Kissing Jessica Stein
Released
March 13, 2002
Runtime: 1h 37m
Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.
Loading where to watch…
Cast & Crew
Jennifer Westfeldt
Jessica Stein
Heather Juergensen
Helen Cooper
Scott Cohen
Josh Myers
Jackie Hoffman
Joan
Tovah Feldshuh
Judy Stein
Michael Mastro
Martin
Carson Elrod
Sebastian
Jon Hamm
Charles
David Aaron Baker
Dan Stein
Esther Wurmfeld
Grandma Esther
Hillel Friedman
Rabbi
Ben Feldman
Ben Feldman
Ben Weber
Larry
Brian Stepanek
Peter
Jennifer Carta
Rachel - Dan's Fiancée
Idina Menzel
Bridesmaid
Vinny Vella
Cab Driver
John Cariani
Chuck
- CH
Charles Herman-Wurmfeld
Director
Heather Juergensen
Writer
Jennifer Westfeldt
Writer
Media
You Might Also Like
Driver's Ed
May 14, 2026
Adam Sandler: Love You
Aug 26, 2024
Fading Gigolo
Sep 7, 2013
Hard to Die
Oct 9, 1990
The Wedding Year
Sep 20, 2019
Mike Birbiglia: The New One
Nov 26, 2019
The Nowhere Inn
Sep 16, 2021
Bill Burr: Drop Dead Years
Mar 13, 2025
Bullets Over Broadway
Oct 14, 1994
The Ritz
Aug 12, 1976
The Jerk Theory
Feb 5, 2009
A Night at the Opera
Nov 15, 1935
Louis C.K.: Oh My God
Apr 13, 2013
Like a Boss
Jan 9, 2020