He's cool because he's got the walk. That confident, head up, Napolean strut that suggests he knows where he's going, but questioning every destination. He's called himself the blind ambition of the group, and that's a perfect description.
He's suave in his manner of speaking. He mixes methaphors with everyday speech, so as to make every social encounter meaningful and poetic. That goes a long way. That in itself is cool without the 'walk'.
He's generous and sensitive, while presenting himself as a man of principle. He stands for beliefs where others adapt to the status quo. If he were just another guy, he might be called a wuss or a wimp, but then before you know where you stand with him, he'll question your whole life and break a bottle against your head.
That passion/control makes him appear more cool than 99% of humanity.
Without the confidence seen in his lyrics and stage antics, he'd be another wannabe, a souless, generic copy of every other 'rock star". He IS THE Rock Star.
As for the glasses: My guess is that he's found the perfect trademark for an aging rocker. It conceals the wrinkles around his eyes, while looking appropriate.