- 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)
- Mia Farrow - Self - Rosemary (archive footage)
- Bridget Marquardt - Self - Former Playboy Model
- Bridget Marquardt - Self (archive footage)
- Roman Polanski - Self (archive footage)
- Sharon Tate - Self (archive footage)
- Victoria Vetri - Self (archive footage)
- Gene Hackman - Self (archive footage)
- Jeana Keough - Self - Playmate of the Month, November 1980
- John Travolta - Self (archive footage)
- Johnny Carson - Self (archive footage)
- Dorothy Stratten - Self (archive footage)
- Dre Davis - Paula Sladewski
- Amber Campisi - Self - Former Playmate
- Colleen Shannon - Self - Former Playmate
Holly Madison interpreta a Self - Former Playmate en la serie.
Capítulo disponible en las siguientes plataformas:
