Comfortable Shirts first appeared on Chictopia's streetstyle gallery in Spring 2008 seen on Chicago blogger thefashbot. She styled her blue gap shirt with a blue urban outfitters dress, blue gifted tights, and white h&m shoes. Since then, Comfortable Shirts have grown in popularity as bloggers from Los Angeles, Manila, and Jakarta have discovered them. Popular brands of Comfortable Shirts are vintage, thrifted, Zara, Forever 21, and H&M.
There are currently 7714 streetstyle photos of bloggers wearing Comfortable Shirts. Most recently, blogger SazanBarzani of sazan.me wore her bubble gum Zara tank top shirt with a navy Dittos Brand shorts demin shorts, aquamarine Lookbook Store kimono cardigan, and ivory Ocean Minded crochet flats.