Stacy Arthur

Self

Joseph DiMartino

Self

Holly Madison

Self

Emily Pokora

Jasmine Fiore

Hugh Hefner

Self (archive footage)

Kendra Wilkinson

Self (archive footage)

Sarah Moliski

Star Stowe

Bobby Liga

Jon Logan

Talon Reid

Self - Kelsey's friend

Tia Barr

Mandy Bentley

Conan O'Brien

Self (archive footage)

Brande Roderick

Self (archive footage)

Jon Stewart

Self (archive footage)

Ben Stiller

Self (archive footage)

Christine Taylor

Self (archive footage)

Bridget Marquardt

Self - Former Playboy Model

Mia Farrow

Self - Rosemary (archive footage)

Roman Polanski

Self (archive footage)

Sharon Tate

Self (archive footage)

Victoria Vetri

Self (archive footage)

Jordan Allen Bell

Acteur

Gene Hackman

Self (archive footage)

Jeana Keough

Self

John Travolta

Self (archive footage)

Dre Davis

Paula Sladewski

Amber Campisi

Self - Former Playmate

Colleen Shannon

Self - Former Playmate