Leggings lovers know the wardrobe staple is an obvious choice for casual occasions, but you’ll be happy to know an elevated version is taking the Fashion Month street-style scene by storm; stirrup leggings. (Yes, you read that right.) Synonymous with ’80s style, they’re made cool again when worn with sleek boots or pumps and a structural top, polished knit or blazer. It’s a look that’s completely appropriate for work, date night and beyond. Here, shop our affordable favorites, all for less than $100.