Fashions come and go, but good style is forever. At least, that's what we're told. Yet over the last decade, the only consistent thing about my own fashion choices has been their rabid inconsistency. University years were defined by an aesthetic referred to by my friends as "feed the birds" — sweaters that swamped me, jewelry that jangled, and a deluded hope that all this draping made me look like the third Olsen twin. Early career years forced my wardrobe into more office-friendly territory, but without the income needed to invest in quality pieces; these days, as a freelance writer working from home, yoga pants have become depressingly de rigeur.

Like Wintour, I think we're all trying to figure out a lamé-free existence. With the advice of some of fashion's most beloved icons as guidance, I've outlined goals to color coordinate, streamline, and spruce up the current chaos of my wardrobe. Here's to a new decade of dressing well.

Bill Cunningham, The Times' legendary fashion photographer, built a career on capturing others' personal style in candid street snaps. Like many influential industry figures, Bill's own style has always been unobtrusive, defined by one distinctly unglamorous item: LL Bean duck boots. Those duck boots have pounded the pavements of New York for decades — and, what started as a nod toward practicality, has become synonymous with the man himself.