Kissing Jessica Stein

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

Hillel Friedman Rabbi

Ben Feldman Ben Feldman