Here are some actors and comedians that have dressed up as women for a role.
Black Male Comedians & Actors That Have Worn Dresses was originally published on blackamericaweb.com
1. Eddie Murphy
Eddie Murphy wore a dress in “The Nutty Professor” and “Norbit”
2. Jamie Foxx
Jamie Foxx dressed in drag for the show “In Living Color”
3. Chris Tucker
Chris Tucker gave us Ruby Rhod in “The 5th Element”
4. Wesley Snipes
Remeber To Wong Foo? Wesley Snipes played Noxeema in 1995.
5. Martin Lawrence
The girl Sheneneh Jenkins! Lawrence played this unforgettable character in the hit show “Martin.” He’s also played a woman in “Big Momma.”
6. Tyler Perry
Tyler Perry in every Madea movie you could think of!
7. Arsenio Hall

The club scene from “Coming To America” features Eddie Murphy sitting next to the beautiful Arsenio Hall.
8. Flip Wilson
Flip Wilson dressed up as a woman on “The Flip Wilson Show” in the 70’s.
9. Miguel Nunez Jr.
Miguel Nunez Jr. played a woman basketball player in “Juwanna Mann”
10. Ving Rhames
Ving Rhames for playing the character of Holiday Heart in the 2000 film.
11. Shawn and Marlon Wayans
Shawn and Marlon Wayans playing the White girls with attitude in “White Chicks.”