Romance / Comedy / Drama /

Score: 58%( 431 votes )

Overview: A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

Cast:

Jennifer Aniston
Kate

Jay Mohr
Nick

Kevin Bacon
Sam

Olympia Dukakis
Rita

Illeana Douglas
Darcy

Kevin Dunn
Mr. Mercer

Anne Twomey
Sela

Faith Prince
Mrs. Mercer

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)