Kissing Jessica Stein 2002
"When it comes to love, sometimes she just can't think straight."
In "Kissing Jessica Stein (2002)", Jennifer Westfeldt stars as Jessica, a sharp-witted New York City copy editor whose dating life hits a wall of mediocrity.
Director: Charles Herman-Wurmfeld
Cast
Frequently Asked Questions
What is Kissing Jessica Stein (2002) about?
The film follows Jessica, a New York copy editor who, tired of her dating rut, responds to a personal ad—only to find herself unexpectedly drawn to the ad's writer, Helen. What begins as a simple experiment in romance becomes a journey of self-discovery about what love and happiness really mean.
Who directed Kissing Jessica Stein?
Charles Herman-Wurmfeld directed this 2002 indie comedy, bringing a sharp eye for character-driven humor and relatable storytelling.
Who stars in Kissing Jessica Stein?
The film features Jennifer Westfeldt in the lead role, alongside Heather Juergensen, Scott Cohen, and Tovah Feldshuh.
Is Kissing Jessica Stein (2002) worth watching?
With its blend of sharp humor and heartfelt moments, *Kissing Jessica Stein* is a standout indie comedy that resonates with anyone who's ever questioned their path in love. While it's not a mainstream blockbuster, its wit and charm make it a hidden gem worth seeking out.
How long is Kissing Jessica Stein?
The film runs for 97 minutes, offering a tight, engaging runtime perfect for a single sitting.
🎥 Trailer
About Kissing Jessica Stein (2002) — A Sharp, Witty Comedy About Love and Identity
In "Kissing Jessica Stein (2002)", Jennifer Westfeldt stars as Jessica, a sharp-witted New York City copy editor whose dating life hits a wall of mediocrity. Frustrated by one lackluster blind date after another, she turns to a newspaper personal ad—only to find herself unexpectedly drawn to Helen Cooper, a free-spirited art gallerist who's open to exploring romance beyond the conventional. Directed by Charles Herman-Wurmfeld, this indie comedy blends sharp humor with heartfelt introspection, exploring themes of identity, self-discovery, and the messy pursuit of love in the big city. The film's warm, witty atmosphere and relatable struggles make it a standout for fans of character-driven comedies.
With a charming ensemble cast and a runtime that keeps the story breezy yet meaningful, *Kissing Jessica Stein (2002)* delivers more than just laughs—it's a thoughtful reflection on breaking free from expectations. Whether you're drawn to its clever dialogue, sparkling performances, or the way it balances humor with emotional depth, this 2002 gem offers a refreshing take on modern relationships.