My first anal experience was painful and kinda forced, no lube, only saliva. I eventually looked into anal and experimented with my fingers, butt plugs and dils. This play was in conjunction with solo masturbation. A former b/f indicated he was interested in anal and after awhile (I did not want a repeat of my first experience) we went for it. I was ready by being warmed up with a series of butt plugs. It was ok, but somewhat clumsy but things picked up at later times and it was so fucking pleasurable to me.
My current b/f said he had done anal in the past but he was a challenge for me as he is endowed with a large head so I have some warming up to do prior to his penetration, again butt plugs, a dil and a prior orgasm seem to work. His p spot is sensitive so he has a tendency to climax rather fast.
Anal is not an every day kinda experience but when we are both in the mood; mind blowing! Anal so hits my g spot area for another orgasm.
I have also received anal from a g/f with a strap-on. No problem of loosing an erection and can go as hard, fast or long; as much as I need.
Toys are so important and in fact, necessary for me for overall sexual satisfaction.