The Heartbreak KidMovies like The Heartbreak Kid
- Key Features:
- Remake, Romantic comedy, Infidelity, Midlife crisis, Regret, Impulsive decisions, Relationship drama, Comedy, Vacation setting, Unreliable narrator
- Tone:
- humorous, cynical, satirical
- Target Audience:
- Adults, Comedy fans, Relationship drama enthusiasts
- Emotional Arc:
- Excitement → Regret → Discomfort
The Heartbreak Kid

Three days into his Miami honeymoon with needy and unsophisticated Lila, Lenny meets tall, blonde Kelly. This confirms his fear that he has made a serious mistake and he decides he wants to be with Kelly instead.
The Heartbreak Kid
Eddie, the 40-year-old confirmed bachelor finally says "I do" to the beautiful and sexy Lila. But during their honeymoon in Mexico, the woman of his dreams turns out to be a total nightmare, and the guy who could never pull the trigger realizes he’s jumped the gun.

Alex and his sister run a business designed to break up relationships. They are hired by a rich man to break up the wedding of his daughter. The only problem is that they only have one week to do so.

Upon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny, and it isn't long until Aram and Sandy find out they get along wonderfully and start to date. But is their relationship real or is it, in fact, just a rebound for both of them?

She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.

Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to save his reputation and report on her upcoming fourth trip down the aisle – during which he's convinced she'll run again. Though he's there on a muckraking mission, Ike can't help but fall for this breathtaking heartbreaker.

Hopeless romantic Stensland thinks he's found true love with an older woman, Morgan, only to learn that she's married and that their fling is merely an instrument of revenge against her neglectful husband, Grady. Initially out for blood, Grady finds himself strangely sympathetic to Stensland's plight and decides to get revenge on his wife instead.

A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.

With his family away for their annual summer holiday, a publishing executive decides to live a bachelor's life. The beautiful but ditzy blonde from the apartment above catches his eye and they soon start spending time together—maybe a little too much time!

After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.

On her deathbed, a mother makes her son promise never to get married, which scars him with psychological blocks to a commitment with his girlfriend. They finally decide to tie the knot in Vegas, but a wealthy gambler arranges for the man to lose $65K in a poker game and offers to clear the debt for a weekend with his fiancée.

Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.

A business mogul runs into his old small town girlfriend while she is visiting the big city only to find out that they had a child together that he was unaware of.

When Florence, his companion of five years, shocks him with the news that she's leaving him, moving to Miami and marrying another man, Arthur loses it. He follows Florence to all the way to Florida with plans to stop the wedding, which is set to take place in just a few days. Along the way, he crosses paths with Emilie, who is also heading to Miami, but unlike Arthur, is wanted by the police. As a result, Arthur gets stuck on an adventure he definitely never expected.

A bride's divorced parents find their old feelings for each other during the wedding reception and over the course of the next few days upsetting the newlywed's honeymoon.

Sleepy-eyed filmmaker Darrel wakes to find himself in bed with his crew member Sydney. As they begin to discuss the previous evening and tepid reviews of his new film, emotions give rise to a passionate and thoughtful relationship that once could have been if either had taken the chance.

After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

Divorced couple Georgia and David find themselves on a shared mission: they team up and travel to Bali to stop their daughter Lily from making the same mistake they once made 25 years ago.

The vicissitudes of three couples of newlyweds from the celebration of weddings to their respective honeymoons.

Frank and Lindsay—two emotionally-broken strangers—meet on the way to a destination wedding. Over the course of the weekend and against all odds, they find themselves drawn together even though they are initially repulsed by one another.

Convinced that his fiancee is cheating on him, a man follows her to a hotel and calls his best friend to help him avoid a calamity.

Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life—just when she thought she had it all figured out.

After ten years of dating, Chloe’s boyfriend Eric still hasn’t matured. Hoping to give him the push he needs, she dumps him; confident Eric will grow up and beg her to come back. However, six months later, Eric meets Chloe for dinner with big news: he’s getting married in a week. Needing a break to mend her broken heart, Chloe takes a vacation, but when she arrives, she learns that Eric and his fiancée are getting married at the same resort!

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

A happy newlywed marriage counselor's views on wedded bliss get thrown for a loop when she finds out her parents are getting divorced.

When a professional couple, who have lived and worked together for many years, finally decide to marry, their sudden betrothal causes many unexpected difficulties. They soon find that being married is often quite different from being "best friends."

John and his buddy, Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

TV reporter Rob Salinger longs for a baby. But his career-minded wife, Micki, is too busy for motherhood. A romantic fling with a seductive cellist, Maude, leads to her pregnancy. Rob receives another shock when Micki announces that she's also expecting! In love with both women, he marries Maude and starts leading a double life full of complicated and riotous situations.

Even though Gwyn Marcus is engaged to her boyfriend, Matt, she is still afraid of commitment. While she admires her parents' loving relationship, she discovers that her family has not always been faithful in marriage, making it harder than ever to settle down. As her mother pressures her to get married, and plenty of attractive men appear in her life, Gwyn learns that she must balance her career, relationships and marriage to be truly happy.

Nate moves to L.A. to track down Cristabel, the woman he's been in love with since childhood, only to discover that his plan to woo her only has one hurdle to overcome: what to do with June, Cristabel's ever-present, not-so-hot best friend? What's even more complicating is Nate's growing feelings for June, whose true beauty starts to emerge.

Bad weather diverts Tom and Laura Jane from their Bahamas dream wedding. So, with friends, parents, and Laura's protective big brother, they land at a mystery hotel in Jamaica—which turns out to be a swinger's resort! Can the innocent couple avoid the nonstop booze, weed, naked bodies, and lusty dolphins long enough to make it to the altar?

A spark on a Friday can lead to a sizzling weekend fling, but what happens when you get to the inevitable Monday?

When their best friends announce that they're separating, a professor and his wife discover the faults in their own marriage.

A suburban couple decide to spice up their lives by swinging with another couple.

A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.

After a one-night stand results in pregnancy, a young woman decides to become partners with the emotionally immature father-to-be.

A heartbroken literary critic turns his despair into creativity following a bitter divorce, only to encounter an enchanting beauty who poses a major challenge to his newfound cynicism. Marc Marronnier thought his marriage was going well until his wife deemed him immature, and left him for a high-profile writer. Devastated, he began filtering all of his heartache into a misanthropic manuscript decrying the virtues of true love. But later, when Marc falls hard for his cousin's radiant and gorgeous wife, his entire life is turned upside down. Louise Bourgoin and Gaspard Proust star in a film by actor and author-turned-director Frederic Beigbeder.

When two married business executives having an affair are blackmailed by a violent criminal, they are forced to turn the tables on him to save their families.

After 6 years together, Mike's girlfriend leaves him, so he travels to LA to be a star. Six months on, he's still not doing very well— so a few of his friends try to reconnect him to the social scene and hopefully help him forget his failed relationship.

Abby and Travis wake after a crazy night in Vegas as accidental newlyweds! With the mob on their heels, they flee to Mexico for a wild, weird honeymoon—but are they in for another disaster?

Frustrated with their relationship, Priscilla and Jack decide to take a break. While Jack moves into a new place of his own and starts dating a student, Priscilla discovers the joys of self-pleasuring and finds an unusual bedmate.

18-year-old Jenny Taylor is ecstatic when she finds out that her favorite rock star, Jason Masters, is a guest at the tropical resort where she is working for the summer. When they are both thrown overboard during a Caribbean cruise, she saves his life and they find themselves stranded on a remote beach. Deliriously in love with the idea of time alone with him, she manages to hide the fact that they're a stone's throw away from their resort.

Although Tom Leezak and Sarah McNerney come from different worlds, they are both unexpectedly swept off their feet after their first meeting. They quickly fall in love and plan to get married, despite opposition from Sarah's uptight, rich family. After their wedding, the happy couple sets off - with the highest of hopes and ideals about love and marriage - on what they expect will be the perfect honeymoon in Italy. Thanks to a relentless string of bad luck with one disaster after another, and an impromptu visit from Sarah's wealthy one-time ex-lover Peter Prentiss, the newlyweds experience the honeymoon from hell that tests the limits of their young love. Is it worth throwing away their love and marriage?

Two newlyweds on their honeymoon discover that they are different in almost every way — but can these opposites attract?

Thirty-year-old Ben is about to marry Juliette. His quiet, ordered life will fall to pieces when he meets up again with the person he secretly wants to see the most: Vanessa, the high school bombshell who never so much as looked in his direction. She's back in Paris, and the only person she now knows is him…

When he finds out his longtime girlfriend is pregnant, a commitment-phobe realizes he might have to change his lifestyle for better or much, much worse.

Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy.

An egotistical television personality enlists the assistance of his best friend in putting the fidelity of his fiancé to the test in this amiable comedy of the sexes. Told in flashback, the film takes a familiar love-triangle scenario and gives it a bitter twist. With a bride who seems too good for either suitor, the film is sustained by one question - who will she choose?

Pushed to the breaking-up point after their latest 'why can't you do this one little thing for me?' argument, Brooke calls it quits with her boyfriend Gary. What follows is a hilarious series of remedies, war tactics, overtures and undermining tricks – all encouraged by the former couple's friends and confidantes …and the occasional total stranger! When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.

A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

Buddy Amaral, a successful and self-absorbed Los Angeles advertising executive, switches airline tickets with a stranger just before boarding a long-delayed flight so that he might enjoy an overnight fling with a pretty Dallas businesswoman. When the plane goes down, killing all aboard, Buddy's guilt soon turns into an alcohol problem. As part of his 12-step program, Buddy seeks atonement and decides to seek out the woman he thinks he's left a widow.

After a 15-year marriage, a couple readies for divorce but suddenly realize that their feelings haven't vanished yet.

Recently fired and facing eviction, a new dad has his life turned upside down when he meets a wealthy couple who offer a path to financial security... but at a price.

After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. But when Evan's beautiful girlfriend Nikki gets wind of the plan, it's these players that end up getting played.

Powerful businessman Russ Duritz is self-absorbed and immersed in his work. But by the magic of the moon, he meets Rusty, a chubby, charming 8-year-old version of himself who can't believe he could turn out so badly – with no life and no dog. With Rusty's help, Russ is able to reconcile the person he used to dream of being with the man he's actually become.

In Los Angeles, Max Carlyle makes a good living directing commercials and has a happy home life with his wife, Mimi, and two children. When Carlyle travels to New York City to visit his friend Charlie, who has been diagnosed with AIDS, he has repeat run-ins with a beautiful woman, Karen, and eventually sleeps with her. Though he goes home the next day and doesn't return until a year later, Carlyle's infidelity still lingers.

In a corrupt city, a small-time gangster and the estranged wife of a pot dealer find themselves thrown together in an escapade of love, money, drugs and danger.

Two young people arrive in New York to spend a weekend, but once they arrive they're met with bad weather and a series of adventures.

Dean and Cindy live a quiet life in a modest neighborhood. They appear to have the world at their feet at the outset of the relationship. However, his lack of ambition and her retreat into self-absorption cause potentially irreversible cracks in their marriage.

On the eve of his wedding, a successful writer travels around the country to meet up with ex-lovers in an attempt to make amends for his wrongdoings.

Reckless playboy Bob Merrick crashes his speedboat, requiring emergency attention from the town’s only resuscitator while a local hero, Dr. Phillips, dies waiting for the life-saving device. Merrick then tries to right his wrongs with the doctor’s widow, Helen, falling in love with her in the process.

A high-powered CEO puts her career and family on the line when she begins a torrid affair with her much younger intern.

When his fiancée dumps him at the altar for her ex, a young man is left with no alternative but to go on his romantic honeymoon with his mother.

Spoof of romantic comedies which focuses on a man, his crush, his parents, and her father.

After the renewed flings with their former lovers prove to be disastrously unlike the romantic memories, an unfaithful couple returns to each other.

Hairdresser Nadine Hightower wants to retrieve the risqué photos she once posed for, but when she visits the photographer at his office, he's murdered by an intruder. Nadine talks her estranged husband, Vernon, into going along when she returns to the office, where they stumble across plans for a less than legal construction project. But when Vernon tries to turn the documents into a cash windfall, he and Nadine are pursued by goons with guns.

A comedic drama featuring two couples and two old friends in Mexico City. Tomas visits Carlos and Ana, while Miguel and Andrea are joined by Maria. The presence of guests triggers lust, rejection, infidelities, reconciliation and other consequences.

When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.

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.

On his wedding day, Joseph nervously admits that his wife is not quite like other women. But his beautiful bride is more than just the "impulsive, compulsive, obsessive" woman he thinks he knows. And when Joseph discovers she is hiding troubling secrets, it sends them both on a sexual odyssey that will either destroy or redeem their relationship.

