Best movies like My Boss's Daughter
Last updated March 2024
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Plot Summary:
When a young man agrees to housesit for his boss, he thinks it'll be the perfect opportunity to get close to the woman he desperately has a crush on – his boss's daughter. But he doesn't plan on the long line of other houseguests that try to keep him from his mission. And he also has to deal with the daughter's older brother, who's on the run from local drug dealers.
IMDB Rating: 4.7
IMDB Votes: 30000
Genere: Comedy, Romance
Country: USA
Duration: 86 min
Plot tags: humorous, parody, not serious, sexy, funny, hilarious, feel good, slapstick, erotic, romantic
Best tv shows and movies like My Boss's Daughter (2003):
Similar in 79%
Career Opportunities (1991)
Plot Summary:
Josie, the daughter of the town's wealthiest businessman, faces problems at home and wishes to leave town but is disoriented. Her decision is finalized after she falls asleep in a Target dressing room. She awakens to find herself locked in the store overnight with the janitor, Jim, the town "no hoper" and liar.
IMDB Rating: 5.8
IMDB Votes: 17000
Genere: Comedy, Romance
Country: USA
Duration: 83 min
Plot tags: feel good, humorous, realistic, semi serious, funny, stylized, anamorphic, teen, offbeat, cult film
Similar in 89%
Chasing Papi (2003)
Plot Summary:
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?.
IMDB Rating: 4.8
IMDB Votes: 4000
Genere: Comedy, Romance
Country: USA
Duration: 80 min
Plot tags: funny, romantic, feel good, humorous, realistic, witty, semi serious, exciting, light, rough
Similar in 78%
Senseless (1998)
Plot Summary:
A student gets his senses enhanced by an experimental drug. But abuse is not an option.
IMDB Rating: 6.0
IMDB Votes: 18000
Genere: Comedy, Romance
Country: USA
Duration: 93 min
Plot tags: parody, humorous, funny, entertaining, black comedy, romantic, suspense, experimental, disturbing, hood
Similar in 85%
The Wrong Missy (2020)
Plot Summary:
A guy meets the woman of his dreams and invites her to his company's corporate retreat, but realizes he sent the invite to the wrong person.
IMDB Rating: 5.7
IMDB Votes: 44000
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: funny, feel good, humorous, sweet, entertaining, light, romantic, captivating, romantic comedy, fun
Similar in 81%
Boat Trip (2002)
Plot Summary:
Two straight men mistakenly end up on a "gays only" cruise.
IMDB Rating: 4.9
IMDB Votes: 32000
Genere: Comedy
Country: USA, Germany
Duration: 94 min
Plot tags: sex comedy, not serious, realistic, funny, hilarious, entertaining, parody, romantic, black comedy, hispanic
Similar in 80%
Miss March (2009)
Plot Summary:
A young man awakens from a four-year coma to hear that his once virginal high-school sweetheart has since become a centerfold in one of the world's most famous men's magazines. He and his sex-crazed best friend decide to take a cross-country road trip in order to crash a party at the magazine's legendary mansion headquarters and win back the girl.
IMDB Rating: 5.0
IMDB Votes: 22000
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: sex comedy, humorous, teen sex comedy, funny, teen, sexy, not serious, light, parody, romantic
Similar in 86%
License to Wed (2007)
Plot Summary:
Newly engaged, Ben and Sadie can't wait to start their life together and live happily ever after. However Sadie's family church's Reverend Frank won't bless their union until they pass his patented, "foolproof" marriage prep course consisting of outrageous classes, outlandish homework assignments and some outright invasion of privacy.
IMDB Rating: 5.2
IMDB Votes: 40000
Genere: Comedy, Romance
Country: USA, Australia
Duration: 91 min
Plot tags: romantic, romantic comedy, light, funny, realistic, cute, hilarious, teen, humorous, stylized
Similar in 81%
Labor Pains (2009)
Plot Summary:
A young woman pretends to be pregnant in order to avoid being fired from her job. When that gets her a bunch of special treatment by everyone involved in her life, she tries to keep up the lie for nine months.
IMDB Rating: 4.8
IMDB Votes: 12000
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: romantic, funny, humorous, cute, light, romantic comedy, teen, realistic, semi serious, teen comedy
Similar in 88%
The Secret of My Succe$s (1987)
Plot Summary:
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York, but once in New York, he learns that jobs - and girls - are hard to get. When Brantley visits his uncle, Howard Prescott, who runs a multi-million-dollar company, he is given a job in the company's mail room.
