If you’re a fan of the classic romantic comedy “How to Lose a Guy in 10 Days” starring Kate Hudson and Matthew McConaughey, you’re in for a treat! We’ve compiled a list of 20 swoon-worthy movies like “How to Lose a Guy in 10 Days” that are sure to make you laugh, cry, and fall in love all over again. Get ready to cozy up on the couch with your favorite snacks and dive into these delightful rom-coms!
1. 10 Things I Hate About You (1999)
This modern retelling of Shakespeare’s “The Taming of the Shrew” stars Julia Stiles and Heath Ledger in a hilarious and heartwarming tale of high school romance. When new student Cameron falls for the popular Bianca, he enlists the help of the school’s bad boy, Patrick, to win over Bianca’s overprotective father by dating her older sister, Kat. Filled with witty banter and unforgettable moments, “10 Things I Hate About You” is a must-watch for any rom-com fan.
2. The Proposal (2009)
Sandra Bullock and Ryan Reynolds star in this hilarious enemies-to-lovers story about a high-powered book editor who forces her assistant to marry her to avoid deportation. As they travel to Alaska to meet his family and keep up the charade, they unexpectedly start to fall for each other. With plenty of laughs and heart, “The Proposal” is a perfect pick for fans of “How to Lose a Guy in 10 Days”.
3. The Ugly Truth (2009)
In this battle-of-the-sexes comedy, Katherine Heigl plays a romantically challenged morning show producer who reluctantly takes dating advice from her chauvinistic correspondent, played by Gerard Butler. As they butt heads and challenge each other’s beliefs about love and relationships, they start to develop feelings for one another. “The Ugly Truth” delivers plenty of laughs and sizzling chemistry between its leads.
4. 27 Dresses (2008)
Katherine Heigl shines as Jane, a perpetual bridesmaid who’s been in 27 weddings but never the bride. When she falls for her boss George, her world is turned upside down when her younger sister swoops in and starts dating him. To make matters worse, Jane is forced to work with Kevin, a cynical wedding columnist who’s covering her sister’s upcoming nuptials. “27 Dresses” is a charming and relatable rom-com that will have you rooting for Jane to finally get her happily ever after.
5. Friends with Benefits (2011)
Mila Kunis and Justin Timberlake star as two friends who decide to add some benefits to their relationship, vowing to keep things strictly physical and avoid the complications of love. But as they spend more time together, they start to develop real feelings for each other. “Friends with Benefits” is a sexy and smart rom-com that puts a fresh spin on the “no strings attached” trope.
6. Two Weeks Notice (2002)
Sandra Bullock plays Lucy, an idealistic lawyer who goes to work for Hugh Grant’s billionaire playboy George as part of a deal to save her beloved community center. As Lucy becomes increasingly exasperated with George’s immaturity and indecisiveness, she decides to quit, only to realize she may have feelings for him after all. “Two Weeks Notice” is a charming and witty rom-com with great chemistry between its leads.
7. The Wedding Planner (2001)
Jennifer Lopez stars as Mary, a successful and ambitious wedding planner who falls for the groom (Matthew McConaughey) in one of her biggest weddings. As Mary tries to navigate her feelings and maintain her professionalism, hilarity ensues. “The Wedding Planner” is a fun and frothy rom-com that’s perfect for fans of “How to Lose a Guy in 10 Days”.
8. 13 Going on 30 (2004)
Jennifer Garner stars as Jenna, a 13-year-old girl who makes a wish on her birthday and wakes up as a 30-year-old woman. As Jenna navigates the adult world and tries to figure out what happened to her childhood best friend Matt (Mark Ruffalo), she learns valuable lessons about love, friendship, and being true to yourself. “13 Going on 30” is a sweet and nostalgic rom-com with a magical twist.
9. Legally Blonde (2001)
Reese Witherspoon shines as Elle Woods, a sorority girl who enrolls in Harvard Law School to win back her ex-boyfriend. As Elle proves herself academically and takes on a high-profile murder case, she learns to believe in herself and her abilities. “Legally Blonde” is a fun and empowering rom-com with a great message about staying true to yourself.
10. The Holiday (2006)
This charming holiday rom-com follows two women, played by Cameron Diaz and Kate Winslet, who swap homes for the holidays to escape their relationship troubles. As they settle into their new surroundings, they each meet a local guy (Jude Law and Jack Black) who helps them rediscover love and happiness. “The Holiday” is a cozy and heartwarming film that’s perfect for a chilly night in.
