19. New Balance 576 and 770 (1988)
We would be remiss if we left the most important dad shoes of all-time off this list. In fact, we couldn’t decide which of these two to leave off the list so we included them both.
So here’s the deal, for a while these shoes were worn by everyone’s dads. Then they were worn ironically because they were what everyone’s dads wore. Then everyone realized they were actually just super comfortable shoes and your dad was right all along. Reminder, we all turn into our parents eventually.