Are you in the mood for a dose of romance, humor, and a sprinkle of love lessons? “How to Lose a Guy in 10 Days” has been a beloved classic since its release, offering an irresistible blend of laughter and heartwarming moments. But what if you’ve already watched it and are hungry for more cinematic delights that capture the essence of love and relationships? Fear not, as we’ve curated a list of handpicked romantic comedies that are as delightful and enchanting as the iconic film itself.
In this journey through the world of romantic comedies, we’ll explore movies that share the same witty banter, unforgettable chemistry, and endearing characters that make “How to Lose a Guy in 10 Days” a timeless favorite. Whether you’re a fan of Kate Hudson’s charismatic performance or Matthew McConaughey’s irresistible charm, there’s something on our list that will tug at your heartstrings and leave you with a smile.
Let’s dive into a world of movies like how to lose a guy in 10 days that will remind you why falling in love is both hilarious and heartwarming.
|Movie Title||Run Time||Genre||IMDb Rating|
|The Proposal (2009)||1h 48min||Romantic Comedy||6.7/10|
|27 Dresses (2008)||1h 51min||Romantic Comedy||6.1/10|
|What’s Your Number (2011)||1h 46min||Romantic Comedy||6.0/10|
|Crazy, Stupid, Love (2011)||1h 58min||Romantic Comedy||7.4/10|
|How to Be Single (2016)||1h 50min||Romantic Comedy||6.1/10|
|Isn’t It Romantic (2019)||1h 29min||Romantic Comedy||5.9/10|
|The Ugly Truth (2009)||1h 36min||Romantic Comedy||6.4/10|
|No Strings Attached (2011)||1h 48min||Romantic Comedy||6.2/10|
|Friends with Benefits (2011)||1h 49min||Romantic Comedy||6.5/10|
|The Break-Up (2006)||1h 46min||Romantic Comedy||5.8/10|
|Something’s Gotta Give (2003)||2h 8min||Romantic Comedy||6.7/10|
|The Other Woman (2014)||1h 49min||Romantic Comedy||6.0/10|
|About Time (2013)||2h 3min||Romantic Comedy||7.8/10|
|The Perfect Date (2019)||1h 29min||Romantic Comedy||5.8/10|
|Isn’t It Romantic (2019)||1h 29min||Romantic Comedy||5.9/10|
Also Read: 15 Heartwarming Movies Like Safe Haven
The Proposal (2009)
The Proposal starring Sandra Bullock and Ryan Reynolds is a delightful rom-com that shares thematic similarities with “How to Lose a Guy in 10 Days.” Bullock plays Margaret, a Canadian executive, facing deportation who convinces her assistant, Andrew (Reynolds), to marry her as a way to stay in the U.S. Their journey is filled with cultural humor, sparking an unexpected connection between the characters.
The film’s Alaskan backdrop adds to its charm, and Bullock and Reynolds’ on-screen chemistry is undeniable. The Proposal is a tale of love blossoming in the most unlikely circumstances, mirroring the surprises and humorous adventures of How to Lose a Guy in 10 Days.
27 Dresses (2008)
27 Dresses, much like How to Lose a Guy in 10 Days, explores themes of love, self-discovery, and the unpredictability of romance. Katherine Heigl stars as Jane, the perennial bridesmaid secretly nursing feelings for her sister’s fiancé. With James Marsden by her side, Heigl’s character navigates the often chaotic world of weddings while embarking on a journey of personal growth.
The film is a delightful mix of heartfelt moments and witty humor. “27 Dresses” captures the essence of modern love, making it a must-watch for fans of “How to Lose a Guy in 10 Days” who appreciate the journey of self-discovery within the realm of romance.
What’s Your Number (2011)
In What’s Your Number? starring Anna Faris and Chris Evans, the search for love takes a comedic turn, much like the twists and turns in How to Lose a Guy in 10 Days. Anna Faris plays Ally, a woman who revisits her past relationships to find Mr. Right. Chris Evans provides the perfect foil as her neighbor, Colin, offers assistance in her quest.
