Pretty Woman Movies Like: A Guide To Rom-Coms You'll Love

Introduction

Who doesn’t love a good romantic comedy? And when it comes to the classics, Pretty Woman is at the top of the list. But what do you do when you’ve watched it a million times and need a new fix? Fear not, we’ve got you covered. Here are some other movies like Pretty Woman that are sure to give you all the warm and fuzzies.

The Proposal

This 2009 film stars Sandra Bullock as a demanding boss who forces her assistant (Ryan Reynolds) to marry her in order to avoid deportation. The two end up in a small town in Alaska, where they have to pretend to be in love in front of his family. Of course, things get complicated when they start to develop real feelings for each other.

How to Lose a Guy in 10 Days

In this 2003 film, Kate Hudson plays a journalist who bets her boss that she can make a man (Matthew McConaughey) fall in love with her and then dump her in 10 days. But as they spend more time together, they both start to realize that maybe they don’t want the bet to end.

My Best Friend’s Wedding

Julia Roberts stars in another classic rom-com, this time as a woman who realizes she’s in love with her best friend (Dermot Mulroney) just as he’s about to get married. She sets out to break up the wedding and win him over, but things don’t go exactly as planned.

Notting Hill

Another Julia Roberts gem, this 1999 film stars Hugh Grant as a London bookstore owner who falls in love with a famous American actress (Roberts) who walks into his shop. As they navigate their different worlds, they have to decide if their love is worth the scrutiny and attention that comes with fame.

Something’s Gotta Give

In this 2003 film, Diane Keaton plays a successful playwright who falls for a much younger man (Keanu Reeves) while staying at her friend’s beach house. But things get complicated when her ex (Jack Nicholson) shows up and wants her back. It’s a love triangle that will leave you guessing until the very end.

27 Dresses

Katherine Heigl stars in this 2008 film as a woman who has been a bridesmaid 27 times but has never been a bride. When her sister (Malin Akerman) gets engaged to the man of her dreams (James Marsden), she finds herself falling for him too. It’s a classic tale of unrequited love and the lengths we’ll go to for the people we care about.

The Wedding Planner

In this 2001 film, Jennifer Lopez plays a wedding planner who falls for the groom (Matthew McConaughey) she’s planning a wedding for. Of course, she’s also engaged to someone else, so things get complicated. It’s a classic rom-com with all the right ingredients.

When Harry Met Sally

This 1989 film is a true classic, and for good reason. It stars Meg Ryan and Billy Crystal as two friends who keep running into each other over the years and eventually fall in love. But can men and women really be friends without any romantic feelings getting in the way? It’s a timeless question that this movie tackles with humor and heart.

Crazy Rich Asians

This 2018 film is a more recent addition to the rom-com canon, but it’s already a classic. It stars Constance Wu as a New Yorker who travels to Singapore with her boyfriend (Henry Golding) to attend his best friend’s wedding. But when she discovers that he comes from one of the wealthiest families in Asia, she realizes that she’s in for a wild ride. It’s a modern take on the genre with all the glitz and glamour you could ask for.

Conclusion

And there you have it, a list of movies like Pretty Woman that are sure to give you all the feels. Whether you’re in the mood for something classic or something more modern, these films are guaranteed to make you laugh, cry, and swoon. So grab some popcorn, a cozy blanket, and settle in for a night of romance and comedy.