Playing female characters is no small feat by any image. Portraying those character on the big screen requires considerable guts and acting prowess to do so. This was the case with handsome male actors.
They took an unconventional approach and chose to play a female character and most of succeeded in their attempt.
Cillian Murphy – Breakfast on Pluto (2005)
Dustin Hoffman – Tootsie (1982)
Eddie Murphy – Norbit (2007)
Hugo Weaving – Cloud Atlas (2003)
Jason Isaacs – Sweet November (2001)