Sailor Shorts first appeared on Chictopia's streetstyle gallery in Spring 2010 seen on Denver blogger Haiku_Ambulance of haikuambulance.com. She styled her blue Urban Outfitters sailor shorts with a black thrifted silk blouse, white Urban Outfitters cropped blazer, and yellow gifted lucite earrings. Since then, Sailor Shorts have grown in popularity as bloggers from San Jose, Toronto, and Nyc have discovered them. Sailor Shorts are generally seen in casual, basic, and chic style. Popular brands of Sailor Shorts are Topshop, f21, Bullhead, Tara Starlet, and Forever 21.
There are currently 31 streetstyle photos of bloggers wearing Sailor Shorts. Most recently, blogger tab of tuolomee.com wore her black sailor shorts sailor shorts with a navy Topshop thigh high socks socks, navy unknown sailor top collar blouse, and white cat eye sunglasses cat eyes glasses.