Since the early 1970s, an important but under-examined subgenre of Made-for-Television Movies have foregrounded critical LGBT concerns, including coming out, parental custody, HIV/AIDS, gays in the military, and hate crimes or featured affirmative LGBT representations. These programs, often highly-rated and critically-acclaimed, were nonetheless sites of political contestation from social conservatives and LGBT activists. Through the lenses of critical media pedagogy, critical cultural studies, and critical media industries studies, this dissertation conducts a critical cultural history of LGBT TV movies. This history includes critical case studies of twenty seminal LGBT programs featuring original interviews with the producers, executives, and writers responsible for their pedagogical design. The evidence reflects how these programs helped frame these concerns, educate audiences, and advocate on behalf of the LGBT community. This research further suggests how progressive pedagogues and media producers might collaborate to help address other social issues through the use of critical entertainment.