Movies Like Jack's Playground 27

If you liked Jack's Playground 27 (2005), a movie directed by Robby D., 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
Pimp (2018)
★ 6.2/10
An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and…
2
Pretty Persuasion (2005)
★ 5.8/10
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
3
Intimacy (2001)
★ 6.2/10
Failed musician Jay abandoned his family and now earns a living as head bartender in a trendy London pub. Every Wednesday afternoon, a woman comes to his house for graphic, almost wordless, sex. One day, Jay follows…
4
Bad (1977)
★ 6.5/10
Hazel runs a beauty salon out of her house, but makes extra money by providing ruthless women the oppurtunity to perform hit jobs. L.T. is a parasite, and contacts Hazel looking for work after he runs out of money. She…
5
The Overnight (2015)
★ 5.9/10
Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
6
GirlHouse (2014)
★ 6/10
In an attempt to make some extra cash while away at College, Kylie moves into a house that streams content to an X-rated website. After a deranged fan hacks in to determine the house's location, she finds herself in a…
7
South Park (Not Suitable for Children) (2023)
★ 7.4/10
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
8
Original Sin (2001)
★ 6.2/10
A young man is plunged into a life of subterfuge, deceit and mistaken identity in pursuit of a femme fatale whose heart is never quite within his grasp.
9
The Duke of Burgundy (2015)
★ 6.3/10
Day in and day out, lovers Cynthia and Evelyn enact an elaborate sadomasochistic fantasy as mistress and maid. But as their ritual of domination and submission begins to turn stale, Cynthia yearns for something more…
10
The Revenant (2009)
★ 6.2/10
A horror movie/buddy comedy about Joey and his undead friend Bart who comes back from the dead as a revenant: an articulate zombie that needs to drink blood to arrest the decomposition of his body.
11
Unfaithful (2002)
★ 6.7/10
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
12
Hard to Die (1990)
★ 6/10
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
13
Orgazmo (1998)
★ 6.1/10
A devout Mormon living in L.A. becomes a pornographic actor after his martial arts moves impress a big-time director.
14
Hold the Fort (2025)
★ 6.1/10
A HOA turns out to be more troublesome than usual in this wildly amusing, FX-heavy freak-out about newly minted suburbanites unexpectedly forced to take part in a struggle against monstrous forces.
15
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
16
Newness (2017)
★ 6.1/10
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
17
The Evil Dead (1983)
★ 7.3/10
In 1979, a group of college students find a Sumerian Book of the Dead in an old wilderness cabin they've rented for a weekend getaway.
18
Shane Gillis: Beautiful Dogs (2023)
★ 7/10
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
19
Spontaneous (2020)
★ 6.7/10
When students in their high school begin inexplicably exploding (literally), seniors Mara and Dylan struggle to survive in a world where each moment may be their last.
20
Infinity Pool (2023)
★ 6/10
While staying at an isolated island resort, James and Em are enjoying a perfect vacation of pristine beaches, exceptional staff, and soaking up the sun. But guided by the seductive and mysterious Gabi, they venture…