It makes no sense to suggest he donate it to charity. He found a pile of people willing to sell him the goods at a price both they and he were happy with. If something like Stellar is to succeed you can't put limits on the free market and the transactions that are allowed to take place using them.

Just because he didn't use his real name doesn't make the transaction less valid. And just because the task didn't use an identifiable account name doesn't make the transaction less valid.

What you're insisting is that you can't buy something from someone on Craigslist using a fake name and meeting in a place that nobody else can tell where you made the transaction. In other words, 99% of Craiglist transactions.