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WIY – I agree with you when you are giving to someone who had money and lost it. I think it is different when people are in crisis, homeless and have no possessions to their name. That is not a time to be selective, it is a time to make sure they are warm and clean. When the urgency is gone we can go back to catering to each ones needs in particular. Unless people a) aren’t quite as desperate as we’ve been told, or b) they have been fortunate enough to get so much clothing that they can afford pick and chose.
(I am obviously still referring to used but very respectable)
As far as what I would want for myself, in this type of emergency situation I can hardly imagine myself worrying about whether or not something was worn before.