Black Mid-Calf Boots with Bomber Jacket Smart Casual Chill Weather Outfits

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White Cropped Top Black Print Wool Bomber Jacket Black Leather Skinny Jeans Black Leather Mid-Calf Boots

This combination of a bomber jacket and black leather skinny jeans provides comfort and functionality and helps you keep it low-key yet contemporary. For footwear, you could go down the classic route with a pair of black mid-calf boots.

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White Beanie Red Sunglasses Black Long Sleeve T-shirt Black Leather Bomber Jacket Black Leather Crossbody Bag Grey Skinny Jeans Black Leather Mid-Calf Boots

Opt for a bomber jacket and grey skinny jeans if you seek to look laid-back and cool without exerting much effort. Complement this look with black mid-calf boots to easily dial up the glam factor of this look.