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@Arvy.
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My favourite line in the last few pages is 'don't be that guy' with respect to court appearances. You can always always tell.
I'm all for comfort, and I get that most don't wear suits and shirts, let alone shoes on most days. I don't anymore and have 20 suit shirts hanging up that are touched less than once every 3 months.
But when you do, just like a bike, make sure they fit you and you are comfortable. Then make sure they look cared for. Just like that guy with dirty chain on the ride, some things are important