Guess Shorts first surfaced on Chictopia's streetstyle gallery in Winter 2010 seen on Novara blogger ncolettausa of scentofobsession.com. She wore her blue Guess shorts with a brown D&G glasses, black Burberry stockings, and blue Iceberg blouse. Since then, Guess Shorts have grown in popularity as bloggers from Manila, Saint Paul, and London have discovered them. Guess Shorts are generally seen in casual, comfortable, and chic style. Popular types of Guess Shorts are jean, vintage, high-waisted, denim shorts, and cut off. Blogger's favorite colors are blue, black, white, and navy.
There are currently 287 streetstyle photos of bloggers wearing Guess Shorts. Most recently, blogger nanysklozet of nanysklozet.com styled her black Guess shorts with a black sperry boots, brown coach bag, and white Forever 21 top.