It hurts to have ...ALOT.?

I'm 16 and my boyfriend and I have been together for 1 1/2 years. I do love him. I haven't had in over 7 months. I tried having this week, but it didn't really work out. The lasts forever, but when he tries putting it in, i can feel myself tightening up. I'm always wet before we have though. He's not into the type stuff. I don't know what I can do. used to be so enjoyable for us and now I get really frustrated and upset because I feel like I can't pleasure him anymore. Would lubricant help at all? Please help!