Anal was one of the only things I hadn’t done before. A little while back while we were 69ing, her asshole was right there in my face and I just went for it, starting kissing and licking her hole. I liked it a lot more than I thought I would and she moaning and said she got chills all over. Since then, I’ve been eating her ass pretty regularly. She told me that she doesn’t think that anal does for her what it does for me (I like being pegged), but she’s happy to let me do things that turn me on.
After that, we did a sexual compatibility quiz and pretty much the only thing she wasn’t open to was anal sex. I was a little disappointed to see that, but told her I wouldn’t want to make her do something she isn’t comfortable with.
Anyway, a few weeks ago she showed me a reel about what men want for Xmas, apparently it was anal sex. She asked if that was true and I said “well you know how I feel about it. I’d like to, but I would never force it on you.” She surprised me when she said that she’d be open to trying it, but we would have to take things slow. I was more than happy to comply and knew that I had a few toys that would ease her into it.
So that night, I ate her ass then lubed up a finger and slid it in. I progressed to 2 fingers for a while before putting a plug in her ass and left it in there while we had sex.
She told me that it was a little uncomfortable at first but got better once her muscles relaxed a bit. She also enjoyed the feeling of having 2 holes filled at the same time.
The next day I was fingering her ass again and then used a small dildo on her. Again she didn’t mind it, the length was similar to me but had less girth. She said that I can try putting my cock in her, so I used a lot of lube and then went slowly. I put it in and she asked me to take it out because it hurt, but we tried this a few times until her muscles relaxed a bit.
Once she got used to the girth, I kept it in for about 2 mins. I was able to stay in a rhythm for about a minute or so before I came.
I have to say, for me, I’m glad I got to try it, even though it wasn’t as enjoyable as vaginal sex. I would gladly try it again and try to make it a regular thing, but I’m not sure if I’ll have the chance to do it much.
My wife said it was ok. It wasn’t as painful as she had anticipated. She said she did enjoy it because she knew I was enjoying it. Unfortunately for her, it wasn’t very pleasurable. I said if she’s open to it she can use a wand or bullet vibrator on her clit while we do it in the future. She said she’d be good with that, so I’m taking it as a win.
