The Boyfriend trend first appeared on Chictopia's streetstyle gallery in Summer 2008 seen on Berkeley blogger connie. She styled her blue madewell boyfriend jeans with a white Staerk lace back top, black H&M platforms shoes, and black Only hearts lace bra. Since then, Boyfriend clothing has grown in popularity as bloggers from Los Angeles, London, and New York have discovered them. Boyfriend clothing is generally seen in casual, chic, and comfortable style. In August 2011, Chictopia wrote an editorial about How To Wear Your Boyfriend's Jacket. Popular brands of Boyfriend clothing are American Eagle, Gap, Forever 21, Zara, and H&M.
There are currently 1547 streetstyle photos of bloggers wearing Boyfriend clothing. Most recently, blogger michelletakeaim of takeaim.nu wore her MOTHER Denim boyfriend jeans in a streetstyle look.