IMDB Rating: 6.5
IMDB Votes: 36000
Genere: Comedy, Romance
Country: USA
Duration: 111 min
Plot tags: feel good, light, humorous, realistic, talky, semi serious, funny, entertaining, cult classic, retro
Similar in 82%
Blonde Ambition (2007)
Plot Summary:
A young professional woman (Simpson) unwittingly becomes the pawn of two business executives in their bid to oust the head of a mega-conglomerate.
IMDB Rating: 3.9
IMDB Votes: 6000
Genere: Comedy, Romance
Country: USA
Duration: 93 min
Plot tags: feel good, realistic, humorous, semi serious, romantic, teen, teen comedy
Similar in 78%
Sex Tape (2014)
Plot Summary:
When Jay and Annie first got together, their romantic connection was intense – but ten years and two kids later, the flame of their love needs a spark. To kick things up a notch, they decide – why not? – to make a video of themselves trying out every position in The Joy of Sex in one marathon three-hour session. It seems like a great idea – until they discover that their most private video is no longer private. With their reputations on the line, they know they’re just one click away from being laid bare to the world... but as their race to reclaim their video leads to a night they'll never forget, they'll find that their video will expose even more than they bargained for.
IMDB Rating: 5.1
IMDB Votes: 117000
Genere: Comedy, Romance
Country: USA
Duration: 94 min
Plot tags: sex comedy, sexy, humorous, teen, not serious, funny, erotic, slapstick, sexual, suspense
Similar in 86%
Mickey Blue Eyes (1999)
Plot Summary:
An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.
IMDB Rating: 5.9
IMDB Votes: 38000
Genere: Comedy, Crime, Romance
Country: UK, USA
Duration: 102 min
Plot tags: humorous, romantic comedy, hilarious, melancholic, witty, realistic, touching, semi serious, romantic, clever
Similar in 88%
A Guy Thing (2003)
Plot Summary:
Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.
IMDB Rating: 5.6
IMDB Votes: 18000
Genere: Comedy, Romance
Country: USA
Duration: 101 min
Plot tags: romantic comedy, light, entertaining, romantic, not serious, realistic, teen, humorous, sex comedy, feel good
Similar in 84%
New Year's Eve (2011)
Plot Summary:
The lives of several couples and singles in New York intertwine over the course of New Year's Eve.
IMDB Rating: 5.6
IMDB Votes: 89000
Genere: Comedy, Romance
Country: USA
Duration: 118 min
Plot tags: romantic, light, romantic comedy, touching, melancholic, teen, sweet, realistic, sentimental, humorous
Similar in 83%
National Lampoon's Van Wilder (2002)
Plot Summary:
Van Wilder has been attending college for far too many years and is scared to graduate, but Van’s father eventually realizes what is going on. When he stops paying his son's tuition fees, Van must come up with the money if he wants to stay in college, so he and his friends come up with a great fund-raising idea – throwing parties. However, when the college magazine finds out and reporter, Gwen is sent to do a story on Van Wilder, things get a little complicated.
IMDB Rating: 6.4
IMDB Votes: 114000
Genere: Comedy, Romance
Country: Germany, USA
Duration: 92 min
Plot tags: teen sex comedy, sex comedy, funny, humorous, light, romantic, sexy, hilarious, teen, feel good
Similar in 89%
Hall Pass (2011)
Plot Summary:
When best buds Rick and Fred begin to show signs of restlessness at home, their wives take a bold approach to revitalize their marriages: they grant the guys a "hall pass", one week of freedom to do whatever they want. At first, it seems like a dream come true, but they quickly discover that their expectations of the single life - and themselves - are completely and hilariously out of sync with reality.
IMDB Rating: 5.9
IMDB Votes: 130000
Genere: Comedy, Romance
Country: USA
Duration: 105 min
Plot tags: funny, humorous, sex comedy, light, hilarious, entertaining, not serious, teen, sexual, visually appealing
Similar in 87%
You, Me and Dupree (2006)
Plot Summary:
After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.
IMDB Rating: 5.6
IMDB Votes: 84000
Genere: Comedy, Romance
Country: USA
Duration: 110 min
Plot tags: funny, romantic, entertaining, humorous, light, romantic comedy, hilarious, slapstick, scary, philosophical
Similar in 79%
Baggage Claim (2013)
Plot Summary:
Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.
IMDB Rating: 5.1
IMDB Votes: 10000
Genere: Comedy, Romance
Country: USA
Duration: 96 min
Plot tags: feel good, humorous, realistic, semi serious, black comedy, teen, happy, road movie
Similar in 81%
Guess Who (2005)
Plot Summary:
The fiancé of an African-American woman who's met with skepticism and suspicion from her father when she takes him home for the all-important introduction. As the wedding approaches, Dad must come to terms with his future son-in-law.
