Movies like My Lesbian Boss (2020)
The best movies like My Lesbian Boss (2020) are Pretty Persuasion (2005), All About the Benjamins (2002) and Dolemite Is My Name (2019). If My Lesbian Boss hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedFor Sama (2019)8.2/10 from 323 votes
- NewestBalls Up (2026)Released 2026
Pretty Persuasion (2005)
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisAll About the Benjamins (2002)
Bounty hunter Bucum Jackson teams with the small-time con artist, Reggie Wright, that he is pursuing, in an attempt to locate a missing stash of diamonds and a lottery ticket worth millions of dollars. Bucum and Reggie find themselves in a race to the finish as they embark on an unlikely partnership that should -- when all is said and done -- prove beneficial to them both.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisDolemite Is My Name (2019)
The story of Rudy Ray Moore, who created the iconic big screen pimp character Dolemite in the 1970s.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisVampire's Kiss (1989)
A publishing executive is visited and bitten by a vampire and starts exhibiting erratic behavior. He pushes his secretary to extremes as he tries to come to terms with his affliction.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSahara (1943)
In Libya, an American tank commander, along with a handful of Allied soldiers, tries to defend an isolated well with a limited supply of water from a German Afrika Korps battalion during the Western Desert Campaign of World War II.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisHungry Hearts (2015)
The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Last Vermeer (2019)
A soldier and member of the Dutch resistance investigates stolen art in the wake of the Second World War, including a Vermeer sold to the Nazis by a flamboyant forger.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSouth Park (Not Suitable for Children) (2023)
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.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisIntimacy (2001)
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 her and learns about her. This eventually disrupts their relationship.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRisqué (2025)
Fired from a strip club, a vengeful dancer masterminds a high-stakes heist with fellow strippers to take down the corrupt boss and the men who underestimate them.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisI Spit on Your Grave 2 (2013)
Broke, and in desperate need to update her portfolio, New York City model Katie calls a number from a tear-off flyer offering free photos. But this innocent attempt quickly turns into an unthinkable kidnapping nightmare where she's ripped away from everyone and everything she knows.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisClerks (1994)
Convenience and video store clerks Dante and Randal are sharp-witted, potty-mouthed and bored out of their minds. So in between needling customers, the counter jockeys play hockey on the roof, visit a funeral home and deal with their love lives.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPimp (2018)
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 girlfriend Nikki.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShame (2011)
Brandon, a thirty-something man living in New York, eludes intimacy with women but feeds his deepest desires with a compulsive addiction to sex. When his younger sister temporarily moves into his apartment, stirring up bitter memories of their shared painful past, Brandon's life, like his fragile mind, gets out of control.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisGridlocked (2016)
Former SWAT leader David Hendrix and hard-partying movie star Brody Walker must cut their ride-along short when a police training facility is attacked by a team of mercenaries.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBalls Up (2026)
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals, and power-hungry officials to salvage their careers and make it home alive.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisFor Sama (2019)
A love letter from a young mother to her daughter, the film tells the story of Waad al-Kateab’s life through five years of the uprising in Aleppo, Syria as she falls in love, gets married and gives birth to Sama, all while cataclysmic conflict rises around her. Her camera captures incredible stories of loss, laughter and survival as Waad wrestles with an impossible choice– whether or not to flee the city to protect her daughter’s life, when leaving means abandoning the struggle for freedom for which she has already sacrificed so much.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisZola (2021)
A waitress agrees to accompany an exotic dancer, her put-upon boyfriend, and her mysterious and domineering roommate on a road trip to Florida to seek their fortune at a high-end strip club.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisO Lucky Man! (1973)
An ambitious coffee salesman has a series of improbable and ironic adventures seemingly designed to challenge his naive idealism.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisXiu Xiu: The Sent-Down Girl (1998)
Young teen girl Xiu Xiu is sent away to a remote corner of the Sichuan steppes for manual labor in 1975 (sending young people to there was a part of Cultural Revolution in China). A year later, she agrees to go to even more remote spot with a Tibetan saddle tramp Lao Jin to learn horse herding.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like My Lesbian Boss?
The closest matches to My Lesbian Boss are Pretty Persuasion (2005), All About the Benjamins (2002) and Dolemite Is My Name (2019). Below are 17 more, each with the reason it matches.
What should I watch after My Lesbian Boss?
Start with Pretty Persuasion (2005), the closest match to My Lesbian Boss.
What is the highest-rated movie like My Lesbian Boss?
For Sama (2019), rated 8.2/10 by 323 TMDB users.
What is the newest movie like My Lesbian Boss?
Balls Up (2026) is the most recent release on this list.
Are there English movies like My Lesbian Boss?
Yes: Pretty Persuasion (2005), All About the Benjamins (2002) and Dolemite Is My Name (2019).
How are movies similar to My Lesbian Boss chosen?
First come films that Trakt’s viewers watch alongside My Lesbian Boss, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.