Herself (segments "Papa Don't Preach" - "True Blue" - "Deeper and Deeper" - "Music")
Alex McArthur
Boyfriend (segment "Papa Don't Preach")
Tim Mosley
Himself (segment "4 Minutes")
Emilio Munoz
The Matador (segments "Take a Bow" - "You'll See")
Mike Myers
Austin Powers (segment "Beautiful Stranger")
Guy Oseary
Himself - Afro Guy (segment "Deeper and Deeper")
Regan Patno
Blonde dancer (segment "Material Girl")
Isabella Rossellini
Herself (segment "Erotica")
Joey Stefano
Himself - Stripper (segment "Deeper and Deeper")
Justin Timberlake
Himself (segment "4 Minutes")
Tony Ward
Himself (segments "Like a Prayer" - "Cherish" - "Justify My Love" - "Erotica")
Carlton Wilborn
Himself - Voguer (segment "Vogue")
Pharrell Williams
Himself (segment "Give It 2 Me")
Holly Woodlawn
Herself (segment "Deeper and Deeper")
Robert Wuhl
Pitch man (segment "Material Girl")
Michael York
Basil Exposition (segment "Beautiful Stranger")
Benicio Del Toro
Kid sitting on car (segment "La Isla Bonita") (uncredited)
Louie Louie
Boyfriend (segment "Borderline") (uncredited)
Sharon Oreck
Woman in Clown Costume (segment "Material Girl") (uncredited)
Did you know?
Trivia
Videos for "Everybody", "Oh Father", "Dear Jessie", "This Used to Be My Playground", "Fever", "Love Don't Live Here Anymore", "You Must Love Me", "Drowned World/Subsitute for Love", "Nothing Really Matters" and "American Life" were not included.