#42: Pillbox Hats
With their unique brimless, flat-crowned shape, Pillbox hats rose to fame in the 1950s and 1960s, drawing inspiration from the 1930s. Their distinct design earned them a spot as a vintage fashion staple, symbolizing elegance and simplicity.

provided by constative.com
Crafted from luxurious materials like fox fur, leopard skin, mink, lynx, wool, and velvet, pillbox hats could come with or without a veil. The iconic Jackie Kennedy was pivotal in popularizing this fashion, seamlessly transitioning its appeal from the 1950s into the 1960s.