Hippie Boots first surfaced on Chictopia's streetstyle gallery in Winter 2009 seen on All Around The World And blogger Dominiquetiu of konichiwear.com. She wore her brown Promod fringed booties boots with a white Tomato kaftan blouse, black Bayo vest vest, and black Marks and Spencers head scarf scarf. Since then, Hippie Boots have grown in popularity as bloggers from Los Angeles, Manila, and Jeddah have discovered them. Popular brands of Hippie Boots are Dr Martens, Zara, Minnetonka, Forever 21, and Jeffrey Campbell.
There are currently 799 streetstyle photos of bloggers wearing Hippie Boots. Most recently, blogger Laura86 of livinginashoe.com styled her dark brown boots with a brown hat, army green Sheinside jacket, and camel Beny's Style bag.