Movies like Bittersweet Sixteen (2021)
The best movies like Bittersweet Sixteen (2021) are SubUrbia (1997), The Good Half (2024) and My Own Love Song (2010). If Bittersweet Sixteen hooked you with its comedy and drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBenny & Joon (1993)7.0/10 from 874 votes
- NewestMy Mother's Wedding (2025)Released 2025
SubUrbia (1997)
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Good Half (2024)
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMy Own Love Song (2010)
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChloe and Theo (2015)
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We either change our destructive was or be destroyed by them. Chloe, who has been searching for something to believe in, becomes inspired by Theo and , with the help of a kind lawyer, Monica, the three of them present Theo’s story to the United Nations in hopes of creating a better future for all of us.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisA Dog Year (2009)
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined because of abuse. Despite a series of mishaps, Jon decides to keep trying with the dog, and he rents a dilapidated farm house to give the dog room to run. A local handyman refers Jon to a woman who might be able to help him train the dog. Reluctantly, Jon gives her a try. Is the dog the problem, or the owner?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisDon't Think Twice (2016)
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWild Oats (2016)
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of a lifetime.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisYoung Adult (2011)
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisPapadopoulos & Sons (2012)
Following his ruin in the latest banking crisis, a self-made millionaire reluctantly re-unites with his estranged freewheeling brother to re-open the abandoned fish and chip shop they shared in their youth.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Marriage Escape (2020)
Jan has been married to Gedda for 35 years. Gedda loves Jan so much that she smothers him: before he can grab a glass from the table, she has already given him one. She picks out his clothing, his friends, his vacations and all their other activities. In an attempt to get some space Jan concocts a strange plan that literally transforms his marriage into a locked ward. Their daughter finds herself in a similar predicament with her exacting and jealous boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisLittle Sister (2016)
After returning to her childhood home, young nun Colleen finds her old room exactly how she left it: painted black and covered in goth and metal posters. Her parents are happy enough to see her, but her brother is living as a recluse in the guesthouse since returning home from the Iraq war.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCome As You Are (2011)
Three young guys like wine and women. They tested wine with pleasure, but the second they have never been able to taste. Under the guise of a wine tour, the three plans a trip to Spain to finally have sex. Nothing will stop them. Certainly not the fact that the first guy is blind, the second is in a wheelchair and the third is completely paralyzed.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisYou Are So Not Invited to My Bat Mitzvah (2023)
Stacy and Lydia are BFFs who've always dreamed about having epic bat mitzvahs. But things start to go comically awry when a popular boy and middle school drama threatens their friendship and their rite of passage.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBenny & Joon (1993)
A mentally ill young woman finds love with an eccentric man who models himself after Buster Keaton.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisThe Trip to Italy (2014)
Years after their successful restaurant review tour of Northern England, Steve Coogan and Rob Brydon are commissioned for a new tour in Italy.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMy Mother's Wedding (2025)
Three sisters return to their home for the third wedding of their twice-widowed mother. But the mother and daughters are forced to revisit the past and confront the future, with help from a colorful group of unexpected wedding guests.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHomeless to Harvard: The Liz Murray Story (2003)
Based on a true story. Liz Murray is a young girl who is taken care of by her loving, but drug-addicted parents. Liz becomes homeless at 15 and after a tragedy comes upon her, she begins her work to finish high school.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisGotcha! (1985)
A student on a trip to France is tricked into smuggling secrets across the Iron Curtain by a sexy spy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaylor Tomlinson: Quarter-Life Crisis (2020)
Comedian Taylor Tomlinson is halfway through her 20s — and she's over it. From dating losers to a failed engagement, she takes aim at her life choices.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Bittersweet Sixteen?
The closest matches to Bittersweet Sixteen are SubUrbia (1997), The Good Half (2024) and My Own Love Song (2010). Below are 17 more, each with the reason it matches.
What should I watch after Bittersweet Sixteen?
Start with SubUrbia (1997), the closest match to Bittersweet Sixteen.
What is the highest-rated movie like Bittersweet Sixteen?
Benny & Joon (1993), rated 7.0/10 by 874 TMDB users.
What is the newest movie like Bittersweet Sixteen?
My Mother's Wedding (2025) is the most recent release on this list.
How are movies similar to Bittersweet Sixteen chosen?
First come films that Trakt’s viewers watch alongside Bittersweet Sixteen, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.