Princess of His Dreams
The Hopeful
Previous ChapterNext ChapterSky Scribbles once again pulled out the moon seal that he had gotten in the mail several days ago, and showed it to the gate guard on duty, who gave him a curt nod, and let him pass. Once he set foot in the foyer again, Silver Platter was the first castle staff member to spot him.
"Ah, good evening, Mr. Scribbles. Good to see you again. I was about to retire for the evening, but is there anything I can do for you before then?" the butler asked.
"I suppose I should check in with Princess Luna, find out what my next step is. Would you know where she is?" the pegasus asked.
"She wasn't sure whether to expect you tonight, but I believe she is in her recreation room," Silver replied.
"Thank you, sir. I know where that is," Sky replied, before heading up the stairs and towards the west corridor, counting the doors until he got to the fourth door on the right. Taking a deep breath, he knocked, announcing his presence.
"Enter," he heard Luna's voice reply. He turned the knob, pushed the door open, and saw Princess Luna laying under a blanket in front of the projector, with a bowl of popcorn.
"Hello again, Princess," Sky greeted, unsure if there were any guards close by in the hallways.
Once the door closed behind him, Luna's horn lit up, and he heard the lock latch shut. With that, she stood up, and in doing so, let the blanket draped across her back slide off, revealing a white, fluffy disposable diaper fastened around her waist.
"I was hoping I would see you tonight, Sky," Luna said, smiling at him.
The pegasus felt his throat go dry at the sight of Luna in a diaper.
'No, no. Don't let everything you want to say fly out the window just because she's padded up,' Sky thought to himself. He closed his eyes, took a deep breath, and opened them on the exhale, looking across the room at Luna.
"I'm attracted to you Luna," Sky said bluntly. "I don't care if it's the most obvious thing in the world to both of us, I didn't want to continue unless you heard that from my own lips."
Luna merely nodded at him with another smile.
"Consider it heard and acknowledged," she told him. With another flash of her horn, a changing mat and diaper bag materialized next to her, and she merely sat down and patted the mat, inviting Sky to lay down. Taking another breath, he stepped forward and did so, laying down on his back and stared up at the ceiling as he heard Luna unfold a fresh diaper.
"Have you had ample time to collect your thoughts?" Luna asked.
"I have," Sky answered, figuring that nodding silently wouldn't be enough. "I slept on a cloud most of the day, and then I stopped in Ponyville for a late meal before I made my way back up here. As I sat there and ate, I... I saw a couple, elderly, sitting there across the aisle. I had to put quite a bit of focus to not stare... To not let that jealousy take hold again. Because that's all I wanted; to grow old with somepony I loved, with a pony who loved me. With no politics or extreme ideals to poison anything between us... Is that really so much to ask?"
"Are you asking ponies not to change?" Luna asked him as she magically lifted his backside up to get the diaper slid underneath him.
"I..." Sky started, but trailed off, wanting to consider his answer a bit more and not answer hastily. He withdrew into his thoughts for a moment, and was pulled out of them by the sensation of Luna sprinkling foal powder across his nethers.
"I haven't changed all that much in the last several years. Before meeting Cobalt, my years with him, even after he left Ponyville without a word... I've always been me. I've been happy with where I was in life."
"Do you think you'll be happier here? With me?" Luna asked as she got the diaper brought up between his legs, smoothing it against his stomach.
"I certainly hope so. Do... Do you feel the same way about me? In the very short time we've known each other?" Sky asked.
With the diapering of her hopeful complete, Princess Luna twisted the bottle of powder shut, and returned it to the diaper bag, before stepping forward, standing over the prone pegasus, leaning down so they were snout to snout. Then, with no warning, she leaned forward an inch more, and gave him a soft peck on the snout, causing him to blush as she stepped back, then pulled him up into a sitting position, causing the residual foal powder to waft up from his diaper to his nose.
"From what I've come to know, yes, Sky, I think I do. It has been quite some time since I have let a pony get that close, because in the very little free time I have, I would need to find somepony who isn't repulsed by this sort of headspace. Requiring infans aeternum, or ageplay, or whatever you want to call it, as a foundation for a romantic relationship, limits my options for a companion somewhat considerably."
As Sky took a moment to process what Luna had told him, she took that opportunity to pull his enchanted onesie from the diaper bag, and magically pull it over his head and get it fastened just below his tail.
"Do you know what part of your struggle is? You can't seem to shake the image of a perfect, infallible princess as your idea of me. I am the farthest thing from, Sky. I lost someone too, because I let my jealousies and bitterness get the best of me. In longing after what my sister had, I lost sight of the undeniable fact that I helped Equestria sleep more soundly every. Single. Night. We all make mistakes. We all fail. We are all ponies," Luna told him.
Sky nodded in understanding, and she continued.
"What about now? Do I look like a princess to you right now? What if you were to check my diaper right now and find it wet? Would I be very princess-ly then?" Luna asked.
Sky blushed again and Luna giggled softly.
"My point is, Sky, I don't want to be a princess to you. At least, not all the time. I want there to be moments where I can play as your big sister, who teases you about the undeniable fact that not only are you not repulsed by wearing these, or by relieving yourself in them," she said, playfully poking at his clean diaper, it crinkling in response. "But that it's also your most powerful source of arousal."
Luna's words refused to let the heat escape from the pegasus' cheeks, and he finally mustered the willpower to speak.
"I want nothing more than to be good enough for you. To be able to do what you require of me every night. But I'm terrified at the thought, the possibility of not being good enough. Of failing you," Sky confessed.
Luna once again reached forward, not towards his diaper, but towards his head.
"Everything you will ever need to help me in the dream realm, is in here..." she said, pausing as she lightly touched his head, before moving the tip of her hoof down to his chest. "And in here."
Sky took in another deep breath, closed his eyes, tried to find his center, then opened his eyes on the exhale, getting to his hooves.
"Now, do you think you need one more night to prepare for your trials, or do you believe you are ready tonight?" Luna asked.
"No sense in waiting, Princess. I'm as ready as I'll ever be," the pegasus told her.
Luna gave him a respectful nod, before casting another spell, and in a flash, her diaper was concealed with a black cloak, with the hood down.
"Come with me, Sky."
"Um, wait. So... Are you... Are you wet?" Sky asked, blushing yet again.
Luna gave him a playful smirk.
"How about some more motivation? Pass the trials, and you might find out."
Author's Note

