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Movies Like Milly & Mamet
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A Perfect Fit
2021
Sparks fly when a fashion blogger in Bali meets a gifted shoemaker, leading her to question her commitment to her fiancé.
Rosaline
2022
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
Irreplaceable You
2018
A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
A California Christmas: City Lights
2021
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Is This Thing On?
2025
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.
Hitch
2005
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.
A California Christmas
2020
With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.
Father of the Bride
2022
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
The Other Sister
1999
A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.
Not Easily Broken
2009
A car accident and shifting affections test the bond between a married couple.
Which Brings Me to You
2023
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
The Baltimorons
2025
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Other People's Money
1991
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.
Danny Deckchair
2003
Based on a true story, the tale of a cement truck driver named Danny, whose long awaited vacation is cancelled thanks to his scheming girlfriend, Trudy. Danny escapes his grim life in suburban Australia and blasts into the skies in a chair tied with helium balloons. A mighty thunderstorm blows him clean off the map, and spits him out far away over the lush green town of Clarence. In this new town, he rockets into the world of Glenda, the town's only parking cop. While the media back home becomes obsessed with the story of his disappearance, Danny gets to reinvent himself in this new town, and in his great adventure, he discovers a true soul mate in Glenda. Fate catches up with him eventually, as Danny's true identity is revealed and Trudy--now a tabloid celebrity--comes to the idyllic town to claim Danny and drag him back to Sydney. Danny, however, is a changed man; he's discovered what it means to be happy and has found a new self-worth.
Sidewalks of New York
2001
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Author! Author!
1982
A broadway playwright is burning the candle at both ends. He is dealing with pressure from a production nearing premiere, a wife who is leaving him, and 5 children 4 of which belong to her.
The Lords of Flatbush
1974
Set in 1958, the coming of age story follows four lower middle-class Brooklyn teenagers known as The Lords of Flatbush. The Lords chase girls, steal cars, shoot pool, get into street fights, and hang out at a local malt shop.
The Right Kind of Wrong
2013
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
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