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Movies Like Awfully Pretty
Find movies like Awfully Pretty using TMDB similarity plus Movie Rankings community context. Our top current pick is Play It Again, Sam. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Play It Again, Sam
1972
A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.

Emma.
2020
In 1800s England, a well-meaning but selfish young woman meddles in the love lives of her friends.

The Age of Innocence
1993
In 19th century New York high society, a young lawyer falls in love with a woman separated from her husband, while he is engaged to the woman's cousin.

How to Lose a Guy in 10 Days
2003
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

Carrie Pilby
2017
Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.

The Adjustment Bureau
2011
A man glimpses the future Fate has planned for him – and chooses to fight for his own destiny. Battling the powerful Adjustment Bureau across, under and through the streets of New York, he risks his destined greatness to be with the only woman he's ever loved.

Royal Matchmaker
2018
A struggling NYC matchmaker is hired by a king to find his son a suitable wife in time for a national celebration. As the clock ticks towards her deadline, the matchmaker finds him the perfect wife -- only to realize that she’s fallen in love with him!

Freaky Friday
2003
Mother and daughter bicker over everything -- what Anna wears, whom she likes and what she wants to do when she's older. In turn, Anna detests Tess's fiancé. When a magical fortune cookie switches their personalities, they each get a peek at how the other person feels, thinks and lives.

The Children Act
2018
In the midst of a marital crisis, a High Court judge must decide if she should order a life-saving blood transfusion for a teen with cancer despite his family's refusal to accept medical treatment for religious reasons.

The Secret of My Success
1987
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York, but once in New York, he learns that jobs - and girls - are hard to get. When Brantley visits his uncle, Howard Prescott, who runs a multi-million-dollar company, he is given a job in the company's mail room.

Love, Guaranteed
2020
A lawyer takes on a new client that wants to sue a dating website because it guarantees love.

How High
2001
Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until their supply of supernatural smoke runs dry. That's when they have to start living by their wits and rely on their natural resources to make the grade.

Splitsville
2025
After Ashley asks for a divorce, good-natured Carey runs to his friends, Julie and Paul, for support. He’s shocked to discover that the secret to their happiness is an open marriage, that is until Carey crosses the line and throws all of their relationships into chaos.

Something Borrowed
2011
Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

Alexander and the Terrible, Horrible, No Good, Very Bad Day
2014
Alexander's day begins with gum stuck in his hair, followed by more calamities. Though he finds little sympathy from his family and begins to wonder if bad things only happen to him, his mom, dad, brother, and sister all find themselves living through their own terrible, horrible, no good, very bad day.

Midnight Masquerade
2014
Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.

A Wish Come True
2015
On the night of her 30th birthday, Lindsay Corwin, an unlucky environmentalist with a string of bad relationships, decides to make the ultimate wish: for all of her birthday wishes to come true. When her nearly three decades of wishes, including everything from losing weight to meeting Mr. Right, start magically coming true all at once, Lindsay is awestruck—until she realizes the life, and the man, she’s always wished for might not be the one she really wants.

Mr. & Mrs. Smith
1941
Happily married for three years, Ann and David Smith live in New York. One morning Ann asks David if he had to do it over again, would he marry her? To her shock, he answers, "No". Later that day, they separately discover that, due to a legal complication, they are not legally married.
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