[Sissies, Null Bulge]
"Marianne? What's with all the preparations going on?"
A young looking Princess sat at the window, slowly looking out at all of the common workers filing around on the streets below. From far up inside the tower that served as a secure home and semi-prison at the same time, it was almost impossible to see any distinct figures. Just small dots moving around...
The Princess' maid, Marianne Ancile, bowed before her charge as she looked out the window as well. "If your Mother is to be believed, we're to meet one of your peers later this week, Princess Gwyn." She explained, looking down at the Princess... Or rather, the Prince that she had been charged with taking care of. Though thanks to the machinations of his Mother, he was little more than a feminized mess that had all but given into his role as a future bride and puppet.
Gwyn slowly nodded as he sighed. He brushed a hand through his bedhead of pale blonde hair, closing his eyes while resting his head on his palms. "A peer? Knowing Mother, it's somebody she thought I should model myself after to be a desirable bride. Just like she had been..."
"On the contrary." The black-haired maid, with a halo made out of her braided hair wrapped around the top of her head, smiled softly as she neatly brushed her Princess' rather frazzled hair into a much more presentable state. "It's another 'Princess'. Just like you, Princess Gwyn." She explained, pulling away from the pale blonde Princess once she had tied that hair into a royal bun, just like the one his Mother always wore...
Gwyn's eyes lit up ever slightly. And if you listened closely, you could hear the faint sound of something rustling below the belt. Hidden underneath the petticoats and ruffles that made up the skirt of his elegant pink dress. "How much like me?" He asked. He couldn't believe it. Somebody had grown up to be treated like a delicate Princess, just like him? His heart was on the verge of bouncing out of his chest right then and there...
Marianne sighed a bit as she gently flicked the boy's nose. "What have I told you about getting overly excited, Princess?" She said, and the Princess immediately blushed as he realized that he had tiptoed his way over the line. "The foreign Princess, who will be in my care for the duration of their stay, has apparently been trained quite as extensively as you have been. Though I do not know if the training has stuck, much like yours."
The feminine Princess blushed. "I apologize, Marianne. I just... I just didn't believe it was possible for somebody else to be like me. Do you think he would like to... p-play with me?" The almost childish wish that came from the bottom of the sheltered Princess' heart was adorable. As was the look on his face, as he looked like a needy puppy in need of validation.
"If you promise to behave and prove yourself to be your Mother's 'Daughter' adequately during public hours... I will see what I can do to allow you both to enjoy some time together. What you do then, as long as you remain mostly quiet to avoid drawing attention towards yourselves, will be up to you." Marianne explained, as she gently brushed one of the Princess' pale bangs out of the way of his cheek, before planting a simple kiss on that powdered face. "Please, Gwyn. I would rather not punish you when we're this close to your engagement."
That's right. In a month from this date, his engagement prospects would arrive. More Princesses from each Kingdom, though those Princesses were the real deal. Not boys that had been raised from birth to act as demure as a twisted Mother imagined that a Princess would act. But... If all of this was true, then...
"...I-If I behave, could you ask Mother to consider this Princess as one I could be engaged to..?" Gwyn asked. If all of this was true, then he desperately needed that other Princess in his life. Anything to keep him from slipping into a permanently feminized state of mind... Even if his dear Marianne had been kind and gentle to him to make it easier to become a Princess at a moment's notice.
Marianne listened to his request. But she had to shake her head. "I cannot. Your Mother would not allow it. The Kingdom that the Princess hails from is nowhere near as prosperous as ours. The entire point of bringing you up like this was to forge a bond with a stronger Kingdom. So that you can one day take it over as its Queen." She explained, gently petting the Princess as she pulled him close to her maternal bosom. "I'm sorry, Gwyn. I can only do so much."
The pale blonde Princess sighed and nestled into that protective set of breasts that he had practically been raised by. Compared to the care that he got from his Mother, this was much more preferred. "It's alright, Marianne. I'll find a way to live with it..." He muttered. There was nothing he could do to change his Mother's mind. The one time he did was the time he was banished to a cage, the poor thing still rattling down below. To make matters worse, his training then included being squeezed into tinier and tinier cages. All to make sure that his clit never grew bigger than it was allowed to.
"I know you understand. If I could, I would've allowed it. I'm sure the two of you would've been adorable as Queen and Queen." Marianne said, planting another loving kiss on her little Princess' face. This time, on his powdered forehead. "For now, I must go. I have to get ready for his arrival. Once he does, I'll give you everything you need to know regarding his tastes, his interests, and his training. This way, the two of you can converse in front of your Parents without raising any alarms. And if everything goes well... You two may have the private time you desire."
