Jennifer Aniston

Character: Kate

Jay Mohr

Character: Nick

Kevin Bacon

Character: Sam

Olympia Dukakis

Character: Rita

Illeana Douglas

Character: Darcy

Kevin Dunn

Character: Mr. Mercer

Anne Twomey

Character: Sela

Faith Prince

Character: Mrs. Mercer

John Rothman

Character: Jim Davenport

Meg Gibson

Character: Mrs. Davenport

Paul Cassell

Character: Brad

Ivar Brogger

Character: 1st Ad Executive

Peter McRobbie

Character: 2nd Ad Executive

Bray Poor

Character: 3rd Ad Executive

Daryl Edwards

Character: 4th Ad Executive

Jenna Stern

Character: 5th Ad Executive

Bellina Logan

Character: Ad Agency Receptionist

Sean Patrick Thomas

Character: Ad Agency Researcher

Andrea Bendewald

Character: Pregnant Friend

Marcia DeBonis

Character: Rosie

Matthew Sussman

Character: Darcy's Husband

Jim Ryan

Character: Anchor Person

Doug Easley

Character: Maitre D'

Ali Marsh

Character: Snack Lady

Richard Spore

Character: Watch Seller

Amelia Campbell

Character: Susan

Vimesh Thakar

Character: The Maharishi

Faran Tahir

Character: Sajit

David Cromwell

Character: Minister

Jessica Cushman

Character: Bride

Barry Del Sherman

Character: Groom

Kaley Cuoco

Character: Little Girl

Greg Grunberg

Character: Date #1 (uncredited)

Whit Washing

Character: Ad Executive (uncredited)