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Jessica Stein is a single, straight, successful, journalist, part of a bonded Jewish family living in New York City, who finds herself not as straight as she thought when Jessica meets and begins an intense friendship with career woman Helen Cooper which ultimately leads to romance.
Jessica Stein is a hard-to-please journalist/artist who is constantly plagued by people trying to find the right "one" for her. When her ex-fiancée tells her shes too picky, she answers Helen Coopers personal ad looking to make a friend, but gets more than she expects. Jessica doesnt think theres just one person out there for everyone, because plenty of people are kissing Jessica Stein.
Jennifer Westfeldt
Jessica Stein
Heather Juergensen
Helen Cooper
Tovah Feldshuh
Judy Stein
Esther Wurmfeld
Grandma Esther
Hillel Friedman
Rabbi
Ben Feldman
Self
Robert Ari
Sidney Stein
David Aaron Baker
Dan Stein
Jennifer Carta
Rachel - Dan's Fiancée
Ben Weber
Larry
Brian Stepanek
Peter
Nick Corley
Howard
Jackie Hoffman
Joan
John Cariani
Chuck
Scott Cohen
Josh Meyers
Christopher Berger
Malaprops Guy
Hayden Adams
Weird Smooth Guy
Kevin Sussman
Calculator Guy
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