My version of a truly timeless shoe is the Ugg boot. As a millennial, I can say that I have lived through every era of the beloved, albeit controversial, boots. (Insert mental image of Y2K outfits here.)
I was a fan of the shoes as a preteen because they were on-trend, but as a fully fledged working adult, I appreciate both the comfort and the casual style so much more. They've become my go-to shoes simply because they are so easy to style with everything. And it seems I'm not the only one who thinks that, as endless Instagram Reels of people styling variations of Ugg boots have inundated my feed. This was all the convincing I needed to head over to Bloomingdale's for my next pair. The moment I cast my eyes on the patterned mini boots, I knew they were coming home with me! I'm also intrigued by the platform boots—a new style introduced last year. Below, take a look at all the pairs that caught my eye.
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Better Than Sneakers—the Shoe Trend Women in Their 40s Are Wearing With Jeans at the Cannes AirportThe best airport for style-watching.
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Sorry, Sandals—*This* Is the Shoe Trend Chic Girls in Their 20s Are Wearing With Dresses in 2026Let Olivia Rodrigo show you the way.
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J.Lo Just Wore the Rich Boot Color Trend That Makes Floral Dresses Look Stylish (Not Basic)Spotted in L.A.
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*Not* Sandals—the Anti-Spring Shoe Trend Every Chic Dresser in Milan Is Wearing With Light-Wash JeansUnexpected but practical.
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I Spent Months Hunting for the Best Black Ankle Boots—7 I'm Putting My Money BehindThese boots are meant for walking.
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There's One Shoe Style That Looks Best With Miniskirts, and I Have Visual ProofLook edgy with it.
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Margot Robbie Just Wore the Game-Day Outfit Every College Student LovesOf course, she looks chic.
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Not Sneakers, Not Flats—People With Good Style Are Wearing Skirts With This Unexpected Shoe Trend InsteadCool Gen Zers already know this one.
