The Best Way to Wear Skinny Jeans This Season

It's true, there's no wrong way to wear skinny jeans. But judging by the streets of New York, London, and Milan, there is one way our favourite trendsetters are wearing their favourite pairs. We've spotted women dressed in all sorts of denim—distressed, un-hemmed, and different hues—but they're all pairing their jeans of choice with ladylike heels.

The contrast of ultra-feminine shoes and more casual (yet still super-flattering) skinny jeans makes for a refreshing blend you could easily wear day or night. Styled with a casual tee, it's the ideal look for brunch, while pairing your skinnies with a silky tank works for evening drinks. And once the temperatures start to fall, add a stylish jacket to the mix and you're good to go. Whatever your occasion for breaking out the look, just know it's the coolest way to wear your skinny jeans this season. 

Read on to see how stylish women are pulling off this season's It look, then shop skinnies and try the style out yourself.

Sarah Harris street style skinny jeans and button down.


Timur Emek/Getty Images

Minimalist metallic sandals add an extra oomph to skinny jeans and a striped button-down.

Street style skinny jeans, leopard coate, crystal manolo blahnik heels


Collage Vintage

Ultra-feminine kitten heels are balanced out by a slightly slouchy pair of skinny jeans.

Aimee Song wearing chanel mules and skinny jeans


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Elegant Chanel mules feel less precious when styled with distressed skinny jeans and a fringed top.

Miroslava Duma street style wearing skinny jeans and heels


Collage Vintage

Add a pop of colour to a monochromatic look by opting for an eye-catching pair of heels.

Street style unhemmed skinny jeans and heels


Collage Vintage

Even a small heel adds an elevated look to casual un-hemmed skinnies.

Sandals and skinny jeans street style


Collage Vintage

Swap sneakers for heeled sandals, and instantly take your denim from day to night.



Strappy sandals styled with dark jeans and a chic top make for the ultimate night-out look.

Subtle whiskering looks ultra flattering. 

Add oomph to black jeans with a colourful pair of heels.

These vintage jeans are a slightly relaxed take on skinnies that still look great on.

A cropped style pairs well with heels that feature ankle details.

Step hems feel fresh for autumn.

This high-waist detail looks cool with a tucked-in tee.

These stretchy skinny jeans look great and are super comfortable.

Want the perfect shoe to wear with your skinnies? Take a look at our gallery of the 17 best flat shoes

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