Madonna as Self

Tomas Arana as Stranger (segment "Bad Girl")

Rob Campbell as Stranger (segment "Bad Girl")

Matt Dillon as Detective (segment "Bad Girl")

Jamie King as Dancer (segment "Human Nature")

Mark Margolis as Bartender (segment "Bad Girl")

Emilio Muñoz as Torero (segment "Take a Bow")

Mike Myers as Austin Powers (segment "Beautiful Stranger")

Rika Ohara as Wardrobe Girl (segment "Rain")

Jason Olive as Lover (segment "Secret")

Anita Pallenberg as (segment "Drowned World / Substitute for Love")

James Rebhorn as Stranger (segment "Bad Girl")

Daniel Louis Rivas as Kid Sitting on Stairs (segment "Secret")

Ryuichi Sakamoto as Director (segment "Rain")

Jenny Shimizu as Production Assistant Girl (segment "Rain")

Sam Spiegel as Record Producer (segment "Drowned World / Substitute for Love")

Steve Strange as (segment "Drowned World / Substitute for Love")

Ruth Taveras as Dancer (segment "Human Nature")

Luca Tommassini as Dancer (segment "Human Nature")

Verne Troyer as Mini-Me (segment "Beautiful Stranger")

Goran Višnjić as Boyfriend (segment "The Power of Good-bye")

Christopher Walken as Guardian Angel (segment "Bad Girl") (archive footage)

Michael Kenneth Williams as (segment "Secret")

Michael York as Basil Exposition (segment "Beautiful Stranger")