Charlize Theron – Monster (2003)
‘Monster’ is a great example of how makeup can make an actor look like someone else completely. Charlize Theron played the role of real-life Aileen Wuornos, a prostitute-turned serial killer. But Theron was a former model, and Aileen was, well, ugly. Theron not only gained weight and shaved her eyebrows, but the makeup artists did wonders.
To achieve her character’s blotchy skin, Theron’s skin was layered with washed-off tattoo ink. Her hair was thinned and then fried, and she wore dentures that looked like rotting teeth. The performance won her the Oscar that year for Best Actress.