Socially deprived

I’m about to be 25 in two weeks and it has been dawning on me that I have absolutely no social life. Yes I have friends and so on but I don’t go out, I don’t hang, I barely go to the grocery let alone a social gathering. I grew up very sheltered for most of my life and when my parents finally let the reigns go (to some degree) most of my friends and cousins have already been there done that. I’ve always done well academically but I’m a social retard sometimes. I’ve been in two relationships and both ended awful, especially the last one. Essentially I wanna know how do I get out there because I feel stifled, I feel depressed, I feel so alone. Keep in mind...in the past two years I’ve witnessed my younger brother’s death, our family vehicle was taken, my dad lost his job and we are about to lose our home of 15 years. I legit feel trapped and damaged. I want to get out and clear my head but every stinking time I try I hit a concrete wall and hard.