Olympia Dukakis as Emily (Segment 6)

Louis Zorich as Tim (Segment 6)

Adam Rose as Posnick (Segment 1)

Luke Brandon Field as Lerner (Segment 1)

Thomas Mann as Tim (Segment 1)

Zosia Mamet as Emily (Segment 1)

Jeremy Jordan as Phayer (Segment 1)

Alexis Bledel as Emily (Segment 2)

Cara Buono as Emily (Segment 3)

Kal Penn as Tim (Segment 2)

Andre Braugher as Tim (Segment 5)

Phylicia Rashād as Emily (Segment 5)

Kathleen Turner as Narrator

Drena De Niro as Sheilda Posnick (Segment 4)

Dana Eskelson as Sarah (Segment 4)

Dre Davis as Jo Ann (Segment 1)

Dominic Fumusa as Tim (Segment 3)

Adepero Oduye as Meg (Segment 5)

Jennifer Damiano as Helayne Specter

Alexis Molnar as Meg Hanratty (segment 'Betrayal')

Gary Milner as Raymond Phayer (segment 'Betrayal')

Julia K. Murney as Sarah Lerner (segment 'Betrayal')

Malcolm Gets as Emile Hanratty (segment 'Healing')

David Pittu as Tim Hanratty (segment 'Healing')

Richard Joseph Paul as Raymond Phayer (segment 'Healing')

Zainab Jah as Helayne Specter (segment 'Healing')

Alok Tewari as Jon Posnick (segment 'Healing')

Jenny Bacon as Athena Lerner (segment 'Healing')

Edan Alexander as Riley Phayer (segment 'Acceptance')