hey @Venage looks good man, keep updating on your progress!
It sounds like you might have a tendency to be very conscious of what kind of reaction you're giving off. I've been there, and I developed one of the stiffest poker faces of anyone I know haha (and I don't even use it to play poker )
Hopefully you'll start to come to the realization that most people have pretty limited attention spans, and can barely keep track of their friends and the show, much less tracking your reactions.
Nick had some great advice for me on this when I first started talking to him. It's two fold so I'll share both with you.
1) I was worried about going to a college party even though I'd been invited, because I was a little older than the other people there. (a year) He told me to not let what other people might think affect me from following through on what I want to do. If I know my intentions are good, then that should be enough. (Wanting to meet more people, and develop my social ability to be forward and flirty)
2) Related: Instead of asking myself what other people want or expect from me, just ask myself what I want out of a situation. Eg: would I rather be worried about what she thinks of me, or would I rather find out if we're a good fit?
Best of luck, and let me know if those two things help you