✨ How to Wear a Denim Skirt Over 40—with Confidence and Class

Let’s get one thing straight: style rules based on age are outdated—and limiting. The idea that you can’t wear certain pieces past 40? Toss it. Great style isn’t about age—it’s about confidence, fit, and knowing how to make something your own.

Take the denim skirt, for example. It’s often labeled as “too young,” “too trendy,” or just “too hard to pull off” after a certain age. But when styled strategically, it can be one of the coolest, most versatile pieces in your wardrobe.

In this post, I’m breaking down how to wear a denim skirt over 40 in a way that feels modern, flattering, and 100% you. Plus, I’m sharing two effortless outfit ideas using one of my favorite “denim” skirts that looks polished—but feels like loungewear. Yes, really.

Thank you to Saks Fifth Avenue for sponsoring this post. As always, all thoughts and opinions are my own, and I only partner with brands I love.

look #1 – Casual & Cozy

Skirt + Sweater Combo

This look is a masterclass in relaxed sophistication. It’s easy, breezy, and perfectly pulled together—ideal for brunch, a casual coffee date, or even just feeling fabulous while running errands.

Layered over a white short-sleeve button-down by Generation Love, this open-knit sweater from L’Agence adds just the right touch of texture and ease. It’s polished without trying too hard—and perfect for cooler mornings or AC-chilled interiors. You could also tie it over your shoulders for a more “country-club mom” vibe—which someone described on social, and it totally cracked me up.

The real magic? The warm tan accents from the Stuart Weitzman sandals, Strathberry raffia and leather basket bag, and Rag & Bone belt subtly complement one another, bringing balance and intention to the whole look—without feeling overly styled. It’s cohesive, elevated, and effortlessly chic.

💡 Style Tip:

When wearing a more casual or unstructured piece on the bottom, balance it out with tailored or structured pieces on top. A tailored white button down, blazer, or even a knit adds instant polish—and makes the whole outfit feel intentional, not accidental.

🌟 Style MVP: The Skirt

Let’s give the Rag & Bone Miramar skirt the moment it deserves—it’s that good. And, because not all denim skirts are created equal. A micro mini? Feels like a throwback to your teen years. Too tight? Crossing a line. Too stiff? You can’t sit.

But this one? It checks every box—and here’s the twist: it’s not even real denim. The Miramar looks like a classic jean skirt but is made from ultra-soft cotton terry, giving you the polish of denim with the feel of your favorite loungewear.

Even better? It functions just like the real thing, with belt loops, a working button and zipper fly, and functional pockets. Lightweight, flattering, and oh-so comfy, it’s the kind of piece you’ll reach for again and again.

This isn’t just a great skirt—it’s a game-changer.

look #2 – Polished & Put-Together

Skirt + Blazer

This is one of those outfits that proves just how powerful great basics can be—especially when styled with intention. I started with a go-to white tee by ATM—lightweight, soft, and universally flattering. Then layered a long-time favorite over it— the Khloe blazer by Cinq à Sept. It drapes beautifully, has 3/4 ruched sleeves which are perfect for summer and it instantly elevates the entire look.

What pulls it all together? The rich, warm tones in the Sam Edelman block-heel sandals, Rag & Bone belt, and  raffia bag. These accessories add just the right amount of contrast to the crisp whites, creating a polished, cohesive look that still feels effortless.

Style Tip: Use accessories to bridge the gap between casual and chic. A few thoughtfully chosen pieces in similar tones can add depth and polish to even the simplest basics.

If there’s one thing we’re all looking for in our wardrobes, it’s that blend of style and comfort—pieces that look elevated but still feel easy. And that’s exactly why I keep reaching for this skirt. It proves that you don’t have to choose between comfort and style. With just a few smart layers and accessories, you can (and should) have both.

💬 Why It Works Over 40

At this stage, we know what we like—and we’re done compromising on comfort or style. The key to wearing a denim (or denim-inspired) skirt over 40 is finding one that checks these boxes:

✔️ Silhouette that flatters
✔️ Fabric that moves
✔️ Length that works for you

This skirt nails all three. It’s modern, easy to style, and—most importantly—it is next level comfortable!

So yes, you can wear a denim skirt over 40. And this one? It just might become your warm-weather MVP. Don’t be surprised if you find yourself reaching for it again and again.

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