10 Romantic Comedies Like How to Lose a Guy in 10 Days You’ll Love to Watch

How to Lose a Guy in 10 Days is a beloved romantic comedy that blends humor, charm, and irresistible chemistry between Kate Hudson and Matthew McConaughey. Their playful dynamic, paired with witty banter, makes the film a favorite for rom-com fans. If you’re looking for more romantic comedies with similar themes of love, rivalry, and hilarious misunderstandings, we’ve curated a list of movies like How to Lose a Guy in 10 Days that are equally fun and heartwarming. Dive into this selection for your next binge-worthy romantic comedy view!

1. The Proposal (2009)

Starring Sandra Bullock and Ryan Reynolds, The Proposal is a delightful rom-com that shares the same comedic energy as How to Lose a Guy in 10 Days. In this film, a high-powered executive (Bullock) forces her assistant (Reynolds) to marry her to avoid deportation. The two clash hilariously at first, but, as expected, love begins to bloom in the most unexpected way. The chemistry between the leads and the laugh-out-loud moments make this a perfect follow-up for fans of rival-to-lover dynamics in rom-coms.

2. 10 Things I Hate About You (1999)

If you enjoy romantic comedies with sharp dialogue and tension between the leads, 10 Things I Hate About You is a must-watch. This modern adaptation of The Taming of the Shrew stars Julia Stiles and Heath Ledger, whose characters’ love story is filled with wit, charm, and fiery confrontations. Similar to How to Lose a Guy in 10 Days, the film revolves around a bet that evolves into something much more meaningful. The witty repartee and undeniable chemistry will keep you hooked.

3. 27 Dresses (2008)

Another rom-com staple, 27 Dresses follows Jane (Katherine Heigl), a perpetual bridesmaid who has always put others first. When she meets a cynical wedding reporter, their initial animosity soon transforms into romance. Much like How to Lose a Guy in 10 Days, this film offers hilarious moments, especially in its portrayal of opposites attracting in the midst of wedding chaos. The heartfelt story and funny situations make it a fun watch for rom-com lovers.

4. Two Weeks Notice (2002)

In Two Weeks Notice, Sandra Bullock and Hugh Grant bring their charming chemistry to the forefront. Bullock plays a highly competent lawyer who works for Grant’s spoiled, irresponsible millionaire character. Their working relationship becomes increasingly tense, leading her to give her two weeks’ notice. What follows is a series of humorous moments as their unlikely romance starts to unfold. If you liked the dynamics of How to Lose a Guy in 10 Days, you’ll enjoy this office-based love story.

5. The Ugly Truth (2009)

The Ugly Truth is another movie that dives deep into the battle of the sexes with plenty of humor. Katherine Heigl and Gerard Butler’s characters clash over their differing views on relationships, leading to plenty of comedic tension. As in How to Lose a Guy in 10 Days, their love story builds from conflict and misunderstanding, creating an engaging and funny experience. With its sassy dialogue and romantic rivalry, this movie is sure to entertain.

6. She’s All That (1999)

She’s All That is a teen rom-com classic that uses the tried-and-true formula of a bet that leads to love. Freddie Prinze Jr. stars as a popular high school jock who bets that he can turn the school’s geeky outcast (Rachael Leigh Cook) into prom queen. As with How to Lose a Guy in 10 Days, the initial deception gives way to genuine feelings, making this a fun and sweet romantic comedy that still holds up today.

7. What Happens in Vegas (2008)

Starring Cameron Diaz and Ashton Kutcher, What Happens in Vegas is a fun, fast-paced rom-com about two strangers who get drunk, get married, and then have to figure out how to make it work when one of them wins a huge jackpot. Much like How to Lose a Guy in 10 Days, the movie is full of humorous misunderstandings and tension that slowly morphs into love. The film is lighthearted, full of energy, and offers a modern take on love after chaos.

8. The Wedding Planner (2001)

The Wedding Planner follows Jennifer Lopez as a successful wedding planner who ironically has no luck in love. When she falls for a charming doctor (Matthew McConaughey), she soon discovers he’s engaged to one of her clients. The film’s mix of romantic mishaps and humorous encounters gives it a similar tone to How to Lose a Guy in 10 Days. If you enjoy love stories that are full of complications and delightful moments, this one will definitely be up your alley.

9. Leap Year (2010)

In Leap Year, Amy Adams plays a woman who travels to Ireland to propose to her boyfriend on February 29th, following an Irish tradition. Along the way, she ends up stuck with a ruggedly handsome local (Matthew Goode) who helps her on her journey. The film blends romance, humor, and breathtaking Irish scenery, creating a heartwarming story of love that surprises. Fans of How to Lose a Guy in 10 Days will appreciate the gradual build of affection between the unlikely pair.

10. Notting Hill (1999)

For those who enjoyed the romance and lighthearted nature of How to Lose a Guy in 10 Days, Notting Hill is another perfect choice. The film features the adorable romance between a famous actress (Julia Roberts) and a regular bookshop owner (Hugh Grant). Their unexpected love story is filled with touching moments, witty dialogue, and charming chemistry, making it a rom-com classic that’s beloved by many.

Conclusion:

If you’re a fan of How to Lose a Guy in 10 Days, these 10 movies provide the same delightful mix of humor, love, and unexpected romance. Whether you’re in the mood for witty banter, opposites-attract stories, or laugh-out-loud situations, these films offer the perfect follow-up to your favorite rom-com. For more great recommendations and endless romantic comedy fun, make sure to check out your favorite streaming platforms or view additional suggestions at similar-list.com!