Yes, you can wear riding boots with tights. In fact, you should when the weather starts to dip. The extra leather around your calves will give you some serious warmth that ankle-high boots fall short of. And a pair of riding boots is the perfect addition to a casual fall day look.
Riding boots and sweater dresses are a match made in autumn heaven. Put on your tights, of course, and a chunky knit sweater dress. Be cozy and chic. For something a little more office appropriate, try a lightweight sweater dress and add some waist definition with a belt.
There's something about a mixture of masculine and feminine, hard and soft that always keeps things interesting. Pair a flowing chiffon dress with your tights and boots. Layer a few long chain necklaces over the dress. Put on a little fitted blazer or jacket and then throw on your favorite scarf.
Don't be afraid to show a little thigh when you're wearing tights with riding boots. A miniskirt or dress is a great balance for the bottom half of your legs being all covered up. Put on a high-waisted black, fitted miniskirt with a silk button-up shirt and you're good to go.
Layer It Up
One ultra chic look is based on layering. If you get it right, you'll earn a star on your closet door. Pair a simple tunic T-shirt dress with your boots and tights. Next, throw on a fitted, long cardigan. Button up the middle two buttons and add a distressed brown leather belt for waist definition. Accessorize to your heart's content. A few extra baubles are warranted with such a simple getup.