The One Boot Style To Never Wear With Leggings


We’ve officially entered boot season, and fresh trends abound, from bold colors (stark white and red) to fun silhouettes (cowboy and slouchy styles). We plan to give them all a try, but when it comes to teaming them with one of our fall wardrobe go-tos—leggings—things get a bit tricky. Especially one particular style that happens to be huge this season: sock boots. Womp, womp. The combination of stretch on stretch makes for an unflattering and awkward fit on most body types—it’s a no-go in our book. The good news? Tons of other boots look great with leggings, from over-the-knee to combat. Ahead, shop our edit, starting at just $60. As for your sock boots, go ahead and reserve them for denim, dresses and skirts instead.

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Best Boots With Leggings

Ankle Boots



Lada Suede Lace-Up Boots


By Far Shoes

Rag & Bone Ellis Patent Leather Ankle Boot


Neiman Marcus

Rhea Boots


Dolce Vita

Via Spiga Soho Boot



Sophie Knee-High Suede Boots


Wanya Lace Up Ankle Boot


Marc Fisher

The Rugged Bootie


Stuart Weitzman

Buscemi Site Leather Lace-Up Hiking Boot


Neiman Marcus

Lyndy Slouch Boot


Jessica Simpson

Senita Over The Knee Boot


Jeffrey Campbell

Gianvito Rossi Laura Leather Knee-High Boots


Saks Fifth Avenue

Alyssa Patent Boots


Kenneth Cole

Palms Boot


Brother Vellies

Lulu Boot Nero


Gray Matters

Over The Knee Heel Boots



Kitten Heel Over The Knee Boot


And Other Stories

Matilda Over-The-Knee Leather Boots


Gabriela Hearst