@ThatGuyloco, but just to set expectations, you probably ain't gonna get any woman you want on sight. That's the point of dating though, see a lot of different ones before making your decision. Best for everyone involved.
Don't put so much pressure onto yourself when you are conversing with her because, realize, there is most likely gonna be dozens of 'hers' (or more) when you are able to really put yourself out there.
As far as confidence and social skills, don't even need a date to work on that shyt, join a gym (3 days a week, leg (squats, single leg press, calf raises, cardio), chest-tris (bench/incline bench/dips/tricep pressdown), and back-n-bicep (deadlift, rowing machine, pull downs, curls). Do that for yourself. Start eating better and getting your health to a high point. Change habits. You will be surprised how much that shyt changes your mind chemistry and will go hand in hand with more confidence, less nervousness, anxiety, depression, fear or what have you.
Create successful habits that you can control in your personal life and then just let that spill over into your social and dating life.
I was behind a computer screen between like 2006-2009 playing video games (wow), so trust me, you can overcome that stuff and improve the sitcheeation, ya mean? Also, just wanted to make a point between what you said and what
@DaRealness said.... do not let fear be your motivation, it will not work. Overcome the fear and when it occurs, stay true to yourself in spite of it. This will help you in all arenas of life.