Wayans Brothers – White Chicks (2004)

Should it be any surprise that this comedy from the Wayans brothers winds up on this list of bad makeup and costumes? Admittedly, the makeup is meant to be bad for comedic purposes. However, when the premise of the film is to have people believe that they are in fact masquerading as white women, the look we're given is still a huge stretch. The biggest flaw in the makeup is that it doesn't do enough to hide the masculine features of both the Wayans brothers.