After 15 years in fashion I have lived through many a pair of It jeans. Some I’ve invested in, some I’ve swerved, but while trends come and go, all of the biggest hitting denim buys have always had the same thing in common: they’re really easy to wear. That might sound obvious considering we’re talking about the world’s most relied-upon go-to item, but there have been some pretty wacky and wild jeans created over the past few decades and the more extreme they are the more dated they look. Many of the past’s It jeans could still stand up as solid choices today. Current/Elliot’s original baggy boyfriend jeans are in my wardrobe and remain useful; J Brand’s Lovestory flares are still some of the best out there for that silhouette; Levi’s 501s will never, ever die and Agolde’s crossover straight-leg styles continue to spark many an imitator.