11. Bridget Jones’s Diary (2001)
Based on the beloved novel by Helen Fielding, this British rom-com stars Renée Zellweger as the titular heroine, a 30-something single woman who decides to take control of her life and find love. As Bridget navigates the dating world and her career, she finds herself torn between two very different men (Colin Firth and Hugh Grant). “Bridget Jones’s Diary” is a hilarious and relatable film that spawned two equally delightful sequels.
12. Sweet Home Alabama (2002)
Reese Witherspoon stars as Melanie, a successful New York fashion designer who returns to her small hometown in Alabama to finalize her divorce from her high school sweetheart (Josh Lucas) so she can marry her wealthy fiancé (Patrick Dempsey). As Melanie reconnects with her roots and her ex-husband, she starts to question what she really wants in life. “Sweet Home Alabama” is a charming and heartwarming rom-com about second chances and staying true to yourself.
13. Monster-in-Law (2005)
Jennifer Lopez stars as Charlie, a woman who thinks she’s found the perfect guy (Michael Vartan) until she meets his overbearing mother Viola (Jane Fonda), a famous news anchor who’s determined to break them up. As Charlie and Viola engage in an increasingly hilarious battle of wills, they start to realize they may have more in common than they thought. “Monster-in-Law” is a fun and feisty rom-com with great performances from its leads.
14. Just Like Heaven (2005)
Reese Witherspoon and Mark Ruffalo star in this supernatural rom-com about a workaholic doctor (Witherspoon) who gets into a car accident and becomes a spirit that only Ruffalo’s character can see and communicate with. As they work together to figure out what happened to her and how to get her back into her body, they start to fall for each other. “Just Like Heaven” is a unique and heartwarming love story with a paranormal twist.
15. Hitch (2005)
Will Smith stars as Alex “Hitch” Hitchens, a professional dating coach who helps men woo the women of their dreams. But when Hitch falls for a gossip columnist (Eva Mendes) who’s determined to expose his business, he starts to question his own methods and beliefs about love. “Hitch” is a funny and charming rom-com with great chemistry between its leads.
16. Something Borrowed (2011)
Based on the novel by Emily Giffin, this rom-com follows Rachel (Ginnifer Goodwin), a 30-year-old attorney who’s always played it safe, especially when it comes to her best friend Darcy (Kate Hudson). But when Rachel falls for Darcy’s fiancé Dex (Colin Egglesfield), she’s forced to confront her true feelings and decide what she really wants in life. “Something Borrowed” is a relatable and emotional film about friendship, love, and making tough choices.
17. What Happens in Vegas (2008)
Cameron Diaz and Ashton Kutcher star as two strangers who wake up married after a wild night in Las Vegas. When they win a huge jackpot using the other’s quarter, they’re forced to stay married for six months in order to keep the money. As they navigate their new living situation and try to one-up each other, they start to develop real feelings. “What Happens in Vegas” is a fun and flirty rom-com with plenty of laughs.
18. Love Actually (2003)
This beloved British ensemble comedy follows multiple storylines about love and relationships in the weeks leading up to Christmas. With an all-star cast including Hugh Grant, Emma Thompson, Alan Rickman, and Keira Knightley, “Love Actually” explores the many forms that love can take, from romantic to familial to platonic. It’s a heartwarming and hilarious film that’s perfect for the holidays or any time you need a feel-good movie.
19. You’ve Got Mail (1998)
Tom Hanks and Meg Ryan star in this classic rom-com about two rival bookstore owners who unknowingly fall in love with each other online. As they continue to clash in person and connect via email, they start to realize that they may have more in common than they thought. “You’ve Got Mail” is a charming and nostalgic film that’s perfect for fans of “How to Lose a Guy in 10 Days” and other classic rom-coms.
20. Notting Hill (1999)
Julia Roberts stars as Anna Scott, a famous American actress who falls for a charming British bookstore owner played by Hugh Grant. As they navigate the challenges of fame and the media scrutiny surrounding their relationship, they must decide if their love is worth fighting for. “Notting Hill” is a romantic and witty film that’s perfect for fans of “How to Lose a Guy in 10 Days” and other classic rom-coms.
Conclusion
If you’re a fan of “How to Lose a Guy in 10 Days” and looking for more delightful rom-coms to watch, this list has got you covered! From classic favorites like “10 Things I Hate About You” and “Notting Hill” to more recent hits like “The Proposal” and “Friends with Benefits,” there’s something for everyone. So grab some popcorn, settle in, and get ready to fall in love with these 20 movies like “How to Lose a Guy in 10 Days”. Happy watching!
