Gwyneth Paltrow wore a pair of black penny loafers in Italy, and, according to one stylist, they’re a “true classic making a comeback.” We found pairs from Cole Haan, Amazon, and more for as little as ...

If the demise of the penny has you feeling sentimental, or maybe even a little shortchanged, consider this your excuse to ...

Based around the classic penny loafer silhouette, the Type 159 silhouette features the signature strap across the leather upper. This detail is complemented with gold Adieu branding on the footbed of ...

THE PENNY LOAFER was born in Wilton, Maine, in 1936. It was created by boot maker G.H. Bass and co-opted by Ivy League students in the 1950s (the prepsters added the pennies, hence the name). Though ...

PureWow editors select every item that appears on this page, and some items may be gifted to us. Additionally, PureWow may ...

G.H. Bass and Fred Perry’s ongoing collaborative partnership continues this season, as the duo connect once more to rework the brand’s Penny Loafer and introduce a womenswear silhouette for the first ...

Although the loafer is quite simple in design, its history is not. There are many theories of where the slip-on shoe, now a beacon of sophistication and class, originated from. One theory says that ...