I can’t insert finger?

I just masturbate by pressing up and down near the clitoris hood (weird i know but thats the only way i know), I’ve tried to insert a finger but it hurts quite a bit and if I do it again, I don’t feel any pleasure at all. I also tried rubbing what I think, is my clit but it feels uncomfortable.

How do I make it painless and why don’t I feel anything pleasureful?