High-waisted shorts are back in fashion and it’s a trend that’s here to stay! From designers to celebrities, everyone is embracing this retro style. And who can blame them? High-waisted shorts exude a certain je ne sais quoi – they’re cute, chic, and ridiculously versatile. With so many styles to choose from, you’re spoiled for options. Denim, prints, or something bold and bright – the possibilities are endless!
If you’re still unsure how to wear these fabulous shorts, don’t worry, we’ve got your back. Our collection of outfits featuring high-waisted shorts is packed with tips and tricks to help you rock this look like a pro. Take a peek at our curated selection for some serious style inspiration.
How to Wear High Waisted Shorts?
When it comes to wearing high-waisted shorts, there are a few key factors to consider. First, think about your personal style – do you prefer super high-waisted shorts that hit just above the belly button, or midrise shorts that sit around the belly button? Experimenting with different styles can help you find what works best for you. When it comes to styling, high-waisted shorts look particularly chic when paired with a tucked-in shirt or crop top.
This helps create a streamlined silhouette and emphasizes the flattering fit of the shorts. Of course, there’s no one-size-fits-all approach – feel free to try out different styles and see what works best for your body type and personal aesthetic. If you’re plus size or have thick thighs, we’ve got a dedicated post on how to style high-waisted shorts for a more flattering look.
The versatility of high-waisted shorts is part of their enduring appeal – whether you like them with ripped knees, a flowy top, or a bold patterned shirt, there’s an endless array of combinations to explore. And don’t forget: high-waisted shorts are one of the most versatile and flattering types of shorts out there, making them a worthwhile investment for any fashion-conscious woman.
With a little creativity and experimentation, you can rock this trend with ease – just check out some of our favorite outfits for inspiration!
50 – With a Lace Tank Top
49 – With Boyfriend Shirts
48 – With a Graphic Tee & Blazer for Sunday Brunch
47 – Puff Sleeve Top & Raw Hem Shorts
Combine your love of casual wear with a touch of elegance by pairing a puff sleeve top with high-waisted white shorts featuring an undone raw cut hem. The contrast between the feminine blouse and rugged shorts creates a striking balance that’s perfect for dressing up or down. Add some finishing touches like a headband, beaded earrings, and a gold necklace to keep the look sophisticated and stylish.
This versatile ensemble is ideal for parties, semi-formal events, or even just a night out with friends.
46 – Cardigan & Bodysuit
For a stylish and comfortable outfit, consider pairing high-waisted shorts with a bodysuit. This combination ensures that your top stays in place all day without requiring any adjustments. We particularly like the square neck bodysuit when paired with denim shorts and finished off with an open-style duster cardigan. The addition of rhinestone sandals adds a touch of glamour, making this a great option for both casual weekend outings and dressy parties alike.
45 – Cute and Casual Style
Imagine yourself in the midst of chaos – dinner needs to be cooked, your hair is frizzing in the summer heat, and you’re in a rush to get to Target. Amidst the frenzy, you swiftly assemble an outfit: a white tee, striped high-rise shorts, and your go-to white sandals. Voilà! In just five minutes, you’ve managed to look put together despite the chaos. The result is a chic yet effortless ensemble that’s perfect for those moments when you need to feel stylish in a flash.
44 – Satin Shirt and Mom Shorts
Imagine yourself exuding confidence and style with this effortlessly chic outfit! Begin by donning a satin button-down shirt that exudes luxury and sophistication. The high-quality fabric will have you feeling put-together from head to toe. Next, pair the top with high-waisted mom shorts and cinch them at the waist with a brown leather belt for a polished touch.
To complete the look, add a charming hat and your preferred footwear – whether that’s sneakers, Converse, sandals, or mules, you can’t go wrong! The versatility of this ensemble is what makes it so appealing, allowing you to mix and match pieces to suit your personal style.
43 – Classic Denim Shorts
High-waisted denim shorts are a timeless fashion staple that exudes effortless cool. Their versatility is unparalleled, making them a go-to choice for creating outfits that effortlessly transition from casual to dressy. Whether you’re pairing them with a crop top and sunglasses or a crisp white shirt and statement earrings, these shorts guarantee a chic and put-together look without sacrificing comfort.
The classic design ensures they’ll never go out of style, allowing you to build a wardrobe around this essential piece.
42 – Checkered Street Style
Taylor Swift’s fashion sense is always on point, and her latest checkered short ensemble is no exception. The bold and playful style she’s rocking is an inspiration for anyone looking to upgrade their wardrobe. A key element in making this look work is the clever combination of the eye-catching shorts with a simple top – the perfect formula for creating a stylish yet understated outfit.
