Ashton Kutcher

Oliver Martin

Amanda Peet

Emily Friehl

Kathryn Hahn

Michelle

Kal Penn

Jeeter

Ali Larter

Gina

Taryn Manning

Ellen Martin

Gabriel Mann

Peter

Jeremy Sisto

Ben Miller

Tyrone Giordano

Graham Martin

Josh Stamberg

Michael

Amy Aquino

Diane Martin

Holmes Osborne

Stephen Martin

James Read

Brent Friehl

Molly Cheek

Christine

Lee Garlington

Stewardess

Conrad Bluth

Chris

Aimee Garcia

Nicole

Moon Bloodgood

Bridget

Melissa van der Schyff

Carol Martin

Robert Peters

Roy Douglas

Sarah Shahi

Starlet

Meghan, Duchess of Sussex

Hot Girl

Kathrine Herzer

Little Girl

Joeanna Sayler

Gallery Owner

Sarah Ann Morris

Bartender

Norman Reedus

Emily's Ex at Airport (uncredited)

Birdie M. Hale

Old Woman

Theresa Spruill

Street Vendor

Constance Hsu

Chinese Waitress

Misty Louwagie

Elegant Beauty

Sam Pancake

Hipster at Party

Addison Landsburg

Hailey

Kevin R. Kelly

Park Ranger

Ron Bottitta

VC Guy

Joe Koons

Best Man (uncredited)

Steven Guy

VC Guy

Sean Smith

Lawyer

T.R. Hopper

Lawyer

Lindsay MacFarland

Gallery Patron

Herschel Bleefeld

Bill

Colin Patrick Lynch

Upstairs Neighbor

Rick Overton

Tailor

Brendan Patrick Connor

Wedding Guest

William Stanford Davis

Priest

Daniele O'Loughlin

Wedding Planner

Nora Burns

Caterer

Nealla Gordon

Caterer

Steve Filice

Caterer