33 Street Style Outfits That Redefine Casual Cool

Any day can call for a style switch-up, and there's no greater fashion cue to take than street style outfit tips from these bloggers who have mastered “chill” sartorial elegance in unexpected ways. From sheer knitwear deftly worn with frayed jeans to so-perfect dresses effortlessly teamed with the new-season It boots, this is your guide to nailing off-duty dressing now.

Scroll through to unlock your new fashion direction and shop key pieces from each look!

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Style du Monde

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Style du Monde

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Sandra Semburg

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Sandra Semburg

It's good to have aspirations in life.

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Sandra Semburg

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Sandra Semburg

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Sandra Semburg

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Sandra Semburg

What to wear this weekend

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Style du Monde

Autumn comes early to your wardrobe with this chichi number.
What to wear this weekend

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Pandora Sykes

What to wear this weekend

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Vanessa Jackman

Chill down high-octane pieces with this sports-luxe cover-up.
What to wear this weekend

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Fashion Me Now

What to wear this weekend

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Symphony of Silk

Versatile and oh-so summery. You need this for sunny days. Fact.
What to wear this weekend

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Harper & Harley

What to wear this weekend

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Style du Monde

Perhaps the coolest dress to wear in fashion circles right now…
What to wear this weekend

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Style du Monde

What to wear this weekend

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Style du Monde

Practical? Check. Gucci? Gotcha. Perfect for every cold day? Yup. Sold!
What to wear this weekend

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Style du Monde

The next-level jeans that will take your style to fashion pro level.
What to wear this weekend

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Style du Monde

Playful but cool, this skirt can be worn with sneakers or stilettos.
What to wear this weekend

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We Wore What

What to wear this weekend

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Style du Monde

Mannish tailoring will add edge to pretty dresses, so get contrasting.
What to wear this weekend

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Style du Monde

A key piece for this season and the next buy from our favourite go-to brand.
What to wear this weekend

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Style du Monde

What to wear this weekend

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Five Five Fabulous

What to wear this weekend

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Gastro Chic

What to wear this weekend

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All the Pretty Birds

Buy this fashion fairy-tale bag and live happily ever after.
What to wear this weekend

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Pandora Sykes

What to wear this weekend

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Style du Monde

The new season is about more-is-more accessorising. Stockpile huge earrings now.
What to wear this weekend

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Gastro Chic

What to wear this weekend

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Harper & Harley

Autumn is coming! Do you have your cosy cover-up?
What to wear this weekend

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Style du Monde

The leather skirt to beat all leather skirts has landed.
What to wear this weekend

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Fashion Me Now

This purchase does not require an explanation. Buy in bulk now.
What to wear this weekend

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Style du Monde

The hot girl way to strut around? In '90s reflective sunnies, of course.

Which outfit idea do you feel most compelled to copy/paste into your wardrobe now?