Kissing Jessica Stein backdrop

Kissing Jessica Stein 2002 Directed by Charles Herman-Wurmfeld

When it comes to love, sometimes she just can't think straight.

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.

Country USA
Production Country USA
Language English
Spoken Language English
Budget $1,000,000
Revenue $10,013,424
Release Date 13 March 2002
97 mins
Cast
Jennifer Westfeldt Jessica Stein
Heather Juergensen Helen Cooper
Scott Cohen Josh Myers
Tovah Feldshuh Judy Stein
Carson Elrod Sebastian
Jon Hamm Charles
Esther Wurmfeld Grandma Esther
Ben Feldman Ben Feldman
Ben Weber Larry
Jennifer Carta Rachel - Dan's Fiancée
Idina Menzel Bridesmaid
Vinny Vella Cab Driver
Kevin Sussman Calculator Guy
Jim J. Bullock Not-Yet-Out Gay Guy
Hayden Adams Weird Smooth Guy
Christopher Berger Malaprops Guy
Alysia Reiner Schuller Gallery Artist
Julie Lauren Josh's Date
Jimmy Palumbo Cheesy Pick-up Guy #1
Ilana Levine Helen's New Girlfriend
Naomi Scott Seductive Woman at Gallery