Ranking 10 Most Prolific Actor-Director Duos Of All Time

Collaborations: Sleeper, Love and Death, Annie Hall, Interiors, Manhattan, Radio Days, Manhattan Murder Mystery

Honestly, you could take away every film in that list besides Annie Hall and they'd still qualify as a top flight duo. Arguably one of the greatest American comedies ever made, it also displays every single quality that made this pairing shine: bittersweet love, jet black humor, and great pathos.

As a real-life couple, their relationship was weird. But their professional relationship was...also weird. But weird in a great way.

Allen hasn't found a better leading lady, and he's had no shortage of great ones -- from Julia Roberts to Scarlett Johansson. But Keaton had the right mix of New York sophistication and goofball joviality to pull off every role Allen could draw up for her.

She had a range that begged the director to stretch outside of his comfort zone. Perhaps that's why Allen made the sudden transition to heavy-handed, Ingmar Bergman-esque drama a year after Annie Hall with 1978's Interiors, a film not nearly as dull as critics made it out to be at the time.

The duo showed they still had a special connection in 1993's Manhattan Murder Mystery, arguably Allen's best film of the decade. Playing a couple who an archetypical New York couple investigating a possible murder next door, it was almost like catching up with their famous characters from two decades earlier. And it felt good.