The Best Romcom Style Moments Of All Time, Enough To Make Your Heart Skip A Beat

Just because it's Valentine's weekend...

Rom-Com Fashion

by Shana Lynch |
Updated on

Whether you have plans or not this Valentine's Day (probably not, considering this is 2021) it is the perfect excuse for a romcom binge. Just think of it as festive, or something.

However, if you are someone who is vehemently anti-romcom (and we would understand why; they are ridiculous at best, problematic at worse, Sex and the City 2 at worst of all), or the pandemic means you're just not in the mood for love, there is something that might tempt you to watch: the outfits. Sure, the plots might be farfetched but the fashion delights served up in everything from Clueless to Gentlemen Prefer Blondes, When Harry Met Sally to Crazy Rich Asians are as good a reason as any to park your cynicism - and theonlyreason to watchSex and the City 2.

So, to make your heart soar and your viewing list sorted, here are some of the most stylish romcom moments of all time.

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Best Rom-Com Fashion - Grazia

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CREDIT: Funny Face, 1957

Funny Face

Never mind romcoms, Funny Face is one of the most stylish films in cinema history. Period. The combination of Audrey Hepburn and Edith Head - with a few Hubert de Givenchy gowns sprinkled in - is immaculate. This is fashion to fall in love with, over and over again.

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CREDIT: 13 Going On 30, 2004

13 Going On 30

A Versace dress + a hot pink Fendi Baguette = early-Noughties perfection.

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CREDIT: Roman Holiday, 1953

Roman Holiday

Swishy skirts. Crisp shirts. Gregory Peck. Audrey Hepburn is living the summer we all wish we could in Roman Holiday. Chic.

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CREDIT: Annie Hall, 1977

Annie Hall

Diane Keaton's androgynous style in Annie Hall, will make you fall out of love with fancy frills and pretty pastels not just immediately, but forever.

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CREDIT: Clueless, 1995

Clueless

The only thing that could, like, ever get us to go back to high school are the get-ups in 1995's Clueless.

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CREDIT: Clueless, 1995

Clueless

... And a special moment of appreciation for Dionne, please. Cher was right, we are jealous.

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CREDIT: Gentleman Prefer Blondes

Gentleman Prefer Blondes

Let's be frank, Marilyn Monroe and Jane Russell would look good in anything - but it's the pink dress Monroe wears for the rendition of Diamonds are a Girl's Best Friend that is truly iconic.

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CREDIT: Crazy Rich Asians, 2018

Crazy Rich Asians

Did you know that this sky blue dress Constance Wu wears in Crazy Rich Asians, originally designed by Marchesa in 2016, is now housed in the Smithsonian's National Museum of American history - along with Judy Garland's ruby slippers?

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CREDIT: Pretty Woman, 1990

Pretty Woman

Have to be honest, the plot has not dated well. What continues to endure from Pretty Woman, however, are all of Julia Roberts' looks. It was a toss-up between this polka dot dress and the thigh-high boots.

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CREDIT: Maid in Manhattan, 2002

Maid in Manhattan

JLO's blush pink dress is the stuff romcom dreams are made of.

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CREDIT: Legally Blonde, 2001

Legally Blonde

Hot pink worked for Marilyn and it works for Reese Witherspoon's Elle Woods in Legally Blonde as well.

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CREDIT: How To Lose A Guy In 10 Days, 2003

How To Lose A Guy In 10 Days

This dress should be dubbed the 'How to Win a Guy in 10 Seconds' number.

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CREDIT: Notting Hill, 1999

Notting Hill

'I'm just a girl, standing in front of a boy, asking him to love me'. Cue: sobs. We are just standing in front of Julia Roberts' jacket, asking it to love us.

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CREDIT: Notting Hill, 1999

Notting Hill

A 'charming' romcom moment that would just be infuriating IRL. But still... Nobody, nobody, apart from Julia Roberts could look this good after having orange juice spilled down them.

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CREDIT: Pretty In Pink, 1986

Pretty In Pink

If you haven't seen this "Brat Pack" movie, what are you waiting for?

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CREDIT: Sex And The City 2, 2010

Sex And The City 2

The film was, to borrow the words of Aleksandr Petrovsky's daughter and a line from the final season of the far superior TV show: "'ideous, just 'ideous". Carrie's sublime Vivienne Westwood wedding dress might have been doomed - but it was by far the best thing in the movie.

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CREDIT: Working Girl, 1988

Working Girl

Melanie Griffith's take on power dressing is worth a revisit when we eventually return to work.

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CREDIT: When Harry Met Sally, 1989

When Harry Met Sally

Written by Nora Ephron, When Harry Met Sally might just be the perfect rom-com. The story of a slowburn love between friends, we still think of Meg Ryan's fall bowler hat and tailoring often. We'll have what she's having.

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CREDIT: Never Been Kissed, 1999

Never Been Kissed

Going back to school undercover is problematic. A teach/'pupil' relationship is problematic. But Drew Barrymore's white feathers do, inexplicably, feel like an A+ idea.

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CREDIT: Emma, 2020

Emma

Before apps, there was Jane Austen's Emma Woodhouse working her magic. The costumes from the 2020 film version, starring Anya Taylor Joy, are a sheer delight - perfect for those looking to take cottagecore to the next level. And did you know, Clueless is based on Emma?

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CREDIT: Romeo + Juliet, 1996

Romeo + Juliet

Ok, there's not a whole lot of 'com' in this 'rom' but there is never not a good reason to look at Leo and his excellent Hawaiian shirt collection for Baz Luhrmann's Romeo + Juliet. Forever swoon.

READ MORE: 24 Of The Most Fashionable Film Costumes Of All Time, From Queen & Slim To Little Women

READ MORE: 22 Of The Best Chick Flicks To Stream On Netflix This Galentine's Day

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