But few, if any, have been more enduring than the penny loafer, which became inextricably linked to American style after young people started stuffing pennies in the notched strap atop it.

A few styles are fairly specific to men’s shoes, like the Belgian or the monk-strap loafer, so for this guide, I focused on those geared more toward women — including penny, tassel ...

You might like classic black penny loafers with bright white calf socks, or velvet slip-ons that look like they belong in a cigar lounge — either way, you're dressed to impress. The best loafers ...