Bostonians are famous for their quirky provincial sensibility. And we love how Boston men adhere to that with their fashion sense by not being confined to New York or London conventions regarding what to wear. Here our very handsome businessman, like most Boston businessmen flouts that New York and London shoe rule of "Never brown in town" (which means never wear brown shoes with a suit in a city). We say good for the men of Boston! Let freedom ring!
Location: Orange Line at Back Bay
Imagined Profession: Finance Manager