Making Peace (at Age 40) with Wearing Shorts

As a grown up, I have always struggled with wearing shorts. Shorts made me feel silly, like I was trying to be something I’m not. Like casual, ha ha. Now that I have kids and can’t just wear skirts all summer (not great for climbing around at the park!), I’ve had to figure out the whole shorts thing. And by that I mean I just figured it out now that my eldest is 5 1/2.

How did I figure out how to wear shorts without feeling silly? It was pretty much an accident. Recently I needed to get dressed super quickly and it was really hot, so I grabbed a pair of khaki shorts a friend had given me (thanks Jessie!) when I was cleaning out her closet. I had just reorganized my closet and put my numerous black short sleeve tee shirts towards the front of the tops section, so I put on one of those too. And then this really weird feeling took over. I was wearing shorts, yet I somehow felt like…myself! Wow.

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The black tee + khaki short combo reminded me of the black tee + khaki trench coat look I had pulled out of a magazine a while ago.  I was merely translating a look that already spoken to me for a different season. Variations on my new shorts uniform are a burgundy or olive tee, as those are my optimal colors, or white when it is super hot. Add a delicate but edgy Larissa Loden necklace and voila, age and style appropriate shorts.

Happy Shopping!

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Splendid Supima Cotton and Modal-Blend Jersey T-Shirt, $65

Topshop Rope Casual Shorts, $65

Birkenstock Gizeh Birko-Flor Patent in Black, $94.95

Campomaggi Studded Saddle Bag, $450

Zoe Circular Studs, $3,650

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How do you wear shorts?

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Lani Inlander is a personal stylist who has been working with clients who want to feel their best and look put-together every day for over 15 years. You can find her in the Washington, D.C. and New York metropolitan areas. Are you looking for professional training to be a personal stylist? Click here to learn how you can train with Lani at The Stylist Studio

You can find Lani Inlander and Real Life Style on Facebook, LinkedIn, Twitter, Pinterest, and Instagram.


Real Life Style is a style consulting firm that teaches busy women to wear their power so they can live their lives fully and confidently. Lani Inlander, Kyle Dunphy and Sloane True are based in the Washington, D.C., metropolitan area and serve clients nationwide. We offer personal styling services, and an on-demand e-course.

Once in a while, you can find Lani Inlander and Real Life Style on Facebook, LinkedIn, Pinterest, and Instagram. Mostly, they are happily busy serving their fabulous clients, not hanging out online!