
Kissing Jessica Stein
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.
Movies Like Kissing Jessica Stein
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Jim Jefferies: Intolerant
2020★ 7.1
Between scenes from an excruciating date, Jim Jefferies digs into generational differences, his own bad habits and the shifting boundaries in comedy.

Bill Burr: Drop Dead Years
2025★ 7.2
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

Hard to Die
1990★ 6.1
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

Fading Gigolo
2013★ 5.8
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.

Ladies First
2026★ 6.0
An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.

The Wedding Year
2019★ 5.9
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.

Ricky Gervais: Mortality
2025★ 7.1
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

Bullets Over Broadway
1994★ 7.1
After young playwright, David Shayne obtains funding for his play from gangster Nick Valenti, Nick's girlfriend Olive miraculously lands the role of a psychiatrist—but not only is she a bimbo who could never pass for a psychiatrist—she's a dreadful actress. David puts up with the leading man who is a compulsive eater, the grand dame who wants her part jazzed up, and Olive's interfering hitman/bodyguard—but, eventually he must decide whether art or life is more important.

Ricky Gervais: Armageddon
2023★ 7.1
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

Adam Sandler: Love You
2024★ 6.2
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

How to Murder Your Wife
1965★ 6.3
Stanley Ford leads an idyllic bachelor life. He is a nationally syndicated cartoonist whose Bash Brannigan series provides him with a luxury townhouse and a full-time valet, Charles. When he wakes up the morning after the night before - he had attended a friend's stag party - he finds that he is married to the very beautiful woman who popped out of the cake - and who doesn't speak a word of English. Despite his initial protestations, he comes to like married life and even changes his cartoon character from a super spy to a somewhat harried husband.

The Nowhere Inn
2021★ 5.8
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.

A Night at the Opera
1935★ 7.4
The Marx Brothers take on high society and the opera world to bring two lovers together. A sly business manager and two wacky friends of two opera singers help them achieve success while humiliating their stuffy and snobbish enemies.

Seriously Single
2020★ 6.9
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

The Best Man Holiday
2013★ 6.5
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.

Like a Boss
2020★ 6.2
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.

Babes
2024★ 5.9
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

The Last American Virgin
1982★ 6.6
The friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals.

Eddie Izzard: Dress to Kill
1999★ 7.8
Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European dream.

A Bad Moms Christmas
2017★ 6.3
Amy, Kiki and Carla – three under-appreciated and over-burdened women – rebel against the challenges and expectations of the Super Bowl for mothers: Christmas. And if creating a more perfect holiday for their families wasn’t hard enough, they have to do all of that while hosting and entertaining their own mothers.