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Insert Foot Here: Sebago’s Westbrook Penny Loafers

Loaf around in these classic made-in-the USA shoes.

Photograph courtesy of Sebago

What it is: Sebago The Westbrook Classic penny loafer, $425

Why we like it: Penny loafers never seem to go out of style. You can wear them with dressed-up trousers or your favorite pair of jeans, and they slip right on without the bother of having to tie your laces. These new Westbrook Classic loafers from Sebago cost a bit more, but are handcrafted in Maine using premium Horween leather, and are designed to last a lifetime. 

Where to get it:

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