41 – For A Semi Formal Look
Elevate your semi-formal style by pairing high-waisted silk shorts with a crisp formal shirt. This unexpected combination will effortlessly convey a sense of modern sophistication, making it an excellent choice for any occasion that demands a touch of elegance without going over the top.
40 – Patterned Shorts For Cute Look
For those looking to mix things up, why not opt for a pair of high shorts with unique patterns or prints? This is an excellent way to add some visual interest to your outfit. If you want to take your look to the next level, consider layering a collared shirt and sweater over your high shorts. This adds texture and depth to your overall style.
39 – Beach Style
Taylor Swift’s effortless style continues to captivate audiences, and this latest look featuring trendy shorts paired with a crisp button-down shirt is no exception. Not only does the outfit exude glamour, but it also demonstrates an impressive ability to seamlessly transition between various settings, making it a versatile choice for any occasion.
38 – Vintage And Retro Style
Get ready to channel your inner 1950s charm with these adorable polka dots and shorts that exude a timeless retro flair. This classic combo effortlessly transitions from casual to formal attire, making it perfect for a vintage-themed party or simply adding a touch of whimsy to your everyday look.
37 – Button Up Shorts
Elevate your style by embracing the latest trend – buttoned-up top-waisted shorts. To make a statement, pair these shorts with a crisply tucked-in top that draws attention to their defining feature.
36 – Floral Prints For Spring
As the seasons transition from summer to spring, one trend that consistently shines through is the incorporation of vibrant and playful print patterns into our wardrobes. To make a statement, incorporate bold and colorful prints into your shorts game. Pair these eye-catching bottoms with a simple yet chic top to create a look that’s equal parts cute and charming.
35 – Shorts with Sneakers
When it comes to creating a stylish outfit, another option to consider is the combination of paperbag shorts with a navy blue chambray shirt. This particular style boasts a relaxed, yet effortlessly chic vibe that’s perfect for everyday wear. To complete the look, why not add some silver sneakers? The contrast between the structured shorts and the casual top creates a visually appealing ensemble that’s sure to turn heads.
34 – Leather High Waisted Shorts
Beyoncé’s impeccable sense of style is on full display here, effortlessly blending the softness of peach-hued fabric with the edginess of leather fuchsia shorts. This striking combination exemplifies how disparate textures and hues can be skillfully merged to create a modern and trendy look that exudes confidence and sophistication.
33 – Collared Top and Strappy Heels
For those seeking to embody the glamour of a high-flying supermodel, consider combining sleek black high-rise hosiery with a delicate collared top that showcases subtle sheerness. The look is elevated by the addition of sophisticated strappy heels, instantly transforming your overall aesthetic into one of effortless sophistication.
32 – Denim On Denim Look
The iconic combination of high-waisted denim shorts paired with a crisp denim shirt has taken center stage in current fashion trends. This effortlessly cool ensemble is perfect for a day out running errands, meeting up with friends, or simply lounging around – its laid-back charm is undeniable.
31 – Blazer For Work Events
To elevate your summer wardrobe, consider pairing shorts with a blazer for a stylish and versatile outfit. This combination works well for semi-formal events, casual gatherings, or even just running errands. The key is to balance the informality of shorts with the sophistication of a blazer. You can easily create a chic look by teaming your shorts with any top and finishing the outfit with a statement piece.
30 – Beach Party Look
Imagine the ultimate relaxation experience: slipping into your comfiest, most beloved shorts and soaking up the sun at the beach. But why stop there? Take it to the next level by adding a trendy twist with one of these must-haves. Pair it with a crop top or any other favorite top for a stylish, carefree beach vibe that’s sure to make you feel like you’re on island time.
29 – Good Old Stripes
Stripes are a timeless fashion staple that remain relevant across seasons. For a relaxed yet stylish outfit, team up a striped top with distressed denim shorts and Converse sneakers. To add a touch of sophistication, throw on some trendy sunglasses for a look that’s both laid-back and effortlessly chic.
28 – Leather Jacket and Funky Shorts
Dismiss the notion that jackets and shorts are mutually exclusive. When combined, they create a visually striking ensemble that’s perfect for any social occasion. Whether you’re heading to a party or trying to make a stylish impression on a date, this pairing is sure to turn heads.
