Movies like how to lose a guy in 10 days

Regarding How to Lose a Guy in 10 Days, it must be a familiar and favorite one for rom-com fans. Even 20 years later, it still resonates with the audience. Here is a list of 12 similar movies like How to Lose a Guy in 10 Days; if you want to find some rom-com streaming on Hulu, Amazon, Apple, and others, don’t hesitate to follow us! Grab some popcorn, settle onto your cozy sofa, and find something interesting.

Table of Contents

12 Movies Like How to Lose A Guy in 10 Days

Palm Springs
The Intern
Love & Other Drugs
The Hating Game
Friends with Benefits
10 Things I Hate About You
Win a Date with Tad Hamilton!
Life As We Know It
Sleepless in Seattle
The Proposal
27 Dresses
He’s Just Not That Into You

Palm Springs (2020) – Streaming on Hulu

Palm Springs (2020) Movies like how to lose a guy in 10 days

Niles and Sarah are invited to a wedding as guests, but they find themselves in an inexplicable time loop. While getting rid of the time loop, the two share childhood memories and hidden sorrows, and then they naturally develop a romantic connection.

It frequently makes viewers laugh out loud; at the same time, it hits an unexpectedly emotional, even melancholy note, with the humor shaded by misery, loneliness, and helplessness.

Palm Springs not only brings the audience a special experience. It is not only a joyful rom-com movie but also a thought-provoking one for those young singles.

The Intern (2015) – Streaming on Hulu, available on Amazon, Apple

The Intern (2015) Movies like how to lose a guy in 10 days

Starring Robert De Niro and Anne Hathaway as leads, The Intern is a 2015 romance film directed and written by Nancy Meyers. Ben is bored with his retired life and applies to be a senior intern in a fashion retailer even though he is 70 years old. Jules Ostin is a demanding boss in this company. They establish an unlikely friendship as the story unfolds.

Ben adapts himself to a modern workplace, but it turns out that he is a helpful hand through his genuine attitude, kindness, wisdom, and resourceful mind. Even then, he becomes Jules’ mentor as she grows stronger.

Love & Other Drugs (2010) – Streaming on Hulu, available on Amazon, Apple

Love & Other Drugs (2010) Movies like how to lose a guy in 10 days

Maggie and Jamie have quite distinct personalities. Maggie is a free spirit who rules her own life. Before she met Jamie, she kept her own lifestyle. On the other hand, Jamie is a handsome Pharmaceutical Sales Representative who earns a successful career utilizing his attractive features.

Hard Sell: The Evolution of a Viagra Salesman by Jamie Reidy is the inspiration for the narrative. The two characters face and create profound emotional connections as they are affected by the ultimate drug, love.

It focuses on different stages of love relationships, from flirtation to more thought-provoking encounters. Jamie and Maggie gradually discover that the best pain reliever is love and learn to provide it to others.

The Hating Game (2021) – Streaming on Hulu, available on Amazon, Apple

The Hating Game (2021) Movies like how to lose a guy in 10 days

Lucy and Joshua hate each other but have to sit in the same office daily. The two are a sharp contrast, but they seem to be accustomed to this ridiculous and endless game of competence.

When there is a promotion chance, they start a new round of battle and strike a deal that the one who doesn’t get promoted must quit. As the tension increases, an accidental kiss in lift surprises both. The two gradually get caught by unexpected mutual attraction in serial competing games.

The two Cupid chose must face their inner feeling and accept the unlikely chemistry. How do the two workaholics choose between career success and irritant true love? Hating Game offers us an answer and an amazing romantic experience.

Friends with Benefits (2011) – Available on Amazon, Apple

Friends with Benefits (2011) Movies like how to lose a guy in 10 days

Jamie and Dylan’s friendship turns out to be a relationship with the benefits of a sexual relationship, which means a connection without emotion. They believe that they can maintain pure physical contact. But as they try hard to evade the feeling, they fall for each other uncontrollably.

The film is a decent confection, which means it will satisfy fans looking for a fix in which two young, attractive people meet, fall in love, reject their feelings, hit a stumbling block, and then reunite just in time for the end credits.

10 Things I Hate About You (1999) – Available on Amazon

10 Things I Hate About You (1999) Movies like how to lose a guy in 10 days

Something is wrong in Stratford’s house. Katerina Stratford, the clever and thoughtful elder sister, is admitted into a university but her overprotective father is not happy with that. Bianca, the bouncy, popular younger sister, was given a ride home today by a male.

