Well you just have to overcome your fear my friend. I'm stuck on keeping conversations going with women at the moment, even when they approach me. Fashion is important, cloths make a huge amount of difference, and it feels queer wearing new cloths, even if you look good. You are not going for looking nice, you need to be clean, well groomed, and cute or sexy looking. peacocking helps once you get used to better fitting, less comfortable cloths.
Get you a new outfit, clean and groom yourself well, and go out to a grocery store or something and start saying hello, or whats up, or whatever to everyone you meet, man, woman or child.
YOU HAVE to realize the value in yourself. For years my friends have told me how cool I was and what a great and interesting person I was, and until recently, I was the only person that thought I sucked. You need to adjust your posture, stand tall, take care of yourself and believe in yourself. Its overwhelming but as you start getting IOIs from random women and such, you start to believe in yourself more.
Stop reading "game" material right now. Read books on body language and posture as well as proper breathing. Spend a month adjusting your habits so that you are holding proper posture, giving good body language at least 50% of the time without realizing it, and correct yourself when you catch yourself doing it.
You are shy, and don't feel worthy of anyone's attention just like I did a couple months ago. Hell I was just hitting on this 7 at McD's a bit ago and started off with "You look bored" and go her into a conversation and blew it out about 30 seconds later, she was clearly not interested in me at all after the conversation, but was intrigued a bit before, that is why I opened her, when I should have told her "You look like your having a good time" with a smile and sarcastic face and when I let the conversation die out I should have instead of tried harder to relate with her living inside of her head by telling her that I spend a lot of time in my own world too and asking her what she was thinking about so that I could relate to it and build a deeper bond between us. I saw all of this as soon as I turned my back to her, but now I am starting to see a problem I can correct, and that same kind of thing my friend is what is going on with you.
I realize this is a long and belated reply, but you need to quit worrying about getting a date right now and worry about fixing some of your own issues within yourself, and once you are ready to come back to pickup material (NO LONGER THEN ONE MONTH ON THIS SUBJECT BEFORE YOU START TO GAME) you will naturally have a bit more confidence and act a bit more alpha. This is how I have been able to get out of my self-loathing slump I have been in my entire life, and I still have to fight to keep myself out of it, but hell, I'm worth it.
Wish you the best of luck, and keep us informed. PM me if there is anything specific or very personal I can help you with.
As a side note....NEVER try to impress a woman, EVER it will just cause her to see that you are trying to hard and that she is in control, instead you want to dhv.