 Massey had a love of the theatre and performing from an early age, and attended Dallas's Booker T. Washington High School for the Performing and Visual Arts.This love evolved into a long journey of writing and performing through many cities with various theater companies, improvisational theatre groups and then as a stand-up comedian later in her life.She is well known for being one of the various presenters on the Playboy TV television show, Sexcetera.