I think the trick is to "Move with herd"

Generally I tend to play to my own age group, in social clubs etc. I think it depends what type of music we play.
Jazz,Folk and Country players can be any age and be totally accepted once the they play well.
Somehow, an old guy or old lady would be under more scrutiny playing modern chart stuff.
Just a thought,Mick Jagger and Paul McCartney, would they be OLD GUYS

Good topic Donny, by the way, dying of hair should a criminal offence