Well the first example you give sounds like it could be a more outgoing person with possible autism, though I can't say that for sure but seems like a possibility. Because with that disorder which I have to people have difficulties with social interaction and can sometimes say sort of out of place things without realizing it might come off as rude. I have had that happen before, but its certainly not intended as rude...though I don't really talk much around people I don't know very well. Then again if I was home sick and someone asked what I had I wouldn't think them rude for it, and it seems a lot of people ask 'what do you do for a living' which can lead to the question of 'how much do you make' so not sure if that's actually rude to most people.
However the second example does actually sound like more intentional rudeness, there is actually stigma towards gay people and so unfortunately it's not entirely uncommon someone would causally say something like that, but it still is rude.
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Winter is coming.
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