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I think the only real "rule" is wear what is approiate for where you are when you are there.
As for clothing from certain stores.. I wear american eagle stuff all the time when I am around the house or at my rents place for dinner. They are affordable and comfortable. I am talking plain t-shirts and hoodies with jeans, why does it matter where they come from if they fit well?
Every job is different. At my school capris and a nice shirt are pretty much standard for women. Most woman also wear flip flops or casual sandals too. The majority of men are kakhis and polos. All fridays we are encouraged to wear school t shirts and most teachers wear them with jeans or denim capris. Some schools are more dressed up, but in my job my boss wants us comfortable first so we can worry about the kids and not how we are sitting. Obviously for parent conferences and open house we dress up more.
I do agree that some saying on t-shirts are just rude or crass, but I don't think that is an age thing. I don't think the word "bitch" needs to be on a t-shirt of any aged person.
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