20 best movies like Breaking Up (1997)

A man with a "doormat" personality tries standing up for himself for a change in this comedy. Mild mannered tax accountant Elliot Sherman is what he calls a "Baxter": the kind of calm, unexciting fellow who "wears sock garters" and "enjoys raking leaves." Loved by bosses and parents, Elliot is a perfectly nice guy. And that's his problem.

Ex-football star Mike Gambril meets Terry McKay on a flight to Sydney, which is forced to land on a small atoll. They become romantic on board a ship sent to take them to a larger island. They agree to meet in New York three months later to see if the attraction is real. One shows up but the other doesn't. However, a chance meeting brings them together again.

With the help of a talking freeway billboard, a "wacky weatherman" tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early-90s Los Angeles.

Overachieving actress, Rebecca (Moore), must come to grips with her failing marriage to stay-at-home dad, Tom (Duchovny). While Rebecca's slacker brother, Tobey (Billy Crudup), can't seem to commit to his aspiring-novelist girlfriend, Elaine (Maggie Gyllenhaal). As both relationships spin out of control, the two couples embark on a quest to rediscover the magic and romance of falling in love in New York.

Wondering what has happened to herself, now feeling stagnant and in a rut, Shirley Valentine finds herself regularly talking to the wall while preparing her husband's chips and egg. When her best friend wins a trip-for-two to Greece Shirley begins to see the world, and herself, in a different light.

Fortune hunter Holly Golightly finds herself captivated by aspiring writer Paul Varjak, who's moved into her building on a wealthy woman's dime. As romance blooms between Paul and Holly, Doc Golightly shows up on the scene, revealing Holly's past.

Providing the romantic comedy genre with a decidedly queer twist, THE ONE is an effortlessly charming tale which proves that love is never simple! Hunky Daniel couldn’t have it better: great parents, a successful career and his beautiful fiancée Jen. But in his seemingly perfect life, there is one temptation- he has a thing for his adorable, openly gay former college classmate Tommy. After a few drinks, Daniel succumbs to his repressed desires sending these two on a torrid affair. Funny how love and lust have a way of messing up even the best laid plans of man!

Nora Wilder (Parker Posey), a single, career woman works at a Manhattan boutique hotel where her excellent skills in guest relations lack in the romantic department. If it is not her loving and dominant mother (Gena Rowlands) attempting to set her up that consistently fail, she has her friend’s (Drea de Matteo) disastrous blind dates to rely on as a backup for further dismay. She's surrounded by friends who are all happily engaged or romantically involved and somehow, love escapes Nora -- until she meets an unusual Frenchman (Melvil Poupaud) who helps her discover life beyond her self-imposed boundaries.

Gautam is an incorrigible flirt, who runs after every girl he sees. Meera is a pretty girl with desi values and attire, who comes to London from Delhi for a fresh start. Veronica is the spoilt bombshell who loves partying and drinking. Though different from each other, these three are perfect friends staying under one roof until friendship becomes confusing, and love becomes complicated.

Music From Another Room is a romantic comedy that follows the exploits of Danny, a young man who grew up believing he was destined to marry the girl he helped deliver as a five year old boy when his neighbor went into emergency labor. Twenty-five years later, Danny returns to his hometown and finds the irresistible Anna Swann but she finds it easy to resist him since she is already engaged to dreamboat Eric, a very practical match. In pursuit of Anna, Danny finds himself entangled with each of the eccentric Swanns including blind, sheltered Nina, cynical sister Karen, big brother Bill and dramatic mother Grace as he fights to prove that fate should never be messed with and passion should never be practical.

By day, Richard Haig is a successful and well-respected English professor at renowned Trinity College in Cambridge. By night, Richard indulges his own romantic fantasies with a steady stream of beautiful undergraduates. But Richard has grown tired of the game and is looking for something more meaningful and lasting. So when Kate, Richard’s tanned, athletic, 25-year-old American girlfriend tells him that she is pregnant, Richard is thrilled. He looks forward to having a family of his own, being a father his children could be proud of, not some sex-fueled bobcat. There is only one problem. Richard’s not in love with Kate. Richard is in love with Kate’s sister, Olivia. He had been in love with her ever since he first saw her.

After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.

Cohabitating couple Gary and Brooke find their once-blissful romance on the rocks when petty spats about lemons and dirty dishes mushroom into an all-out battle for custody of their upscale Chicago condo. An escalating argument ensues as Gary and Brooke continue to live under the same roof, all while cooking up schemes to drive each other off the premises.

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

Divorced and demoralised, Amy Minsky’s prospects look bleak when she is condemned to move back in with her parents at the age of 35. Everyone wants to help but, as her patience level with advice is plummeting, a bold teenage boy enters her life, igniting her last bit of self-esteem.

New York City. Melvin Udall, a cranky, bigoted, obsessive-compulsive writer, finds his life turned upside down when neighboring gay artist Simon is hospitalized and his dog is entrusted to Melvin. In addition, Carol, the only waitress who will tolerate him, must leave work to care for her sick son, making it impossible for Melvin to eat breakfast.

A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.

The separation of a long married couple goes awry when they fall for each other again.

Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings for the same girl.

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

Baptista, a rich Paduan merchant, announces that his fair young daughter, Bianca, will remain unwed until her older sister, Katharina, a hellish shrew, has wed. Lucentio, a student and the son of a wealthy Pisan merchant, has fallen in love with Bianca. He poses as a tutor of music and poetry to gain entrance to the Baptista household and to be near Bianca. Meanwhile, Petruchio, a fortune-hunting scoundrel from Verona, arrives in Padua, hoping to capture a wealthy wife. Hortensio, another suitor of Bianca, directs Petruchio's attention to Katharina. When Hortensio warns him about Katharina's scolding tongue and fiery temper, Petruchio is challenged and resolves to capture her love. Hortensio and another suitor of Bianca, Gremio, agree to cover Petruchio's costs as he pursues Katharina.

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, Frankie develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

A Taiwanese-American man is happily settled in New York with his American boyfriend. He plans a marriage of convenience to a Chinese woman in order to keep his parents off his back and to get the woman a green card. Chaos follows when his parents arrive in New York for the wedding.

During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

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.

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

A working girl from New Jersey looks for love with a fast-lane Manhattan salesman from Queens.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by a the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet – both blissfully unaware that he's putting her out of business.

No sooner does Italian-American widow Loretta accept a marriage proposal from her doltish boyfriend, Johnny, than she finds herself falling for his younger brother, Ronny. She tries to resist, but Ronny lost his hand in an accident he blames on his brother, and has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls deeper in love, she comes to learn that she's not the only one in her family with a secret romance.

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother, Erica. Left in the care of Erica and his doctor, a love triangle starts to take shape.

When Jack and Sally announce that they're splitting up, this comes as a shock to their best friends Gabe and Judy. Maybe mostly because they also are drifting apart and are now being made aware of it. So while Jack and Sally try to go on and meet new people, the marriage of Gabe and Judy gets more and more strained, and they begin to find themselves being attracted to other people.

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

Alex Whitman (Matthew Perry) is a designer from New York City who is sent to Las Vegas to supervise the construction of a nightclub that his firm has been hired to build. Alex is a straight-laced WASP-ish type who, while enjoying a night on the town, meets Isabel Fuentes (Salma Hayek), a free-spirited Mexican-American photographer. Alex and Isabel are overtaken by lust at first sight and end up sp

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

When Jack, an assistant District Attorney, takes Lee, a shoplifter caught in the act, home with him for Christmas, the unexpected happens and love blossoms.