20 best movies like Mrs. Winterbourne (1996)

Straitlaced Princeton University admissions officer, Portia Nathan is caught off-guard when she makes a recruiting visit to an alternative high school overseen by her former college classmate, the freewheeling John Pressman. Pressman has surmised that Jeremiah, his gifted yet very unconventional student, might well be the son that Portia secretly gave up for adoption many years ago.

When a chance encounter brings together the cynical Dell and the quick-witted Kimberly, the stage is set for a tempestuous love affair that unfolds like a puzzle. As the film zigzags back and forth in time-from a meteor shower in LA, to an encounter in a Paris hotel room, to a fateful phone call-an unforgettable portrait of a relationship emerges.

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.

To celebrate his 90th birthday, an old single journalist, Sabio, who accustomed to intimacy with whores since childhood, decides to gift himself with an intense night of love with a virgin teenager. Rosa Cabarcas, his old friend as a brothel madam arranges him the ideal young woman, Delgadina, a factory worker, who sells her virginity to support her family, but when he sees her sleeping angelically, he loses interest in pure pleasure and falls in love with her. That love was not meant to be true, but fate changes, and that hope is born of an opportunity for unbridled love.

A former sports star who's fallen on hard times starts coaching his son's soccer team in an attempt to get his life together.

After a distastrous first date for caterer Holly and network sports director Messer, all they have is common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they'll have to find common ground while living under the same roof.

This is a fast-paced comedy about a 40-year-old gay man who finds himself dating two equally lovable men - a secure 50-year-old who came out later in life, and an adventurous 30-year-old who wasn't looking for a relationship. What he doesn't find out right away is that the two men are, in fact, father and son. And as they say, wackiness ensues.

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.

Seven close friends reunite for the wedding of two of their friends. Problems arise because the bride and the maid of honor have had a long rivalry over the groom.

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

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.

Young mattress salesman Brian decides to adopt a baby from China but is distracted when he forms a relationship with quirky, wealthy Harriet whom he meets at his mattress store. As their relationship flourishes, unbeknownst to them, a hitman is trying to kill Brian.

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

Jang-bu was an ordinary boy except his special talent; To see every moving thing like a slow motion video. As friends teased him by calling ‘monster eyes’, he decided to stick at home and not to go out. Television has been his only friend. Time passes by, and now grown-up Jang-bu works at the CCTV control center which is the best job for him. When he sees people’s life through camera, he feels he’s sharing their ordinary life that he’s never had. This new job opens his heart to the world and Jang-bu starts to make some friends out of the control center. With his dear friends he receives sense of himself and finally decides to propose a girl that he loved for long from CCTV…

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

Across a language barrier, a Turkish groom-to-be on an engagement party in Kyev meets a Ukrainian that represents the 'other woman' for a marriage there.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Aged, embittered widower, Fred learns to enjoy life thanks to his elderly yet vibrant neighbor, Elsa. Upon learning Elsa is terminally ill, Fred takes her to the Fontana di Trevi in Rome in order to reenact her favorite scene from ‘La Dolce Vita’.

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.

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 divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

A couple struggle to find happiness after a whirlwind courtship.

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.

A Hollywood-set romantic tale of a guy who is content to live his life without a job yet with the love of his life, a young actress.

A man falls in love with a woman because of her outlook on life. They are in a relationship for five years until a sudden turn of events causes a problem in their relationship.

Former prom king and college freshman Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

Fourteen years after the events of the first film, a series of encounters between people in Britain reminds us that in these different times Love, actually exists.

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.

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

It's Hollywood, 1958. Small town beauty queen and devout Baptist virgin Marla Mabrey, under contract to the infamous Howard Hughes, arrives in Los Angeles. At the airport, she meets her driver Frank Forbes, who is engaged to be married to his seventh grade sweetheart and is a deeply religious Methodist. Their instant attraction not only puts their religious convictions to the test, but also defies Hughes' number one rule: No employee is allowed to have any relationship whatsoever with a contract actress. Hughes' behavior intersects with Marla and Frank in very separate and unexpected ways, and as they are drawn deeper into his bizarre world, their values are challenged and their lives are changed.

