Tickle Fights and Dungeon Nights

by StarkyShy

Rating: mature
Tags: Original Character, My Little Pony: Friendship is Magic, Fetish, Shining Armor, Princess Celestia, Anthro
Length: 6266

Princess Celestia invites one very lucky pegasus to a tickle fight. Though playful fun at first, the pegasus learns just how seriously the princess takes her tickle kink.

This story contains some canon interaction with an OC, bondage, orgasm denial, and lots and lots of tickling.

My OC, specifically. Based off two pictures done by Caroo that I loved so much that I had to write something about them both.

Through a strange set of circumstances, Dreamy Daze finds himself invited to Canterlot by Princess Celestia herself. The purpose? A playful tickle fight. Who would ever say no to that?

For the sake of fairness, wings and magic are not allowed. The first one to say the safe word or throw the Shining Armor plushie is declared the loser.

Is there a way for a normal pegasus to even win a tickle fight against a princess with just his fingers and wits?

Probably not.

Published 2017-11-29 20:20:06 UTC
Last updated 2017-11-29 20:20:06 UTC

Cuddly Tickle Fights

The arena was set. A large, round bed set up in Princess Celestia’s bedroom. The Princess herself, and her guest, Dreamy Daze, sat on opposite sides, staring each other down.

The rules were simple. No tools, no magic, no wings. Just fingers and tails. Reaching for the plush of Shining Armor and throwing it at the other meant surrender. If you couldn’t reach the plushie but wanted to surrender, then your fate would be dependant on however merciful the other was feeling.

Of course, there was always saying the safe word: Ivory. But saying that meant an extra-harsh punishment for the loser to be determined by the winner.

The size difference between the two intimidated Dreamy, being face to face with an eight-foot sun goddess. But Celestia’s fluffy pajamas and playful behavior helped to calm his nerves just a little bit.

“Are you ready, Dreamy?” Celestia asked, wiggling her fingers in his direction.

“Uh...I guess?” He nodded, rubbing the back of his neck.

“What’s wrong? You nervous? Afraid you’ll be begging for mercy the moment I get my hands on you?” She taunted, sticking her tongue out.

“Heh, I won’t be going down that easily,” Dreamy began to smirk, filled with new confidence. Celestia didn’t act like the regal, sophisticated princess like he expected, but given that his current scenario was ‘tickle fight with Princess Celestia’, he didn’t know what to expect anymore.

“We’ll see...Three...two...one...go!”

Dreamy dashed forward, hoping to get the first strike in. His arms reached forward to grab onto Celestia’s sides, giving them a squeeze.

Celestia was taken by surprise, starting to giggle. Rather than try to push Dreamy away immediately, she was trying to decide which one of his exposed weak points she should attack first.

Dreamy started to get confident, feeling like there was an actual chance of beating her. At least, until he felt fingers skittering up and down his sides. His instincts kicked in, retracting his hands to push Celestia’s away.

That one quick moment was all it took for Celestia to continue her relentless tickle assault, her fingers digging into his ribcage.

Dreamy needed to keep attacking, or else he’d lose the struggle. Though it exposed himself to more tickling, he raised his arms up to get his fingers towards Celestia’s armpits, tickling through the heart-pattern pajamas.

Celestia’s laughter started to pick up once Dreamy’s fingers reached those sensitive hollows, the tickling actually making her squirm. She started to push forward, trying to overpower Dreamy’s tickling by pushing him back.

Dreamy put up a small resistance, but he was no match for the princess’s strength. He fell onto his back, his shoulders pinned to the bed.

“Well well, what do we have here?” She cooed, lifting up Dreamy’s shirt to expose the midriff before pressing his shoulders down again.

Dreamy tried to break free from her grip, but Celestia was pinning him down with frightening strength. He kicked out his legs, trying to find something he could do to escape.

“It would be such a shame if your tummy was ticklish…” Celestia grinned, slowly lowering her lips down to his navel. She pursed her lips, hovering right above his belly, letting the anticipation set in. She looked up, gave a playful little wink, and proceeded to vibrate her lips against his belly.

Dreamy kicked out his legs, his feet stamping on the cushion as he burst out laughing. “Eeheeheeheeheehee! Nooooooo!”

“Oh, it looks like it is!” Celestia giggled, before delivering another barrage of raspberries on his belly.

“P-Plehehehease! Staaahahahahap it!” Dreamy begged, unable to wiggle away from the tickling.

