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Pretty Woman poster

Movies that feel likePretty Woman (1990)

Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

If you loved Pretty Woman, the closest films we have are There's Something About Mary (1998), Coming to America (1988) and Notting Hill (1999). All three share Pretty Woman's romantic and witty feel, which is what we rank on before quality.

Seen the big three already? The under-the-radar pick below is Cold Comfort Farm (1995).

🍅 65% Rotten Tomatoes★ 7.1 IMDb ↗TMDB ↗dir. Garry Marshallromanticwittyplayful
8 of 12 streaming nowHulu · Paramount Plus Premium · FXNow

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If Pretty Woman hit the spot, these will too

There's Something About Mary poster
There's Something About Mary
1998 · dir. Peter Farrelly
🍅 84%★ 7.1romance · comedy

The same preoccupation in both: romcom

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

Coming to America poster
Coming to America
1988 · dir. John Landis
🍅 71%★ 7.1comedy · romance

Royalty slumming it in the real world to find honest love

The difference: A broad sketch-comedy engine — the romance is the quiet part

An African prince decides it’s time for him to find a princess... and his mission leads him and his most loyal friend to Queens, New York. In disguise as an impoverished immigrant, the pampered prince quickly finds himself a new job, new friends, new digs, new enemies and lots of trouble.

Notting Hill poster
Notting Hill
1999 · dir. Roger Michell
🍅 84%★ 7.2romance · comedyParamount+

An ordinary life upended by romance from a different world

The difference: London wistfulness — the fame gap replaces the money gap

London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

You've Got Mail poster
You've Got Mail
1998 · dir. Nora Ephron
🍅 69%★ 6.7comedy · romanceParamount+

Enemies in business, soulmates in every other way

The difference: Cozy and bookish — no glamour makeover, just email flirtation

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.

Cold Comfort Farm poster
Cold Comfort Farm
1995 · dir. John Schlesinger
🍅 82%★ 7.2comedy · romance

A plucky heroine reordering everyone's lives with pure confidence

The difference: Dry literary satire of rural gloom — romance is a side dish

In this adaptation of the satirical British novel, Flora Poste, a plucky London society girl orphaned at age 19, finds a new home with some rough relatives, the Starkadders of Cold Comfort Farm. With a take-charge attitude and some encouragement from her mischievous friend, Mary, Flora changes the Starkadders' lives forever when she settles into their rustic estate, bringing the backward clan up to date and finding inspiration for her novel in the process.

The Holiday poster
The Holiday
2006 · dir. Nancy Meyers
🍅 51%★ 7comedy · romanceHulu

Bruised romantics getting the fairy-tale reset they need

The difference: Split across two couples and countries — cozier, less iconic

Two women, one American and one British, swap homes at Christmastime following bad breakups. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

Valentine's Day poster
Valentine's Day
2010 · dir. Garry Marshall
🍅 18%★ 5.8comedy · romance

Marshall's Los Angeles, still selling love as pure wish fulfillment

The difference: A star-stuffed grab bag — no single couple gets Vivian's arc

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

What Women Want poster
What Women Want
2000 · dir. Nancy Meyers
🍅 53%★ 6.5comedy · romanceParamount+

A cocky operator humbled and remade by falling for real

The difference: A gimmick premise carries it — dated gender politics included

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.

The Ugly Truth poster
The Ugly Truth
2009 · dir. Robert Luketic
🍅 14%★ 6.4comedy · romance

Sworn opposites sparring their way into each other's arms

The difference: Crass shock-com beats — critics hated it, charm is scarce

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.

Along Came Polly poster
Along Came Polly
2004 · dir. John Hamburg
🍅 27%★ 6comedy · romanceParamount+

A buttoned-up life cracked open by a free spirit

The difference: Gross-out gags do the heavy lifting — far less swoon

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

How to Lose a Guy in 10 Days poster
How to Lose a Guy in 10 Days
2003 · dir. Donald Petrie
🍅 42%★ 6.5comedy · romanceParamount+Starz

Glossy leads playing games until the games stop mattering

The difference: Both are lying by design — cynicism first, sincerity late

It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben 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!

Meet the Parents poster
Meet the Parents
2000 · dir. Jay Roach
🍅 85%★ 7comedy · romance

Romantic where it counts, witty underneath

Greg Focker is ready to marry his girlfriend, Pam, but before he pops the question, he must win over her formidable father, humorless former CIA agent Jack Byrnes, at the wedding of Pam's sister. As Greg bends over backward to make a good impression, his visit to the Byrnes home turns into a hilarious series of disasters, and everything that can go wrong does, all under Jack's critical, hawklike gaze.

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The best-reviewed films that share Pretty Woman’s defining feeling.