How to style bootcut jeans: 7 outfit ideas to update your denim collection

You may not have thought about how to style bootcut jeans since they were last popular in the '90s, but they're well and truly back. Having had a fashion makeover, it's all about styling bootcut jeans in a directional way to look like a trend-setter rather than a fashion-throwback.

Bootcut jeans began their style reign back with cowboys and ranchers where the slight flare at the bottom of the jeans ensured they worked well with cowboy boots. Last popular in the '90s, the sudden burst of Y2K nostalgia that swept through recent seasons, has brought bootcut back to the fore, and they're a great option if you're looking for the best jeans for your body type.

"The boot cut has patiently been waiting in the wings for the skinny to move over!" says denim stylist Sam Remer, who offers a Virtual Jeans Fitting Service on ilovejeans.com.

"It's definitely time for this universal style to be brought out again. It seems whenever the flare or wide-leg jean is on trend, the bootcut is a diluted favourite that becomes the go-to shape. Gen Z's love of all things '90s and can’t get enough of the bootcut shape either with a high-rise waist or a low rise.”

Slightly tapered in the thigh area and wider from the knee to the hem, creating a small flare, it’s no surprise that these jeans have had a comeback – they’re an excellent choice for those seeking slimming jeans that balance style and comfort. But it's learning how to style jeans with this silhouette that will take your look from the '90s into 2024.

Sam Remer

Sam Remer is a Personal Denim Stylist & Shopper. Founder of the denim blog ilovejeans.com. She has found 1000’s of women great fitting jeans focusing on their body shape, size and budget. Offering online /in-store shopping sessions. Sam’s styling experience spans over 3 decades, choosing solving denim dilemma’s for all women to be her super power.

How to style bootcut jeans: 7 bootcut jean outfit ideas

When searching for jeans, bootcut style often emerge as a versatile choice.

“Bootcut jeans are brilliant for most body shapes, as they balance out a curvy hip, bigger booty, elongate a petite frame and give shape to a lean figure,” says Sam.

A good all-rounder jean, they also work for many different occasions from dressed down walks in the park to drinks in the pub, looking especially polished with the addition of a heel.

While the low-rise waist is back on the catwalk, thankfully most modern-day bootcut jeans come with an easier-to-wear mid or high-rise waist. That's not all that's changed since their '90s inception. Silhouettes are slightly slimmer and lengths range from cool cropped kick-flares to longer, puddle-length jeans. Although all reference '90s fashion trends at their core.

When it comes to how to style bootcut jeans, remember that balance is key. As with any flared jeans, a slightly fitted top that highlights your torso will beautifully offset the wider leg opening, creating a flattering and stylish silhouette.

If you’ve not pulled on a pair of bootcut jeans since Jennifer Aniston had the 'Rachel cut', here are 7 outfit ideas to ensure you look contemporary.

1. How to style bootcut jeans with a blazer

“Bootcuts are a universal style and can be dressed up with a blazer or worn more casually with a leather jacket,” says Sam.

If you're asking, 'can jeans be business casual?', the answer is yes, especially with the right styling. A slightly fitted blazer works best as it emphasises the waist and keeps the overall look neat, however, a cropped jacket can create a more modern and playful silhouette, especially when paired with a higher-waisted pair of bootcut jeans.

For a smart casual vibe, try bootcut jeans with a blazer and heels - it's a great look, especially with longer jeans. Want to dress it up? Go for a pretty blouse or shirt. Feeling more casual? A simple tee or jumper works perfectly too!

2. How to style bootcut jeans with a jumper

Ditch the chunky knits when it comes to how to style bootcut jeans and instead embrace a cropped, boxy or slim-fitting sweater to usher in the new season. It’s also a good idea to choose the more modern high-waisted bootcut jean and leave the low-waisted variety for warmer months. If your jumper is too long, do a French tuck or tie a belt around it, so you have more of a waist.

When it comes to choosing the best bootcut jeans contrast your denim against a brightly coloured knit but don't just stick to blue bootcut jeans. Primary shades mixed with cream or white jeans make for a modern take on the jean and sweater look and can be worn all year round – just switch your heavier jumper for a skinnier cotton knit come from spring through to autumn.

Don’t dismiss cardigans either. Layered over t-shirts or buttoned up, they work really well through those transitional months.

While comfortable trainers will give this look a more casual vibe, if you opt for the longer-length bootcut jeans, try a platform boot or shoe to make the look feel dressier. Pop a shirt or pussybow blouse under your best wool jumper and you've got a look suitable for less corporate workplaces as well.

