Skirting the Issue: Flattering Skirt Styles for Curvy Confidence

Skirts have made the comeback and show up in every store and fashion website.

Let’s not dance around it: these legs have seen some things. Maybe you’ve got a little cellulite that showed up uninvited, some curves that won’t be tamed, or varicose veins that map out your life story. And thanks to hormones doing the cha-cha with your waistline and hips, your body may not fit into clothes the way it used to. But guess what? You’re still stunning. Dressing a curvy body isn’t about hiding—it’s about highlighting what makes you feel powerful, comfortable, and pulled-together. The right skirt can smooth, flatter, and let you strut without a second thought about the lumps, bumps, or shifting terrain. And, with skirts all the rage this summer, let’s check out styles that work with your shape—not against it.

1. A-Line Skirt: The MVP of the Midsection

An A-line skirt is your best friend when you want to define the waist and skim over the hips without hugging anything too tightly. It creates balance, gives flow, and pairs beautifully with a tucked-in blouse or fitted tee. Aim for just below the knee to control issues of it riding up when you sit down—flattering, forgiving, and never frumpy.

2. Midi with Movement

A midi-length skirt that hits mid-calf elongates the silhouette and offers a graceful sway that’s perfect for both brunch and boardrooms. Look for soft pleats or a subtle wrap detail that draws the eye diagonally rather than straight across. Bonus points for a high waist to cinch and lift where it counts.

PRO TIP: ensure the hem is either just above or just below the widest area of your calf to ensure a slim-leg look. Hems stopping mid-calf guarantee legs will look rounder than they really are!

3. Maxi, But Make It Tailored

A maxi skirt can be dreamy—if it doesn’t drown you. Go for streamlined maxis that drape (not cling) and have a bit of structure. A gentle flare or side slit adds vertical interest and keeps the skirt from veering into “couch throw” territory.

4. The Wraparound Wonder

Wrap skirts are miracles of fashion engineering. They adjust to your shape, add dimension without bulk, and that diagonal line? Chef’s kiss for camouflaging the tummy. Just be sure the fabric isn’t too flimsy—it should float, not fly open in a breeze to avoid that surprise Marilyn moment!

Seasoned Tip:

One quick tip that makes a big difference: always check if your skirt is lined. A good lining helps it glide over your curves instead of clinging to every dip and dimple. If your favorite style isn’t lined, don’t stress—just add a lightweight slip. It’s old-school in the best way and keeps things smooth, breezy, and beautifully unbothered.

No matter your shape, the right skirt doesn’t swamp your body—it honors it. Choose fabrics that move, lengths that flatter, and styles that let you walk tall with every seasoned step.

💬 What’s your go-to skirt style when you want to feel fabulous? Tell us below!

FOR MORE INSPO ON DRESSES AND SKIRTS, CHECK OUT 50IsNotTooOld.com with Tania Stephens.

AWellStyledLife.com with Jennifer Connolly