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What to wear with riding boots in the winter

Now that the colder weather is very definitely here, many women are turning to riding boots as they are smart and stylish as well as practical. Of course, this does raise the question of what sort of clothes team up best with this very classic type of footwear. Here are five looks which are ideal what to wear with riding boots.

(Skinny) jeans

Riding boots were designed to be worn with riding breeches or jodhpurs and their nearest fashion equivalent is a pair of skinny jeans. If skinnies aren’t your scene, riding boots can also look good with straight or bootcut jeans. It’s best to avoid wide jeans, these may look great with cowboy boots but can be a bit much with slimmer, simpler riding boots. For a smart-casual look, try adding a tailored blazer or smart trench. Remember Kate Middleton in riding boots, skinnies a blazer and a polka-dot top? If you’re after an edgier look, riding boots look great with leather jackets.

What to wear with riding boots

Short skirts or dresses with tights and leggings

Just because it’s getting colder, you don’t have to stop wearing shorter dresses, you just need to make sure to partner them with some thick tights or leggings, partly for style and partly for warmth. Short skirts and long boots can be a challenge to pull off, even with tights or leggings and getting it wrong can mean an outfit looking either overly provocative or overly chunky. Riding boots hit the sweet spot in the middle. This means that they are usually acceptable for the office.

Long skirts or dresses

The key word here is long. Skirts that just cover the top of your boot are usually best avoided. As you walk the boot will rub against the skirt and even if that doesn’t actually irritate you, it just doesn’t look good. Another great point about riding boots is that they look good with skirts in all kinds of shapes. Simple, flowing skirts can be worn with just about any kind of footwear, but if your taste is for tighter skirts, such as pencils, you’re best with a slim boot otherwise the boot can overwhelm the skirt.

Statement pieces

This comes down to a matter of taste and judgement, but the simplicity of riding boots means that they can set off a bold, statement piece, whether that’s a bold animal print, a thick, chunky knit or an OTT fun fur coat. It’s not necessarily a look for every day but for a day you’re looking to be noticed, it can be a real winner.

Embrace the equestrian look

It’s a bit ironic that riding boots have become so strongly associated with urban style because they have their roots in a very rural world. Take them back to where they started with country colours, greens, browns and tweeds. Accessories are key to this look. Brown leather gloves will keep you looking like a girl who loves the country, while making sure you stay in tune with urban style. A woolen hat and chunky woolen scarf will both help to keep the cold out and will be in keeping with country style, while adding city chic.

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About Stacey Rider

I'm Stacey and I love horse riding and just about anything to do with horses. When I'm not at the stables I also enjoy travel and spending time with my husband and two amazing children. I hope you enjoy reading my posts and reviews of all the riding boots for women on my blog. Please feel free to contact me if you have any questions about anything you see on the site. xx

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