This is a very interesting comparison. I think the argument is easily made that Silk Road primarily sold illegal things. But, it was an experiment in challenging government control and regulation. What people choose to buy and sell directly between each other should be their decision, yet the process to produce those goods can sometimes have negative outcomes. I think the Samurai wallet wasn't as bad a thing as compared to the Silk Road, but both were freedom technologies. It seems Samurai was more for privacy whether it was good or bad transactions and likely most of them were good. However, those bad transactions could have been for the same purposes as the goods sold on Silk Road. Either way, since both were freedom technologies and could help us all to be self sovereign down the road, Ross, Keonne, and William put a lot on the line to test these things out. It will be interesting to see if they go after any criminals that may have used Samurai. It doesn't look like it so far. There were about 130 arrests related to vendors on Silk Road, from what I have found.
