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Chapter 34 by Anasyrma
Anna's next trial?
Anal stimulation
She had said it, out loud. She had demanded more, demanded to be licked more, to be eaten out more. Everyone had heard it. In her mind, it wasn't an unreasonable request. If she had cum now, maybe it would have spared her further humiliation later. Maybe not. But the truth was, that it seemed to the others that she enjoyed Lilly so much that she asked to be ravaged more intensively. And... that was exactly right, actually...
Luckily for her, or maybe unfortunately, Mr. Jones didn't give her time to brood over that. He had procured yet another tool. A rather thin stick, with a smooth end. And a switch at the base. Right next to a battery compartment...
"A vibrator can be a very useful tool for all kinds of stimulation, and achieve sensations that we normally wouldn't be capable to produce. I will now use it on an area that I'm pretty sure now on in here, Anna included, would have ever thought of..."
He switched it on, and a low buzzing sound filled the air. Anna's body knew that sound, and twitched in anticipation. She owned a vibrator herself, although it was a thicker one. Why of all possible sizes would he chose such a thin one...?
Mr. Jones approached her spread, helpless form. Vibrating herself to orgasm was, at the very least, something familiar. Maybe, if she closed her eyes and gave it some effort, she could pretend she was in her bedroom, alone...
The buzzing implement came near to her genital area, but it touched her a little lower. And the feeling wasn't familiar at all.
"The small area between the vulva and the anus is called the perineum, an erogenous zone that is often neglected", Mr. Jones explained, while Anna was making some rather distressed sounding gasps.
And they were beginning to sound even more distressed as the vibrating sensation wandered lower still. Mr. Jones was pressing the small vibrator against her anus. And as she was being attacked by these weirdly pleasurable sensations, making her pussy drool almost as much as before, she remembered something the teacher had said earlier. That they would have time for internal anal probing later.
The buzzing stopped. Mr. Jones very briefly dipped the vibrator into her vagina, richly coating it with her lubrication. Anna knew what he was about to do, and she dreaded it.
"I will now insert this into her anus. This may hurt a bit, or feel a little weird, Anna. Just try to relax. I won't rush, don't worry. The key to successful anal penetration is patience."
He spread her buttcheeks, adjusting his grip to be very close to her hole, so he could spread it as well. Coating it in lubrication as well was unnecessary. Her juices flowed down her crack out of their own accord, just like earlier.
Mr. Jones didn't waste any time hesitating. The smooth end of the thin vibrator pressed against her anus, and he increased the pressure steadily. It was slowly being pushed in.
Reflexively, Anna clamped her asshole shut. She couldn't help it, her body just didn't want anything to go in there. But her mind knew that she was just prolonging a process that was inevitable. So she took a few deep breaths, tried to relax, and made an effort to let the foreign object pass.
The going was still slow, but there were no interruptions anymore. For the first time in her life, Anna was having an object shoved up her ass that wasn't medicine - she hadn't even experienced a thermometer first, that technique of taking temperature had been discontinued. And as opposed to the medicine, it was going to stay in there, for who knows how long. Also, it was happening in a classroom, in the middle of the day, in front of a whole class of students. Not for one moment did she forget that small detail.
They were all watching intently and silenty, so that the only sound to hear were the strained huffs and groans Anna was making. It did hurt, her asshole had never been stretched like that from the outside, and for this purpose. But the pain faded not before long.
It was inside, only the end with the switch was still sticking out of Anna's ass. The feeling wasn't unlike being filled up by the dildo, and even though it was in such a weird and uncomfortable place, Anna couldn't deny... it felt good. Having something up her butt, it felt good. She was deeply ashamed.
"Well done, Anna. Now, don't get startled. I'm going to turn it on."
"Wha-aaaaAAAAAAAAaaaahhhhhhh... hah... hah..."
Two seconds. The vibrator was only running for two seconds, and it had reduced to her to a quivering mess.
What more can they do?
Anna's ENF Adventure
A Day at School!
It starts as a normal day of school for 18 Year old Anna. But a bit of bad luck gets going. Can Anna keep herself covered? Will she have to escape with her decency in tact? Or will she end up with a new fetish for exposure? Some general rules, no , no , no scat, and no reality warping stuff (like shrinking). It's an ENF story first and foremost, but exhibitionism is welcome as well.
Updated on May 19, 2026
by Prelativity
Created on Sep 28, 2015
by anonenffan
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- 718 Chapters
- 51 Chapters Deep
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