This biographical documentary about Playboy Enterprises founder Hugh Hefner is a beautifully produced, respectful look at a man who succeeded beyond his wildest imaginings, living out many of the fantasies others only dream of.
| Actor | Role |
|---|---|
 James CoburnNarrator (voice) | Narrator (voice) |
 Hugh HefnerSelf | Self |
 Barbi BentonSelf | Self |
 Monique St. PierreSelf | Self |
 Dorothy StrattenSelf (archive footage) | Self (archive footage) |
| MMichelle UrrySelf | Self |
| SSusan BrownmillerSelf | Self |
| KKeith HefnerSelf | Self |
 Spiro AgnewSelf (archive footage) | Self (archive footage) |
 Lenny BruceSelf (archive footage) | Self (archive footage) |
 William F. Buckley Jr.Self | Self |
 Tony CurtisSelf | Self |
 Sammy Davis Jr.Self (archive footage) | Self (archive footage) |
| RRobert DornanSelf (archive footage) | Self (archive footage) |
| JJules FeifferSelf | Self |
 Dizzy GillespieSelf (archive footage) | Self (archive footage) |
 Alex HaleySelf (archive footage) | Self (archive footage) |
 Jack JonesSelf | Self |
 Roman PolanskiSelf (archive footage) | Self (archive footage) |
 Mike WallaceSelf | Self |
 Richard NixonSelf (archive footage) | Self (archive footage) |