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If you’re a daring trendsetter who is looking to bring your footwear to new heights, the season’s latest trend of over-the-knee boots just may help to revitalize your cold weather sartorial statements. While classic snow boots are always a practical choice for the snowy days of winter, there’s nothing quite like a pair of tall boots to offer the illusion of endless stems. Here are our five favourite picks to add to your stylish shoe collection this season.

1) Nina Kenlyn Over the Knee Boots, $83: If you’re heading out for a glamorous Friday night on the town, your footwear looks should channel elegance and subtle sex appeal. We are loving the stiletto heels, pointy toes and black stone embellished accents which bring these vampy faux suede boots to life.

2) Chinese Laundry Riley 50/50 Over-the-Knee Stretch Boots, $148: For a neutral boot which will flatter everything from leggings to a sheath dress, turn to the look of timeless black leather. These simple over-the-knee boots feature a round toe, edgy stretchy Lycra panels and a slight heel.

3) Børn ‘Selyse’ Over the Knee Boot, $192: These versatile Italian leather boots feature hand-sewn detail, and are a wearable choice with their traditional tan colour and inner velveteen lining. Whether you’re venturing into the great outdoors in skinny black trousers or patterned leggings, these sturdy boots just may complete your look with their chunky low heels and buckled detail.

4) Ivanka Trump ‘Livi’ Faux Suede Over the Knee Boot, $200: If you’re craving a pop of colour, try swapping your usual black boots for a hint of subtle dark blue. These faux suede boots by Ivanka Trump make a splash with their rich navy colour and side zippers, while the modest one inch heels create a ladylike look.

5) Jessica Simpson Ebby Over-the-Knee Boots, $224: For a contrasting effect against your skinny dark trousers and little black dress, try a pair of structured boots in a light neutral hue. With their pale taupe colour and sultry block heels, these suede boots just may wrap up your street style in true fashionista form.