Black Ankle Boots Smart Casual Chill Weather Outfits

Favorite

Unfavorite

White Crew-neck T-shirt Black Studded Leather Biker Jacket Black Leather Belt Black Skinny Pants Black Leather Ankle Boots

Go for a black studded leather biker jacket and black skinny pants to display your styling smarts. Take an otherwise mostly casual ensemble down a more sophisticated path with a pair of black ankle boots.

Favorite

Unfavorite

Black Sunglasses Black Crew-neck Sweater Black Coat Black Leather Tote Bag Blue Embellished Jeans Black Elastic Ankle Boots

Opt for a black coat and blue embellished jeans for an effortless kind of polish. Serve a little outfit-mixing magic by finishing off with a pair of black ankle boots.

Favorite

Unfavorite

Camel Leopard Coat Black Knit Tunic Black Leggings Black Leather Tote Bag Black Leather Ankle Boots

Pair a camel leopard coat with black leggings to prove you've got serious sartorial prowess. Tone down the casualness of your ensemble by finishing with a pair of black ankle boots.

Favorite

Unfavorite

Black V-neck T-shirt Dark Purple Coat Black Skinny Pants Black Leather Tote Bag Black Studded Leather Ankle Boots

For a glam-meets-casual outfit, try pairing a dark purple coat with black skinny pants — these two items play pretty good together. Our favorite of a multitude of ways to complete this ensemble is with a pair of black ankle boots.

Favorite

Unfavorite

White Horizontal Striped Crew-neck T-shirt Grey Fur Jacket Black Leather Belt Charcoal Skinny Jeans Black Quilted Leather Tote Bag Black Leather Ankle Boots Black Sunglasses

A grey fur jacket and charcoal skinny jeans are the kind of a winning casual look that you need when you have zero time to dress up. When in doubt about the footwear, go with a pair of black ankle boots.