…have you ever tried to intentionally paint an image so it looks like an illustration from your childhood? You know, totally adopt the style of art that you grew up with?
Whether the 60's, 70's, 80's, or 90's, each decade had certain looks and even ways that paint was applied. I grew up in the late 60's/early 70's, when illustration was starting to break away from the conservative 'advertising agency' approach of the 1950's and becoming more colorful and a bit more wild. Of course, this was Madison Avenue's attempt to co-opt what "the kid's" were wearing and eating and talking about.
For me, each decade is pretty easy to pinpoint, there's a fairly clear difference in the look(s) of an illustration or product design from the 1940's to the 1950's. The same holds true for the 60's and 70's. It's when we get to the 1980's and 90's that things become a little less clearly defined and distinguishable (to me, at least).
Anyhoo, above is my entry: an illustration of football Hall of Famer Don Maynard (who, by the way, was the first player ever signed by the NY Titans, who a few years later, changed their name to the NY Jets).
Can't you just see it on the box cover to a kid's game or football card from 1971?