Gwyn nodded. And not long after, his maid took her leave. With that, the Princess was all alone once again. But he wouldn't be alone for long. Not when he now had somebody that had captured his heart, through nothing except a mere mention of him...
It was time to escape. And meet his future soulmate.
---
Night had fallen upon the Kingdom of Myreth. The servants, the workers, the royalty. All asleep, to prepare themselves for the arrival of the Princess from another Kingdom. It was to be a cherished day. One where their Princess could practice for the Engagement that would bind Myreth to one of the other Kingdoms...
But Gwyn did not care for it. Not while he was busy tying together several dozen bedsheets. He was thankful for all of the supplies that Marianne had stuffed into his bedroom to make it easier to clean his room instead of carrying them all from the supply room. This way, he had so many clean bedsheets that he could use to form a rope that would lead him down to the ground level. Even though his tower was several stories tall, and the way down was precarious due to the nightly winds...
This was one of the few times where the silk he had been groomed to become would give way to his true nature. And that true nature craved companionship. He just couldn't sit up here and ignore that he had the chance to meet somebody that was just like him... He needed to meet him. So he could figure out if he was worth it all.
Gwyn took a deep breath as he looked at his masterpiece. A simple rope made out of several hundred bedsheets. With one end wrapped around the leg of his bed. All that he had to do was toss the other end out the window, and then carefully climb down. It was easy enough. Even with his heels giving him absolutely no chance to properly grip onto the rope, as long as he held on tightly, it'd be fine.
"What do you think you're doing, Princess Gwyn?"
Unfortunately for the feminine Princess, he neglected one important detail of his plan. Namely that his dearest Maid, or rather his beloved Mistress, knew the way he thought. Before he even managed to carry out his plan, she had managed to see through his wishy washy mood. And here she was to bust it before it went into effect.
"...E-Escaping to meet with the Princess of my dreams." Princess Gwyn admitted. There was no way that he could explain it as anything else. He knew that if he tried to tiptoe around the truth, he'd end up laying on his Mistress' lap, with a reddened pair of cheeks as she forced him to recant a long and difficult poem. Every mistake would earn him a spank... This was one of the ways that he had been trained, and definitely the one that he remembered the most.
After all, it was what had caused their bond to form in the first place, as his masochistic tendencies were born from that punishment.
"I thought as much." Marianne sighed as she gently pinched the bridge of her nose. She really wished that he would just behave when she offered him a genuine chance to enjoy life with somebody he loved. But here he was. Pissing away the chance, just so he could do it on his own terms. If she wasn't ordered to train him to be a good Princess, she would almost find this dedication admirable.
Gwyn sheepishly blushed as he tugged up the rope that he had tossed out the window. Gently putting it all into a neat yet expansive pile, as he awaited the punishment that he had been saddled with. A punishment that was well earned, no doubt. He should've just waited, he should've tried to prove to his Mother that he could be a Good Girl. But the faintest hint of pride within his heart didn't allow him. That was how he ended up in situations like these...
"And clearly, so did your fellow Princess."
The Princess' eyes lit up as his Mistress stepped aside. And in the process, she revealed a young looking boy, just like the pale-blonde who she had trained since his youth. Compared to Gwyn, however, his dress was nowhere near was thick. It was a lot looser, but still long enough that nothing important could be seen. Combine that with his long bright blonde locks, and the gentle smile on his face... And it seemed like he had been trained much more competently than the defiant Princess had been.
"Good evening, Princess Gwyn." The other feminized Princess chimed, as he gently bowed before his peer. Curtsying all the while, trembling ever slightly in the process. "M-Mistress Marianne's told me all about your... interesting escapades... H-Haa..." As it turned out, looks were deceiving. Because as soon as he started moving and speaking, the composed facade gave way to a moaning mess that was struggling to stay standing upright on those massive heels of his. They were bent at an even worse angle than Gwyn's, forcing him to stand taller at all times... All while no doubt causing him a lot of trouble, to make sure that his gait was perfect...
Princess Gwyn curtsied back, trembling a bit himself. What was this feeling inside him? Was this... Delight at seeing somebody suffering more than he was? Or was it relief? Was it even pity? There was no way that he could ascertain the true nature. All that he knew was that his cage was creaking. He could feel the blood pumping into his clit. It wanted to climax at the sight of the well-trained perverted Princess in front of him...
"Princess Gwyn. I humbly introduce you to the Princess of Possibility, Ram." The Mistress said, as she put a gentle hand on the trembling blonde Princess. "As it turns out... He does not belong to any Kingdom. But rather, he represents something that could happen. Which is why your Mother requested his presence. So she could give you a look into your future..."
