I've been playing the "six degrees" game with myself this afternoon -- pick a movie or TV show and try to connect it to another movie or TV show in some small number of moves. I've actually gotten fairly good, so long as I can include directors in the mix.
Take this one: the new USA network show Psych and the 1941 masterpiece, Citizen Kane. Ready? (I'm not including the IMDB links to all these, but they're easily lookupable if you don't believe me.)
Psych co-stars Dule Hill,
who was in She's All That,
which co-starred Usher Raymond (the singer)
who was also in The Faculty,
which had Famke Janssen,
who was in X-Men,
directed by Bryan Singer,
who also directed The Usual Suspects (Superman Returns also works here)
co-starring Kevin Spacey,
who was also in See No Evil, Hear No Evil (although I'll bet he regrets it)
with Gene Wilder,
from Young Frankenstein (or Blazing Saddles)
directed by Mel Brooks,
who also directed History of the World Part One,
narrated by Orson Welles
who directed and starred in Citizen Kane.
So Psych --> She's All That --> The Faculty --> X-men --> The Usual Suspects --> See No Evil, Hear No Evil --> Young Frankenstein --> History of the World Part One --> Citizen Kane. Eight connections.
Anybody got another good one?