Bowler Hats first appeared on Chictopia's streetstyle gallery in Summer 2008 seen on Chattanooga blogger Snowshoe. She styled her black Forever 21 bowler hat with a black vintage blazer, black American Apparel dress, and black Forever 21 shoes. Since then, Bowler Hats have grown in popularity as bloggers from Valencia, Canada, and London have discovered them. Bowler Hats are generally seen in vintage, casual, and eclectic style. Popular brands of Bowler Hats are Topshop, Ebay, Forever 21, vintage, and H&M.
There are currently 580 streetstyle photos of bloggers wearing Bowler Hats. Most recently, blogger CutiePieMarzia wore her black H&M bowler hat with a black Plndr creepers shoes, black AsianICandy lace dress, and bronze romwe double layered sunglasses.