Hi The Aes Sedai
I can tell just from your post that you are thoughtful, caring and compassionate. Those are great personality traits. I totally understand feeling boring and inadequate when it comes to making converstion though. and then afterwards I obsess about what I should/could have said. It really does get easier the more you force yourself to do it. In the past I felt like people didn't want to talk to me sometimes too. I found that my anxiety was causing me to appear cold and standoffish without me realising or intending it. I'm not saying this is the case for you, but being so "in your head" like luvjosh mentioned can make you more removed from the situation and many people misread that.
Posting here on these forums can be good practice for having conversations without as much risk. Please feel free to pm me anytime you want to practice or vent or whatever. There is no way you can be as awkward as me.