How To Train A Tentacle

“It was a time when tentacles roamed the world. The tentacles of yore came in all sorts of sizes and colours, with a variety that rivaled the different types of dragons: some small and sneaky, some fast and wild, others as large as a mountain and inhabiting the caves within. Their colours were unique and a tentacle could be found to have many colours of the rainbow if you looked around hard enough.

“Life wasn’t as certain or as calm as today; it was a time fraught with dangers from the likes of these beasts. It was a time where travel had plenty of risk, and more than the usual fare of creatures to deal with: manticores, bugbears, and bark bandits were an ever present danger. But with tentacles, mares and stallions alike had to worry about their booty being plundered, and it wasn’t their belongings they were worried about.

“The creatures left them filled to the brim with cream or eggs - depending on the species - or even more unique fillings for the most exotic of creatures. Fillies and foals didn’t dare travel alone or out to the forests. It was truly a different time.

“They were an aggressive species, getting a hold of anypony they could, but one could protect themselves if they knew what to look out for. Generally, there were signs when extra caution was needed, at least for some of the species. If one were to disregard the obvious clues when they ventured out and explored, it could only take one mistake, one missed trail of slime before somepony ended up in a tentacle pit.

“Ponies here would be at their mercy, getting poked, prodded, milked and stuffed until both pony and tentacle were finished and well spent. It seemed natural for an encounter with them to turn sexual as quickly as possible, as they had the right equipment for it. Tales from mares who had one of these encounters stated how one species was bumped and ridged, designed for optimal pleasure; stories from stallions yielded the same type of specialization.

“It was a creature designed to ravage ponies right from the start and seemed to get better at it the more it evolved. For the complete table of the evolution of tentacle tips, please refer to the detailed list in Appendix C7…

“…oh my…”

Luna didn't take her eyes off the book as she looked over her sister’s shoulder, licking her lips. “B-but what happened to them?” she asked curiously, her wings twitching rhythmically as they stayed splayed out.

“It doesn’t say. It seemed like they all just disappeared,” Celestia said as she closed the book. “This was the most recent reference we could find on them so far, and this is probably older than Starswirl’s beard.”

“You think any of them are still out there?” Luna asked as she looked out of the window into the night’s sky.

“No one knows.”

The Royal Court was busy, loud, and it seemed as if everypony always had something to say. The two fillies shared a bored look on their face as another of their top advisors came in. He was a frail looking unicorn, with a royal purple coat and an aquamarine coloured mane, elaborately coiffed by one of the hairstylists that treated most of the nobles.

“Headsworth is back from his trips investigating the issues with the southern trade," the announcer pony declared as the unicorn walked in, and the two princesses tried to straighten up a little as they sat on their thrones.

“Thank you, Your Majesties,” he said with a small curtsy. “As you know I was off investigating why the sugar trade from down south had been blocked. It turned out there’s a series of major storms that have hit, and are most likely still affecting them at this very moment. They don’t expect the roads to be open until much later in the year.”

Luna quietly sighed, but Celestia loudly groaned and rolled her eyes. “Ugh… I wish ponies could just go and kick those clouds right out of existence. Then we wouldn’t have to worry about this!”

“Were it so easy, Princess,” the unicorn said with a small chuckle. “But alas, this means another setback to the annual baking extravaganza. Ponies are already starting to feel uneasy out there and it won’t be long before they start coming through our doors and complaining.”

“I hate when they do that,” Luna said exasperatedly.

Headsworth’s features remained stoic as he continued the report. “There’s also an issue with the Spring Festival losing its main singer due to the flu. With her unable to perform, that will cancel the whole thing. The only event we have next month is the Guild of Sticks opening their public museum; but they are always such sticklers about proper stick etiquette that it’s probably more trouble than it’s worth. We will need to come up with something to bring the town’s morale back into high spirits. What do you suggest, Princesses?”

