To me (and IANAL as will be obvious), the VA court seems to have gotten it completely wrong not just with respect to the technological questions but with respect to the basic question of what freedom of speech entails.
Since when did the right to "free speech" include the implicit right to free anonymous speech? Sure you have the right to speak your mind, especial as part of the political process, and certainly you should be able to do so through any reasonable medium to which you have access, and certainly methods which are intrinsically anonymous are not excluded from this right, but that you should be able to do so in such a way that no one knows who is responsible for the speech via a communication medium which is intrinsically not anonymous is almost certainly not the intention of the founding fathers or advantageous to a healthy democracy.
If I choose to shout my political views down main street, I must be allowed to do so (within limits), but that doesn't mean that I can't be required to take off the Halloween mask (unless the mask is intrinsic to the message, and even then in some cases).
I'm sure there will be a hundred responses with case law that presumes to bring anonymous speech within the protection of the first amendment, so let me forestall such responses by saying that regardless of the relevant case-law, from the perspective of a healthy democracy in the 21st century, I think that freedom to speak anonymously should not in fact be considered a right even if it in law currently is considered so. The only valid argument I can see for anonymous speech is that an antagonistic government can know its enemies if anonymous speech is not protected; but a government that chooses to ignore the rights of the people to be free from government censure for political speech will just as quickly ignore their right to anonymous speech regardless of what the constitution or case law may say
.oO{Hey, that sounds about like what we've got right now anyway}