Ankle boots with straight-leg and skinny jeans
Tuck slim denim into sleek booties or cuff straight-leg jeans to show the shaft. Aim for a 1–2 cm gap between hem and boot for a clean break.
Ankle boots with dresses and skirts
Pair block-heel booties with midi dresses for balance. For minis, choose a slightly higher shaft to elongate the leg. Add sheer tights for fall and winter.
Work-ready ankle boot outfits
- Tailored pants: Pointed or almond-toe booties with ankle-length trousers and a blazer.
- Office dresses: Sleek leather booties with a knit midi dress and structured bag.
- Smart casual: Chelsea booties with dark denim, a button-down, and trench.
Color and material picks
Black leather for polish, suede taupe for casual, and chocolate brown for versatility. Mix textures—wool coats, denim, and leather—for depth.
Quick fit tips
- Use thin socks with close-fitting booties; thicker socks for chunkier pairs.
- Check ankle opening—snug for skirts/dresses, slightly wider for denim.
- Swap insoles for extra cushioning on long days.
Explore more looks
See ankle boots styled with jeans, dresses, and work outfits in our Ankle Boots & Booties collection.