20. Dr. No
Year Released: 1962
Directed By: Terence Young
Starring: Sean Connery, Ursula Andress, Bernard Lee, Joseph Wiseman
The most stylish of Connery's Bond films, back when nearly everything was bespoke. His shirts feature the Bond-signature turnback cuffs and he wears classic solid suiting, ties, and sportswear through the entire film in a palette of pale blues, navy, and of course black and white for the slim shawl tuxedo and bow tie. It's also very amusing that the villains always wore some solid suit with a Nehru jacket in the old 007 films, but for them it typically worked in reflecting their stark character.