Take a good look at the photo of Sean Connery above. Now, the photo below…
This second photo was actually cool – once.
It isn’t about the scenery, the celebrity, or how tall your boots are. It is about how you own the situation. It is about feeling confident in the moment, not getting too deep in your fashion statement, and leading your legacy with a classic, calm and cool demeanor.
There was a time in the last century when muttonchops were cool. So were Slinky’s, Speedo’s, and men kicking their feet on a bed while wedging down a pair of hip huggers. But true cool will never go out of style. From the moment it is captured in the lens it will be forever recognized as relaxed, sexy, classic, and edgy.
A lot of old images are casually referred to as ‘old school cool’. But only a select few are truly deserving of the name. And below are 39 of our favorites we offer up as proof anytime we hear somebody question whether or not ‘cool’ actually existed before the millennium.