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Towers and Tentacles

by Lion

Chapter 1: Chapter One:Always Read The Rulebooks.

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Chapter One:Always Read The Rulebooks.

“Okay, so with a tentacle in her vagina, one stroking her clit, and one stroking each of her nipples, Applejewel suffers...” Twilight paused to roll four d6s, “13 Excitement. What’s that put your total at, AJ?”

Applejack made a note on her character sheet and cringed. “Uh… 174?”

Twilight nodded. “Okay, roll Fortitude vs. Orgasm.”

Applejack rolled her d20 and sighed. “Crap… 4.”

Twilight whistled. “Yeah, you come.”

Applejack frowned. “I struggle.”

“You can’t,” Twilight said, shaking her head. “You’re mid-orgasm, so you’re immobilized. Now, roll Will vs. Ahegao.”

Applejack picked up her d20 and held it in her hand. Taking a deep breath, she crossed her fingers and rolled.

The die tumbled across the tabletop, six sets of eyes glued to it. Time seemed to stand still as it slowed, and Applejack did some math.

Okay, I’ve come 11 times before, so the DC is 12. My Will Save is only +3, but that still means I only need a 9 to pass…

The die slowed toward a halt, wobbling on a corner. Applejack saw that one of the sides it wobbled toward was a 20.

She held her breath.

It fell toward the 20.

Applejack smiled.

The corner bounced against the table and it rolled back to an 8.

Applejack grunted. “Consarnit!”

Twilight grinned as she shuffled her papers, making a flurry of notes behind her DM screen. “You take 1 damage.”

Applejack looked back at her character sheet and scrunched up her eyebrows. “Umm… That was my last hit point, actually, so… what’s that mean?”

Twilight stopped shuffling and looked up. “Oh my…”

Applejack subconsciously sucked in air. “I don’t like the sound of that…”

Twilight put down her pencil and lowered her face toward the table. “As the tentacle beast ravages Applejewel’s body, you hear a muffled cry of passion escape her throat. Her body rocks back and forth, a mixture of juices spewing out of her orifices as her eyes roll back in their sockets. Applejewel the Paladin is Ahegao.”

Applejack bit her lip.

Damn that’s hot…

“So… I’m dead, then?”

“No, no no no,” Twilight shook her head. “You’re not dead, you’ve just been completely overwhelmed by the pleasure you’re experiencing, and can no longer take any actions, you auto-fail all saves, and if nobody saves you – I mean, Applejewel – she’ll be imprisoned in a Biodungeon.”

Applejack raised an eyebrow. “What happens then?”

“Well,” Twilight began, flipping through the pages of one of her rulebooks, “If the others can find Applejewel before the conversion is complete, they can save her and you can resume playing her.”

Applejack held her breath. “... and if they can’t?”

“Umm… Ah, here it is,” Twilight said, levitating the book over to Applejack and tapping her pencil eraser against a specific passage. “If she isn’t saved, and you decide you’d like to roll a new character, her mind will be fully corrupted and she’ll be used as a broodmare for the tentacle beasts. But if you’d still like to play her, she can come back as a Succubus, except now she’s a bad guy. Er… bad girl.”

Applejack blinked. “Oh. Uh. Wow. A Succubus? How’s that work?”

Twilight floated the book back behind her screen and shrugged. “I haven’t actually read that part of the rules yet, but… Well, that’s not gonna happen for a while anyway, so I’ll read up on it and get back to you. We can talk about it then. However, in the meantime, your character is Ahegao…”

Applejack nodded slowly. “Right.”

Twilight grinned. “You know what that means.”

Applejack’s ears fell as she remembered the next part of the rules, which they’d previously discussed. “R-right. Vibrators?”

So many vibrators.” Twilight levitated a small pink box from next to her chair onto the table, opening it with her magic and pulling out a rope.

Rainbow snickered.

Applejack rolled her eyes. “What, RD?”

Rainbow chuckled. “Oh, nothing, just didn’t think the brave and mighty paladin would be the first one out.”

“Whatever,” Applejack said as she stuck out her tongue, letting the rope wrap around her wrists and tie her arms to the back of the chair. “At least I’m gonna get to come tonight.”

RD chewed on her cheek and nodded. “Fair point.”

