First time

So me and my boyfriend have been together for a year and a half.. He's always respect my choice of not having sex. We got really close to having sexual intercourse but that hurts soo bad god😂 he gives me oral sex and that turns me on so much 😩 I want to please him just the same way but I've never given a blowjob before and I'm scared it just won't be enough to "please" him or that I might to it wrong. & after how many tries does it stop hurting ? We've tried twice (he's not a virgin. I am) and my vagina is just too tight, he has trouble putting it in. Like the tip goes it but after that it hurts me and I have to push him off. Is this how it should feel? I need help.