
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.

as Jessica Stein

as Helen Cooper

as Josh Myers

as Joan

as Judy Stein

as Martin

as Sebastian

as Charles

as Dan Stein

as Grandma Esther

as Rabbi

as Ben Feldman

as Larry

as Peter

as Rachel - Dan's Fiancée

as Bridesmaid

as Cab Driver

as Chuck

as Calculator Guy

as Not-Yet-Out Gay Guy

as Weird Smooth Guy

as Malaprops Guy

as Schuller Gallery Artist

as Roland

as Stephen

as Greg

as Matthew

as Josh's Date

as Cheesy Pick-up Guy #1

as Helen's New Girlfriend

as Seductive Woman at Gallery