“What’s wrong? Gonna give up already? Come on, we’ve barely started!” she taunted. After enough raspberries, Celestia stopped pinning Dreamy’s shoulders down, using her fingers to squeeze at his hips while still buzzing her lips against his tummy.

Once his arms were free, Dreamy tried pushing Celestia off of him, but to no avail. She was simply too strong and he was too ticklish to muster the strength to even budge her. Even the small intervals when she took a breath gave him no respite, as she squeezed his sides or dug into his ribcage whenever her lips weren’t buzzing against his belly.

“A-kitchy koo!” Celestia teased, before taking another breath to raspberry him again, her fingers digging into his sides.

Dreamy lay there on the bed, laughing helplessly. Even without his arms pinned down, the tickling from Celestia’s lips and fingers was overwhelming for the poor pegasus. He looked to the side, seeing the Shining plush within arm’s reach. With very little options left, there was only one thing left to do.

He began reaching for the plush.

Celestia’s tickling assault didn’t seem to let up, until she saw his attempt to tap out. It’d be such a shame to have him surrender so soon, but it would give her more time to punish him for losing. Celestia let up just a little bit in order to make his surrender easier.

Once Dreamy felt that small bit of mercy given to him, he quickly shot his arms up into Celestia’s armpits.

“Eeeee! Y-You little-!” Celestia gasped, freezing up entirely at Dreamy’s retaliation.

Dreamy got a few more seconds of armpit tickling in, before slipping away from under Celestia, trying to get in a more advantageous position. “Whew...that was close…”

“Ooohoohoo...You’re gonna pay for that!” Celestia giggled, impressed by Dreamy’s little stunt of trickery.

Dreamy sighed in relief that he managed to wiggle free, but chances were that she wasn’t going to fall for that same trick twice. If he got pinned like that again, she wasn’t going to let up until he surrendered.

Celestia rolled her shoulders, casually strolling towards Dreamy with a sly grin.

Dreamy tried to back away, but was frozen in fear. He wasn’t sure what Celestia was planning, but that grin definitely meant bad news for him.

Once Celestia was close enough, she lunged at Dreamy, leaping forward to try to tackle him to the bed.

Dreamy yelped, snapping out of it just in time to scramble off to the side, leaving Celestia on her stomach as she flopped onto the mattress. Seizing his opportunity, he jumped onto Celestia’s ankles, giving him free access to her feet.

Celestia felt the sudden weight pushing her ankles down, but before she could throw Dreamy off, she felt fingers raking down her soles. “Aaaahahahaha! W-Wait! Heeheehee!”

“Oooh, I didn’t imagine your feet would be this ticklish! And there’s soooo much to tickle, too…” Dreamy chuckled, his fingers walking up from heel to toe, before spidering all the way down.

Hahaha! N-Not the feeeet!” Celestia’s legs lifted up just a bit, but it wasn’t enough to throw Dreamy off of her ankles, especially with his tickling and taunting throwing off her concentration.

“Heh, what’s wrong? These big feet of your can’t take a little teasing?” Dreamy teased, his fingers stroking against the stems of Celestia’s toes.

“Eeep! Oh nooohohoho! Heeheehahahaha!” Celestia squealed, her feet wiggling around, trying to dodge Dreamy’s fingers.

“Ooh, your feet are so soft and smooth! Did you get a pedicure earlier today?” Dreamy grinned, scribbling down her soles. Celestia’s laughter was a delight for Dreamy to hear, and it only fueled his need to keep tickling her.

Celestia’s feet kept trying to blindly evade Dreamy’s fingers, failing miserably at it. Tears started to drip down her cheeks as she laid on her stomach, still trapped under the weight of Dreamy on her ankles.

Dreamy kept tickling Celestia’s feet until they were blushing red. He was honestly surprised at how long he’s been tickling her. He felt a slight struggle and some protests amidst her adorable laughter, but no major resistance, and that was starting to worry him...

“Eeheeheehee! Stop! Stooooop! I-I give up! Merciehehehe!” Celestia suddenly blurted out after enough abuse to her soles, pounding the bed with her fists.

Dreamy paused, his ears flicking against the side of his head. It took a while, but did he actually claim victory? “Wait, really?”

Celestia took that brief moment of hesitation to fight back, pushing herself up to throw Dreamy off. Before he got a chance to get up, she effortlessly picked him up by the armpits, wiggling her fingers against his ribs. “Gotcha!”

“H-Hey! S-Stahahap! Eehee! T-that’s not faaair!” Dreamy giggled, trying to wiggle free, his feet kicking as they dangled off the ground.

