Movies Like Playing the Long Game

If you liked Playing the Long Game, a drama and comedy movie directed by Thomas Yacovone, 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
House of D (2004)
★ 6.3/10Also comedy and drama
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…
2
Ana (2020)
★ 6.3/10Also drama and comedy
Ana meets Rafa in a chance encounter and they embark on a road trip to try and save him from bankruptcy, or worse.
3
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.
4
72 HOURS (2026)
★ 6.8/10Also comedy
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
5
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.
6
Savage House (2026)
★ 7/10Also comedy and drama
Against the backdrop of 18th century England, a massive pox outbreak, and Jacobite uprising – Sir Chauncey Savage and Lady Savage blindly pursue a better life. It's not without a tinge of irony that their family name…
7
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.
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
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…
10
Sometimes Always Never (2019)
★ 6.4/10Also drama and comedy
Alan is a stylish tailor with moves as sharp as his suits. He has spent years searching tirelessly for his missing son Michael who stormed out over a game of Scrabble. With a body to identify and his family torn apart…
11
Rogue Agent (2022)
★ 6.3/10Also drama
Conman Robert Freegard poses as an undercover MI5 agent and kidnaps countless victims amidst a high-stakes manhunt, until the woman who fell for him brings him to justice.
12
Bob & Carol & Ted & Alice (1969)
★ 6.3/10Also comedy and drama
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
13
Treasure (2024)
★ 6.5/10Also drama and comedy
A music journalist accompanies her father, a charmingly stubborn Holocaust survivor, on a journey to his homeland. While she's eager to make sense of her family's past, her dad has an agenda of his own.
14
Queens Logic (1991)
★ 5.8/10Also comedy and drama
When childhood friends Al, Dennis and Eliot get together for Ray's wedding, which may or may not happen, they end up on a roller-coaster ride through reality. During one tumultuous, crazy weekend, they face adulthood…
15
The Clique (2008)
★ 5.9/10Also comedy and drama
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.
16
About Alex (2014)
★ 6.1/10Also comedy and drama
When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to…
17
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.
18
Almost Friends (2017)
★ 6.3/10Also drama and comedy
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…
19
Dirty Girl (2010)
★ 6/10Also drama and comedy
Accompanied by her closeted gay buddy, a promiscuous teenager sets out to find her long-absent father.
20
Paddleton (2019)
★ 7/10Also comedy and drama
An unlikely friendship between two neighbors becomes an unexpectedly emotional journey when the younger man is diagnosed with terminal cancer.