Look Posh in Classy Riding Boots Styled 3 Ways

Riding boots aren’t just for the horsey set. They’ve been a favorite of fashionistas for a few seasons now, and it doesn’t look like that’s about to change anytime soon. That’s because riding boots have a classic style and old-world charm and can make a casual, everyday outfit look posh.

If you are thinking about getting a pair of riding boots, or you are already a fan and would love a few fresh styling ideas, here are 3 classy ways to wear riding boots.

Black Riding Boots Taupe Satin Tunic


1.   Wear Riding Boots With Leggings

If there ever was a match made in heaven, it’s riding boots and leggings. They were made for each other. Form-fitting leggings tuck into riding boots with ease. You have a sleek, sophisticated, and classy look when you add an elegant tunic-length top like this metallic-finish tunic.

Make sure the riding boots you add to this outfit are in good condition and that they match the color of your leggings if you want a long, clean line that elongates your frame. Add a classic bag and upscale earrings, and you’re good to go.

Tan Riding BOots Burgundy Sweaterdress

2.   Try a Sweaterdress

If you don’t already have a sweaterdress, I seriously encourage you to think about adding one to your wardrobe. They can be dressed up or down easily, are warm and cozy when you add a pair of tights and are just as easy, if not easier, to wear than jeans and leggings.

Here I’ve dressed a lovely tie-sleeve burgundy sweaterdress in two-tone riding boots, a satchel bag, and rich, gold jewelry. You can just easily get a dressed-down look by swapping the necklace for a big, cozy plaid scarf.

Two-Toned Riding Boots Cream Turtleneck Sweater

3.   Jeans Work With Riding Boots

Jeans, an oversized sweater, and a classic riding boot are a great weekend look for running errands or grabbing a coffee with a friend. I recommend a skinny or straight jean, so it tucks neatly into your boot. (If you do have trouble with bunching, one great trick is first to tuck your jeans into your sock.)

I love how the mix of black and cognac on this pair of boots gives them a little more visual interest and styling versatility than plain black or plain brown. Accessorize with a matching bag (either black or cognac will be great) and a pair of earrings, and you’re done.

Do you wear riding boots? Have you always been a devotee? What’s your go-to way to wear them? I’d love to know.

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