14 Super-Comfortable High Heels

Invest in both comfort and style these fashionable footwear options.

Investment Shopping 101

We all know how hard it is to resist a cute pair of heels. Even after you try them on and feel the little pinch in your toes, it's difficult to fight the urge to splurge. The problem comes later when you banish the pair to the back of the closet (alongside the other painful heels you just had to buy) after a day spent hobbling around on aching feet. To end the vicious cycle, we scoured the market for investment-worthy heels that merge style patented comfort technology, ensuring your every step is wince-free. Click through for our favorite pairs.

Dolled Up by Aerosoles

Looking for height without the blisters? These pumps have your back. This style has a memory foam insole that will keep your foot feeling cushioned and comfortable.

Expert by Anne Klein

We cannot get enough of these kitten heels. Choosing a kitten heel over a pump gives you a pulled together look without the pain of a 4-inch heel.

Nili Pump by Adrienne Vittadini

A quick fix to finding comfort is choosing a heel with an ankle strap. The ankle strap helps to avoid slipping and keep your foot in place. Not to mention how cute the added detail can be.

Keela by Naturalizer

The Naturalizer pump is perfect for day or night. The 2 ¼ inch heel is the perfect height for amping up your look without compromising comfort. Plus N5 Contour technology makes it easy for your feet to look good and feel even better.

Kendra Gaby by Clarks

This comfy shoe is a fresh take on the Mary Jane. This style is perfect for keeping your foot secure especially with the added support from the ankle strap.

Fashion match