How to Wear Sneakers When You're Not in Your 20s Anymore

Allyson Payer

First things first: No one ever said you can't wear sneakers after 29. (That would be crazy.) But as a 30-something who wears sneakers often, I can attest to the fact that my style has matured substantially since turning 30. For the first time, I find myself asking, Can I still wear this? While the answer to that question is usually yes, it often comes with conditions, i.e., of course, denim shorts are fine, as long as the waist is high and the inseam is longer than it was 10 years prior.

When it comes to sneakers, I choose to wear them with outfits that are more elevated these days, as opposed to the jeans-and-a-tee look I used to rely on. I attempt to dress them up more than I did in previous years.

When thinking about the way one looks their best in sneakers at any age, I studied the various ways that post-20s celebrities and prominent figures of the fashion world wear them outside of the gym. Midi-length hemlines, flares, cropped trousers, and even distressed jeans were paired with sleek separates and streamlined sneakers with über-stylish results. There seemed to be a common theme of effortless simplicity when it came to both the sneakers and the outfits they paired with them. Want to see for yourself?

Click below to view the inspiring ways that these women wear their sneakers, and shop sleek pairs that any age group would love.

Explore: Sneakers

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