Harley,
First off thanks for the reply and encouragement
As for what you mentioned earlier, I understand where you're coming from but that's not my intention. I don't bring it up as a way of saying "I want sex now, give it to me" but rather, does this woman truly respect that fact. I have no interest in getting involved in a relationship that winds up in heartbreak because she won't accept that fact of me, I don't have time. So I need to know as a matter of where she stands, not a means of having sex now.
As for the "teaching sex" part. I've seen on dating sites where women have used that phrase as to why they won't date virgins. I guess the idea is that the man is supposed to take the lead and be the one to show the way. That's impossible with me right now, and the woman would see me as "less of a man." I thought there was some nobility in the act, but I wonder if that's true.
As for the root of my depression: it started along the same time as my career change (which I'm glad I did). The parallels are scary: I had to change careers because the only jobs available were for experienced people. How can I have experience if I don't get it through a job? I find the same thing happening with sex.