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Movies Like Heart-Break.com
Find movies like Heart-Break.com using TMDB similarity plus Movie Rankings community context. Our top current pick is Rosaline. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Rosaline
2022
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
The Best You Can
2025
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.
Irreplaceable You
2018
A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
A California Christmas: City Lights
2021
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Mumford
1999
When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!
The Giant Mechanical Man
2012
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Enemies, a Love Story
1989
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
Camille
2008
A twisted honeymoon adventure about a young couple on their way to Niagara Falls.
Cherry
2010
Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out her life. The curriculum gets more challenging when Aaron meets Linda's sarcastic 14 year-old daughter, Beth - who quickly develops a crush on him. The math doesn't work in either direction but the dysfunctional triangle becomes a learning experience for all involved.
Cosi
1996
Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overrun by one of the patients, who wants to stage the opera Cosi Fan Tutte by Mozart, despite the fact that none of the patients can sing or speak Italian. A comedy of errors ensues, but one which unifies the patients and their director in unexpected ways.
Chéri
2009
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Danny Deckchair
2003
Based on a true story, the tale of a cement truck driver named Danny, whose long awaited vacation is cancelled thanks to his scheming girlfriend, Trudy. Danny escapes his grim life in suburban Australia and blasts into the skies in a chair tied with helium balloons. A mighty thunderstorm blows him clean off the map, and spits him out far away over the lush green town of Clarence. In this new town, he rockets into the world of Glenda, the town's only parking cop. While the media back home becomes obsessed with the story of his disappearance, Danny gets to reinvent himself in this new town, and in his great adventure, he discovers a true soul mate in Glenda. Fate catches up with him eventually, as Danny's true identity is revealed and Trudy--now a tabloid celebrity--comes to the idyllic town to claim Danny and drag him back to Sydney. Danny, however, is a changed man; he's discovered what it means to be happy and has found a new self-worth.
Sidewalks of New York
2001
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Jack Goes Boating
2010
A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.
Breaking & Exiting
2018
Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.
You Will Meet a Tall Dark Stranger
2010
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
XX/XY
2002
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
He Said, She Said
1991
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
What are the best movies like Heart-Break.com?
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