Celestia quickly looked up after absentmindedly adjusting the regalia on her hoof. “Uh… well, I think you would be the pony best suited to start looking into that! Please find what would be most effective in dealing with that kind of problem.”

“I will get on that right away!” Headsworth said with a bow before urgently heading out from the room.

The announcer pony on the side grabbed another scroll and started reading through it as the court prepared for yet another guest. Luna was slowly rocking back and forth where she sat, but Celestia couldn’t help but flop onto her back over the arm of the chair, idly flicking at Luna’s blue mane with a hoof.

“Anything else of interest?”

“Well… there’s a group petitioning about the firework trade being disrupted as well.”

“Next…”

The scroll got tossed into the pile and the pony reached for another. “The military is requesting to go over their new training regimen.”

“Next.”

“Uh… there’s one to go fix a sundial at the Hoover’s Family Farm down in the pastures outside of town. It seems a bird had hit it and now the time is off.” The fillies couldn’t help share a glance at each other and shrug; it was something to get them out of the castle. The pony looked quite unsure as he continued, “But we can just send somepony down and fix-“

“We’ll take it!” the two shouted in unison as they jumped from the thrones and started soaring for the nearest exit.

“Just cancel all the other meetings for today!” Celestia shouted back. “We’re off dealing with critical infrastructure!”

The two were finally free, soaring up into the clouds, jumping and bouncing off of them as they giggled. A hoof sized cloudball went soaring through the air, exploding in a fluffy mist as it hit the back of Celestia’s head.

Luna giggled and dived below the clouds to avoid her sister bearing down on her with a big clump of cloud in her hooves. “Hehe! It was an accident!” Luna called out as she dodged another projectile. “You’re overreacting, Tia!”

“Get over here!” Celestia called out as she whipped another cloudball and finally hit Luna square on the rump, misting the fluffy cloud on impact.

“Tia! You’re getting me wet!” she playfully squealed out as she soared further down, away from any resupply of clouds.

“Oh, you know you like it,” she said as she tossed another one, hoping to tilt the score, but it seemed like that one shot was the only lucky one to hit as the last of her ammo was depleted.

Luna smirked and stuck out her tongue as Celestia caught back up. The two erupted in a fit of giggles before looking back down to the ground, continuing with their super important mission.

It wasn’t a hard place to find: a few houses and a barn tucked away inside of a small grove, with unsown fields surrounding the property. The residents here already seemed hard at work, taking supplies out to the fields to plant seeds: wheat and corn mostly. One of the mares had stopped in the barn and was able to point them in the right direction to the sundial, though she looked quite surprised to see the two princesses here, nervously stammering along for what little she spoke. She looked particularly reluctant as she trotted off with a cart, even as the two princesses assured the mare she could just leave them to their work.

The sundial seemed well crafted. It was a large stone table right in the middle of the small dirt courtyard. Somepony had intricately crafted a sun and moon on either side, with rays coming off of them to denote the hours of the day. The center was forged out of smooth bronze and embedded into the rock.

It was quite impressive for a place so out of the way like this, but the pointer on the dial seemed a lot more blunt and rounded than other versions of sundials. It seemed girthy and was ribbed all the way down, but like the mission said, it looked like something hit it and bent the pointer ever so slightly.

The two glanced at each other before sharing a small, knowing chuckle at the phallic shaped end. “It looks like a wang,” Luna couldn’t help but blurt out.

Celestia walked over and stroked down the length with her wings as she glanced around the empty courtyard. “I wonder if they use this for more than checking the time. It looks about right.”

“Probably,” Luna said simply as she stared at the suggestive looking object. Her horn began to glow, wrapping the bent length in a blue glow. “Do you think they knew what it looked like?”

“You’d think.” Celestia stood back and her horn lit up as well. With enough magical power the solid piece of bronze started to move, straightening back up to its original form. Who knew if a bird hit the dial, or if some pegasus accidently dropped an anvil on the whole thing, but it didn’t really matter now.

