Joanne Whalley

Lainie / Joanne (segments "Two for Dinner" and "Late Lunch")

Chris Messina

Jack (segment "Two for Dinner")

Kathy Baker

Diana (segment "Sailing Lesson")

Marshall Bell

John (segment "Sailing Lesson")

Polly Draper

Milly / Marlene (segments "Sailing Lesson" and "Late Lunch")

Maya Kazan

Caroline (segment "Late Lunch")

Rosanna Arquette

Anne (segment "Late Lunch")

Cybill Shepherd

Nancy (segment "Late Lunch")

Rita Wilson

Mary Kay (segment "Late Lunch")

Nancy Carlin

Patty (segment "Late Lunch")

Elea Oberon

Rose (segment "Late Lunch")

Valarie Pettiford

Wendy (segment "Late Lunch")

Alyson Reed

Jackie (segment "Late Lunch")

Gloria Garcia Stanley

Gloria (segment "Late Lunch")

Jeremy Kahn

Robert (segment "Late Lunch")

Mitzi Zamarripa

Cheryl (segment "Two for Dinner")

Dave Zamarripa

Raphael (segment "Two for Dinner")

Sebastian Pacheco

French Maitre d' (segment "Two for Dinner")

Kenton Smith

French Bartender (segment "Two for Dinner")

Isabelle Nogueras

French Waiter (segment "Two for Dinner")

Doug White

French Patron (segment "Two for Dinner")

Derek Wintermote

Montana Waiter (segment "Two for Dinner")

Regina Coppola

Montana Patron (segment "Two for Dinner")

Stephanie Gamble

Montana Patron (segment "Two for Dinner")

John Polley

Montana Patron (segment "Two for Dinner")

Todd DeVincenzi

Single Man (segment "Two for Dinner")

Ali Hall

Single Woman (segment "Two for Dinner")

Jovani Silva

Taxi Driver (segment "Two for Dinner")

Caleb Cabrera

Dock Boy (segment "Sailing Lesson")

Justin Ashforth

Man on Boat (segment "Sailing Lesson")

Brittany Wagner

Boat Driver (segment "Sailing Lesson")

Chelsea Bond

Boat Passenger (segment "Sailing Lesson")