20 best movies like Breaking Up (1997)

Sidney is a writer who's just left her L.A. Times music review gig to edit New York hip-hop magazine XXL. Dre is an executive with a hip-hop record company based in New York. They've known each other since they met as children, when both discovered hip-hop for the first time. Now that they're back together, they should be perfect for each other, except that Dre's about to marry lawyer Reese and Sidney claims not to be interested in Dre romantically. Meanwhile, Dre is growing increasingly restless with his company's focus on profit over artistry, which leads to signing the gimmicky duo Ren and Ten while ignoring the talented Chris

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.

An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.

When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.

Quirky Jamie Harris is a magnet for less-than-kind men as she hops beds. But things start to look up when she becomes the object of affection of two seemingly normal men. Unfortunately, there's the immense problem of her self-imposed 90-day moratorium on sex.

Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships and longs for a sexless union based on friendship and respect.

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.

A couple struggle to find happiness after a whirlwind courtship.

Melanie Parker, an architect and mother of Sammy, and Jack Taylor, a newspaper columnist and father of Maggie, are both divorced. They meet one morning when overwhelmed Jack is left unexpectedly with Maggie and forgets that Melanie was to take her to school. As a result, both children miss their school field trip and are stuck with the parents. The two adults project their negative stereotypes of ex-spouses on each other, but end up needing to rely on each other to watch the children as each must save his job. Humor is added by Sammy's propensity for lodging objects in his nose and Maggie's tendency to wander.

Sam, a soldier who had served in Afghanistan and Iraq, meets Amira when he visits her uncle, Bassam, who had served as Sam's Iraqi translator. Bassam and Sam have a special bond due to their time together in the war. Initially Amira does not trust him because he was an American soldier and her brother was killed by a bomb from American troops in the war. Sam's cousin, Charlie, asks Sam to help him with illegal hedge funds unbeknownst to Sam at the time. Amira is staying with her uncle Bassam since her father died. She sells bootlegged films on the street corner but is forced to stay with Sam after getting busted; immigration officials begin pursuing her. As the film progresses, Sam and Amira fall in love.

A romantic comedy about a mysterious love letter that turns a sleepy New England town upside down.

Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?

Victor Bukowski is an out-of-work actor with problems. He's got a lousy agent, he has a habit of falling out with directors and he's still in love with his ex-girlfriend. However, Victor is about to embark on an unexpected emotional journey which will make him confront his future and his past mistakes.

Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma is clueless about her own feelings, and her relationship with gentle Mr. Knightly.

Urban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an American woman to stay in the country. Their marriage of convenience turns into a burden when they must live together to allay the suspicions of the immigration service, as the polar opposites grate on each other's nerves.

After a one-night stand a couple is faced with the terrifying possibility of what they really want.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

Sam Clayton's marriage to ex-stripper Freddie comes about when she's strong-armed into the match by Red, a club proprietor who once did her a favor. But Freddie falls in love with Jjaks, Sam's brother, and the pair tries to escape the situation together. It isn't long before both Sam and Red catch up with them, resulting in threats against the two of them -- although tension also starts to build between Sam and Red.

Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than friends” really blurry? Beer.

Left broke and homeless by his wealthy parents' divorce, a young man moves in with an old friend and finally meets the woman of his dreams -- only to discover she's already dating his friend.

Reunited at a wedding after many years, former lovers again feel the pull of a mutual attraction neither is willing to admit. Escaping the reception for the privacy of a hotel room, the unnamed pair explore the choices of the past that led them to the present.

A neurotic, young psychology student, with low self-esteem, has a chance encounter with a free-spirited, extremely gregarious woman who works at the Paris Health Club in New York City, and who suggests that they immediately get married to see how it will work out. Both of the student's parents are analysts, and they provide the happy couple with a gift certificate for a year of marriage counseling as a wedding present.

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.

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.

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.

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.