Wool Hats first surfaced on Chictopia's streetstyle gallery in Spring 2009 seen on Zürich blogger PascalG. He wore his black vintage wool hat with a black Ray Ban wayfarer glasses, black selfmade jersey scarf, and black filatures du lion cashmere, cotton sweater. Since then, Wool Hats have grown in popularity as bloggers from New York, Los Angeles, and Winnipeg have discovered them. Wool Hats are generally seen in casual, chic, and bohemian style. Popular brands of Wool Hats are asos, thrifted, Forever 21, vintage, and H&M.
There are currently 510 streetstyle photos of bloggers wearing Wool Hats. Most recently, blogger pancakeSTACKER of pancakeSTACKER.com styled her black H&M wool hat with a white Zara crochet skirt, black letote crochet top, and brown Dolce Vita leopard print sandals.