Dressed

Classic Penny Loafers Get Reinvented for Fall: 15 New Ways to Wear Them

Whether you're gearing up for a semester spent in lecture halls or have long bid adieu to the student lifestyle, penny loafers—a back-to-school classic—should be high up on your fall shopping list. Style them with pencil skirts for a more classic look or boyfriend jeans for a quirky casual outfit. Just check out these 15 stylish girls and you'll be instantly inspired to invest in this fall favorite. But before you do, here's a fun fact about penny loafers: Did you know that the flats got their name when moms in the 1900s needed a foolproof place for their kids to store some extra change for a phone call? And yes, phone calls once cost a penny! Getty ImagesGo classic with a button-down shirt, a miniskirt, and penny loafers. Stockholm StreetstyleThe masculine flats are a perfect addition to an easy denim-and-button-down look. Getty ImagesDress up a pair of tailored shorts with a tux shirt and pointed-toe penny loafers. Getty ImagesFor the office, the leather kicks are a great stiletto alternative. Just slip into the style with a pencil skirt and blouse. Getty ImagesTurn the preppy style on its head by pairing it with ripped skinny jeans and a leather jacket

Whether you're gearing up for a semester spent in lecture halls or have long bid adieu to the student lifestyle, penny loafers—a back-to-school classic—should be high up on your fall shopping list.

Style them with pencil skirts for a more classic look or boyfriend jeans for a quirky casual outfit. Just check out these 15 stylish girls and you'll be instantly inspired to invest in this fall favorite.

But before you do, here's a fun fact about penny loafers: Did you know that the flats got their name when moms in the 1900s needed a foolproof place for their kids to store some extra change for a phone call? And yes, phone calls once cost a penny!

Getty Images

Go classic with a button-down shirt, a miniskirt, and penny loafers.

Stockholm Streetstyle

The masculine flats are a perfect addition to an easy denim-and-button-down look.

Getty Images

Dress up a pair of tailored shorts with a tux shirt and pointed-toe penny loafers.

Getty Images

For the office, the leather kicks are a great stiletto alternative. Just slip into the style with a pencil skirt and blouse.

Getty Images

Turn the preppy style on its head by pairing it with ripped skinny jeans and a leather jacket for an edgier look.

Getty Images

With an LBD or classic coat, look for loafer styles with a bit of extra detail, like studs or a tassel.

Penny Pincher Fashion

A pair of patent loafers will make a casual layered outfit instantly more elegant.

Getty Images

When rocking the classics for fall, like an LBD and camel coat, a pair of penny loafers are just the thing to bring your look to the next level.

Getty Images

Overalls and loafers are an easy, casual outfit.

Getty Images

For evening plans this fall, style your lace minidress with a pair of embellished loafers. It's the perfect high-low mix!

My Style Pill

Whether you're headed to a casual day at the office or brunch with your best girlfriends, pair your loafers with a classic silk blouse and straight-leg jeans.

Atlantic Pacific

Opt for a pair in a bright color!

Sincerely Jules

The uptown leather loafers go downtown cool when you mix them with a leather mini and cotton tee.

Getty Images

Another classic back-to-school look is a shirtdress and cropped jacket.

Free People

No matter what you wear, have fun with the flats style and show off a fun pair of ankle or knee socks!

Pick up a pair for yourself before fall!

For more fall outfit ideas:

Try This Now: The New Trend in Jumpsuits That Everyone Can Pull Off

The Jewelry Trend Everyone Will Be Wearing This Fall

6 Fall Pieces You Can Buy Now and Wear Immediately__

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