Wool Floppy Hats first appeared on Chictopia's streetstyle gallery in Fall 2010 seen on Montreal blogger lanton of qualityrivets.blogspot.com. She styled her black gift wool floppy hat with a cream vintage maxi cardigan, cream Zara tassels shirt, and black American Apparel leggings. Since then, Wool Floppy Hats have grown in popularity as bloggers from Portland, Burnaby, and Montreal have discovered them. Wool Floppy Hats are generally seen in androgynous, 70s, and casual style. Popular brands of Wool Floppy Hats are gift, OASAP, H&M, Forever 21, and American Apparel.
There are currently 9 streetstyle photos of bloggers wearing Wool Floppy Hats. Most recently, blogger neonblush of neonblush.com wore her black lulu wool floppy hat with a Forever 21 black lace-up boots, American Rag black zippered shorts, and vintage silk off-white blouse.