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This is a very hard problem. Yes, you might not want to use a plan such as that. I had some problems with it, but then I'm happily married. I got really lucky in how I met my wife. What I have learned in life though is that you get to where you see yourself being. Sometimes the process is slow and sometimes it is fast. I visualize myself doing or accomplishing something, and it seems to help my confidence and ability to do something. I was around 250 lbs 6 months ago. I weighed in today at 186 with about 12 lbs to go. A year ago I couldn't have done this. I finally got sick of being heavy and visualized myself then. It took a long time to make the exercise, etc. work to the point where it was a habit more than something I just did. The same thing works for approaching or talking to people or women. You just have to visualize yourself doing it and do it. Are you going to fail more than you succeed? Sure you are. The best guy I ever saw at picking up women would go 1 for 15 or so. He just threw out his vibe to so many women that he eventually found one that went for it. Do I recommend this approach? Not really, but there is something to be said for practice makes perfect.
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