How to style bootcut jeans: 7 outfit ideas for every occasion
Not sure how to style bootcut jeans? Our expert reveals their top bootcut jeans outfits for 2024
You may not have thought about how to style bootcut jeans since they were last popular in the '90s, but they're 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 the best cowboy boots. Last popular in the '90s, the sudden burst of Y2K nostalgia that swept through recent seasons, has brought bootcut jeans back to the fore, making them some of the best jeans for fulfilling the hottest denim trends of 2024.
"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, as they're universally flattering. But it's learning how to style bootcut jeans that will take from the '90s into 2024.
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
“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 runway, 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.
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As with any flared jeans, the key to how to style bootcut jeans is to balance out your look by keeping the top half a little more fitted. Finding stylish tops to wear with jeans that highlight your torso will automatically balance out the width of the hem of a bootcut jean.
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 wondering how to style a blazer with this type of jeans, go for one that hits your thigh area to help give balance. Too short a jacket, may look too boxy, while too long could swamp petite frames. It's also better to choose a slightly fitted blazer, which will not only help emphasize your waist but also keep everything looking neat.
The perfect combination for smart casual outfit ideas, a blazer and bootcut jeans work best with heels, especially if you have longer-length jeans. As for what to wear underneath, a pretty blouse or shirt makes your outfit instantly smarter, whereas a t-shirt or jumper adds a casual vibe.
RRP: £59.99 | Lean into Quiet Luxury affordable brands with this elegant white blazer. The sleek jacket with the contrast black buttons will smarten up anything you throw this over. Keep it done up to highlight your waist, or go relaxed with an undone look.
RRP: £80 | If you're struggling the straight vs skinny jeans conundrum, these bootcut jeans are a good compromise. Their very small flare helps elongate legs, while the special sculpting fabric helps shape through the hip and thigh area.
RRP: £60 (was £120) | Every capsule wardrobe needs a pair of versatile ankle boots and the mid-heel makes these some of the best black boots. Easy to walk in, the sharp pointed toe looks modern poking out of long jeans. Wear with dresses, skirts, trousers and jeans.
2. How to style bootcut jeans with a sweater
Ditch the chunky knits when it comes to how to style bootcut jeans and instead embrace a cropped or slim-fitting sweater from one of the best knitwear brands 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 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.
While 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 under your best jumper and you've got a look suitable for less corporate workplaces as well.
RRP: £15 (was £30) | Light blue hues are one of the big fashion colour trends 2024, so get ahead with this gorgeous sweater. Perfect for teaming with darker shades right now, it will also look chic as part of white jeans outfits, or with cream trousers.
RRP: £250 | If you think white jeans are hard to wear, try them in a bootcut style. The skinny shape of this bootcut looks super contemporary, while the high-rise waist and stretch denim offer a flexible fit, making them some of the best white jeans.
3. How to style bootcut jeans with a shirt
When it comes to how to style bootcut jeans with a shirt or blouse, the best shirts to choose from are those that can be tucked in easily to show off your waist and balance out the small flare at the bottom.
If you want to wear something less fitted, how to wear oversized shirts with bootcut jeans still will involve either a little French tuck at the front or wearing them over a more fitted or waist cropped top, to ensure you have some midriff definition.
And when it comes to how to style jeans with a bootcut and a denim shirt, this look is the perfect candidate for double denim.
“As a denim stylist I’m an advocate for double denim and styling a long denim skirt or pair of jeans with a denim shirt tucked in or a cropped denim jacket,” advises Sam.
Just ensure that the denim is of a similar shade to not only create a coherent look, but also a slimming jeans outfit.
RRP: £13 (was £21.99) | A must-have for any over 50s capsule wardrobe, we love this impactful leopard print shirt. Worn buttoned up, it’s the perfect accompaniment to a black blazer, for how to style high-waisted jeans, tuck the shirt in and leave the top buttons undone, for a smart casual feel.
RRP: £240 | This slightly cropped bootcut adds a vintage feel to your outfit, thanks to the greying colourway. With a high waist to cinch you in, this pair of jeans straddles the line between smart and casual. Dress up with a tailored jacket and silky blouse, or down with a tee.
RRP: £66 (was £89) | Take your bootcut jeans to the next level with a pop of orange, one of the big colours for this year. The peep-toe mule is a classic that will go with everything in your wardrobe, and while they definitely have a party vibe, they also work well with more casual attire such as ripped jeans.
4. How to style bootcut jeans with a top
The rule of thumb for how to style bootcut jeans is to ensure the top half is sleeker and more contoured in order to balance out the flare at the bottom.
“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.
For this reason, slim-fitting t-shirts and tops work best with bootcut jeans. A cropped (to the waist) top will give a really retro look while tucking in a simple camisole and pairing it with sandals is a quick and easy evening look for warmer evenings.
