He’d been on “at will” chastity for over a week, mostly at his own counsel, though three days before he was due to see me, I emailed him in response and said,

“I love it when I can occupy a man’s mind without ever having even met him. Dare I make myself even more present in your thoughts and order you to refrain from masturbating or any orgasm/release until directed otherwise?

Yes. I think I do.

Please consider yourself in chastity to me until we meet. You are honor bound.”

When he arrived at Salon d’Orleans, I immediately locked him in a chastity cage. “So that you don’t forget,” I told him.

Later, he’s blindfolded and wrapped in rope on my bondage bed. I’d been using his immobility to inflict all kinds of sensations: fingernails pressed into his nipples, stinging kisses from the violet wand, igniting blue circles of flame on his skin. I smiled seeing his cock grow and shrink with the pain and pleasure of it all in its cage. I pressed a vibrator to the cage to intensify his erection and the feel of the points of intrigue that dug into it. I leaned in close to his ear.

“I’m going to keep you in this cage for as long as I have you. While we play. While you sleep in bondage tonight. In the morning. Perhaps I’ll even send you back where you came from, still locked up,” I said, the vibrator clacking against the hard plastic of the cage. “Because I control your pleasure. I decide your release. I hold the key. ” He groaned ecstatically. I looked at him, feeling intensely powerful. Keyholding goddess. In control.

And then he shuddered and came in his cage.

I yelped in surprise.

This, uh, wasn’t the plan. I was so glad he couldn’t see my face while I tried to figure out how to respond to all the different emotions. I was bemused: all powerful, keyholding dominant. Ha! I was definitely annoyed: he should have warned me he was close, but he was also a new play partner so he wasn’t familiar with my scene communication preferences. I was shocked: I don’t think I’ve ever had anyone orgasm in a chastity cage. Didn’t think it could be done! I was also pragmatic: experience has taught me this is a harder disappointment for the bottom and any punishment I might think to give him wouldn’t come close to the beating up he was silently giving himself right then.

So what to do?

I untied him methodically and without speaking. When I finally did speak, I was surprised by the “Domme-y” tone to my voice. “Stand up, go to the center of the room and get on your hands and knees,” I commanded sternly but quietly. I fitted the humbler over the cage. “This is called a ‘humbler,'” I told him. “I think it’s appropriate. Now, crawl to the bench.” He complied.

Taking my singletail from the rack, I moved towards him, swinging. He winced at the bites and licks on his unwarmed ass. “You realize you’re being punished, yes? Do you know why?” Still with The Voice.

“Yes, Mistress. Ugh! I think so. Because I came against your orders. Ow!” A few dozen more strokes and I put down the whip and sat on the bench in front of him. “Rise up and look at me,” I ordered. He did. I saw his face: pained, confused, submissive, uncertain. I gave him a slight wink and a half smile that said, This is play.

“Since clearly your desire to come is stronger than my control, that’s what you’re going to do,” I said, removing the cage. I spread a wee pad over the rough, jute rug underneath him and scattered peppercorns on its surface. “Kneel here and bring yourself to orgasm. Now.” He gingerly placed himself on the pepper and looked at me while he fisted his cock. Minutes later, he shot again.

I put him back in the cage and we went out for a quick bite to eat. It was late. Once back at the studio, I ordered him to orgasm a third time, this time feeding him his come. As promised, he slept in the chastity cage with the large points of intrigue. “I want you to feel me gripping you all night more than I want you sleeping,” I told him.

In the morning, I unlocked him from the sleeping cage and put him back into a very tight rope bondage body harness and tethered him to the bed. An inflatable leather hood compressed his head, covered his eyes and mouth. I took out the Venus.

“Come again.”

He did, his body strained agonizingly against the ropes. “That looked like it hurt,” I told him. “The thing about a machine, though… it doesn’t care. It doesn’t care if it hurt. It doesn’t care if you came. It’s just going to keep sucking, relentlessly. Come again.”

