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Movies Like Lost and Won
Find movies like Lost and Won using TMDB similarity plus Movie Rankings community context. Our top current pick is Pretty Woman. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Pretty Woman
1990
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Marty Supreme
2025
Marty Mauser, a young man with a dream no one respects, goes to hell and back in pursuit of greatness.
The Purple Rose of Cairo
1985
Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo' in hopes of raising her spirits, where she watches dashing archaeologist Tom Baxter time and again.
The Great Gatsby
2013
An adaptation of F. Scott Fitzgerald's Long Island-set novel, where Midwesterner Nick Carraway is lured into the lavish world of his neighbor, Jay Gatsby. Soon enough, however, Carraway will see through the cracks of Gatsby's nouveau riche existence, where obsession, madness, and tragedy await.
Of Mice and Men
1939
An intellectually disabled giant and his level headed guardian find work at a sadistic cowboy's ranch in depression era America.
Train Dreams
2025
A logger leads a life of quiet grace as he experiences love and loss during an era of monumental change in early 20th-century America.
An Autumn Romance
2021
When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who wants to renovate it.
The Music Man
1962
Traveling con artist Harold Hill targets the naïve residents of a small town in 1910s Iowa by posing as a boys' bandleader to raise money before he can skip town.
The Age of Innocence
1993
In 19th century New York high society, a young lawyer falls in love with a woman separated from her husband, while he is engaged to the woman's cousin.
A Country Wedding
2015
A famous country singer set to marry a glamorous Hollywood actress returns to his small town roots. When he crosses paths with his childhood sweetheart and finally feels inspired to write songs again he reevaluates his life, his values and his opinion of true love. As his wedding day approaches, he must decide if he has chosen the right woman to be his wife.
The Adjustment Bureau
2011
A man glimpses the future Fate has planned for him – and chooses to fight for his own destiny. Battling the powerful Adjustment Bureau across, under and through the streets of New York, he risks his destined greatness to be with the only woman he's ever loved.
Great Expectations
2012
Orphan Pip discovers through lawyer Mr. Jaggers that a mysterious benefactor wishes to ensure that he becomes a gentleman. Reunited with his childhood patron, Miss Havisham, and his first love, the beautiful but emotionally cold Estella, he discovers that the elderly spinster has gone mad from having been left at the altar as a young woman, and has made her charge into a warped, unfeeling heartbreaker.
Jack Hunter and the Lost Treasure of Ugarit
2010
Jack Hunter, an adventurous treasure seeker, goes to Syria after his mentor and father figure Professor Fredrick Shaffer is killed. Professor Frederick Shaffer believed that the people of Ugarit, a town in Syria that existed during the Pharoah’s reign, had buried a treasure before they were wiped out by the Pharoahs. Jack Hunter is one of the few archaeologists in the world who can interpret Ugarit writings
Lady Chatterley's Lover
2015
An early-20th-century tale of love across class boundaries which tells the legendary and romantic story of Lady Chatterley’s affair with her gamekeeper. Jed Mercurio’s adaptation of DH Lawrence’s classic.
Monte Walsh
2003
Monte Walsh and Chet Rollins are long-time cowhands, working whatever ranch work comes their way, but "nothing they can't do from a horse." Their lives are divided between months on the range and the occasional trip into town. Monte has a long-term relationship with prostitute Martine Bernard, while Chet has fallen under the spell of the widow who owns the hardware store. Camaraderie and competition with the other cowboys fill their days, until one of the hands, Shorty Austin, loses his job and gets involved in rustling and killing. Then Monte and Chet find that their lives on the range are inexorably redirected.
Our Kind of Traitor
2016
A young Oxford academic and his attorney girlfriend holiday in Morocco. They bump into a Russian millionaire who owns a peninsula and a diamond watch. He wants a game of tennis. What else he wants propels the lovers on a tortuous journey to the City of London and its unholy alliance with Britain's intelligence establishment, to Paris and the Alps.
The Distinguished Gentleman
1992
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.
Paradise
1982
After their caravan is attacked and their respective families butchered by Arab marauders, teenagers David and Sarah flee across the desert. But the desert is filled with danger from the elements, animals and the unwholesome appetite of the Jackal, a sheik who wants Sarah for himself. However, the desert also holds temptation and love. David and Sarah hide out in an oasis and build a life for themselves, discovering each other in new ways.
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