The shadow was pointing straight and true. The only issue that both of them noticed right away was that it was five minutes off. Celestia furrowed her brow and stared at the sundial intently as her horn lit up again and all the shadows moved back ever so slightly as the sun moved.

“There! On time again,” Celestia said proudly.

“Are you sure?”

“Yea, I’m pretty sure… I think...” she said with a wave of her hoof before staring at the finished project a little more. “So… you want to sit on it?” Celestia said with a sly smirk as she looked her sister over.

Luna blushed a bit and her tail flicked out at the insinuation, glancing around to check if anyone was around to hear. “W-well… are you going to sit on it too?”

Celestia stretched her stiffening wings. “I can’t. It’s going to be all wet and gooey.”

Luna snrked, trying to hold back from bursting out into laughter; of course she’d be the one testing it first. “Alright, you win,” she said with a half sarcastic tone as she started to float up onto the table. “Just keep watch.”

“Oh, I’ll be watching alright.”

“Good… don’t want you to miss anything,” Luna quipped back as she lined her rump up, feeling the cool tip dipping right between her flanks until it touched against her midnight folds. “Oooh… it’s thick,” she noted, rubbing herself along the broad end of it, dampening it with a sheen of natural lubricant.

She took a few short breaths to calm herself and started pushing back. Her tight slit needed some leveraging and wiggling around before the tip finally squeezed in, spreading her tunnel open wide. Looking back at her sister, she gave a chuckle in between pants as she started rocking her hips up and down, slowly getting deeper and deeper onto the solid length.

As it sank down as far as it could go, Luna rested for a few moments before pulling back up, getting those wonderful ribs to rub all along her tunnel. She slid back down onto it, stopping just short of her inner barrier in a controlled motion.

The good thing with this was that it felt sturdy, she could ride this however she wanted and it wouldn’t move one bit. It was her controlling the show and angling in just the right way to hit those needy spots; there was a particular itch deep inside, right on the roof of her tunnel that she just loved to get scratched. It wasn’t often that something was able to get this far inside, but she loved every moment of it.

“W-we… should get one of these,” Luna panted out hotly as she sunk down and scratched that deep itch for a few moments. The unyielding metal didn’t move one bit no matter how hard her fillyhood squeezed around it.

“Well maybe you can ask the blacksmith for a metal wang for your birthday. You know he’ll love that,” she answered back as she leaned on the table, getting a good look of those folds spreading apart and the flashes of pink inside.

It was a sight few got to see.

Luna didn’t answer back as she squeezed her eyes tight and her mouth hung open. The wet slicking sounds slipped out from her as the rod became soaked. It was enough that small ropes of liquid were starting to drip off and fall onto the table below.

For Celestia, she was pretty sure she could watch this until night time, but she was promptly awoken from her daydreaming with the sound of a squeaking cart wheel rolling along the road. She snapped up and glanced over, hearing voices talking and starting to get closer.

“You need to get off,” Celestia said in a sharp whisper, and tapped on the stone urgently.

Luna kept thrusting along the length, biting her lip with intense focus on her face. “I-I’m trying!”

Celestia looked back, hearing those voices becoming dangerously close. Who knew when they’d be turning the corner and busting them right there.

The metal rod sunk into her one last time as her wings flared out and a visible shiver ran down the length of her body. Luna bit her lip tightly as she wiggled her hips, riding the orgasmic wave until a few gushes of clear liquid came splattering down onto the rock, glazing it in her juice.

Luna’s dopey, post-orgasm face stayed until she was being pulled off and placed onto her hooves with a quick tug of her sister’s magic. Looking back, the length of that pointer was covered in a thick coat of her fillyness, and a small love puddle was starting to form on the stone.

Finally her hooves began to work as Celestia pulled her along and they made a break for the road. It was just in time. The cart turned the corner and two farmers waved as they made a dash out of there.

“Everything’s fixed! You don’t have to go looking at it yet!” Celestia yelled out as she passed, quickly leaving the confused pair in the dust.