And now a bit of denim history for you: Overalls have been around since the late 1700s. That is some major staying power … and you can still see overalls on the fashion runways even today. But the “true ’90s way” to wear overalls was with one strap hanging down, a la Will Smith during the “Fresh Prince” years.

Confession:

“In the ’90s, I really wanted train conductor overalls — the blue and white striped ones. I wanted them extra baggy, and I ended up ordering a pair from the Sears Workman catalog and they were way, way too big. But I wore them for 15 years.” — Jess A.