Best movies like How to Lose a Guy in 10 Days

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When in Rome (2010)

Plot Summary:

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.

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Ghosts of Girlfriends Past (2009)

Plot Summary:

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.

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The Princess Diaries 2: Royal Engagement (2004)

Plot Summary:

Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Her best friend Lilly also joins her for the summer. Mia continues her 'princess lessons'- riding horses side-saddle, archery, and other royal. But her complicated life is turned upside down once again when she not only learns that she is to take the crown as queen earlier than expected.

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Sweet Home Alabama (2002)

Plot Summary:

New York fashion designer Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But Melanie's past holds many secrets, including Jake, the redneck husband she married in high school, who refuses to divorce her. Bound and determined to end their contentious relationship once and for all, Melanie sneaks back home to Alabama to confront her past.

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Bride Wars (2009)

Plot Summary:

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

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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?.

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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.

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Definitely, Maybe (2008)

Plot Summary:

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.

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He's Just Not That Into You (2009)

Plot Summary:

Remember that really cute guy who said he'd call – and didn't? Maybe he lost your number. Maybe he's in the hospital. Maybe he's awed by your beauty, brains or success. Or maybe... he's just not that into you.

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Confessions of a Shopaholic (2009)

Plot Summary:

In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping-a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door-until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.

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Life as We Know It (2010)

Plot Summary:

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.

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10 Things I Hate About You (1999)

Plot Summary:

Bianca, a tenth grader, has never gone on a date, but she isn't allowed to go out with boys until her older sister Kat gets a boyfriend. The problem is, Kat rubs nearly everyone the wrong way. But Bianca and the guy she has her eye on, Joey, are eager, so Joey fixes Kat up with Patrick, a new kid in town just bitter enough for Kat.

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John Tucker Must Die (2006)

Plot Summary:

After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart, while destroying his reputation.

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The Wedding Planner (2001)

Plot Summary:

Mary Fiore, San Francisco's premiere wedding planner is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client, wealthy Fran Donnolly. 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.

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Valentine's Day (2010)

Plot Summary:

More than a dozen Angelenos navigate Valentine's Day from early morning until midnight. Three couples awake together, but each relationship will sputter; are any worth saving? A grade-school boy wants flowers for his first true love; two high school seniors plan first-time sex at noon; a TV sports reporter gets the assignment to find romance in LA; a star quarterback contemplates his future; two strangers meet on a plane; grandparents, together for years, face a crisis; and, an "I Hate Valentine's Day" dinner beckons the lonely and the lied to. Can Cupid finish his work by midnight?.

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Something Borrowed (2011)

Plot Summary:

Though Rachel (Ginnifer Goodwin) 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 (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.

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Leap Year (2010)

Plot Summary:

When yet another anniversary passes without a marriage proposal from her boyfriend, Anna decides to take action. Aware of a Celtic tradition that allows women to pop the question on Feb. 29, she plans to follow her lover to Dublin and ask him to marry her. Fate has other plans, however, and Anna winds up on the other side of the Emerald Isle with handsome, but surly, Declan -- an Irishman who may just lead Anna down the road to true love.

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What Happens in Vegas (2008)

Plot Summary:

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.

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My Best Friend's Girl (2008)

Plot Summary:

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.

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Pretty Woman (1990)

Plot Summary:

When a millionaire wheeler-dealer enters a business contract with a Hollywood sex worker Vivian Ward, he loses his heart in the bargain.

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Failure to Launch (2006)

Plot Summary:

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.

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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.

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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.

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She's All That (1999)

Plot Summary:

High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.

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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.

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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.

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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.

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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.

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The Holiday (2006)

Plot Summary:

Two women, one (Cameron Diaz) from America and one (Kate Winslet) from Britain, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man (Jude Law, Jack Black) but realizes that the imminent return home may end the relationship.

Similar in 76%

Hitch (2005)

Plot Summary:

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.