Best movies like Pretty Woman

She walked off the street, into his life and stole his heart.

A unique, carefully handpicked, selection of the best movies like Pretty Woman Starring Richard Gere, Julia Roberts, Ralph Bellamy, Jason Alexander, and more. If you liked Pretty Woman then you may also like: Two Weeks Notice, 27 Dresses, You've Got Mail, Untamed Heart, The Wedding Date 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.

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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.

6.4 / 10 2008 Comedy Romance
suggested by: user6885j68ao9o

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.

Untamed Heart

Caroline, a young waitress who seems to have bad taste in men, is on her way home one night when thugs attempt to rape her. Adam, the mysterious busboy who works at the same diner, helps fight off the assailants, and she begins a relationship with him -- but not all their fellow Minnesotans are happy for them. Meanwhile, the couple face their own difficulties when Caroline finds about Adam's past, including his unique health condition.

The Wedding Date

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.

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.

Notting Hill

William Thacker is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott appears in his shop. A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together, they struggle to reconcile their radically different lifestyles in the name of love.

Other People's Money

When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.

The Out-of-Towners

The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.

6.8 / 10 1987 Comedy Romance
suggested by: user9306y12njhz

Overboard

Heiress Joanna Stayton hires carpenter Dean Proffitt to build a closet on her yacht—and refuses to pay him for the project when it's done. But after Joanna accidentally falls overboard and loses her memory, Dean sees an opportunity to get even.

Runaway Bride

Ike Graham, New York columnist, writes his text always at the last minute. This time, a drunken man in his favourite bar tells Ike about Maggie Carpenter, a woman who always flees from her grooms in the last possible moment. Ike, who does not have the best opinion about females anyway, writes an offensive column without researching the subject thoroughly.

Just Friends

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

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.

Boomerang

Marcus is a successful advertising executive who woos and beds women almost at will. After a company merger he finds that his new boss, the ravishing Jacqueline, is treating him in exactly the same way. Completely traumatised by this, his work goes badly downhill.

Bride & Prejudice

A Bollywood update of Jane Austen's classic tale, in which Mrs. Bakshi is eager to find suitable husbands for her four unmarried daughters. When the rich single gentlemen Balraj and Darcy come to visit, the Bakshis have high hopes, though circumstance and boorish opinions threaten to get in the way of romance.

Bride Wars

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

Bridget Jones's Diary

A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.

Bridget Jones: The Edge of Reason

Bridget Jones is becoming uncomfortable in her relationship with Mark Darcy. Apart from discovering that he's a conservative voter, she has to deal with a new boss, a strange contractor and the worst vacation of her life.

A Cinderella Story: Starstruck

Finley Tremaine, a small-town farm girl, longs to spread her wings and soar as an aspiring performer. When a Hollywood film crew arrives in her sleepy town, she is determined to land a role in the production and capture the attention of handsome lead actor Jackson Stone. Unfortunately, a botched audition forces her to change course. Now, disguised as cowboy “Huck,” Finley finally gets her big break. But can she keep the charade a secret from everyone, including her evil stepmother and devious step-siblings?

Arthur

Arthur is a 30-year-old child who will inherit $750 million if he complies with his family's demands and marries the woman of their choosing.

How to Lose a Guy in 10 Days

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!

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.

The Cutting Edge

Two former Olympians, one a figure skater and the other a hockey player, pin their hopes of one last shot at Olympic glory on one another. That is, of course, if they can keep from killing each other in the process...

6.2 / 10 1995 Comedy Romance
suggested by: user81640pm2zhn

Sabrina

An ugly duckling having undergone a remarkable change, still harbors feelings for her crush: a carefree playboy, but not before his business-focused brother has something to say about it.

Fifty Shades of Grey

When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic as he is rich and powerful, finds himself strangely drawn to Ana, and she to him. Though sexually inexperienced, Ana plunges headlong into an affair -- and learns that Christian's true sexual proclivities push the boundaries of pain and pleasure.

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.

The First Time

Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it's like to fall in love for the first time.

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.

The Sweetest Thing

Christina's love life is stuck in neutral. After years of avoiding the hazards of a meaningful relationship, one night while club-hopping with her girlfriends, she meets Peter, her perfect match. Fed up with playing games, she finally gets the courage to let her guard down and follow her heart, only to discover that Peter has suddenly left town. Accompanied by Courtney, she sets out to capture the one that got away.

My Best Friend's Wedding

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

Sweet Home Alabama

New York fashion designer, Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But her 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.

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.

Maid in Manhattan

Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa's true identity is revealed, issues of class and social status threaten to separate them. Can two people from very different worlds overcome their differences and live happily ever after?

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.

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 Prince & Me

A fairy tale love-story about pre-med student Paige who falls in love with a Danish Prince "Eddie" who refused to follow the traditions of his parents and has come to the US to quench his thirst for rebellion. Paige and Edward come from two different worlds, but there is an undeniable attraction between them.

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.

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.

1 Night

Thirty-something Elizabeth must decide whether to salvage her disappointing relationship with Drew. Meanwhile, Bea, a worrisome teenager, reconnects with her introverted childhood friend, Andy, at their high school prom. Past and present collide as two couples explore love over the course of one night at a hotel.

Autumn Dreams

With plans to leave their small town, teenage loves Annie and Ben elope. Their big city plans are halted, though, when Annie's parents have the marriage annulled. Ben moves to New York, while Annie stays in Iowa to help her family. Fifteen years later, both engaged to their respective fiancés, the two discover that their annulment was never finalized. They reunite to make their divorce legal, but begin to reminisce about what could have been. When romantic feelings resurface, Annie and Ben must decide if their past love could be the love of their future.

Love by Chance

Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.

Love, Once and Always

When Lucy’s childhood sweetheart plans to tear down the Gilded Age estate and replace it with a golf course, Lucy fights to preserve the historic mansion at all costs. As Lucy and Duncan set out to find a compromise, they learn that embracing the past may be the key to protecting the future.

My Favorite Wedding

Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

Hearts of Winter

An interior designer brings new life to the house of a widower and his daughter and finds love in the process.

Christmas in Love

Ellie Hartman is an aspiring crafter working in her small town’s bakery making famous Christmas Kringles. When the new, big-city CEO Nick Carlingson visits the bakery, he arrives filled with modernization ideas destined to lay off many employees.

A Rose for Christmas

Andy is a passionate artist whose family has been building Rose Parade floats for generations. When her Dad gets sick, Andy is forced to take the helm and supervise the construction and decoration of their client's float. And to make matters worse, she's saddled with the extra challenge of dealing with a demanding businessman Cliff, whose company commissioned the float.

Sound of Christmas

Lizzie is a young piano teacher working at a music school while trying to save enough money for a Steinway piano. The school is gearing up for their major Christmas fundraiser and she has committed much of her time to plan the event. One afternoon, she meets Brad who takes an interest in her playing and asks if she will teach his uninterested teenage daughter. She begins to break through to the young girl, and sparks begin to fly with Brad, but she is shocked to find out that his interest is not solely in her playing, but in the property that houses the music school. She sets out to save the school and the event, but can she work things out with Brad?

Christmas Made to Order

When architect and Christmas amateur Steven finds himself hosting his family for Christmas, he recruits holiday coordinator Gretchen to bring holiday joy to his home. Gretchen’s expert Christmas spirit brings Steven’s family together, but neither expected it to bring them closer to each other. After a great opportunity presents itself to Gretchen, she and Steven must decide what’s really important in life.

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