDER CAST:

J.C. Chasez (find a suit photo) = Frank Sinatra
Mos Def = Sammy Davis Jr.
Danny McBride = Dean Martin
Bradley Cooper = Peter Lawford
Paul Bettany = Joey Bishop
OLDER CAST:

J.C. Chasez (find a suit photo) = Frank Sinatra
Mos Def = Sammy Davis Jr.
Danny McBride = Dean Martin
Bradley Cooper = Peter Lawford
Paul Bettany = Joey Bishop
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2:23AM on 04/15/2011

Not digging deep enough here...

YOUNG CAST:
Zac Efron = Frank Sinatra
Elijah Kelly = Sammy Davis Jr.
Cory Monteith = Dean Martin
James Franco = Peter Lawford
Jason Schwartzman = Joey Bishop
YOUNG CAST:
Zac Efron = Frank Sinatra
Elijah Kelly = Sammy Davis Jr.
Cory Monteith = Dean Martin
James Franco = Peter Lawford
Jason Schwartzman = Joey Bishop
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8:18PM on 04/14/2011
Davis Jr.-Don Cheadle
Sinatra- Matt Damon
Deano- Clooney
Davis Jr.-Don Cheadle
Sinatra- Matt Damon
Deano- Clooney
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+4
8:13PM on 04/14/2011

My picks

Christian Slater - Sinatra
Don Cheadle - Davis Jr
Clive Owen or RDJ - Martin
Christian Slater - Sinatra
Don Cheadle - Davis Jr
Clive Owen or RDJ - Martin
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8:12PM on 04/14/2011
Frank Sinatra: Andrew Garfield
Dean Martin: Justin Timberlake
Sammy Davis Jr.: Jesse Eisenberg
Frank Sinatra: Andrew Garfield
Dean Martin: Justin Timberlake
Sammy Davis Jr.: Jesse Eisenberg
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8:07PM on 04/14/2011
Jeffrey Dean Morgan - Dean Martin
Jamie Foxx - Sammy Davis Jr.
Leonardo DiCaprio - Frank Sinatra
Jeffrey Dean Morgan - Dean Martin
Jamie Foxx - Sammy Davis Jr.
Leonardo DiCaprio - Frank Sinatra
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-1
8:01PM on 04/14/2011
Dean Martin: Robert Downey Jr, I can't believe I'm the first to suggest this.

Sammy Davis Jr: Mos Def

Frank Sinatra: Hugh Jackman. Wrong look, but right skills.
Dean Martin: Robert Downey Jr, I can't believe I'm the first to suggest this.

Sammy Davis Jr: Mos Def

Frank Sinatra: Hugh Jackman. Wrong look, but right skills.
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6:02PM on 04/14/2011

My picks

Frank Sinatra- Leonardo Dicaprio, Harry Connick Jr. (he can act and sing), or a real stretch but how about Michael Buble?

Sammy Davis Jr.- Mos Def (the man played Chuck Barry after all and killed it). Don Cheadle already played Sammy in a TV movie. Tommy Davidson wouldn't be a bad Sammy (look him and Sammy up, they're practically identical and Tommy auditioned for Sammy before Cheadle nabbed the part).

Dean Martin- If it's older Deano, Bobby Deniro wouldn't be bad. But I'm liking the
Frank Sinatra- Leonardo Dicaprio, Harry Connick Jr. (he can act and sing), or a real stretch but how about Michael Buble?

Sammy Davis Jr.- Mos Def (the man played Chuck Barry after all and killed it). Don Cheadle already played Sammy in a TV movie. Tommy Davidson wouldn't be a bad Sammy (look him and Sammy up, they're practically identical and Tommy auditioned for Sammy before Cheadle nabbed the part).

Dean Martin- If it's older Deano, Bobby Deniro wouldn't be bad. But I'm liking the idea of Clive Owen. I can see it. I like Andy Garcia too.
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+2
4:55PM on 04/14/2011
Sinatra- Leo
Dean Martin- Clive Owen
Sammy Davis Jr.- Don Cheadle
I think Cheadle would make the perfect Sammy and if its Scorcese then Leo is gonna be in it no matter what. Clive Owen would make a great Dean even though I hate him
Sinatra- Leo
Dean Martin- Clive Owen
Sammy Davis Jr.- Don Cheadle
I think Cheadle would make the perfect Sammy and if its Scorcese then Leo is gonna be in it no matter what. Clive Owen would make a great Dean even though I hate him
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5:54PM on 04/14/2011
I'll second that, except I hate Don Cheadle. Looks perfect though
I'll second that, except I hate Don Cheadle. Looks perfect though
4:15PM on 04/14/2011
Sinatra - James Marsden
Sammy - Mos Def
Deano - Josh Hartnett
Sinatra - James Marsden
Sammy - Mos Def
Deano - Josh Hartnett
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5:55PM on 04/14/2011
Too pretty a cast.
Too pretty a cast.
-5
3:28PM on 04/14/2011