The film blends humor with the complexities of modern dating, making it relatable for fans of romantic comedies. What’s Your Number is a witty exploration of love, self-discovery, and the idea that sometimes, the right person has been there all along.
Crazy, Stupid, Love (2011)
Crazy, Stupid, Love starring Steve Carell, Ryan Gosling, and Julianne Moore is a rom-com gem that explores the intricacies of relationships, much like How to Lose a Guy. When Cal Weaver’s (Carell) marriage unravels, he seeks help from the charismatic Jacob Palmer (Gosling) to reenter the dating scene.
The film is a brilliant blend of humor and heartfelt moments, capturing the essence of modern love and the unpredictability of romance. With its strong ensemble cast and witty script, “Crazy, Stupid, Love” is a must-watch for those who appreciate the complexities, laughs, and heartwarming moments in How to Lose a Guy in 10 Days.
How to Be Single (2016)
In How to Be Single, Dakota Johnson takes center stage in a contemporary romantic comedy that explores the complexities of love and singlehood in the bustling city. Similar to “How to Lose a Guy in 10 Days,” this film dives into the modern dating scene, portraying the ups and downs, the awkward encounters, and the quest for self-discovery in the pursuit of romance.
Rebel Wilson injects her signature humor, making it an entertaining watch for those navigating the tricky waters of relationships. With its relatable characters and witty script, How to Be Single offers a fresh perspective on love while maintaining the essence of heartfelt comedy.
Isn’t It Romantic (2019)
Isn’t It Romantic takes a unique spin on romantic comedies, much like “How to Lose a Guy in 10 Days.” Rebel Wilson stars as Natalie, a skeptic who, after a quirky encounter, finds herself trapped in a rom-com world. This film cleverly satirizes the genre’s tropes while delivering humor and genuine moments of heartwarming romance.
With Liam Hemsworth and Adam Devine in the cast, Isn’t It Romantic offers a playful yet self-aware exploration of love and self-discovery? It’s a fun-filled journey that both pays homage to and pokes fun at classic rom-coms while still capturing the essence of finding love in unexpected places.
The Ugly Truth (2009)
The Ugly Truth starring Katherine Heigl and Gerard Butler presents a humorous take on the complexities of dating and relationships, mirroring the themes found in “How to Lose a Guy in 10 Days.” Heigl plays Abby Richter, a control-freak television producer, whose life takes an unexpected turn when she crosses paths with Mike Chadway (Butler), a chauvinistic TV personality.
The film explores the clash between Abby’s pragmatic approach to love and Mike’s candid advice, resulting in hilariously awkward yet heartwarming situations. The Ugly Truth is a rollercoaster of laughs and surprising moments, perfect for those who enjoy rom-coms that delve into the unpredictable nature of romance.
No Strings Attached (2011)
No Strings Attached starring Natalie Portman and Ashton Kutcher is a contemporary romance that navigates the complexities of casual relationships. Much like “How to Lose a Guy in 10 Days,” this film explores the blurred lines between friendship and romance.
Portman plays Emma, a busy medical resident, and Kutcher is Adam, a writer with a carefree attitude. They decide to engage in a strictly physical relationship without any emotional entanglements, but things get complicated as their feelings evolve. The film offers a humorous yet sincere look at modern love, capturing the essence of romance amidst the challenges of keeping emotions at bay.
Also Read: 15 Action-Packed Thrillers Movies Like Salt
Friends with Benefits (2011)
Friends with Benefits, starring Mila Kunis and Justin Timberlake, presents a modern take on romantic relationships, similar to the themes explored in “How to Lose a Guy in 10 Days.” The film revolves around Jamie (Kunis) and Dylan (Timberlake), who, tired of failed relationships, decide to embark on a no-strings-attached, friends-with-benefits arrangement.
However, as they navigate the complexities of their unique connection, they begin to question whether true love can emerge from such an unconventional setup. “Friends with Benefits” is a witty, contemporary rom-com that delves into the intricacies of modern dating and the unpredictability of human emotions.
