is it okay?

So today my Boyfriend and I had amazing sex and throughout he was fingering my asshole. But when he had finally did anal, it was so uncomfortable as he has a wider d (not bragging 😭) and previous times I've cried due to the pain which causes him to stop immediately but this time he didn't stop until it reached the point I was begging and saying "please". I just wanna know if that's bad because I'm on the fence with it