Where you've seen her before: Duh, she's Vanessa Williams! Williams was the first African-American woman to be crowned Miss America and has since worked in Hollywood throughout the past three decades — finding success in music ("Saved the Best for Last"), movies (Eraser), television (Ugly Betty, Desperate Housewives), and theater (she was Tony-nominated in 2002 for the revival of Into the Woods).
Her drag persona: Vanqueisha De House
How'd she do? How do you think she did? She's a pageant queen and a two-time Drag Race guest judge — of course she snatched another crown! After dominating in every challenge (including the 9 to 5 Rusical, where she played Dolly Parton), Williams was named a winner, baby, scoring $30,000 for her charity of choice, the Trevor Project.