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.

Interviews with:

• Jack Wrangler - Himself
• Margaret Whiting - Herself, Songbird
• Robert Alvarez - Himself, Filmmaker / Co-Founder, Hand in Hand Films
• Brooks Ashmanskas - Himself, Friend / Co-Star in Dream
• Michael Bronski - Himself, Author & Historian
• Spring Byington - Actress (archive footage)
• Gino Colbert - Himself, Adult Actor & Director / Asst. to Chuck Vincent
• Durk Dehner - Himself, Tom of Finland Foundation
• Samuel R. Delany - Himself, Author (billed as Samuel Delaney)
• Michael Denneny - Himself, Friend and Christopher Street (magazine) editor
• Jack Deveau - Himself, Founder, Hand in Hand Films (archive footage), director of Porn film A Night at the Adonis (starring Jack Wrangler and Chris Michaels, Big Bill Eld and Mandingo)
• Andy Devine - Himself and (archive footage)
• Casey Donovan - porn actor, (archive footage)
• Jerry Douglas - Himself, Gay Adult Film Director
• Kevin Duda - Himself, actor and Co-Star in Dream

The documentary won a GayVNAward in 2009 for Best Alternative Release.^[1] Wrangler died on April 7, 2009, at the age of 62 due to emphysema.^[2]

• List of gay porn stars