Butt stuff

My bfs been really into trying anal. So we tried it. Long story short it was extremley embarrassing and it hurt to sit or even lay down. He told me lets firget about it and apologized. Again we're having sex a week later and he keeps saying "just the tip" ive told him time and time again that i dont like that and dont want to do that. So i get upset and cry when he tries to convince me. Am i over reacting? I do love him but i have boundries. He thinks i dint trust him but...