Movies Like Broken Boy

If you liked Broken Boy, a movie directed by Jason Woods, 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
The Object of My Affection (1998)
★ 5.8/10
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.
2
The Incredible Jessica James (2017)
★ 6.1/10
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
3
Something New (2006)
★ 6.4/10
Kenya McQueen thought she had it all: a successful career, good friends and family. There was just one thing she didn't have under control: her love life. All that changes when she meets sexy, free-spirited Brian…
4
Kissing Jessica Stein (2002)
★ 6/10
Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by…
5
Blind Dating (2007)
★ 6/10
Danny is a blind man who does not let his impairment get in the way of living his life to the fullest, except when it comes to love. Danny's brother sets him up on a series of blind dates, but all of them go…
6
Play It Again, Sam (1972)
★ 7.5/10
A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.
7
Sex Appeal (2022)
★ 6.6/10
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
8
Sidelined: The QB and Me (2025)
★ 6.5/10
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater. However, that dream is suddenly derailed when the cheeky yet secretly grieving…
9
Return to Me (2000)
★ 6.7/10
It took a lot of persuading to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he’s instantly smitten, not with his date, but with the sharp-witted waitress…
10
The Spectacular Now (2013)
★ 6.7/10
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…
11
How to Be Single (2016)
★ 6.3/10
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…
12
Moxie (2021)
★ 7.2/10
Inspired by her mom's rebellious past and a confident new friend, a shy 16-year-old publishes an anonymous zine calling out sexism at her school.
13
Love Me Love Me (2026)
★ 6.1/10
After her brother's death, June moves to Milan for a fresh start, finding comfort in Will, the perfect honor student at her new international school. But when his troubled best friend James—hiding a dangerous life in…
14
May (2003)
★ 6.6/10
A socially awkward veterinary assistant with a lazy eye and obsession with perfection descends into depravity after developing a crush on a boy with perfect hands.
15
Man Up (2015)
★ 6.6/10
A 34 year old single woman, Nancy, hung-over again, exhausted by the endless fruitless set ups by her friends, traveling across London to toast another 10 years of her parents' successful happy magical marriage runs in…
16
The Perfect Date (2019)
★ 6.4/10
No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.
17
Chasing Papi (2003)
★ 6.7/10
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…
18
House of D (2004)
★ 6.3/10
In the present, artist Tom Warshaw recalls his traumatic coming of age. As a 13-year-old growing up in New York City in 1973, Tom hangs out with Pappass, a mentally disabled man. With Tom's mother battling depression…
19
Love, Weddings & Other Disasters (2020)
★ 6/10
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
20
Mr. Jealousy (1998)
★ 5.9/10
After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia…