The company picnic included all types of fun for the kids.
The boss’s daughters were no exception, although they might be a little old for the bouncy castle.
Wait what?? Now you're begging just to have an erection LOL. When are you going to learn LOL. Ok let's go over this again.
Who gets big manly orgasms? Real Men Miss
Very good and do sissies get big manly orgasms? No Miss
Very good, what do sissies get? little dribbles
In their? chastity cage Miss
So, who gets to have big erections? Real Men Miss
Now we know for a fact that you don't big erections, and why is that? Because I'm a Sissy Miss
That's right, and you only get little dribbles 4 times a year. There's no reason for that little embarrassment to have an erection.
I'm very disappointed in you, you were doing so good, now you've wasted part of my day and are behind on your chores. I take it since you're bothering me with this that you still swell in your cage.
Yes Miss
As I feared, well the smaller and spiked device I'm ordering you should help stop that and for asking we'll be decreasing to 2 dribbles a year. You're obviously focusing too much on your own desires..what is Sissy Rule #1?
A sissy gains pleasure in serving.
Glad that is settled. Let's get back to those chores and make sure your stockings are straight.
Nov 19th, 2024
My Bitch woke up tied up on my bed with a leather hood and blindfolded. His wrists are tied up together so are his ankles. A chain hangs between his legs, about 1 foot of chain.
Is this a good intro? I hope it is, because that’s the only part he seems to remember.
I told you, the vanilla life was just for a few days. Last night I invited him for a dinner I cooked, I prepared. One to remember…or maybe not! It was a well-watered meal, we drank wine, ate a succulent buttery filet mignon with baked potatoes, with a delicious starter and an incredible desert. But for a strange reason, my Bitch was staggering up to my room? He was almost sleeping before he got to bed. Of course, I had to undress him completely, he didn’t help much, he was too tired he said, hmm! He slept like a baby, he seemed very comfortable and happy.
When I woke up this morning, he was still sleeping, as if someone would have slip something in his drink! I wonder….
Well, I don’t know about you ladies, but with my Bitch, even when sleeping, if I play with his nipples and penis, I can make him hard. And when he’s hard, I can play with him, I mean, really enjoy myself. The funny thing is that the poor thing will only remember a little of it! 😈 So yes, I raped him, hard and deep and ohhh that was good fun. When I came for the first time, I slap his Slutty face hard, that woke him up and thats what he remember. After I screamed my pleasure, I rolled him over, strapped myself with my dildo cock and raped his sorry ass. I scratched his back in the process. Somehow, that also woke him up. I fucked him for a while then I stoped, turned him on his back again and sat on his hooded face. Yes, when I did that, he was not able to see me, he probably didn’t hear me cum because I plugged his ear, he couldn’t ear me well, and he was tied up. I sat on his face, with only his mouth being available, I made it clear it’s his tongue I needed and I came a second time. I then fucked his mouth with the strapon and had him lick it clean.
Once I was done with him, I went to take a shower and left him there. I dressed up very sexy, with my boots on, so he could hear the click on the floor, wore my best perfume, the one that drives him nuts, didn’t say a word to him. I then solidly gaged him and went down for breakfast. Made some bacon, because I know it’s the only food smell that can go up to my room. I know he will smell it.
I went back up to the room, looked at him for a second and said « alright, it’s almost time ». I removed his hood, and the blindfold and the plugs in his ears. He saw me, he smelled me, I could see stars in his eyes. He couldn’t speak but I know what he would have said. I put his hood back on, his blindfold over it. Did you pay attention? The gag is on, by putting the hood after that means, I won’t be able to remove the gag without removing the hood, that means I don’t want to hear him talk, only moan. Then I put the blindfold over the mask, so I can remove it whenever I want. I then attached a leash to his permanent collar and pulled on it, pulling him up and directing him to walk next to me like a good fucking little pet. He wasn’t secure. He knew we were getting close to the stairs, I felt him hesitating at the top of the steps, feeling it with his hands. I held the leash up, so he couldn’t continue securing himself and I went down the stairs slowly but securely. He had no choice but to trust me, it took us a while going downstairs because it was his first time doing it while blindfolded but he did it. « Good boy ».
I took him to the living room. I made him sit on his ass, like a good puppy and wait. I sat on a chair next to him doing nothing but wait. I pet his head a little until a heard the door bell ring. I told him to stay put, removed the blindfold and I went to the door. Standing at the door, was two boys, in their late twenties. They said, we’re here to clean your house ma’am. Yes perfect, I was waiting for you guys. I’ll sit in the corner here with my Bitch while you do your thing.
Ladies, you probably have a service like this back home, two guys, male strippers, offers to clean your house in a sexy way. Those two guys are super sexy, a hard on, little slippers, and super well built. My Bitch blindfold was off, so he could see them too. One of the guy, looked at me and said: « wow, your hot maam, it’s gonna be a pleasure cleaning your house, if I may say so ». Thank you, it’s very kind of you. My Bitch puppy was not happy I could easily tell, I even hear him groan but I couldn’t care less at this moment. He was moving a lot, but staying in place. So for about two hours, those two well oiled man, cleaned my house, while doing suggestive pose, and complimenting me on my look. I know they wanted to know who that slave was, but I always refused to answer, always answering he’s just a Bitch.
When they left, I don’t know if the house was clean, but I asked them to close the door on their way out, I opened my legs and pulled on the leash so my Bitch could come and lick me clean and that made me cum for the third time today. Then, all I said was: « I can’t wait to see them again next week! I’m very pleased you said you didn’t want to do the chores anymore, thank you! » Unfortunately for my slave, his mouth was gag, he couldn’t reply, but he groaned. As a matter of fact, he groaned a few times while this was happening. I reminded him that groaning was not acceptable.
I brought him up to my room. In the room, I have a small walking closet. There’s a carpet on the floor, so I brought him there, tied the leash to the wall, removed the gag and closed the door and left him there in the dark among my clothes, because his clothes, well I sold many of them, and what’s left of his, are not in this closet. As I left the room, I told him I had a few pair of boots that needed to be cleaned, licked clean of course.
As I’m writing these words, my Bitch is upstairs, licking my boots clean and probably being very angry at himself. He’s angry because it’s only his fault if he’s in that situation, if he had to watch these two guys cleaning my house. And, what I think was one of his most humiliating moment, was to lick me clean and make me cum from watching them. I mean, I love ❤️ humiliating my slave. You should know this by now. But I’ll have to be honest with you. What made me cum for the third time was not directly because I watch these two guys dancing and cleaning my house, no, it’s knowing my slave was humiliated next to me and I was controlling his mind. That is what was getting me wet. I’ve been playing in his mind for the last few days but this is the masterpiece of my plan. But don’t worry, I have other masterpiece plan for him, I’m not done, this is just the beginning.
Let me know what you think of his real life training, not in the comment but by messaging me. I still answer everyone male sub and female domme.
Thank you for reading me, be safe y’all!
Mistress Jill
Fuuuuuck I need that!
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