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Tag: anal

Dirty Dirty Things

i asked to play last night. i wasn’t any more horny than normal, just a little needy. i was proud of myself yesterday. i spent some time in the morning making a list for the week. We have a big family thing this weekend so it’s all hands on deck at my parents. So i plowed through yesterday and i got several things sorted. i think i was feeling like i needed a reward. i know that that isn’t really my call, but i did know David would be proud of my good day.

my glass anal plug

So it didn’t feel too ‘topping from the bottom’ when i requested some fun. Of course i’ve learned to reserve my excitement until i learn what he’s got planned for me. But of course i was excited too.

After my June and July tasks of wearing the butt plug for several hours, August and September were a bit of a wash. So Sir ordered me to start getting my ass back in shape for him. i hadn’t even realized how long it had been until he mentioned it. So i have been working to be ready when he wanted to use me like that. Last night he decided i had had enough time.

He told me to wait for him in the bedroom, in the usual spot, undressed, standing facing the bed. He came in the room and without a word pressed me down onto the bed and climbed over me. i heard him open the lube and felt it cold against my ass and then i felt him, hard as granite, push into me, felt the pressure at the opening for a moment, and then felt him jab hard past it and slide deep into me in one thrust that I thought might end only once it had come back out of my throat.

But then he was gently, and built a slow rhythm that felt amazing. Having an orgasm from anal isn’t guaranteed, but Sir has a way of helping me enjoy it. Soon enough he could see that i was geting too excited and i was worried i might cum just as he helpfully reached around me and pinched my nipples so hard it brought me right back to him in an instant, where i stayed, squeezing him with my ass in time with each thrust until he came so hard i think the neighbors might have heard.

After making me a happy dirty submissive thing we both curled up and lay spent and happy. A great ending to my productive day. Lots to help motivate me to stay on top of my list today. Because nothing motivates like rough anal sex. That’s my helpful tip of the day.

Hitting the Rim

I have tried many new things since entering the world of DD. Many things that I didn’t even know existed just a few years ago. Looking back, my vanilla life was so innocent compared to my life now. Who knew the massive education that D/s would provide?

One of the largest areas of new territory (no pun intended) has anal play. I’ve written before about our exploration of the anal plug as a domestic discipline exercise. (This is the first anal plug that Sir bought for me).

To prepare for the plug I had to start putting fingers in my ass while in the shower. Something I never in my life thought I would do. But this process has been all about pushing myself. So we eventually graduated from training to my pretty pink plug, and that was where we remained for several years.

Fast Forward to late last year (2024), and David’s increasing interest in using my ass not just as a tool to enforce discipline, and not just to come on, but as a soft, warm thing to come into. I’d grown more comfortable with the idea over time, and after a first awkward anal experience, I can now proudly announce that we have anal sex. Often.

Recently, Sir has decided to try something new. Over the last month we have been incorporating me giving him rim jobs into our play. Talk about things I never thought I would do.  But it was a lot easier than I thought. And his reaction is always a good motivator. Hearing him moan and appreciate my service is wonderful. It’s not my favorite thing in the world to do. I’d be lying if I tried to go that far. But as far as things that make him happy, it’s a lot easier than taking a beating from the paddle. But it has been an interesting addition. We have been incorporating it slowly, as both of us are getting comfortable with our limits. Just like playing with new sexual positions, we are working through what our bodies with allow us to do. Nothing makes me feel older than trying to get into a position for some sexual play (sex, oral, anal, etc.) and finding that I cannot manage it. But it’s all about experimenting.

There are so many nerves in the ass (just in case you didn’t know). Even just the simple pressure of my tongue can turn him on. I like to think that my tongue has special powers, but nothing proved this like a rim job. I honestly think he enjoys it almost as much as a blow job. Admittedly, I like giving blow jobs more, but I have thing for cock.

As difficult as this process has been as a whole, adding new things has been easy. It’s these little steps forward that keep me realizing that I can do this. I mean, if I can make him moan by licking his ass then I must be doing something right.