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Slide 3 of 8

How to Marry a Millionaire, 1953

As one of three models who rent a New York penthouse for the Summer to catch rich husbands, Monroe is at her bubbly blonde best. Monroe plays nearsighted Pola, who is cuter and sillier than Monroe's sexier characters, and her vivacity is irresistible. Don't forget: "Men don't make passes at girls who wear glasses." (Not at all true, but we forgive you, Marilyn.)

Image Source: Everett Collection