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

Long-term couple Owen and Hallie are breaking up—or maybe not?—and just as their relationship reaches a turning point, Matt and Willa embark on a romance of their own.

Cowboys Beauregard Decker and Virgil Blessing attend a rodeo in Phoenix, where Decker falls in love with beautiful cafe singer Cherie. He wants to take Cherie back to his native Montana and marry her, but she dreams of traveling to Hollywood and becoming famous. When she resists his advances, Decker forces Cherie onto the bus back to Montana with him, but, when the bus makes an unscheduled stop due to bad weather, the tables are turned.

A violent screenwriter and a female neighbor fall in love after she clears him of murder, but she begins to have second thoughts.

The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.

After moving to Palm Springs, a young married couple puts their love to the test when they discover that their neighbors are swingers.

Film version of the Neil Simon play has three separate acts set in the same hotel suite in New York's Plaza Hotel with Walter Matthau in a triple role. In the first, Karen Nash tries to get her inattentive husband Sam's attention and help save their failing marriage. In the second, brash film producer Jesse Kiplinger tries to seduce his former one-time flame Muriel. In the third, Roy Hubley and his wife Norma try and persuade their daughter, a bride to-be with cold feet, out of the bathroom before her approaching wedding ceremony.

Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

Many loosely connected characters cross paths in this film, based on the stories of Raymond Carver. Waitress Doreen Piggot accidentally runs into a boy with her car. Soon after walking away, the child lapses into a coma. While at the hospital, the boy's grandfather tells his son, Howard, about his past affairs. Meanwhile, a baker starts harassing the family when they fail to pick up the boy's birthday cake.

The discovery of an illicit love affair leads two young Angelenos on a violent, sexually charged tour through the dark side of human nature.

A traveling art saleswoman tries to shake off a flaky motel manager who falls for her and won't leave her alone.

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To her surprise, Maddie soon discovers the awkward Percy is no sure thing.

A womanizer bets that he can get someone to accept his marriage proposal after dating them for just 30 days. What he doesn't know is that the woman he targeted has some serious commitment issues.

Darcy and Tom gather their families for the ultimate destination wedding but when the entire party is taken hostage, “’Til Death Do Us Part” takes on a whole new meaning. Now, Darcy and Tom must save their loved ones—if they don’t kill each other first.

Samantha Hart is delighted when her online "Chance at Romance" to photographer Heath Madsen eventually results in Heath sending her a first class ticket to visit. Upon arriving for what she expects to be a romantic weekend, however, she learns her online relationship with the widowed photographer was actually manufactured a matchmaking twelve year-old. Sam is anxious to end her trip as quickly as possible, but a nasty bout of weather extends her stay through the end of the week.

Morgan Grant and her daughter Clara explore what's left behind after a devastating accident reveals a shocking betrayal and forces them to confront family secrets, redefine love, and rediscover each other.

Bored with her marriage to burnt out poet turned corporate executive Thierry, Zandalee falls prey to an old friend of her husband, the manipulative and egotistical Johnny and becomes enmeshed in a sensual, passionate and destructive affair.

Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.

A neurotic L.A. building contractor pushes his reluctant wife into having a threesome. Unfortunately for him, his wife gets more out of it than he does and begins seducing every female she meets, including the contractor's secretary.

Johnny is a successful banker with great respect for and dedication to the people in his life, especially his future wife Lisa. The happy-go-lucky guy sees his world being torn apart when his friends begin to betray him one-by-one.

After thirty years of marriage, a middle-aged couple attends an intense, week-long counseling session to work on their relationship.

Desperate for a good story, a sex-addicted journalist throws himself into the world of high-class escorts when he starts following a Stanford-educated prostitute.

Middle-aged and divorced, Wilson finds himself lonely, smug, and obsessed with his past.

Two guys whose love lives are a wreck look forward to finding ladies on the high seas. Unfortunately, they've mistakenly been booked on a gay cruise.

The lives of Ted and Marion Cole are thrown into disarray when their two adolescent sons die in a car wreck. Marion withdraws from Ted and Ruth, the couple's daughter. Ted, a well-known writer, hires as his assistant a student named Eddie, who looks oddly similar to one of the Coles' dead sons. The couple separate, and Marion begins an affair with Eddie, while Ted has a dalliance with his neighbor Evelyn.


