23 Ankle Boots to Wear Now and Keep Forever
No matter the time of the year, ankle boots are a seasonless staple that belong in every fashion girl's wardrobe. If you're anything like us, you probably live in your ankle boots year-round. While we fully support updating your boot selection each season with fresh brands and on-trend styles, today we're focusing on options you can wear year after year—and season after season.
We're sharing the ankle boot styles that will remain relevant and stylish for seasons to come. Think sleek black ankle boots or Western versions and pairs with animal prints like leopard and snakeskin. Side note: Leopard also chalks up as a neutral in our book, so the print lends a versatile feature when planning your ankle boot outfits. Are you ready for ankle boots you can wear now and forever? Shop our favorite timeless ankle boot styles below.
Next, the 13 pieces our editor is wearing on repeat right now.
This post was published at an earlier date and has been updated.
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Here's the Comfy Yet Incredibly Chic Boot Style Fashion People Are Already Wearing on RepeatThese make any outfit look more expensive.
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Forget What You've Heard—Ankle Boots Are Still In, and This Expensive-Looking (But Just $50) Pair Is ProofGrab them before they're gone.
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This "Ugly" Shoe Trend Is Officially Back From 2016—But This Time, It's BetterSpotted in London and NYC.
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This Is the 2025 Way to Wear the Ankle Boot Trend Everyone Bought 4 Years AgoPSA: Don't toss them yet!
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Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
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Just a Reminder: *This* Is the Best Pant Style to Wear With Every Type of BootThey're model-off-duty approved.
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Not Skinny, Not Wide-Leg—J.Lo Just Wore Ankle Boots With 2025's Most-Wanted Pant TrendCopy this fall outfit ASAP.
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New Yorkers Will Wear This Celeb-Concocted Ankle-Boot Outfit for the Next 3 MonthsSydney Sweeney just modeled it for us.