“Not fair? How so?” Celestia said with a smirk, waiting for Dreamy to explain himself.

“Y-You said you gave up! That means it’s over, right?” Dreamy blinked. She surrendered, and he won, right? Why was she still smirking like she didn’t just lose?

Celestia’s grin only got bigger. “Ah, ah, ah! But I didn’t say the secret word, did I?” Celestia shook her head, waiting for Dreamy to catch on.

It took a moment for Dreamy to realize his mistake. “Ohhh!” Dreamy said in revelation.

“Mmhm! So it’s not over yet…”

“Ohhh…” Dreamy said in disappointment, before being forced back down onto the bed underneath Celestia.

Rather than attack his tummy again, Celestia squeezed his hips, making sure no matter what he did with his arms, he’d still leave some part of him exposed to more tickling.

Dreamy started to squeal, but quickly countered by reaching up and digging his fingers into Celestia’s ribcage before she had a chance to overwhelm him with more tickles.

Dreamy eventually broke the deadlock by wriggling free again. He tried to crawl away, but Celestia grabbed onto his right ankle and started reeling him back. Before she pulled him too far, Dreamy hooked his arm around Celestia’s left ankle, making sure that he wasn’t completely helpless. He wasn’t sure what Celestia was planning, but he wasn’t waiting to find out. He started swiping his fingers down her arch.

“Eeeheehee! Let go!” Celestia squealed, her feet still blushing from Dreamy’s revenge. She began digging her fingers underneath his toes in retaliation.

“Y-You first!” Dreamy started to kick his left foot, trying to knock his other foot free, while simultaneously trying to avoid it getting into Celestia’s other hand.

Celestia easily dodged the kicking, catching Dreamy’s foot with her long, flowing tail.

Dreamy’s flinched in surprise. He could feel a sensation rush between his toes and against the ball of his foot, and it tickled like crazy. Even her tail tickled? No wonder she didn’t ban tails along with wings and magic. His short tail was no match for an automatic tickling tool. He tried to pull his foot away, but for some reason, the tail stayed interlocked between his toes.

Despite the odds stacked against him, Dreamy wasn’t done yet. He still had Celestia’s foot in his grasp, and he was gonna hold on and exploit her ticklishness for dear life. He continued to scribble his fingers around Celestia’s foot.

The two were at a stalemate. Each one had the other’s foot secured in their grip. With neither side showing any signs of letting up, Dreamy couldn’t do anything to shift things in his favor.

Well...except cheat.

From his back, Dreamy’s wings unfolded, his right wing headed for Celestia’s exposed belly.

“Aaahahaa! D-don’t you dare!” Celestia warned, her fingers scribbling down Dreamy’s arch, trying to get him to give up before he made the wrong decision.

Dreamy hesitated, his shaking wing hovering right above Celestia’s midriff. In all this excitement, he had forgotten that he was with royalty. Royalty with particularly powerful magic, at that. Would cheating in something like a tickle fight be worth incurring her wrath?

The answer was yes.

Dreamy’s wing made contact with her belly, the row of feathers on the length of his wing brushing over her navel as he started to flap his wings.

“Eee You little cheheheater! I’ll throw yohohou into the dungeon for this!” Celestia laughed, sticking her fingers between his toes.

“Hehehe! Is that a threat or a promise?” Dreamy giggled, scribbling his fingers down her reddened soles.

“Gahaha! Y-You better stop it right nohohow! I’m warning yohohohou!”

“Hehehehaha! N-Not until I win!” Dreamy declared, attacking the stems of Celestia’s toes, his wing flapping faster against Celestia’s midriff.

“Alright, that’s it!” Celestia laughed, her horn starting to glow with a yellow aura.

“Wait, what?” Dreamy’s wings quickly retracted, but before he could make another move, he was suddenly lifted off the mattress, hovering above the ground, seemingly suspended by the wrists. He looked at his arms, seeing that his wrists were surrounded by that same yellow magical aura. Looking down showed that his ankles were being held in place by the same magic. “...Uh-oh.”

“I gave you a chance and warned you not to cheat! But now? All bets are off!” Celestia said, standing up, her tone half-threatening, walking towards the immobilized Dreamy.

“Wait! Hold on!” Dreamy started to panic, unable to move his limbs. “I’m sorry! C-can’t we call a do-over or something?”

“Well, if you got to use your wings, don’t you think it’s fair that I get to use my magic?” Celestia asked, raising an eyebrow, her wiggling fingers digging into Dreamy’s exposed armpits.