The ropes wrapped around Applejack’s ankles and she took a deep breath as they too were secured to the chair. “Alright, Twi, I’m ready.”

Twilight nodded and looked down at her notes. “Let’s see… A tentacle in your vagina…”

A large, ribbed, pink vibrator floated out of the box. Applejack recognized it immediately; That was Twilight’s Dragon Dildo. She’d ordered it online from some sex shop up in Canterlot, and of course they’d all tried it out at some point or another. Supposedly, this was the size of an adult dragon’s donger, if the advertising was to be believed. Easily a foot long, probably a bit more (Applejack never bothered with measuring things), almost as thick as her forearm, and covered in tiny bumps and ribs, it was a force to be reckoned with.

Before Rainbow could say something else snarky, Twilight floated it forward and lined it up with Applejack’s crotch. “Remember, if you want it to stop, the safe word is–”

“Kumquat!” Pinkie shouted, giggling.

Twilight shot Pinkie a look before turning back to Applejack and sighed. “Yeah, kumquat.”

Pinkie blushed and shrugged. “Sorry. It’s just so fun to say! And it’s like a pun, because you’re gonna coooooooooooome~!”

Applejack nodded. “I remember. Put it in.”

Twilight did. It slid in smoothly despite its size, and Applejack squeaked as she felt her vaginal walls stretching slightly to accept its massive girth. She breathed in through her nose as Twilight pressed it further in, feeling the nubs scrape across her insides, sending tiny shocks and jolts of pleasure up her spine. As her folds reached the hilt, Twilight floated some medical tape over and secured it inside of her.

“Then one on your clit,” Twilight said, checking off her list and pulling a vibrating egg out of the pink chest.

Applejack nodded as Twilight floated it over, nestling it snug against her nub and securing it with the tape. The cold plastic pressing against her flesh made her shiver slightly, but she couldn’t help but feel excitement for what was to come. She’d been horny as a rabbit during early spring for an hour now, she’d soaked through her panties before she had to take them off when Applejewel’s armor was destroyed, and she just really, really needed a good rutting.

“... and one on each nipple,” Twilight concluded, floating over two more eggs and taping them against Applejack’s already rock hard teats.

Applejack panted slightly as she shifted her hips, feeling the inert, but massive vibrator shifting deep inside her as she did.

“Ready?” Twilight asked.

Applejack nodded breathlessly. “Go for it.”

Twilight lit up her horn.

The vibrators turned on.


The Great and Humble Trixie could barely contain her glee as she stopped her cart outside the Golden Oaks library. It had been a few months since she’d last been able to visit her friend Twilight Sparkle and catch up, among other things.

Other sexy things.

Trixie smiled to herself as she thought back to her last visit. She and Twilight had made a habit of continuing their tradition of magical duels whenever she came to town, but once they’d become friends instead of enemies, those duels started to shift in focus a bit.

It started basically by accident; After Twilight had trumped one too many of her marvelous magics in spectacular fashion, Trixie had been overcome with frustration. The kind of frustration that could only be solved with makeouts.

Twilight had been receptive, much to Trixie’s surprise, to having her face tongued in the middle of what was supposed to be an academic display of magical prowess.

From there it was a slippery slope until their duels simply became an excuse to research new spells with which to pleasure each other and come back every few weeks to share what they’d learned.

Trixie smirked. Last time, Twilight had bested her with an arcane-powered sex robot, sure, but this time, she had a new spell that would bring Twilight to her knees.

Literally or figuratively, she didn’t much care.

Trixie raised her hand to knock on the door right before she heard a muffled cry come from inside the library. She briefly thought she’d imagined it, but it quickly sounded again. It sounded like a mare, possibly in danger. Trixie’s eyes opened wide as she contemplated the possibilities. It didn’t look like Ponyville was in any sort of danger… had one of Twilight’s lab experiments gone wrong? A spell backfired, perhaps? A portal to Tartarus accidentally opened?

There was no time to waste. Trixie lit her horn with magic and threw the door open, to see...

Twilight and her friends, gathered around a table, rolling tiny polyhedrons and writing on sheets of paper, and for some reason they’d apparently tied the orange one to a chair and trussed her up like some kind of sex piñata. And of course only half of them were wearing clothes, because obviously.

Twilight looked up from her notes at the sound of the door slamming open. “Trixie? What are you doing here?”

