Movies like Cum In My Hole Boss! (2008)
The best movies like Cum In My Hole Boss! (2008) are Weekend at Bernie's (1989), Secretary (2002) and Horrible Bosses (2011). If Cum In My Hole Boss! hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedOffice Space (1999)7.4/10 from 3,603 votes
- NewestMafia Mamma (2023)Released 2023
Weekend at Bernie's (1989)
Two young insurance corporation employees try to pretend that their murdered employer is alive by puppeteering his dead body, leading a hitman to attempt to track him down to finish him off.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSecretary (2002)
A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHorrible Bosses (2011)
For Nick, Kurt and Dale, the only thing that would make the daily grind more tolerable would be to grind their intolerable bosses into dust. Quitting is not an option, so, with the benefit of a few-too-many drinks and some dubious advice from a hustling ex-con, the three friends devise a convoluted and seemingly foolproof plan to rid themselves of their respective employers... permanently.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDisclosure (1994)
A computer specialist is sued for sexual harassment by a former lover turned boss who initiated the act forcefully, which threatens both his career and his personal life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNine to Five (1980)
Three female employees of a sexist, egotistical, lying, hypocritical bigot find a way to turn the tables on him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBilly Bathgate (1991)
In the year 1935, a teen named Billy Bathgate finds first love while becoming the protégé of fledgling gangster Dutch Schultz.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies 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 thisSwimming with Sharks (1994)
Guy is a young film executive who's willing to do whatever it takes to make it in Hollywood. He begins working for famed producer Buddy Ackerman, a domineering, manipulative, coldhearted boss. When Guy also finds out that his cynical girlfriend, Dawn, has been using sex as a career move, he reaches his limit. Guy decides to exact revenge on Buddy by kidnapping him and subjecting him to cruel and unusual punishment.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOffice Space (1999)
A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisMafia Mamma (2023)
A suburban American woman inherits her grandfather’s Mafia empire and, guided by the Firm’s trusted consigliere, defies everyone’s expectations, including her own, as the new head of the family business.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHeatwave (2022)
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Only Living Boy in New York (2017)
When a young man learns that his overbearing father is having an affair, he tries to stop it, only to be seduced by the older woman as well.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTomorrow, When the War Began (2010)
Ellie Linton, a teen from an Australian coastal town, leads her friends on an excursion to a camp deep in the woods, dubbed "Hell." Upon their return, the youths find that their town has been overrun by an enemy army, and their friends and family have been imprisoned. When the hostile invaders become alerted to their presence, Ellie and her friends band together to escape -- and strike back against -- this mysterious enemy.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSet It Up (2018)
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisInnocent Blood (1992)
Marie is a vampire with a thirst for bad guys. When she fails to properly dispose of one of her victims, a violent mob boss, she bites off more than she can chew and faces a new, immortal danger.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDesperate Living (1977)
After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Assistant (2020)
A searing look at a day in the life of an assistant to a powerful executive. As Jane follows her daily routine, she grows increasingly aware of the insidious abuse that threatens every aspect of her position.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFocus (2015)
Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisF.I.S.T. (1978)
Johnny Kovak joins the Teamsters trade-union in a local chapter in the 1930s and works his way up in the organization. As he climbs higher and higher his methods become more ruthless and finally senator Madison starts a campaign to find the truth about the alleged connections with the Mob.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisIn the Company of Men (1997)
Two business executives--one an avowed misogynist, the other recently emotionally wounded by his love interest--set out to exact revenge on the female gender by seeking out the most innocent, uncorrupted girl they can find and ruining her life.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Cum In My Hole Boss!?
The closest matches to Cum In My Hole Boss! are Weekend at Bernie's (1989), Secretary (2002) and Horrible Bosses (2011). Below are 17 more, each with the reason it matches.
What should I watch after Cum In My Hole Boss!?
Start with Weekend at Bernie's (1989), the closest match to Cum In My Hole Boss!.
What is the highest-rated movie like Cum In My Hole Boss!?
Office Space (1999), rated 7.4/10 by 3,603 TMDB users.
What is the newest movie like Cum In My Hole Boss!?
Mafia Mamma (2023) is the most recent release on this list.
Are there English movies like Cum In My Hole Boss!?
Yes: Weekend at Bernie's (1989), Secretary (2002) and Horrible Bosses (2011).
How are movies similar to Cum In My Hole Boss! chosen?
First come films that Trakt’s viewers watch alongside Cum In My Hole Boss!, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.