Preppy Watches first surfaced on Chictopia's streetstyle gallery in Summer 2011 seen on Neptune blogger AnnikaVictoria of pineneedlecollective.com. She wore her bronze pocketwatch watch with a burnt orange asos orange crochet collar swing dress dress, cream Have had them for years - no idea long cream patterned socks socks, and dark brown Forever 21 flat brown oxfords flats. Since then, Preppy Watches have grown in popularity as bloggers from Manila, San Francisco, and Toronto have discovered them. Popular brands of Preppy Watches are DKNY, Marc by Marc Jacobs, Daniel Wellington, Fossil, and Michael Kors.
There are currently 211 streetstyle photos of bloggers wearing Preppy Watches. Most recently, blogger Myblondegal of myblondegal.com wore her sky blue Daniel Wellington watch with a light blue asos shirt, white kate spade bag, and sky blue Choies necklace.