Princess Ram took a deep breath as he stepped closer to the other Princess, giggling as his composed expression completely melted into pure pleasure, a bit of drool running down his chin. "U-Unfortunately, I-I'm no good for that any longer..." The Princess of Possibility giggled, sighing sweetly. "Mistress Marianne, upon finding out... D-decided that it would be best to show you what could happen if you stray too far from her guidance."
Gwyn watched in a mixture of awe and worry as the Princess pulled the skirt of his dress up, only to reveal a beautiful gemstone nestled around his crotch. And yet despite the fact it was dazzling, almost mesmerizing... It seemed soft as well?
"Go ahead. You can touch it." Ram giggled as he started to squeeze his thighs together. Oh, it felt so good... Showing off his secret to a fellow boy. He hadn't gotten this chance in years... Not when he had been trained to take on this power either. Ah, it felt wonderful to have a Mistress. Somebody to direct him in this time of need....
The composed Princess nodded slowly as he reached forward... And squeezed into the gemstone. It was soft. It was so soft that it was almost impossible to pry his hand away at the same time. But there was one thing that made him let go, and that was the sound of Ram's lips parting and letting loose a moan that was almost a few octaves above what Gwyn had previously been trained to avoid...
"Quiet, Princess Ram. You mustn't disturb anybody. Especially not with your chastity." Mistress Marianne said, and the horny Princess nodded the best he could. It was hard to stop himself from enjoying such a firm squeeze like that, but if Mistress told him to, then he would try his best.
Princess Gwyn shivered a bit as he listened to his Mistress, only to snap to attention as she motioned for him to stand at attention. And just like Ram had done, Gwyn pulled his skirt up. Despite the many petticoats, despite the frills, despite the thickness underneath, he managed to pull it all up. To unveil the cage hidden underneath.
Gwyn, thanks to his prior punishment, had his cocklet locked within an ornate cage. A magical cage that shrunk every few weeks to make sure that his training was going smoothly. At this point, his thing was barely the size of a pinky finger. Its transformation into a clit had almost completed. And yet, he still craved release from it.
Marianne, satisfied with the way her Princess quickly revealed his secret, kneeled down and put her fingers up against the cage. And as she gently tugged, the magical mechanism that held it shut unlocked, letting it off with ease.
Princess Gwyn trembled as he felt the cold night wind brush against his tiny dicklet. He almost came right then and there. But he knew that wasn't allowed. Not while his Mistress intended to punish him.
"Princess Ram. Please, do the honors." Was the order that the horny Princess received, and by kneeling down to get close to that tiny clit, he did as he had been ordered. Such a cute little thing. It was a shame that it wasn't going to experience the same sort of pleasure that he was...
With a snap from the Princess of Possibility's fingers, a similarly soft gemstone formed in his hand. One with a hole in it, where the Princess' clit was supposed to go. Fitting it onto Gwyn's crotch wasn't exactly hard either, as the thing had become so small that it could easily fit inside.
No, the difficult part came after it had been snuggly fitted on. Because Princess Gwyn felt something pierce straight through the very tip of his clit. Down his miniscule urethra, spreading it and making sure that he wouldn't be able to pull the gemstone off with any sort of ease.
"This is your punishment, Princess Gwyn." Mistress Marianne said, gently grabbing ahold of the perverted Princess' collar as she tugged him back onto his feet, bringing emphasis to his crotch. The crotch that now matched Gwyn's own. "You've been embued with the Possibility of Nullification. Consider it a shortcut towards your use as a Bride. Your clit will no longer be accessible, as your crystalized femininity hangs off your crotch instead. You may knead it, you may squeeze it, you may even punch it if you need to work off violent urges in the privacy of your own room. But you won't be able to cum. You will be forced to the very edge of pleasure, just like Princess Ram."
Gwyn's eyes widened at the prospect. No wonder Ram had been broken. If this was what he had to endure... There was no way that Gwyn would be able to endure the same thing! "M-Mistress, p-please. I-I can't handle something like that. You know this!" He had to argue for some sort of mercy. Otherwise..!
Mistress Marianne just smiled. "We'll have to see if that's true, now won't we?" The black-haired maid-turned-mistress giggled. This was when the braided on her head was an outright lie. And what could he do to talk back to her..?
Ram giggled as he let go of his dress, wrapping his arms around his fellow feminized Princess. "Don't worry, Princess Gwyn... Mistress Marianne'll make sure you can handle it. If not... I'll make sure to push you that little bit further. The Possibility of us both breaking... Ah, it's making my mind race..."
Princess Gwyn's gemstone-nullified crotch trembled as he looked at his perverted Possibility, and the Mistress that had more punishments in store for him. And he slowly smiled. His masochistic self was all too pleased with this hopeless setup.
He couldn't possibly imagine how far Mistress would go, to make sure that he would be an ideal Princess for his Mother's plans.. But he looked forward to it...