Free the Legs: How to Embrace Shorts (Yes, Even Now)
Let’s talk about shorts. Specifically, the complicated relationship many of us have with them. At some point, a lot of women quietly phased them out of their wardrobes. Maybe it happened gradually. One summer, you opted for a maxi dress. The next, cropped pants. And now? The thought of putting on shorts feels about as appealing as going to the DMV in July.
Trust me, I get it. Our bodies change. Our style evolves. And somewhere along the way, we start to question whether shorts are still "allowed." But here’s the truth: it’s hot outside. Your legs deserve fresh air. And yes, you can absolutely wear shorts and look amazing doing it.
This is your official invitation to free the legs.
Rewriting the Shorts Narrative
Let’s call it out. Shorts get a bad rap. It’s been almost 40 years since we were wearing short shorts and singing that oh so catchy Nair commercial jingle. Maybe it started with a poorly lit fitting room or a comment someone made in your twenties that stuck around far longer than it should have. Over time, we internalize all kinds of messages about what’s flattering, age-appropriate, or socially acceptable. Especially when it comes to showing our legs.
But what if we rewrote the story? Legs are not required to be perfectly toned or smooth in order to be shown. They’re for walking, dancing, standing in the kitchen talking with friends, and yes, catching a little breeze in the summer heat. Wearing shorts isn’t a fashion risk. It’s just a practical and stylish way to get dressed when it’s 85 degrees and humid.
Finding the Right Fit
Not all shorts are created equal. If you’ve been haunted by the memory of tight, low-rise cutoffs that rode up when you walked, I promise there’s a better option out there.
Here are some flattering styles worth trying:
Bermuda Shorts: These are a great longer option, often with a tailored fit that looks polished. They’re ideal if you want coverage without bulk.
A-Line Shorts: With a slight flare from the hip, these create a beautiful silhouette and balance proportions nicely.
Paperbag Waist Shorts: These cinch at the waist and often come in lightweight fabrics. They add a little structure while still being incredibly comfortable.
Pull-On Styles: Think elastic waist, linen blends, easy fabrics. These are the shorts equivalent of your favorite soft pants.
Denim Shorts: Don’t write these off. Look for a mid-rise or high-rise fit, a little room in the thigh, and a modest inseam. Frayed hems or clean finishes both work—pick what feels like you.
Inseam Matters
The right inseam can be the difference between a pair of shorts you reach for every day and a pair you never wear again. The inseam is simply the length from the crotch seam to the end of the short. Sounds technical, but it makes all the difference.
3-inch inseam: Great if you’re petite or love showing a little leg. They don’t have to be tight to be stylish.
5-inch inseam: A sweet spot for many women. Hits a few inches down the thigh for comfort and coverage.
7 to 9-inch inseam: These often feel more like walking shorts or Bermudas. Ideal if you prefer a little more length but still want shape.
And remember: a tailor can always hem a pair to your ideal length. Don’t be afraid to customize.
Styling Tips for Wearing Shorts
The key to loving your shorts is feeling put-together. These styling tricks will help:
Pair with a structured top. A crisp button-down or a tucked-in blouse balances the relaxed vibe of shorts and makes the whole outfit feel intentional.
Add a third piece. A vest, light jacket, or even a belt can elevate the look.
Choose the right shoes. Flat sandals, sleek sneakers, or espadrilles keep it casual but chic.
Play with proportion. If your shorts are more fitted, try a slightly looser top. If the shorts are flowy, a more fitted top can create balance.
Confidence Is the Real Game-Changer
It’s easy to overthink this. You try on a pair of shorts and suddenly become hyper-aware of every vein, wrinkle, or curve you’ve ever had. But here’s the thing: no one is zooming in on your knees. Most people are too busy thinking about their own.
For me, having a tan always makes a huge difference in my confidence. I love the Dr. Dennis Gross Self-Tanner Wipes! They give a nice, even glow that distracts from any imperfections.
Confidence really is the best styling trick. And sometimes, it comes from just doing the thing. Put on the shorts. Wear them around the house. Take a picture. Walk to the mailbox. Slowly, it becomes more normal. More comfortable. And even fun.
You don’t have to love every inch of your legs to let them out for some sun.
Shop Shorts at Every Price Point
If you’re ready to give shorts another shot, here’s a roundup of options across different budgets. Whether you want an affordable everyday pair or something more elevated, there’s something here for you.
SHORTS UNDER $100
SHORTS $100-$300
SHORTS $300+
Let Your Legs Live a Little
If you’ve been on the fence about shorts, consider this your nudge. There is no rule that says shorts expire when you hit a certain age. There’s no badge for sweating through capris while pretending you're not hot.
You deserve to feel good and stay cool. So go ahead. Try a new pair. Experiment with lengths and styles. You might just find your new favorite summer staple.
This summer, let’s free the legs.