The Wool Floppy trend 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 clothing has grown in popularity as bloggers from Glasgow, Portland, and Burnaby have discovered them. Wool Floppy clothing is generally seen in basic, androgynous, and 70s style. Popular brands of Wool Floppy clothing are gift, OASAP, H&M, American Apparel, and Forever 21.
There are currently 9 streetstyle photos of bloggers wearing Wool Floppy clothing. Most recently, blogger neonblush of neonblush.com rocked 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.