Hugh Hefner: Once Upon a Time

James Coburn

— Narrator (voice)

Hugh Hefner

— Self

Barbi Benton

— Self

Monique St. Pierre

— Self

Dorothy Stratten

— Self (archive footage)

Michelle Urry

— Self

Susan Brownmiller

— Self

Keith Hefner

— Self

Spiro Agnew

— Self (archive footage)

Lenny Bruce

— Self (archive footage)

William F. Buckley Jr.

— Self

Tony Curtis

— Self

Sammy Davis Jr.

— Self (archive footage)

Robert Dornan

— Self (archive footage)

Jules Feiffer

— Self

Dizzy Gillespie

— Self (archive footage)

Alex Haley

— Self (archive footage)

Jack Jones

— Self

Roman Polanski

— Self (archive footage)

Mike Wallace

— Self

Richard Nixon

— Self (archive footage)