Dreamy tried to throw his hands down, but the magic aura left him open to whatever Celestia wanted.”No! Please! No no no noooohahahaha!”

Celestia’s magic forcefully adjusted Dreamy’s position, swinging his legs forward, giving her easy access to his feet and his armpits, both exploited by Celestia’s fingers at the same time.

No matter how much Dreamy struggled, he couldn’t fight against the princess’s powerful magic. Without any way to move, he couldn’t reach the Shining Armor plush to surrender with mercy. That only left one way out...

“ALRIGHT ALRIGHT! I-IVORY! YOU WIN! JUST STAHAHAHAHAP!”

“Oh? What was that? Was that the cry of surrender? I guess that means that the loser needs to be punished, right?” Celestia chuckled, her magic summoning a hairbrush and a comb in her hand. She starts dragging her index finger down his arch.

“Nahahaha! I need a breeaaaak!” Dreamy whined, his toes curling at the sight of the tools.

“A-tickle tickle tickle, Dreamy…” Celestia giggled, taking the brush and sliding it down his bare feet, letting the plastic-tipped bristles glide along his soles.

“N-NOOOHOHOHO! N-NAHAHAT THE TICKLE TALK! PLEEHEEHEEASE!” Dreamy begged, his blushing cheeks getting noticeably redder once Celestia started verbally taunting him.

“Oh? Does it drive you crazy if I say something like…Kitchy kitchy koo, Dreamy! I’m gonna tickle tickle tickle your cute feet aaaallll night long!” As Celestia swiped down his feet with the brush on one foot, she began sawing between his toes on the other foot with the comb.

“NOHOHOHO! NAHAHAT THE TOHOHOHOES!” Dreamy laughed, starting to tear up. No matter how much he thrashed around, his hands and feet stood still, immobilized by the alicorn magic.

“Oh? Are your toes the most ticklish? Would it drive you craaazy if aaaalll the tickle tickles went to your toes?” Celestia grinned, using her hands to hold Dreamy’s toes back. She used her magic to control the brush and comb, dragging them across the underside of his toes.

“PLEHEHEHEAAASE! MERCYYYY!”

“Alright, I think you’ve learned your lesson,” Celestia chuckled, gently lowering Dreamy back down onto the bed.

Upon landing, Dreamy collapsed onto the bed, lying on his back, resting his head on one of the pillows that got thrown around in all the struggle. “Ah...ahaha...t-thank you…” he said between gasps of air.

Celestia sat down next to Dreamy, summoning a cold glass of water with her magic to offer him. “That was fun, wasn’t it?”

Dreamy sat back up, chugging down the water without hesitation. “Ahhh...Y-yeah, that was great...haaah...I’m so tired now…”

“Then I guess it’s time for us to get some sleep,“ Celestia giggled, using her magic to turn off the lights. She laid down next to Dreamy, wrapping her arms around him, pulling him close. “Good night, Dreamy…”

Dreamy got flustered being so casually close to the Princess’s body, but the princess’s embrace was so warm and comforting, he felt himself relax with each passing moment. “Ahh...Good night...Celestia…” he said with a yawn, falling asleep in her arms.

Devious Dungeon Nights

A cold breeze woke Dreamy up with a shiver. He started blinking, trying to determine where he was. This place didn’t look like any bedroom or any area where he’d put his napping cloud. He started to shiver, the cool air hitting his naked body.

Oh. He’s naked.

Dreamy tried to stretch, but found he could barely move. He was strapped down on some sort of table, arms tied behind his head. The room was dark, the only light source creeping through the bars on the door’s window.

“Ugh...what did I do last night?” he groaned, laying his head back. He distinctly remembered a lot of tickling with Celestia. That was too intense to be some sort of dream or fantasy. He looked around, finding nothing better to do but listen to the echoes of his own breathing. His breathing started out slow, trying to remain calm. But the longer he stayed strapped down, the more panicked he got.

He lay in the middle of the room, his bare feet stuck in stocks by the ankles, several straps wrapped round him. Two on each arm, two on each wing, two on each leg, one around his neck, one on his chest, one on his belly, just below his navel, his balls were being gently squeezed by a small strap wrapped around his sack. Judging by the sounds he made when he shook his arms, chains kept him from lowering them. The position and straps were tolerable, but still uncomfortable.

What concerned him the most was the ring around his shaft. Stripping him naked was one thing, but adding something to his cock and balls concerned him for whatever was planned for him.