The Break-Up (2006)
The Break-Up featuring Jennifer Aniston and Vince Vaughn offers a unique twist on the classic romantic comedy, much like “How to Lose a Guy in 10 Days.” The film explores the aftermath of a failed relationship as Aniston and Vaughn’s characters continue to coexist in the same apartment after their breakup. Their interactions lead to a series of comedic misunderstandings and heartfelt moments.
The Break-Up captures the complexities of love, communication, and personal growth, showcasing that even in the aftermath of a breakup, unexpected connections can emerge. With a mix of humor and genuine emotions, the film resonates with those who appreciate the intricacies of modern relationships.
Something’s Gotta Give (2003)
Something’s Gotta Give is a charming romantic comedy starring Jack Nicholson and Diane Keaton. Much like “How to Lose a Guy in 10 Days,” this film delves into the complexities of love and relationships, even in the later stages of life. Nicholson portrays Harry, a lifelong bachelor, and Keaton plays Erica, an accomplished playwright.
When they find themselves in a romantic triangle, the film explores the dynamics of love, maturity, and personal growth. With witty banter, heartfelt moments, and brilliant performances, Something’s Gotta Give captures the essence of romance and self-discovery, appealing to audiences of all ages.
The Other Woman (2014)
The Other Woman featuring Cameron Diaz, Leslie Mann, and Kate Upton offers a hilarious take on relationships, similar to the comedic elements in “How to Lose a Guy in 10 Days.” The film centers around three women who discover they are involved with the same man and decide to team up for revenge. As they bond over their shared predicament, they uncover unexpected friendship and solidarity.
The Other Woman combines humor and themes of empowerment, making it a feel-good comedy that showcases the strength of female camaraderie and the unpredictable twists of love and life.
About Time (2013)
About Time offers a unique twist on the romantic comedy genre, much like “How to Lose a Guy in 10 Days.” The film follows the life of Tim (Domhnall Gleeson), who discovers that the men in his family can time travel. Tim decides to use this newfound ability to improve his love life, but he soon learns that even with time travel, some things are meant to happen naturally.
The movie combines elements of romance, humor, and the importance of cherishing each moment. With Rachel McAdams as the female lead, “About Time” explores the power of love and the significance of making the most of the time we have.
The Perfect Date (2019)
In the movie The Perfect Date stars Noah Centineo as a high school student who creates a dating app for hire, offering himself as a stand-in boyfriend. The film, much like “How to Lose a Guy in 10 Days,” explores the intricacies of modern dating and relationships. As the character navigates various dating scenarios, he learns valuable life lessons about authenticity, connection, and self-discovery.
With a mix of humor and heartwarming moments, The Perfect Date captures the essence of young love and personal growth, making it an appealing choice for those who enjoy witty and relatable romantic comedies.
Isn’t It Romantic (2019)
Isn’t It Romantic takes a clever and satirical approach to the romantic comedy genre, much like “How to Lose a Guy in 10 Days.” Rebel Wilson stars as Natalie, a skeptic who, after a quirky encounter, finds herself trapped in a rom-com world.
The film playfully subverts traditional rom-com tropes while delivering humor and moments of heartwarming romance. With Liam Hemsworth and Adam Devine in the cast, “Isn’t It Romantic” offers a fresh perspective on love and self-discovery while still capturing the essence of finding love in unexpected places.
In the world of romantic comedies, finding a film that captures the essence of love, laughter, and self-discovery can be a true gem. Much like the beloved classic movie How to Lose a Guy in 10 Days, these movies have taken us on journeys of heartwarming romance, humorous mishaps, and personal growth.
Whether it’s navigating the complexities of modern dating, subverting traditional rom-com tropes, or finding love in the most unexpected places, each of these films has carved its unique niche in the realm of love stories. So, whether you’re in the mood for laughter, tears, or a bit of both, these cinematic companions promise to entertain and warm your heart, reminding us that love is a journey filled with surprises and endless possibilities.
Roger Ebert, a prominent figure in the world of movie criticism, is not just a film enthusiast but a dedicated blogger as well. With a profound passion for cinema, he indulges in a diverse range of films spanning various genres and eras. The prime objective is to offer readers a window into his perceptive analyses through insightful and thoughtful reviews. He loves discovering new favorite movies, from classics to the latest releases.