Short Story:

After I felt like we rushed out attempts for anal I took a step back for a while. During our last session and plugged Luke with a prostate massager and it went great. Maybe a little too great 🤭

Long Story:

So I have a new toy, well not new exactly, because I’ve ordered it a while ago, but we never go to use it. Those who have followed me for a while know that I have a kink for twisting things outside of their “expected” use. That’s why I love chastity and sounding and pussyfree training and all of that.☺️ Because in one way or the other, it’s taking something with obvious use and doing something else entirely. I guess part of it is just an erotic curiosity to see what will happen, but more importantly, it gives me the feeling of power because I also get to see how far I can go. And as it turns out usually pretty far. While I am usually trying to do things slowly and safely, the truth is we just barely started and I don’t have that much experience, so sometimes It’s hard to balance excitement and caution. So while we both agree that our previous anal experiments were hot, some of them were a little rushed, because we were too excited to try everything, that we jumped from anal plug to strapon pretty damn fast. It didn’t feel that way back then, but I can see it now. So if you’ve been paying attention you had to notice I didn’t engage in anal play for quite a while. Because I’ve decided that the best course of action for us to enjoy it is to take a step back.

Now with that out of the way the toy I am speaking about is Lovense Edge, a prostate massager. And it’s perfect. It’s big enough that it didn’t feel like we are starting completely all over again, but is a lot less demanding than being outright fucked with a strapon 🤭 I feel like this was the best anal session we had so far. Felt natural and fun, just on the right edge of comfortable and adventurous. Luke was of course quite shy about it, but for me, that’s a huge part of the appeal. I guess it’s an ego thing, but making somebody shy and simultaneously excited is making me feel dominant and aroused but somehow protective. I don’t know how to better put it. When we play it’s always there, the caring part is necessary because, after all, it’s a play between people who need to trust and ideally like each other. But when he gets shy, it’s different than when he’s scared of something. More intimate? I think guys might understand it better. But for a girl, this is just a new and sort of unexpected mixture of emotions. I would love to just jump on him and fuck him right there on the spot. But I didn’t, because what I was talking about the whole first paragraph 😅

Anyway, I was thinking about keeping him locked. But then decided against it for now, because I wanted more easier chilled-out session. I wanted him to enjoy it, to find pleasure from having something up his butt and most importantly to relax and start getting used to the new feeling. There will be time without a doubt when he’ll be locked and plugged, but one thing after another.😈 The prostate massager is quite different from the other toys we tried and I could see it right away, as soon as I plug him. He was squirming so hard. his dick looked like it was going to burst. It made him so excited. I don’t know yet what can be achieved with the app, so I’ve set vibrations somewhere to medium. Which I’ve later found isn’t as weak as I was expecting. 🤭

I’ve gently stroked his dick, only to give him a little extra to it. But it was probably a little too extra because during one edge he just didn’t make it and came all over his legs. I knew the toy might be exciting, but I didn’t expect him to cum so easily. Luke later told me, that he might have cum even if I didn’t touch him at all, and that he was struggling almost from the start. Well, that’s information that I certainly won’t use against him 😈

I didn’t want to end the session with some harsh punishment, because I was honestly just quite happy that it was a positive experience possibly opening doors to many other things I would love to try. But he still had cum without being permitted to. I was thinking about what to do, so he doesn’t get away with it for free when I noticed he really started to squirm after he came. I’ve figured that the massager in his butt is acting similarly to post-orgasm play. So I let it run for a while. 🤭It wasn’t as intense, but at least it was immediate corrective action, which could be better than something I’ll think of in a few days.

All in all, I am thrilled. This was exciting, though a little quick, but a complete success. And I can’t wait to try more of it and slowly increase the intensity from there. ☺️