Shredded jeans for the office? Oy. Adam says it's a not-to-wear-over-a-certain-age rule too. "If you wore this trend during the first go-around in the '80s, that's a sign you shouldn't resurrect it," he says. "In fact, follow that rule with every trend."
Also, avoid tacking a jacket onto dowdy mom jeans. "Too saggy, too high waisted, and way too light is not my idea of dressed-up denim," Adam says.