Kissing Jessica Stein (2002)

(6.023) based on 241 votes
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.

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.

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We have selected and highlighted for you the top 3 movies like Kissing Jessica Stein with regards to the film topics. Not enough? You will still be able to find other similar movies in the next section!

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An uptight, conservative businesswoman accompanies her boyfriend to his eccentric and outgoing family's annual Christmas celebration and finds that she's a fish out of water in their free-spirited way of life.
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Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.
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Max and Annie's weekly game night gets kicked up a notch when Max's brother Brooks arranges a murder mystery party -- complete with fake thugs and federal agents. So when Brooks gets kidnapped, it's all supposed to be part of the game. As the competitors set out to solve the case, they start to learn that neither the game nor Brooks are what they seem to be. The friends soon find themselves in over their heads as each twist leads to another unexpected turn over the course of one chaotic night.
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Other movies similar to Kissing Jessica Stein

Did you watch all the movies suggested in the previous section? No trouble! Here you can find more movies like Kissing Jessica Stein that you should definitely not miss!

Gray Matters

Sam and Gray are such a well-matched pair that it is difficult to believe they are brother and sister rather than husband and wife. They both share a love of 1940s movies and dancing, and when they meet Charlie, they have something else in common: They both fall in love with her. Sam must deal with unexpected feelings of jealousy, while Gray struggles to come to terms with her sexual orientation.
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Noemi, the studious, devoutly religious daughter of a prominent rabbi, convinces her father to postpone her marriage for a year so that she might study at a Jewish seminary for women in the ancient Kabalistic seat of Safe.
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In 1952, as England prepares for the coronation, two very different men have one thing in common—a face.
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Veronica Love seems to have it all...she's smart, sassy and sexy and has a career as one of the most successful real estate entrepreneurs in California. Affectionately known as Love by her girlfriends Beverly and Charity, Love also happens to be happily single and loving every minute of it. She has no shortage of flings with the many boy toys and playthings that cross her path all because she doesn't believe in true love. Enter the sexy and mysterious business acquaintance Lance Peterson. Love has never felt this way about any man before and thinks that he could possibly be "the one" as their feelings for one another grow deeper by the moment. Lance is harboring a few tightly-wound deep secrets of his own that soon unravel and are revealed to her. Will his shocking revelation be enough to bring Love's world crashing down around her or will Love be able to survive his secrets with her heart still intact?
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Carriages

James is unlucky in love. He’s stuck in a routine of all work and no play and can’t seem to shake loose from it. The only thing that keeps him going is his daily commute to work, which he shares with the girl of his dreams. The only downside however, is he can’t pluck up the courage to speak to her, and she doesn’t seem to know he exists. With his two work colleagues as his only aid, James finds himself caught up in a never ending cycle of embarrassing and awkward situations as he attempts to win her heart. This is the story of when boy meets girl… But with nerves…
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10.0
Carriages
Boys Briefs 2

The long-awaited sequel to Boys Briefs, the successful compilation of six outstanding short films about gay first love. Hosted by DANNY ROBERTS, star of MTV's THE REAL WORLD NEW ORLEANS. Films included are: Doors Cut Down [En malas compañías] (2000); Chicken (2001); Back Room (1999); Breakfast [Frühstück] (2002); Touch (2001); and Take-Out (2000)
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5.6
Boys+Briefs+2
Boys Briefs 2

2002

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As Luck Would Have It

Jean-Pierre is a literature professor in Switzerland. Due to the vagarities of Swiss law, he is selected, basically at random, to be the guardian of a parentless teenage boy named Antoine. Conflict comes into the story as Jean-Pierre, who has just accepted a major promotion, must now deal with caring for a teenage boy he doesn't want to care for, as well as handling his own jealous boyfriend. Then his wife steps into the picture. Things get complicated from there as Jean-Pierre tries to get out of his guardianship.
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5.6
As+Luck+Would+Have+It
As Luck Would Have It

2002

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Km. 0

Located in Madrid's Plaza del Sol, Km. 0 is the point from which all distances in Spain are measured from the capital. In Km. 0, it is also the meeting point for a gallery of characters. Bored, affluent housewife Marga meets up with gigolo Miguel, who co-habitates with gay Benjamin. Sergio, a soon-to-be-married office clerk who can't wait to lose his virginity, makes the acquaintance of prostitute Tatiana, while gay dancer Bruno meets Maximo. Meanwhile, wannabe director Pedro arranges to meet up with Silvia, an actress who wants to work in musicals directed by Gerardo, and bartender Mario is caught between Amor, who wants to marry him, and her little sister Roma, who is truly in love with him.
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6.2
Km.+0
Lie Down With Dogs

