Riding Boots first surfaced on Chictopia's streetstyle gallery in Fall 2008 seen on Berkeley blogger connie. She wore her black vintage riding boots with a black Ryn: shearling jacket, gray Tsumori Chisato silk blend top, and red H&M pashmina scarf. Since then, Riding Boots have grown in popularity as bloggers from Albany, Toronto, and San Francisco have discovered them. Riding Boots are generally seen in casual, comfortable, and chic style. Popular brands of Riding Boots are Aldo, DV Dolce Vita, Charlotte Russe, Zara, and vintage.
There are currently 122 streetstyle photos of bloggers wearing Riding Boots. Most recently, blogger luluetty rocked her brown J.Crew riding boots with a red vintage pheasant blouse, beige vintage breeches pants, and beige vintage tweed blazer.