It's 2022, and Riding Boots Are as Timely as Ever—Here Are 10 Outfits to Try (2024)

FAQs

Are riding boots still in style 2022? ›

They're tall, elegant, and sophisticated, and this season, they're back. The riding boots of 2022, though, are a bit more modern, and it's worth noting that if you actually plan on getting on a horse, there are other high-performance options to choose from.

The best part, of course, is, depending on your colorway, you can wear a pair of riding boots with jeans and sweaters, a blazer for a modern take on prep, or you can wear them with skirts or dresses. It's a versatile and worthwhile investment if you ask any fashionista.

Style Tip: Knee-high boots work flawlessly with a miniskirt. The turtleneck knit is also darling. Style Tip: Embrace the preppy vibes with a pleated skirt, sweater-vest, and those trusty knee-high boots. Style Tip: Bundle up in your favorite black coat, leggings, or skinny jeans, and classic knee-high boots.

Yes, classic knee-high boots are back, whether you prefer flat riding boots or '90s square-toe heels. Even knee-high moto boots are having a moment. The best way to wear them right now (so that you don't look too retro) is with skirts or dresses that hit above the knee rather than tucked in leggings or skinny jeans.

It'll largely depend on the finish of your shoes and your style. If you have a pair of classic riding boots in a leather finish, you can wear them with tights and a fit-and-flare dress. This outfit is a great go-to for transitional months when you want to wear a dress but don't want your legs to get cold.

Style your riding boots with skinny jeans, a wool coat, and a sweater over the shoulders. Sometimes, a one-piece outfit is the best way to give your riding boots some shine. I'm back with another trusty shorts-and-riding-boots combo—this time with the addition of a chic wool coat.

Footwear in black, beige, white, and gray should be a must-pack for your next trip since these colors can match everything you're bringing.

You can throw on brown boots with black pants and about any color top and look just fine. See the outfit below. I wore a green tunic with black leggings. Black boots would be perfectly fine, but the brown boots add interest and break up the look.

Dark brown boots work with bright colours and red dresses are their best friends. Dark brown boots pair well with blue jeans and shirts too, a great outfit for women and men. Different shades of green can also complement the overall look too.

How do you wear over-the-knee boots over 50? ›

“The best way to rock your over-the-knee boots at any age is to go for a flat to 2-inch heel height to ensure you look chicer or opt for a flat relaxed fit and chunky sole for a more casual style that'll give you both comfort and increased height, and because of their versatility, you can basically wear them anywhere, ...

More (coverage) is more when it comes to mastering the daring thigh-high, so consider layering the look with a blazer, a knit worn over the shoulders, or by adding a simple turtleneck underneath your dress. Heavy duty winter coats, capes and scarves are your best choice when it comes to styling thigh high-boots.

Knee high boots paired with dresses create the perfect fall outfits. You feel put stylish, put together and appropriate for the ups and downs of the weather.

One shoe trend in 2022 was evident in a range of styles: a caged heel here, a slip-on kitten heel there, a mule elsewhere. At shows like Bevza, Michael Kors and Proenza Schouler, it went without saying that the peep-toe is officially back.

More Quick Tips for Booties & Jeans

Wear taller boots over skinny jeans. With booties that are fitted to the calf, wear the boots under your jeans. This style of booties is perfect to wear under straight, tapered, and wide-leg jeans. Over the knee and knee-high boots always go over skinny jeans.

Honestly, the only trick to wearing tall boots with jeans: wear them with skinny jeans or jean leggings. That's it. Trust me, you may not feel comfortable wearing skinny jeans with any other type of shoe, but wear them with your tall boots.

Short boots, like ankle boots and Chelsea boots are perfect for wearing with dresses through every season, whether it be winter or summer. Ankle boots are perhaps the most popular style for wearing with dresses as their short silhouette will elongate the appearance of your leg.

Whether opting for a knee-length or ankle cut style, boots are an excellent way to style your maxi dress in colder seasons. Pair your maxi dress with tights and black or brown boots for a chic, fashionable look that will enhance your ensemble. In winter, black boots are an excellent choice for most maxi styles.

Can you wear boots with long dresses? ›

Wearing long dresses and boots

For a smarter look, go for a dress with a longer length, preferably down to your ankle, and wear either heeled ankle boots or knee-high boots. By layering delicate hemlines and ditsy floral prints you can create an easy and elegant look.

Straight-leg jeans are a favorite style for fall 2021 women's fashion trends, so it's no surprise they're a shoe-in to wear with ankle boots. The key to hacking how to wear ankle boots with straight-leg jeans is finding the right inseam. You might have guessed it, but ankle boots stop at, well, your ankles.

The only exception would be if you're at an outdoor festival and there's rain or mud. In that case, it's acceptable to tuck your jeans into your cowboy boots to keep your pants dry and clean. Women, though, can tuck their skinny jeans or leggings into their cowgirl boots for a fun country concert or festival look.

Long pants like jeans, breeches, or jodhpurs. (Shorts and inner leg pant seams can chafe.) Boots with a heel so your feet don't accidentally get caught in your stirrups during a fall. A fitted long or short sleeved shirt that won't get tangled in the horse's equipment.

