Jeans can be classy—you just need the right pieces. These 20+ casual old money outfits with jeans are built around timeless staples like structured blazers, soft black and beige layers, and minimal accessories. Whether you're dressing for spring, summer, fall, or winter, these looks are simple, clean, and always pulled-together. Think soft tailoring, classic jackets, and elevated basics that work for any occasion. If you love quiet confidence and a refined feel, these old money-inspired…