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'Bridget Jones's Diary' (2001) -

Transported to early-2000s London, this movie is a laugh-out-loud funny flick about a woman determined to improve herself while she looks for love. 

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'Pretty Woman' (1990) -

Starring Julia Roberts and Richard Gere, 'Pretty Woman' will ignite your inner urge for a fashion makeover with its infinitely quotable scenes. 

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'Thelma and Louise' (1991) -

'Thelma and Louise' is probably the ultimate road-trip movie. The film follows best friends who go on the run from the police. Plus, it features a young Brad Pitt. 

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'Clueless' (1995) -

Alicia Silverstone became a pop culture icon thanks to 'Clueless,' a film about a rich high schooler navigating life with a killer closet. 

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'Pride & Prejudice' (2005) -

There have been many 'Pride & Prejudice' remakes over the years, but this one stands out thanks to the chemistry between Keira Knightley and Matthew Macfadyen. 

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'Death Becomes Her' (1992) -

Starring Hollywood icons Meryl Streep, Goldie Hawn, and Bruce Willis, 'Death Becomes Her' tells the story of a woman who discovers an immortality treatment so she can outdo her long-time rival.

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'Miss Congeniality' (2000) -

Sandra Bullock stars in this hilarious film about an FBI agent who goes undercover in a beauty pageant to prevent a group from bombing the event.

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'The Wedding Planner' (2001) -

Imagine a wedding planner who falls in love with the groom. Well, that's what happens in this flick, starring Jennifer Lopez and Matthew McConaughey. 

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'Legally Blonde' (2003) -

After being dumped by her boyfriend, Elle Woods decides to follow him to law school, where she also figures out that there is more to her than just looks. Also, bend and snap! 

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'Crossroads' (2002) -

Britney Spears' film 'Crossroads' is an endearing love letter to female friendship. Plus, this road-trip film also stars Zoe Saldana and Taryn Manning. 

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'Never Been Kissed' (1997) -

Starring Drew Barrymore, 'Never Been Kissed' is a fun, classic rom-com whose plot involves a teacher falling in love with a student, and fake identities. 

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'13 Going on 30' (2004) -

This iconic film stars Jennifer Garner as a girl who makes a wish on her 13th birthday, and then wakes up the next day as a 30-year-old woman.

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'The Notebook' (2004) -

If you want romance and steamy scenes, then 'The Notebook' is the perfect choice for you. You might even need some tissues for Allie and Noah's love story. 

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'Mean Girls' (2004) -

Have you ever been personally victimized by Regina George? Raise your hands if so, because this film is a must, and it will leave you quoting it word by word. 

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'The Princess Diaries' (2001) -

Nerdy and unpopular high school student Mia gets the biggest surprise of her life when she finds out that she's actually a princess. Imagine having Julie Andrews as a grandmother! 

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'How to Lose a Guy in 10 Days' (2003) -

Starring Kate Hudson and Matthew McConaughey, this flick is about a writer tasked with driving away a new flame in 10 days, and an ad exec determined to prove he can make any woman fall for him during the same timeframe. One can only imagine how that works out!

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'The Devil Wears Prada' (2006) -

Hollywood legend Meryl Streep has delivered many iconic roles, and Miranda Priestly in 'The Devil Wears Prada' is no different. She's one of the best evil bosses with a secret sensitive middle to ever grace the screen. 

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'My Best Friend's Wedding' (1997) -

A '90s classic, you'll see Julia Roberts in this film as a woman who realizes she loves her long-time friend, and sets out to get him days before the wedding. 

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'500 Days of Summer' (2009) -

After being dumped by the girl he believes to be his soulmate (played by Zooey Deschanel), Joseph Gordon-Levitt's Tom reflects on their relationship to try and figure out where things went wrong and how he can win her back.

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'He's Just Not That Into You' (2009) -

Set in Baltimore, this ensemble cast rom-com deals with the challenges of reading and misreading human behavior. The complexity of relationships is on full display. 

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'The Proposal' (2009) -

In 'The Proposal,' Sandra Bullock plays a workaholic boss who's facing deportation back to Canada, and Ryan Reynolds plays her long-suffering assistant. You can only imagine what happens next. 

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'When Harry Met Sally' (1989) -

In this rom-com classic, Harry and Sally meet after graduating college, then manage to reunite some time later and stay in each other's lives through thick and thin. But after years pass, they wonder if they can still remain as friends. 

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'Bridesmaids' (2011) -

'Bridesmaids' is the perfect film if you're looking for a laugh, or many. Kristen Wiig stars as Annie, a 30-something trying to balance her existential crisis with her role as a bridesmaid in her best friend's wedding. The problem is, she's a terrible bridesmaid. 

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'10 Things I Hate About You' (1999) -

A 1990s remake of Shakespeare's 'The Taming of the Shrew', this guy-makes-bet-to-date-girl flick is a must for any movie night. Oh, and we'll never forget the house party scene where Kat dances on the table. Epic!

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'Trainwreck' (2015) -

In this hilarious romantic comedy, Amy Schumer doesn't do monogamy, until she meets Bill Hader. The film was directed by Judd Apatow and written by Schumer herself. 

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'Love Actually' (2003) -

This British classic features an ensemble cast that delves into different aspects of love as shown through 10 separate stories. And even if it's set during Christmastime, it's worth a watch all year around. 

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'Booksmart' (2019) -

Who doesn't love a good coming-of-age film? 'Booksmart' follows two graduating high schoolers who set out to finally break the rules and party. It doesn't disappoint!

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'Crazy Rich Asians' (2018) -

'Crazy Rich Asians' is about a billionaire bachelor who falls in love with a New Yorker and whisks her away to meet his family in Singapore. On top of being funny and romantic, the film is a visual masterpiece as well. 

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'Titanic' (1997) -

From the iconic theme song by Celine Dion to the steamy car scene, 'Titanic' is a masterpiece. The only problem: we all know Jack could have fit on that wooden panel. 

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'The Sisterhood of the Traveling Pants' (2005) -

Truly a teen classic, 'The Sisterhood of the Traveling Pants' made every girl in the early 2000s pass around a pair of secondhand jeans with their friends. 

Sources: (Marie Claire) (Cosmopolitan)

See also: The absolute best films from the '90s

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