Molly Ringwald

as Linda

as Aunt Val

as Self

as Self

as Wolcott

as Self

as Self (archive footage) (uncredited)

as Naomi

as Miss Auerbach

as Carol

as Self

as Shari Dahmer

as Moderator

as Narrator (voice)

as Alice

as Mrs. Flynn

as Milly (voice)

as Mrs. Flynn

as Mrs. Porter (segment "Sibling Rivalry")

as Claire's Mother

as Carla Sheffield

as Gabby

as Mrs. Flynn

as Self

as Self

as Linda Sanders

as Joanne Carson

as Mary Andrews

as Amy

as Paige Wayney

as Aunt Bailey

as Self

as The Collector

as Joy Greene

as Madame Frechette

as Pepper Folly

as Dark Princess

as Self - Actress

as Self - Guest

as Self

as Darla (voice)

as Self [Part 3]

as Self

as Self

as Self

as Self - Guest

as Claire Standish (archive footage) (uncredited)

as Anne Juergens

as Self (archive footage)

as Helen McIntire

as Self - Guest

as Charlotte Saint John

as McElroy

as Kathleen Walsh

as Self - Guest

as Marion Powers

as Connie

as (archive footage) (uncredited)

as Flight Attendant

as Devyn Alden

as Chloe

as Penelope

as Vanessa Turnbill / Chloe

as Nancy

as Miss Banks

as Anne Winslow

as Beth Sager

as Claire the Fan

as Anne Frank (voice)

as Kim Poole

as Self - Guest

as Carrie Donovan

as Self - Guest

as Self (voice)

as Bebe Stone

as Susan

as Angela Colton

as Melissa Nelson

as Allison Channing

as Janet Gifford

as Frannie Goldsmith

as Teresa Tatum

as Self

as Self - Guest

as Lisa Hunter

as Alison Gertz

as Betsy Hopper

as Kit

as Cary

as Jewel

as Cordelia

as Darcy Elliot Bobrucz

as Randy Jensen

as P.K. Bayette

as Jenny Smith

as Andie Walsh

as Self

as Jenny Smith

as Claire Standish

as Lonnie

as Samantha Baker

as Nikki

as Melissa Webber

as Miranda

as Molly Parker

as Molly Parker

as Anne Frank (voice)

as Anne Frank (voice)