Easy

Victoria Allen

Ashley

Peter Gwinn

Andy

Danny Masterson

Annie's Boyfriend

Megan Ferguson

Samantha

Tim Kazurinsky

Father Timothy

Sophie Traub

Stephanie

Alex Ross Perry

Mr. Pope

Judy Greer

Gretchen

Spencer Parsons

Spencer Parsons

Kate Berlant

Lauren

Michaela Watkins

Karen Treska

Arsh Singh

Uber Passenger

Chris Doubek

Jay

Siddhartha Rajan

Indian Client

Karley Sciortino

Sally

Odinaka Malachi Ezeokoli

Od

Kate Lyn Sheil

Annie's Roommate

Clare O'Connor

Amanda

Cassidy Slaughter-Mason

Megan

Brenann Stacker

Waitress

Jane Brody

Ethics Professor

Stephen George

Jo's Partner

Phil Ridarelli

Tom

Marz Timms

Van Howard

Tyla Abercrumbie

Shelby

Danielle Macdonald

Grace

Lindsay Burdge

Amy

Jake Johnson

Drew

Gugu Mbatha-Raw

Sophie

T.J. Jagodowski

Bern

Dustin Guy Defa

Therapist

Natasha Forouzannia

Masseuse

Jasmine McNeely

Jeezy

Sam Guinan-Nyhart

Justin

Aislinn Derbez

Gabi

Rebecca Spence

Cheryl

Michael Chernus

Kyle

Elizabeth Reaser

Andi

Marc Maron

Jacob Malco

Kate Micucci

Annie

Jaz Sinclair

Amber

Craig Butta

Frank Bruno

Kiersey Clemons

Chase

Evan Jonigkeit

Matt

Aya Cash

Sherri

Zazie Beetz

Noelle

Dave Franco

Jeff

Jane Adams

Annabelle Jones

Suzanne Adent

Penny

Lucas Von Kampen

Allen

Parker Sawyers

Jason

Timothy Simons

Whitman

Aubrey Plaza

Lindsay

Joe Lo Truglio

Mike

Lawrence Michael Levine

Harrison

Jennifer Kim

Annie

Emily Ratajkowski

Allison Lizowska

Hannibal Buress

Jason

Jake Weber

Wally

Orlando Bloom

Tom

Malin Åkerman

Lucy

Andrew Bachelor

Andrew

Mauricio Ochmann

Martin

Raúl Castillo

Bernie

Jacqueline Toboni

Jo