Preppy Bags first surfaced on Chictopia's streetstyle gallery in Fall 2008 seen on Yogyakarta blogger MarlaSinger of theversicle.com. She wore her black Yves Saint Laurent vintage sling bag with a black Motley Crue dr. feelgood edition t-shirt, gray thrifted skirt, and gray Calliope suede flats shoes. Since then, Preppy Bags have grown in popularity as bloggers from London, Hong Kong, and Manila have discovered them. Popular brands of Preppy Bags are coach, Louis Vuitton, H&M, Zara, and vintage.
There are currently 2416 streetstyle photos of bloggers wearing Preppy Bags. Most recently, blogger MarlaSinger of theversicle.com wore her navy PERSUNMALL preppy structured bag with a ruby red asos suede western ankle boots, brick red new look tartan dress, and navy Ebay wool beret hat.