One of the world's original streetwear brands, (if not THE original), Stussy holds a legacy that dates back to the 1980's. Started in Laguna Beach, CA by Shawn Stussy, now a streetwear god, the brand established its roots in skate and surf culture, and was shortly thereafter adopted by the likes of DJs and hip-hop artists worldwide.
There isn't a time or place where this style wouldn't work for you. Weather permitting, of course. If you were lost in the Arctic we'd hope you were better prepared. But, on the other extreme, if you were trapped on a desert island, this would still work.