Boot-Cut Jeans Are Unexpectedly Timeless - How To Style Them For Fall 2023

You can never own too many jeans. Denim jeans are an essential in the modern woman's wardrobe as they are versatile and easy to style. With many fit and style options, the possibilities are endless. As some styles seem to consistently fade in and out of the fashion scene, others remain on our radar. With many of us attempting to invest in pieces that will remain in style throughout the years, there is no better time than now to reevaluate timeless denim styles. When it comes to jeans, boot-cut denim is the lasting look we all need in our wardrobe.

Boot-cut jeans are defined by fitted thighs and a very subtle, tapered flare beginning at the knees. The denim style has been worn for generations, with both Cindy Crawford rocking the look in the 90s and her supermodel daughter Kaia Gerber styling a similar pair more than 20 years later. Always flattering and never disappointing, boot-cut jeans are the timeless denim style on our fall wishlist.

The dark side

Black denim is a style that is timeless in itself. When a black wash is used on a great pair of bootcut jeans, the ultimate power duo is formed. The style is great for classier looks. We love a pair of black boot-cut jeans styled with black loafers, a black sweater vest, and a leather handbag.

With a cottagecore-inspired top

If you are a fan of the cottagecore aesthetic, try pairing a white feminine blouse with your boot-cut jeans. This denim style in a light wash is great for casual cottagecore-inspired fall outfits. The hem of the denim makes a perfect base for feminine heels and the wash pairs well with a picnic basket-style handbag.

Just the basics

Sticking with the basics doesn't have to be boring. Dressing for comfort with basic pieces is nothing new and can still be stylish. Try styling your boot-cut jeans with a basic white T-shirt and black flats. This look is not only comfortable but can easily be dressed up or down with accessories throughout the day as conditions change.

Tuck in your button-up

According to the highly-coveted YouTube fashion channel What to Wear, "Any shirt tucked-in can look far more flattering with a bootcut jean than a skinny jean." A button-down is the ultimate fall transition piece, but you can also layer it on colder days with a blazer or biker jacket.

Fall florals

Feminine florals don't have to leave your wardrobe as summer ends. Instead, simply change the way you style them. Try a floral top with a pair of boot-cut denim. In early fall, short sleeves may be most comfortable, whereas on chillier days a long-sleeved floral piece is best. Pair with other feminine accessories such as heels, hoops, and a floral handbag for a colorful, bohemian fall look.

Business casual with a blazer

If you are looking to style boot-cut jeans for the office, consider creating a business casual outfit with a blazer. A simple T-shirt under the blazer will suffice. This look is comfortable and can easily be dressed up or down. We love the look accessorized with heeled boots, a scarf, and a pair of cat-eye sunglasses.

With boots, of course

Of course, the classic way to style boot-cut jeans is with a pair of heeled boots. Whereas skinny and straight-leg denim can bunch over or into your boots, creating a frumpy look, boot-cut jeans flare slightly over the boots making your outfit look sleek. Depending on the style of boot you choose, the entire look can change as well. Some people may choose cowgirl boots for a Western look, whereas others may choose leather boots for a classy Parisian look.