Suddenly, the door opened with a heavy creak, the sudden increase in light nearly blinding him. By the time Dreamy opened his eyes, the door was shut again.

“Ah, I see the trespasser is awake.”

Dreamy froze, the voice came from behind him. He turned his head, trying to figure out what was going on. Trespasser? What did he mean by that?

The pony behind the voice began to walk into Dreamy’s view. A white unicorn with cerulean hair, wearing a light blue tank top and jeans. He looked so familiar, but Dreamy couldn’t quite put his finger on it. “What’s your name?” He said with a low, threatening voice.

“D...Dreamy Daze.” He said, there was no point lying if he didn’t do anything wrong. At least he pretty sure he didn’t do anything wrong.

“Mmmhmm...and do you want to confess to your crimes right now and make things easier for both of us?”

Dreamy tilted his head in confusion. “...Crimes? What crimes?”

“Hmph. Several sources witnessed you infiltrating one of Princess Celestia’s private rooms, mind explaining your actions?” The unicorn leaned forward, glaring into Dreamy’s eyes.

Dreamy blinked in disbelief. “What? Really? No, Celestia invited me in for-” He paused, somehow ‘tickle fighting the princess’ didn’t seem all that believable, even if it was the truth. “Uh...personal things.”

“Likely story,” he scoffs, looking at a clipboard. “The name Dreamy Daze isn’t on any of the guest lists for the castle. So...what are you, really? A spy? A changeling? ...An assassin, perhaps?”

“What? N-no! I swear, I was invited, really! I got an invitation from her and everything!” Dreamy stammered, the fact that he was actually being accused of being an assassin made him start to sweat.

“And where is this invitation? We found nothing of the sort in your clothes.”

“I gave it to Celestia! You can ask her, really!” Dreamy said. He knew he gave it to her, he just had no idea what happened to it.

“I see. What a pathetic excuse. Well, I’ll find out who you are and what you’re here for one way or another,” he said with a smirk.

Dreamy’s heart-rate started to skyrocket. “W-wait! I don’t know what you’re talking about!” he stammered, confused.

“Mmhm...I’ll get my information soon enough…” he said, tapping his fingers against his chest. “I wonder what to do with you first…” he thought out loud, his drumming fingers moving down onto Dreamy’s stomach.

Dreamy tensed up, trying not to smile as this unicorn’s fingers started poking and prodding his sensitive belly.

“Hm?” The unicorn raised an eyebrow. “You wouldn’t happen to be ticklish, would you?”

“Um...n-no?” Dreamy said, his voice cracking. It was such an obvious lie, but he was hoping this unicorn didn’t see through his bluff, or try to find out if he was lying.

“I see...so, you wouldn’t mind if I did this, then?” he said, idly circling his index finger around his navel, slowly getting closer with each circle made.

Dreamy started to squirm, trying to resist giggling as the finger traced his tummy. He tensed his body and shut his eyes, trying to block the light sensation.

The unicorn rolled his eyes, giving Dreamy’s inner thighs a squeeze while his eyes were closed.

“Gahahaha! Nooooo!” Dreamy jolted, unable to leap far out of his seat due to the straps.

“Well well...It looks like you’re ticklish after all,” the unicorn grinned, his fingers dancing along his sides. “Now that I know that you’ve lied to me, what reason do I have to believe anything you say?”

“W-Waaaait! Nohohoho! P-please believe meheeheehee!” As Dreamy giggled, he had a sudden epiphany. He had remembered who the unicorn with the white coat and blue hair was, though the knowledge that Shining Armor was tickling him didn’t seem all that helpful in his situation.

“I don’t think so. I’ll find out why you broke into Celestia’s room,” Shining said with a sneer. “...And I think I know just how to do it.” Shining’s fingers started to wiggle in front of Dreamy’s face, slowly getting closer to his naked body.

“H-Hey! C’mon! Isn’t there something else you can do?” Dreamy whined, his body trying to get away from the approaching fingers, but with the straps keeping him down, there wasn’t anywhere to go.

Shining Armor didn’t address Dreamy’s pleas, his wiggling fingers descended down, poking and squeezing his sides.

“No! No, no, no, please! Baaahahahahahaaaa!” Dreamy jolted in the straps, hoping that this was just some twisted nightmare.

Shining’s fingers moved up to the armpits, lightly tracing around the hollows of his pits before digging into the center. “It’s only a matter of time until you tell me everything…”

Dreamy started to squeal, his legs desperately trying to kick out of the seat, only causing more rattling that echoed off the dark room’s walls. “Eeeheehee! S-Stahahahap! I don’t know anythiiiiing!”

