I've done it with a few partners. My wife was a little hesitant at first. But over time I started going down on her, and then moved south. Licking, reaming, tongue fucking (which eventually lead to anal sex). She liked it so much she eventually started doing the same to me (which eventually lead her to,peg me). Hey, what's good for the goose........right?
Gotten well into this lately - the wife wanted it and then can't get enough, I enjoy giving too Win win
I had a fuck friend who refused anal sex. So I had a plan. We sat in a bath for an hour had some drinks then hit the bed with porn on the big screen. I went down on her and inched to the butt hole. Shortly she began to moan. My tongue went deeper in her ass. She felt so good that she boosted her butt up a bit by bringing in her knees. She was face down. Then with a finger in the pussy on the g spot and my thumb on the clit lightly massaging, I began to, with lube, put one finger in her ass. She loved it. As I progressed I eventually got 3 fingers in and I have size 12 ring, thick fingers. That hole was wide open. Then I slipped in ole erect Homer and she was shocked. She loved it so much. Then she was addicted and asked for it every time.
My wife used to say "NO" when I started licking her there all the while wiggling towards my tongue and mouth. The "NO" quickly turned to "OOOhhhh!" Miss those days but she definitely liked it and it increased her wetness almost immediately. If I did it long enough, I'd get a finger in there and she'd quickly rub herself off. Loved it.