[MF] Need Advice on Anal Sex

So after 11 years of marriage, my wife is finally opening up to the prospect of anal play and eventually anal sex. Prior to this, her only anal experience was with some punk guy when she was a teenager, and he didn’t know what he was doing. From what I gather, there was no lube, a little spit, and he just shoved it in there. I think that turned her off to the idea for a long time. After that, the only other anal experience she’s had was when she was drunk on our anniversary one year and I slipped a finger in, then two, then my thumb. She enjoyed it when she was drunk, even went as far as spreading her cheeks and asked me to stick my dick in there, and I tried, but she wasn’t ready. Could’t even get it in. Only experience I’ve had with anal sex is a one time encounter with a girl I worked with in high school, and she was on top and did everything.

She has recently been more open to the idea, and basically told me to do it during the course of sex and intimacy, in the heat of the moment, so she doesn’t over think it. Since our drunken experimentation a couple years ago, I’ve read up, and studied what ever I can get my hands on about anal play and anal sex. I know from her body language she enjoyed our brief anal experience when she was drunk, but sober she overthinks it. I plan to start out with just rubbing a finger around her asshole, get her used to having some kind of sensation back there. I’ve read there are plenty of nerve endings in the asshole, and it can feel nice. Once she is comfortable with that, introduce a finger back there, but only to the first knuckle. Once she is comfortable with that, up to the second knuckle, and then a second finger. After that, I want to use a beaded vibrator that we have, I bought probably a little too hasty after our first anal experience together. Once she is comfortable with the feeling of that, use the small plug we got as a training set, and eventually increase in size as she gets used to the smaller one. And eventually, when she is ready, I can finally claim her anal virginity. I’m not particularly long, 6.5 inches, 7 inches if you hold the mirror at the right angle (LOL). However, I have about 2” of girth, so she might be a little intimidated to have that back there. I realize training her ass, or what ever you want to call it, to take me could take weeks, even months. I know that the asshole and 1-2 inches inside of the ass are where most of the nerve endings are at, and where women get the most pleasure from. Everything I’ve read says use water based lubricants, no silicone, although I don’t know why. And copious amounts of lube, and go slow, both with my fingers, toys, and my dick. I think we will know before the toys if she is enjoying it, sober, but I want to do this right. I want this to be as pleasurable for her as it will be for me. I want to do this right. My question to my fellow redditors is what am I missing? What am I not considering? Any tips, trick in regards to this would be welcome and much appreciated.

Source: reddit.com/r/gonewildstories/comments/d0jb7h/mf_need_advice_on_anal_sex