This game can be as simple or as difficult as you like, the initial post will be the title of a movie and the response will be any actor in the movie and another movie they were in, and the following answer will be another actor in the new movie named and a different movie they were in!
for egsample:
I'd post  SNATCH
answer  JASON STATHAM
      THE ITALIAN JOB
next answer  CHARLIZE THERON
      HANCOCK
The more unknown the movie, the more difficult the game becomes, so try to keep it mainstream(or don't)!
So here's the first movie
OCEANS ELEVEN  
      Brad Pitt
Burn after Reading  
      John Malkovich
Gardens Of The Night  
      Kevin Zegers
The Jane Austin Book Club  
      emily blunt 
the devil wears prada  
      meryl streep the deerhunter  
      Christopher Walken
True Romance  
      christian slater
Heathers  
      Winona Ryder
Edward Scissorhands  
      Johnny Depp 
Pirates of the Carribbean  
      orlando bloom 
the lord of the rings  
      Anthony Hopkins
The Silence of the Lambs  
      Donald Sutherland 
A Time to Kill  
      Samuel L. Jackson
Pulp Fiction  
      Nicholas Cage
Raising Arizona  
      Tom Cruise
Minority Report  
      Robert De Niro
Meet the Fockers  
      Ben Stiller
Tropic Thunder  
      robert downey jnr  sherlock holmes  
      Rachel McAdams - Wedding Crashers  
      Isla Fisher
Definitely, Maybe  
      Ryan Reyonlds :P
Wolverine :P:P:P  
      Hugh Jackman
The Fountain