Version: 2
Twilight's work wasn't going well. Princess Celestia was expecting her report tomorrow and the young purple unicorn could not keep her mind focused. She was in the middle of her Heat cycle and sex with Anon wasn't solving the problem. It only seemed to make it worse. Experience told her that this Heat would last another week at least. A whole week of torture while paperwork still needed to be done. A whole week where no matter how much her boyfriend fucked her she'd still need more.
A glowing quill flew across the room while a growl worthy of a dragon came from Twilight's throat. How was she supposed to work under these conditions? If she just told Celestia about her Heat maybe the unicorn could get a deadline extension. No, that would be horribly embarrassing on multiple levels. She had to come up with a solution on her own. But what spell would help?
A toy first came to mind. A vibrator was preferable to a dildo, but maybe it would stimulate her too much. Anal beads? She did like taking it up the backdoor, as her boyfriend loved to tease her about whenever they were alone. Ugh, maybe she could just ask him to lay on the floor and use him as a chair. Leaving his dick inside her had potential to hold back her lust. No that wouldn't work. These reports were going to take another few hours. He wouldn't be able to stay hard that long. Besides, that was so boring.
Then inspiration struck. Twilight knew the kinkiest, weirdest thing she could do to tame her Heat. Something new, bizarre, and adventurous.
With a devious smile the violet unicorn called upon her inner magic. With a small flash an average sized butt plug appeared before her. It would need some modifications for her plans. Luckily she knew plenty transmutation spells. After a few quick pops, all that was left was to get Anon...
In a bedroom in another part of the castle, Anon slept peacefully well into the day. Screw the sun. Anon needed his beauty sleep. This tranquility was suddenly shattered, however, when his girlfriend burst into the room. Not only was she grinning way too much for two o'clock in the afternoon, but she allowed the cursed light of the day to invade his den of darkness! Anon grumbled like a disturbed bear as he sat up in his comfortable silky bed. He might as well ask what was so important she had to wake him.
"What has you so happy you have to melt my eyeballs?" Anon asked while rubbing his face.
A joyful squeak came from the unicorn before she pranced up to his bedside. "I need your help with my Heat," Twilight explained vaguely.
"Ugh," Anon sighed. "It's already been, what, three days? Don't get me wrong, the sex is great, but Lil' Anon is gettin' sore Twi. You didn't forget that I'm a human and not a pony did you? Maybe a stallion can go five rounds a day, but a man has his limits."
Twilight cooed. "That's okay Anon. I realized that repeated sex isn't going to work this Heat cycle. This time I need constant filling."
Anon was still a bit drowsy and certain that's why he didn't have a clue what Twilight was talking about. "You're gonna have to run that by me again Twi. You don't want sex then?"
"Nope. I need you to fill this!" Twilight grinned while presenting her secret weapon. It looked like a butt plug made of glass. It could have been a thick transparent rubber. It was a plug he could see through, okay!?
"What uh... what am I looking at exactly?" the man asked in confusion. Had she made any sense since barging into his nap time?
Twilight rolled her eyes with an exaggerated snort. "It's a special butt plug."
Anon was still stumped. "I can see that. It's clear. So it's definitely very special."
Twilight giggled while levitating the plug in front of her eyes to examine her work again. "Yes, it is transparent, but that's for your benefit, not mine."
At this point Anon was getting frustrated with Twilight's obvious teasing. "Just tell me why you're in my room showing off your new toy."
With a tiny flick of her magic the back of the butt plug, the end that widened and was supposed to stay outside, popped free like a cork separating from a bottle. "The inside is hollow!" she declared, turning the opening towards Anon to show him.
"That is very impressive Twi," Anon congratulated sarcastically.
"And it's where you'll be staying!" she cheered as her horn glowed with an incoming spell.
By now, Anon was quite familiar with Twilight's many kinks. The little unicorn acted entirely naive and innocent in public, but as soon as the bedroom door closed she let the beast loose. There was no fetish she wouldn't try at least once no matter how strange or gross it might seem. And the crazy mare often found ways to incorporate magic into their love making too. From zero-gravity fucks to giving Anon a second cock so he could double penetrate her by himself, Twilight Sparkle could be a difficult mare to please sometimes. Being open-minded and willing to experiment was a requirement to be her partner.
So when he saw and felt Twilight's magic fire at him, all he could think was "here we go again". He hadn't quite processed what the wild pony had just said, but he was confident she wouldn't hurt him. Maybe weird or gross him out, but not really hurt.
