Anal help!

Hi ladies!

My boyfriend is coming home from college soon and he just told me he’s been thinking about anal often, but without me in pain. This is something I never wanted to do in the first place and never really would like to do again. But I love him and want to please and reward him. So I need some help.

We have tried to do anal twice, once without anything and once with coconut oil. He is really big, and last time we were only able to get the tip in. That shit hurts so bad for me, and I couldn’t relax even with him massaging me in the process. It hurts to use the bathroom for a while afterwards too. We have actual lube now.

Any tips??