 MadonnaSelf | Self |
| EErika BelleDancer (segment "Lucky Star") (segment "Papa Don't Preach") | Dancer (segment "Lucky Star") (segment "Papa Don't Preach") |
 Christopher CicconeDancer (segment "Lucky Star") | Dancer (segment "Lucky Star") |
 John LeguizamoFriend of Boyfriend (segment "Borderline") | Friend of Boyfriend (segment "Borderline") |
| LLouie LouieBoyfriend (segment "Borderline") | Boyfriend (segment "Borderline") |
 Deke AndersonThe Director (segment "Material Girl") | The Director (segment "Material Girl") |
 Keith CarradineBoyfriend (segment "Material Girl") | Boyfriend (segment "Material Girl") |
 Sharon OreckWoman in clown costume (segment "Material Girl") | Woman in clown costume (segment "Material Girl") |
 Robert WuhlPitch Man (segment "Material Girl") | Pitch Man (segment "Material Girl") |
 Danny AielloPapa (segment "Papa Don't Preach") | Papa (segment "Papa Don't Preach") |
 Debi MazarFriend (segment "Papa Don't Preach") | Friend (segment "Papa Don't Preach") |
 Alex McArthurBoyfriend (segment "Papa Don't Preach") | Boyfriend (segment "Papa Don't Preach") |
 Mailon RiveraFriend (segment "Papa Don't Preach") | Friend (segment "Papa Don't Preach") |
 Felix HowardKid (segment "Open Your Heart") | Kid (segment "Open Your Heart") |
 Benicio del ToroKid Sitting on Car (segment "La Isla Bonita") | Kid Sitting on Car (segment "La Isla Bonita") |
 LeonInnocent Man / Saint (segment "Like a Prayer") | Innocent Man / Saint (segment "Like a Prayer") |
 Cameron AlborzianMan (segment "Express Yourself") | Man (segment "Express Yourself") |
 Todd GordonFactory Worker (segment "Express Yourself") | Factory Worker (segment "Express Yourself") |
 Gustav VintasPrison Wardon (segment "Express Yourself") | Prison Wardon (segment "Express Yourself") |
 Tony WardMerman (segment "Cherish") | Merman (segment "Cherish") |
| MMark RomanoFather (segment "Oh Father") | Father (segment "Oh Father") |
| LLuis CamachoVoguer (segment "Vogue") | Voguer (segment "Vogue") |
 Oliver Crumes Jr.Voguer (segment "Vogue") | Voguer (segment "Vogue") |
 Donna DeLoryVoguer (segment "Vogue") | Voguer (segment "Vogue") |
 Salim GauwloosVoguer (segment "Vogue") | Voguer (segment "Vogue") |
| JJose GuitierezVoguer (segment "Vogue") | Voguer (segment "Vogue") |
 Niki HarisVoguer (segment "Vogue") | Voguer (segment "Vogue") |
 Kevin Alexander SteaVoguer (segment "Vogue") | Voguer (segment "Vogue") |
| GGabriel TrupinVoguer (segment "Vogue") | Voguer (segment "Vogue") |
 Carlton WilbornVoguer (segment "Vogue") | Voguer (segment "Vogue") |
