Splurge: These Italian boots by Moschino have four-inch heels and feature a faux-wrap detail in the front. They don’t cheat you on the leather—you’ll find calfskin inside and out on this cute pair of kicks. They ring in at $600, so they’re definitely a splurge. Pick them up at Nordstrom.com.
Steal: Want a similar look with a friendlier price tag? Try this pair from Jessica Simpson Virginia. You won’t be getting as much leather—only the outside is 100 percent of the stuff—but the detailing is similar, right down to the buckle. The heels are 3½ inches, and there’s a zipper on the inside for easier on-and-off. Pick them up at Piperlime.com for $129.
Splurge: If you want an edgier look from your ankle boot, you might like one of the gray-suede varieties. We found this zip-up Michael Kors pair at Zappos.com for $395. These shoes are leather from top to bottom, including the lining, sole, and heel. They’ll add an extra 3¾ inches to your height.
Steal: A more wallet-friendly alternative might be this pair by Abaete for Payless. The heel is just a bit higher at four inches, and the asymmetrical topline and pleats on the front add interesting details. These shoes are made of leather, suede, and “manmade materials.” They ring up in the double digits at $45 at Payless.com.