15 Epic '90s Rom-Coms That Have Turned into Modern Classics

Alaisha Key | Feb 8, 2017 Movies


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Admit it: Just about every woman (and a few fellas out there, too!) love a good romantic comedy to snuggle up with every once in a while. But the only thing better than watching a new romantic flick is re-watching a classic that gives you all the feels.

Remember those relationships that made you cry, then laugh, and ultimately believe in love again? It's sad, but true. Well, get ready for a walk down memory lane. We've rounded up some of our favorite '90s rom-coms that have turned into the ultimate modern classics.

  • You've Got Mail

    1

    You've Got Mail showed audiences the OG way to meet online (before the widespread use of dating sites). This Nora Ephron film tells the story of two business rivals, Sam (Tom Hanks) and Kathleen (Meg Ryan), and their journey from dislike to falling deeply in love with the aid of a series of instant messages. And together in person, this duo lights up the screen. Just check out this clip, and fall in love with them all over again.

  • Titanic

    2

    Jack (Leonardo DiCaprio) and Rose (Kate Winslet) are without a doubt one of the most epic couples of the era -- if not of all time! Despite the issue of status and wealth, these two find love aboard a ship that's destined for disaster. Even though the pair's romance is doomed in the end, this love story is one that you'll watch again and again. 

  • Ever After

    3

    Everyone loves a Cinderella story, but Ever After is one of the most notable renditions to hit the big screen. Drew Barrymore and Dougray Scott stole many hearts as Danielle and Prince Henry. And the scene here pretty much sums up why audiences love these two so much.

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  • Notting Hill

    4

    Can a regular guy have a shot with a world-famous actress? The answer is yes. In Notting Hill, a regular Joe named William (Hugh Grant) meets starlet Anna (Julia Roberts) and they form a friendship that leads to something more. They have their share of trials, but at the end of the day they prove that we're all just people essentially asking to be loved. 

  • 10 Thing I Hate About You

    5

    There's no mentioning of epic '90s rom-com couples without 10 Things I Hate About You's Bianca (Julia Stiles) and Patrick (Heath Ledger). Even though Patrick was initially paid to take her out by a jock wanting to date her sister, these two undoubtedly fall for each other. Really, who could resist Ledger's serenade in front of the school? Talk about a grand gesture! And don't pretend that you aren't humming the soundtrack's "Can't Take My Eyes Off You" right now.  

  • Before Sunrise

    6

    Talk about carpe diem! Celine (Julie Delpy) and Jesse (Ethan Hawke) seize the night in Vienna after finding each other on a European train. The course of their relationship only takes place during one night, but this pair shows us that sometimes you just have to live in the moment.

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  • Ghost

    7

    Can love transcend death? Well, in Ghost, Sam (Patrick Swayze) spends his afterlife trying to protect the the love of his life, Molly (Demi Moore), from meeting the same fate. With the help of a psychic played by Whoopi Goldberg, this couple proves that love never dies.

  • Sleepless in Seattle

    8

    Lightning does strike twice! Tom Hanks and Meg Ryan were a lovable duo before You've Got Mail -- they starred together earlier in Sleepless in Seattle as Sam and Annie. With the aid of a radio talk show, Sam's son, and a little bit of fate, Sam and Annie finally meet. And the chemistry is unbelievable. They show that sometimes you do have to take a chance on love.

  • Never Been Kissed

    9

    Yes, the '90s had its fair share of high school rom-coms -- but Never Been Kissed had a fresh take, starring '90s fave (and current fave!) Drew Barrymore as Josie, an aspiring journalist who goes undercover as a high school student for a scoop. Of course, she ends up falling for her teacher, which opens up another can of worms. Ultimately, the former geek does get the guy -- and the spotlight -- in this swoon-worthy ending scene. 

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  • Pretty Woman

    10

    Pretty Woman is certainly flawed in many ways -- as it's the '90s staple about a businessman who hires an escort to accompany him to a few events -- but not putting this on our list would be a "big mistake ... huge." At first glance, Edward (Richard Gere) and Vivian (Julia Roberts) are the most unlikely pair. But as the old saying goes: You can't judge a book by its cover -- or a relationship by a pair's bank accounts -- or a person by anything but what's inside. 

  • The Bodyguard

    11

    There's nothing more epic than a love that can never be. Whitney Houston and Kevin Costner represent the essence of unrequited love as pop diva Rachel and her bodyguard Frank in The Bodyguard.

    After all, who better to fall for than someone who would literally take a bullet for you? Let's also not forget that ending good-bye kiss accompanied by soundtrack's definitive song, "I Will Always Love You," which became a lovers' anthem -- and still is today. 

  • Shakespeare in Love

    12

    Forbidden fruit supposedly tastes the sweetest. And the love affair between Viola (Gwyneth Paltrow) and William Shakespeare (Joseph Fiennes) in Shakespeare in Love is pure movie magic. Viola and Will risk everything -- their status, their reputations, and even the Bard's career -- for love. Unfortunately, love doesn't conquer all, but we love watching their drama unfold!  

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  • She's All That

    13

    The age-old tale of the jock and the nerd got turned on its side in She's All That, as Zack (Freddie Prince Jr.) takes on a bet to turn the unpopular Laney (Rachael Leigh Cook) into prom queen. And what really made this teen couple a classic -- aside from undeniable on-screen chemistry between the two actors -- was the story of these characters finding real love (even if it's in high school) in the unlikeliest of places. 

  • The Best Man

    14

    The sequel to this '90s movie recently made top dollar at the box office, and it's no wonder. The Best Man featured some of the realest trials and tribulations that a group of college friends could face as they come together for a wedding. But one of the most relatable couples, Robyn (Sanaa Lathan) and Harper (Taye Diggs), stole the show -- especially (spoilers!) with Harper finally getting his act together for an epic proposal at the end. Let's also not forget that this is one of the earlier films with Lathan and Diggs before they became household names. 

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  • Clueless

    15

    As if Clueless couple Cher (Alicia Silverstone) and Josh (Paul Rudd) could be left off this list. This Emma parody is known for it OMG-worthy look at the social climate of a bunch of 90210 teens. But in the midst of the clique that was totally buggin', this relationship was the real deal. After all, what girl doesn't want a college guy who can see past the BS labels of high school? As if!

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