For me, for a very long time, one of those things was a pair of black penny loafers that I’d see everywhere, and always notice, because they just looked better than all the other black penny ...

The charm of loafers is that they feel dapper no matter how you style them. You might like classic black penny loafers with bright white calf socks, or velvet slip-ons that look like they belong ...

Garner stepped out on the streets of Los Angeles in black penny loafers with wide-leg jeans and a gray sweater, while Fonda dressed up a fun pair of leopard-print loafers with a plum-colored ...

Just ask the two Chicagoans who founded Cole Haan, known for making some of the best shoes around like the now iconic ...

The standout piece of her outfit was her burgundy penny loafers from Thursday Boots, which featured a chunky lug sole for added comfort and traction. I'm not suggesting that black loafers have ...

Kendall Jenner was out in Paris wearing Thursday Boots’ comfy-cool penny loafers. Shop the model’s exact shoes, plus other ...

The best loafer for you will vary depending on your individual styling needs and preferences. In 2025, there are plenty to choose from whether it’s the patent black chunky sole shoe popularised by ...

If you buy something via one of our links, we may earn a commission. Cole Haan 4.Zerogrand Penny Loafers are available for $100, 56% less than the normal $225 sticker. A more-than-half-off ...