The first time my honey brought it up to me, he denied ever doing it or wanting to do it and said "I heard it feels like fucking a sandbag."
I doubted that a lot because his favorite part of my body is my ass... He slaps it, smacks it, likes to rub. Eventually he just told me one day when we were getting a bit kinkier that doing certain things made him "want bad things" and he confessed he actually likes anal. I'm a pretty open person with him. While we were in 69, he put his finger around my ass, and he licked up to it, and that truly opened the back door for us
We've only been able to do it once at any kind of full speed. I'm little, so opening me up is quite difficult, and for some reason I always get a burning sensation (not pleasant) so we stop. We have a few plugs- one is the Mood Naughty one on here. It's very small, and even for me, it falls out. Another is a black jelly one that came in a kit. This one is a bit thicker, less safe of a material (and very sticky so we have to lube it up a LOT) but works for now as an intermediate. The third plug we have is a big purple one that I have yet to fit in.
You should be open and honest with your partner/s. Bring it up. The bigger of a deal you make about bringing it up, the ore likely your partner will be timid with it. If there is something I want to try, while cuddled up with my honey (or even randomly while he is working via texting) I simply say, "So, I was thinking about ____ today... it looks interesting."
You miss 100% of the shots you never take... You will only have anal if it gets brought up eventually. If you never bring it up, it'll never happen.