9 Best Movies Like How to Lose A Guy in 10 Days

Movies Like How to Lose A Guy in 10 Days

“How to Lose a Guy in 10 Days” is a romantic comedy movie that was released in 2003. The movie follows the story of a writer named Andie Anderson (played by Kate Hudson), who works for a women’s magazine and is tasked with writing an article on how to lose a guy in 10 days. At the same time, she meets Benjamin Barry (played by Matthew McConaughey), an advertising executive who makes a bet that he can make any woman fall in love with him within 10 days.

The primary themes of the movie are love, relationships, and the lengths people will go to in order to win someone’s heart. The movie explores these themes through a comedic lens, showcasing the absurdity of some of the tactics people use in dating and the misunderstandings that can arise when people are not honest with each other.

People love “How to Lose a Guy in 10 Days” because it is a feel-good movie that combines romance, humor, and a touch of drama. The chemistry between the two lead actors, Kate Hudson and Matthew McConaughey, is undeniable, and their on-screen banter and antics make for an entertaining watch. The movie also resonates with audiences because it speaks to the universal experience of dating and relationships, making it relatable to people of all ages and backgrounds.

In addition to its popularity as a movie, “How to Lose a Guy in 10 Days” has also inspired a variety of spin-off products, including a novelization of the screenplay, a soundtrack, and a fashion line based on the costumes worn in the film. The movie has become a cultural touchstone, with its iconic scenes and memorable one-liners being referenced and parodied in popular media.

Overall, “How to Lose a Guy in 10 Days” is a beloved romantic comedy that continues to entertain audiences over a decade after its release. Its enduring popularity can be attributed to its relatable themes, entertaining performances, and cultural impact.

If you enjoyed “How to Lose a Guy in 10 Days” and are looking for similar movies, here are nine recommendations:

  1. “The Proposal” (2009): Starring Sandra Bullock and Ryan Reynolds, this romantic comedy follows a high-powered book editor who forces her assistant to marry her in order to avoid deportation.
  2. “Bridget Jones’s Diary” (2001): Based on the novel by Helen Fielding, this movie stars Renee Zellweger as Bridget, a single woman who documents her quest for love in a diary.
  3. “Crazy, Stupid, Love” (2011): This movie follows a middle-aged man (Steve Carell) as he navigates the ups and downs of dating with the help of a smooth-talking ladies’ man (Ryan Gosling).
  4. “What Happens in Vegas” (2008): Starring Cameron Diaz and Ashton Kutcher, this movie follows two strangers who get married in Las Vegas after a wild night of partying and must learn to live with each other.
  5. “The Ugly Truth” (2009): Katherine Heigl stars as a TV producer who is forced to work with a chauvinistic relationship expert (Gerard Butler) to boost ratings for her show.
  6. “27 Dresses” (2008): Katherine Heigl stars as a perennial bridesmaid who begins to question her own life choices after being asked to be a bridesmaid for the 27th time.
  7. “How to Be Single” (2016): Rebel Wilson and Dakota Johnson star in this movie about a group of single women navigating love and relationships in New York City.
  8. “The Wedding Date” (2005): Debra Messing stars as a woman who hires an escort (Dermot Mulroney) to pose as her boyfriend at her sister’s wedding.
  9. “No Strings Attached” (2011): This movie stars Natalie Portman and Ashton Kutcher as two friends who agree to have a sexual relationship without any emotional attachment, but soon find themselves falling in love.

1. “The Proposal” (2009)

“The Proposal” is a romantic comedy film starring Sandra Bullock and Ryan Reynolds. The movie follows the story of Margaret Tate, a Canadian book editor who is facing deportation from the United States. To avoid being sent back to Canada, Margaret convinces her assistant, Andrew Paxton, to marry her. Andrew agrees to the plan, but only if Margaret promises to promote him to editor at their publishing company.

As the two travel to Alaska to attend Andrew’s grandmother’s birthday party, Margaret and Andrew must navigate their fake relationship while dealing with unexpected feelings and a nosy immigration officer. The movie is filled with hilarious situations and witty banter, making it a must-watch for fans of romantic comedies.

Similar to “How to Lose a Guy in 10 Days,” “The Proposal” features two unlikely people forced to spend time together and pretend to be in a relationship. Both movies also deal with themes of ambition, honesty, and the lengths people will go to in order to get what they want.

2. “Bridget Jones’s Diary” (2001)

Based on the novel by Helen Fielding, “Bridget Jones’s Diary” is a romantic comedy starring Renee Zellweger as Bridget Jones, a single woman in her thirties who is struggling to find love and balance in her life. Bridget starts keeping a diary to document her weight, alcohol intake, and attempts at finding a boyfriend.

As Bridget navigates her romantic life, she finds herself torn between two men: her charming boss, Daniel Cleaver (played by Hugh Grant), and the serious, yet awkward, Mark Darcy (played by Colin Firth). With plenty of laughs, heartwarming moments, and relatable situations, “Bridget Jones’s Diary” has become a classic in the romantic comedy genre.

Similar to “How to Lose a Guy in 10 Days,” “Bridget Jones’s Diary” features a strong female lead character who is trying to figure out her love life. Both movies also deal with the ups and downs of relationships and the challenges that come with trying to balance career and love.

3. “Crazy, Stupid, Love” (2011)

“Crazy, Stupid, Love” is a romantic comedy starring Steve Carell, Ryan Gosling, and Emma Stone. The movie follows the story of Cal Weaver (played by Steve Carell), a middle-aged man who is blindsided when his wife asks him for a divorce. Cal meets Jacob Palmer (played by Ryan Gosling), a smooth-talking ladies’ man who takes Cal under his wing and teaches him how to pick up women.

