I asked my fashion consultant (my niece) this question.
She says that if you have aged really, really well, like, say, Alain Delon - then by all means yes. She added though that if you have aged like Alain Delon you could wear anything. Absolutely anything. You wouldn't even have to ask.
Here's Alain:
She did add however that the high-tops should be as outrageous as possible - preferably very colourful or checked. Definately not plain black and white - which looks punk and is very gauche.
Here's an example:
I hope that is an adequate reply to this important question.
My niece stresses that she is available for personal consultations for modest fee!