3. How to style bootcut jeans with a shirt

When pairing a blouse or shirt with bootcut jeans, consider the same principles as how to style wide leg jeans. Tucking in your top creates midriff definition and balances your silhouette. If tucking isn't your preference, opt for a boxy style shirt that hits at or just below your hips. This approach ensures you maintain a flattering shape without overwhelming your figure.

When considering how to style bootcut jeans, don't shy away from pairing them with a denim shirt for a chic double denim look.

“As a denim stylist I’m an advocate for double denim and styling a long denim skirt or pair of bootcut jeans with a denim shirt tucked in or a cropped denim jacket,” advises Sam.

The key to mastering this look is to choose pieces in similar shades for a cohesive appearance. Aim for Cowboy Carter elegance rather than a costume-like cowboy ensemble!

4. How to style bootcut jeans with boots

These are the jeans that were literally made for boots (clue: it’s in the name!). Debuting in 1969 from Wrangler, their subtle flare at the hem quickly won over cowboys and rodeo riders for both practicality and comfort. The design allows boots to fit smoothly underneath, creating a seamless look from hip to heel.

So, we know they go with boots, but what style works best? Bootcut jeans are the perfect length for ankle boots, deliberately designed to show off the ankle boot and elongate your silhouette. Having a slight heel also works well, especially if you’ve gone for the longer-length floor skimming bootcut to give you those legs that go on for days.

Pointed boots are also enjoying a revival and it’s very chic to wear your bootcut jeans with a slight toe pointing out. Model Bella Hadid is a master of this style. The pointed toe creates a sleek line that visually extends the leg, while it also balances out the slight flare, creating a contemporary edge to the classic style.

5. How to style bootcut jeans with a winter coat

When it comes to how to style bootcut jeans with coats, the answer is all about balance and proportion. Since bootcut jeans have a wider leg opening, you'll want to choose coats that complement that silhouette without overwhelming it.

The good news though is that most coats look great with this style. Cropped jackets, bombers and hip-length styles that hit above or at your hips work well to create a balanced look. They draw attention to your waist and prevent your figure from looking swallowed up in fabric.

“If you’re following the trend for voluminous jeans then counterbalance what you put on the bottom with a tighter top, shirt or jacket,” says Sam.

However, long coats also work well, just opt for styles with some structure and avoid anything too boxy or oversized. A classic Burberry trench coat or a belted wool style work particularly well with the bootcut style as they help to create a flattering silhouette and prevent the coat from overwhelming your frame.

6. How to style bootcut jeans for petites

When it comes to styling bootcut jeans for petite proportions, Sam says it’s all about getting the right leg length and rise.

“The inseam or leg length is important to get right when you are 5'2" and under,” she says. “Look for denim brands and retailers that offer a selection of leg lengths. Abercrombie & Fitch, Hollister, M&S and River Island are good for offering different leg lengths.”

She continues: “Another thing to look at is the height of the front rise, make sure it’s just an inch under or on your belly button to look in proportion.”

All the same rules apply for petite figures in that it’s best to team bootcut legs with less volume on the top.

Sam also recommends a heel, as this will have the illusion of making you look immediately taller.

“Where possible, wear higher-heeled boots or shoes to elongate your petite frame,” she advises. "If the bootcut fits fabulously but is too long, get them professionally shortened, otherwise, you'll be tripping over your hem!"

7. How to style bootcut jeans for plus size

Sam believes the most important element of bootcut jeans for plus size figures is the fabric.

“Check the label to see exactly what the jean is made from,” she says. “Plus size women should look at the fabric content and the amount of stretch and recovery a jean has specifically for comfort and wear and tear of the garment.”

She advises that while polyester will give the jean the ability to snap back into shape, also look out for lycra, spandex or elastane, which will help your jeans fit you better and give more comfort, making them the best choice for curvy women.

“The higher the percentage, the stretchier the jean will feel on,” she says.

Proportion still plays an important roll here and you'll want to highlight your waist if you're looking to create an hourglass silhouette, so tucking or half-tucking tops into high-rise jeans is a great idea. Stretchier denim will also help to eliminate waist gap at the back of your jeans.

How to choose a pair of bootcut jeans

There are several different styles of bootcut jeans to choose from - cropped regular, mid-rise, high-rise, and low-rise. Although there aren't huge differences between each type, it is worth knowing which cut will work best for you.

If you are petite, a pair of cropped bootleg jeans will be your best bet. The shorter leg length will mean that they flare at just the right place - if you opt for a pair that is too long, you are likely to lose the bootleg silhouette.

