The Best Denim Shorts for Women Over 40, 50 (That Aren’t Too Short or Too Tight)
I think most of us would agree that jeans feel pretty ageless, but denim shorts? Well, that’s a big question mark. Too short, too tight, or too trendy, and you risk like you’re trying to relive your twenties. Too loose or too long, and suddenly, you’re veering into frumpy territory.
But don’t toss your jeans shorts just yet. You can wear denim shorts over 40 and 50 and look stylish and cool. You just need to tweak your chic.
Here’s what to look for in the perfect pair, plus how to style denim shorts so they flatter your figure— and feel right for you at this stage of life.
JavaScript is currently disabled in this browser. Reactivate it to view this content.Not a fan of shorts? Here are some great alternatives to try this spring and summer:
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The Best Denim Shorts for Women Over 40,50+
What to Look for in the Perfect Denim Shorts After 40
Not all denim shorts are created equal, and once you’re past your 30s, a little extra attention to fit and style goes a long way. Here’s what to keep in mind:
1. Choose a Flattering Inseam
Skip the super-short shorts. Look for an inseam between 5 and 7 inches for the most flattering, versatile length. This hits at that sweet spot — enough coverage to feel comfortable but short enough to keep the look fresh and modern.
2. Find the Right Fit
A slim, slightly relaxed cut tends to be the most flattering. Avoid shorts that cling too tightly to your thighs, and steer clear of anything that is too oversized. You want your shorts to skim your body, not squeeze it.
3. Pick Polished Washes
Medium to dark washes are your best bet for a polished look. Lighter washes can work, too, but stick to clean finishes and minimal distressing to keep things elevated and age-appropriate.
4. Look for Structure with Comfort
A little stretch is fine (1–2% elastane), but too much and your shorts will lose their shape. Select denim that feels both structured and comfortable enough to move in.
5. Say Yes to Higher Rises
Mid-rise and high-rise shorts help define your waist and smooth your midsection — two things that instantly make any outfit look more pulled together.
Best Denim Shorts for Women Over 40 (That Aren’t Too Short or Too Tight)
Ready to shop? Here are some of the best denim shorts that strike the perfect balance of style, flattery, and comfort.
Talbots Summerweight Denim Shorts
Lightweight and breathable, these Talbots shorts are ideal for hot days when you still want structure without bulk. The clean lines, polished wash, and flattering mid-rise make them a great pick for casual outings or vacation days when you want to stay cool and look put-together.
Chico’s Girlfriend Cuffed Swing Denim Shorts
With a relaxed girlfriend fit and cuffed hem, these shorts strike the perfect balance of casual and flattering. They’re cut to skim (not cling) to your legs, and the swingy shape gives you room to move without looking oversized.
NYDJ Denim Bermuda Shorts
For those who like a little extra coverage, Bermuda shorts are a smart choice. The longer inseam is polished and slimming, and their signature stretch denim molds comfortably to your shape without sagging. They come in a variety of colors, including black, white, and this vibrant coral.
Wit & Wisdom ‘Ab’Solution High Waist Denim Bermuda Shorts
These Bermuda-length shorts are a confidence booster. With a smoothing waistband and just the right amount of stretch, they offer tummy control without feeling restrictive.
Wit & Wisdom High Waist Relaxed Denim Shorts
If you prefer a more relaxed silhouette, these high-waist shorts are a great choice. They’re flattering through the waist and hips but looser through the thighs—perfect for warm-weather comfort without sacrificing style. The slightly distressed hem keeps them looking modern and stylish.
Chico’s So Slimming Frayed Girlfriend Jean Shorts
Chico’s So Slimming collection lives up to its name with these girlfriend-fit shorts. The built-in shaping panel smooths your midsection while the soft, stretchy denim moves with you. The frayed hem adds a casual edge without looking too distressed.
Chico’s Lightweight Summer Jean Shorts
These are the shorts you’ll want to live in all season. Designed with lightweight denim and a slightly relaxed fit, they’re ideal for summer days when comfort is key. The simple styling makes them endlessly versatile. Pair them with everything from tees to tunics!
Tips for Feeling Confident in Shorts
It’s not just about what you wear — it’s about how you feel in it. Here’s how to boost your confidence in denim shorts:
- Hydrate your skin. Well-moisturized legs always look better, so don’t forget your lotion. You can find my go-to skin creams and lotions here. A subtle self-tanner can also help even out the tone if you want a little glow. Here are my top recommendations for self-tanners suitable for women over 40.
- Find your perfect length. If a 5-inch inseam feels too short, don’t force it. Go for a 7–9-inch short and cuff them to customize your comfort level.
- Size up if needed. If you’re between sizes, go up one. A slightly looser fit often looks more flattering — and feels a lot better, too.
- Own your style. There’s no such thing as “too old” for great denim shorts. If you love them and they make you feel good, that’s all that matters.
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