Best movies like My Boss's Daughter

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.

Similar in 81%

Boat Trip (2002)

Plot Summary:

Two straight men mistakenly end up on a "gays only" cruise.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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?.

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.

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.

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.

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.

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.

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.

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.

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.

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.