Ice-T makes high-waisted jeans look dangerous.
When: Circa 1988
It's crazy to think that not that long ago, guys considered and even wore their jeans above the navel. The high-waisted look was better left to nerds or moms, being neither comfortable nor flattering on any body type, but Ice-T somehow pulled off the look and made high-waisted jeans look hard. That's real street cred.