What style of boot comes to mind when you hear the phrase, ‘knee high boot’? It it a sexy stiletto heel or suede and slouchy? There are so many options available in this length from classic riding boots to stunning heels and modern moto styles. You can wear them with skirts or over tights and pants, but don’t cover these boots up under long dresses or denim – show them off.

Brown Riding Boots

Krysten Ritter

Sam Edelman Penny

Actress Krysten Ritter looks adorable on the set of her television series, ‘Don’t Trust The B In Apartment 23′. We love her ultra wearable fall look complete with tights, a denim jacket and beautiful brown riding boots. To recreate her look, snag this similarly styled Sam Edelman pair. The knee high riding boot is available in three shades including black and olive. Just add a red lip and you’re good to go.

Polka Dot Rain Boots

Francesca Hull

Kate Spade Rainey

British blogger, socialite, heiress and reality t.v. star Francesca Hull rocks a laid back look to a London music festival. She shows that rain boots can be anything but boring with her two toned pair mixed with a biker jacket and feminine dress. If you’re going for a playful rain boot look, consider this polka dot boot from Kate Spade Shoes. The heeled rain boots are flirty and fun and you can snag them in two colors, teal (seen above) and red.

Rugged Riding Boots

Pippa Middleton

Steve Madden Lynxx

Style star and sister of the Duchess of Cambridge, Pippa Middleton is seen headed to work wearing riding boots, jeans and a blazer. There are many ways to wear riding boots, but we love the idea of pairing them with a blazer for a more polished look. Wear this rugged riding boot from Steve Madden Footwear  with a flirty dress for a girly, glam look or pair with printed skinnies for an on-trend style.

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