Movies Like Heartbreaker

If you liked Heartbreaker, a movie directed by Lakisha R. Lemons, 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
Crazy, Stupid, Love. (2011)
★ 7.3/10
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been…
2
The Perfect Catch (2017)
★ 6.3/10
When Jessica Parker’s former high school boyfriend, superstar baseball player Chase Taynor, returns to town, she finds the inspiration to reinvent her struggling diner… and revisits the past to find something even…
3
Clueless (1995)
★ 7.2/10
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her…
4
That Awkward Moment (2014)
★ 6.1/10
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The…
5
Two Can Play That Game (2001)
★ 6.5/10
Corporate overachiever and all-around fly chick Shanté Smith thinks she's got the goods to keep her slickster boyfriend Keith, from straying—until he discovers a greener pasture, Shanté's archrival, Conny. Scorned, she…
6
Ladies First (2026)
★ 6/10
An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.
7
The Wrong Paris (2025)
★ 6.7/10
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
8
What Women Want (2000)
★ 6.4/10
Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident…
9
The Map That Leads to You (2025)
★ 6.7/10
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life…
10
Love and Sunshine (2019)
★ 7.1/10
Ally Craig has been fostering retired military dog, Sunshine, as she recovers from a broken engagement. But sparks fly again when Sunshine's military partner, Jake Terry, returns to claim the dog.
11
Scott Pilgrim vs. the World (2010)
★ 7.5/10
As bass guitarist for a garage-rock band, Scott Pilgrim has never had trouble getting a girlfriend; usually, the problem is getting rid of them. But when Ramona Flowers skates into his heart, he finds she has the most…
12
Love Jones (1997)
★ 7.4/10
Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out…
13
Finding Emily (2026)
★ 7/10
When a lovesick musician is given the wrong number for his dream girl, he teams up with a driven psychology student to find her. Together, they spark a hilarious campus-wide frenzy that tests their own hearts and…
14
Newness (2017)
★ 6.1/10
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
15
Set It Up (2018)
★ 6.9/10
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
16
You Cast A Spell On Me (2015)
★ 6.8/10
Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.
17
Playing It Cool (2014)
★ 5.9/10
A young man meets and instantly falls in love with an engaged woman.
18
Prom Pact (2023)
★ 7.2/10
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…
19
Jexi (2019)
★ 6.8/10
Phil's new phone comes with an unexpected feature, Jexi...an A.I. determined to keep him all to herself in a comedy about what can happen when you love your phone more than all else.
20
The Other Zoey (2023)
★ 7/10
Highly intelligent computer major Zoey Miller is uninterested in romantic love, but her life is turned upside down when Zack, the school's soccer star, gets amnesia and mistakes Zoey for his girlfriend.