Movies like Leathersex: In Chastity (2025)
The best movies like Leathersex: In Chastity (2025) are My Awkward Sexual Adventure (2012), The Little Death (2014) and Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972). If Leathersex: In Chastity hooked you, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMy Awkward Sexual Adventure (2012)6.7/10 from 376 votes
- NewestWitchy Ways (2025)Released 2025
My Awkward Sexual Adventure (2012)
A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Little Death (2014)
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEverything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
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 a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDon Jon (2013)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPorno (2019)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPreaching to the Perverted (1997)
A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTwo Moon Junction (1988)
A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNymphomaniac: Vol. II (2013)
The continuation of Joe's sexually dictated life delves into the darker aspects of her adult life and what led to her being in Seligman's care.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFifty Shades of Grey (2015)
When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic as he is rich and powerful, finds himself strangely drawn to Ana, and she to him. Though sexually inexperienced, Ana plunges headlong into an affair -- and learns that Christian's true sexual proclivities push the boundaries of pain and pleasure.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisShortbus (2006)
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPort Authority (2019)
Paul, a 20 year old midwesterner, arrives at the central bus station and quickly catches eyes with Wye, a 22 year old girl voguing on the sidewalk. After Paul seeks her out in secret, an intense love between them blossoms. But when Paul discovers Wye is trans, he is forced to confront his own identity and what it means to belong.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBarely Legal (2003)
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 make money and become more popular at school. Hijinks ensue as they cast and create their movie, but porn industry player Vic Ramalot grows jealous of their burgeoning success and tries to put a stop to the project.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisDirty Sexy Saint (2019)
Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do committed relationships. This is before he meets Samantha Jamieson, an heiress turned runaway in need of help. When she starts to work as a waitress at his bar, he discovers that she is someone truly special and amazing… someone that could warm his damaged heart.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDifferent for Girls (1997)
Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBad Sister (2015)
As a top student at St. Adeline's Catholic Boarding School, Zoe senses that something is not quite right about the school's new nun-- a sense proven to be true when it is revealed the "good' nun is an imposter with a fatal attraction to Zoe's brother.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHarmontown (2014)
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWelcome to the Club (2022)
Heart set on becoming a princess, Lisa Simpson is surprised to learn being bad might be more fun.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFifty Shades Darker (2017)
When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy figures from Christian’s past start to circle the couple, determined to destroy their hopes for a future together.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSplendor (1999)
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 biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPink Flamingos (1972)
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 Filthiest Person Alive".
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMiddle Men (2009)
Chronicles Jack Harris, one of the pioneers of internet commerce, as he wrestles with his morals and struggles not to drown in a sea of conmen, mobsters, drug addicts, and pornstars.
Why it matches: Similar story and style
Popcorn FlickMovies like thisOuting (2021)
Middle-aged lesbian couple Geumja and Yeo-ok receive a call in the middle of the night about the death of Yeo-ok’s ex-husband. They travel a long way to their hometown for the first time in 20 years, but they are unwelcomed guests at the funeral.
Why it matches: Similar story and style
Safe Space (2023)
Following the lives of Queer creatives behind Norwich’s queer collaborative ‘Stripped Sets’. We discover the reasoning behind the need for safe spaces, and the stories that come with them. Through live events, photoshoots and history, we see the process in creating such an important event.
Why it matches: Similar story and style
Horno (2009)
Ron is a porn director with a little more vision than talent, not that he has much of either. He aspires to greatness, but never quite achieves it- that is until he comes up with the idea he'e sure will launch him to infamy: "Children of the Cornhole"
Why it matches: Similar story and style
Plage(s) (2014)
Yuko is not always sure how to listen to her body and her desires. A friendship emerges from this stationary drifting.
Why it matches: Similar story and style
Thanatos (2023)
Simone develops an unhealthy obsession with the extreme sexual practice of bloodplay.
Why it matches: Similar story and style
The Last Taboo (2025)
Hard to imagine, but true: According to current estimates, out of 500,000 active male football professionals worldwide, under ten (10) are openly homosexual. While homosexuality hardly plays a role in other areas of life today, the topic seems to be completely taboo in professional football. The feature-length documentary THE LAST TABOO lets those who broke exactly this taboo tell their very personal stories alongside Thomas Hitzlsperger. Like the British professional footballer Justin Fashanu (*1961 in London; † 1998 in London), who broke this taboo for the first time in 1990 and paid for it with his life. His niece Amal tells his story. Marcus Urban, on the other hand, was about to make the jump to the Bundesliga as a teenager and, by deciding to come out, he also went against his big dream. The stories of the US professional Collin Martin and the British player-coach Matt Morton, on the other hand, suggest that normality is not far away.
Why it matches: Similar story and style
Witchy Ways (2025)
When a skeptical woman retreats to a secluded cabin believed to be magical, she falls for its enigmatic witch owner, until dark spells, buried secrets, and a restless ghost threaten their chance at love.
Why it matches: Similar story and style
Radical Self Acceptance (2021)
We are living in the time of a heteronormative society that antagonizes Queer people for their Being-ness. In Africa, it is believed that we are un-African to Proudly be Our LGBTQIA+ selves. In this short documentary, we share with you researched origins of modern homophobia and queerphobia, while exposing hidden truths about the English bible. The short is a testament to the harmful effects of colonialism and the dangers of religious indoctrination. This film offers audiences the opportunity to question what we have been told to believe is true about queer people.
Why it matches: Similar story and style
Eudaimonia (2024)
Prudence, a dishwasher and housecleaner with the telepathic power to eavesdrop on people’s consciousness, creates eccentric characters out of clothing she steals from her clients and stages confrontational performances in the street. She’s estranged from her mother, an artist, and the only person who shares this telepathic gift. As Prudence comes to terms with her mother's terminal illness and the knowledge that her telepathy comes at a cost, she gains a clearer understanding of how to find meaningful connections with others.
Why it matches: Similar story and style
Like Leathersex: In Chastity and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Leathersex: In Chastity?
The closest matches to Leathersex: In Chastity are My Awkward Sexual Adventure (2012), The Little Death (2014) and Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972). Below are 27 more, each with the reason it matches.
What should I watch after Leathersex: In Chastity?
Start with My Awkward Sexual Adventure (2012), the closest match to Leathersex: In Chastity.
What is the highest-rated movie like Leathersex: In Chastity?
My Awkward Sexual Adventure (2012), rated 6.7/10 by 376 TMDB users.
What is the newest movie like Leathersex: In Chastity?
Witchy Ways (2025) is the most recent release on this list.
Are there English movies like Leathersex: In Chastity?
Yes: My Awkward Sexual Adventure (2012), The Little Death (2014) and Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972).
How are movies similar to Leathersex: In Chastity chosen?
First come films that Trakt’s viewers watch alongside Leathersex: In Chastity, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.