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An even bigger bolt of electricity passed through my balls. The milking machine increased in its intensity.
Paul removed the bag feeding me Viagra solution and replaced it with water and the diuretic mix. He looked at me.
`This is your new masturbation. You have a choice to make. I'm going to ungag you and ask you to tell me whether you want chastity, or for this to continue. The choice is yours.'
He untaped the gag and drool pooled from my mouth onto the floor. I wanted to scream because of the relentless assails on my cock and balls, but somehow I couldn't.
Right,' said Paul, what was it you wanted to ask me?'
`Please stop this,' I whimpered.
Paul stood up and fetched a paddle from the other side of the room. He laid into by spread cheeks - 5 swats on each side.
Not the right question,' he said, let's try that again.'
He paused.
`What was it you wanted to ask me?' he said again.
`Please put me in chastity!' I blurted out.
Paul smiled. He had what he needed for the cameras.
`Yes, of course, just as soon as you go soft - the machine will drop off you and then we can attend to your request.'
He put the gag back on me, and then left his devious rig working on my cock and balls.
`Any time you want to orgasm in the future, just ask - the machine's always here for you.'
With that, he left the room and turned off the lights.
I have no idea how long I was in there - it seemed like an eternity of agony. Every so often, my cock would go through the motions of having an orgasm but ejaculated nothing other than a minor dribble, or just air! Each time, the machine would ignore my attempts to get away from the intense pain then passed through my balls.
Eventually, I heard a different slurp from the machine. Then another. It was gulping air - its suction was failing. With a clunk, it fell off any my cock shrivelled up to the smallest size it could. My balls remained retracted as if they were hiding from what was to come.
Paul opened the door and switched on the lights. He moved the milking equipment aside and then flicked a switch on the fuck-machine. It slowly retracted the immense solid that had kept me from recoiling.
Ahh, look,' he said, pointing at my shrivelled member, that what it will look like if I choose to get you castrated.'
He unfastened the gag and then locks that had held me to the bench.
I needed help to sit up, and then stand. I was completely drenched in sweat and started shivering. Paul got an army blanket off one of the shelves and wrapped it around my shoulders.
`Let's get you upstairs and we can sort out this chastity matter. Then we can relax and watch a movie or something.'
He led me up the stairs and back to the sitting room. In the middle of the room, he'd set a nappy, opened up.
`Lie down on the nappy,' he said.
I lay down. I was exhausted and this was a welcome relief. I heard the simulated click of his `phone's camera.
`That's exactly what I need to show the surgeon if you misbehave,' he said. My heart sank.
Paul picked up a small bottle of surgical cleaner of some form and a couple of other packages he'd laid out on his sofa. He opened one of them and took out a surgical wipe.
With it, he thoroughly cleaned my cock and gently pushed my balls back from their hiding place.
`One last chance - would you like to orgasm, or go into chastity for the rest of your punishment?' he asked.
`Chastity, please,' I mumbled.
`Very well,' he pulled out a small metal chastity cage from a box and set it on the nappy. Then he opened a long slender package from which he pulled out a catheter. He put this on the nappy next to the cage.
On the sofa, he had some string and a ruler. He pulled the string under my balls and around my cock and then measured the length of string required to loop tightly around my bits. He then sorted through a few different sized cock-rings that were the base for the cage.
Having selected the right size, he pulled one ball and then the other through the small opening. Then he pulled my totally flaccid and spent cock through the ring.
He cleaned the glans and slit before applying a little lubricant.
I'd never had anything inside my penis before and it was a strange experience, feeling the soft cold tube being pushed up inside me. I felt a little resistance, and then a strange sensation.
Paul smiled. Using the supplied syringe, he inflated the catheter's balloon and I could feel it swelling inside my bladder. Than he tugged gently to make sure it was properly secured before removing the syringe.
Then he used the catheter to help position the top of the cage, slid it over my still limp member, and locked it shut.
Now,' he said, that's three orgasms that actually produced something, so twelve minus three is nine. And, we said one hundred and eighty seconds late. So nine times one eighty is ...?'
I racked my brains.
`... If you get it wrong, it doubles.'
Multiplication by nine was relatively easy, but in my current state I was fumbling for the answer.
`1620,' I said. Paul looked crestfallen.
Hmm,' he said, correct. That's a shame, I was hoping to see the look on your face when I told you you'd be locked up for 3,240 days. As it is, that's just the 1,620. I'll save you the maths this time, unless you want to gamble - double or quits?'
I shook my head. I couldn't work that out easily, and the risk of getting it wrong would surely make things worse. Perhaps I could reduce time by following instructions.
`Shame. Oh well.'
Then he smiled again - that's four and a half years with this little friend on you,' he tapped the cage, `or a smaller on, if you shrink any.'
He cleared away the packaging and then started pulling up my nappy. Once it was in place, he pulled out a plug from the end of the catheter and tucked the end back into the nappy, right next to my balls. I could feel a little trickle of piss running down the side of them and down to my swollen ass.
`Does Sir dress to the right, or the left?' He laughed, pulling the tapes to fasten the nappy. Now, it's 2AM and you must be tired. Time to tuen in.
He helped me stand (I was still shaky on my feet) and led me upstairs to a bedroom. It had open shelving and hanging space along one wall. From floor to ceiling in one part, were shelves onto which Paul had stacked nappies. Next to that, was a hanging area, with onesies and assorted items of clothing. Further along was a shelf with cleaning materials. On the wall running alongside the bed were a collection of paddles, canes and assorted punishment tools.
He led me to the bed and I gladly lay down on it. However, he wasn't done just yet: Paul pulled up a few light chains from the head and foot boards - and connected them to the cuffs around my arms and legs.
With that, he stood up and smiled.'
You've made the right choice, as we've got a lot to do tomorrow,' he said, goodnight.'
With that, he turned and walked out of the room, switching off the light as he left. I heard the door lock and then fell asleep.