There’s something to be said for a true classic. Let’s get reacquainted with the quintessential Ralph Lauren boot. Sometimes a style is so enduring, it has the ability to feel brand-new. He has always designed for the ruggedly chic woman, one who is as comfortable in the grass as she is at a sidewalk café. This boot, as country as it is cosmopolitan, is the equivalent. The “Terressa,” with harness-like buckles and panels, alludes to the equestrian, but you’re not going to look like you actually just jumped off a cantering horse. Besides, no respectable horsewoman would ride with heels this high!
These are sleek and structured, with a perfect amount of detailing – in the nuanced buckles, white stitching, and stirrup-like straps. A hearty stacked heel, almost 4.5” inches, balances it all out – and means if you really need to saunter through grass, you can. On Luisa Via Roma for $1,548.
Pair with: You’re going for a classic look here, but that doesn’t mean you don’t necessarily have to wear a white button-down and dark jeans. You can also go for overt minimalism, via The Row’s wool-blend camel “Rexton” sheath. On Net-a-Porter for $1,125.