When it comes to the rise you choose, this is entirely down to personal preference and what will work best with the tops in your wardrobe. High-rise will suit those who like high waisted fits, or often wear shorter tops but don't want any skin on show.

Low-rise styles are less restrictive but offer less coverage around the stomach, so will work well for those who tend to wear longer tops or don't want to be held in too much around the waist. Mid-rise jeans usually cut just below the belly button and offer the best of both worlds, so are the most universally appealing style.

Getting the right leg length is definitely the most important thing when it comes to bootcut jeans, so prioritise finding a pair that has the right inseam if you want to get the full effect of the silhouette.

FAQs

What is the difference between bootcut jeans and flared jeans?

Although bootcut jeans and flared jeans may seem similar, they are actually very different styles. Both are tight around the thighs, but the difference is in where and how they widen.

Flared jeans tend to have a more dramatic cut and begin to widen significantly from the knee, whilst bootcut jeans have a more subtle flare beginning at the knee that only kicks out properly from the mid-calf and below.

Are bootcut jeans back in style?

Lesley Torson, founder of Trilogy, believes that the bootcut is now back for good on the denim scene.

“Catching up with the straight leg is a classic bootcut jean, which is again growing in dominance and popularity,” she says.

“An extremely leg-lengthening fit, the bootcut is offered in shorter lengths such as Mother’s Weekender Jean, making bootcut and flared styles work for all heights of customers. Cropped bootcut styles are also great with trainers or flats for relaxed, day-to-day wear through the warmer months. For dressing up, a style like Citizens of Humanity’s Lilah jeans looks great with a heel.”

Where should bootcut jeans fall?

Bootcut jeans can be a bit tricky to get right lengthwise. If they don’t fall quite right, they can end up making you look a bit awkward, a bit like you’re wearing jeans you’ve grown out of.

Sam says there are two lengths of bootcut jeans that you should consider, starting with a longer, full-length bootcut jean.

“A full length bootcut jean gives a fabulous, elongated silhouette and should be worn ideally with heels for that sexy svelte style,” she says. “Keep them long with the hem hitting just before the base of the toe (1-inch from the floor). If there's a break in the long line of the leg, the length is too long.”

Alternatively, you can go for something more cropped.

“The crop boot cut can fall (depending on your height) just above the ankle or below the calf,” says Sam.

“Let your ankle boot be your guide as you may not want to show a bare leg in the colder months. The crop boot cut is such a great style for all season and works with all styles of footwear, ankle boots, trainers, flats and heels, plus it gives the illusion of a longer leg too.”

Can I wear bootcut jeans with trainers?

While bootcut jeans have traditionally always been teamed with some sort of heel, Sam says don’t discount flats as they work just as well - it’s all about choosing the right style of bootcut jean.

“Bootcuts look timeless with white trainers, so choose a pair of jeans with a shorter leg length for flats and trainers,” she advises. “If two pairs of bootcuts feel excessive, look for a pair with a split vent in the hem so you can wear them with both a trainer and a mid-height heel.”

Which type of tops look good with bootcut jeans?

The key to how to style bootcut jeans with any type of top is to think about balancing out the shapes of your outfit. A bootcut jean naturally flares at the hem of the jean, that means that through the rest of your silhouette, at least until the shoulder area, you want to keep your look relatively streamlined. By keeping volume balanced to the hem of the jeans and the shoulder area of a top, you naturally create the illusion of a narrowed waistline and this shape will help highlight your waist, instead of losing your figure under swathes of fabric. This can be achieved by tucking in more floaty silhouettes, if you don't want a fitted jersey top.

If you do want to add volume, look to shoulder details that draw the eye up. A wider neckline - such as a boat neck, or an asymmetrical neckline or ruffle detail balances the width you have created at the hem of the jeans.

Are bootcut jeans flattering?

Bootcuts haven't always been given the fairest of fashion deals, and are a style of jeans that has drifted in and out of fashion over the last decade. As with a flare, the wider hemline can be tricky to navigate, but a bootcut only kicks out a little, making them universally acceptable.

Bootcut jeans can be extremely flattering - regardless of body type, but it's all about nailing how to style them that will help you create the silhouette you desire. For a more narrowed waistline, remember not to hide your middle, tucking, or half tucking your top in, to create a distinctly cinched in look that will help balance the wider jean hem. This is true of your top choice too. Opt for a design with shoulder ruffles, or a blazer that has a strong shoulder line to reflect the hem of your jeans.