My Rat Pack

Sammy Davis Jr - Aziz Ansari
Dean Martin - Jeffrey Dean Morgan
Peter Lawford - Clive Owen
Joey Bishop - Lee Pace
Frank Sinatra - Harry Connick Jr/Jake Gyllenhaal
Sammy Davis Jr - Aziz Ansari
Dean Martin - Jeffrey Dean Morgan
Peter Lawford - Clive Owen
Joey Bishop - Lee Pace
Frank Sinatra - Harry Connick Jr/Jake Gyllenhaal
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11:48AM on 04/15/2011
umm, you know Aziz Ansari & Sammy Davis Jr aren't even racially similar right?
umm, you know Aziz Ansari & Sammy Davis Jr aren't even racially similar right?
11:55AM on 04/15/2011
Sammy was of mixed race of Black/Jewish, but I think Aziz could carry it off even if he's of indian decent.
Sammy was of mixed race of Black/Jewish, but I think Aziz could carry it off even if he's of indian decent.
3:05PM on 04/14/2011
I agree with Clive Owen as Martin. James Franco could make a great Sinatra if he managed to stay awake. I'd love to see Clifton Collins Jr as Sammy.
I agree with Clive Owen as Martin. James Franco could make a great Sinatra if he managed to stay awake. I'd love to see Clifton Collins Jr as Sammy.
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2:47PM on 04/14/2011
Dean Martin - Clive Owen

it's the only one I can think of. I love the rat pack so I want them to cast whoever looks the most like them, famous or not, and please don't let any actor sing, just use the original voices.
Dean Martin - Clive Owen

it's the only one I can think of. I love the rat pack so I want them to cast whoever looks the most like them, famous or not, and please don't let any actor sing, just use the original voices.
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-10
2:38PM on 04/14/2011
Easy,
Sinatra - James Marsden
Sammy - Don Cheadle
Deano - James Franco
Easy,
Sinatra - James Marsden
Sammy - Don Cheadle
Deano - James Franco
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2:36PM on 04/14/2011
Sammy Davis Jr. - Mos Def
Dean Martin - George Clooney or Ben Affleck
Frank Sinatra - Leonardo DiCaprio or Daniel Craig
Sammy Davis Jr. - Mos Def
Dean Martin - George Clooney or Ben Affleck
Frank Sinatra - Leonardo DiCaprio or Daniel Craig
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2:27PM on 04/14/2011
Make it a unique noir style animation and have some major voice talent provided. Scorsese will have the Best Picture with an Animated Movie.
Make it a unique noir style animation and have some major voice talent provided. Scorsese will have the Best Picture with an Animated Movie.
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2:17PM on 04/14/2011
Sam Neill - Sinatra
Don Cheadle - Davis Jr
Clive Owen - Dean

Largely I am agreeing with Heisenberg below, but I do think Sam Neill is born to play Sinatra.
Sam Neill - Sinatra
Don Cheadle - Davis Jr
Clive Owen - Dean

Largely I am agreeing with Heisenberg below, but I do think Sam Neill is born to play Sinatra.
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2:16PM on 04/14/2011

Tough one

Mos Def is a SOLID choice for Sammy. Don Cheadle was also quite good in the HBO movie. Colin Firth or Hugh Grant would make a brilliant Peter Lawford. Dean Martin is hard. Andy Garcia would be good, as Martin was in his late forties- fifties when the Rat Pack was at it's peak. Ben Affleck would be another idea- but it would be a big undertaking, and he'd have to bring his A game.
Sinatra is all but impossible to cast. Daniel Craig might be OK, but I would go with someone like Clooney. He
Mos Def is a SOLID choice for Sammy. Don Cheadle was also quite good in the HBO movie. Colin Firth or Hugh Grant would make a brilliant Peter Lawford. Dean Martin is hard. Andy Garcia would be good, as Martin was in his late forties- fifties when the Rat Pack was at it's peak. Ben Affleck would be another idea- but it would be a big undertaking, and he'd have to bring his A game.
Sinatra is all but impossible to cast. Daniel Craig might be OK, but I would go with someone like Clooney. He doesn't look the part, but he gets the era, which is almost more important. Matt Damon might also be an interesting choice if he went method. TOUGH question. Anyone they get to play Sinatra will be nit-picked to death. Almost an un-castable role.
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1:46PM on 04/14/2011
If we are casting them as their younger selves then.
Chris Pine - Sinatra
Ne-yo - Davis Jr
Josh Hartnett- Martin

