Movies like The Boss (1987)
The best movies like The Boss (1987) are Woman of Straw (1964), 5 to 7 (2014) and Mata Hari (1931). If The Boss hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedStar Trek II: The Wrath of Khan (1982)7.5/10 from 2,267 votes
- NewestEleanor the Great (2025)Released 2025
Woman of Straw (1964)
Anthony Richmond schemes to get the fortune of his tyrannical, wheelchair-using tycoon uncle Charles Richmond by persuading Maria, a nurse he employs, to marry him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this5 to 7 (2014)
A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisMata Hari (1931)
A semi-fictionalized account of the life of Mata Hari, an exotic dancer who was accused of spying for Germany during World War I.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisStar Trek II: The Wrath of Khan (1982)
The starship Enterprise and its crew is pulled back into action when old nemesis, Khan, steals a top secret device called Project Genesis.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisGypsy (1962)
Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBetter Living Through Chemistry (2014)
A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Client List (2010)
After she and her husband lose their jobs, a former Texas homecoming queen inadvertently finds herself in the middle of a prostitution ring after she unknowingly accepts a position at a massage parlor.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisSkin: A History of Nudity in the Movies (2020)
The definitive documentary on the history of nudity in feature films from the early silent days to the present, studying the changes in morality that led to the use of nudity in films while emphasizing the political, sociological and artistic changes that shaped that history. Skin will also study the gender inequality in presenting nude images in motion pictures and will follow the revolution that has created nude gender equality in feature films today.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisArabian Nights (1942)
Two half brothers battle each other for the power of the throne and the love of sensual, gorgeous dancing girl Scheherazade.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBarbie (2023)
Barbie and Ken are having the time of their lives in the colorful and seemingly perfect world of Barbie Land. However, when they get a chance to go to the real world, they soon discover the joys and perils of living among humans.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDying Young (1991)
After she discovers that her boyfriend has betrayed her, Hilary O'Neil is looking for a new start and a new job. She begins to work as a private nurse for a young man suffering from blood cancer. Slowly, they fall in love, but they always know their love cannot last because he is destined to die.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBite the Bullet (1975)
At the beginning of the 20th century, a newspaper organizes an endurance horse race : 700 miles to run in a few days. 9 adventurers are competing, among them a woman, Miss Jones, a Mexican, an Englishman, a young cow-boy, an old one and two friends, Sam Clayton and Luke Matthews. All those individualists will learn to respect each other.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBreakin' All the Rules (2004)
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. But when Evan's beautiful girlfriend Nikki gets wind of the plan, it's these players that end up getting played.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMaria by Callas (2017)
Told through performances, TV interviews, home movies, family photographs, private letters and unpublished memoirs, the film reveals the essence of an extraordinary woman who rose from humble beginnings in New York City to become a glamorous international superstar and one of the greatest artists of all time.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Wings of Eagles (1957)
The story of Frank W. "Spig" Wead - a Navy-flyer turned screenwriter.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEleanor the Great (2025)
94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWatching the Detectives (2007)
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSuperintelligence (2020)
When an all-powerful Superintelligence chooses to study the most average person on Earth, Carol Peters, the fate of the world hangs in the balance. As the A.I. decides to enslave, save or destroy humanity, it’s up to Carol to prove that people are worth saving.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBook Club (2018)
Four lifelong friends decide that their lives could change by becoming nasty and reading Fifty Shades of Grey in their monthly book club to get inspiration on how to handle sexual pleasure at an elderly age.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLiving Among Us (2018)
Vampires have just made themselves public! Now a group of documentarians have been granted access to spend some time with them and learn how they live and coexist with humans. But as reality sets in, the crew realize they are in for far more than they bargained for.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like The Boss?
The closest matches to The Boss are Woman of Straw (1964), 5 to 7 (2014) and Mata Hari (1931). Below are 17 more, each with the reason it matches.
What should I watch after The Boss?
Start with Woman of Straw (1964), the closest match to The Boss.
What is the highest-rated movie like The Boss?
Star Trek II: The Wrath of Khan (1982), rated 7.5/10 by 2,267 TMDB users.
What is the newest movie like The Boss?
Eleanor the Great (2025) is the most recent release on this list.
Are there English movies like The Boss?
Yes: Woman of Straw (1964), 5 to 7 (2014) and Mata Hari (1931).
How are movies similar to The Boss chosen?
First come films that Trakt’s viewers watch alongside The Boss, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.