Ok I need advice

So me and my bf have been together for over a year and we only had sex twice . Everytime we do it , it like hurts for me and he doesn't like that so he gets like turned off and doesn't wanna see me in pain. I wasn't a virgin before I was with him but it feels like I am when we try to do it . like I want the dick but it hurts and I know we gotta do it a few times in order for it to feel good but idk what else to do!