The Trouble with Tentacles

by Kip Wilson

Rating: mature
Tags: My Little Pony: Friendship is Magic, Dark, Sex, Queen Chrysalis, Big Macintosh
Length: 2210

Big Mac was having a good day. Then Chrysalis showed up.

Big Mac finds trouble in his basement. When Chrysalis decides it’s time to come out of hiding and start taking over Equestria again, Big Mac finds that her methods for mind control are rather… different.

Published 2014-01-16 06:30:03 UTC
Last updated 2014-01-16 06:30:03 UTC

The Trouble with Tentacles

Big Mac made the final trip down to the cellar as he brought up the final baskets for his day of apple bucking.

It looked like this would be a fairly average, if not quiet, day. Granny Smith was in town buying some groceries and doing whatever else she did while she was out of the house. It was anyone’s guess when she would get home.

Applebloom was in school now, and once that got out she would no doubt go crusading with her friends. She would be home just in time for dinner if they were lucky.

And that left Applejack, who was currently in Canterlot with Twilight and the rest of her friends. Big Mac had no idea what was going on that she needed to go, and he honestly didn’t care. If it was important, his sister would tell him when she got back. If she didn’t tell him, it obviously wasn’t something important, and therefore he had no need to inquire about it.

He was a stallion of few words anyway.

Big Mac loaded the final empty bushel into the cart. Sure Applejack leaving meant he had to work alone for the week, but he didn’t mind. A little hard work never killed anypony anyway.

He hooked the cart up himself and made his way out to the West honeycrisp fields. With any luck, he could finish before lunch and give himself a little time to relax today.

~

Big Mac bucked the final tree in the last line he had for the day, causing the apples to all fall into the bushels below it.

It had been a good day for applebucking it seemed, for not only had Big Mac finished, he was ahead of schedule. Even after bringing all of the apples back and storing them in the cellar to sell tomorrow, he would have enough time to go out for a chat with friends at the local bar.

“Eeyup,” he said as he took the last bushel and loaded it into the cart. He quickly hooked himself up, the thought of going out sounding better and better by the second.

Heck, maybe tonight he could even look for a little companionship. Ponyville was full of pretty mares, and he was set to sell apples in town tomorrow. Since most of the town didn’t get up at 5:00 AM, it wouldn’t hurt if he slept in a little due to... well, having fun all night.

Big Mac was so preoccupied with making plans for later in the day that before he knew it, he was back at the house. He loaded the first of many bushels onto his back to go down and be stored for either cider or selling tomorrow.

As he started down the stairs, his mind slowly wandered back towards thoughts of pretty mares.

In fact, he was so distracted by these thoughts that he didn’t notice something wrong in the cellar. It wasn’t until he stepped in a sticky green puddle that he noticed there were dozens of them on the floor.

He tried to gently pull his hoof out, but found that it stuck quick. Whatever this green goop was, it was designed to trap whatever came into contact with it.

“Nope,” he mumbled to himself as he tried gently pulling his hoof again.

It was then that he heard an evil laughter behind him.

“Oh, that was so easy. How you could not have noticed these puddles, I’ll never know. It seems I was right to go after the country bumpkin first.”

Big Mac turned his head to see a revolting, black, insect-like pony thing behind him.

“What’s the matter?” Queen Chrysalis asked. “Did your sister not tell you about me? I feel insulted. After all, I almost married her best friend’s brother once. Or are you just too dumbstruck from seeing me to talk?”

“Nope.”

Big Mac may not have known exactly what this thing was, but he didn’t need to to know it was trouble. Bad vibes practically radiated from it, and he wasn’t going to let this thing get away without showing it a thing or two.

He pulled the hoof that was stuck in the goop straight up with a mighty yank. Instead of the hoof coming out of the goop, it simply pulled out the entire floorboard that it had been stuck to.

“Oh s***,” Chrysalis blurted as Big Mac stomped toward her, seemingly unaware there was a floorboard stuck to his hoof. “I seem to be in trouble.”

Big Mac stopped when a cocky grin came over her face.

“Or at least I would be if I didn’t have THESE.” Four big, slimy tentacles came out from behind her wings. They wiggled and writhed, almost like they had a mind of their own, and would undoubtedly be tough to deal with.

Okay, this made things tricky for Big Mac, but not impossible. He may not have known what that insect pony... thing was capable of, but Mac was one of the strongest ponies in Ponyville and he knew it. He could could no doubt still put a hurting on it.

One of the tentacles shot forward without warning. Without thinking, Big Mac held up his hoof with the board stuck to it.

The tentacle simply shattered the board and struck him in the shoulder, throwing him back several feet.

Chrysalis gave an evil laugh. “Even you aren’t a match for my tentacles. Nopony could outmatch them with pure strength.”

Judging from the board, his shoulder, and the fact he involuntarily moved about five feet, Big Mac knew she wasn’t bluffing. He might be able to take one tentacle on, but would he be able to take four or more of them?

“Nope!” he said as he turned tail and ran.

Chrysalis had been blocking the way directly outside, but the door to the house was the other way. Big Mac knew that his best chance was to run to the town and warn as many ponies as he could. Not the most cunning of plans, but it was all he had. Another few hits from those tentacles and he’d be down for the count.

He ran up the cellar stairs, burst through the door, and made a mad dash to get outside.

