It's 1964 and Bob Crane (GREG KINNEAR) is a radio host at KNX, and his agent, Lenny (RON LEIBMAN), has just gotten him the lead role in a network TV show. The WWII prison camp comedy - "Hogan's Heroes" - has both Crane and his wife, Anne (RITA WILSON), concerned about its subject matter and whether its then politically incorrect style might harm his career.
They eventually come around, however, and Bob begins working with the likes of Richard Dawson (MICHAEL RODGERS), Werner Klemperer (KURT FULLER), Robert Clary (CHRISTOPHER NEIMAN) and John Banner (LYLE KANOUSE). The show's an instant hit and Bob becomes a big star, yet Anne is more concerned about the porno magazines she's discovered in the garage. He states he's just a photography nut, but she realizes they can't be a good sign.
Things get worse after Bob meets John Carpenter (WILLEM DAFOE) backstage on the "Hogan" set. He's a video technician selling a new way to "film" things - home video - who not only sets up Bob with the best AV gear, but also takes him to a strip club where he gets the star to play drums with the house band. Bob and John eventually hook up with some strippers with whom they have sex.
As time passes and Anne leaves Bob, he and John continue with their increasingly kinky obsession of partying with various women and then taping and later watching their sexual encounters with them. At the same time, Bob starts seeing his new co-star, Patricia Crane (MARIA BELLO), and the two eventually marry.
The recording of the sexual activities continues long after "Hogan's Heroes" is cancelled and soon begins to affect every aspect of Bob's life. From that point on, he tries to figure out what to do as his porno obsession eventually threatens both his career and life.