If you like the classic look of the equestrian and want to borrow from it for your next holiday party, here is how to do it: start with a pair of fitted cream-colored pants to contrast your dark brown or black riding boots. Add a crisp, white button-up blouse and a navy blue or black tailored blazer.

Wear socks for the season. Choose a wool blend in the winter for added warmth and a thinner, light-weight sock in summer. Look for socks with added cushioning to reduce shock impact. A little extra padding will ensure maximum comfort during all your favorite equestrian activities.

Brown option

This color is the most popular choice, of course, right after black. We mentioned above that boots are a very versatile footwear when it comes to choosing styling. It is no different this time. The brown choice of this type of footwear, will work well with the same color in the rest of our look.

Since metallic goes with nothing, it goes with everything. That's the rule with metallic heels, which are a great staple to have in your closet because they'll go with almost any color or print.

What color pants goes best with brown boots? ›

As with suit pants, navy chinos work with any shade of brown shoe. Grey chinos look best with a lighter shade of brown, and the same rule applies for wearing black pants with brown shoes (yes, you can wear the two together!) For your classic khaki twill pants, think about a shade of chocolate brown or espresso.

Colours like burgundy, dark brown, dark green and, of course, black, will all work nicely. An exception to this rule is white minimalist sneakers, which will always perfectly complement slim-cut black jeans. Keep the style of shoe relatively smart too.

Match the color of your tights with the color of your boots. This mostly works with neutrals, such as brown tights with brown or taupe boots, black tights with black boots, and grey tights with grey boots.

Whether your jeans come in blue, black or white shades, the outfit with brown boots will look amazing and they will pop up. It's been long proven that the rule of not combining black and brown is outdated, so go for it and combine these two highly popular and modern colours.

Getting away with black pants and brown shoes boils down to one word: contrast. Your shoes should be noticeably lighter than your black (or really dark) pants. While black shoes and pants are a must for formal attire (think black tie events and business formal suits), brown shoes with black pants are fair game.

You could wear a pair of black dress boots with black slim-fit jeans, a tan T-shirt, and a distressed denim jacket for a more casual look. You could also dress up the look with some dark brown dress boots, medium wash slim-fit jeans, a brown knit long-sleeved shirt, and a camel longline coat.

Keep it Monochromatic

The easiest way to wear over-the-knee boots is by pairing them with skinny jeans or leggings. But do yourself a favor by keeping the ensemble monochromatic. Not only will you look classier, but you will look taller, too. Try wearing black-on-black for that leg-lengthening effect.

Straight leg jeans or pants. Knee high boots fit well over skinny jeans, but not so much over jeans or pants that don't hug your skin. You can try to wear your pants over your boots, but this often means seeing the line of the top of your boots through the material.

Yes, ankle boots are a stylish option to wear to a wedding with casual dresses and black dresses alike. Unlike knee-length boots or more heavy-duty snow boots, some ankle boots are formal enough for most ceremonies. If you're headed to a fall or spring wedding, a pair of Timberlands will keep your feet warm and dry.

Can boots be dressy? ›

Yes, you can wear boots to a semi formal event. Just make sure they are not too casual or too dressy. Casual attire looks great with boots of any style and silhouette, but formal attire adds a touch of modernity.

Long dresses (knee-length and loner) are generally not recommended for ankle boots, as they tend to shorten the leg. If you must wear a longer dress, consider wearing some opaque tights that match the color of your boot. The ideal combination is black boots and black tights. This will make your legs appear longer.

Cowboy Boots Are The Standout Footwear Trend Of 2022 | British Vogue.

A riding boot adds an effortless elegance to any look; they're preppy but no overly so, and bring a more put-together vibe to your ensemble.

If you want to wear riding boots in a way that is both ultra-fashionable and effortlessly casual at the same time, here's how to perfect the look: start with a comfy pair of skinny jeans. The color could be dark wash, brown, gray, black, or regular blue jeans, depending on what the rest of the outfit will look like.

In 2022, celebrities and fashion influencers have certainly found better ways to wear their skinny jeans. See below for a few of our favorite inspiring looks. The iconic French Girl style is always sought after, but what people often overlook is the way they style their skinny jeans.

Yes, boot cut jeans are back, but don't be afraid. Worn in a 1970s-style, in a dark wash, these can be the most flattering of all... When opting for a minimal look, wearing staples with a twist, like these barrel leg jeans from Totême, can really elevate the outfit.

With heeled boots wear tailored dresses for a more elegant look. With tan boots wear linen midi dresses for a trendy summer look. With combat boots wear short tea-dresses and floral dresses for an in-style look. With chunky boots wear floral mini dresses for a cool '90s grunge look.

How Are Riding Boots Different From Fashion Boots? To begin with, riding boots are special in the structure of the heel. Riding boot heels should be shaped properly and offer support. Fashion boots may have a little heel or a large heel, neither of which is going to be appropriate for getting up on horseback.

Leggings and riding boots are a match made in sartorial heaven, so it makes perfect sense that pairing them with an oversize sweater creates an effortless go-to 'fit for when you're in a rush.

How do you wear jeans with riding boots? ›

The jeans you wear need to hug your leg in order to fit beneath your riding boots without bunching up. For this reason, skinny jeans are the best option. If you do not have skinny jeans, you can fold another pair of jeans into your riding boots. Select the snuggest pair of jeans your own to accomplish this.