The piece: Coach Rosyln Heels
The price: $225
Why we want it: At the tail end of Summer, with crisp Autumn days hovering on the horizon, it simply feels wrong to parade around in sky-high sandals or breezy espadrilles. Even though it's not quite boot weather, our internal fashion clocks start hankering for a shoe that segues into the new season. This gray suede peep-toe from Coach does the trick, with the added ability of working for both the office and a night out. The thicker heel is comfier than its spindly cousins, too, meaning you'll be ready to go from the workplace to cocktails without throwing your trusty flats so much as a longing glance.