Movies Like How to Lose a Guy in 10 Days (Guide)

If you’re a fan of romantic comedies, then you’ve probably watched How to Lose a Guy in 10 Days multiple times.

But if you’re looking for more movies in the same genre, we’ve got you covered. In this guide, we’ll recommend a variety of hilarious and heartwarming romantic comedies that are perfect for your next movie night.

movies like how to lose a guy in 10 days

Key Takeaways:

  • Explore a collection of romantic comedy films similar to How to Lose a Guy in 10 Days
  • Discover chick flicks and rom-coms that capture the essence of love and relationships
  • Find recommendations for movies to enjoy on date night
  • Experience heartwarming and comedic stories that will keep you entertained
  • Get ready for laughter and romance with these delightful romantic comedy recommendations

About How to Lose a Guy in 10 Days

How to Lose a Guy in 10 Days is a popular romantic comedy from 2003. The film stars Matthew McConaughey and Kate Hudson as Benjamin Barry and Andie Anderson, who make a secret bet on their relationship for their own personal gain.

As they try to manipulate each other, they unexpectedly start developing real feelings and fall in love.

The movie is known for its humor, memorable moments like the love fern, and the chemistry between the lead actors.

In How to Lose a Guy in 10 Days, Matthew McConaughey and Kate Hudson deliver outstanding performances that bring the characters of Benjamin and Andie to life.

Their on-screen chemistry is undeniable, and their comedic timing adds to the charm of the film. The love fern, a symbol of their blossoming relationship, has become iconic in pop culture.

The plot revolves around a dating wager, where Benjamin must make a woman fall in love with him in ten days, while Andie must do everything she can to drive a man away in the same time frame.

As they go to great lengths to achieve their goals, their lives become entangled in unexpected ways.

Through a series of humorous and heartwarming moments, Benjamin and Andie realize that their feelings are genuine and that love cannot be manipulated.

How to Lose a Guy in 10 Days combines witty dialogue, romantic moments, and a touch of silliness to create a delightful romantic comedy.

It explores the themes of vulnerability, authenticity, and the journey of falling in love. With its relatable characters and entertaining plot, this film continues to be a beloved favorite among fans of the genre.

Famous Quotes from How to Lose a Guy in 10 Days:

“Our love fern! You let it die!” – Andie Anderson

“You brought a dead plant to a date?” – Benjamin Barry

“I’m not gonna let you manipulate me.” – Andie Anderson

Table: How to Lose a Guy in 10 Days vs. Other Romantic Comedies

Movie Main Characters Plot Key Themes
How to Lose a Guy in 10 Days Benjamin Barry and Andie Anderson A dating wager turns into unexpected love Manipulation, falling in love, romantic comedy
10 Things I Hate About You Kat Stratford and Patrick Verona A bet leads to genuine feelings High school romance, dating wager, falling in love
The Proposal Margaret Tate and Andrew Paxton A fake marriage turns into real love Fake relationship, unexpected love, romantic comedy
The Ugly Truth Abby Richter and Mike Chadway Conflicting theories on relationships lead to love Relationship dynamics, falling in love, romantic comedy
27 Dresses Jane Nichols and Kevin Doyle A journalist discovers unexpected love Wedding obsession, falling in love, romantic comedy

10 Things I Hate About You (1999)

10 Things I Hate About You is a romantic comedy from 1999 that is sure to win your heart. Starring Julia Stiles and Heath Ledger, the film follows the story of two high school students, Kat Stratford and Patrick Verona. Patrick is paid to date Kat as part of a bet, but as they spend more time together, they develop genuine feelings for each other. This movie explores themes similar to How to Lose a Guy in 10 Days, such as a dating wager leading to unexpected love.

The Proposal (2009)

The Proposal is a delightful romantic comedy from 2009, featuring the talented duo of Sandra Bullock and Ryan Reynolds.

The film revolves around Margaret Tate (played by Sandra Bullock), a Canadian executive facing deportation, and her assistant Andrew Paxton (played by Ryan Reynolds).

In a desperate attempt to avoid deportation, Margaret convinces Andrew to fake a marriage with her.

As they navigate the complexities of their fake relationship, Margaret and Andrew unexpectedly find themselves developing genuine feelings for each other.

The film beautifully captures the tension and humor that arises from their situation, leading to a heartwarming and hilarious love story.

The Proposal is a must-watch for fans of How to Lose a Guy in 10 Days, as it shares similarities in its theme of a fake relationship turning into something more.

Sandra Bullock’s charismatic performance and the chemistry between the lead actors make this movie a perfect choice for a cozy movie night in.