As bootcuts are heavily influenced by the '90s, there are plenty of low-waisted iterations. Get around the low waistband by pairing your jeans with longer-line tops, or bodies that will give plenty of coverage. Just make sure to keep long tops or bodies slim fitting. Play with different lengths and team with a cropped jacket or cardigan for a stylish layered look that will highlight your waistline.
RRP: £37.99 | The ideal lightweight jacket, Sezane's 'Will' jacket has been spotted in various colourways on celebrities like Emilia Clarke and Mollie King. The khaki green hue is particularly versatile and will pair well with all denim jeans. The oversized fit is roomy enough for layers underneath, but will work well with a simple camisole too.
RRP: £20 | A simple silk top is a great basic to have in any minimalist capsule wardrobe as it will work with numerous outfits. Use it to layer under see-through blouses, wear under a suit for a sexy edge or pair with jeans for a laidback look.
RRP: £100 | The key to how to style black jeans is to choose a sleek top. Whether that be a bright-coloured satin shirt tucked into the high waist or an asymmetric top for a night out. One of the best jeans brands, they're a building block to the rest of your ensemble.
5. How to style bootcut jeans under a dress
With the love for all things Y2K continuing, it's time to grab your jeans and pair them with your favourite dress. How to style skirts over trousers, or in this case dresses over jeans, made a big impression on the runway, so try and banish images of Noughties halterneck and asymmetric hems over low-slung bootcuts though - this pairing has now gone seriously stylish.
First up, go for longer lengths. While back in the day mini and above-knee dresses were the way forward, midi (and even maxi) dresses work better in this modern variation. Your jeans should be secondary to the dress, but if you do want to show them off more, choose a high-low hemline or a dress with thigh-high splits.
A great transitional look for autumn, to ensure this look isn’t too bulky, choose slim-fit bootcut jeans so you’re not carrying too much volume around your thighs and waist.
RRP: £27.99 | Featuring side splits, to help you flash a bit of jean covered leg, we love the gold metal buttons and D-ring belt on this dress. Wearable all year round, thanks to the light fabric, you can bring this to a more casual arena by pairing it with slim-fitting, dark wash bootcut jeans.
RRP: £280 | The slim fit of these bootcut jeans gives them a modern, flattering finish, which will work well under a floaty dress. Cut in the brand's signature stretch denim, they hug every curve while the dark denim offers added polish. Perfect with a slim, high heel to help elongate your pins.
RRP: £85 | Top handle bags are definitely up there when it comes to the latest handbag trends and this one allows you to carry it top handle, or sling it across your chest as one of the best crossbody bags. The metallic hue makes it a great evening bag too.
6. How to style bootcut jeans for petites
When it comes to the best petite jeans in a bootcut style, 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, River Island & Karen Millen 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!"
RRP: £29.99 | Every woman needs stylish tops to wear with jeans for those occasions when you just don't know what to put on, and this is it. Florals never go out of style and combined with a directional ruffled frontage and lengthening V-neckline, this top will bring jeans, a skirt or a suit bang up-to-date.
RRP: £25 | These bootcut jeans are a must-have in any wardrobe. Not only are they a bargain, but they also come in a wide variety of waist and leg sizes. On of the best high-waisted jeans to invest in right now, as the high waist and bootcut style will make your legs look like they go on forever.
RRP: £22.99 | Adding a heel to your bootcut immediately elevates them to the next level. Metallics are set to be big in the months ahead and this neat pointed toe court ticks the trend brief, whilst also being a versatile choice. Ideal for dancing into the night.
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 jeans 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.
RRP: £24 | Waistcoats are a big trend right now, and wearing yours with denim is an easy way to try the look. This one is available up to UK 26, and size up if you can so it fits really comfortably.
RRP: £141 | While it’s important to find the best jeans for your body type, we challenge anyone to not fall in love with these jeans. Thanks to their ‘Magic Pockets’, they offer extra contour, while the stretchy denim moulds to the body for a comfort fit.
RRP: £84 (was £120) | The best white trainers - such as these beauties by Veja - will be the most hardworking shoes in your wardrobe. The simple styling ensures they can be paired with anything in your wardrobe, while the subtle blue detailing feels really fresh.
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.
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.
With over 22 years’ experience in journalism, Jayne has written about a variety of subjects. She spent the start of her career within the world of film, interviewing Hollywood stars, attending premieres and lusting after red carpet outfits, and then moved into fashion, launching websites for big magazines such as Look, Woman’s Own and Wedding and working with top fashion brands such as Westfield, LK Bennett and Hunter.
Career highlights include dressing up as Kylie (in gold hot pants!) for a national newspaper and working on big fashion events alongside Giles Deacon, Henry Holland and Naomi Campbell.
- Amelia YeomansSenior writer
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