Floppy Hats first surfaced on Chictopia's streetstyle gallery in Winter 2010 seen on Raleigh blogger fashionchalet of fashionchalet.net. She wore her brown vintage floppy hat with a black Nasty Gal leopard fur coat, gold vintage woven poncho sweater, and black Jeffrey Campbell clogs shoes. Since then, Floppy Hats have grown in popularity as bloggers from Los Angeles, Cebu, and Muenchen have discovered them. Floppy Hats are generally seen in bohemian, chic, and casual style. Popular brands of Floppy Hats are Urban Outfitters, vintage, Target, Forever 21, and H&M.
There are currently 382 streetstyle photos of bloggers wearing Floppy Hats. Most recently, blogger in3gue of intriguemenow.blogspot.com styled her American Apparel floppy hat with a Kurt Geiger boots, Glassworks jacket, and Zara pants.