Best movies like Rosaline

The love story you know, the ex you don’t.

A unique, carefully handpicked, selection of the best movies like Rosaline Starring Kaitlyn Dever, Isabela Merced, Kyle Allen, Sean Teale, and more. If you liked Rosaline then you may also like: 10 Things I Hate About You, 27 Dresses, The Wedding Planner, What If, What's Your Number? and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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10 Things I Hate About You

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

6.4 / 10 2008 Comedy Romance
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27 Dresses

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

The Wedding Planner

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, paediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

What If

Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?

What's Your Number?

Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

When in Rome

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

Win a Date with Tad Hamilton!

A small-town girl wins a date with a Hollywood star through a contest. When the date goes better than expected, a love triangle forms between the girl, the celebrity, and the girl's best friend.

Revenge of the Bridesmaids

Two women plot revenge against the woman marrying their friend's ex-boyfriend.

Romeo and Juliet

Romeo Montague and Juliet Capulet fall in love against the wishes of their feuding families. Driven by their passion, the young lovers defy their destiny and elope, only to suffer the ultimate tragedy.

Just Friends

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

Angus, Thongs and Perfect Snogging

Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a boyfriend. Revolving around her hilarious journal entries, prepare to be engulfed in the world of the soaring joys and bottomless angst of being a teenager.

Bart Got a Room

Danny Stein, a high school senior at the bottom of the social food chain, needs a prom date. As a cause of anxiety for Danny, Bart Beeber, the nerdiest guy in school, has already found a date. At the same time, Danny's divorced parents are both looking for relationships again.

Some Kind of Wonderful

A young tomboy, Watts, finds her feelings for her best friend, Keith, run deeper than just friendship when he gets a date with the most popular girl in school.

A Night in the Life of Jimmy Reardon

A recent high school graduate is faced with two options, either go to a business school where his father wants him to go to, or get a full time job. However he decides to defy his father and go to Hawaii. Trouble is he has no money. Along the way he comes to understand his parents and eventually bonds with his father.

Austenland

Obsessed with the BBC production of "Pride and Prejudice", a woman travels to a Jane Austen theme park in search for her perfect gentleman.

Romeo & Juliet

In Verona, bad blood between the Montague and Capulet families leads to much bitterness. Despite the hostility, Romeo Montague manages an invitation to a masked ball at the estate of the Capulets and meets Juliet, their daughter. The two are instantly smitten but dismayed to learn that their families are enemies. Romeo and Juliet figure out a way to pursue their romance, but Romeo is banished for his part in the slaying of Juliet's cousin, Tybalt.

Pride & Prejudice

A story of love and life among the landed English gentry during the Georgian era. Mr. Bennet is a gentleman living in Hertfordshire with his overbearing wife and five daughters, but if he dies their house will be inherited by a distant cousin whom they have never met, so the family's future happiness and security is dependent on the daughters making good marriages.

Love, Rosie

Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions that follow send their lives in completely different directions. As each navigates the complexities of life, love, and everything in between, they always find their way back to each other - but is it just friendship, or something more?

Persuasion

Living with her snobby family on the brink of bankruptcy, Anne Elliot is an unconforming woman with modern sensibilities. When Frederick Wentworth - the dashing one she once sent away - crashes back into her life, Anne must choose between putting the past behind her or listening to her heart when it comes to second chances.

The Sisterhood of the Traveling Pants

Four best friends (Tibby, Lena, Carmen & Bridget) who buy a mysterious pair of pants that fits each of them, despite their differing sizes, and makes whoever wears them feel fabulous. When faced with the prospect of spending their first summer apart, the pals decide they'll swap the pants so that each girl in turn can enjoy the magic.

I Love You, Beth Cooper

A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.

The Kissing Booth 3

It’s the summer before Elle heads to college, and she has a secret decision to make. Elle has been accepted into Harvard, where boyfriend Noah is matriculating, and also Berkeley, where her BFF Lee is headed and has to decide if she should stay or not.

The DUFF

Bianca's universe turns upside down when she learns that her high school refers to her as a ‘DUFF' (Designated Ugly Fat Friend). Hoping to erase that label, she enlists the help of a charming jock and her favorite teacher. Together they'll face the school's mean girl and remind everyone that we are all someone's DUFF… and that's totally fine.

Letters to Juliet

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

Made of Honor

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

Lucas

A socially inept fourteen year old experiences heartbreak for the first time when his two best friends -- Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love -- fall for each other.

How to Deal

Halley is convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

Let It Snow

In a small town on Christmas Eve, a snowstorm brings together a group of young people. They soon find their friendships and love lives colliding, and come Christmas morning, nothing will be the same.

To All the Boys: P.S. I Still Love You

Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.

Trojan War

Brad is about to hook up with the girl of his dreams, but runs into a problem, no condom. So Brad sets out into the night to find one, running into many obstacles along the way, while not knowing his best friend, Leah is in love with him.

Get Over It

When Berke Landers, a popular high school basketball star, gets dumped by his life-long girlfriend, Allison, he soon begins to lose it. But with the help of his best friend Felix's sister Kelly, he follows his ex into the school's spring musical. Thus ensues a love triangle loosely based upon Shakespeare's "A Midsummer Night's Dream", where Berke is only to find himself getting over Allison and beginning to fall for Kelly.

The Perfect Date

No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.

Crush

When an aspiring young artist is forced to join her high school track team, she uses it as an opportunity to pursue the girl she's been harboring a long-time crush on. But she soon finds herself falling for an unexpected teammate and discovers what real love feels like.

Little Italy

Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

Young Hearts

Two young neighbors embark on a first love relationship in which they struggle to remain kids amid the complexities of modern adolescence.

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