Dr Brooke Magnanti, better known as the author of the Belle de Jour blog and books where she described how, while completing her doctoral studies, she supplemented her income by working as a London call girl, explains the dos and don'ts to blogging anonymously.
It's not up to me to decide if you "deserve" to be anonymous. My feeling is, if you're starting out as a writer and do not yet feel comfortable writing under your own name, that is your business and not mine. I also think sex workers should consider starting from a position of anonymity and decide later if they want to be out, please don't be naive. Statistics I made up right now show 99 out of 100 people who claim 'if you have nothing to hide you have nothing to fear' are talking out of their arses.
This is written for a general audience because most people who blog now do not have extensive technical knowledge, they just want to write and be read. That's a good thing by the way. If you already know all of this, then great, but many people won't. Don't be sneery about their lack of prior knowledge. Bringing everyone up to speed on the technology is not the goal: clear steps you can use to help protect your identity from being discovered are.