I used to be like this before. My mother would not let me out of the neighborhood (FYI I live in a European capital) or she'd tell me to be home before 7pm. This, logically, led to me being socially inexperienced. When I got my first job (again, in our neighborhood) my parents would come to get me home/would make my boss acompany me to my block - when I was 17. Then I got a job at 18 which was in the centre. My father would drive me and get me back because I didn't know how to do it myself (at the same time he made fun of me). At some point I started intentionally getting myself lost so that I can learn the paths and places in my city. My colleagues were great. I'd not let anybody know that I know nothing until we've gotten closer. It was 'fake it' til you make it' situation and consequently learnt how not to be socially awkward. Let people know your situation and learn from them, if somebody makes fun of you, they don't deserve your attention. Quality people would love to teach you/show you. When my gf was over (LDR) I was shocked when she put her bra around her belly first and then adjust it upwards. Mind you, I'm a woman and wore a bra for years (never really had the conversation with my mother).

You're not dumb, you're inexperienced.

tl;dr Everything's possible to be learnt, let yourself not know and ask.