First of all, glad you reached out, glad you're willing to talk about your problems on this type of site. Great job!

And on your post, I think you are being a little hard on yourself. Not trying to diagnose but maybe you have some self-esteem issues, and you did mention that you were lacking in some motivation. Now I wonder, if you could ask yourself something like: What is getting in the way of me thinking more highly of myself? Or, what is getting in the way of me feeling more motivated?

Maybe try out the "self-help" section of this site, I would reccommend it. There is an online book you can read called Psychological Self-Help that I just started reading, and maybe you could work on setting some goals and working towards them, like with your interpersonal relationships and whatnot. I'm sure you're a really great guy inside to get to know. A real girl isn't going to care as much about the superficial things like your guitar playing skills.

Another option would always be to seek therapy to try to work on these issues with a professional, don't know if you're doing that already or not.