Movies Like He Was Cool

If you liked He Was Cool (2004), a romance and comedy movie directed by Lee Hwan-kyung, 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
Yoh! Bestie (2026)
★ 6.3/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
2
Boot Camp (2024)
★ 6.1/10Also romance and comedy
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
3
Crazy Romance (2019)
★ 6.7/10Also romance and comedy
A love story between Jae-hoon, who couldn't let go of his ex-girlfriend, and Seon-young, who is splitting up with her boyfriend. The couple got trouble and were hurt by love.
4
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
5
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
6
The Kissing Booth 2 (2020)
★ 7.6/10Also comedy and romance
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
7
The Right Kind of Wrong (2013)
★ 5.9/10Also romance and comedy
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
8
Easy Virtue (2008)
★ 6.5/10Also comedy and romance
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
9
Little Italy (2018)
★ 6.6/10Also comedy and romance
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?
10
Sidelined: The QB and Me (2025)
★ 6.4/10Also comedy and romance
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…
11
To All the Boys I've Loved Before (2018)
★ 7.6/10Also comedy and romance
Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.
12
Chasing Papi (2003)
★ 6.7/10Also comedy and romance
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…
13
Wedding Season (2022)
★ 6.3/10Also romance and comedy
Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are…
14
The Kissing Booth (2018)
★ 7.2/10Also romance and comedy
When teenager Elle's first kiss leads to a forbidden romance with the hottest boy in high school, she risks her relationship with her best friend.
15
The DUFF (2015)
★ 6.8/10Also romance and comedy
Bianca's universe turns upside down when she learns that her high school refers to her as a ‘DUFF' (Designated Ugly Fat Friend). Hoping to erase that label, she enlists the help of a charming jock and her favorite…
16
The Kissing Booth 3 (2021)
★ 6.8/10Also romance and comedy
It's the summer before Elle heads to college, and she has a secret decision to make. Elle has been accepted into Harvard, where boyfriend Noah is matriculating, and also Berkeley, where her BFF Lee is headed and has to…
17
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
18
Nothing Serious (2021)
★ 6.8/10Also romance and comedy
Rookie journalist Woo-ri takes on a dating and relationships column and meets Ja-young through an app, where their casual encounter begins to deepen.
19
John Tucker Must Die (2006)
★ 6.1/10Also comedy and romance
After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart…
20
Prom Pact (2023)
★ 7.2/10Also comedy and romance
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…