- Director Billy Wilder originally wanted Frank Sinatra as Jerry/Daphne.
- Director Billy Wilder's choice for the role of Sugar was Mitzi Gaynor, not Marilyn Monroe.
- Monroe wanted the film to be shot in color (her contract stipulated that all her films were to be in color), but Wilder convinced her to let it be shot in black and white when costume tests revealed that the makeup that 'Curtis, Tony' and Jack Lemmon wore gave their faces a green tinge.
- Monroe required 47 takes to get "It's me, Sugar" correct, instead saying either "Sugar, it's me" or "It's Sugar, me". After take 30, director Wilder had the line written on a blackboard. Another scene required Monroe to rummage through some drawers and say "Where's the bourbon?" After 40 takes of Monroe saying "Where's the whiskey?", `Where's the bottle", or "Where's the bonbon?", Wilder pasted the correct line in one of the drawers. After Monroe became confused about which drawer contained the line, Wilder had it pasted in every drawer. 59 takes were required for this scene.
- A preview audience laughed so hard in the scene where Jack Lemmon announces his engagement that a lot of the dialogue was missed. It had to be re-shot with pauses (and the maraca gimmick) added.
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