One night, beta me was feeling very vulnerable after an upsetting situation I was going through. After a couple of glasses of wine, my wife and I are making out on the couch and things are getting hot.

I had tried several times before to get her to try anal, but after saying something like, I really wanna fuck you in the ass, she says ok! So we fuck, and I admit it was rushed, no lube was used and she said it was uncomfortable, so I fucked up there.

So many years have passed, and I really wanted to continue this, but she always says it's not her thing. I started playing with her asshole during sex (in various positions) and she is into that about 50% of the time (sometimes even requesting it). We also recently got into lube, because she is starting to dry up in her old age, and I've been experimenting getting the lubed fingers a little deeper into the anus, but whenever I've tried, she blocks me.

I really appreciate the knowledge you guys have here. It's really opened me to the mindset of women, and I was wondering if it's any of my beta doucheyness that is perhaps stopping what we both want. Unless of course she really doesn't like it any deeper than the anal-ring being rubbed.

So feel free to theorise, and go ahead and touch yourself if you feel a bit horny now.