Ankle Boots with Casual Dress Smart Casual Chill Weather Outfits In Their 30s

Favorite

Unfavorite

Black Suede Biker Jacket Black Floral Casual Dress Brown Leather Crossbody Bag Beige Suede Ankle Boots

This combo of a casual dress and a black suede biker jacket is incredibly chic and yet it's casual enough and apt for anything. Take a dressier approach with footwear and complete this look with ankle boots.

Favorite

Unfavorite

Black Leather Biker Jacket Black Leather Ankle Boots Black Leather Crossbody Bag Black Wool Hat Black Plaid Casual Dress Black Tights

Why not opt for a casual dress and a black leather biker jacket? Both items are totally comfy and look cool matched together. A pair of ankle boots effortlessly ups the glamour factor of this look.

Favorite

Unfavorite

Black Leather Biker Jacket Black Leather Crossbody Bag Black Leather Ankle Boots Grey Plaid Casual Dress Black Wool Hat

A casual dress looks so casual and cool when married with a black leather biker jacket. For shoes, you can follow the classic route with ankle boots.

Favorite

Unfavorite

Black Leather Biker Jacket Black Leather Belt Burgundy Casual Dress Black Suede Tote Bag Black Suede Ankle Boots Black Wool Hat

Go for a casual dress and a black leather biker jacket for a modern twist on day-to-day wear. To introduce a bit of depth to your getup, add a pair of ankle boots to the equation.

Favorite

Unfavorite

Black Coat Burgundy Geometric Casual Dress Black Leather Crossbody Bag Black Leather Ankle Boots Black Wool Hat

No matter where you find yourself over the course of the day, you'll be stylishly ready in this casual combo of a casual dress and a black coat. Finishing with ankle boots is an effective way to inject a hint of elegance into your ensemble.