As Cal tries to navigate his new life as a single man, he discovers that the only woman he wants is his ex-wife (played by Julianne Moore). Meanwhile, Jacob finds himself falling for a young lawyer named Hannah (played by Emma Stone), and must learn to navigate a real relationship for the first time.

Similar to “How to Lose a Guy in 10 Days,” “Crazy, Stupid, Love” features a main character who is trying to learn how to navigate the world of dating and relationships. Both movies also deal with themes of love, heartbreak, and self-discovery.

4. “What Happens in Vegas” (2008)

“What Happens in Vegas” is a romantic comedy starring Cameron Diaz and Ashton Kutcher. The movie follows the story of Joy and Jack, two strangers who meet in Las Vegas and accidentally get married. After winning a huge jackpot, Joy and Jack decide to try and annul their marriage, but soon find out that they have to live together for six months before they can legally divorce.

As Joy and Jack try to navigate their forced living situation, they begin to discover that they might have feelings for each other. With hilarious antics and heartfelt moments, “What Happens in Vegas” is a fun and enjoyable romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “What Happens in Vegas” features two unlikely people who find themselves stuck together and must navigate their way through a fake relationship. Both movies also deal with themes of love, honesty, and the unexpected twists and turns that come with falling in love.

5. “The Ugly Truth” (2009)

“The Ugly Truth” is a romantic comedy starring Katherine Heigl and Gerard Butler. The movie follows the story of Abby Richter, a successful morning show producer who is struggling to find love. When her boss hires the crass and unfiltered Mike Chadway to join the show, Abby finds herself butting heads with him at every turn.

As Abby tries to navigate her love life, Mike begins to teach her the “ugly truth” about men and what they really want. With plenty of laughs and steamy moments, “The Ugly Truth” is a fun and entertaining romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “The Ugly Truth” features a strong female lead character who is trying to navigate the world of love and relationships. Both movies also deal with themes of honesty, communication, and the challenges that come with falling in love.

6. “27 Dresses” (2008)

“27 Dresses” is a romantic comedy starring Katherine Heigl and James Marsden. The movie follows the story of Jane, a perpetual bridesmaid who has been a part of 27 weddings. When her sister gets engaged to the man Jane secretly loves, she must navigate her feelings while also dealing with the charming but cynical wedding reporter, Kevin Doyle.

As Jane tries to juggle her love life and her duties as a bridesmaid, she begins to realize that Kevin might be the one for her. With plenty of laughs and heartwarming moments, “27 Dresses” is a classic romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “27 Dresses” features a main character who is trying to navigate the world of love and relationships. Both movies also deal with themes of self-discovery, honesty, and the unexpected twists and turns that come with falling in love.

7. “How to Be Single” (2016)

“How to Be Single” is a romantic comedy starring Dakota Johnson, Rebel Wilson, and Leslie Mann. The movie follows the lives of four women in New York City who are trying to navigate the single life. Alice, played by Dakota Johnson, has just broken up with her long-term boyfriend and is trying to figure out how to be single. Her friend Robin, played by Rebel Wilson, is a party girl who has never been in a serious relationship. Meg, played by Leslie Mann, is a successful doctor who has put her career first but is now realizing she wants more in life. And Lucy, played by Alison Brie, is a hopeless romantic who is constantly searching for “the one.”

As these four women try to navigate the ups and downs of the single life, they learn about themselves and each other. With plenty of laughs and heartwarming moments, “How to Be Single” is a fun and entertaining romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “How to Be Single” features a strong female lead character who is trying to navigate the world of love and relationships. Both movies also deal with themes of self-discovery, independence, and the challenges that come with falling in love.

8. “The Wedding Date” (2005)

“The Wedding Date” is a romantic comedy starring Debra Messing and Dermot Mulroney. The movie follows the story of Kat Ellis, a single woman who is dreading attending her sister’s wedding alone. In a desperate move, she hires a male escort named Nick Mercer to be her date for the weekend.

As Kat and Nick pretend to be a couple, they begin to develop real feelings for each other. With plenty of laughs and romantic moments, “The Wedding Date” is a charming and enjoyable romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “The Wedding Date” features two people who enter into a fake relationship and end up falling in love. Both movies also deal with themes of honesty, communication, and the challenges that come with navigating the world of love and relationships.

9. “No Strings Attached” (2011)

“No Strings Attached” is a romantic comedy starring Natalie Portman and Ashton Kutcher. The movie follows the story of Emma and Adam, two friends who decide to have a casual sexual relationship with no strings attached. As they navigate their unconventional relationship, they begin to realize that they might have feelings for each other.

With plenty of laughs and steamy moments, “No Strings Attached” is a fun and enjoyable romantic comedy.

Similar to “How to Lose a Guy in 10 Days,” “No Strings Attached” features two people who enter into a casual relationship and end up falling in love. Both movies also deal with themes of honesty, communication, and the challenges that come with navigating the world of love and relationships.

Here’s a table with the IMDb ratings and Rotten Tomatoes scores for the movies we’ve been discussing:

MovieIMDb RatingRotten Tomatoes Score
How to Lose a Guy in 10 Days6.4/1042%
The Proposal6.7/1044%
Bridget Jones’s Diary6.7/1081%
Crazy, Stupid, Love7.4/1078%
What Happens in Vegas6.1/1028%
The Ugly Truth6.4/1014%
27 Dresses6.1/1040%
How to Be Single6.1/1047%
The Wedding Date6.1/1011%
No Strings Attached6.2/1049%

Note: The IMDb ratings and Rotten Tomatoes scores are subject to change over time.

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