Winners Pants first appeared on Chictopia's streetstyle gallery in Spring 2009 seen on Vancouver blogger quirkyfille. She styled her gray winners pants with a beige H&M knitted circle scarf and black Tommy Hilfiger cardigan sweater. Since then, Winners Pants have grown in popularity as bloggers from Vancouver, Winnipeg, and Calgary have discovered them. Winners Pants are generally seen in casual, chic, and retro style. Popular types of Winners Pants are palazzo wide leg and blk skinny. Blogger's favorite colors are black, gray, dark gray, and purple.
There are currently 15 streetstyle photos of bloggers wearing Winners Pants. Most recently, blogger blankmannequin styled her purple winners palazzo wide leg pants with a crimson H&M leather jacket jacket, black Karen Walker oversized sunglasses, and black H&M velvet lace top.