And considering the fact that they look great with shorts, skirts, jeans, and trousers ... and more, including penny loafers, platform loafers, and suede loafers starting at just $20.

Designs include surfer-inspired moccasins, open-backed mules, and updated penny loafers ... see Free People’s After Riding Loafers pairing well with barrel jeans and a cropped tee.

Go ahead and see for yourself how well they pair with anything from jeans to suit pants. Why we love this brand: It’s one thing to be the company that invented penny loafers—it’s another to ...

If you think loafers are only for older ... Our top pick, the Allen Edmonds Randolph Penny Loafer, is a classic shoe that can be worn with both suits and jeans. If you want to go all in on comfort ...

Wear them with a pair of straight-leg jeans and silk shirt for the ultimate smart-casual balance. Softer and less structured than the penny style but just as classic, these driving loafers from ...

Cole Haan’s 'Comfortable' Penny Loafers Are Almost 50% Off, and Shoppers Say They’re 'Really Nice' for the Price first ...

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 ...

They're cushiony right out of the box. The Time and Tru Penny Loafers are the most recent pair in my closet, and I’ve worn them nonstop with dresses, jeans, and skirts, and they instantly ...

While sister Bella Hadid is an undisputed star of summer style, Gigi shed her usual layers for a delightfully ...

A sister style to the Andie, Margaux's suede penny loafers count T&C's Deputy Digital ... this will be your go-to for wearing with jeans and ponte pants alike. It's basically the perfect workwear ...

They’ll bring a certain louche sophistication to office wear, add personality to a mini skirt or sexy dress and tomboy cool to a pair of jeans. Image ... sole shoe popularised by Prada in 2021 to ...

Most of our top picks are classic penny loafers, with accents ranging from ... “They look great paired with a pair of socks as well as with jeans, trousers, a skirt, or anything,” says Lauture.