Vintage oversized clothing first appeared on Chictopia's streetstyle gallery in Fall 2008 seen on Los Angeles blogger TheStylishWanderer. She styled her pink vintage oversized sweater with a green vintage skirt and blue Marc by Marc Jacobs shoes. Since then, Vintage oversized clothing has grown in popularity as bloggers from Los Angeles, Edinburgh, and Amsterdam have discovered them. Vintage oversized clothing is generally seen in casual, comfortable, and urban style.
There are currently 86 streetstyle photos of bloggers wearing Vintage oversized clothing. Most recently, blogger MarlaSinger styled her brown vintage oversized blazer with a brown asos agatha chelsea ankle boots, maroon vintage floral dress, and brown Pull & Bear floppy hat.