10 pairs of shoes worth the investment
Swap out ho-hum nude pumps for these badass alternatives (part Jetson, part Joan Jett) and you'll incite more than a few cases of shoe envy at the next cocktail party.
"Elisa" Pumps, $375 , Jean-Michel Cazabat, Shopbop.com
Savillle Row-inspired and super-expensive looking—like something out of the Prince of Monaco's closet—they're way more worthwhile than standard saddle shoes or solid-color brogues.
Two-tone leather brogues, $920, esquivel, Netaporter.com
"Ilana" high heel booties
You'll be getting these day-to-night boots resoled every few years for the rest of your life. (That, I think, is the sign of an amazing investment.)
"Ilana" High Heel Booties, $895, Calvin Klein Collection, Shopbop.com
Ruffle-trimmed suede pumps
Detailed from the back and classic from the front, they're an interesting yet enduring staple for weddings and holiday parties.
Ruffle-Trimmed Suede Pumps, $950, Nicholas Kirkwood, Netaporter.com
Paper snake booties
So much cooler than the typical neutral-colored ankle boot, but every bit as versatile.
Paper Snake Booties, $870, Maison Martin Margiela, Shopbop.com
"Tokara" lace velvet open toe pumps
It's not just the Downton Abbey vibe that gets me. It's also the way that wearing these eye-catchers would let me slack off with the entire rest of my outfit. Always.
110 mm "Tokara" Lace Velvet Open Toe Pumps, $1,336, Salvatore Ferragamo, Luisaviaroma.com
'Wuthering Heights' laceless Oxford pump
I don't know if I'm cool enough to wear these shoes (I mean...that heel), but I really, really want to be. I wouldn't wear them every day, but once a week? Realistically, yeah.
"Wuthering Heights" Laceless Oxford Pump, $895, Fendi, Barneys.com
Not the prettiest, but maybe the most necessary: shearling-lined yet polished, they'll let you trek around post-blizzard without looking like Snooki or a clueless college student. And that's sorta priceless.
Shearling-lined leather biker boots, $495, Marc by Marc Jacobs, Netaporter.com
Side buckle boot
The ultimate people pleaser, combining the dude-appeal of tall boots with a ladylike shape your mom would love. (And that refined, fancy-looking cap toe detail? I kind of think everyone loves that.)
Side Buckle Boot, $1,590, Lanvin, Barneys.com
Apron toe loafer
For weekends and errands and flats-necessary times, these Love Story-like loafers can't be beat. Pair them with a corduroy blazer or a graphic print sweater to echo their slightly kitschy tone.
Apron Toe Loafer, $495, Sergio Rossi, Barneys.com