How to Wear High Waisted Jeans 26 Outfit Ideas

First up, there’s no going wrong with a pair of high-waisted jeans – be it for a quick grocery run or a fancy dinner party! You can pair these with a basic white tee, plaid coat, sneakers, and a baguette bag for breakfast with your beau. For days when you’re vacation-ready, you can just throw on a hot pink bralette, your wide-legged, high-waisted jeans, sandals, your coolest pair of shades, and hit the road! You can even incorporate them into your semi-desi outfits – by wearing your saree in a half-drape over high-waisted jeans and finishing the look with stilettos and statement jewellery.

What are the Different Types of High-Waisted Jeans?

Listed below is a set of our favorite types of high-waisted jeans, and a handbook on a trans-seasonal wardrobe.

• High-Rise Cigarette Jeans – striking the right balance between straight and skinny.

• High-Waist Super Skinny – for that extra lift, on both good days and bad.

• Distressed Denim – we all love ourselves some good ripped jeans, even better when they’re high-waisted.

• Bootcut Jeans – bringing retro back, the right way! We love these jeans and highly recommend this guide on Outfits with Boot Cut Jeans.

• Sailor Jeans – we’ve always looked to those travellers for style, so why stop now?

• High-Rise Coloured Jeans – classic blues go a long way, but pastels, whites and blacks are just as evergreen!

Outfit Ideas

26 – Denim On Denim

One style that has transcended through the decades is denim on denim. This look is so versatile and is perfect for some colour-blocking experimentation. Pair your high-waisted jeans with a basic turtleneck and layer with an embellished or embroidered denim jacket. Go for a cropped turtleneck to expose the midriff provide a visual break, and accessorize in tandem with the embellishments. Finish the look with high-crested boots. Ideal for a winter brunch, you’re sorted now!

25 – Versatility Just Pulled Up

Everyone moves aside, versatility aka the White Shirt just arrived. You can never go wrong with this one and the white shirt-blue jeans combo is a classic. A white crossbody bag and some white heels and you’re sorted. No fuss, just casually serving looks here.

24 – Pastel Hues

Pastels have made a groundbreaking comeback, and lemon yellow and violet are the pairings of our Fashion Week dreams. High-waisted denim looks just as gorgeous in an unconventional shade and this look is perfect for a day out in the sun! Brighten up your day with these soothing hues, and bag all the compliments with a look like this one!

23 – Tie Up Ruched Top and High-Rise Jeans

Here’s another super cute outfit for brunch with your girls. Pair your high-rise jeans with a cute, printed ruched top with tie-ups a the shoulders. Add a new dimension to the outfit by adding a printed bandana and a string of pearls. Choose pastel block heels for this fit, and carry your essentials in a small shoulder bag and be the talk of the town! If you’re not too sure about giving the bandana a try, this post on Bandana Hairstyles might just change your mind.

22 – With Floral Blouse

Florals go a long way, always. A modest, printed blouse tucked in, in your high-waisted mom jeans is a sophisticated sight to behold. Add a handbag, a beige fur coat some maroon pumps and you’re all ready for your semi-casual office lunch! We’d suggest you add a simple pendant to the look and a pair of sunglasses for when you’re strutting the street. A look that emanates elegance, so effortlessly!

21 – All Black for the Win!

An all-black outfit is a timeless classic. Pair a lace-detailed black satin camisole with black high-waisted skinny jeans for an effortless look. Add black stilettos to elevate the look and accessorize minimally with small gold hoops and rings. When stepping out in the cold, just layer your most comfortable long coat and muffler over this. An outfit that can take you from morning to night with ease, and really, is a must for that girls’ night out!

20 – Comfortable in Corsets

Earlier, women had to quite literally break ribs to fit into corsets. Fortunately today, the narrative has reversed and the corsets try to fit us – comfortably. And this time around, we show it off instead of making it an undergarment. So, pair your high-waisted jeans with a cropped leather corset for your next night out and be the centre of attention!

19 – With Long Cardigan

Another super simple yet super sophisticated way of styling your pair of jeans is with a basic t-shirt and a beige long cardigan. The length of the cardigan itself gives the fit a whole new dimension. Accessorize minimally with a small pendant, some rings and a pair of shades. Slip into comfortable block heels for that elevation. Carry a spacious handbag for all the compliments!

18 – Blazers and Denim? Let’s Switch It Up!

You know those mornings when you’re late for an important meeting at work? Yes, we’ve all been there. And no, we don’t have time to fuss over an outfit then. So, we’ve got you covered. Put on a pair of straight-fit high-rise jeans, button up your double-breasted blazer and slip into nude heels. And well, just like that you’ve nailed your outfit and are ready to conquer the world. Boss Lady Mode: On.

17 – Wrappin’ It Up

Wrap Tops are all the rage lately, and very rightly so! We urge you to re-wear your clothes, but style them differently every time – and wrap tops make that possible. Irrespective of how you choose to tie it, a top like this instantly bumps up your style quotient. Tuck in the tummy in your high-rise jeans and dare to tie that knot higher. Slay that look, you go girl!

16 – Stories in Flannel

Going over to grandma’s for some pot roast, pudding, and childhood reminiscence? Looks like we cracked the outfit for that too! Stay comfortable in your high-waisted jeans, crop top, and oversized warm flannel as you get ready for a night full of stories.