Tommie is a young guy in Manhattan with a dead-end job handing out fliers in Times Square. At the beginning of a fateful summer, he has a chance encounter with a friend who tells Tommie that he's headed to Provincetown, on the Cape, for a long weekend. Tommie is inspired to make his own trek to P-town, where he goes on a summer long, balls-out quest for Mr. Right, even though he has no money and holds his breath each time he uses his American Express card. In the course of the summer, Tommie looks for a work as a house boy at various inns, works several jobs, benefits from the kindness of a stranger, and gets involved with a series of men. Is it all worth it?
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5.3
Lie+Down+With+Dogs
Lie Down With Dogs

1995

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The Naked Civil Servant

Story of the life of Quentin Crisp, an Englishman who was brave enough to live his life according to his own style even in the hostile days of WW2.
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6.6
The+Naked+Civil+Servant
The Naked Civil Servant

1975

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The Dog in the Manger

Countess Diana de Belflor is in love with Teodoro, her secretary, but he is engaged to Marcela.
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6.6
The+Dog+in+the+Manger
The Dog in the Manger

1996

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I Hate Luv Storys

Simran loves love stories, with her ideal job and perfect boyfriend, she lives a blissful and dreamy life. However, things are rudely interrupted by Jay's cynicism on sentimentality.
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5.9
I+Hate+Luv+Storys
I Hate Luv Storys

2010

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Loose Cannons

Tommaso is the youngest son of the Cantones, a large, traditional southern Italian family operating a pasta-making business since the 1960s. On a trip home from Rome, where he studies literature and lives with his boyfriend, Tommaso decides to tell his parents the truth about himself. But when he is finally ready to come out in front of the entire family, his older brother Antonio ruins his plans.
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7.3
Loose+Cannons
Loose Cannons

2010

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Titanic

Plot unavailable
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Titanic
Before / After

Jérémy meets Baptiste. Their shared baldness takes them to Istanbul, where clinics claim to reverse the course of time. Amid shifting winds and silent unrest, they search for meaning in a city not their own. Day by day, a fragile bond forms, in the hope of change.
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3.5
Before+%2F+After
Before / After

2025

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Gypsy

Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee.
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6.3
Gypsy
Groucho

David, a sixteen-year-old teenager, approaches Enrique in the lift. With the excuse of helping with shopping bags, he gets into his house and tries to seduce him.
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2.8
Groucho
In the Bleak Midwinter

Out of work actor Joe volunteers to help try and save his sister's local church for the community by putting on a Christmas production of Hamlet, somewhat against the advice of his agent Margaretta. As the cast he assembles are still available even at Christmas and are prepared to do it on a 'profit sharing' basis (that is, they may not get paid anything) he cannot expect - and does not get - the cream of the cream. But although they all bring their own problems and foibles along, something bigger starts to emerge in the perhaps aptly named village of Hope.
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7.1
In+the+Bleak+Midwinter
In the Bleak Midwinter

1995

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Trick

Gabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before he can write about one – so he heads straight for his local gay bar.
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6.9
Trick
50 First Dates

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.
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6.9
50+First+Dates
50 First Dates

2004

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The Adventures of Priscilla, Queen of the Desert

Two drag performers and a transgender woman travel across the desert to perform their unique style of cabaret.
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7.3
The+Adventures+of+Priscilla%2C+Queen+of+the+Desert
The Adventures of Priscilla, Queen of the Desert

1994

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Oscar

This film originated as a play in Paris. The story focuses on the one-day adventures of Bertrand Barnier played with a genius of French cinema, Louis de Funes. In the same morning he learns that his daughter is pregnant, an employee stole a large amount of money from his company, his maid is about to resign in order to marry a wealthy neighbor and his body builder is interested in marrying his daughter. The seemingly complicated story-line is full of comedy or errors and some of the most hilarious mime scenes of the French cinema.
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7.3
Oscar
Jacob the Liar

