Movies Like Flagpole Special

If you liked Flagpole Special (1998), a comedy and drama movie directed by Paul Thomas Anderson, 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
Landline (2017)
★ 6.2/10Also comedy and drama
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
2
Lady Windermere's Fan (1925)
★ 6.9/10Also comedy and drama
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
3
Somewhere in Queens (2023)
★ 6.3/10Also comedy and drama
Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it…
4
CQ (2001)
★ 5.9/10Also comedy and drama
A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi…
5
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
6
The Beanie Bubble (2023)
★ 6.4/10Also comedy and drama
Ty was a frustrated toy salesman until his collaboration with three women turned his stuffed animals into a defining '90s trend. This behind-the-scenes look at history's biggest toy craze is a wild story about what—and…
7
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
8
Tyler Perry's Madea on the Run - The Play (2017)
★ 7.5/10Also comedy and drama
In trouble with the local authorities, Mabel Simmons, notoriously known as Madea, is on the run from the law. With no place to turn, she moves in with her friend Bam who is recovering from surgery. Unbeknownst to Bam…
9
The Good Half (2024)
★ 6.2/10Also comedy and drama
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.
10
Family Weekend (2013)
★ 6.3/10Also comedy and drama
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
11
Match (2014)
★ 5.8/10Also comedy and drama
A Seattle couple travel to New York to interview colorful former dancer Tobi for research on a dissertation about dance. But soon, common niceties and social graces erode when the questions turn personal and the true…
12
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
13
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
14
On Becoming a Guinea Fowl (2024)
★ 7.5/10Also comedy and drama
On an empty road in the middle of the night, Shula stumbles across the body of her uncle. As funeral proceedings begin around them, she and her cousins bring to light the buried secrets of their middle-class Zambian…
15
Breaking News in Yuba County (2021)
★ 5.9/10Also comedy and drama
An overlooked pencil-pusher catches her husband in bed with another woman, the shock of which causes him to die of a heart attack. So she buries his body and takes advantage of the growing celebrity status that comes…
16
Cigarettes & Coffee (1993)
★ 6.6/10Also drama
At a desert diner, the lives of five strangers become linked through a single twenty-dollar bill. Shot for $20,000 and starring Philip Baker Hall, the short premiered at Sundance and later inspired Anderson’s debut…
17
The Joneses (2010)
★ 6.2/10Also comedy and drama
A seemingly perfect family moves into a suburban neighborhood, but when it comes to the truth as to why they're living there, they don't exactly come clean with their neighbors.
18
The House of Tomorrow (2019)
★ 6.8/10Also drama and comedy
The film tells futurist, architect, and inventor R. Buckminster Fuller's incredible story through two teens hoping to get laid, become punk gods, and survive high school.
19
Class Act (1992)
★ 6.3/10Also comedy and drama
Duncan is a genius straight A student, Blade is ajuvenile delinquent. But because of a mix up with their school records, everyone thinks each is the other one. Now, Duncan kind of likes the attention from being thought…
20
Wild Oats (2016)
★ 6.1/10Also comedy and drama
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…