What illegal activities are you so desperate to hide?... I've read some of the oddest, whackiest things about how subtly related information has resulted in law enforcement successfully prosecuting people who think VPN and other obfuscating services will hide their activities on the net.
Quite so. Law enforcement, with sufficient motivation to investigate a person, will tend to get the information they need from other sources, using available facts, clues, and investigative logic. It's time consuming and expensive to actually work things out, of course, and they only do it when there's a strong reason to do it. And that is a desirable outcome.
On the other hand, having my internet history, my transactions and medical information, my relationships, any affairs I may be having, rough financial status, sexual preference and political views directly accessible to who knows who simply because it is politically convenient... That is not acceptable. That is open to abuse. Access to that kind of database will be available to, for example, tabloid reporters for a price, because access to databased information that is widely available to a law enforcement community is always available for a price. And that's NOT ok.
When you make just a little effort to hide what you are doing, I agree, that you are not anonymous. However, that information then requires effort to obtain. It requires co-ordination, intelligence, time and effort. It's only used when there is a strong reason. And a strong reason, even in this day and age, is usually a good reason.
In many ways, consistent use of obfuscating technology serves merely to put the warrant back in to the process. We should all be doing it.