Distressed Denim Buying Guide. I bought my first pair of distressed jeans for spring and I can’t believe I waited so long. As a first time buyer, I didn’t want to jump in with half my leg exposed. I wanted a few distressed patches and maybe a manageable hole. Keep reading for my ‘How to Buy Distressed Denim Guide’ and some of the my favorite styles out there now. LOFT jeans. Banana Republic sweater. Everlane loafers. JCrew blazer.