Best movies like How to Lose a Guy in 10 Days

One of them is lying. So is the other.

A unique, carefully handpicked, selection of the best movies like How to Lose a Guy in 10 Days Starring Kate Hudson, Matthew McConaughey, Kathryn Hahn, Annie Parisse, and more. If you liked How to Lose a Guy in 10 Days then you may also like: 10 Things I Hate About You, Two Weeks Notice, 27 Dresses, You've Got Mail, The Ugly Truth and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) needs to prove he can win a girl in 10 days. Now, the clock is ticking - and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

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10 Things I Hate About You

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Two Weeks Notice

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

27 Dresses

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

You've Got Mail

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

The Ugly Truth

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.

The Wedding Planner

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, paediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

What a Girl Wants

An American girl, Daphne, heads to Europe in search of the father she's never met. But instead of finding a British version of her bohemian mother, she learns the love of her mom's life is an uptight politician. The only problem now is that her long-lost dad is engaged to a fiercely territorial social climber with a daughter who makes Daphne's life miserable.

When Harry Met Sally...

During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

When in Rome

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

No Reservations

Master chef Kate Armstrong runs her life and her kitchen with intimidating intensity. However, a recipe for disaster may be in the works when she becomes the guardian of her young niece while crossing forks with the brash sous-chef who just joined her staff. Though romance blooms in the face of rivalry, Kate needs to look outside the kitchen to find true happiness.

The Other Woman

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.

Just Go with It

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.

Just My Luck

Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

Kate & Leopold

When her scientist ex-boyfriend discovers a portal to travel through time -- and brings back a 19th-century nobleman named Leopold to prove it -- a skeptical Kate reluctantly takes responsibility for showing Leopold the 21st century. The more time Kate spends with Leopold, the harder she falls for him. But if he doesn't return to his own time, his absence will forever alter history.

The Back-Up Plan

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

Banana Split

Over the course of a summer, two teenage girls develop the perfect kindred spirit friendship, with one big problem: one of them is dating the other's ex.

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Bride Wars

Two best friends become rivals when their respective weddings are accidentally booked for the same day.

He's Just Not That Into You

Remember that really cute girl/guy who said they'd call – and didn't? Maybe they lost your number. Maybe they're in the hospital. Maybe they're awed by your looks, brains or success. Or maybe... They're just not that into you.

Something Borrowed

Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

Definitely, Maybe

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

Just Like Heaven

Shortly after David Abbott moves into his new San Francisco digs, he has an unwelcome visitor on his hands: winsome Elizabeth Martinson, who asserts that the apartment is hers -- and promptly vanishes. When she starts appearing and disappearing at will, David thinks she's a ghost, while Elizabeth is convinced she's alive.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

What Happens in Vegas

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

Down with Love

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

Failure to Launch

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

French Kiss

After her fiancee admits to infidelity while on a business trip in France, a woman attempts to get her lover back and marry him by traveling to Paris despite her crippling fear of flying. On the way she unwittingly smuggles something of value that has a charming crook chasing her across France as she chases after her future husband.

Ghosts of Girlfriends Past

When notorious womanizer Connor Mead attends his brother Paul's wedding, he is forced to re-evaluate his behavior as he comes face-to-face with the ghosts of girlfriends past, present, and future, along with his deceased uncle. The experience changes his attitude and allows him to reconnect with his first and only love, Jenny.

Going the Distance

Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.

Letters to Juliet

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

If Lucy Fell

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.

Serendipity

Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.

Made of Honor

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

Monster-in-Law

Office temp Charlotte Cantilini thinks she's found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there's a problem standing in the way of everlasting bliss: Kevin's overbearing and controlling mother, Viola. Fearing she'll lose her son's affections forever, Viola decides to break up the happy couple by becoming the world's worst mother-in-law.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

Laws of Attraction

Amidst a sea of litigation, two New York City divorce lawyers find love.

Life As We Know It

After a distastrous first date for caterer Holly and network sports director Messer, all they have is common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they'll have to find common ground while living under the same roof.

My Best Friend's Girl

When Dustin's girlfriend, Alexis, breaks up with him, he employs his best buddy, Tank, to take her out on the worst rebound date imaginable in the hopes that it will send her running back into his arms. But when Tank begins to really fall for Alexis, he finds himself in an impossible position.

Picture Perfect

A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

The Proposal

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.

Set It Up

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

Someone Like You...

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

The Truth About Cats & Dogs

A successful veterinarian and radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.

The Holiday

Two women, one from the United States and one from the United Kingdom, swap homes at Christmas time after bad breakups with their boyfriends. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

Ode to Joy

Charlie suffers from a serious disease that causes acute narcolepsy whenever he is happy. Although he develops a variety of techniques to deny himself pleasure and deal with his sleep issues, they’re put to the test when he falls in love.

Betting On The Bride

A womanizer bets that he can get someone to accept his marriage proposal after dating them for just 30 days. What he doesn't know is that the woman he targeted has some serious commitment issues.

The Accidental Husband

Emma, a radio host, is about to be married to Richard, her perfect match. But right before her wedding, she learns she's already married to Patrick, a charming but irresponsible fireman. Furthermore, Patrick has a secret: he has arranged this little trick because Emma advised Patrick's ex-fiancée to end their relationship. However, Patrick may find that the trick is on him, for he soon begins to fall in love with his uptight adversary.

Moonlight in Vermont

After fast-paced New York City high-end real estate broker Fiona Rangely (Lacey Chabert) gets dumped by her boyfriend, she escapes to her family’s quaint Vermont Inn for a few days to slow down and evaluate her life. When her ex-boyfriend Nate shows up at the Inn with a brand new girlfriend, Fiona quickly devises a plan to win him back: pretend the handsome and very laid- back head chef Derek (Carlo Marks) is her new boyfriend! Much to the surprise of Derek --and to Fiona herself-- in pretending to be in love, she realizes that she’s been thrown a curveball: sometimes the best things in life are worth the wait.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Beauty & the Briefcase

A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.

Love on the Air

When a radio host gets dumped by her boyfriend on-air and soon has her break up exposed even further by a shock jock, she needs to regain her confidence while working with the same man who humiliated her in front of his viewers.

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