Fashion Over 40: Dressing for Comfort
In this installment of Fashion Over 40, I want to focus on a topic that matters as much as style: comfort. It’s important that an outfit looks good, but equally important that it feels good. As the days get longer and my schedule requires more time on my feet, footwear has become a major consideration in planning outfits that work for both style and practicality.
Over the years I’ve tried many styles and brands. Some have been almost right, and a few have been quite disappointing. The pair I’m wearing with today’s outfit, though, stands out as my most comfortable flip flops to date. They have the softness and support I need, and they’ve earned a permanent spot in my rotation.

My go-to pair is the Clarks Brinkley Athol flip flop, and I’m already on my second pair. They aren’t allowed in my workplace kitchen because I’m required to wear closed-toed, safety-approved shoes there, but I’ve worn them for hiking and long walks during vacations — they’ve held up on trips to Maui and even walks around Las Vegas. Their soft footbed and reliable arch support are exactly what I look for when choosing footwear, and they come in a wide range of colors to suit different outfits.

If flip flops aren’t appropriate for where you live or for current weather, don’t worry — there are supportive, comfortable alternatives. For cooler or transitional seasons, consider low-heeled closed-toe shoes with cushioned insoles, supportive sandals with secure straps, or everyday sneakers designed with arch support and breathable materials. The important things to prioritize are a good fit, cushioning in the footbed, and reliable arch and heel support.
Here are a few practical tips I use when choosing comfortable shoes:
- Look for a cushioned footbed and clear arch support. These reduce fatigue and prevent sore feet after long days.
- Choose the correct size and width. A shoe that fits well prevents rubbing and helps maintain proper foot alignment.
- Check for a stable heel cup and a sole with some traction, especially if you spend time walking on various surfaces.
- Rotate your footwear. Wearing different shoes on different days helps reduce repetitive strain on the same parts of your feet.
- Replace worn-out insoles or shoes. Over time cushioning compresses and support diminishes, so renewing them matters.
Do you have particular requirements for your shoes? I know I do — my feet are picky, and I’ve learned to be selective. Interestingly, the brand that finally solved my problem of standing for long shifts in the kitchen was also Clarks. That consistency in comfort has made me a loyal repeat customer.
When I began posting a weekly Fashion Over 40 feature, I felt nervous about sharing outfit photos. I didn’t know how comfortable I’d be putting myself out there. Your kind comments and encouragement have made a meaningful difference. Thanks to your support, those posts have become some of the most viewed content of the week, which reassures me that others relate to this mix of practical style and everyday life.
Thank you for your thoughtful, supportive messages. It’s a joy to connect with people who care about feeling good in what they wear. You’re all beautiful — inside and out.
Linking to: I Feel Pretty, The Pleated Poppy











