I don't know if this parallel makes sense, but I'll give'r a go:

MY grandfather gave me advice when I was a young teen farm boy. I was used to wearing work pants and flannels along with work boots, almost everywhere. When it came time for social functions when this attire would simply not do. His teaching has been a foundation--up to and including my military service. When I began wearing a kilt to other than just while competing in Highland Games--his advice seemed to at least make philosophical sense--the rest was helped by the good lads here.

Here's a bit of granddad's advice:

Be pressed and clean-always.
Shine your own shoes--often.
Match your shoes, belt and watch band if you are able to. If they are leather (belt and watch band) shine them too.
Learn how to tie your own tie--bowtie included. When in doubt, wear a tie.
Always have clean white oxford shirts pressed and ready.
A good quality crewneck sweater is important
Don't by fad collar shirts or fad-cut pants. Stick to traditional basics.
Cashmere sweaters, tweed jackets, wool suits and broadcloth shirts are all worth the price. They will last and look smart if you take care of them.

When in doubt--stick to traditional basics in anything.

At first I thought he was just being old and conservative. Now I see how wise he was. I really miss him.