If older.
Daniel Craig - Sinatra
Don Cheadle - Davis Jr
Clive Owen - Martin
If we are casting them as their younger selves then.
Chris Pine - Sinatra
Ne-yo - Davis Jr
Josh Hartnett- Martin

If older.
Daniel Craig - Sinatra
Don Cheadle - Davis Jr
Clive Owen - Martin
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1:36PM on 04/14/2011
Ray Liotta as Frank Sinatra, Joe Mantegna as Dean Martin, Don Cheadle as Sammy Davis, Jr.
Ray Liotta as Frank Sinatra, Joe Mantegna as Dean Martin, Don Cheadle as Sammy Davis, Jr.
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1:26PM on 04/14/2011
Hmm...Daniel Craig for Sinatra. That could work. Or not. He's a really hard one for me to even think about casting.

I'd go maybe with Derek Luke for Sammy Davis, if not Mos Def.

Dean Martin could be Joaqin Phoenix or Jason Isaacs. Or if they go older, Alfred Molina or Andy Garcia.

Really, I think the playing field is wide open on this one, I just don't know.
Hmm...Daniel Craig for Sinatra. That could work. Or not. He's a really hard one for me to even think about casting.

I'd go maybe with Derek Luke for Sammy Davis, if not Mos Def.

Dean Martin could be Joaqin Phoenix or Jason Isaacs. Or if they go older, Alfred Molina or Andy Garcia.

Really, I think the playing field is wide open on this one, I just don't know.
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1:19PM on 04/14/2011
Daniel Craig as Sinatra
Harry Connick Jr. as Dean Martin
Mos Def as Sammy Davis Jr. (good call cerealkiller!)
Daniel Craig as Sinatra
Harry Connick Jr. as Dean Martin
Mos Def as Sammy Davis Jr. (good call cerealkiller!)
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1:04PM on 04/14/2011
Mos Def for Sammy Davis
Clive Owen for Dean Martin
Hugo Weaving for Frank Sinatra

This was a hard one.
Mos Def for Sammy Davis
Clive Owen for Dean Martin
Hugo Weaving for Frank Sinatra

This was a hard one.
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12:52PM on 04/14/2011
Harry Connick Jr. as Frank Sinatra (google them together on images, cinematical did a side by side)
Mos Def as Sammy Davis
Don't know who for Dean Martin though. Maybe Vince Vaughn.

I have trouble not seeing Hall as Dardevil. He's in shape and has red hair. He's succeeded as nice guys constantly trying to redeem themselves (Six Feet Under, didnt see the show, but show creator described his character this way) and as a silent gothic protector of sorts (Dexter). People criticize his age, but
Harry Connick Jr. as Frank Sinatra (google them together on images, cinematical did a side by side)
Mos Def as Sammy Davis
Don't know who for Dean Martin though. Maybe Vince Vaughn.

I have trouble not seeing Hall as Dardevil. He's in shape and has red hair. He's succeeded as nice guys constantly trying to redeem themselves (Six Feet Under, didnt see the show, but show creator described his character this way) and as a silent gothic protector of sorts (Dexter). People criticize his age, but I say we need more older heroes.
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1:32PM on 04/14/2011
Exactly. Downey Jr. for "Iron Man" is the prime example of a great older hero.
Exactly. Downey Jr. for "Iron Man" is the prime example of a great older hero.
-2
12:48PM on 04/14/2011

Thought about this before.

I won't say Buble (although as far as a "New" Rat Pack goes in real life he does have the Frank role.
Zac Efron kind of has the look for a young Frank.
Kevin Spacey for an older Frank (even though he already played Bobby Darin)
Harry Connick Jr. for Dean Martin
and since he's done it once before Don Cheadle for Sammy.
I won't say Buble (although as far as a "New" Rat Pack goes in real life he does have the Frank role.
Zac Efron kind of has the look for a young Frank.
Kevin Spacey for an older Frank (even though he already played Bobby Darin)
Harry Connick Jr. for Dean Martin
and since he's done it once before Don Cheadle for Sammy.
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