If black men have to wear a dress to make it in Hollywood, how did all these guys make it to the top of the industry? : r theJoeBuddenPodcast William Dorsey Swann, the First Self Proclaimed Drag Queen, Was a Formerly Enslaved Man If black men have to wear a dress to make it in Hollywood, how did all these guys make it to the top of the industry? : r theJoeBuddenPodcast Black Male Comedians & Actors That Have Worn Dresses Do y'all believe the criticism that Black actors and comedians receive for wearing dresses is valid or overblown? Full #WePlayinSpades episode streaming on YouTube! @weplayinspades