Movies like When I Was Sixteen
The best movies like When I Was Sixteen are Eleanor the Great (2025), 1 Chance 2 Dance (2014) and Tigertail (2020). If When I Was Sixteen hooked you with its drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedInside I'm Dancing (2004)7.4/10 from 244 votes
- NewestEleanor the Great (2025)Released 2025
Eleanor the Great (2025)
94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like this1 Chance 2 Dance (2014)
When a 17-year old aspiring dancer is uprooted in her high school senior year, she finds herself divided between two boys, and she will have one last shot at making her dream a reality.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisTigertail (2020)
A man reflects on the lost love of his youth and his long-ago journey from Taiwan to America as he begins to reconnect with his estranged daughter.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisLorelei (2020)
A man is released from prison after 15 years. He reunites with his high school girlfriend, now a single mother of three. What follows is a lyrical take on love, regret and second chances.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Pumpkin Eater (1964)
Jo, the mother of seven children, divorces her second husband in order to marry Jake, a successful but promiscuous screenwriter. Though they are physically and emotionally compatible, they are slowly torn apart.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisInside I'm Dancing (2004)
Michael is a 24-year-old who has cerebral palsy and long-term resident of the Carrigmore Residential Home for the Disabled, run by the formidable Eileen. His life is transformed when the maverick Rory O'Shea moves in.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisI Never Sang for My Father (1970)
A man living in the towering shadow of his aging father finds it difficult to start a new chapter in his life by marrying his girlfriend and moving to California.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisCardboard Boxer (2016)
Gentle and broken, a homeless man fights others on video for money but soon finds comfort in an unlikely friend and the lost diary of a young girl.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisWhat Maisie Knew (2013)
In New York City, six-year-old Maisie is caught in the middle of a bitter custody battle between her self-absorbed parents—an aging rock singer mother and a distracted art dealer father. As both quickly marry new partners to strengthen their legal standing, Maisie is shuttled back and forth in an endless game of emotional point-scoring. Yet amid the chaos and upheaval, Maisie begins to find true comfort and affection in her new step-parents.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisTrue Colors (1991)
Two law school friends find themselves at odds when one becomes a Justice Department lawyer and the other goes into politics.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThat Evening Sun (2009)
An aging Tennessee farmer returns to his homestead and must confront a family betrayal, the reappearance of an old enemy, and the loss of his farm.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe House on Carroll Street (1988)
A reporter, fired after refusing to give names to a 1951 House Un-American Activities Committee, takes a part-time job as companion to an old lady. While working she overhears a noisy argument in the neighboring house, being conducted largely in German and involving her HUAC prosecutor. She begins to investigate, enlisting the help of the FBI Agent initially detailed to surveil her.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAll Together Now (2020)
An optimistic, talented teen clings to a huge secret: she's homeless and living on a school bus. When tragedy strikes, can she learn to accept a helping hand?
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisHere (2024)
An odyssey through time and memory, centered on a place in New Jersey where—from wilderness, and then, later, from a home—love, loss, struggle, hope and legacy play out between couples and families over generations.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAll Day and a Night (2020)
While serving life in prison, a young man looks back at the people, the circumstances and the system that set him on the path toward his crime.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisResurrecting the Champ (2007)
Up-and-coming sports reporter rescues a homeless man ("Champ") only to discover that he is, in fact, a boxing legend believed to have passed away. What begins as an opportunity to resurrect Champ's story and escape the shadow of his father's success becomes a personal journey as the ambitious reporter reexamines his own life and his relationship with his family.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisTea and Sympathy (1956)
A sensitive young man recalls his time in boarding school when the only person who seemed compassionate towards him was his housemaster's wife.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisEl Chicano (2019)
A pair of twin brothers from East L.A. choose to live their lives differently and end up on opposite sides of the law.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisHungry Hearts (2015)
The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Girl in the Book (2015)
The story of a young writer's transformation when her past invades her present.
Why it matches: Recommended by TMDB viewers · both drama
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Frequently asked questions
What are the best movies like When I Was Sixteen?
The closest matches to When I Was Sixteen are Eleanor the Great (2025), 1 Chance 2 Dance (2014) and Tigertail (2020). Below are 17 more, each with the reason it matches.
What should I watch after When I Was Sixteen?
Start with Eleanor the Great (2025), the closest match to When I Was Sixteen.
What is the highest-rated movie like When I Was Sixteen?
Inside I'm Dancing (2004), rated 7.4/10 by 244 TMDB users.
What is the newest movie like When I Was Sixteen?
Eleanor the Great (2025) is the most recent release on this list.
Are there English movies like When I Was Sixteen?
Yes: Eleanor the Great (2025), 1 Chance 2 Dance (2014) and Tigertail (2020).
How are movies similar to When I Was Sixteen chosen?
First come films that Trakt’s viewers watch alongside When I Was Sixteen, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.