The uncomfortable truth when it comes to loafers is that any worth wearing are usually an investment. This means finding a pair made in Italy for under $250 was unheard of—until Astorflex came into the picture. Their Dartflex is a moc-toe loafer designed to continue conforming to your foot with each wear. The bovine leather is thick yet supple on the interior for comfort, and the outsole is leather to add classic looks and extra durability. From summer weddings and jeans to office looks, these will look good with anything and will age even better.
$225 by Astorflex