I had a few thoughts reading this thread:
Lubrication can also be provided by some PIV action prior to anal insertion.
My husband and I have anal sex without lubrication sometimes directly without any prior PIV action as well. The anus contains mucous membranes which themselves produce lubrication.
If it has been a while since a man has ejaculated, he may actually leak seminal fluid from the tip of his penis, which may act as a lubricant.
I thought that Eekaman's post was perfectly fine, quite poetic and sexy, actually, and while it is perfectly understandable that it was not everyone's cup of tea, I think it was appropriate for this thread.
A man who talks to women about their sexual experiences in depth may, in fact, have a deep understanding of how they feel about sex.
When he used the word "reassurance", he may have been talking about the woman reassuring the man that she was doing okay with the anal penetration.
Talking about "grooming" a grown woman really kind of suggests that women are easily manipulable. Are we? I don't think so. I can see that kind of thing a mile off.