POSSE Chiara checked cotton

I'm not usually a loafer person, but the eel leather texture and sleek silhouette somehow make these work where others don't. They feel substantial and expensive without being precious, and they're surprisingly comfortable for all-day wear.

This is the bag that makes you look like you have your life together, even when you absolutely don't. The size hits that sweet spot where it holds everything you actually need without looking like you're carrying your entire apartment. I've watched friends carry theirs for years and they still look brand new, which justifies the investment.