“Oh? What’s this? It looks like someone’s enjoying their interrogation…” Shining chuckled, looking down Dreamy’s body.

“H-Huh?” Dreamy followed Shining’s eyes, his cheeks quickly turned red upon noticing that his cock was fully erect.

“Well now, what to do with you?” Shining said to himself, before summoning a paintbrush to his hand with magic. “I suppose a change of tactics is in order,” he chuckled, stroking Dreamy’s shaft with the soft brush.

“Nnngh… Nooohohoho…” Dreamy winced, the slow teasing just as torturous as the fingers digging into his armpits.

Shining let the soft bristles gently kiss his bound balls, before sliding it up his shaft, tracing it all the way back down to his sack again.

Dreamy started to sweat, his toes twitching as his cock was teased. “No...ah...hahaha...p-please...stop...” he panted. Unable to take his eyes away from the brush’s slow movements, pre beginning to leak from the tip.

In the middle of the interrogation, the door opened once more, causing both of them to pause and look at who was entering. Shining turned around, blocking Dreamy’s view of the third person.

“Shining Armor!” The voice called out. Dreamy couldn’t see the pony, but he definitely recognized that regal voice.

“Yes, your highness?” Shining Armor quickly stood at attention.

“Ah...hah...Oh thank goodness!” Dreamy sighed in relief once he saw Celestia enter the room. “Princess Celestia, c-can you please explain to him that I haven’t done anything wro-”

“So, how goes the interrogation on our naughty intruder, here?”

“WHAT?”

“He’s quite persistent, he has yet to reveal anything other than his name: Dreamy Daze,” Shining said solemnly. ”But I believe that if you assisted me, he’d confess much sooner.”

“A wonderful idea, Shining,” Celestia said with a grin. “I’d be delighted to help with the interrogation.”

Dreamy was left speechless. The one hope he had of getting out of this mess was shattered to pieces. He started to question his own memory. Maybe he really was an intruder, and that tickle fight was just a part of his imagination. No, he was certain it was real, so why was Celestia acting like this?

Celestia plucked a feather from her own wing, offering it to Shining. “There, you might get a stronger reaction from this,” she said, before approaching Dreamy’s feet.

“Thank you, Princess,” Shining nodded, taking the feather in hand, slowly stroking it up and down his shaft.

“AAAAAHAHAHAHACK! W-WHAAAAT?!” The feather was hundreds of times worse than the brush. He could feel each individual vane stroke against his shaft. Worse yet, it made even more pre leak out of his cock, much to his embarrassment.

Now at Dreamy’s feet, Celestia got to work. She started by spreading out the toes on Dreamy’s right foot, in order to make the fingers from her left hand slide between. “We’ll break you soon enough…”

Shining used his magic to keep the feather stroking against Dreamy’s shaft. With his hands free, he started squeezing inner thighs. “This’ll all be over if you just admit your crimes.”

Dreamy’s laughter shifted up another octave, his toes trying to curl as Celestia started to join in. “NOOOAHAHAHAHA! I-I’m innocent! Really!”

“You better confess! I’m going easy on you right now,” Shining warned, adjusting the ring on his shaft. As the feather danced against his cockhead, a small brush came around to scrub at his balls.

“Hahahehe please! S-She’s lying! I didn’t intrude! EEEHAHAHEEE!” Dreamy squealed, the tears starting to flow down his cheeks as he leaked more pre.

“Such a naughty liar...you’re just adding more hours to your dungeon sentence,” Celestia shook her head. With her left hand between Dreamy’s toes, she started squeezing his foot, using her right hand to swipe across his sweating sole.

“H-HOURS?! N-NOHOHOHO!” Dreamy started to feel his sanity slip away at the thought of having this torture performed on him for hours.

Shining shook his head, digging his fingers in Dreamy’s sides once more, letting the feather and brush work automatically. “I told you to confess, we can do this all night if you’d like.”

“Ooh, I don’t know, Shining Armor, I think he does like this,” Celestia giggled, digging her fingers into his instep. “Maybe he secretly wants us to tickle him all night long…”

No matter how much attention that Dreamy’s cock was given, as long as that ring was around his shaft, he wouldn’t be allowed the luxury of an orgasm. The constant edging and tickling kept his heart pounding and his head hazy. “OK OK OK! FINE! GYAHAHAHA! I-I DID IT! I BROKE IN! IT WAS MEHEEHEEHEEHEEHEE!” he blurted out, desperate to make his torture stop. If he had to lie and confess to a crime he definitely didn’t commit, so be it.

