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How fashionable women dress up for Halloween

Wondering what to wear on Halloween without losing your fashion cool? Try these big-screen-inspired outfits on for size


MIA WALLACE, Pulp Fiction

As one of Quentin Tarantino’s most infamous characters, a Mia Wallace costume boasts serious cool-girl cache. The ideal costume for revelers heading straight out from the office, the base of this look is a chic, white shirt-and-tailored-pants combination – after hours, get creative with some red lip gloss to give it a suitably dystopian spin. Hitting the party with a partner in crime? A slouchy black suit will transform your date into Vincent Vega for the ultimate couple’s costume – we’ll leave recreating that iconic dance scene up to you.

A black-wigged Uma Thurman redefined the Hollywood bombshell with her performance as Mia Wallace in Pulp Fiction
Kate Hudson as “band aid” Penny Lane in Almost Famous, 2000

PENNY LANE, Almost Famous

It’s official, ’70s style is having a major fashion moment. What better excuse to take one of this season’s sumptuous shearling coats out for the evening than by embracing your inner Penny Lane, played to perfection by Kate Hudson. Almost Famous is a love letter to the bohemian ’70s music scene, so let the iconic rock’n’roll soundtrack set the tone for your look. Channel your inner rock star with round-frame tinted sunglasses, a lace camisole and as many chunky silver rings as you can wear without sustaining a wrist injury. Air-guitar optional.

School uniform never looked chicer – Leighton Meester as high-school queen bee Blair Waldorf in Gossip Girl


Hello party goers, Gossip Girl here. There’s nothing more terrifying than Blair Waldorf’s sharp tongue and conniving schemes, so get ready to scare while channeling the scandalous lives of Manhattan’s elite. Conjure Upper-East-Side chic while imitating Blair’s ultra-preppy look with an embellished headband, high-shine patent pumps and layers of pearls. Just add a glossy blow-dry and lashings of lip gloss for the type of Constance-Billard-School-for-Girls polish that Blair herself would approve of.

The Men in Black franchise got a suitably 2019 update with the genius casting of Tessa Thompson in this year’s reboot

TESSA THOMPSON, Men in Black: International

Think you’ve got what it takes to become the Men in Black’s latest recruit? Since seeing Tessa Thompson step into the role we’ve impatiently been waiting all year long to unleash our inner Agent M. Luckily, MIB Special Services attire is the chicest civil-service uniform we’ve ever seen. A fitted white shirt and sharp black suiting will ensure you’re ready to conquer the party and the universe. When it comes to accessories, dark shades are essential, of course, but leave your memory eraser at home – this is a look you won’t want anyone to forget.

Christina Ricci took on the role of Wednesday Addams in The Addams Family when she was 11 years old


Fear not, die-hard Wednesday (or even just monochrome) fans: everyone’s favorite girl-goth is still in fashion. Chances are you already have a little black dress and white shirt in your wardrobe, though we award extra points for a pointed collar and ’60s silhouette. Make sure your plaits are on point and your sarcasm is set to stun.

The Royal Tenenbaums charts the loves and losses of Margot Tenenbaum (second from left, played by Gwyneth Paltrow) and her eccentric parents and siblings

MARGOT TENENBAUM, The Royal Tenenbaums

Pretty much every Wes Anderson character deserves an homage at Halloween, but Margot is the ultimate muse. The blunt bob, the kohl-rimmed eyes, the hair slide placed just so (very Simone Rocha), the oversized (faux) fur coat… It’s impossible not to make the character connection, but chic enough that you won’t get stared at on the subway. The bonus? If you get bored at the party, it’ll just look as though you’re really embracing the role.


Who wouldn’t want to recreate cinema’s most landmark ‘show-him-what-he’s-missing’ moment? When Sandy struts out onto that field, in that catsuit, it’s pure taking-the-power-back magic. Start with fall’s ’80s-inspired bodysuits and hoop earrings, add the season’s comeback kid – a pair of leather pants – and dig out your trusty biker jacket. But don’t forget the beauty: you’re going to need a bold red lip, lashings of kohl and a lot of hairspray. If you’re a beauty-school dropout, try this smoky eye tutorial.

Olivia Newton-John and John Travolta starred as high-school sweethearts Sandy and Danny in Grease – and a cult music and fashion moment was born
Alicia Silverstone (right) and Stacey Dash as BFFs Cher and Dionne in Clueless


We’ve been planning this look ever since Donatella unleashed her high-fashion interpretation of Cher’s iconic look on Versace’s FW18 catwalk. The plaid miniskirt and jacket is all done for you. Just add knee-high stockings and a fluffy pen, and play Rollin’ with My Homies on repeat.

Salma Hayek earned an Oscar nomination for her lead role in 2002 biopic Frida


Spare a thought for the world’s most legendary monobrow, attempted time and again by everyone from Beyoncé to Helena Bonham Carter but never really done justice. Make sure you do it properly (invest in a good brow gel and pencil) and pair it with a bold patterned dress, gold earrings and red hair accessories. There really is an art to dressing up.

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