If you’re going to cave to investing in just one piece of vintage clothing, we strongly advise you to go for a Chanel jacket. Not only do these classic pieces reek with built-in chic, but they are also virtually deflation-proof. Whether from the 1970s, 1990s or from 3 seasons back, a Chanel jacket holds its value on the market like no other garment can. It’s the sartorial equivalent of investing in a good piece of art (or at least, that’s what you can tell your husband when he sees the credit card bill for our Chanel jacket richly covered with gold metal Lessage embroidery). Serendipitously, they also hold their value in your own wardrobe. These are timeless pieces that are built to last, and never go out of style. The trick, of course, is to wear them in new, fresh ways. Here we bring you the best of our specially curated selection worn with our favorite new and vintage clothes. But to be perfectly honest, you can wear these jackets anytime, anywhere, and with anything—sweatpants included—and you will be instantly and impeccable dressed.

–J.J. Martin