i commiserate. The guy i was sort of seeing ended it friday and while i'm not especially upset that it's over, I do miss being in a "relationship", however casual it was. But I'm afraid to try online dating because I'm so overweight from the meds. I just assume no one would be interested in me. That, plus I'm unemployed, and I live with my mother. That just spells loser.
I think talking to your therapist will help. it sounds as though you have a lot of self-esteem issues and also social anxiety issues. I struggle with the social anxiety myself, so I understand where you're coming from.
Maybe you could challenge yourself to just go out and do it? The only way I ever get anything done with my anxiety is to face it head on. It's very hard but it's the only way I can manage it. Otherwise I would stay in my bed all the time save for work.

I know you can do it boogie.