Why we love them: The first thing that comes to mind with the quintessential tall boot? It's a timeless classic, through and through. Tommy Hilfiger, Ralph Lauren, and Burberry remind us season after season of why we come back to this knee-high style, and whether you opt for an overtly equestrian-inspired iteration or a slick, back-zippered version, they are crisp, wear-with-everything shoes.
How to wear them: If you're rocking flat, equestrian-style boots, then style them with our latest color fixation — oxblood red — perhaps with a fitted, ankle-cut trouser. If you're wearing a heeled tall boot, that added height and utilitarian accent will go perfectly with Fall's longer skirt selection.