They are mad at each other and then shout out many hurtful words. As a result of it, a new rule emerges: Bianca can date when Kat does. Bianca is sad about it because Kat prefers to study at home rather than go out and date. When Bianca tells Cameron, the new guy in town who has a love for her, he devises a plan: find someone who will date Kat.

Win a Date with Tad Hamilton! (2004) – Available on Amazon

Win a Date with Tad Hamilton! (2004) Movies like how to lose a guy in 10 days

Win a Date with Tad Hamilton! is a treasured comedic romance film released in 2004. The story is about Rosalee, a grocery clerk in a small town. She wins a contest by accident, and the award is going on a date with Tad Hamilton, a famous, handsome Hollywood actor.

But Rosalee gets into a love triangle due to this. Her best friend, Pete Monash, as well as a co-worker, has secretly been in love with her for years. How does the character make her choice between a male celebrity and a long-term friend?

The latest romantic comedy follows the same premise, with a somewhat altered plot and some fresh faces, but Win a Date with Tad Hamilton manages to be halfway enjoyable. Though the film is certain to have a sappy and predictable finale – the one in this case is exceptionally terrible – it has its moments and a nice ensemble.

Life As We Know It (2010) – Available on Amazon, Apple

Life As We Know It (2010) Movies like how to lose a guy in 10 days

Holly and Eric are two single people whose lives are abruptly linked by a horrible accident: they become the guardians of their mutual friends’ daughter and are responsible for caring for this orphaned girl.

The “new” parents must put their differences aside and learn to co-parent the baby. The most difficult issue for them is adjusting to their new positions. They create an odd friendship and reinspect each other in a new light as they go through the fun and sorrow of becoming a good parent.

Most of the parent audience understands the pleasures and challenges of taking care of babies. It is famous because it covers not just personal growth but also the unexpected learning to love and be loved in unexpected places.

Sleepless in Seattle (1993) – Available on Amazon, Apple

Sleepless in Seattle (1993) Movies like how to lose a guy in 10 days

After the loss of his wife, Sam Baldwin lives with his young son and has recently moved to Seattle. Annie Reed, a Baltimore Sun reporter, hears the broadcast while she is traveling to Washington, D.C. Sam attends the radio show and recalls the amazing moment when he met his wife. Annie is deeply moved by their love story.

Although engaged to a good man, Annie immediately rushes to contact Sam. She is not alone in this. Approximately 2,000 ladies throughout the country write messages to the guy known as Sleepless in Seattle.

The Proposal (2009) – Available on Amazon, Apple

The Proposal (2009) Movies like how to lose a guy in 10 days

Margaret Tate is a Canadian, but now she is in danger of being deported from America. Margaret convinces her assistant, Andrew Paxton, to marry her in order to stay here. Andrew agrees to the scheme, but the exchange condition is promoting him to editor in the company.

While traveling to Alaska to attend Andrew’s grandmother’s birthday celebration and dealing with a nosy immigration inspector, the two must maintain the appearance of being in a relationship. Meanwhile, they must deal with their differences as well as Margaret’s secret. To make matters worse, the INS is planning to charge Andrew with fraud.

27 Dresses (2008) – Available on Amazon, Apple

27 Dresses (2008) Movies like how to lose a guy in 10 days

Jane has been a bridesmaid 27 times, so she has put on 27 dresses, but her entire life is turned upside down when her younger sister decides to get married. Jane has an unspoken crush on the groom-to-be. Later, Jane meets Kevin Doyle, a cynical wedding reporter. They develop a close relationship, and Kevin helps her confront her inner feelings, bringing them closer emotionally.

This engaging journey carries a meaningful message that will make you contemplate. The film primarily explores weddings, marriage, and sibling relationships. It teaches us to honestly confront our hearts, especially when it comes to love.

He’s Just Not That Into You (2009) – Available on Amazon, Apple

He's Just Not That Into You (2009) Movies like how to lose a guy in 10 days

The film consists of a group of youngsters’ stories happened in Baltimore. They experience different emotional connection from shallow to deep, even get married with their beloved one.

He’s Just Not That Into You is adapted from the famous advice book by Greg Behrendt and Liz Tuccillo, and it features a multitude of actors in an ensemble romantic comedy that, ultimately, contradicts its own premise.

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