What: Frye Boots
Why: I'm on the hunt for something comfortable that will allow me to do my shopping, run up and down the subway steps, and still arrive to dinner looking reasonably good. And though I love the sexy sky-high heels on many of this season's hottest boots, that look simply doesn't cut it when I'm on the go all day.
Thankfully, Frye figured out a way to make sensible shoes look incredibly stylish. The Frye Page Riding Boot ($352) looks equally good with jeans or a skirt, while the slouchy Veronica version ($304) easily adds a rocker edge to an otherwise conservative outfit. But my absolute favorite is probably the Dorado 3 Strap ($475), a multi-buckled beauty in a gorgeous tan leather than looks as if it's been well-broken in over the years (hint–that's the secret to not looking like you're trying too hard).
But these styles, like so many of this season's fashion best sellers, are quickly disappearing off store's shelves. To be sure you get the gift you want, check out our guide to finding this year's most coveted styles or hit Zappos for both the Riding and Veronica boots and Piperlime for the Dorado.