Roxy Hats first surfaced on Chictopia's streetstyle gallery in Fall 2009 seen on San Diego blogger itgirlkate of sweetfuzz.com. She wore her white Roxy white beanie hat with a red red dress, vintage dress dress, black Payless ankle boots shoes, and black Stella and Dot flower brooch accessories. Since then, Roxy Hats have grown in popularity as bloggers from Northern Alberta, Anaheim, and Bandung have discovered them. Roxy Hats are generally seen in casual, bohemian, and outdoor style. Popular types of Roxy Hats are cowboy hat, knitted, felt fedora, straw fedora, and floppy hat. Blogger's favorite colors are black, white, brown, and tan.
There are currently 45 streetstyle photos of bloggers wearing Roxy Hats. Most recently, blogger JessTheGrrl of jessthegrrl.blogspot.com styled her Roxy felt fedora hat with a Jeffrey Campbell shoes, Esprit dress, and thrifted vintage shirt.