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Mrs. Doubtfire (1993)

To those who grew up in the '90s, Williams will always be known for his role as the kind but strict Mrs. Doubtfire. Williams portrayed a father so bereft at losing custody of his children that he dons drag and becomes their new nanny just to see them. A sequel starring Williams had been announced earlier this year, but the original will live on in comedy history forever.

Image Source: 20th Century Fox