Becoming a successful actor or actress is not an easy feat. It requires famous entertainers to sometimes step out their comfort zone and transform into a new appearance and personality.
These actors have been awarded with accolades for their outstanding roles portraying the opposite gender.
In the musical, romantic comedy film Hairspray, Travolta plays the role of a laundry lady who hasn't left her house for a decade because she's self-conscious of her body weight. This comedic female role was unconventional for someone who had exuded a powerful sense of masculinity in Hollywood.
Watch a clip of Travolta showing off his feminine side in Hairspray.
Michael J. Fox
There's no question that Michael J. Fox is a talented actor. In Back to the Future: Part II, he plays Marty McFly, a boy who just got back from the past and soon after is sent to the future. Fox also plays the part of Marlene McFly (Marty's daughter). Although he may not have nailed the voice, the look is on point.
Jared Leto has played a lot of strange characters, which includes Harry Goldfarb in Requiem for a Dream and The Joker in Suicide Squad, so it's not surprising that he succeeded at playing a female character. Despite a lot of backlash for not casting a real transgender person for the role of Rayon in Dallas Buyers Club, Leto did a great job. He went on to win an Academy Award for Best Supporting Actor.
You may be surprised to hear that the actor who played Jude Quinn in I'm Not There is a woman. Jude Quinn is one of Bob Dylan's personas in the biographical movie.
Dustin Hoffman was nominated for an Oscar for Best Actor for his role in the movie Tootsie. It's about an actor in NYC who is difficult to work with, and out of desperation, character Michael Dorsey, dresses as a woman and auditions for a female role and gets it.
There's some really good ones next!