[Darth_Ebriated]

There are several pairs of actors who have worked previously together but their characters have reverse moral positions in their next efforts. In other words, the actor who played the good guy is the previous film now plays the bad guy and vice versa.

For example:

Kevin Bacon and Gary Oldman
In "Criminal Law" Kevin is bad and Gary is good
In "Murder in the First" Gary is bad and Kevin is good

Sylvester Stallone and Antonio Banderes
In "Assassins" Sly is good and Antonio is bad
In "Spy Kids 3D" Antonio is good and Sly is bad

Denzel Washington and Russell Crowe
In "Virtuosity" Denzel is good and Russell is bad
In "American Gangster" Russell is good and Denzel is bad

John C. Reilly and David Strathairn
In "The River Wild" David is good and John is bad
In "Delores Claiborne" John is good and David is bad (not sure if they have any scenes together)

Any others? (couldn't think of any actress pairs)

[Darth_Ebriated]

Here's another one:

Michael Douglas and David Suchet
In "A Perfect Murder" Michael is bad and David is good
In "The In-Laws" David is bad and Michael is good

[Darth_Ebriated]

Another one:

Ben Stiller and Vince Vaughn

In "Dodgeball" Stiller is bad and Vaughn is good
In "Starsky and Hutch" Vaughn is bad and Stiller is good

[Darth_Ebriated]

Another:

Tom Cruise and Philip Seymour Hoffman
In "Magnolia," Tom is bad and Philip is good
In "Mission: Impossible III," Tom is good and Philip is bad

[Escape]

Darth I think you have a gift there heheh. How are you coming up with these anyways?

How about this one and in the same movie too.

Face/Off

Travolta is good/Travolta is bad
Cage is bad/Cage is good

[Darth_Ebriated]

Here's a couple of the three-actor "chains"

Leonardo DiCaprio, John Malkovich, and Matt Damon
In "The Man in the Iron Mask", DiCaprio is bad and Malkovich is good
In "Rounders", Malkovich is bad and Damon is good
In "The Departed", Damon is bad and DiCaprio is good

Jonathan Pryce, Al Pacino, and Robert DeNiro
In "Glengarry Glen Ross", Pryce is good and Pacino is bad
In "Heat", Pacino is good and DeNiro is bad
In "Ronin", DeNiro is good and Pryce is bad

[erikko]

nice observation you got there guys

[Darth_Ebriated]

Just came up with another one:

Hayden Christensen and Samuel L. Jackson
In "Revenge of the Sith" Christensen is bad and Jackson is good
In "Jumper" Christensen is good and Jackson is bad

[Darth_Ebriated]

Another 3 actor chain:
***SPOILER WARNING***

Tommy Lee Jones, Robert Downey Jr., and Jeff Bridges
In "Blown Away," Bridges is good and Jones is bad
In "U.S. Marshalls," Jones is good and Downey is bad
In "Iron Man," Downey is good and Bridges is bad

[Darth_Ebriated]

Ed Harris and Michael Biehn
In "The Abyss" Harris is good and Biehn is bad
In "The Rock" Biehn is good and Harris is bad