I was asked to help my old neighbor 27F next to my parent's house with anal. They basically knew how much of a slut I was and asked if I had any tricks for doing anal for the first time. I drove over with some toys to help her and the first piece of advice I usually give is more lube is better, or you can never have too much lube. If you use cheaper lube it dries out much faster so having more just makes the experience much better. To prepare her for her husband I worked with her using my fingers showing her how to warm up using a few fingers. Once she was comfortable I slowly moved over to anal toys where I just had her choose the largest dildo she was comfortable with and we simply left it in. This was mainly to let her get used to being stretched. I'll be seeing how it went for her tomorrow. (there were many more steps I taught her but these were the first things I showed her)