This (very old) silk motorcycle jacket from J. Crew–a reimagining of the irreverent motorcycle jacket in a soft, light silk material–is a wardrobe workhorse for me. I can wear it all week long–on the weekday to work and on the weekend to brunch–because it doesn’t fall squarely into any one category, and looks just as good over a sheath dress as it does over jeans and a v-neck t-shirt. While the material is too flimsy for cold weather, the perfectly unobjectionable blush color is seasonless.
It’s timeless in the same way that a navy blazer is timeless. Both qualify an outfit without being its defining feature.
At least one retailer will offer an iteration of this jacket every season (right now it’s Nicole Miller) but the style never quite reaches fever pitch, perhaps because it’s not obviously universal (while being only marginally necessary).