What Clothing Goes Well With Over the Knee Boots?

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Designed in the 15th century as a men's riding boot, the over-the-knee boot has evolved into a popular footwear choice among women. They can be worn all year, but are mostly seen during fall and winter. The styles are many -- leg-fitting, slouchy, stiletto, flat, chunky heel -- and can all be worn with a few standard pieces.

Skinny Jeans

To spruce up an ordinary pair of skinny jeans, slide into some over-the-knee boots. Flat or low chunky heel boots give off a rider equestrian vibe, while stiletto or wedge over-the-knee boots make the look more edgy. If you want a similar look but a lighter and more comfortable feel, go with leggings instead of skinny jeans.

Miniskirts, Max Appeal

Pairing your thigh-high boots with a short skirt shows just a peek of skin between the top of the boot and the skirt hemline for sexy appeal. If you're on the conservative side, wear stockings or tights underneath your skirt for a more refined look.

Year-Round Shorts

Long gone are the days where shorts are strictly for summer and spring. With over-the-knee boots, you can wear shorts year round. For a night on the town, dress up leather or tweed shorts with leg-fitting thigh highs. Make it conservative by layering with tights and a blazer. Or go for a rugged hobo-chic look on a lazy Saturday in frayed denim shorts and slouchy suede over-the-knees.

For Dressier Occasions

Switch out the classic pumps for a pair of over-the-knee boots to up your dress' style factor. Over-the-knees go well with just about any kind of dress -- cocktail, sweater, skater, sheath and even a below-the-knee length if it has a front thigh-high split. Depending on the style of boot, you can transform the simplest dress into a party frock or a chic and sophisticated statement.