Trixie took a step inside and looked around. “Trixie thought she heard someone–”

“HaaaaAAAAAAnnhhh~!” Applejack moaned loudly, rocking against the chair she was tied to as she threw her neck back and breathed heavily.

“–screaming… Right,” Trixie finished, deflating slightly.

Twilight chuckled. “Oh. It’s okay, we’re just playing a game. Close the door, will you?”

Trixie nodded and did as she was told before walking further into the room. “Are you… roleplaying?”

“Yep!” Twilight beamed as she tapped her stack of papers against the table to straighten them out before laying them down in front of her.

“Ah~!” Applejack moaned again. Twilight seemed to pick up on Trixie’s confused glance, as she immediately set to explaining the situation.

“It’s an old tabletop RPG called Towers and Tentacles. It’s like DnD, but–”

“It’s about fucking,” Rainbow cut in.

Twilight shot her an annoyed look. “Yes, or as I was going to say, instead of knights slaying dragons and evil wizards, it’s–”

“About getting fucked by tentacle monsters!” Pinkie cheered.

Twilight smacked her palm to her forehead. “... Yes.”

Trixie blinked. “And… Applejack?”

“Don’t mind me,” Applejack panted, “I’m fi–IIIIIIIIIIIIIIIII~–ne!”

“Added realism,” Twilight explained. “In the game, you lose when you’ve been forced to orgasm beyond your mental ability to handle it, referred to in the game as being ‘Ahegao.’ So, when somebody’s character is such, we tie them to a chair and give ‘em a corresponding sex toy for each thing pleasuring their character, and they have to stay there until they’re either saved, or we end the game for the night."

“The safe word is KUMQUAT!” Pinkie shouted, devolving into a fit of giggles.

Rarity smiled. “It’s sort of like an incentive to win.”

“Or to lose,” Fluttershy meekly added with an embarrassed giggle and a blush, “depending on what you want out of the game.”

Trixie raised an eyebrow. This is quite the coincidence, isn’t it? Trixie smiled. “Creative. Well, fear not, as the Humble and Open-Minded Trixie does not judge you for your choices of pastimes.”

Rainbow rolled her eyes. “Oh good, cuz we were real worried about you judging us.”

Trixie paid her no heed. “It just so happens that The Open-Minded and Benevolent Trixie has been known to partake in the occasional Live-Action Roleplay herself, from time to time, and–”

“Wait wait wait,” Rainbow said, shooting up in her seat. “You LARPed?”

Trixie paused. “Yes?”

Rainbow chuckled. “Seriously?”

Trixie frowned. “Of course. Trixie does not joke about such things.”

Rainbow guffawed, and Pinkie slowly started to join her.

“Oh my gawsh,” Pinkie said, “I never would have guessed!”

Rarity started chuckling too.

Trixie cocked her head. “What’s so funny?”

A laugh from behind her caused Trixie to turn.

Nerd,” Applejack jeered, before a particularly sharp convulsion fired through her body and her chair toppled backwards, a loud thunk sounding around the room as her head hit the floor. “I’m okay…”

Trixie turned back to Twilight and the others and stamped her hoof. “Trixie demands to know the meaning of this!”

Twilight blushed and cast her eyes to the floor. “I think we’re all just a little surprised.”

A little surprised?” Rainbow’s eyes twinkled with apparent glee. “This is way more than a little surprised. Man, I’m gonna tease you about this for, like, forever!”

Trixie scrunched up her nose. “But… You’re all roleplaying, right now!"

“Yeah,” Pinkie laughed as she slammed her fist on the table, several miniatures falling over in the process, “but we’re not LARPing!” She fell under the table in a fit of giggles.

“You tied your friend to a chair and stuffed her full of vibrators,” Trixie shouted, utterly bewildered  “and yet somehow LARPing is too much?”

Twilight shifted uncomfortably. “Girls, come on, be nice.”

Trixie huffed. “No, it’s fine, I can tell when I’m not welcome. I was going to mention that I had recently found a spell that could quite conveniently enhance your little game, but I guess you’re not interested.”

“Yeah, the LARPing and… uh… uh, Nerdy Trixie has got that right.” Rainbow howled with laughter, joining Pinkie on the floor.

Trixie grunted loudly as she turned on her heel and stomped toward the door.

