Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoemaker in New England. This exclusive-to-J.Crew take on the classic penny loafer is made with a rich leather upper and leather lining. It's finished with a Goodyear welt—which means these shoes can be resoled as they wear down with age, ensuring that they're worth every penny (including the two you put in the slots). Leather upper, lining and sole. Made in the USA. Select stores.