Shop every look (and my favorite styles) right here on my LTK. From suede to snake print, kitten heels to combat soles, winter 2025 is all about choosing a pair of ankle boots that fits your mood and signature style. Here’s how to wear them this season… From Office to Après-Ski Suede + leather is this winter's power combo. Mix tailored pieces with a cozy winter-inspired knit. Polished meets sporty - the perfect “straight to cocktails after work” vibe. Ladylike Old Money Embossed textures are having a moment. Snake and croc finishes take a simple boot and make it lux. Style with a pencil skirt, long gloves, and a red lip for a glamorous, grown-up winter look. Countryside Prep Chukka-style boots in rich suede feel preppy and practical. Pair them with winter whites, an oxford, a barn jacket, and a cheeky peek of a patterned sock - classic with a twist. Edgy Cool (But Still Soft) Combat boots aren’t going anywhere. Winterize them with opaque tights, chunky socks, a wrap coat, and shearling accessories. It’s comfort, texture, and attitude in one. City Chic A sleek kitten-heel boot instantly elevates denim and a leather jacket. It’s low-effort polish for those days you want something cool but not complicated. The best ankle boots work with your wardrobe...jeans, midi skirts, trousers, knits, you name it. Statement or subtle, they anchor every winter outfit from the ankle up. 😉 You know the City Chic would be my top style choice but I am actually liking the ladylike Old Money vibe! Which one is your favorite? Lili Personal Stylist SF→NYC LTKHoliday LTKSeasonal LTKWorkwear