Cheryl, a young black lesbian, works a day job in a video store while trying to make a film about a black actress from the 1930s known for playing the stereotypical “mammy” roles relegated to black actresses during that period. This was the first feature film directed by an “out” black lesbian.

Play in the Gray is a penetrating, and at times vulnerably raw, portrait of the work, art, and emotional lives of the members of All the Kings Men. All the Kings Men is a drag and cabaret inspired theater troupe based out of Boston. The troupe intrigues— on stage they perform as old ladies or appear to be women dressed as men or men dressed as women. Their electrifying, award-winning show makes audiences laugh while also questioning themselves and the world. Behind the scenes, Katie, Maria, Julee, Karin, Jill and Leighsa, the members of All the Kings Men, practice hard, spend long hours on the road, and struggle to “make it”—they want All the Kings Men to be a household name.