Your post was a bit long for me, I have trouble reading, but I have a few suggestions.

First: the type of woman you initiate these conversations with. Sometimes I believe that everyone has a type of person that they are attracted to, but that type of person isn't necessarily attracted back. Sometimes you should step back. Review the women you've tried to connect with and find similarities in them. Certain attitudes and behaviors of the women may be the reason they reject you, and actually has nothing to do with you.

Often times I find that men are say "no women find me attractive." But really what they are saying is "no women in this catagory find me attractive." I bet there are women who find you attractive and they are invisible to you. Sometimes to find someone you have to broaden your horrizons. For a basic example, if you always go for blonds, look at the brunettes. Maybe if you always go for "preps" instead look at "nerds." You know, things like that.

Next, your behaviors: It's true that women like "jerks." Why? Because the qualities of being a jerk often go hand in hand with the qualities needed for survival at a cave-man level. You already said when you ignore women they tend to be more interested. This is true. Women are more attracted to men who aren't overly clingy. But being too aloof is also bad.

That doesn't mean you need to be a jerk. But it is true that being confident in yourself (just in being yourself, whoever you are,) and being caring but not overly clingy are the qaulities you want. When someone says "Be confident" it just means, be comfortable with who you are. If you're socially awkward, then be proud of it. That's who you are.

Let me give you an example. Have you ever watched "The Big Bang Theory"? One of the main characters is Dr. Sheldon Cooper. He's a genius, scientist, and completely socially awkward. He's not the most handsom man on the planet. Just a nerdy guy. Yet, he's not unattractive and in fact is attractive. Why? Because he's very confident about who he is. He can be a jerk at times, yes, but he also responds to things in a caring way, too. In fact, all of the guys on there are attractive despite being hopeless nerds who are socially awkward. Another great example off that show is Raj. He can't talk to women unless he's drinking alcohol. But when he is drinking he becomes extremely charismatic and confident. His problem is he lacks the confidence to speak up otherwise. It has nothing to do with being "unattractive" and everything to do with confidence.