In order to achieve his dream of attending Harvard Law School, Mark Watson (C. Thomas Howell) overdosed on tanning pills and sported an afro hairdo so he could pose as a young black man and qualify for an African-American only scholarship in 80s teen comedy Soul Man.
In a parody of Mrs. Doubtfire, Tobias Fünke (David Cross) tried to disguise himself as a Mary Poppins-style nanny named Mrs. Featherbottom so he could maintain a relationship with his daughter Maeby Fünke (Alia Shawkat) in Arrested Development. His disguise proved unsuccessful though when everyone recognised him immediately.
Superman and his mild-mannered alter-ego Clark Kent have appeared in various comics, TV shows and films throughout the years (most recently in Superman Returns) but he still hasn't manage to pull off a more convincing disguise than a pair of dark rimmed glasses. How everyone doesn't guess straight away that Clark Kent is actually Superman is a mystery!
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