He moaned in resistance. I played with the speed of the suck: maddeningly slow to demandingly fast. “I’m going to sit here until you come again. I don’t care how sore you are. How exhausted. How overstimulated. We have nothing but time. I will milk you dry.”

When he came this time, he screamed. The Venus continued to suck anyway. Machine.

“Mercy,” he whimpered. “Please, Mistress. I can’t take anymore. Please. No.”

Mmmmm. Yes.

12 Comments

  • Very hot…

    I won’t say this has never happened to me, but I’m also the communicative type. I remember it happening once, and the domme was like, “Okay, session over!” I think having it happen and then to experience your response is my new fantasy…

  • I second the very hot review. Multiple cumming sessions just don’t happen often.

    I’ve also had an experience where I orgasmed in a cb-3000. A well known Domme had locked me in one at the end of a session. Ten days later – still pure- I was out running with a group. In must have been the rythmic flapping of my testicles against the ring as I jogged because I suddenly had one of those low grade “milking” orgasms. My friends thought I was having a stroke or something, because I was all bent over moaning as I released. Then I had this huge stain on my running shorts I had to hid the rest of the run.

  • That is so hot. Being one who has been locked in chastity for days…………even weeks on end, I can imagine how an accident could happen but his punishment was well deserved. If your dominance didn’t haunt him before, I would think that it haunts him now.

    Missing you Miss Troy,

    vince

  • I don’t know if it’s the mood I’m in as I read this or if it’s because I heard you tell the story before I read it but this post is such an incredible turn-on.

    I swear I need to buy a Venus so I can read this post again and again to try and play it out in my mind:).

  • Not very often so I come across a Domme so eloquent. You have such a way with words and I am glad to be a new reader. I am in awe. 🙂

    MadameM.

  • I’m sure most people wouldn’t think of the phrase “when life gives you lemons, make lemonade” after reading about this, but I certainly did.

  • This was really, really hot to read!

    FYI, I’ve also had men come in chastity with ballkicking/slapping or other rhythmic impact.

  • There is a cliche about plans and battles. Like most cliches, they become cliches because of their inherent underlying truth. It goes something like..as soon as the battle starts, the plans go out the window. You rely on training, imagination, grace (composure), and a fast and decisive mind.

    I’m not speaking of Plan B because usually there is a Plan B, C, D, etc already formulated. I speak of contingencies that, shall we say, arise.

    You reacted, you created, you embellished, you ran with it.

    As usual, I read and my first thought is not that what happened is hot, not that there are not aspects that I realize on second reading are, indeed, hot. I find myself reading and relating to the process of it. Preparation, forethought, contingency, flexibility, and follow through.

    And what I relate to is that there is no way you can do what you did without all those things and without truly being in the moment and being present in the fullest sense of the term. That is rare and that, I think, must be a reason why I continue to return.

  • @subdued
    If we were at th :40 of a :60 min session, I’d probably say, “Ok, we’re done!” too. But since we were more at the 3hr of a 15hr … I had to improvise.

    Though I have to say that forced masturbation is occupying a lot of my fantasy thoughts now, too. Fortunately, he was well primed for it. I might not find it as fun if it’s taking him forever every time.

    @b4
    The running orgasm thing is freaky. You must have some sensitive balls!

    Loved the anecdote though. Best part? It takes a while for come to dry and when it does, it’s not invisible. HOT!!

    @aarkey
    Why do I think there’s going to be a lot of “disobedience” among my clients for a while?

    @vince
    Haunting, huh? I like the sound of that. Boo!

    @marcj
    Touche!

    @axe
    You can borrow mine…

    @madame m
    Welcome! Glad you’re here and thanks for the kind words. Out of curiosity, how did you find me?

    @mvx
    Except lemonade tastes better.

    @calico
    What is up with the ball-driven Os? That’s just crazy! I think some field research is in order….

    @garrett
    You give me too much credit, I think. But I like it.

  • I really liked multiple cum session.I can’t imagine how creative you can get Mistress Troy. This kind of punishment is just fantasy for thousands of slave of yours.

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