Regarding the Gold Bridge sunglasses dude - nothing unusual about the guy. The collar of his jacket is casting a shadow that appears to be a hoodie but it isn't a hoodie. What looks like a modern day t-shirt is a football/hockey/college sport uniform shirt. Below is a very similar shirt from about 1938-40 worn by Tom Harmon, Michigan's first Heisman winner.
Or here's another little cutie:
