How To Wear Flared Jeans in the 2020s

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Get the 90s Flares Look

Last Updated on April 12, 2020

We’re about to start a brand new decade, but we can’t help but reminisce about the past. And the glorious fashion it brought with it…

Whether you’re still obsessed with That 70s Show – i.e. the birthplace of Mila Kunis and Ashton Kutcher’s seemingly everlasting love – or just adore a leg-elongating trouser a’ la every off-duty catwalk model, you’ll be pleased to know that it’s still acceptable to wear flared jeans as we head into the 2020s. Just look at Victoria Beckham if you don’t believe us.

Flares, palazzo pants and anything else in the non-skinny-jeans category still get our hearts racing, and luckily there are many ways to style them up and down.

Here are just a few ways to wear flared jeans…

With a waist defining belt

Oversized, high waisted flared jeans have made a comeback, and they will instantly make your waist look miniscule in comparison.

  • Thick belts are better if you have a longer torso, as it will give the illusion of a more proportioned top half. A thin belt, on the other hand, would be perfect for the more petite fashionista.
  • This trick works just as well for someone with a tiny waist who wants to accentuate their smallest feature, and also for someone who otherwise wouldn’t usually draw attention to their waist, but wants to do so because of the figure flattering silhouette. Win, win!

Read: 90s Jeans Really Were the Fabric of Our Lives

With a casual tee

Channel Donna Pinciotti and go for a full 70s aesthetic by wearing your flared jeans with a casual tee.

  • Slogan and printed tees are still one of the hottest trends of the moment, so this would be a great way to modernise your look while paying homage to decades past.
  • Or, take advantage of the 70s and 90s throwbacks and go vintage!
  • Add an oversized coat – perhaps a teddybear coat? – for the chillier months and you’re good to go!

Sunshine T Shirt 

Check out: Can You Remember all These Tank Tops?

With an oversized jumper

Another easy way to add dimension to your silhouette is to tuck an oversized jumper into your flared jeans.

  • Have the best of both worlds and tuck one side in, while leaving the other side untucked.
  • Finish off with your favourite designer belt to round off this highly en-vogue look.
  • Bonus points for choosing a jumper in a bright or bold hue.

With sky high stiletto boots

Remember one of the biggest 90s footwear trends was the pointed stiletto boot? Well the good news is that you can double up on the 90s nostalgia because they go perfectly with flared jeans.

  • Sky high shoes paired with flares are a sneaky way for the vertically challenged among us (hi!) to get some added height without people knowing our secret.
  • Tailor them just right so they touch the floor exactly – no one wants to trip over. And at the same time, no one wants their flared jeans to double up as ankle swingers, either.  

Ankle Boots Pointy Toe Slender High Heels 

Shoes to wear with flared jeans?

Here are my favourites …

Platforms: Great for summer festivals and parties

Wedges: Ideal for evenings with friends for casual drinks

High Heel boots: A night out, out with the girls

Read: 90s Women, Now and Then

With a leather jacket

Toughen up your flared jeans by pairing them with a fierce leather jacket.

  • 90s leather jackets meant coloured leather jackets. Who else has a vivid recollection of wearing a purple leather jacket and thinking they were as cool as that up-and-coming model called Kate Moss?
  • It’s your decision whether you go full on 90s, or whether you want to add a touch of 2020 to the sartorial proceedings by opting for a new-season piece. Flared jeans are versatile and hard-working enough to accommodate any style choice.

Read: 90s Jackets: When Outwear was “Out There”

Red Leather Jacket

With the basics

You might feel a little bit exposed and intimidated going for flared jeans when the rest of your friends are wearing skinny jeans and leggings, so we won’t blame you for wanting to start small.

  • Let the flared jeans do all the talking, and tone down the rest of your outfit to accommodate.
  • A simple black vest top (in the spring or summer), or a crisp white shirt (virtually all year round!) paired with some understated accessories are all you need to make a statement.

Black Vest Top

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