Is this okay??? I need advice!!!

So my boyfriend and I have been together for 5 months now and he is the first one I have ever dated. Now he has dated tons of girls. ( we are both 16 and juniors ) we have just started touching more and he has fingered me and gone down on me which I am still scared for him to do bc I don’t know what to do. But the other day he was doing things and rubbing and after a while my clitoris when he would touch it it would hurt pretty bad and I don’t think I have ever climaxed or have cum before. Can I just not tell is it bad that it hurt ? And I have just started to give him a hand job is it bad I am super scared he wanted me to give him a blowjob but I am super scared he would never make me but I feel like since he does so much to me I should do more to him. And is it bad that I like touching but I could live without it like it is not amazing is that bad???? And everything we do is in my car in the morning before or after school and it bugs me bc like it seems like he always wants to do something

So sorry it’s so long if you anyone has some advice thank you so much!!!