March 13, 2002
97 minutes
Comedy
Kissing Jessica Stein
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.
Trailer
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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