You have a lot of very specific details in your explanation. Did you work for the NSA?

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I'm sorry to hear that. I don't think that Tor advocates do enough to stress the importance of separation of identities. Are you confident that your friends were doing the utmost to never associate their Tor activities and their real life activities with eachother?

Did they do pedo stuff?

Maybe they gave un-tumbled bitcoin to an FBI CP honeypot. Back when I fucked around with that shit I saw a lot of websites asking for Bitcoin payments. Even back then I didn't want to actually support child molesters so I never considered taking up those offers, but it seems like a plausible explanation to me.