My SO Did Completed His First Whole Week In Chastity And I Floated The Idea Of Us Always Doubling His

My SO did completed his first whole week in chastity and I floated the idea of us always doubling his durations until he is permanent. He vocalized concern about this but his twitching made me think it was worth pursuing. My question is would that be too aggressive? I don't want him to not enjoy this but I want to push him towards long term lockup.

Ah yes. A very interesting prospect indeed. Let’s do the math, shall we?

So he completed a week? Good. Just to make the math easier, let’s say it was 8 days. 8 is a power of 2 so that’ll make this nice and simple. Here is how many days he has to wait for his next orgasm if you double the time with each one:

Orgasm 0 = 8 days (~ 1 week, already complete)Orgasm 1 = 16 daysOrgasm 2 = 32 days (~ 1 month)Orgasm 3 = 64 daysOrgasm 4 = 128 daysOrgasm 5 = 256 days (under a year)Orgasm 6 = 512 days (well over a year)

Wow, see how fast that ballooned!? In only 7 orgasms he has progressed to waiting over a year for is next one. Very fun. But let’s see how this plays out.

Orgasm 7 = 1,024 days (~ 3 years)Orgasm 8 = 2,048 days (well over 5 years)Orgasm 9 = 4,096 days (well over 10 years)Orgasm 10 = 8,192 days (over 20 years)Orgasm 11 = 16,384 days (over 40 years)

Ummm… How old did you say your SO was again? If you decide to double his duration with each orgasm, I’d say he’d be extremely lucky if he had 11 more orgasms in his entire life. Just 11. Probably only 10.

I’m curious what he says when you show him this schedule. Maybe you shouldn’t show it to him quite yet, not until he agrees to it. When you do I know he’ll be twitching in tormented pleasure, just like all the boys reading this right now.

NOW,

While I’ve certainly done exponential and geometric progressions before, I wonder if it might be a little too fast, too soon in your situation. Is this the first week you’ve been playing with chastity? Working a guy up to long-term or permanent chastity is like reeling in a fish. Not too fast, not too slow. Sometimes you have to let out a little line before you can bring him in. I would say before going crazy, work him up to three-week durations and keep him there for a good long time. Months. Then, after you’re both thoroughly bored of that duration, start cranking it up.

Of course, you don’t have to tell him your plans…

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on your last, beautiful Natalia Dyer story; did then the “proper punishment” actually follow? Please tell us

Someone fishing for a sequel?

On Your Last, Beautiful Natalia Dyer Story; Did Then The “proper Punishment” Actually Follow? Please

It was now the 16th of February. After that first night with her Bull she ordered you to go back home and she was staying a day longer to fuck some more.

You just nodded and stayed quiet. She'd never sent you home ever for any of these dates. You were always near. Either watching her in the room or like the 14th forced to listen.

When she got home you were feeling quite down. You sat on your knees naked, in the expected position as she entered the living room. You looked down at the floor.

"Welcome home, Mistress." You spoke, sounding as gloomy as you felt.

"Look at me, Y/N." She ordered you. The anger she had on display two days seemed gone. Still, as you looked in eyes, you felt apprehensive. you knew a punishment was coming.

"I am going to punish you for your tardiness on Valentines day now, so. Follow." She commanded. Her tone brief and firm. You stood up and she sat you down in a chair before binding your legs and arms. After stepping back she first slid a gag inside your mouth, then she came back around with a bottle of lube and something new.

She got on her knees in between your legs. you gasped when she actually pulled out the key to your chastity cage. If you were getting punished, why was she going to unlock your cock. She first gently took pulled the cage of before even taking off the ring.

She poured some lube on her hands and she softly started stroking your cock till you started to get hard, which didn't take long even considering how long you've been locked up for.

Your eyes widened as she then finally revealed the new toy she'd gotten. A spiked cockring. She secured it around the base and closed the lock. You were still quite soft so you felt the dozen little spikes that were on the inside but it did not hurt.... yet.

Natalia then looked up at you. "I feel you have been slipping in your duties which is unacceptable." She stated clearly. "I feel you are becoming a bit selfish with seeking pleasure for yourself and being tardy. So decided to punish you with pleasure itself and you will suffer just as long as you wasted my time for that day, understood?" She almost growled.

You shuddered. It was pathetic but her talking down on you make you feel good. Your cock filling with blood. She finally pulled out a stopwatch which had a 26 minute timer set to go.

"As soon as I feel you are in pain, the timer will start and I will -not- stop until it is down to zero." With that clearly statement she started stroking you again.

You were already taking deep breath as she silky soft hands worked your shaft. "Mmf.... mmmm!?" You whimpered softly but Natalia just glared at you holding up the stopwatch for you to see. Only when the first pained grunt came from your lips did the timer start.

She put the stopwatch down and started using both hands to work your cock. One lovingly fondled with your balls constant.

"NGGg.. nngg." You groaned in pain when her hand brought you immense pleasure only for the spikes to start digging onto your cock. the next 24 minutes became hell. Natalia managed to keep your dick rock hard even as you groaned and winced from the intense pain everytime your dick pulsed from her constant teasing.

She even moved her other hand underneath to start teasing your boy hole all the make sure your dick wouldn't go soft.

You went from muffled pleading to groaning in pain, shivering in pleasure only to cry out from pain again and then back to more muffled begging for mercy.

But Natalia kept strong. She didn't really enjoy these kinds of things. She'd much rather have her obedient boy around to toy with. To tease, edge, spank, then edge and tease some more. But she also knew you occasionally needed her to be firm and ruthless.

So the punishment was set and you would serve it in full. She just hoped you would learn the lesson for a good while and step it up to the level of service she was used to from you.

So she watched you closely. Watched your body shake and tremble from the pain. Listened to your painful whimpers and grunts, ignored the pathetic attempts to beg until the stopwatch finally went off and the 26 minutes were finally over. Her hands immediately left your cock and she was quick to remove the ring.

Her body shivered a little when she could still see the imprints of all the spikes on your skin. Your body shook violently when she touched it. She knew your body needed a little while to recover.

She wasn't going to cage you back up right away. She pulled out the gag and looked you in the eyes.

"Y/N? Are you okay? Can I get you some water?" She asked you. It was as much her responsibility to take care of you as it was to punish you.

You nodded weakly. "W.water.. please, Mistress." You spoke very quietly. She gave you a warm smile and gently patted your head.

"Ofcourse my sweet boy." She cooed before walking to the kitchen leaving you with a cautious smile as your body could slowly start to recover.

“You Want It? She Asks, Knowing The Answer.

“You want it? She asks, knowing the answer.

“Please, he whines, begging for her with him whole body, and he couldn’t possibly say no.

“You can start with me,” she told him, pulling his face to him.

☘️

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