27 – Grunge Street Style
Embracing individuality is all about making bold fashion statements. One way to do this is by combining unexpected pieces, like high-waisted short shorts with opaque stockings. The contrast between the short hemline and the long, leg-lengthening stockings creates a striking visual effect that’s sure to turn heads. To complete the look, pair it with a relaxed-fit top and comfortable shoes for a stylishly laid-back vibe.
26 – Crop Top With High Waisted Shorts For Parties
When it comes to dressing up for a night out, sparkly dresses can certainly make an impression. However, there’s something to be said about the versatility of glittery shorts. This season’s trendiest pairings often feature these eye-catching shorts paired with more understated tops, like a black crop top or even a simple white tank. Add some sleek heels and metallic accessories, and you’ve got a chic and fashion-forward look that’s sure to turn heads.
The key is finding the right balance between flash and subtlety – but trust us, when it all comes together, the result is well worth the effort.
25 – Elegant Monochrome
Make a bold statement by embracing the timeless elegance of a monochromatic look in black and white. This sophisticated color combination is sure to garner attention, whether you opt for a sleek, solid hue or add visual interest with patterns.
24 – Trendy Kimono Look
Elevate the style of your outfit by incorporating a kimono into your look, paired with high-waisted shorts. This unique combination exudes a trendy, glamorous vibe while providing unparalleled comfort. For added inspiration, explore the following kimono outfit ideas to spark your creativity and take your fashion game to the next level.
23 – Fashion Blogger Style
Step away from the monochromatic palette and unleash your creativity by experimenting with bold, yet harmonious color combinations. The fusion of vibrant orange shorts and a soft peach-hued button-down shirt is a perfect example of how to elevate your wardrobe game. This unexpected pairing can easily be adapted for formal or office wear, showcasing that fashion doesn’t have to be confined to traditional norms.
22 – Simple and Chic Tanktop Look
Taylor Swift’s style is undoubtedly synonymous with high-waisted shorts, and it’s easy to see why. Her effortless blend of comfort and sophistication is on full display in this effortlessly cool outfit. A classic white tank top provides a crisp backdrop for the star’s signature black jean shorts, while a stylish hat adds a touch of whimsy to the overall ensemble, resulting in a look that’s both understatedly chic and unmistakably Taylor Swift.
21 – Outfit For After School
High-waisted shorts have become a staple in many teenagers’ wardrobes, offering a versatile and fashionable option for casual outings. While they may not be suitable for school due to dress code restrictions, they’re perfect for after-school activities or social gatherings at favorite hangouts. Whether you’re heading to the library or meeting friends at a cafe, this effortless yet stylish look is both on-trend and easy to pull off.
20 – For Everyday Look
Crafting an effortless everyday look is a must-have for any gal. One style that never goes out of fashion is the casual-grunge aesthetic. To achieve this laid-back vibe, combine a sleeveless crop top with high-waisted denim shorts, a black-and-white flannel shirt, and bold red Converse sneakers. For added flair, consider adding a delicate choker necklace or stud earrings, or keep things simple with a sleek up-do hairstyle.
19 – Adorable Outfit for Outdoor Events
To make the most of those cozy autumn afternoons, when you’re hosting an outdoor gathering or simply want to elevate your picnic game, consider this stylish combination. Layer a straightforward sweater over some black high-waisted trousers and add a dash of rugged flair with cowboy-inspired boots. Top it all off with a wide-brimmed hat, and don’t forget to slip on a pair of sunglasses for the perfect finishing touch.
With this effortless ensemble, you’ll be well-prepared to take on whatever the day brings.
18 – A Perfect look For Summers
As the sun shines bright on warm summer days, bold colors take center stage in our wardrobe choices. The key to creating a trendy ensemble is to balance statement pieces with understated basics. For instance, pairing high-waisted shorts with a plain tank top and adding pops of color through accessories can result in a look that’s equal parts playful and chic.
If you’re looking for more inspiration on how to put together the perfect summer outfit, be sure to explore our curated collection of peplum-inspired styles.
17 – Boho Look In High-Waisted Shorts
For added versatility, consider pairing these short-sleeved shorts with a contrasting top to create a laid-back, bohemian-inspired outfit. Alternatively, opt for a coordinating short-sleeved top to form a matching set, as depicted in the accompanying image.
16 – As Beach-Cover-ups
When planning a day at the beach, consider opting for a high-waisted swimsuit for added coverage and comfort. Alternatively, check out our collection of beach party outfits for some stylish inspiration and ideas on how to make the most of your coastal getaway.
