Movies like Leo's Love(s) (2012)
The best movies like Leo's Love(s) (2012) are All Over the Guy (2001), Playing It Cool (2014) and Little Italy (2018). If Leo's Love(s) hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Leo's Love(s)
Quick picks
- Highest ratedThe Last Letter from Your Lover (2021)7.3/10 from 691 votes
- NewestOne Night Only (2026)Released 2026
All Over the Guy (2001)
A contemporary romantic comedy exploring the unlikely pairing of two 20-somethings thrown together by their respective best friends in hopes of igniting their own romance.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisLittle Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisZack and Miri Make a Porno (2008)
Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThat Touch of Mink (1962)
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this50 First Dates (2004)
Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHow to Be Single (2016)
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAbout Last Night (2014)
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSomeone Like You... (2001)
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Last Letter from Your Lover (2021)
A young journalist in London becomes obsessed with a series of letters she discovers that recounts an intense star-crossed love affair from the 1960s.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Woman in Red (1984)
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe 4:30 Movie (2024)
In the summer of 1986, three sixteen year old friends spend their Saturdays sneaking into movies at the local multiplex. But when one of the guys also invites the girl of his dreams to see the latest comedy, each of the teens learn more about life and love.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBros (2022)
Two gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAlfie (2004)
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisIndiscreet (1958)
Anna Kalman is an accomplished actress who has given up hope of finding the man of her dreams. While talking about this subject with her sister, in walks Philip Adams and she realizes that this is the charming, smart, and handsome man she has been waiting for.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLost and Delirious (2001)
After starting at an upmarket boarding school, a teenage girl forms close friendships with her two older roommates. However, when she discovers that her new friends are lovers she finds herself caught in a complicated situation.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShe's Funny That Way (2015)
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Leo's Love(s)?
The closest matches to Leo's Love(s) are All Over the Guy (2001), Playing It Cool (2014) and Little Italy (2018). Below are 17 more, each with the reason it matches.
What should I watch after Leo's Love(s)?
Start with All Over the Guy (2001), the closest match to Leo's Love(s).
What is the highest-rated movie like Leo's Love(s)?
The Last Letter from Your Lover (2021), rated 7.3/10 by 691 TMDB users.
What is the newest movie like Leo's Love(s)?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Leo's Love(s)?
Yes: All Over the Guy (2001), Playing It Cool (2014) and Little Italy (2018).
How are movies similar to Leo's Love(s) chosen?
First come films that Trakt’s viewers watch alongside Leo's Love(s), then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.