When relaxed and charming Ben Wrightman meets workaholic Lindsey Meeks she finds him sweet and charming, they hit it off and when it is winter Ben can spend every waking hour with Lindsey, but when summer comes around the corner Lindsey discovers Ben's obsession with the Boston Red Sox. She thinks it is perfect until everything goes downhill for them.

A decade after they graduated from high school and went their separate ways, Casper (Sam Rosen), a soldier haunted by the horrors of war, and Rebecca (Zoe Lister Jones), a whip-smart graduate student with a shaky future, reunite by chance and get to know each other over the course of an accidental tour of the little-known underbelly of Minneapolis. The evening's odyssey includes a bar fight, a house party, a punk-rock circus, a spontaneous burglary, a home Casper did not know he had, and a cast of strange characters, unexpected allies and disappointing friends.

With Christmas approaching, a handsome fireman afraid of commitment adopts a stray cat and meets a beautiful veterinary student who challenges his decision to remain a confirmed bachelor.

When Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms amidst the chaos of his treatment, they discover that Elliot's illness is not the real test of their relationship – it's everything else.

A washed up Vegas lounge singer, Jack Satin (Hamilton von Watts), has no money, no job, and delusional aspirations of fame. When Jack is forced to leave Vegas, he packs up his old Cadillac and hits the road for Atlantic City. But his car dies in the desert and Jack is left stranded in the small town of Lost Springs. There, Jack meets jazz legend turned mechanic, Doc Bishop (Robert Guillaume), who helps him with his car trouble. Although Jack is far from the stage, he begins to find himself feeling at home in the small town. When he meets local bar owner, Lauren Wells (Melissa Joan Hart), Jack starts to see there is more to life than chasing fame and fortune. Doc encourages Jack to explore his true love of music, while Lauren provides the audience he has always wanted. But as Jack realizes this town has more to offer him than the bright lights of the big city, his Vegas past catches up with him -- what unfolds is comedy at the crossroads of life.

A man's (Hugh Laurie) affair with his friend's much-younger daughter (Leighton Meester) throws two neighboring families into turmoil.

When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

An art instructor and an English teacher form a rivalry that ends up with a competition at their school in which students decide whether words or pictures are more important.

A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex boyfriend's apartment building.

The night after another unsatisfactory New Year party, Tim's father tells his son that the men in his family have always had the ability to travel through time. Tim can't change history, but he can change what happens and has happened in his own life – so he decides to make his world a better place... by getting a girlfriend. Sadly, that turns out not to be as easy as he thinks.

Hanna and Simon are in a 20 year marriage with an unexiting relationship. By chance, they both meet and start separate affairs with Adam. Adam has no idea that his two lovers are married, until they are all found out when Hanna becomes pregnant, with the natural doubts stemming from their situation.

A recent college graduate sets out to win back the girl of his dreams.

As the Best Exotic Marigold Hotel has only a single remaining vacancy - posing a rooming predicament for two fresh arrivals - Sonny pursues his expansionist dream of opening a second hotel.

A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

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.

A young woman who dreams of being a children's author makes an unlikely friendship with a cantankerous, rich old widower.

Set to the music of popular hit songs from the 1980s. A beautiful coastal village, present day Italy. After a whirlwind romance, Maddie is preparing to marry gorgeous Italian Raf, and has invited her sister Taylor to the wedding. Unbeknownst to Maddie, however, Raf is Taylor's ex-holiday flame, and the love of her life...

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.

Renata Bella feels like a failure at life and career. But when Renata attends a seminar on selling real estate, she finally finds True Love. Sam Sharpe, while a top-notch, successful salesman, is much older than Renata. She is swept away by his excessively flamboyant style and irrepressible nature. The very traits she finds romantic, however, lead to repeated conflict with her family, especially her beloved father Joe, leaving Renata trapped in the middle.