John Travolta--Michael--Jean Stapleton
Jean Stapleton ---You've Got Mail----Meg Ryan
Meg Ryan - When a Man Loves a Woman - Andy Garcia
Andy Garcia - Ocean's Eleven - Brad Pitt
Brad Pitt - Seven - Gwyneth Paltrow
Gwyneth Paltrow--Duets--Andre Braugher
Andre Braugher--City of Angels--Meg Ryan
Meg Ryan--Courage Under Fire--Denzel Washington
Denzel Washington--Malcolm X--Angela Bassett
Angela Bassett - What's Love Got to Do with It? - Laurence Fishburne
Laurence Fishburne - Mission Impossible III - Tom Cruise
Tom Cruise - Magnolia - Phillip Seymour Hoffman
Phillip Seymour Hoffman--Scent of a Woman--Al Pacino
Al Pacino - Sea Of Love - John Goodman
John Goodman - Dirty Deeds - Bryan Brown
Bryan Brown - Cocktail - Elizabeth Shue
The real difficult way to play this is not restrict it to actors. Anyone associated with a film is allowed. Directors and writers are fairly easy. I have seen people play using cinematagraphers, costumers and other crew. (Late night on a shoot, pre internet, no way to cheat. I certainly wouldn't want to play it that way with Light Wizard.)
Elizabeth Shue - Back To The Future - Michael J. Fox
Parados, this is Ceege's game, Ceege's rules. If it is too simple for you why not start a new thread outlining your own parameters. You talk of "late night on a shoot". Does this indicate first-hand experience in the film industry? If so, no doubt you have a whole swag of names just waiting to be dropped. Most of us, when trying to come up with an answer, depend on our memories of the movie and that normally brings actors to mind. Sometimes we will remember the Director or maybe Cinematographer but I don't think too many of us would be able to remember who was the gaffer, best boy, key grip, lights, make-up, coffee and sandwiches, etc - at least not without a quick visit to IMDB.
Not saying it's a bad idea - just a bit limited.
Michael J. Fox--Doc Hollywood--Woody Harrelson
Woody Harrelson - EdTV - Matthew McConaughey