I've inherited a Hugo Boss jacket from my Grandad that still gets semi-regular outings. The thing must date back to the war so there's a fair amount of wear and tear but it still looks the part.
Tightfistedness is an abolutely inescusable waste of the benefits of wealth.
I'll regularly pay financial subordinates (which is the vast, vast, vast majority of people) to act in demeaning ways for my own amusement.