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 2089 streetstyle photos of bloggers wearing Preppy Bags. Most recently, blogger joujouvilleroy wore her black Louis Vuitton vivienne bag bag with a navy Louis Vuitton embroidery velvet blazer, white Sergio Rossi open heels, and sky blue redvalentino white flower skirt.