I can't speak for the generalities, only myself. I've made the decision that I really don't care if I'm "passing" or not. I'll be socially transitioning (aka going full time) when I'm ready. The way it's looking right now that is probably going to coincide with the date that I transition at work. That date still needs to be finalized with my employer but I set it based on when I thought I'd have enough body changes from HRT and other efforts that it would be difficult to continue hiding what is going on from my clients and co-workers.
I agree with what the others have said here, I think this is a more healthy approach. Rather than getting so wrapped up in whether we "pass" or not, we should be more focused on when we feel comfortable going out.
I know we have this discussion in a lot of places, but honestly attitude is so much more important than passing in my opinion. For instance, tonight, I walked into a Kohl's while presenting completely as male (and I definitely don't male fail yet). Walked through the Juniors and Misses sections and picked out 3 pair of jeans. They were very clearly women's jeans (one pair had bling on the pockets even). They were the only items I had, I took them to the register and treated it no different than any other shopping experience. The end result? Not one person batted an eye, not one comment, not one snide look from anyone that I noticed, and the cashier handled it all in a typical fashion with no hit of shock or confusion. To me, that's more important right now than whether or not people believe I'm a cis-woman when I'm out and about.