The spell took only a second and the effect was immediately obvious. Anon was staring up from the surface of his once modest bed at a towering purple pony. She had shrunk him? How were they supposed to do it now? The tiny human wasn't sure how small he was as he stumbled to his feet, balancing on the giant spongy sheets proving tricky. As he got his bearings, Anon called up to Twilight. "What did you do to me?!"
That smile, those teeth, it was kind of intimidating. Like looking up at the sky and seeing a mouth instead of the moon. "I made you small enough to fit in here," she said while directing his attention to the hollow interior of the butt plug again.
Anon gulped. "What uh... what's your plan then?"
"Well," Twilight giggled. "I stick you inside this plug, then I stick the plug in my ass. Then I relax and get all my work done."
Anon grimaced. "How long do you intend to keep me in there?"
"Without the Heat distracting me it should only be a few hours."
Anon simply stood there, unsure about this new game, but obviously in no position to refuse. Also, he did want to help Twi. She sounded pretty stressed earlier. "How does this, you know, help? Why do you need me inside the plug?"
Her massive head dove towards him, filling his sky with violet fur and making him flinch backwards onto his boxer covered behind. Twilight's warm breath blew back Anon's hair as she enthusiastically explained. "I thought about using a normal plug or a vibrator, but those are so... so... normal. Then I thought about you. Just knowing you'll be in my ass--" she cut herself off with a sexual moan that hit Anon like a gust from a tornado. It was also in that moment Anon concluded he was about the size of an ant.
The helpless human couldn't deny the idea was... different. Anyway. He could refuse and be forced or try to get something out of this. Grunting back to his feet, Anon proudly crossed his arms and made a single demand. "You have to promise to take me out as soon as the paperwork is done, make me a bit bigger, and let me make out with your giant pussy!" Yup. He knew from experience the only way to make the best of something was to demand something similar, but certainly more enjoyable.
The unicorn gave a titan-sized squeal of approval. "Okay then, in you go!"
Twilight's horn glowed and Anon followed. Then he was flying. He'd been levitated before of course, though this time he was moving a lot faster and a lot farther. Well, it felt like it anyway. Technically this was the slowest and shortest distance he'd ever been lifted by magic, but perspective is a bitch. It was kind of like floating into a ufo though, so that was cool. The butt plug was a huge white-ish cave with irregular curved walls. To Anon a small house could have fit in here. The man concluded, after he was lowered to the stiff rubber floor, that it wasn't horribly claustrophobic inside the plug. Though it did smell strongly like a tire store.
The entire cave suddenly shook and a loud boom made Anon jump around to see Twilight had replaced the seal. The only way out was now a wall. Then Anon had to brace himself as Twilight rotated the entire plug sideways. Her eyes loomed beyond the blurry barrier of his mobile cave. Something about giant eyes hunting for him was intimidating. Especially that moment when they found him and locked on. Anon waved awkwardly, unsure if she would have been able to hear him through the wall.
He could hear Twilight though, muffled as her voice was. "Ready? Here comes my ass Anon!"
Rather than levitate the plug around to her behind, Twilight spun herself. Her huge tail, made of a thousand cascading purple and pink strands, dominated his view. That tail swayed back and forth a few times ominously as the mare readied herself. Then the titanic pony cast the curtain aside. Twilight's ass was beyond enormous. It was like admiring a distant mountain range from the top of another. Her massive sex glistened with need and her cheeks were parted just enough that the captive human could witness her enormous wrinkled doughnut. Each fold was as deep as a river. The bald flesh here on the unicorn's most private parts was a darker purple than her fur, more of a ripe grape than an amethyst. Speaking of her fur, each individual hair on the pony's great ass was like a blade of waist high grass. Two rolling hills of Twilight fur turned sideways and trying to hide a dark valley between them. Anon was certain he could write poetry inspired by the sight.
His moment of admiration ended when the butt plug began to descend and turn, its narrow tip aiming closer and closer for the huge pony's tight anal ring. Anon's head turned in the opposite direction to always keep Twilight's entrance in view. Slowly everything around him seemed to creep into position. Then, when everything was finally in alignment, time seemed to freeze. All he could do was sit and stare. The view was a bit warped by the curve of the plug, but there was no denying what that dark circle towering ahead was. The shadow it cast over him reinforced just how insignificant he was. A bug merely along for the ride.
