The Dos and Don’ts of Wearing Denim Shorts

Denim shorts have been a summertime wardrobe essential for decades. Why? They’re versatile, stylish, and effortlessly cool. But as with most fashion staples, trends come and go. Enter this handy guide on the dos and don’ts of wearing denim shorts. Whether you’re heading to brunch, taking your kids to the park, or attending an outdoor festival, we’ll help you wear them with confidence and flair.
From finding the perfect fit to choosing the right accessories, we’ll uncover tips that elevate your look and help you avoid a fashion faux pas.
The "Dos" of Wearing Denim Shorts
The secret to pulling off denim shorts starts with following a few essential rules. These dos will ensure you feel stylish and put-together, no matter the occasion.
Prioritize Fit and Comfort
Fit is everything when it comes to denim shorts. No matter how trendy a pair may look, if they’re cutting into your skin or sagging in the wrong places, they just won’t work. Before you start planning outfits, focus on finding a pair that sits comfortably on your waist and hips.
High-waist denim shorts are a classic, flattering option for most body types, while mid-rise shorts offer an alternative for those who want something a little more laid-back. Relaxed fits are especially popular right now, so don’t be afraid to size up for that easygoing vibe. A comfy, confident fit lets you wear denim shorts all day long without second-guessing your choice.
Experiment with Stylish Tops
One of the best parts about denim shorts is how easily they can be styled with different tops. A fitted white tee is effortlessly classic, while a flowy blouse brings a touch of femininity to balance casual vibes. If you’re in the mood for something cozy, a lightweight sweater tucked into your shorts is a perfect look for chilly summer nights.
For a bold look, pair your denim shorts with a statement top featuring puffed sleeves or a unique print. You can even lean into texture by trying a crochet tank for beach vacations and music festivals. Explore your existing wardrobe to discover combinations that feel fresh and fun.
Embrace Longer Inseams
Gone are the days of ultra-short, barely-there denim shorts. Longer inseams are having a major moment. Bermuda shorts offer a sophisticated and comfortable option, while mid-thigh lengths are flattering and on-trend too. These styles are fashionable and provide just the right amount of coverage to keep you feeling confident in any setting.
Longer shorts work for all types of occasions. Pair them with feminine blouses for elevated brunch looks or casual tanks for leisurely strolls. The possibilities are endless!
Remember the Impact of Shoes
The shoes you wear can truly make or break your outfit. When styling denim shorts, your choice of footwear plays a big role in setting the tone.
Sneakers are perfect for casual days out, while flat sandals feel breezy and summery. Want a slightly dressy vibe? Loafers or mules create an effortlessly chic look. And yes, even ankle boots can work with denim shorts for cooler weather or edgier outfits.
Try matching your shoe choice to the occasion and overall style you're going for. Little details like this bring a look together seamlessly.
Add Accessories
If you think denim shorts are boring, the right accessories will prove otherwise. A woven belt can add a distinct edge, giving structure and interest to your outfit. Crossbody bags or mini belt bags are fun and practical options for holding your essentials.
Jewelry can elevate the look even more. Layer delicate necklaces or go bold with chunky hoops to customize your vibe. Accessories are like the icing on the cake, so have fun with finishing touches!

The "Don’ts" of Wearing Denim Shorts
Now that we’ve covered what to do, here’s what not to do. Avoid these common mistakes to keep your denim shorts outfits looking modern and stylish.
Overdoing Distressing
Distressed denim can add just the right touch of edge, but moderation is key. Excessive rips or embellishments can quickly go from trendy to overwhelming. Opt for shorts with slightly frayed edges or minimal tears for a polished yet relaxed appearance. Remember, distressed pieces should complement your outfit—not overshadow it entirely.
Ignoring Outfit Proportions
Proportions are everything in fashion. To create a balanced look, pay attention to the interplay between your top and shorts. If your denim shorts have a relaxed fit, try pairing them with a more fitted or structured top to create a flattering shape.
On the flip side, if your shorts are more tailored, you can balance them out with a loose, oversized top or sweatshirt. The goal is to create harmony between the top and bottom half of your outfit, not to drown in fabric or look out of sync.
Turning to Cropped Shorts
Super short denim shorts are definitely a thing of the past. Besides, cropped shorts can limit your styling options and can feel too casual outside of the beach or gym.
Longer lengths are not only on trend right now, but they’re also more comfortable! Shorts that hit mid-thigh or just above the knee are flattering without feeling restrictive.
Excessively Matching Outfits
Denim-on-denim outfits are undoubtedly on trend, but the key to pulling them off is mixing washes. Wearing the same shade of denim for your shorts and top can feel overly matchy-matchy. Instead, pair light-wash denim shorts with a dark denim jacket or vice versa to create visual contrast.
This simple adjustment adds depth to your outfit and keeps it looking modern.
Selecting Shorts for Different Body Types
Each body is different, and the good news is there’s a perfect pair of denim shorts for everyone! If you’re petite, high-waisted shorts create the illusion of longer legs. For those with curves, stretchy mid-rise styles provide comfort while highlighting your silhouette.
Athletic builds look effortless in slightly loose, straight-cut shorts, and pear shapes can balance proportions by adding structure with tailored hems. Confidence is your best accessory, so choose cuts and fits that make you feel fabulous.

Outfit Ideas with Denim Shorts
Need some inspiration? Try these fun denim short looks for any occasion:
- For a casual day out, pair high-waisted denim shorts with a graphic tee and white sneakers.
- Heading to brunch? Opt for mid-length denim shorts, a floral blouse, and strappy sandals.
- For cooler evenings, layer a lightweight sweater over your favorite shorts and slip on loafers.
Find Your New Favorite Denim Shorts
Denim shorts are more than a summer go-to; they’re a versatile piece that can elevate your personal style when worn thoughtfully. By understanding the dos and don’ts of wearing denim shorts, you can create looks that feel comfortable, stylish, and true to you.
From choosing the right fit to experimenting with accessories, small changes can make a big difference in how you wear this timeless staple. Next time you reach for a pair of denim shorts, remember these tips to put together an outfit you’ll love.
Ready to treat yourself to some new denim shorts? Arrow 22’s online boutique has women’s jean shorts in a range of washes, colors, and styles to suit every wardrobe. Check out our collection today!
Leave a comment