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60% Critic Match
Kissing Jessica Stein
“When it comes to love, sometimes she just can't think straight.”
6.0 / 10• 2002• 1h 37m•R• English
Comedy
Storyline
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 & Crew

Jennifer Westfeldt
Jessica Stein
Lead
Heather Juergensen
Helen Cooper

Scott Cohen
Josh Myers

Jackie Hoffman
Joan

Tovah Feldshuh
Judy Stein

Michael Mastro
Martin

Carson Elrod
Sebastian

Jon Hamm
Charles
What People Are Saying
3.0
“A staggering achievement of craft and ambition. Charles Herman-Wurmfeld's vision lands with breathtaking precision.”
3.0
“Every frame feels alive. Kissing Jessica Stein is the rare release that takes its audience seriously.”









