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

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Style du Monde

Autumn comes early to your wardrobe with this chichi number.

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Pandora Sykes

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Vanessa Jackman

Chill down high-octane pieces with this sports-luxe cover-up.

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Fashion Me Now

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Symphony of Silk

Versatile and oh-so summery. You need this for sunny days. Fact.

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Harper & Harley

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Style du Monde

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

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Style du Monde

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Style du Monde

Practical? Check. Gucci? Gotcha. Perfect for every cold day? Yup. Sold!

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Style du Monde

The next-level jeans that will take your style to fashion pro level.

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Style du Monde

Playful but cool, this skirt can be worn with sneakers or stilettos.

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We Wore What

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Style du Monde

Mannish tailoring will add edge to pretty dresses, so get contrasting.

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Style du Monde

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

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Style du Monde

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Five Five Fabulous

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Gastro Chic

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All the Pretty Birds

Buy this fashion fairy-tale bag and live happily ever after.

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Pandora Sykes

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Style du Monde

The new season is about more-is-more accessorising. Stockpile huge earrings now.

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Gastro Chic

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Harper & Harley

Autumn is coming! Do you have your cosy cover-up?

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Style du Monde

The leather skirt to beat all leather skirts has landed.

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Fashion Me Now

This purchase does not require an explanation. Buy in bulk now.

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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?