Movies Like Sad Boy

If you liked Sad Boy (2018), a movie directed by Nick Longo, 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
A Lot Like Love (2005)
★ 6.8/10
On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they…
2
My Girl (1991)
★ 7.4/10
Vada Sultenfuss is obsessed with death. Her mother is dead, and her father runs a funeral parlor. She is also in love with her English teacher, and joins a poetry class over the summer just to impress him. Thomas J…
3
The Terminal (2004)
★ 7.4/10
An Eastern European tourist unexpectedly finds himself stranded in JFK airport, and must take up temporary residence there.
4
Outsourced (2007)
★ 6.4/10
After his entire department is outsourced, an American novelty products salesman heads to India to train his replacement.
5
Jersey Girl (2004)
★ 6.2/10
Ollie Trinke is a young, suave music publicist who seems to have it all, with a new wife and a baby on the way. But life deals him a bum hand when he's suddenly faced with single fatherhood, a defunct career and having…
6
New York, New York (1977)
★ 6.5/10
An egotistical saxophone player and a young singer meet on V-J Day and embark upon a strained and rocky romance, even as their careers begin a long uphill climb.
7
Forever My Girl (2018)
★ 7.6/10
Years after leaving his fiancée at the altar to pursue fame and fortune, country music star Liam Page returns home hoping to win her back.
8
The First Time (2012)
★ 7/10
A spark of attraction smolders, then ignites, between two teens from different high schools who meet by chance at a party.
9
If Only (2004)
★ 7/10
After his impetuous musician girlfriend, Samantha, dies in an accident shortly after they had a fight (and nearly broke up), Ian Wyndham, a grief-stricken British businessman living in London gets a chance to relive…
10
Shadows in the Sun (2005)
★ 6.2/10
An aspiring young writer tracks a literary titan suffering from writers block to his refuge in rural Italy and learns about life and love from the irascible genius and his daughters.
11
Lost in Translation (2003)
★ 7.4/10
Two lost souls visiting Tokyo -- the young, neglected wife of a photographer and a washed-up movie star shooting a TV commercial -- find an odd solace and pensive freedom to be real in each other's company, away from…
12
Sacramento (2025)
★ 6.3/10
When free-spirited Rickey suddenly reappears in father-to-be Glenn’s life, the two former best friends embark on a spontaneous road trip from LA to Sacramento.
13
Nomadland (2021)
★ 7.2/10
A woman in her sixties embarks on a journey through the western United States after losing everything in the Great Recession, living as a van-dwelling modern-day nomad.
14
The Rewrite (2014)
★ 6/10
An Oscar-winning writer in a slump leaves Hollywood to teach screenwriting at a college on the East Coast, where he falls for a single mom taking classes there.
15
Where'd You Go, Bernadette (2019)
★ 6.6/10
When architect-turned-recluse Bernadette Fox goes missing prior to a family trip to Antarctica, her 15-year-old daughter, Bee, goes on a quest with Bernadette's husband to find her.
16
The Lost Husband (2020)
★ 6.7/10
Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.
17
Big Trouble (2002)
★ 6.1/10
The story of how a mysterious suitcase brings together, and changes, the lives of a divorced dad, an unhappy housewife, two hitmen, a pair of street thugs, two love struck teens, two FBI men and a psychedelic toad…
18
Meet Me Next Christmas (2024)
★ 6.3/10
On a quest to reconnect with the man of her dreams, Layla races across New York City to find a ticket to a sold-out Pentatonix Christmas Eve concert.
19
Up in the Air (2009)
★ 6.9/10
Corporate downsizing expert Ryan Bingham spends his life in planes, airports, and hotels, but just as he’s about to reach a milestone of ten million frequent flyer miles, he meets a woman who causes him to rethink his…
20
Sleepless in Seattle (1993)
★ 6.7/10
After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Across the country, an engaged woman becomes convinced that they belong together, despite their never…