Nothing Actually "Fits" You

Pretty much all guys who start learning more about clothing go through this epiphany. They go to a tailor, get measured, and find out they're actually a 38-inch chest when they've been buying a 40 for decades — and usually that means stuff you once thought was "too small" actually fit the way it's supposed to — slim but not suffocating.

Sure, you can take some things to a tailor and get fixed up, but for items like knitwear, jeans, and basics like T-shirts, those have all gotta be re-upped... this time in the right size.