IMDB Rating: 5.9
IMDB Votes: 45000
Genere: Comedy, Romance
Country: USA
Duration: 105 min
Plot tags: romantic, humorous, funny, entertaining, feel good, hilarious, slapstick, black comedy, erotic, hood
Similar in 89%
The Heartbreak Kid (2007)
Plot Summary:
Eddie, the 40-year-old confirmed bachelor finally says "I do" to the beautiful and sexy Lila. But during their honeymoon in Mexico, the woman of his dreams turns out to be a total nightmare, and the guy who could never pull the trigger realizes he’s jumped the gun.
IMDB Rating: 5.8
IMDB Votes: 96000
Genere: Comedy, Romance
Country: USA, Mexico
Duration: 116 min
Plot tags: humorous, funny, not serious, romantic, hilarious, sexy, feel good, absurd, sex comedy, romantic comedy
Similar in 87%
No Strings Attached (2011)
Plot Summary:
Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?.
IMDB Rating: 6.2
IMDB Votes: 241000
Genere: Comedy, Romance
Country: USA, UK
Duration: 108 min
Plot tags: romantic, sexy, sweet, light, funny, sexual, sex comedy, entertaining, romantic comedy, humorous
Similar in 81%
The Other Woman (2014)
Plot Summary:
After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.
IMDB Rating: 6.0
IMDB Votes: 148000
Genere: Comedy, Romance
Country: USA
Duration: 109 min
Plot tags: feel good, funny, entertaining, humorous, romantic, sexy, teen, romantic comedy, sweet, absurd
Similar in 84%
What's Your Number? (2011)
Plot Summary:
Ally Darling (Anna Faris) is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
IMDB Rating: 6.0
IMDB Votes: 86000
Genere: Comedy, Romance
Country: USA
Duration: 106 min
Plot tags: feel good, sexy, romantic, humorous, funny, romantic comedy, light, sweet, cute, teen
Similar in 87%
Yes Man (2008)
Plot Summary:
Carl Allen has stumbled across a way to shake free of post-divorce blues and a dead-end job: embrace life and say yes to everything.
IMDB Rating: 6.8
IMDB Votes: 378000
Genere: Comedy, Romance
Country: USA, UK
Duration: 104 min
Plot tags: feel good, funny, light, humorous, romantic, motivational, thought provoking, hilarious, realistic, inspirational
Similar in 85%
27 Dresses (2008)
Plot Summary:
Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.
IMDB Rating: 6.1
IMDB Votes: 172000
Genere: Comedy, Romance
Country: USA
Duration: 111 min
Plot tags: romantic, feel good, light, romantic comedy, sweet, cute, sentimental, funny, teen, humorous
Similar in 82%
Just Go with It (2011)
Plot Summary:
A plastic surgeon, romancing a much younger schoolteacher, enlists his loyal assistant to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, the assistant's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.
IMDB Rating: 6.4
IMDB Votes: 261000
Genere: Comedy, Romance
Country: USA
Duration: 117 min
Plot tags: romantic, feel good, funny, humorous, entertaining, romantic comedy, light, hilarious, teen, sweet
Similar in 89%
The Proposal (2009)
Plot Summary:
When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.
IMDB Rating: 6.7
IMDB Votes: 349000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 108 min
Plot tags: feel good, romantic, light, sweet, funny, romantic comedy, witty, sexy, cute, hilarious
Similar in 88%
The Wedding Date (2005)
Plot Summary:
With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.
IMDB Rating: 6.1
IMDB Votes: 56000
Genere: Comedy, Romance
Country: USA, UK
Duration: 90 min
Plot tags: romantic, feel good, sweet, light, sexy, sentimental, funny, romantic comedy, realistic, witty
Similar in 84%
What Women Want (2000)
Plot Summary:
Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident enables him to hear women's thoughts, he puts his newfound talent to work against Darcy, his new boss, who seems to be infatuated with him.
IMDB Rating: 6.4
IMDB Votes: 219000
Genere: Comedy, Fantasy, Romance
Country: USA
Duration: 127 min
Plot tags: romantic, feel good, funny, clever, light, touching, romantic comedy, entertaining, absurd, cute
Similar in 78%
The Ugly Truth (2009)
Plot Summary:
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.
IMDB Rating: 6.4
IMDB Votes: 228000
Genere: Comedy, Romance
Country: USA
Duration: 96 min
Plot tags: romantic, feel good, sexy, funny, sweet, witty, romantic comedy, humorous, entertaining, teen