Mila Kunis as Ani Fanelli

Chiara Aurelia as Young Ani

Finn Wittrock as Luke Harrison

Connie Britton as Dina

Scoot McNairy as Andrew Larson

Justine Lupe as Nell Rutherford

Dalmar Abuzeid as Aaron Wickersham

Alex Barone as Dean Barton

Jennifer Beals as Lolo Vincent

Carson MacCormac as Young Dean

Thomas Barbusca as Arthur Finnerman

Isaac Kragten as Liam Ross

Gage Munroe as Peyton Powell

Alexandra Beaton as Hilary Hutchinson

Nicole Huff as Olivia Kaplan

Rebecca Ablack as Beth Fuller

David Webster as Ben Hunter

Brigitte Robinson as Mrs. Harrison

Peter Nelson as Mr. Harrison

Leah Pinsent as Hallsy Harrison

Sonia Beeksma as Elenor Whitman

Kylee Evans as Whitney Larson

John Beale as Headmaster Mayer

Angela Besharah as Mrs. Hurst

Jami Tennille as Bloomberg Journalist

Rodrigo Fernandez-Stoll as Salesman W&S

Meher Pavri as Bridal Salesgirl #1

Melody Shang as Bridal Tailor

Susan Hamann as Wealthy Woman

Dani Pagliarello as Pizzeria Waitress

Noah Lamanna as Hostess

Thomas Duhig as Waiter

Byron Abalos as Taxi Driver

Dalien World as Uniformed Police #1

Raevv'n Leedham as Magazine Intern

Katie Sexton as The NYC Role Model

James Hicks as Ripped Instructor

Jessica Angleskhan as Today Show Host

Jenna Kray as Woman on Subway Stairs

dL Sams as Subway Woman #1

Helena Betancourt as Subway Woman #2

Katherine Cortez as Subway Woman #3

Gabrielle Hespe as Devon

Anne Windsland as Landry

Emily Klassen as Wedding Planner

Rividu Mendis as Kirklyn Cashier

Kaylee Harwood as Woman #1 at Book Signing

Molly Kidder as Woman #2 at Book Signing

Josh Alscher as Young White Man on Subway

Nneka Elliott as Today Show Host

Robin Schisler as Woman in Living Room

Alana Pancyr as Woman in Airport

Sheila Isaro as Woman in Office