Madonna

Self

Erika Belle

Dancer (segment "Lucky Star") (segment "Papa Don't Preach")

Christopher Ciccone

Dancer (segment "Lucky Star")

John Leguizamo

Friend of Boyfriend (segment "Borderline")

Louie Louie

Boyfriend (segment "Borderline")

Deke Anderson

The Director (segment "Material Girl")

Keith Carradine

Boyfriend (segment "Material Girl")

Sharon Oreck

Woman in clown costume (segment "Material Girl")

Robert Wuhl

Pitch Man (segment "Material Girl")

Danny Aiello

Papa (segment "Papa Don't Preach")

Debi Mazar

Friend (segment "Papa Don't Preach")

Alex McArthur

Boyfriend (segment "Papa Don't Preach")

Mailon Rivera

Friend (segment "Papa Don't Preach")

Felix Howard

Kid (segment "Open Your Heart")

Benicio del Toro

Kid Sitting on Car (segment "La Isla Bonita")

Michele Ferrone

Jean-Baptiste Mondino

Bruce Gowers

Arthur Pierson

David Fincher

James Foley

Herb Ritts

Mary Lambert