Generally it does, but IME higher-status people can pull off a higher level of “weird” than lower-status people. A very unpopular guy wearing a fedora wouldn’t look more “interesting”, but many (most?) guys would.
EDIT: There also are geographical differences. In certain cities pretty much all guys in the same age group dress and groom more or less the same way, in others there’s much more variation.
Generally it does, but IME higher-status people can pull off a higher level of “weird” than lower-status people. A very unpopular guy wearing a fedora wouldn’t look more “interesting”, but many (most?) guys would.
EDIT: There also are geographical differences. In certain cities pretty much all guys in the same age group dress and groom more or less the same way, in others there’s much more variation.