Best movies like I Feel Pretty

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13 Going on 30 (2004)

Plot Summary:

After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. With a little magic, her wish is granted, but it turns out that being thirty isn't as always as awesome as she thought it would be!.

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Can You Keep a Secret? (2019)

Plot Summary:

Emma Corrigan, a girl with a few secrets on a turbulent plane ride, thinks she’s about to die, Emma spills them all to the handsome stranger sitting next to her. At least, she thought he was a stranger. But then, her company’s young and elusive CEO, arrives at the office. It’s him. And he knows every single humiliating detail about Emma.

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When in Rome (2010)

Plot Summary:

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.

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Bride Wars (2009)

Plot Summary:

Two best friends become rivals when their respective weddings are accidentally booked for the same day.

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The Other Woman (2014)

Plot Summary:

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

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I Don't Know How She Does It (2011)

Plot Summary:

A comedy centered on the life of Kate Reddy, a finance executive who is the breadwinner for her husband and two kids.

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How to Be Single (2016)

Plot Summary:

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

Similar in 76%

Confessions of a Shopaholic (2009)

Plot Summary:

In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping-a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door-until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.

Similar in 85%

Never Been Kissed (1999)

Plot Summary:

Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

Similar in 89%

Clueless (1995)

Plot Summary:

Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

Similar in 84%

The House Bunny (2008)

Plot Summary:

Shelley is living a carefree life until a rival gets her tossed out of the Playboy Mansion. With nowhere to go, fate delivers her to the sorority girls from Zeta Alpha Zeta. Unless they can sign a new pledge class, the seven socially clueless women will lose their house to the scheming girls of Phi Iota Mu. In order to accomplish their goal, they need Shelley to teach them the ways of makeup and men; at the same time, Shelley needs some of what the Zetas have - a sense of individuality. The combination leads all the girls to learn how to stop pretending and start being themselves.

Similar in 77%

Legally Blonde (2001)

Plot Summary:

Elle Woods has it all. She's the president of her sorority, a Hawaiian Tropic girl, Miss June in her campus calendar, and, above all, a natural blonde. She dates the cutest fraternity boy on campus and wants nothing more than to be Mrs. Warner Huntington III. But, there's just one thing stopping Warner from popping the question: Elle is too blonde.

Similar in 76%

Valentine's Day (2010)

Plot Summary:

More than a dozen Angelenos navigate Valentine's Day from early morning until midnight. Three couples awake together, but each relationship will sputter; are any worth saving? A grade-school boy wants flowers for his first true love; two high school seniors plan first-time sex at noon; a TV sports reporter gets the assignment to find romance in LA; a star quarterback contemplates his future; two strangers meet on a plane; grandparents, together for years, face a crisis; and, an "I Hate Valentine's Day" dinner beckons the lonely and the lied to. Can Cupid finish his work by midnight?.

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What's Your Number? (2011)

Plot Summary:

Ally Darling (Anna Faris) 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.

Similar in 80%

Failure to Launch (2006)

Plot Summary:

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

Similar in 77%

27 Dresses (2008)

Plot Summary:

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

Similar in 82%

Two Weeks Notice (2002)

Plot Summary:

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

Similar in 79%

How to Lose a Guy in 10 Days (2003)

Plot Summary:

An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe Neuwirth), loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry (Matthew McConaughey), who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.

Similar in 78%

Hitch (2005)

Plot Summary:

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.