Wrangler: Anatomy of an Icon is a 2008 American documentary film about the life of Jack Wrangler, produced and directed by Jeffrey Schwarz of Automat Pictures. It had its premiere at the 2008 New York Lesbian, Gay, Bisexual, & Transgender Film Festival (Newfest) and is distributed by TLA Releasing.

The documentary chronicles the life of Jack Wrangler, the professional name of John Robert Stillman in his role as a gay porn star who rapidly became one of the first performers in gay pornography to achieve star status and a cult following. The documentary also features his transitioning to roles such as straight porn star, his romantic relationship with and later marriage to singer Margaret Whiting, his activism in supporting and promoting AIDS charities and his later career as a theatrical producer and director.