What Dress to Wear with Leggings and Ankle Boots?

Christy Turlington at a bracelet launch in ankle boots and leggings

Photo: Andy Kropa/Getty Images Entertainment/Getty Images

Leggings and ankle boots can create a cool, practical look for casual days out or a feisty, edgy outfit for the party scene. Depending on what you are doing and where you are going, there is a dress perfect for your ankle boots and leggings. The process of selecting a dress to wear with ankle boots is based purely on creating a contrasting or complementary look. You can rock a floral dress with some edgy cowboy boots and create a contrast. You can also wear your favorite little black dress with some sleek little black ankle boots for a complementary fashionable finish. The idea is to pick a dress that suits your boots and helps to enhance them.

Jumper Dress

A jumper dress makes a good way to create a more casual and relaxed look with your ankle boots and leggings. Its ideal for flat ankle boots or ankle boots with a shorter heel. A cute jumper dress is very comfortable and will work nicely with plain black or dark-colored leggings for a day out with friends, a trip to the mall or a casual lunch.

Baby Doll Dress

Baby doll dresses are typically cute but can be vamped up a notch with a high-heeled pair of ankle boots. Baby doll dresses cinch your waist and create a very feminine silhouette, which will be complemented by a high pair of ankle boots. Baby doll dresses paired with leggings will give you a hint of eighties retro too. Go for bright colors when working this youthful look that is ideal for parties.

Body Con Dress

If you are after something a little more grown up and vampish, go for the ultra-sleek body con dress. These dresses are skin tight and so are suited to slim body types. They are also well suited to killer stilleto ankle boots and leather, a wet look or sequinned leggings. The body con dress is ideal for creating a glamorous look for a bar or birthday party.

Mini Dress

A cute mini dress will bring your look spiraling into the swinging sixties. Go for the style that is shapeless but has a thigh-skimmingly high hemline. That shape of dress takes the attention off of itself and reflects it onto the ankle boots and leggings. This will work well with a chic pair of ankle boots or a quirky pair. With a plain mini dress you will be able to wear brightly colored or even patterned leggings.

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