At some point, I think it's fashionable, though only if every other person in the stadium is not wearing that player. For example, I saw a guy once wearing an Art Still jersey, and I thought that was cool. My wife sported a vintage Deron Cherry at our last game, and I had a DT.
I think the problem is when everyone in the stadium is wearing the jersey of one player who retired ten years ago. I would think it would be disheartening to the Broncos team when every single person in the stands is wearing an Elway jersey as opposed to the jersey of a player who has played in the current century.
I think that a non-pathetic ratio of current to past players should be about 8 to 1. Maybe 7 to 1. I bet Arrowhead is probably in that range. With the Broncos, it's probably closer to 1 to 7.
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