“Trixie, wait!” Twilight called after her.

The Benevolent and Pissed-Off Trixie did not.


Twilight rounded on her friends and scowled. “Why’d you all have to do that? I haven’t gotten to see her in months, and you made her so angry she stopped using the third person to talk about herself! She’s probably skipping town by now!”

Rainbow stood up through the staggered remains of her laughter. “Relax Twi, it was just some teasing. Besides, Trixie, a LARPer? That’s hilarious!”

Rarity gave the last of her giggles into her hoof and cleared her throat. “I do believe we’ve had enough jocularity for the moment. We are in the middle of a thrilling fight scene, are we not?”

Twilight sighed. “Fine, fine… Whose turn was it?”

“What was that she said about ‘enhancing’ our game?” Pinkie asked as she got back in her chair

Rainbow smirked. “Probably some nerdy LARPer shit, right? Like, she can summon tentacle monsters or something? Hah!”

The five of them sat around the table in silence for a few moments as they thought about this.

“... But that’d be totally dumb,” Rainbow said cooly, “and not at all something I’d be interested in… Because LARPing is for nerds.”

A few more seconds of silence passed by.

Fluttershy mumbled something.

“What was that, dear?” Rarity asked.

“... I think that actually sounds kind of fun,” Fluttershy said, hiding her rapidly reddening face behind her mane.

Twilight massaged her temples and groaned. “Do you want to keep playing or not?”

The other four quickly nodded and grabbed their dice and pencils.

“Okay… Fluttershy’s turn… At the start of her turn, Leaf Breeze suffers… 6 excitement from the dickbat penetrating her vagina…”

“Oh Celestia that’d be so hot if it was real,” Rarity shouted.

Twilight threw her arms up in frustration and yelled. “Are you serious!? You all laugh my friend out of the building, and as soon as she’s gone, you do a complete 180!?”

Pinkie nodded. “Yep. That seems like what happened.”

“Lemme guess, you’ve changed your mind too, right Applejack?” Twilight snarked, shooting the orange mare a look.

Applejack’s legs twitched, the rest of her body obscured by the fallen chair.

Twilight exchanged a quick glance with her friends before approaching the chair.

“Uh… AJ?”

Twilight rounded the chair to see Applejack’s eyes rolled all the way back in her head, a gargling trail of drool escaping the side of her mouth as she twitched intermittently.

Twilight blushed. “Oh. Uh. Maybe we should call it a night and pick this up after breakfast…”


Back at her wagon, Trixie fumed. How dare those girls make fun of her? After she’d been so gracious! So kind! So willing to share her new magic with all of them! They didn’t even hear out her proposal!

Even the orange one laughed at her, and she was tied to a chair and undergoing vibrator torture for ‘added realism.’

This would not stand. This could not stand.

Just as she’d finished crawling into her sleeping bag and prepared to turn out her firefly lantern, a sharp rapping on the door spooked her.

“Come back tomorrow!” Trixie shouted, rolling away from the door and burying her face in her pillow. “The Pissed-Off and Sleepy Trixie is not accepting visitors at the moment!"

“Trixie, it’s me. Can I come in?”

Twilight?

Trixie sat up and looked at the door. After a moment she sighed and used her telekinesis to turn the knob.

“It’s open,” she called.

The door creaked as Twilight opened it, stepping into the cart and closing it behind her.

“I’m sorry for how my friends reacted, Trixie,” Twilight apologized quickly. “Sometimes they can be a little… insensitive. Especially Rainbow.”

Trixie frowned. “Why are you here, Twilight Sparkle? What do you want?”

Twilight fidgeted awkwardly in the lamp light. “Umm… I don’t think it’s funny that you LARPed, Trixie. I’m actually… kinda curious. And, um, after we talked about it, I think the girls really came around on it.”

Trixie scowled. “Is that so?”

Twilight nodded bashfully. “Yeah. Um. And we were kind of curious about that thing you said about ‘enhancing’ the game. You didn’t mean that… um… that you know how to summon tentacle monsters, did you? I mean, is there a spell for that?”

Trixie gave Twilight an appraising look and grinned.

“It just so happens there is.”


Rainbow Dash hated mornings. At best, they were a necessary evil, because you couldn’t nap in the afternoon if you didn’t first get up in the morning.

