10 Smart Questions to Ask Before Buying Your Next Pair of Shoes

Ask these 10 essential questions before buying shoes to avoid regrets and make every pair worth the price.

The thrill of getting new shoes is undeniable, whether you’re after the best brands, prioritizing comfort, or investing in a pair that’ll last for years. But smart shoe shopping goes beyond impulse buys.

As the experts say, “By focusing on purpose, fit, and quality, you’ll walk away with shoes that feel as good as they look, and last a whole lot longer.” Here are 10 questions (with all the wisdom you need) to make your next shoe purchase a success.

1. Do I Already Own the Same Pair I’m About to Purchase?

Before grabbing another pair, quickly scan your current sneaker and shoe collection guide to make sure you’re not doubling up, a common mistake that clutters closets and wastes money. “Trust me, it’s happened before.”

2. Are They the Correct Size?

Foot sizes change, and brands fit differently. “Obvious, but still I must ask.” Always get professionally measured and follow shoe shopping tips. Try on both shoes in the late afternoon, when your feet are most swollen, for an accurate fit, and double-check the sizing if you’re buying online.

3. Are They Comfortable?

“Wearing shoes simply for a fashion statement is so…not fashionable.” Comfort matters for mood, posture, and even long-term health. Don’t expect to “break them in”, they should feel good on day one. Learn more from this guide to buying comfortable shoes.

4. Am I Getting the Most Value for My Money?

“Is this a good investment? If you answered ‘yes’, proceed.” Consider what makes sneakers and shoes worth the price, like durable construction, timeless design, or brands with proven resale value.

5. How Wearable Are They?

“Are these shoes for a ‘look’ or can I wear them with multiple outfits?” Prioritize timeless, versatile shoe styles, shoes that go from office to weekend stretch your wardrobe further.

6. Do I Really Need a New Pair of Shoes?

“Do you? Really?” Pause before you buy. Are you shopping out of boredom or chasing a quick high? Sometimes, the smartest purchase is the one you skip. For help, check out advice on controlling impulse shopping.

7. Do They Look Good On Me?

“Sometimes they look great on the model and great in the box, but not great on…you. Sorry, but it’s true.” Tips for trying on shoes and checking the fit are essential. Pick styles that flatter your look and feel natural for you.

8. Do I Like the Shoes or the Brand?

“Sometimes it’s the luxury name that holds the power and not the shoe itself. Think critically here…” Focus on the actual quality and fit, not just the label.

9. Will They Remain in Style?

“Better to choose shoes that will be in style a couple of years from the purchase date.” Stick with classic shoes that never go out of style: white sneakers, pumps, loafers, ankle boots, and quality sandals.

10. Do They Give Support?

“And I don’t mean emotional support but do they support your foot and frame properly. Crucial final question.” Shoes should offer adequate arch, heel, and sole support. Learn more about the importance of comfortable and supportive work shoes.

Keep these questions at hand next time you shop. Make purchases with confidence; your closet, wallet, and feet will thank you. When you choose quality, comfort, and versatile style, you’re investing in steps that will carry you well, today, tomorrow, and for years to come.