I think my best advice would be to talk to your friends - male and female - about how you are feeling. They’ll be far better equipped to offer you good advice, since they are much more attuned to both you and the social scene you are part of.

My other advice is that you are on the right track. But that, really, you will get better faster by pushing yourself farther out of your comfort zone. Like, you are asking a woman how she is doing in passing - great! But have you tried, say, just straight up telling a woman you’ve never met that you think she is gorgeous and you want to take her on a date? Does that sound horrifying? Yes? Then do that. You learn social skills through experience, and you can only get experience through living it - not through thinking about it or imagining it. Will you get shot down? Hard? Rudely? Entirely possible - even probable! But the important thing is that you gained actual, first hand experience which you’ve lacked your whole life, which you can now build off of. Your motto should be “do stupid things faster.”