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How to Style Flared Jeans

Posted: Jun 23 2022

How to Style Flared Jeans – they’re my favourite!

madewell flea market flares

Excited to share this post, and how to style flared jeans – which are my absolute fave!

Some interesting conversations took place after my recent post – specifically regarding the flared jeans.

Opinions ranged from “SO glad they’re back!”, to “I never got rid of my flares and never will!”, to “How does a woman with normal-length legs wear these jeans without looking like a clown?”.

I’m here to help!

As I mentioned, I have seen several reincarnations of the flared leg. And while my wardrobe certainly has its share of straight leg – and even skinny – jeans, there are always a good 2-3 pairs of flares in rotation. And being a “normal” sized woman I can tell you that they are THE most flattering cut you can wear. The trick is in the proportions – you want to balance things out so that you don’t look overwhelmed by your clothing.

Here are some tips for “wearing your flares” – and some pictures that illustrate their versatility (and overall grooviness):

  • If you’re a “beginner”, go with a modified cut – that is, a slim or straight thigh that flares out below the knee. It is easier to style jeans like this as the top half is closer to the jeans you already own.
  • The length of your top should hit no lower than your hips. A hip-length tee, tank or sweater, boho style peasant blouse or popover style work  best.
  • While there’s no question that flared jeans worn with heels will make your legs look miles-long, this is just not a practical option for some of us. Fear not – you CAN wear flats with your flares! Just be sure to get your jeans tailored so that they’re not dragging on the floor, or do a cute roll-up – and then feel free to break out your sneakers, Birks or sandals!

And here are some sweet looks to inspire you!

With the top tucked-in:


image credit: Kendi Every Day

glam radar high waisted flared jeans

image credit: Glam Radar

who what wear denim on denim

image credit: Who What Wear

Or worn out:


image credit: Pinterest


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