Back to trending
Kissing Jessica Stein

Kissing Jessica Stein

Comedy · 2002

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.

Movie details

Kissing Jessica Stein

“When it comes to love, sometimes she just can't think straight.”

2002 Comedy 1h 37m

Critical arithmetic

One number, for now.

TMDB

6.0 / 10

Community rating

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.

CriticWise case file

What this film says about your taste.

Not a recommendation score. A measure of how closely the film’s taste signals resemble yours.

The archetype split

Who fights over Kissing Jessica Stein?

The split comes from the same five-axis model used by the test, not audience ratings or review sentiment.

Taste neighbourhood

Nearby on the taste map.

TMDB supplies the candidates. CriticWise reorders them by craft, strangeness, prestige, emotion, and pace.

The Wedding Year

The Wedding Year

Comedy · 2019

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

Like a Boss

Like a Boss

Comedy · 2020

Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.

Adam Sandler: Love You

Adam Sandler: Love You

Comedy · 2024

Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

Fading Gigolo

Fading Gigolo

Comedy · 2013

Fioravante decides to become a professional Don Juan as a way of making money to help his cash-strapped friend, Murray. With Murray acting as his "manager", the duo quickly finds themselves caught up in the crosscurrents of love and money.

The Jerk Theory

The Jerk Theory

Comedy · 2009

An aspiring recording artist, Adam, is burned by a bad relationship experience and decides that if women won't respond to the "nice guy" then he'll be "the jerk." This is wildly successful with meaningless relationships, but when Adam meets and falls for Molly, who doesn't fall for his jerk routine, Adam is forced to reconsider his dating philosophy.

Jimmy Carr: Natural Born Killer

Jimmy Carr: Natural Born Killer

Comedy · 2024

Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

Sarah Silverman: Jesus Is Magic

Sarah Silverman: Jesus Is Magic

Comedy · 2005

Sarah Silverman appears before an audience in Los Angeles with several sketches, taped outside the theater, intercut into the stand-up performance. Themes include race, sex, and religion. Her comic persona is a self-centered hipster, brash and clueless about her political incorrectness. A handful of musical numbers punctuate the performance.

The Best Man Holiday

The Best Man Holiday

Comedy · 2013

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

Die, Mommie, Die!

Die, Mommie, Die!

Comedy · 2003

Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.

The Nowhere Inn

The Nowhere Inn

Music · 2021

When St. Vincent sets out to make a documentary about her music, the goal is to both reveal and revel in the unadorned truth behind her on-stage persona. But when she hires a close friend to direct, notions of reality, identity, and authenticity grow increasingly distorted and bizarre.

Where it lives

Watch in your region.

Cinema release signals and current streaming, rental, and purchase options for your region.

Streaming availability data supplied by JustWatch.

Names above the title

The people responsible.

Directed by

Charles Herman-Wurmfeld

Written by

Heather Juergensen · Jennifer Westfeldt

Jennifer Westfeldt

Jennifer Westfeldt

Jessica Stein

Heather Juergensen

Heather Juergensen

Helen Cooper

Scott Cohen

Scott Cohen

Josh Myers

Jackie Hoffman

Jackie Hoffman

Joan

Tovah Feldshuh

Tovah Feldshuh

Judy Stein

Michael Mastro

Michael Mastro

Martin

Carson Elrod

Carson Elrod

Sebastian

Court is in session

Put Kissing Jessica Stein on trial.

Two incompatible taste archetypes. One film. Read the arguments, then issue a completely binding cultural ruling.

The defence The Popcorn Loyalist

“It owes the canon nothing.”

The movie pursues immediacy and audience pleasure without begging institutions to certify its worth.

The prosecution The Big-Idea Head

“Easy pleasure, short half-life.”

It moves efficiently through the moment but offers little reason to keep arguing once the credits end.