Cindy Crawford
Read up on the best outfits and looks from Cindy Crawford, compiled and curated by the editors at Who What Wear.
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Not Blue Jeans—The Chicest Over-50s Are Elevating Blouses With This Non-Boring Denim TrendAn instant upgrade.
By Natalie Munro
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Not Gen Z, Not Millennials—6 Elegant Summer Trends That Look Chicest on Over 50sSo tasteful.
By Ava Gilchrist
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I'm a Fashion Editor Born in 1999—These '90s Fashion Trends Get My ApprovalBaby, one more time.
By Ava Gilchrist
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Almost 4 Decades Later, And These Iconic '90s Makeup Looks Are Making a ComebackFrom frosted lips to ultra-thin brows.
By Brittany Davy
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Everyone Knows ’90s Jeans Are the Best Jeans—5 Trends To Wear for Spring 2026So chic.
By Ava Gilchrist
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This Timeless Over-50s Jeans Outfit Has Even Our Gen Z Editors TalkingEndlessly stylish.
By Ava Gilchrist
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Call It Anti-Bride, But a Short Dress Is the Chicest Wedding Fashion Trend of 2026Short and sweet.
By Ava Gilchrist
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Sorry, Not Sorry—These Iconic ‘90s Outfits Prove Winter Dressing Was So Much Chicer Back ThenTotally timeless.
By Ava Gilchrist
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Kaia Gerber Just Wore Every Fashion Person's Favourite "Almost Flat" Shoes in ParisThey're so comfy.
By Natalie Munro
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Cindy Crawford and Kaia Gerber Just Wore the Ageless Dress That Everyone Looks Good InA true wardrobe hero.
By Natalie Munro
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The Classic Flat-Shoe Trend Every Stylish Celeb Wears at the AirportReady for security.
By Jennifer Camp Forbes
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These Cindy Crawford Throwback Photos Are Giving Me So Much Outfit InspirationThe original street style star.
By Zoe Anastasiou
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The 17 Best Celebrity Halloween Costumes of ALL TimeFrom Iggy Azalea’s high-fashion Cruella de Vil to Heidi Klum’s show-stopping Cleopatra, we revisit our favourite looks from years past.
By Jessica Baker
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Whatever the Trend, Cindy Crawford Did It First and Did It BetterMaybe we'll book that blow-dry after all.
By Emma Spedding
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10 Times Cindy Crawford Gave the Best Life AdviceThese quotes are priceless.
By Elinor Block
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Cindy Crawford Still Uses This Old-School Trick to Pose in a BikiniWe're taking notes.
By Michelle Scanga