ASOS Movement Leather Loafers
A slender silhouette gives this pair a definitively feminine feel, despite borrowed-from-the-boys loafer styling. Wear them with pieces like a velvet blazer and ankle-length cigarette pants.
To buy: $56; asos.com.
LifeStride Parigi Pump
The classic black pump, elevated. Memory foam technology and a cushioned insole make for such a pain-free heel you’ll swear you’re walking on air. Also available in 27 other colors.
To buy: $36; amazon.com.
J.Crew Factory Emery Flats
These reimagined ballet flats are seriously on point. Patent leather and a tuxedo-inspired bow give a nod to menswear that pairs surprisingly well with everything from full skirts to skinny jeans. Available in two colors.
To buy: $49, factory.jcrew.com.
Lane Bryant Faux Suede Over-the-Knee Boot
Made from soft faux suede in an on-trend over-the-knee shape, these flat boots are an instant outfit-maker. They pull on easily over jeans or leggings, too. Also available in blue.
To buy: $90; lanebyrant.com.
Rockport Total Motion Pointed Toe Pump
A stiletto for the girl on the go: “Shock-absorbing” and “heel-cushioning” only begin to describe the attention to comfort that goes into each pair. Bonus? Their super-versatile hue works day or night—a good thing, considering you’ll want to wear them all the time. Available in 17 colors.
To buy: from $50; rockport.com.
Clarks Bavette Dress Pump
A round toe, sophisticated hue, and a chunky heel give these Mary Janes a 70s flair in line with the biggest trend of the season. Complete the ensemble with a layered look, like a suede skirt and long sweater. Available in five colors.
To buy: From $45, amazon.com.
Boden Angelica T-Bar Flats
A flat full of stylish statements, like a T-bar silhouette and eye-catching red piping, makes for a worthy heel replacement. Wear them with a solid midi skirt—or a pair of leather leggings for an evening out. Also available in leopard.
To buy: $120; bodenusa.com.