15 – Velvet Shorts For Winters
As winter approaches, it’s essential to prioritize both style and comfort. To achieve this balance, consider pairing velvet shorts with long socks and a cozy beanie or hat. This combination not only keeps you warm but also makes for a chic and trendy outfit that’s perfect for the colder months.
14 – Cute Bow Shaped High-waisted Shorts
For a girls’ night out, swap traditional bottoms for whimsical, bow-shaped shorts that add a touch of femininity to your outfit. Balance the playful shorts with a simple top and complete the look with stylish accessories like chic jewelry.
13 – Cardigans Definitely Go With High-waisted Shorts
Elevate your casual ensemble by pairing a basic crop top with your favorite shorts. Add a stylish touch with a cardigan, which not only adds a layer of warmth but also injects sophistication into the overall look.
12 – Printed Shorts With Button Down Shirts
11 – As a Work Wear
Opt for a pair of high-waisted shorts made from supple leather, perfect for a dress-down or smart-casual office setting. Pair the shorts with a crisp blouse, tucking it neatly into the waistband to create a streamlined silhouette. Add a fitted blazer on top to instantly elevate the look and convey a sense of professionalism.
10 – Lace Shorts: A Feminine And Classy Touch
These stylish pieces pair seamlessly with lightweight silk blouses, elevating your summer style and making them an essential component of your warm-weather wardrobe.
9 – A Divine Combination of Abstract And Boxy Crop Top
8 – Look Rocker-Chic With High-waisted Shorts, Flannel Shirts, and Boots
7 – Ripped Style
When venturing out for a relaxed day or exploring the urban landscape on foot, consider combining denim high-waisted shorts with a delicate lace bustier and statement-making gladiators. This effortless ensemble strikes the perfect balance between comfort and style.
6 – Not In The Mood To Show Off Too Much Skin? This Look Is For You
Looking to tone down your outfit without sacrificing style? A simple yet effective combination is to pair leggings with shorts for a more understated look. This versatile pairing works just as well for warm weather as it does for the colder months, when you can add a cozy long sweater and a pair of long boots to complete the look.
5 – Buttoned High-waisted Shorts
4 – Floral Kimonos And Light Colored Shorts
If you’re enamored with the elegance and charm of kimonos, you’ll likely want to explore creative ways to incorporate them into your everyday attire. Here are some stylish ideas for dressing up with kimonos that showcase their versatility and flair.
3 – Floral Shorts With Leather Coats
2 – The All American Look With A Chambray Top
1 – Pair Them With Polka Dots
Frequently Asked Questions
For those seeking to master the art of donning and dressing high-waisted shorts, it’s essential to address some common concerns. To this end, here’s a rundown of frequently asked questions and answers that will help you navigate the world of stylish shorts wear.
Q. Do you tuck shirts into high waisted shorts?
High-waisted shorts are a staple in many people’s wardrobes, and there are several ways to style them to suit personal taste. One popular approach is to tuck a top into the shorts, creating a clean and polished look. For an added touch of sophistication, opt for a bodysuit or crop top instead. However, if you’re not fond of tucked-in tops, baggy tees offer a more relaxed alternative. And, for a quirky twist, knot your tee at the waist to draw attention to the shorts themselves.
Q. Do high waisted shorts make you look slimmer?
When it comes to high-waisted shorts, the key is understanding their impact on different body types. For instance, pairing them with crop tops can create a visually shorter waistline, which may not be flattering for those with an elongated figure. On the other hand, these shorts can help extend the appearance of the legs, making them a viable option for creating a slimmer silhouette.
Additionally, high-waisted shorts are great at pulling in the tummy and defining the waistline, which can contribute to a more proportionate overall look.
Q. How do you style high waisted mom shorts?
While the article has hopefully sparked some inspiration, a reliable combination for dressing well involves pairing a neatly tucked-in tee with a pair of cute shoes or sandals. This classic formula can be elevated by adding a bralette and a jacket or, conversely, a crop top and a flannel shirt. Furthermore, incorporating a belt is an excellent way to accentuate your waistline, drawing the eye towards your figure and creating a more defined silhouette.
Q. How do you wear high waisted shorts plus size?
When it comes to choosing the perfect shorts, consider them as you would any other type of garment. Determine the size and fit that flatters your body most and experiment with different lengths and cuts until you find the one that showcases your figure best. A trusty belt can be a game-changer for creating a flattering hourglass silhouette, while tucking in your top or opting for a loose crop top can boost your confidence and make you feel like a million bucks.
