I think the nsa is not going to cast doubts over tor by leaking information from normal people or small fry criminals like pirates. and if you’re a dissident from a different country than usa, it’s probably also fine. I’m a lot more worried about the vpns that pay or own vpn review sites or have ties to surveillance companies

1. yes
2. the same, but probably to an even more unknown IP that is also changing frequently. the content itself should look equally random