Dating Chronicles #29 - Pain and parsley

By Askov2 | The Dating Chronicles | 21 Nov 2022


The Slave and I did try to get a date arranged but coordinating my limited free time and his work schedule was very difficult. We found a time slot, and then his car broke down. Suspicious as I was, I asked for photo proof, and sure enough, there was his car and a tow truck. We agreed on another time slot, and then he suddenly was shipped out on an oilrig. Which he also sent me proof of.

I said to him that he had to be punished the next time for blowing me off twice, and he suggested that he should wear the cage until we were able to make a video-call.
“I think you should, you have disappointed me!” I wrote to him.
“How else can I please my mistress? Is there anything I can do at this video-call?”
“I don’t know. You can take it out, and slap it hard at least 5 times,” I wrote. Having no clue of what to come up with.
“Isn’t there anything else?” he wrote back. Again, he was so eager, and I am obviously a very uninspired mistress.
“Yes, take a sprig of parsley and shove it up your *ss.” I wrote. Getting annoyed. What was the fun if we never would meet?

So, we had this video call maybe one and a half week later. Closer to two weeks later. I had my camera covered, so he couldn’t see me, but I saw that he was standing in a bathroom somewhere. The camera was pointed at his lower region, and I could see the poor and VERY dark red thing.

“Does it hurt?”
“Yes, mistress.”
“Good!” And I meant it. I was getting tired of him. Cancelling on me constantly.
“Can I take it off now?”
“Naah … kneel with your legs spread out and point the camera, so that I can see it all.”

The fun thing is that I really COULD be bitchy at that point. If that was because it was remote or because I was getting tired of him cancelling, I don’t know. If you can’t even rely on slaves …

The Slave did as I told him. Kneeled, and spread his legs with his front towards the camera. Beside him lay … not a sprig of parsley, but a sprig of thyme, where he had taped the stems together somehow, it looked almost like a bridal bouquet. I was baffled because I had not expected him to go through with that. I had just said it for fun.

“What is that?” I asked him.
“Thyme.”
“Not parsley? I said parsley!”
“Yes, mistress. I’m sorry, but I thought thyme was better.”
“And what are you going to do with that?”
“What my mistress told me to do.”
“Okay, so you are going to shove it up you’re a**?”
“Yes, mistress.”
“Okay, then go ahead.” I said, and I was … baffled, perplexed, chocked and also holding back my laughter. This was insane.

There was a naked man, somewhere in Denmark, who was going to put up a sprig of thyme up his a**, because I had said it for fun. Again … the situations I find myself in sometimes …

And he did. Putting some lubricant on it first (clever guy), and then … yes, you get the picture. Or … do you actually?? :D Because that was without a doubt the most ludicrous, I ever have seen.

“What now, mistress?”

Sh*t, I hadn’t thought of that. I couldn’t ask him to sweep the floor with it.

“Eh, wiggle your ass around. I want to see it wiggle.” I was almost coming undone from laughter, but I kept my voice under control.

So he did. Wiggled his a**, with this green bouquet of thyme sticking out of him. It must have been the strangest thing I ever had seen. But fun. Soooo much fun.

Then I asked him to remove it, get back in the kneeling position and take of the cock cage. I humiliated him a bit, saying that this tiny and now damaged thing would never please a woman again, and it did actually look a bit unhealthy. Very dark red. Inwardly I was hoping that everything was okay, and that it wouldn’t fall off or something.

“Okay, slap it.”

And he did. Very hard. His hand came from way behind, and he really put some force into it. And it hurt tremendously.

I could both see and hear it, and was feeling really, really bad about it, but he did it. He doubled over and groaned. Then collected himself and got back to the kneeling position. I asked him to do it again. And he did. Maybe 6 or 7 times. And the “fun” part was, that I could see that he became more and more aroused for each slap. So I asked him, if he was excited.
He was, he admitted.
“Does it hurt?” I asked. I wasn’t doubting it, it was clear to anyone, because each slap sent him buckling over and groaning, and yet … the thing just got bigger and bigger.
“Are you very excited?”
“Yes, mistress,” he said with a whimpering voice.
“Okay, then **rk off for me.” I ordered him.

And he did. And I could tell that every stroke was extremely painful. He groaned, huffed, let go, and got a grip again, but he was also very much excited by the whole thing, and it didn’t take long, before he came. And very hard from the looks of it.

Later he told me that this had been a wild orgasm. But I was just … That was too strange for me. I don’t like to see a man in pain. One of my kinks is actually to see the man getting aroused, but this …

I like to try things out, but this particular kink … I didn’t think I was going in the right direction with this.

But now at least I had tried. And I had some fun and strange experiences. Like I have written before … I am a curious person and I like to challenge my view of the world. And here I was also myself challenged with playing with a part of a personality, which apparently isn’t particularly strong for me.

This was my last encounter with the Slave, first of all … I was done with this line of experiments and besides … something was going on, that I had to sort out.

 

Thumbnail picture by Tegrafik from Pixabay

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Askov2
Askov2

49 year old danish female, divorced since 2018, accountant in my civil job and published author (only in danish) in my sparetime. Have written historical and YA novels, erotic short-stories, horror and fairytales. Recently also a crypto enthusiast.


The Dating Chronicles
The Dating Chronicles

A blog series about the curious dating-world in Denmark for a female in her (very) late 40's. It will probably contain mature content, so don't go further, if you are faint of heart or easily offended. Enjoy!

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