Movies Like Boobsville Penitentiary

If you liked Boobsville Penitentiary (2004), a movie directed by Skye Blue, 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
Horrible Bosses 2 (2014)
★ 6.2/10
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.
2
Pink Flamingos (1972)
★ 6.1/10
Notorious Baltimore criminal and underground figure Divine goes up against Connie & Raymond Marble, a sleazy married couple who make a passionate attempt to humiliate her and seize her tabloid-given title as "The…
3
Magazine Dreams (2025)
★ 7/10
Aspiring bodybuilder Killian Maddox struggles to find human connection in an exploration of celebrity and violence. Nothing deters him from his fiercely protected dream of superstardom, not even the doctors who warn…
4
Auto Focus (2002)
★ 6.4/10
A successful TV star during the 1960s, former "Hogan's Heroes" actor Bob Crane projects a wholesome family-man image, but this front masks his persona as a sex addict who records and photographs his many encounters…
5
She's Funny That Way (2015)
★ 5.9/10
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
6
Polyester (1981)
★ 7/10
Blessed with a keen sense of smell and cursed with a philandering pornographer husband, a parasitic mother, and a pair of delinquent children, the long-suffering Francine Fishpaw turns to the bottle as her life falls…
7
Sing Sing (2024)
★ 7.4/10
Divine G, imprisoned at Sing Sing for a crime he didn't commit, finds purpose by acting in a theatre group alongside other incarcerated men in this story of resilience, humanity, and the transformative power of art.
8
Don Jon (2013)
★ 6/10
A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.
9
Lovelace (2013)
★ 6/10
Story of Linda Lovelace, who is used and abused by the porn industry at the behest of her coercive husband, before taking control of her life.
10
X-Rated 2: The Greatest Adult Stars of All Time (2016)
★ 6.8/10
Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and…
11
Queen of the Ring (2025)
★ 6.8/10
In a time when pro wrestling for women was illegal all over the country, a small town single mother embraces the danger to change culture as she dominates America's most masculine sport to become the first million…
12
Barely Legal (2003)
★ 5.9/10
Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to…
13
Half Baked (1998)
★ 6.3/10
Three lovable party buds try to bail their friend out of jail. But just when the guys have mastered a plan, everything comes dangerously close to going up in smoke.
14
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
★ 6.5/10
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and…
15
Splendor (1999)
★ 6.2/10
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible…
16
Porno (2019)
★ 6/10
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
17
Burn After Reading (2008)
★ 6.7/10
When a disc containing memoirs of a former CIA analyst falls into the hands of gym employees, Linda and Chad, they see a chance to make enough money for Linda to have life-changing cosmetic surgery. Predictably, events…
18
Ruthless People (1986)
★ 6.6/10
Sam Stone hates his wife Barbara so much that he wants her dead. He's ecstatic when she's taken by a duo of kidnappers who want $500,000 ransom in exchange for her life. Fully intending to ignore every one of the…
19
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.
20
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.