The 60's degrees of Don Draper

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Can you name the 1960's Stars Linked to Don Draper (Jon Hamm)?

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Jon Hamm starred in this 2008 SciFi remake
With this actor
Who was also in this 1994 movie
In which the the villian was played by
Who was in this 1956 movie starring James Dean
With this 60's star
Don Draper didn't sneak out of this fight in this 2002 war movie
With this crazy person
Who was in this 1995 western
With this original star of the TV series
Who was in this 1967 prison movie
With this 60's star
Hamm was in this movie about a poem
With this dumb actor
Who was in this 2005 picture about a dog
With this actress (who helped raise Superman in '06)
Who was a secret agent in this Hitchcock film
With this 60's star
Jon Hamm spent some time in Beantown in this heist flick
With this Oscar winner
Who was in this movie about an equestrian orator
With this Sneaker
Who was the youngster in this buddy pic
With this 60's star
Donnie Draper played a dick in this recent comedy
With this guy who loves black dudes dressed up as White Chicks
Who was a numbered agent in this spy movie
With this rollerballer
Who starred as Mississippi in this western back in '66
With this 60s star
Hammer starred in this 2011 box office bomb
With this veteran actor
Who was in this 1990 cold war thriller
With this 60's star
Bonus Question: Name a movie STARRING any of these 60's stars together

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