Kissing Jessica Stein - Production & Contact Info

Kissing Jessica Stein (2001)
R
97 min | Comedy, Drama, Romance

Kissing Jessica Stein (2001)

97 min | Comedy, Drama, Romance

A woman searching for the perfect man instead discovers the perfect woman.

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Cast	+ Add Cast
40 cast members

Name	Known for
Jennifer Westfeldt Jessica Stein Jessica Stein See fewer	Friends with Kids (2011)
Tovah Feldshuh Judy Stein Judy Stein See fewer	Just My Luck (2006)
Heather Juergensen Helen Cooper Helen Cooper See fewer	The Hammer (2007)
Esther Wurmfeld Grandma Esther Grandma Esther See fewer	Kissing Jessica Stein (2001)
Hillel Friedman Rabbi Rabbi See fewer	Kissing Jessica Stein (2001)
Ben Feldman Self Self See fewer	Black Dynamite (2009)
Robert Ari Sidney Stein Sidney Stein See fewer	Music of the Heart (1999)
David Aaron Baker Dan Stein Dan Stein See fewer	Edge of Darkness (2010)
Jennifer Carta Rachel - Dan's Fiancée Rachel - Dan's Fiancée See fewer	It's About Time (I) (2005)
Ben Weber Larry Larry See fewer	Twister (I) (1996)
Brian Stepanek Peter Peter See fewer	Bolt (2008)
Nick Corley Howard Howard See fewer	Law & Order (1990)
Jackie Hoffman Joan Joan See fewer	Garden State (2004)
John Cariani Chuck Chuck See fewer	Showtime (2002)
Scott Cohen Josh Meyers Josh Meyers See fewer	The 10th Kingdom (2000)
Christopher Berger Malaprops Guy Malaprops Guy See fewer	Little Noises (1991)
Hayden Adams Weird Smooth Guy Weird Smooth Guy See fewer	Hamlet (2009)
Kevin Sussman Calculator Guy Calculator Guy See fewer	Burn After Reading (2008)
Jim J. Bullock Not-Yet-Out Gay Guy Not-Yet-Out Gay Guy See fewer	Spaceballs (1987)
Alysia Reiner Schuller Gallery Artist Schuller Gallery Artist See fewer	Orange Is the New Black (2013)
Carson Elrod Sebastian Sebastian See fewer	Wedding Crashers (2005)
Michael Mastro Martin Martin See fewer	Paterno (2018)
Tibor Feldman Roland Roland See fewer	Enchanted (2007)
Michael Showalter Stephen Stephen See fewer	Wet Hot American Summer (2001)
Michael Ealy Greg Greg See fewer	Barbershop (2002)
Naomi Scott Seductive Woman at Gallery (as Naomi Sablan) Seductive Woman at Gallery (as Naomi Sablan) See fewer	The Overnight (2015)
Jon Hamm Charles Charles See fewer	Mad Men (2007)
Allen Fitzpatrick Matthew Matthew See fewer	My Little Girl (1986)
Julie Lauren Josh's Date Josh's Date See fewer	Rabbit Hole (2010)
Jimmy Palumbo Cheesy Pick-up Guy #1 Cheesy Pick-up Guy #1 See fewer	The Family (I) (2013)
Thomas L. Bolster Cheesy Pick-up Guy #2 (as Thomas Bolster) Cheesy Pick-up Guy #2 (as Thomas Bolster) See fewer	Crimes and Misdemeanors (1989)
Vinny Vella Cab Driver (as Vinnie Vella) Cab Driver (as Vinnie Vella) See fewer	Casino (1995)
Peter Hirsch Stanley Stanley See fewer	Ira & Abby (2006)
Idina Menzel Bridesmaid Bridesmaid See fewer	Frozen (I) (2013)
Adele Reichman Grandma Interrogating Helen Grandma Interrogating Helen See fewer	Kissing Jessica Stein (2001)
Amy Wilson Bookstore Saleswoman Bookstore Saleswoman See fewer	Kinsey (2004)
Ilana Levine Helen's New Girlfriend Helen's New Girlfriend See fewer	Friends with Kids (2011)
Dalit Berkowitz Barfly (uncredited) Barfly (uncredited) See fewer	Red Man (2023)
Lee Kheel Old Woman at Antique Store (uncredited) Old Woman at Antique Store (uncredited) See fewer	Jersey Guy (2003)
Marshall Dancing Elk Lucas Guy (uncredited) Guy (uncredited) See fewer	On Sacred Ground (2023)