A few questions..
I’ve always heard about “training” using plugs to prepare for first time AS. But is it really necessary? If plenty of lube is used and he is gentle and we openly communicate. I’m a bit embarrassed to admit this but a long time ago I inserted a decent size vibrator with no pain. It was literally out of curiosity, just to see if I could. I didn’t do anything with it, but I remember very clearly that it didn’t hurt. Thanks for any tips.
“If plenty of lube is used and he is gentle and we openly communicate.” – You’ve already assessed the situation & had a “trial run” so you have an idea of what to expect.
I would say you pretty much answered your own question. I think you already know if this is something you want to explore or not.
If you’re looking for permission, you have mine, if that’s what you needed. 🙂