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Chapter 20
by
tactician
So straight to bed right?
Straight to bed, but the night isn't over yet.
A simple practiced silence spell on the bed curtains stopped the continued Symphony of Ron's lumber company at work.
(A practice every male in the dorm room did except unsurprisingly Ron himself)
But as Harry pulled back the curtain there was something on his bed.
Before he could better figure out what it was Ron's snoring went up a few notches in volume, he figured he would find out exactly what was on his bed, while also being on his bed.
He gave a content sigh as he slid the curtains closed silencing the Noise.
(and when it involves Ron the N is always capitalized.)
Then with a lumos he examined the waiting items with a raised eyebrow.
They looked brand new, fresh out of the box, and thanks to his mounting experience. Easily recognizable.
In one hand he held two nipple pumps, as big as his thumb, the clear plastic bugle like ends, leading to pink rubber squeeze balls. They looked identical to the ones in the armoire and yet somehow he could tell these were new.
In his other hand with his wand was a metal buttplug. The lumos' light reflected off the clean metal, as he looked over the egg shaped oval, with a small 2 inch rod leading to a circular base. A red gleam got his attention as he saw on the top of the base was a red jewel almost as big as the disc. He ran a finger over the Ruby stone, unaware that if he had taken the runes class that rubies were his birth stone.
He bit his bottom lip as he looked at them.
"These are for me to keep."
He knew the armoire was doing something to him. He knew the moment he watched all the body hair fell to the floor.
(and was fully aware was never coming back.)
That everything in the armoire was charmed if not cursed, and that it was effecting him in someways.
But.
Maybe it was because of the charms from those items,
Maybe it was because he was still trying to get the chasity cage off,
Maybe it was arrogance because he can brush off the imperious curse,
Maybe it was curiosity to see where it's going,
Or maybe he was enjoying it.
But he decided to keep going.
As he continued to look at them he finally just shrugged and decided.
"Sigh, why not."
He licked his dry lips before sliding the buttplug passed his lips, running his tongue over the metal, to get it wet. As he kicked off his shorts and underwear and raising his nightshirt he stopped for a second. Thinking how this would look if someone were to open the curtain. Especially with a ruby capped buttplug in his mouth.
He spared a moment to tap the curtain with his wand locking it closed, then leaned back. Looked down at his chest as he placed the pumps on his nipples, before giving them a tap with his wand, as he guessed they came to life sucking away sending jolts of pleasure to his dick.
As he arched his back and let out a purposely girly moan.
(he knew the silencing charm would take care of it)
Without his chin to pin it up, his night shirt slid down, passed the pumps and all the way to his waist.
"Huh?"
He looked down at his nightshirt covered chest, more specifically at the lack of noticeable bumps that should've shown where the pumps were.
(Heck his had grown enough they they were now normally noticeable under his nightshirt.)
He could still feel them, and as if to show that, they sucked harder sending another jolt. A test pat on his chest let him feel them and confirm they must have some sort of concealment charm. The thought he could wear them during class and nobody would be able to tell sent a thrill though him that had nothing to do with the pumps.
It was as he lifted his shirt back up and tugged at the pumps to pull at his nipples that he remembered the plug in his mouth. He played with it a bit. Sucking on it as he pulled it from his lips with a pop.
Without hesitation he got on his hands and knees, spread his legs out a little bit, positioned it, and pushed.
The returning full feeling was comforting. And somehow felt even better with him doing it himself as opposed to a spell doing it. As he clenched his cheeks, he could feel it in there, swaying his hips even seemed to make it stir, making him twitch in his cage.
With a sudden thought he reached out with his wand and gave the plug's base a tap.
The buzz he felt from it made his arms weak, and he was now face first in his pillow moaning into it as his ass stayed hiked up.
As he continued to enjoy himself he thought about the other toys,
The collar tight on his neck,
The duster ghosting over his skin,
The salty....the Cum tasting ring gag,
The floating dildo that spayed potion/cum in his mouth.
He pictured it all, even with his last experience with them being only an hour ago at most. He thought about the dildo so close to his mouth. Ready to cum every time he did, so close he remembered he could have leaned forward and...
Sometimes long slid past his lips and right away his tongue started lathering it in saliva. Sucking on it as it moved back and forth on his lips making them tingle. He gave a moan, not out of enjoyment but to make his lips vibrate. Enjoying everything from the tingling in his ass, to the fingernail bumping his tongue.
"Hmm?"
His eyes snapped open as he realized he had his hand on his face and he had been sucking on his middle finger. Slowly he removed it from his mouth as he felt the soundless buzz from the toys like background pleasure. He didn't even fell close to another orgasm. As he reached past the curtain for his bedside glass, for a drink of water. He absentmindedly noticed it was empty and ready to his wand for a quick Aquamenti when an idea hit him.
Sitting up on his knees.
(And noticed he had moved his second pillow between his legs at some point)
And raised his shirt revealing he was still naked from the waist down, and looked at the chastity cage. Remembering how easy it was to turn on the others, he used his wand and gave the cage a test tap.
"OH FUCK THE HELL YES~<3"
He had fell forward, his face in his main pillow again. Babbling into it as he humped, if not fucking his second pillow. The pleasure from the cage was wonderful on its own, but his nipple pumps started working in tandem like they were trying to milk him. And if that had been all he wouldn't be seriously considering keeping the cage on permanently. If not for the plug's vibrations mixing with the cage's makeing his entire groin feel like one big pleasure center. His hips slammed into the pillow as as he felt his orgasm coming...on the hogwarts express.
"Cum, cum, cum! Come on cum, cum, cum"
He chanted as he was back on his knees, only half aware that he threw his second pillow away at the head board. Looking down he saw his hand, holding his empty drinking glass over his humping crotch. Realizing what he was about to do he found himself licking his lips in expectation.
One thing he did not notice was the birthstone on the plug started to glow, filling up with magic, and then gave a pulse.
Harry gave a loud guttural moan as he came. His balls twiching so hard he would have sworn they were climbing into his body as shot after shot left his dick. He couldn't even feel the nipple pumps, or the buttplug. His body felt like one live nerve of pleasure.
As his orgasm stopped, Harry felt his vision return.
(he wasn't even sure if he had closed his eyes.)
The vibrations from the toys were just a hollow echo as he caught his breath.
He slowly removed his crotch from the glass and gave a look at the contents.
"Wow, I don't think I have cum this much in one go ever."
The tall glass of cum was warm as he figured it was filled to the 3/4 mark.
He felt his pulse race just a little more as he looked at it. And without a thought started to jug it down.
"Morgana's firm tits! that tasted so good!"
Despite the salty contents, you would've thought he just downed his favorite refreshing drink for the first time in years.
As he felt like all his energy was leaving him, he finally laid his head down on his pillow to sleep. sparing a moment to give his cage a tap turning it off, because the vibrations from it was making his balls ache. As he finally dozed off he felt the other toys were still going, but he didn't mind.
Anything happen in the morning? or businesses or usual?
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Harry Potter: Sissy Situations
Harry's Journey as a Sissy Slut
Harry Potter always has trouble being stumbled upon by a wide variety of different people who all have a similar goal: turn Harry into their own personal sissy slut.
Updated on May 22, 2026
by CuriouslyWatching
Created on Nov 27, 2021
by CuriouslyWatching
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