Movies Like Breaking Up with Rosie

If you liked Breaking Up with Rosie (2013), a movie directed by Karl Wilson, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
She-Devil (1989)
★ 6/10
A cunning and resourceful housewife vows revenge on her husband when he begins an affair with a wealthy romance novelist.
2
Young Adult (2011)
★ 5.8/10
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
3
The First Wives Club (1996)
★ 6.7/10
After years of helping their hubbies climb the ladder of success, three mid-life Manhattanites have been dumped for a newer, curvier model. But the trio is determined to turn their pain into gain. They come up with a…
4
One Day (2011)
★ 7.4/10
After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.
5
The Good Liar (2019)
★ 6.7/10
Career con man Roy sets his sights on his latest mark: recently widowed Betty, worth millions. And he means to take it all. But as the two draw closer, what should have been another simple swindle takes on the ultimate…
6
A Nice Girl Like You (2020)
★ 5.8/10
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
7
Petulia (1968)
★ 6/10
Dr. Archie Bollen is having a midlife crisis. He's just divorced his wife and is establishing a new life for himself. One night, he catches the eye of Petulia Danner, a charming, free-spirited young woman. Petulia's…
8
Great Expectations (2012)
★ 6.4/10
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…
9
The Vanishing of Sidney Hall (2018)
★ 6.7/10
Over the course of 12 years, and three stages of life, Sidney Hall falls in love, writes the book of a generation and then disappears without a trace.
10
The Roses (2025)
★ 6.6/10
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
11
Your Place or Mine (2023)
★ 6.3/10
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
12
Ali G: Who Iz I? (2026)
★ 6/10
After twenty years spent "chillin', tokin' and bonin'", Ali G is shocked to discover that his long-term girlfriend, Julie, is 8 months pregnant. Faced with an extra mouth to feed, he gets off his batty and heads to…
13
Cyrus (2010)
★ 5.9/10
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
14
Safe Haven (2013)
★ 7.2/10
A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.
15
The Man from Elysian Fields (2001)
★ 5.9/10
A failed novelist's inability to pay the bills strains relations with his wife and leads him to work at an escort service, where he becomes entwined with a wealthy woman whose husband is a successful writer.
16
5 to 7 (2014)
★ 7.1/10
A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
17
Cleaner (2007)
★ 6.1/10
Single father and former cop Tom Cutler has an unusual occupation: he cleans up death scenes. But when he's called in to sterilize a wealthy suburban residence after a brutal shooting, Cutler is shocked to learn he may…
18
Your Fault: London (2026)
★ 7.4/10
Nick and Noah are both embarking on life-changing adventures that are threatening to pull them apart—Nick in business with his father and Noah starting a fresh chapter at Oxford University. Now living separate lives…
19
Maintenance Required (2025)
★ 6.1/10
Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous…
20
Bridget Jones: Mad About the Boy (2025)
★ 6.3/10
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's…