I don't know... you tell me...
Bruce 'Caitlyn' Jenner
Michael Jackson tried to look like Diana Ross.... so I guess it's not that far-fetched.
If you disagree, feel free to put forward your own candidate. :)
"You want to see my spaceship?" ~Zaphod Beeblebrox
"Vell, Zaphod's just zis guy, you know?" ~Gag Halfrunt