At worst, they were the bane of her fucking existence.

Thankfully, Twilight was an early riser, and she always had a pot of coffee brewing within seconds of waking up. All she needed to do was head downstairs and get a mug.

Rainbow yawned as she descended the stairs. “Hey, Twi, can you grab me a mug?”

When no response had come by the time she reached the first floor, Rainbow rubbed her eyes and looked around. “Uh… Twi? You around?”

Twilight was nowhere to be seen.

Rainbow felt a cold shiver run down her spine.

But that means…

Rushing over to the coffee pot, Rainbow opened the top and looked inside.

No grounds had been placed inside.

There was no coffee.

“NOOOOOOOOOOOOOOOOO!”

… There was still hope, though. Twilight kept her coffee grounds in her cellar pantry, underneath the stairs, if Rainbow remembered correctly. All she had to do was walk downstairs and get them, and then…

Uh… She’d figure it out from there. Making coffee couldn’t be that hard.

Rainbow slowly walked to the cellar door and opened it, squinting into the dark.

“What is all this yelling about? Some ponies are trying to sleep,” Rarity’s voice came from upstairs.

“I’m making coffee,” Rainbow called back. “Is Twilight up there? Like, in the bathroom or something? She’s not down here.”

Rarity yawned and stood up, opening the bathroom door and checking. “No, she’s not.”

“Uh, girls? You might want to see this,” Rainbow’s voice called again.

Rarity rolled her eyes. “I guess sleeping in is off the table, then,” she muttered as she roused her friends.

It took a few minutes to wake everyone, but once she had, the four of them joined Rainbow in the basement.

“What is it that was so important it had to disrupt my beauty sleep, Rainbow Darling?” Rarity asked.

“That,” Rainbow said, pointing to the wall.

Or… Where there should have been a wall.

The wall that had formerly been located there had disappeared, behind it a large, dark tunnel.

Rarity rubbed her eyes. Nope, still a tunnel.

“What the hay?” Applejack asked.

“It looks… dark,” Fluttershy squeaked, hiding behind Pinkie.

“That wasn’t there before, right? I’m not going crazy?” Rainbow asked.

“It definitely wasn’t,” Pinkie said excitedly. “Let’s check it out!”

Rainbow swallowed hard. “I have a bad feeling about this…”

Rarity levitated a nearby lantern over from the stairwell, and with some quick help from Fluttershy they found a few fireflies to populate it.

“Alright, if we’re doin’ this, we’d better do it,” Applejack said, taking the lantern and moving into the tunnel.

Rarity shivered. “It’s so damp and musty down here… I can’t believe we never noticed this before. We’ve all been in this basement a thousand times, haven’t we?”

“That’s because it wasn’t here,” Rainbow growled. “Somepony like, excavated the whole thing over night!”

“Not quite, actually,” An unfamiliar voice echoed around the corridor, causing all five ponies to stop in their tracks.

“Who’s there?” Applejack shouted into the darkness. “Show yerself!”

Slowly, a light blue figure emerged from the darkness.

“It is none other than The Great and Powerful Trixie, of course.”

Rainbow snatched the lantern from Applejack and charged forward. “Trixie!? Where’s Twilight?”

Trixie laughed. “She’s right here,” She said, and lit her horn with magic.

The ground a few yards behind her split open, and a flash of teal light blinded them all for a moment. As her vision returned, Rainbow squinted ahead and gasped.

Twilight hung naked on a giant, fleshy cross, eyes rolled back in their sockets. Her arms and legs were being held to it by thick, purple tentacles snaking all along her body. The two restraining her legs writhed upwards until they disappeared, buried inside her vagina and anus. The two restraining her hands snaked around her arms in similar fashion, their ends folded back to reveal long, slender tongues, licking at her tits and nipples in long, winding arcs. A fifth tentacle holding her neck in place ended deep inside her mouth. Muffled moans escaped her lips with each thrust and lick of the tentacles, her entire body shivering and convulsing.

“Twilight Sparkle,” Trixie said with a wide, evil grin, “is Ahegao.”

“... Do you think you have what it takes to save her?” Next Chapter: Chapter Two:If You Wanna Be My Lover, You Gotta Fill Out Some Forms Estimated time remaining: 1 Hour, 23 Minutes

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Towers and Tentacles

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