Comedy
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.
Directed by
Charles Herman-Wurmfeld
Written by
Heather Juergensen, Jennifer Westfeldt
Jon Hamm
Charles
Michael Ealy
Greg
Idina Menzel
Bridesmaid
Kevin Sussman
Calculator Guy
Jennifer Westfeldt
Jessica Stein
Brian Stepanek
Peter
Tovah Feldshuh
Judy Stein
Scott Cohen
Josh Myers
Alysia Reiner
Schuller Gallery Artist
Ben Weber
Larry
Jim J. Bullock
Not-Yet-Out Gay Guy
Jackie Hoffman
Joan
Tibor Feldman
Roland
Jimmy Palumbo
Cheesy Pick-up Guy #1
Ilana Levine
Helen's New Girlfriend
David Aaron Baker
Dan Stein
Julie Lauren
Josh's Date
John Cariani
Chuck
Jennifer Carta
Rachel - Dan's Fiancée
Vinny Vella
Cab Driver
Allen Fitzpatrick
Matthew
Carson Elrod
Sebastian
Michael Mastro
Martin
Heather Juergensen
Helen Cooper
Esther Wurmfeld
Grandma Esther
Hillel Friedman
Rabbi
Hayden Adams
Weird Smooth Guy
Christopher Berger
Malaprops Guy

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