I do not think that word means what you think it means.

So I had a very long post on No Seriously, What About Teh Menz's post on gendered presentation and experience of mental illness which had the potential to be really interesting and increase my understanding of any number of issues, but instead degenerated into how men are depressed because women are mean. Normally I'd dismiss jackasses like this but some of them are really articulate and I have a general policy of reading highly articulate people who disagree with me, especially if a lot of people agree with them. I spent a very long time trying to precisely explain all the fallacies in their thoughts while simultaneously teasing out what these beliefs indicated about their worldview and about the world in general.

That turned out to be really hard. Probably I need to break it into smaller chunks. But in the meantime, I would like to present the following sentence with the Calvin and Hobbes Maybe They're Not Very Self Aware Award for self-refuting sentences:

...she doesn’t realize that the assumption of him not “deserving” to presume her interest is a privilege.

And no, context does not make it better.