Are you free to enjoy anal stimulation and share these feelings with your spouse or on your own to enjoy these previously unknown pleasures?
Yes, my wife was much approving of giving and receiving and very much liked watching me receiving. Her strap on and our MMF partners were a favorite of hers. Thinking about those days now makes me miss them even more.
My frequent FWB is open to this but her husband and boyfriend are not. So, I'm her outlet. She loves being played with back there and her favorite thing is when she's getting waxed, she gets wet as her asshole is getting done. We talk about it openly but she wishes her boyfriend would do it. Oh well, his loss...my gain.
Many years ago the wife and I were playing in bed and I was using a 9” dildo on her prior to fucking. After getting her pretty worked up I proceeded to mount her missionary. Like I said she was worked up and was in this perpetual orgasm. She had hold of the large plastic cock and started to run it up and down my ass crack. It wast long before it was obvious she was trying to get it in my ass, she had the head of it pressed against my hole with it vibrating. It was driving me crazy so I reached back and pushed it in. Unknown to her it wasn’t the first time that dildo was in me. It was however the first time she was holding it in my ass as I was thrusting into her. She could tell it was hitting the right spot and she held it there while she came. Thats all it took and I exploded in her. Im not sure she was comfortable with how much I liked it. I think her intent was to just tease me with it. She never did it again. lol
Slightly off topic, but I do find that many of the men who I have sex with often don’t have a lot of experience anally unless they are Bi. I can tell some are nervous, so I am generally quite clear to say it is ok. Some have said, that they wish their wife or girlfriend would try it.
Many younger women too are reluctant or inexperienced. Slightly more mature women have either figured out that it's not for them or are happy to have it back there. Not everyone who is younger but that's my experience.
When I decided I really wanted to be proficient at it, I got a lot of advice from people (mostly older guys) on this forum and it really helped…and basically it was lube and ever increasing size dildos over several weeks.