Movies like Heads I Win (1963)
The best movies like Heads I Win (1963) are Fire with Fire (1986), Life in a Year (2020) and Daddy Long Legs (1955). If Heads I Win hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Heads I Win
Quick picks
- Highest ratedLife in a Year (2020)8.2/10 from 2,027 votes
- NewestDon't Say Good Luck (2026)Released 2026
Fire with Fire (1986)
A tough, street-smart kid serving a sentence in a state youth reformatory meets a beautiful, innocent girl studying at a nearby convent. When forbidden love blossoms between them, they must fight the prison authorities, their parents and the law.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLife in a Year (2020)
A 17 year old finds out that his girlfriend is dying, so he sets out to give her an entire life, in the last year she has left.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisDaddy Long Legs (1955)
Wealthy American, Jervis Pendleton has a chance encounter at a French orphanage with a cheerful 18-year-old resident, and anonymously pays for her education at a New England college. She writes letters to her mysterious benefactor regularly, but he never writes back. Several years later, he visits her at school, while still concealing his identity, and—despite their large age difference—they soon fall in love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Spectacular Now (2013)
Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected romance blossoms between them.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Art of Getting By (2011)
George, a lonely and fatalistic teen who's made it all the way to his senior year without ever having done a real day of work, is befriended by Sally, a popular but complicated girl who recognizes in him a kindred spirit.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWinter Spring Summer or Fall (2024)
Remi and Barnes, two very different teenagers, meet by chance in the winter of their senior year, then spend four days together over the course of a year that will change their lives forever.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Best of Me (2014)
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRufus (2016)
Manny has moved to a new school, and it's not easy to fit in. After wishing he had more friends, Manny finds a mysterious collar and puts it on Rufus, the family dog. Suddenly, Rufus turns into a boy! Manny's not sure what to do, so he enrolls Rufus in school. When the other students notice Rufus's silly dog antics -- chasing squirrels, eating without utensils, asking for belly rubs, and catching a soccer ball with his mouth -- he immediately becomes the most popular kid around. Manny is jealous of his new best friend but eventually learns that a dog's loyalty to his owner always comes first.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBonjour Tristesse (2025)
At the height of summer, 18-year-old Cécile is relaxing by the French seaside with her father and falling in love with her new boyfriend. The arrival of her late mother's enigmatic friend turns her world upside down.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAristotle and Dante Discover the Secrets of the Universe (2023)
Two teenage Mexican-American loners in 1987 El Paso explore a new, unusual friendship and the difficult road to self-discovery.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRufus 2 (2017)
Rufus is a dog but turns into a human with a pendant. He meets a girl named Kat who asks him to go out. Kat is a cat who can also turn into a human as well.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisTeen Spirit (2019)
A shy teenager living on the Isle of Wight dreams of pop stardom. With the help of an unlikely mentor, she enters a singing competition that will test her integrity, talent, and ambition.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisKeith (2008)
Natalie is high school royalty, but her queen bee status falls apart when she falls for the new guy at school. Although Keith ignores her at first, they soon become friends -- even though Natalie suspects that Keith has something to hide. As the free-spirited Keith shows Natalie how to embrace what life offers, they grow closer -- until a secret tests the bounds of their relationship
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Object of My Affection (1998)
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Nutcracker (1993)
On Christmas Eve, a little girl named Marie falls asleep and dreams herself into a fantastic world in which her toys become larger than life. She meets up with the Nutcracker Prince who takes her on a journey to his kingdom and defends her from the Mouse King.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisLove, Simon (2018)
Everyone deserves a great love story, but for 17-year-old Simon Spier, it's a little more complicated. He hasn't told his family or friends that he's gay, and he doesn't know the identity of the anonymous classmate that he's fallen for online.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisSeven Minutes in Heaven (1986)
Natalie allows her classmate Jeff, who has run away from home, to stay at her place while her father is away on a business trip. Natalie soon starts dating Jeff's friend James Casey, who isn't as faithful as she thinks, while her best friend Polly falls in love with baseball player Zoo Knudsen.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHotel Chevalier (2007)
In a Paris hotel room, Jack Whitman lies on a bed. His phone rings; it's a woman on her way to see him, a surprise. She arrives and the complications of their relationship emerge in bits and pieces. Will they make love? Is their relationship over? (A prequel to The Darjeeling Limited, 2007.)
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDon't Say Good Luck (2026)
Sophie Birenbaum is ready for the spotlight as the lead in her high school musical—until she's suddenly facing more drama at home than on the stage.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBefore Sunset (2004)
Nine years later, Jesse travels across Europe giving readings from a book he wrote about the night he spent in Vienna with Celine. After his reading in Paris, Celine finds him, and they spend part of the day together before Jesse has to again leave for a flight. They are both in relationships now, and Jesse has a son, but as their strong feelings for each other start to return, both confess a longing for more.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Heads I Win?
The closest matches to Heads I Win are Fire with Fire (1986), Life in a Year (2020) and Daddy Long Legs (1955). Below are 17 more, each with the reason it matches.
What should I watch after Heads I Win?
Start with Fire with Fire (1986), the closest match to Heads I Win.
What is the highest-rated movie like Heads I Win?
Life in a Year (2020), rated 8.2/10 by 2,027 TMDB users.
What is the newest movie like Heads I Win?
Don't Say Good Luck (2026) is the most recent release on this list.
Are there English movies like Heads I Win?
Yes: Fire with Fire (1986), Life in a Year (2020) and Daddy Long Legs (1955).
How are movies similar to Heads I Win chosen?
First come films that Trakt’s viewers watch alongside Heads I Win, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.