The Ugly Truth: A Hilarious and Heartwarming Romantic Comedy

When it comes to romantic comedies, “The Ugly Truth” is a must-watch film that will leave you laughing and swooning.

Starring Katherine Heigl and Gerard Butler, this 2009 movie tells the story of Abby Richter, a TV producer with a cynical view on love, and Mike Chadway, a relationship expert with conflicting theories on relationships.

In “The Ugly Truth,” Abby and Mike find themselves at odds as they navigate the complexities of love and dating. Abby is searching for her perfect match, while Mike believes in harsh truths and unconventional methods.

Their conflicting views create a hilarious dynamic that keeps audiences entertained from start to finish.

As the story unfolds, Abby and Mike begin to understand each other better, leading to unexpected feelings and a genuine connection.

Through laughter and heartfelt moments, “The Ugly Truth” explores the journey of falling in love and challenges viewers to question their own beliefs about relationships.

Table: Cast and Crew

Director Robert Luketic
Writer Nicole Eastman, Karen McCullah, Kirsten Smith
Stars Katherine Heigl, Gerard Butler, Bree Turner
Genre Romantic Comedy
Release Date 2009

In conclusion, “The Ugly Truth” is a delightful romantic comedy that combines sharp humor with heartwarming moments.

Katherine Heigl and Gerard Butler deliver memorable performances that will have you rooting for their characters’ unexpected love story.

If you’re looking for a film that will make you laugh and believe in the power of love, “The Ugly Truth” is a perfect choice for your next movie night.

27 Dresses (2008)

27 Dresses is a delightful romantic comedy that will make you laugh, cry, and believe in love.

Starring Katherine Heigl as Jane Nichols and James Marsden as Kevin Doyle, this film tells the story of Jane, a selfless woman who has been a bridesmaid 27 times. When she meets Kevin, a cynical journalist, their worlds collide and sparks fly.

Throughout the movie, Jane struggles with her own feelings while assisting her younger sister in planning her wedding.

As Kevin becomes a more integral part of Jane’s life, their connection deepens, and they find themselves falling in love.

The chemistry between Heigl and Marsden is undeniable, and their performances make this film a must-watch for fans of romantic comedies.

“Love is patient, love is kind, love means slowly losing your mind.” – Jane Nichols

The Chemistry of Katherine Heigl and James Marsden

One of the highlights of 27 Dresses is the undeniable chemistry between Katherine Heigl and James Marsden.

Heigl brings warmth and vulnerability to her role as Jane, while Marsden portrays Kevin’s cynicism and charm with ease.

Their on-screen dynamic is a joy to watch, creating memorable moments that will stay with you long after the movie ends.

Chemistry Description
Sparkling Dialogue The witty banter between Jane and Kevin adds depth and humor to their relationship, making their scenes together a delight.
Emotional Connection As the film progresses, Heigl and Marsden masterfully convey the evolving emotions between their characters, making their love story believable and heartfelt.
Physical Chemistry Their on-screen chemistry is undeniable, with each glance and touch radiating a palpable connection that draws viewers in.

Whether it’s the heartwarming story, the incredible chemistry between the leads, or the relatable theme of finding love in unexpected places, 27 Dresses is a romantic comedy that will leave you feeling uplifted and entertained.

Friends With Benefits (2011)

Friends With Benefits is a romantic comedy from 2011 starring Mila Kunis and Justin Timberlake.

The film explores the concept of friends with benefits, where Jamie (Kunis) and Dylan (Timberlake) decide to add a physical relationship to their friendship without any romantic attachment.

However, as they spend more time together, they begin to realize that their feelings for each other go beyond just being friends.

The movie delves into the complexities of relationships and the challenges that arise when trying to navigate the blurred lines between friendship and love.

With its witty dialogue, relatable characters, and genuine chemistry between the lead actors, Friends With Benefits offers a refreshing take on modern relationships.

It explores the idea of whether it’s possible to have a purely physical relationship without emotional involvement, and whether falling in love with a friend can complicate things even further.

The film strikes a balance between laugh-out-loud comedy and heartfelt moments, making it a must-watch for fans of romantic comedies.

“Friends With Benefits challenges the traditional notions of love and friendship, while providing plenty of laughs and heartwarming moments along the way.”

Whether you’re a believer in the possibility of friends with benefits or not, Friends With Benefits is a delightful romantic comedy that will leave you smiling and contemplating the complexities of modern relationships.

Its humorous yet heartfelt exploration of love, friendship, and everything in between makes it a perfect addition to your movie night lineup.

