Question, please

Hello, I’m 19 years old and I stared (over like 3 months ago) my sex life with my boyfriend, we were both virgins and I have some dumb questions that maybe can help me

1. It still hurts when we start having sex, why?? Is it normal? I don’t mean it hurts like the first time but it still does.

2. I’m not able to have an orgasm just by penetration, I have friends that they orgasm by penetration (and it seems really normal) but I can’t get to do it, why? :(

I don’t know what to do, my mom doesn’t know I’m not virgin so I can’t go to the gynecologist (because she would go with me lol) please help:(