“Ah, so the naughty, intruding liar finally confesses to his crimes,” Celestia grinned, tapping her fingers against his tender toes. “Now, what should be the appropriate punishment?”

“Hm...a few more hours of tickling sounds like a suitable punishment,” Shining suggested, adding the paintbrush to the tools teasing and edging his cock.

“I wholeheartedly agree, Shining Armor!” Celestia grinned, her fingers sliding in and out between his toes.

“NOOOOHOHOHOHOHO! T-THAT’S NOT FAAAIIIR!”

“Oh? And what would a little cheater like you know about being fair?”

Celestia’s response made Dreamy’s heart skip a beat. Everything about this insane situation suddenly started to make sense. “W-WHAHAHAHAHAHAT? T-THAT’S WHAT THIS IS ABOUUUUT?!”

“Welcome to your punishment, Dreamy,” Celestia said with a smirk, scribbling her fingers down his arch.

“AAAHAHA! I ALREADY SAID I WAS SORRY FOR CHEATING!”

“I know, but naughty cheaters like you need to be punished properly. Plus you said the safe word, too. You didn’t think I’d be letting you off easy, did you?”

“NO PLEASE I SAID I WAS SOOORRY!” Dreamy cried. Last time he saw Celestia, she was so nice, a bit mischievous, but nice. Why was she acting like this?

Shining joined Celestia at Dreamy’s feet, taking care of his left foot. Shining pulled back the toes, striking the exposed stems with his other hand. The magic controlling the other tools seemed to work automatically, with the brush at his balls, the paintbrush at his shaft, and the feather at his head.

Celestia plucked a few feathers from Dreamy’s wings, sticking them between his toes. “Let’s see how you like it,” she sneered, sawing the feathers back and forth.

“MAKEITSTOPMAKEITSTOPMAKEITSTOOOOP!” Dreamy cackled, his vision starting to get fuzzy through all the tears.

“Gonna tickle tickle these cute feet of yours for hours and hours...and we have so many tools to play with…” Celestia cooed, spinning the feathers between his toes.

“Kitchy koo, Dreamy…” Shining said, joining in on the verbal teasing.

“NOOOOOOOO!”

Dreamy’s desperate begging was only met with more verbal teasing, driving him closer to the edge of his sanity, his head starting to feel lighter with each passing moment of punishment. Soon, he was unable to form any coherent words.

Unable to beg anymore, Dreamy’s laughter grew weaker with each passing moment, his body hung limp, unable to do anything more than struggle to take a breath as wheezy laughter forced its way out his mouth.

Soon, even his weak laughter disappeared, the only noticeable movement being his heaving chest, trying to get a breath in. The sensations continued to register on his overworked nerves, but he simply didn’t have the energy to physically react to any of it anymore. He had hoped that once he stopped laughing, they would stop and he would be able to breathe easy, even if it was for a fleeting moment, but any sort of relief never came. The little gasps of air he tried to get weren’t enough to keep him conscious, and Dreamy’s blurry vision finally went dark.

Confusing Outdoor Lights

Dreamy slowly opened his eyes again, a warm light shining against his face. He looked around, immediately on edge after waking up. The room was different, it was a soft, calming yellow in contrast to the dark shadows of the dungeon. He felt the warmth of a blanket on top of him instead of straps and stocks keeping him down.

Upon trying to sit up straight, Dreamy let out a strained, gravely scream, his abs and throat suddenly flaring up with pain, forcing him to lie back down. After many failed attempts, he finally managed to sit upright, rolling the blanket off his body. Dreamy found that he was fully dressed in his familiar blue pajamas. He rolled back the sleeves, seeing thick bars indented around his limbs. He ran his foot against the mattress, making him jolt. He tore off the blanket to look at his bare feet, soles and toes reddened and hypersensitized from abuse. All of it proof that what happened to him wasn’t part of some disturbing nightmare.

Dreamy rubbed his temples and groaned, trying to see if there was some gap in his memory that explained what happened to him. But all he could remember was being tickled until he blacked out.

He looked outside a nearby window, seeing the sun against the horizon. Although without any knowledge of where he was, he had no idea whether the sun was rising or setting.

The tranquil silence was interrupted by the opening of the door, revealing Princess Celestia, wearing her usual flowing white dress and golden accessories, holding a glass full of icy water. He quickly recoiled away out of fear.

“Good evening, Dreamy. You’ve been asleep for quite a while,” she said in a calming voice.

