NoBadPicks

Movies Like Pretty Woman

If you loved Pretty Woman's Romance and Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.

Top Picks

That Touch of Mink
6.4

That Touch of Mink

1962

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

A Night at the Roxbury
6.5

A Night at the Roxbury

1998

Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.

The Wrong Paris
6.7

The Wrong Paris

2025

Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

Playing It Cool
5.9

Playing It Cool

2014

A young man meets and instantly falls in love with an engaged woman.

The Ugly Truth
6.5

The Ugly Truth

2009

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.

Waiting for Forever
5.9

Waiting for Forever

2010

A Hollywood-set romantic tale of a guy who is content to live his life without a job yet with the love of his life, a young actress.

Valentine's Day
5.9

Valentine's Day

2010

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

Set It Up
6.9

Set It Up

2018

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

More Movies Like Pretty Woman

Players
6.1

Players

2024

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

The Grass Is Greener
6.4

The Grass Is Greener

1960

Victor and Hillary are down on their luck to the point that they allow tourists to take guided tours of their castle. But Charles Delacro, a millionaire oil tycoon, visits, and takes a liking to more than the house. Soon, Hattie Durant gets involved and they have a good old fashioned love triangle.

The Distinguished Gentleman
6.0

The Distinguished Gentleman

1992

A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

Beauty & the Briefcase
5.9

Beauty & the Briefcase

2010

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.

Puppy Love
7.0

Puppy Love

2023

After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

Fading Gigolo
5.8

Fading Gigolo

2013

Fioravante decides to become a professional Don Juan as a way of making money to help his cash-strapped friend, Murray. With Murray acting as his "manager", the duo quickly finds themselves caught up in the crosscurrents of love and money.

Someone Like You...
5.9

Someone Like You...

2001

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.

A Touch of Class
6.0

A Touch of Class

1973

Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.

La La Land
7.9

La La Land

2016

Mia, an aspiring actress, serves lattes to movie stars in between auditions and Sebastian, a jazz musician, scrapes by playing cocktail party gigs in dingy bars, but as success mounts they are faced with decisions that begin to fray the fragile fabric of their love affair, and the dreams they worked so hard to maintain in each other threaten to rip them apart.

She's Funny That Way
5.9

She's Funny That Way

2015

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

The Woman in Red
6.2

The Woman in Red

1984

When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.

Romance & Cigarettes
6.0

Romance & Cigarettes

2005

Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

Why These Movies Are Similar

These recommendations share core qualities with Pretty Woman (1990): Romance and Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Pretty Woman.

See full details for Pretty Woman (1990)

People Also Search For