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.
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🔍 Search on JustWatch →Kissing Jessica Stein has mixed reviews with a rating of 6.0/10. Good for a relaxed evening without high expectations.
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A 2002 film from an era before CGI overload, with real performances that still hit hard. Best for: viewers looking to try something new without being too demanding.
— MovieFinder Editorial
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
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