Ever Since Eve (1937 film)

So she gives herself a makeover, hiding her blond curls under a dark, severe wig, putting on glasses, and wearing a drab, unflattering dress.

Book publisher Abigail Belldon hires her as a secretary for lazy writer Freddy Matthews.

He shows up at her apartment unexpectedly and sees her without her disguise, so she has to pretend to be her roommate Sadie.

Marge has no choice but to show up at the hotel, registering first as the plain secretary, then as Sadie, juggling her two personas to keep Freddie in the dark.

Since he gave the outline to "Sadie", and she had no opportunity to give it to Marge, Freddie finally realizes that they are one and the same.