Jennifer Aniston
Kate
Jay Mohr
Nick
Kevin Bacon
Sam
Olympia Dukakis
Rita
Illeana Douglas
Darcy
Kevin Dunn
Mr. Mercer
Faith Prince
Mrs. Mercer
Anne Twomey
Sela
John Rothman
Jim Davenport
Meg Gibson
Mrs. Davenport
Paul Cassell
Brad
Ivar Brogger
1st Ad Executive
Peter McRobbie
2nd Ad Executive
Bray Poor
3rd Ad Executive
Daryl Edwards
4th Ad Executive
Jenna Stern
5th Ad Executive
Bellina Logan
Ad Agency Receptionist
Sean Patrick Thomas
Ad Agency Researcher
Andrea Bendewald
Pregnant Friend
Marcia DeBonis
Rosie
Matthew Sussman
Darcy's Husband
Jim Ryan
Anchor Person
Doug Easley
Maitre D'
Ali Marsh
Snack Lady
Richard Spore
Watch Seller
Amelia Campbell
Susan
Vimesh Thakar
The Maharishi
Faran Tahir
Sajit
David Cromwell
Minister
Jessica Cushman
Bride
Barry Del Sherman
Groom
Kaley Cuoco
Little Girl
Greg Grunberg
Date #1 (uncredited)