Sean Connery-----The Best of the Bonds

Christian Slater (both in Robin Hood - Prince of Theives)

Dennis Hopper (both in True Romance)

Sandra Bullock (Speed)

Keanu Reeves - also in Speed (cool movie).

Laurence Fishburne - in The Matrix with Keanu

Ice Cube - from Boyz N The Hood.

Chris Tucker (Friday)

Robert DeNiro with Tucker in...  (Jackie Brown)

Ben Stiller  Meet the Parents w/ Robert DeNiro

Jerry Stiller...Ben's Dad

in King of Queens with Kevin James

Adam Sandler - both in I Now Pronounce You Chuck and Larry

Drew Barrymore - in The Wedding Singer with Adam Sandler

Lucy Liu, in Charley's Angels with Drew Barrymore.

Michael Madsen as Budd a/k/a Snake Charmer in  - Kill Bill Vol 1 & 2  -- fellow member of Deadly Viper Assassination Squad

featuring Lucy Liu...as O-Ren Ishii (Cottonmouth)
As your leader, I encourage you from time to time, and always in a respectful manner, to question my logic. If you're unconvinced that a particular plan of action I've decided is the wisest, tell me so, but allow me to convince you and I promise you right here and now, no subject will ever be taboo. Except, of course, the subject that was just under discussion. The price you pay for bringing up either my Chinese or American heritage as a negative is... I collect your fugging head. Just like this fugger here. Now, if any of you sons of bitches got anything else to say, now's the fugging time!

{I just figured if we're gonna play we might as well entertain each other too!!!}

How about "From Dusk Til Dawn" (insert any number of nasty quotes from movie here) for the obvious Tarentino connection?

I'm not sure if that works or not so for the sake of keeping the game going, I'm going to say Steve Buscemi who started with Michael Madsen in my favorite Tarantino movie Resivoir Dogs.

*Note: I loved Lucy Liu as O-Ren and DJ, I love that scene. Classic.

Brendan Fraser with Steve in Airheads.

Great idea DJ. Just make sure the subject is clear so others could make the necessary progression.

Rachel Weiss was in the Mummy and The Mummy Returns with Brendan Fraser.