15 – A Color Block Affair

Nothing elevates an outfit like some good colour blocking. And this one is as chic as it is comfortable. Pair an oversized sweater like this one with your high-waisted flared jeans and you’re pretty much done. Take a crossbody bag, wear your most comfortable sneakers and add a hat if you’re feeling it! This is the perfect fit for days when you and your friends just wanna lay back for movie night – at the drive-in or home!

14 – Work Wear

Will anything ever be as elegant and powerful as an all-white pantsuit? Probably not. Pair your white high-waisted jeans with a white V-neck bodysuit and layer with a white blazer. Add a brown belt with a logo and slip into a pair of comfortable white flats or nude heels. Accessorize with your favourite black Ray-Bans and a white handbag. You’re ready to conquer and run the world now.

13 – With a Long Dress

This look is experimental and sure to set you apart. For starters, choose a dress with a front closure. Unbutton from the mid-riff onwards or as per your preference. Colorful prints only make the outfit more of an eye-catcher so we say, go for it! Accessorize heavily if your dress is plain and minimal if you took our previous advice. See you sipping wine in that outfit, on a cruise!

12 – It’s All Good in the Hood

Looking for a cool girl fit for your trip to the skater yard? We got the memo. Grab your brother’s oversized t-shirt, and pair it with a pair of black, bootcut high-rise jeans. Wear your favourite sneakers, layer some pendants, and put on a pair of small hoops. Grab a tote or small shoulder bag and you obviously cannot forget your baseball cap. An outfit so chill, but will have your peers warming up to you in no time.

11 – Distressed Jeans with a Graphic T-Shirt

An outfit that’s just laid-back enough but doesn’t cramp up your style. Pair your high-waisted jeans with your favourite band’s graphic t-shirt, step into some Doc Martens and go hands-free with a fanny pack. Accessorize with chunky bracelets for that rad look – might even inspire you to get that piercing you’ve been dreaming about! Here are some more of my favourite Graphic Tee Outfits.

10 – Fall Outfit

This outfit is an embodiment of calm, peace and serenity. A simple, soft white sweater and ice blue high-waisted jeans. A messy bun and some white boots – what else does one need to feel like the main character in a rom-com while sipping her pumpkin spice latte? Alexa, play Wildest Dreams by Taylor Swift.

9 – Bringing Gingham Back

Layers, layers and more layers. Please. For this look, style your distressed high-waisted jeans with a bodycon black top first. Then throw on a black hoodie but keep the front chain open. On top of that, put on a gingham checkered blazer and have the hood hang out. Climb into your stilettos, wear a pendant. You’re slaying, already.

8 – When in Doubt, Camouflage

Camo, but here’s how to make it cute. High-rise, ice-blue jeans and a black sweater with a faux white collar is a good look for the library. However, the moment you add a camo jacket on top – the baddie personality comes to life. An outfit that oscillates between your two extreme moods, we’ve struck the balance!

7 – Leather Weather

As fall makes itself at home and winter knocks at the door, we know that leather weather is here. Style your high-rise mom jeans with a white tank top and black leather jacket. Add a belt to accentuate that waist and some thigh-high leather boots if you’re feeling risqué enough.

6 – With Crop Top

Want to wear a crop top but not reveal the tummy that being a couch potato got you? Enter, High-Waisted Jeans, to the rescue. Pair a cropped camisole with high-rise bootcut jeans and add a printed shirt over it. Keep it unbuttoned for the most flattering look and slip into your chunky white sneakers for this one. Remember to add some chunky rings and quirky earrings and serve!

5 – Cottagecore with a Side of Rad

Ever wanted to live your cottagecore fantasies without losing your ‘bruh’ girl aesthetic? Yes, we’ve all been there and we’ve found the perfect outfit for that mood. Wear your high-rise jeans with a plain sage green baby tee and wear a lace white corset over it. Giving layers a new meaning, this one is sure to turn heads.

4 – Asymmetric Waistlines with Cold Shoulders

Unconventional, exciting, dramatic, and a head-turner – this outfit is all in one. While the first things that tend to catch the eye are the puffed sleeves and bare shoulders next to a mock neck, the asymmetric waistline of the high-rise jeans takes the crown! Since both the top and bottom are iconic elements in the outfit, we’d suggest you keep the accessorizing muted and minimal with nude hues. However, some big hoops and stunning shades never hurt anybody, so, go on, knock ’em dead!

3 – With Cutout Top

2 – Green, Pink, White and Everything Nice!

Uh no, we’re not quite done with color blocking yet. Tired of boring OOTDs, and feeling a little experimental? Put together a pair of pink or mauve high-waisted jeans with a green crop top. Layer with a white shirt – front open and sleeves rolled up. Finish the look with yellow sunnies and strut down the streets in style.

1 – Bringing the Drama

All the drama we want in our lives, we get via them OTT sleeves! Pair your high-waisted sailor jeans with an iconic sheer top with puffed sleeves. A continuous print pattern on the top looks just as great as a plain black sheer top. Wear a tube top or a fancy bralette underneath for that oomph factor! Choose a contrasting bag, small hoops, and simple sandals to complete the look, and voila – you’re ready to slay!