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Movies like Cheating with the Boss 2 (2024)

The best movies like Cheating with the Boss 2 (2024) are Hard Eight (1997), QT8: The First Eight (2019) and Gridlocked (2016). If Cheating with the Boss 2 hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hard Eight (1997)

    A stranger mentors a young Reno gambler who weds a hooker and befriends a vulgar casino regular.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. QT8: The First Eight (2019)

    A detailed account of the life and artistic career of legendary filmmaker Quentin Tarantino, from his early days as a video club manager to the scandalous fall in disgrace of producer Harvey Weinstein. A story about how to shoot eight great movies and become an icon of modern pop culture.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  3. Gridlocked (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

  4. The Duke of Burgundy (2015)

    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 conventional, while Evelyn tries to push their taboos even further.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. O 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 this
  6. Casualties of War (1989)

    During the Vietnam War, a soldier finds himself the outsider of his own squad when they unnecessarily kidnap a female villager.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Nymphomaniac: Vol. I (2013)

    A man named Seligman finds a fainted wounded woman in an alley and he brings her home. She tells him that her name is Joe and that she is nymphomaniac. Joe tells her life and sexual experiences with hundreds of men since she was a young teenager while Seligman tells about his hobbies, such as fly fishing, reading about Fibonacci numbers or listening to organ music.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. For 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 this
  9. Bordello of Blood (1996)

    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.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Shame (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 this
  11. The Last Boy Scout (1991)

    Somewhere in Los Angeles, the city of broken dreams, a stripper is murdered. Now, the private detective she had hired and her ex-footballer boyfriend are going to find her murderer... if they don't kill each other first. But the more they dig, the deeper they become enmeshed in a web of extortion, blackmail and corrupt politics hidden beneath the surface of professional football.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. The Glorias (2020)

    An equal rights crusader, journalist and activist: Gloria Steinem embodies these and more. From her role in the revolutionary women's rights movement to her travels throughout the U.S. and around the world, Steinem has made an everlasting mark on modern history. A nontraditional chronicle of a trailblazing life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. Nymphomaniac: 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 this
  14. Sniper: Legacy (2014)

    A rogue gunman is assassinating high-ranking military officers one by one. When Gunnery Sgt. Brandon Beckett is informed his father, legendary shooter Thomas Beckett has been killed, Brandon springs into action to take out the perpetrator.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. Hell Hath No Fury (2021)

    Branded a traitor by her countrymen, French national Marie DuJardin is rescued by American soldiers on one condition: to survive, she must lead them to a cache of gold - before the Nazis return to claim it for themselves.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Fifty Shades Freed (2018)

    Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she steps into her role as Mrs. Grey and he relaxes into an unfamiliar stability, new threats could jeopardize their happy ending before it even begins.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Dolemite 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 this
  18. Saw VI (2009)

    Special Agent Strahm is dead, and Detective Hoffman has emerged as the unchallenged successor to Jigsaw's legacy. However, when the FBI draws closer to Hoffman, he is forced to set a game into motion, and Jigsaw's grand scheme is finally understood.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. 300: Rise of an Empire (2014)

    Greek general Themistocles attempts to unite all of Greece by leading the charge that will change the course of the war. Themistocles faces the massive invading Persian forces led by mortal-turned-god, Xerxes and Artemesia, the vengeful commander of the Persian navy.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Saturday Night Fever (1977)

    Tony spends his Saturdays at a disco where his stylish moves raise his popularity among the patrons. But his life outside the disco is not easy and things change when he gets attracted to Stephanie.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Cheating with the Boss 2 and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Cheating with the Boss 2?

The closest matches to Cheating with the Boss 2 are Hard Eight (1997), QT8: The First Eight (2019) and Gridlocked (2016). Below are 17 more, each with the reason it matches.

What should I watch after Cheating with the Boss 2?

Start with Hard Eight (1997), the closest match to Cheating with the Boss 2.

What is the highest-rated movie like Cheating with the Boss 2?

For Sama (2019), rated 8.2/10 by 323 TMDB users.

What is the newest movie like Cheating with the Boss 2?

Hell Hath No Fury (2021) is the most recent release on this list.

Are there English movies like Cheating with the Boss 2?

Yes: Hard Eight (1997), QT8: The First Eight (2019) and Gridlocked (2016).

How are movies similar to Cheating with the Boss 2 chosen?

First come films that Trakt’s viewers watch alongside Cheating with the Boss 2, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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