Winter Dresses first surfaced on Chictopia's streetstyle gallery in Summer 2008 seen on Melbourne blogger gogosushi of leblogdesushi.com. She wore her MBMJ dress with a black Sportsgirl jacket, Dolce & Gabbana bag, and Dotti gloves. Since then, Winter Dresses have grown in popularity as bloggers from Los Angeles, New York, and London have discovered them. Winter Dresses are generally seen in chic, casual, and elegant style. Popular brands of Winter Dresses are thrifted, Zara, vintage, Forever 21, and H&M.
There are currently 21250 streetstyle photos of bloggers wearing Winter Dresses. Most recently, blogger HollyDolly of hollydollydarling.com styled her black asos dress with a brown DSW boots, heather gray Urban Outfitters hat, and ivory Loft jacket.