If I had to distill my approach to dressing into three words, they would be “cost-per-wear.” That phrase has guided many of my shopping decisions and helped me separate impulse buys from genuine investments. Over the years it has become a useful lens through which I evaluate everything from coats to accessories. Rather than chasing fleeting trends, I prefer pieces that earn their place in my wardrobe by being worn repeatedly.
In my thirties I often found myself frustrated by clothes that no longer felt right. My style shifted, but it took time to discover what worked for me in my forties and beyond. Lately, though, I’ve reached a comfortable place. I feel confident in what I wear and, for the first time in a long while, I genuinely enjoy dressing. That clarity comes from knowing which silhouettes, colors and finishes suit my life and make me feel put-together with minimal fuss.
My shopping is more deliberate now. Seasonal updates are planned in advance and informed by the wealth of visual inspiration available online. I usually identify a few key pieces for the season, consider one investment item (often a coat, a structured bag or a pair of quality sunglasses) and then fill in with more affordable basics. Cost-per-wear allows me to justify paying a little more for items I know I’ll reach for year after year.
Below are five staples I’ll be wearing this weekend. Each of these pieces has proven its worth through regular use. They are practical, timeless and flexible—qualities that add real value to a wardrobe. Unlike the impulsive party shoes I once bought and rarely wore, these items are pulled out again and again and have therefore earned their place in my rotation.
The Cross Body Bag
A cross body bag is my go-to when I want to be hands-free and efficient, whether I’m running errands, attending events or walking the dog. I favor a compact, saddle-shaped design with clean lines and minimal hardware because it pairs effortlessly with casual and smarter looks alike. Choosing structured leather ensures the bag keeps its shape and ages well, making it one of those small investments that pays off every season.
THE CASHMERE SWEATER
Cashmere is the ultimate example of cost-per-wear done right. A soft, well-made sweater can be worn for many years and remains comfortable and flattering through multiple seasons. I have jumpers that have lasted longer than a decade and still look and feel great. They work under coats, over shirts or on their own, and they add a quiet luxury to everyday dressing. I often keep an eye out for different neutral shades and a few seasonal colorways to refresh my rotation without disrupting the overall cohesion of my wardrobe.
The White Leather Sneakers
A clean pair of white leather sneakers is essential for a modern, casual wardrobe. I prefer minimal silhouettes with discreet branding and a classic profile that complements trousers, dresses and denim alike. They bring a relaxed edge to smarter pieces and are ideal for days when comfort matters without sacrificing style. Quality leather and a supportive sole mean they stay comfortable after many wears.
The minimalist Watch
A simple, well-designed watch elevates an outfit in an understated way. I like pieces with a clean dial and an uncluttered face—geometric details or a subtle texture can add interest without overpowering the look. A soft leather strap makes the watch comfortable for daily wear, and choosing neutral tones ensures it pairs with both casual and more formal looks. For me, a watch is both a practical tool and a key finishing touch.
The Sunglasses
A well-chosen pair of sunglasses can transform even the simplest outfit. I tend to invest in classic shapes with strong lines that flatter my face and add a bit of polish to everyday looks. Because sunglasses are worn frequently and can dramatically change an outfit’s attitude, they are one of the accessories I’m most willing to splurge on. The right lenses and frame construction also contribute to long-term wearability.
Are you someone who shops on impulse, or do you plan your wardrobe purchases using a cost-per-wear approach? Thinking about value in this way can help you build a practical, stylish and sustainable wardrobe that reflects your personal taste and daily needs.