It seems as if it's our lifelong mission to find the ideal heel silhouette that can get us through an entire day without pain. Sure, this may seem impossible (we've all had those nights), but there actually is a style that could last for your 9-to-5 and 5-to-9 life—just ask Lauren Conrad. While hanging with her during her home tour with MyDomaine, LC spilled on what she looks for when it comes to a comfy pair of fall heels. "I am very picky when it comes to booties because they are just about the only heel I will wear all day long," she said. "I opt for a chunkier heel." We honestly couldn't agree more—a wider-set heel is inherently more comfortable than something like a stiletto, for example. And the best part? The perfect pair of ankle boots can work for your office and off-duty life. Wear a sleek black iteration with a midi skirt and sweater for work and keep them on (or change into a fun, printed pair!) when you make the switch to jeans and a moto jacket for after-hours drinks.