One of Twilight's colossal hooves slid down the mountain of butt flesh on the right, bowling through the thick fur fields like a landslide. Just when it seemed like that massive hoof would continue until it covered the mare's private parts, it stopped. And pressed down into the cheek hill beneath it with unimaginable strength. The landscape itself buckled and bulged like a pancake under a spatula. The great hoof then tried to retreat the way it had come, pulling the fatty continent with it. The world seemed to distort.
The action caused Twilight's asshole to open a bit. Her hoof stretched the muscular ring up and to the right so it could no longer remain entirely shut. Her hole seemed even bigger in an instant. Apparently done with her preparations, the butt plug with Anon in it began to advance.
"She's going in dry?" Anon thought aloud. "She is desperate."
The human couldn't help scooting back as the mare's massive vent drew ever nearer. Until it was all he could see without turning his head around. The tip entered and the plug began to slide against muscle. Twilight could only resist the pleasurable friction for a moment before her ring clamped down on the obstruction and she moaned. At once the plug jerked to a stop, making Anon grunt. Outside, Twilight was already sweating. Sweating and panting. She licked her lips and forcibly relaxed her anus in preparation for another push.
Anon bounced in his seat as everything lurched forward again. The entire front half of his ride was being squeezed by the mare's tunnel and certainly made for a frightening sight. Especially when the man looked straight up and could only see the underside of Twilight's cliff-like tail still cast to the side. Another push snapped his attention forward again. The sound of flesh grinding over rubber. Unusual. Unique. More of his temporary home was cast in shadow. He could hear the gargantuan unicorn huffing somewhere far away. The pause lasted a number of seconds. Another big jerk made Anon grab at the walls. Not easy to do with how smooth they were. The plug was almost completely engulfed now. Anon glanced up one last time. The sight reminded him of a solar eclipse. A ray of light almost entirely blotted out by something huge high above.
With a final heave the butt plug slid even its widest end past Twilight's anal ring which then dutifully closed around the thin stem that protruded out and served as a handle to safely remove the toy later. Anon was surrounded by darkness. Inside of his girlfriend. He was inside of Twilight.
The unicorn was still for a while, ignoring her heavy breathing. With a tired swipe of a hoof, a bead of sweat was flicked across the room from her forehead. The mare's devious smile returned as she gazed over her shoulder and back at her ass. Twilight giggled and swished her behind back and forth for a moment. The gentle motion was a lot bigger for Anon who luckily hadn't tried to stand yet. The mare then sighed happily, her unbearable Heat having been replaced by a gentle bliss.
"Now," Twilight said with a nod, "time to get back to work."
The purple pony left the empty bedroom with an exaggerated sway of the hips, her tail subtly hiding a clear handle sticking out of her anus.
Author's Note
This story was actually inspired by a VERY old line drawing by an artist I just couldn't track down. Probably an anonymous 4chan post. The picture featured Twilight and Spike trapped in a crystal style butt plug being used by... somepony. That ass didn't have a cutie mark and as a line drawing there were no colors so... who knows what the story of that picture was supposed to be. So, inspired, I threw together my own story. Originally I was going to have the mare be Rarity and she traps Spike in the plug, but Rarity was never known for spells beyond mass telekinesis and I tend to obsess over little details. So Rarity became Twilight (who is known for crazy spells) and while having Spike trapped inside would have been more logical to some, the chemistry didn't feel quite right. So I tossed Spike and put a generic Anon in there. Considered giving him a real name, but this is just a glorified short story, so who cares? A name would have implied a backstory or something that I didn't plan on giving him anyway.
And I have no idea what is going on in this alternate universe/timeline. Twilight is a unicorn working in Canterlot Castle? Where is Spike? Why is she sleeping with a human? Why is Twilight some kind of sex addict? What is this paperwork she needs to get done? What is happening!?
Also considered making this an anthro x human story half-way through, but this alternate reality was already weird enough so I just rushed forward and finished it. Which was crazy. When I started typing, I intended this to be about 1,000 words and was going to toss it in my Flash Fic Collection. But I just got a new keyboard that seems to have worked in "curing" my carpal tunnel. So I kept typing, thinking I'd stop when the pain kicked in. Then I got to a point where I just didn't want to keep going. The story was simply done. This keyboard may be my new best friend.
Hope you enjoyed this and have yourself a good day!