The princess’s serene tone did nothing to ease Dreamy’s tension. He tried to respond, but what came out what a raspy groan. He rubbed his throat, trying to force out his words. “...Am...I dead?” This all felt too surreal to be any sort of living reality.

Celestia shook her head, sitting down next to him. “No, you just...fainted and didn’t wake up until the evening,” she gently rubbed his back, trying to reassure him she meant no harm. She offered him the glass for his sore throat.

Dreamy hesitated, incredibly wary of the Princess due to recent incidents, but he grabbed the glass anyway, chugging down the water, feeling instant relief as it went down. “I’ve...been sleeping for that long?” he said quietly, trying not to cause any more pain to his vocal chords.

“Dreamy, I’m incredibly sorry for what we did to you. Shining Armor and I went too far, and you definitely didn’t deserve such a harsh punishment,” Celestia said with a heavy sigh. “We pushed you past your limits, and you have every right to be angry.”

Dreamy looked up at her in silence. He wanted to say something in anger, or at the very least, sarcasm, but his throat was too sore and his spirit too broken to follow through.

“I’m guessing that just an apology isn’t going to be enough to make up for this, hm?”

“...Yeah…” Dreamy replied, expecting some sort of massive monetary payment to try and forget any of this ever happened.

“Well, how about this? Whenever you’d like, we can go into one of the private dungeons, and you can tickle me and Shining Armor for however long you’d like. How does that sound?”

“Well...I guess that’s fine…” Dreamy said with a small smile. He’d be lying if he said the idea of revenge wasn’t on his mind several times while being tortured. Now that he actually had the opportunity to exact it, he certainly wasn’t going to waste it.

“Good, I look forward to seeing what you can do,” Celestia teased, ruffling his hair.

Dreamy started to relax around the princess now, seeing the playful, caring, fun side of her rather than the ruthless tickler that tortured him to the point of passing out almost a day ago. “A...Aside from that...one thing...I, um...I had a lot of fun…spending time with you...” he admitted sheepishly.

Celestia chuckled, relieved to see Dreamy open up to her. “I had a lot of fun, too. You’re quite the crafty tickler, you know that?”

Dreamy laughed weakly. “T-thanks...you’re very...relentless…and you have an adorable laugh, too...”

The two continued to talk for a while, but Dreamy’s exhausted mental state and weak voice meant that he was in no condition for extended conversation.

Celestia looked out the window for a brief moment, before looking back at Dreamy. “I know that you’re still fatigued from last night, so you’re welcome to stay here as long as you like. And, if you want to have some fun again after you get your revenge...well, I’ll see if I can fit you in my schedule,” she said with a wink. Before Celestia left, she gave the stallion a kiss on the cheek before departing, leaving Dreamy alone once more.

Dreamy sat there in silence with a small blush on his face after Celestia left. He looked out the window again, seeing the sun disappear behind the horizon. Despite not eating anything for what might have been an entire day, the issue of hunger wasn’t a concern for him at the moment. As cozy as the bed he was on was, he’d feel much better in the comfort and privacy of his own room.

He attempted to stand up, but the electrical sensations from the fuzzy carpet that shot through his feet made him retreat back onto the bed. With walking out of the question, the only way back home would be to fly there, and he was far too exhausted for that.

Dreamy sighed, deciding that it would better if he went back to bed, he could eat in the morning when he didn’t feel so fatigued. He slipped under the covers and rolled onto his stomach, making sure that his tender feet couldn’t rub against anything. Dreamy hugged one of the pillows for comfort and quickly fell asleep again.

It wasn’t long until Dreamy was cruising through the skies of Ponyville, lazily spinning through the clouds, gripping onto a particularly fluffy one as he laughed without a care in the world. Despite everything that took a toll on him in recent history, both physically and mentally, he soared through the skies with a newfound energy and enthusiasm.

Suddenly, the sunny day turned dark, and the white clouds turned an ominous gray. Dreamy tried to bail to a safer place, but found that his hands would not leave the cloud he was gripping onto. No matter how hard he pulled away, his hands were stuck, almost like they were glued there. “W-what? What’s going on?” In his confusion, he felt a pair of hands squeeze his sides from behind, making him jolt in shock.

“There you are...I’ve been waiting for you,” a booming voice suddenly echoed around him. It was regal, yet threatening at the same time. Dreamy looked around, trying to find the source, until it manifested in front of him in the form of another pony.

“So...my sister had told me about what you’ve done…you little cheater.”