#16: Mrs. Doubtfire
Robin Williams’ performance as the goofy, lovable, cross-dressing nanny Mrs. Doubtfire made this film a landmark in the comedy genre. Williams’ ability to deliver sensational, whimsical, and improvised jokes alongside emotional moments gave this film the ability to tackle sensitive topics like family separation with a unique blend of fun and warmth.
To this day, it remains one of his most beloved roles and is consistently ranked highly as one of the best comedies of all time and a must-watch.