If the demise of the penny has you feeling sentimental, or maybe even a little shortchanged, consider this your excuse to revisit the timeless style it helped make famous. You might need to look ...

Shoppers claimed that there is no break-in period for these shoes — you can just wear them right out of the box. Cole Haan is ...

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." I’m convinced that if you put a handful of people all wearing black penny loafers into a lineup and asked ...

"When checking to see if you're Prep, the first thing they look at is your shoes," the Official Preppy Handbook declares. And among preppies, no dress shoe is as fundamental as the loafer. Whether you ...

Lean into a full-on preppy aesthetic with a tasseled pair. This style from the iconic brand—famous for its signature ...

If you click on links we provide, we may receive compensation. Shoppers even compare the shoes' comfort level to slippers Quince (4) Shoes play an important role when putting together an outfit, but ...

Complement skinny jeans’s streamlined silhouette with a pair of ankle-hugging boots, give them a preppy spin with loafers, or ...