Dresses can (and should) be worn year round. And even though not all dresses can make the seasonal transition, many can. There are so many fantastic options (leggings, tights and boots) to pair with dresses that can extend them well into Fall and winter. Even without the addition of warmer accessories, many cocktail dresses make a nearly seamless transition from warm to cool.
One of the benefits of living in a city with four seasons is the fun you can have mixing up your wardrobe. Just don’t feel like you have to hide behind big, bulky clothes throughout the winter (even in Chicago). You can still be stylish and sleek in a dress … at least beneath your winter coat.
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