Who: Tyler, the Creator
The outfit he’s wearing: Bucket hat (no ID), Louis Vuitton Hawaiian shirt, shorts (no ID), Suicoke DEPA-V2 sandals.
Location: Lake Como, Italy
Why it works: Over the last year or two, Tyler has demonstrated a prowess for mixing affordable streetwear with high fashion. Here, the color combination works beautifully, with the red-and-white Hawaiian shirt taking center stage, expertly juxtaposed against neutral black bottoms and footwear. The rapper understands that there’s no need to detract from such a loud, branded piece by wearing other names or jewelry.