No one had to search for how to wear overalls in the '90s, when they somewhat defined the cultural zeitgeist with icons such as rapper Tupac, hip-hop artist Lauryn Hill, and R&B singer Aaliyah ...

There’s workwear—a chore jacket picked up from a flea market, maybe some lug sole leather boots you scored off-season—and then there’s workwear. A perennial favorite in the latter category? Overalls.