Movies Like Pleasureland

If you liked Pleasureland (1996), a movie directed by Jim Enright, 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
Beyond the Valley of the Dolls (1970)
★ 6.1/10
An all-girl rock band moves to Hollywood in the hope of achieving success, only to fall into a whirlpool of wickedness and decadence.
2
The Hot Spot (1990)
★ 6.3/10
Upon arriving to a small town, a drifter quickly gets into trouble with the local authorities — and the local women — after he robs a bank.
3
Manhattan (1979)
★ 7.7/10
Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
4
Crossroads (1986)
★ 7.4/10
A wanna-be blues guitar virtuoso seeks a long-lost song by legendary musician, Robert Johnson.
5
Kinds of Kindness (2024)
★ 6.5/10
A triptych fable following a man without choice who tries to take control of his own life; a policeman who is alarmed that his wife who was missing-at-sea has returned and seems a different person; and a woman…
6
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.
7
Unfaithful (2002)
★ 6.7/10
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
8
Eyes Wide Shut (1999)
★ 7.5/10
After Dr. Bill Harford's wife, Alice, admits to having sexual fantasies about a man she met, Bill becomes obsessed with having a sexual encounter. He discovers an underground sexual group and attends one of their…
9
The Voyeurs (2021)
★ 6.5/10
When Pippa and Thomas move into their dream apartment, they notice that their windows look directly into the apartment opposite – inviting them to witness the volatile relationship of the attractive couple across the…
10
The Dirt (2019)
★ 7.4/10
The story of Mötley Crüe and their rise from the Sunset Strip club scene of the early 1980s to superstardom.
11
Bordello of Blood (1996)
★ 6/10
A seedy private eye gets more than he ever bargained for when a missing persons case leads him to a brothel overseen by the mother of vampires and her lusty army of the undead.
12
Hellraiser (2022)
★ 6.2/10
A young woman struggling with addiction comes into possession of an ancient puzzle box, unaware that its purpose is to summon the Cenobites, a group of sadistic supernatural beings from another dimension.
13
10 (1979)
★ 5.8/10
A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.
14
Petulia (1968)
★ 6/10
Dr. Archie Bollen is having a midlife crisis. He's just divorced his wife and is establishing a new life for himself. One night, he catches the eye of Petulia Danner, a charming, free-spirited young woman. Petulia's…
15
You Should Have Left (2020)
★ 6.1/10
In an effort to repair their relationship, a couple books a vacation in the countryside for themselves and their daughter. What starts as a perfect retreat begins to fall apart as one loses their grip on reality, and a…
16
Trafficked (2017)
★ 6.6/10
In this story inspired by real characters, three girls from America, Nigeria and India are trafficked through an elaborate global network and enslaved in a Texas brothel, and must together attempt a daring escape to…
17
El Gringo (2012)
★ 6.3/10
A man crossing into Mexico with a satchel of $2,000,000—and a bloody past—finds himself under sudden attack in the sleepy town of El Fronteras.
18
The Big Kahuna (1999)
★ 6.8/10
Three salesmen working for a firm that makes industrial lubricants are waiting in the company's "hospitality suite" at a manufacturers' convention for a "big kahuna" named Dick Fuller to show up, in hopes they can…
19
Just Before I Go (2015)
★ 6.4/10
Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he…
20
Below Her Mouth (2017)
★ 6.8/10
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.