Kissing Jessica Stein (2002)

Kissing Jessica Stein (2002)

All the adventure a man can live, he lives. 2002-03-13 United States of America 97 Min. PG-13
6.072 229 votes
Comedy

Overview

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.

Cast

Jennifer Westfeldt is Jessica Stein
Jessica Stein
Heather Juergensen is Helen Cooper
Helen Cooper
Scott Cohen is Josh Myers
Josh Myers
Jackie Hoffman is Joan
Joan
Tovah Feldshuh is Judy Stein
Judy Stein
Michael Mastro is Martin
Martin
Carson Elrod is Sebastian
Sebastian
Jon Hamm is Charles
Charles
David Aaron Baker is Dan Stein
Dan Stein
Esther Wurmfeld is Grandma Esther
Grandma Esther
Hillel Friedman is Rabbi
Rabbi
Ben Feldman is Ben Feldman
Ben Feldman
Ben Weber is Larry
Larry
Brian Stepanek is Peter
Peter
Jennifer Carta is Rachel - Dan's Fiancée
Rachel - Dan's Fiancée
Idina Menzel is Bridesmaid
Bridesmaid
Vinny Vella is Cab Driver
Cab Driver
John Cariani is Chuck
Chuck
Kevin Sussman is Calculator Guy
Calculator Guy
Jim J. Bullock is Not-Yet-Out Gay Guy
Not-Yet-Out Gay Guy
Hayden Adams is Weird Smooth Guy
Weird Smooth Guy
Christopher Berger is Malaprops Guy
Malaprops Guy
Alysia Reiner is Schuller Gallery Artist
Schuller Gallery Artist
Tibor Feldman is Roland
Roland
Michael Showalter is Stephen
Stephen
Michael Ealy is Greg
Greg
Allen Fitzpatrick is Matthew
Matthew
Julie Lauren is Josh's Date
Josh's Date
Jimmy Palumbo is Cheesy Pick-up Guy #1
Cheesy Pick-up Guy #1
Ilana Levine is Helen's New Girlfriend
Helen's New Girlfriend
Naomi Scott is Seductive Woman at Gallery
Seductive Woman at Gallery

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