Trendy Shorts first appeared on Chictopia's streetstyle gallery in Fall 2008 seen on Adelaide blogger leflassh. She styled her Terranova light denim shorts with a white Wrangler t-shirt, white bardot blazer, and black SUPRÉ tights tights. Since then, Trendy Shorts have grown in popularity as bloggers from Los Angeles, Manila, and New York have discovered them. Popular brands of Trendy Shorts are Levi's, Topshop, Forever 21, H&M, and Zara.
There are currently 4018 streetstyle photos of bloggers wearing Trendy Shorts. Most recently, blogger itskendallkay of itskendallkay.com wore her heather gray lulus scalloped shorts with a white toouglyforla shirt, black romwe sunglasses, and black Front Row Shop under shirt blouse.