The Lady Eve (1941)

Directed by Preston Sturges

It's no accident when wealthy Charles falls for Jean. Jean is a con artist with her sights set on Charles' fortune. Matters complicate when Jean starts falling for her mark. When Charles suspects Jean is a gold digger, he dumps her. Jean, fixated on revenge and still pining for the millionaire, devises a plan to get back in Charles' life. With love and payback on her mind, she re-introduces herself to Charles, this time as an aristocrat named Lady Eve Sidwich.

Charles: Lots of men are more careful in choosing a tailor than they are in choosing a wife.

The Lady Eve: That's probably why they look so funny.