I remember stepping into a Sunday brunch at 22, the air thick with laughter and clinking glasses. I wore a stiff blazer, pleated-too-tight chinos, and penny loafers that pinched my heels. The cotton shirt itched, and I could feel the seams digging into my shoulders. I smiled nervously while everyone else radiated ease. That morning, … Read more
The Truth About Outfit Repeating I used to think outfit repeating was a failure of imagination. That mindset came from a very specific mistake I made in my mid-20s: I owned a lot of clothes, but I was always stressed about what to wear. Every morning felt like a low-grade crisis. I’d buy new pieces … Read more
I still remember the first time I thought I’d “nailed” casual dressing—slim jeans, a graphic tee, brand-new sneakers. I stepped out feeling confident… until I saw the photos later. The jeans were too tight, the tee looked tired after one wash, and the sneakers screamed trying too hard. That’s when I learned something most men … Read more