A Jewish ghetto in the east of Europe, 1944. By coincidence, Jakob Heym eavesdrops on a German radio broadcast announcing the Soviet Army is making slow by steady progress towards central Europe. In order to keep his companion in misfortune, Mischa, from risking his life for a few potatoes, he tells him what he heard and announces that he is in possession of a radio - in the ghetto a crime punishable by death. It doesn't take long for word of Jakob's secret to spread - suddenly, there is new hope and something to live for - and so Jakob finds himself in the uncomforting position of having to come up with more and more stories.
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6.9
Jacob+the+Liar
Jacob the Liar

1974

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Earth Girls Are Easy

In this musical comedy, Valerie is dealing with her philandering fiancé, Ted, when she finds that a trio of aliens have crashed their spaceship into her swimming pool. Once the furry beings are shaved at her girlfriend's salon, the women discover three handsome men underneath. After absorbing the native culture via television, the spacemen are ready to hit the dating scene in 1980s Los Angeles.
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5.6
Earth+Girls+Are+Easy
Earth Girls Are Easy

1988

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Chasing Amy

Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.
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6.8
Chasing+Amy
Chasing Amy

1997

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A Monster Called Ignorance

Twenty-year-old Elia decides to tell the story of his family in front of a camera. A view into Elia's past shows us how much 2-year-old Elia was loved by his wonderful parents, Roberto and Marco, and their best friend, 'aunt Sara'.
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A+Monster+Called+Ignorance
A Monster Called Ignorance

2014

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Leather

Birch, a young man living in the Catskill Mountains, reunites with his childhood friend from the city, Andrew.
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4.5
Leather
Lô Tô

"Lotto" is a story revolving around the life of Le Lieu - the "main peach" of Phu Hoa bingo. Le Lieu is actually a man named Nam. Males grow up and have to get married just like other men. Until one day Nam decided to leave his family to follow the urge in his mind, he came to the bingo group to live with his true self and with his desire even though life was messy, lonely, staggered like a locomotive singing here and there...
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5.0
L%C3%B4+T%C3%B4
Married to the Mob

Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.
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5.9
Married+to+the+Mob
Married to the Mob

1988

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Not Now

Noah, an aimless college dropout, is constantly getting swept up in romances that always end in heartbreak. At work, he is paired to train Autumn, an infectious, enigmatic and fun new girl, who challenges his views on love, relationships and life.
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Not+Now
Boys On Film 16: Possession

Golden boys, teen lust, self-conscious dolls, chance encounters, a vengeful creature, holiday romance, hidden sexuality — Boys On Film celebrates it's (not so) sweet sixteen with an astonishing selection of the latest international gay short films. Volume 16: Possession features ten complete films: Kai Stänicke's "Golden" with Christian Tesch and Maximilian Gehrlinger; Christopher Manning's "Jamie" starring Sebastian Christophers and Raphael Verrion; Kai Stänicke's "B." starring Susanne Bormann and Andreas Jähnert; Blake Mawson's "PYOTR495" starring Alex Ozerov; Charlie Francis's "When A Man Loves A Woman" starring Tommy Jay Brennan, Jemima Spence, and Diane Brooks Webster; Anthony Schatteman's "Follow Me" starring Ezra Fieremans and Maarten Ketels; Jake Graf's "Chance" starring 'ABS' and Clifford Hume; Andrew Keenan-Bolger's "Sign" starring John McGinty and Preston Sadleir; Oliver Mason's "Away With Me" starring Chris Polick and Lee Knight; and "We Could Be Parents" by Björn Elgerd.
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4.3
Boys+On+Film+16%3A+Possession
Boys On Film 16: Possession

2017

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I Love You Phillip Morris

Steven Russell leads a seemingly average life – an organ player in the local church, happily married to Debbie, and a member of the local police force. That is until he has a severe car accident that leads him to the ultimate epiphany: he’s gay and he’s going to live life to the fullest – even if he has to break the law to do it. Taking on an extravagant lifestyle, Steven turns to cons and fraud to make ends meet and is eventually sent to the State Penitentiary where he meets the love of his life, a sensitive, soft-spoken man named Phillip Morris. His devotion to freeing Phillip from jail and building the perfect life together prompts him to attempt (and often succeed at) one impossible con after another.
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6.4
I+Love+You+Phillip+Morris
I Love You Phillip Morris

2010

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A Lot Like Love

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to... lovers?
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6.8
A+Lot+Like+Love
A Lot Like Love

2005

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