Other Recommended Romantic Comedies:

  • Crazy, Stupid, Love (2011)
  • When Harry Met Sally… (1989)
  • The Holiday (2006)

These films offer similar themes and storytelling styles to Friends With Benefits, providing ample laughter and romance for your movie nights.

My Best Friend’s Wedding (1997)

My Best Friend’s Wedding is a timeless romantic comedy that will have you laughing and swooning at the same time.

Starring Julia Roberts and Dermot Mulroney, the film tells the story of Julianne Potter, who realizes she’s in love with her best friend Michael O’Neal just when he announces his engagement to someone else.

This love triangle sets the stage for a flurry of unexpected twists and turns as Julianne tries to win Michael back before the wedding.

With its witty dialogue, charming characters, and heartfelt moments, My Best Friend’s Wedding has become a beloved classic in the romantic comedy genre.

Julia Roberts delivers a captivating performance as Julianne, portraying both her vulnerability and determination with finesse.

Dermot Mulroney’s portrayal of Michael adds depth to the love triangle, leaving audiences torn between rooting for Julianne and the impending wedding.

The movie explores themes of friendship, loyalty, and the complexities of love. It showcases the challenges of navigating unexpected romantic feelings and the lengths one will go to fight for love.

My Best Friend’s Wedding is a romantic comedy that will keep you entertained from start to finish, reminding us all that love has the power to surprise us when we least expect it.

Memorable Quotes

“Choose me. Marry me. Let me make you happy.”

“Love is a decision, it’s a judgment, it’s a promise. If love were only a feeling, there wouldn’t be so many divorces.”

“The misery! The exquisite tragedy! The Susan Hayward of it all!”

Key Details

Release Year 1997
Director P.J. Hogan
Lead Actors Julia Roberts, Dermot Mulroney, Cameron Diaz
Genre Romantic Comedy
Plot Julianne realizes she’s in love with her best friend Michael just as he announces his engagement to someone else. She decides to fight for her feelings and win him back before the wedding.


Are these movies similar to How to Lose a Guy in 10 Days?

Yes, these movies are all romantic comedies that explore themes of unexpected love, relationships, and humorous situations, similar to How to Lose a Guy in 10 Days.

Can I watch these movies with my partner for a date night?

Absolutely! These romantic comedies are perfect for a fun and cozy movie night with your partner. They offer a mix of laughter, heartwarming moments, and relatable characters.

Are there any classic romantic comedies in the list?

Yes, the list includes 10 Things I Hate About You (1999) and My Best Friend’s Wedding (1997), two beloved romantic comedies that have stood the test of time.

Are there movies with fake relationships in the list?

Yes, both The Proposal (2009) and How to Lose a Guy in 10 Days (2003) feature fake relationships that turn into something more.

These movies explore the complexities of pretending to be in love while developing genuine feelings.

Are there any movies about friends becoming more than friends?

Yes, Friends With Benefits (2011) is a romantic comedy that explores the transition from friends to something more.

It delves into the complications and emotions that come with having a physical relationship without romantic attachment.

Do any of these movies have a love triangle?

Yes, My Best Friend’s Wedding (1997) features a love triangle, adding an extra layer of drama and tension to the story. It explores the complexities of friendship, timing, and unexpected love.

Are these movies suitable for a girls’ night in?

Absolutely! These romantic comedies, often referred to as chick flicks, are perfect for a girls’ night in.

They offer plenty of laughs, touching moments, and relatable stories that will make for a memorable movie night.

Are these movies suitable for teenagers?

Yes, most of these movies are suitable for teenagers. However, it’s always a good idea to check the age rating and content warnings of each film before watching with teens.


If you’re a fan of romantic comedies, there are plenty of movies like How to Lose a Guy in 10 Days that you’ll enjoy.

These hilarious and heartwarming rom-coms are perfect for a cozy movie night with your loved one or even a girls’ night in. F

rom love triangles to friends with benefits stories, these films explore the complexities of relationships in entertaining and relatable ways.

Whether you’re in the mood for a classic chick flick or a lighthearted romantic comedy, these recommendations have got you covered.

So grab some popcorn, snuggle up on the couch, and dive into the world of these delightful rom-coms. You’ll laugh, you’ll swoon, and you’ll be reminded of the power of love in all its forms.

So why wait? Start watching these charming romantic movies today and get ready for an evening filled with laughter, romance, and feel-good moments.

Whether you’re planning a movie night with your partner or a girls’ night in, these films are sure to make your evening unforgettable.

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