Kissing Jessica Stein ( 2002 )
"When it comes to love, sometimes she just can't think straight."
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.
Top Cast
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
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
Tibor Feldman
Roland
Michael Showalter
Stephen
Michael Ealy
Greg
Allen Fitzpatrick
Matthew
Julie Lauren
Josh's Date
Jimmy Palumbo
Cheesy Pick-up Guy #1
Ilana Levine
Helen's New Girlfriend
Naomi Scott
Seductive Woman at Gallery
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