He was almost out when a voice yelled, “Macintosh Apple, you know better than to run in the house!”

Granny Smith! She was back from town and in the house!

Big Mac turned around and went back inside. He couldn’t leave her with that monster. He had to grab her and get out, FAST.

He saw her at the door to the cellar, about to start going down. He grabbed the elderly mare, not even bothering to try and explain anything to her.

But before he could actually start pulling, he felt something wrap around his hoof.

He looked in horror as Granny Smith transformed in a burst of green flame to that insect-pony thing.

“Oh, it’s so easy to trick you ponies with only a day or so of spying,” the Queen gloated.

Big Mac’s remaining limbs were seized by the other three tentacles. He struggled to escape, but found it useless as he was flipped onto his back and pinned to the floor.

“Oh, you poor, pathetic thing,” Chrysalis cooed as Big Mac desperately struggled to get out. “You must think I’m going to hurt you. Do unspeakable things to your body as I torture you while you life slowly slips away, unable to do anything to stop me.”

She moved in close to Mac’s face. She gently lifted his chin until he was making eye contact with her. “Well don’t worry. I’m not going to harm a single hair on your pretty little head.” She pulled herself away. “You see, your strength is almost unstoppable, and you’re a pony that is trusted everywhere in town. No, I don’t want to hurt you. I want to control you.”

Slowly, a fifth tentacle appeared in Big Mac’s field of vision.

“You see,” Chrysalis started, “all of my recently acquired tentacles produce a special substance. Once absorbed by your body, it helps funnel my magic so I can control every part of you, even your mind. Much more powerful than even the best mind control spell alone.”

Big Mac tried once again to try break free. He couldn’t let his mind get taken over. He had to escape to town and warn everypony.

“That’s not even the best part,” Chrysalis continued, unphased by Mac’s struggling. “The best part, is that it works best when taken orally.”

The fifth tentacle shot into Big Mac’s mouth, forcing itself as deep into his throat as it could go and worked itself back and forth with a sloppy rhythm.

Big Mac fought back as hard as he could. He tried to buck his legs, swing his hooves, shake his head back and forth, anything at all to try and escape.

Chrysalis looked on with annoyance. “My, my. I was hoping this would be quick. Oh well, I guess this ought to help.”

Big Mac felt another tentacle try and push itself into his ass. It started slowly, just ever so slightly getting the tip in. Once that was accomplished, it pushed itself in rather quick. Mac felt his butthole stretch to a downright painful diameter as the tentacle, thanks partially to its slimy surface, began to work back and forth with ease.

He was now being penetrated and pumped full of Chrysalis’s mind control stuff from both ends, and wasn’t able to do a single thing about it.

Both tentacles thrust in and out, going as fast and violently as they could without actually harming the stallion. One would retract as the other thrust in, a perfect synchronization that, to an outside observer, might actually make it look like Mac had been pierced all the way through by a single tentacle.

Queen Chrysalis laughed as Big Mac was ravaged by her recently acquired tentacles.

Now Big Mac may not have been the most book smart stallion in town, but he wasn’t dumb. Not by a long shot.

He was quick to realize that his struggling was not only not helping the matter, it was probably making it worse. By struggling, he was accelerating the speed in which all of that mind control... stuff was spread through him.

It was obvious at this point that brute strength wasn’t going to work. He needed to calm down and think.

Chrysalis took notice of his lack of struggling immediately. “Oh, it seems that our country bumpkin might not be such a bumpkin after all.” Big Mac’s concentration was broken when he felt yet another slimy, writhing tentacle wrap around his penis. “No matter. There are other ways to get your heart rate up and keep your blood flowing.”

The latest tentacle began to pump up down in time with the two that were currently inside of him.

Much to his surprise, his cock almost immediately rose in its full, eleven inch erected glory that would be sure to please any mare lucky enough to earn a night with him. Mac resisted it, tried to keep himself from becoming sexually aroused, but it was futile. The tentacles also seemed to have some kind of... aphrodisiac or something.

“My, aren’t you gifted?” Chrysalis hummed.

The tentacle made long, slow strokes. It would start at the bottom and slowly make its way to the top, swirling like the most expert of tongues around the head before going back down.

His head swam with endorphins. All of the pain in his body started to fade but... but he couldn't give up. He had to escape. He had to... but... why was that again?

Mac mentally slapped himself. Thinking clear was becoming hard to do. He couldn’t tell if it was the substance from the tentacles in his throat and ass, or the one jacking him off now. Perhaps it was both, but had to escape. But... he just couldn’t keep his thoughts straight.

The tentacle in his ass was becoming pleasurable. It- he wanted it to keep going. In and out, again and again until he couldn’t walk. And the tentacle in his throat. He started sucking on it the best he could. He wanted to keep it there, to not let it go ever.

It was wrong, it was all so wrong. But it just felt so right! He had to make it last as long as possible, forever if he could!

Then he climaxed, unable to hold it in with such an assault of pleasure on his body. He shot wave after wave of cum over his body as the tentacle continued to work it.

It finally ended. His body spent, cock limp, and balls empty, Chrysalis withdrew all of her tentacles from Big Mac as he laid on the floor trying to recover.

“My, my. What a lot of cum, it must have been a while since you’ve done any fooling around. Do you feel any better now, my slave?” she asked as her horned started to glow.

“E- Eeyup,” Big Mac panted as his eyes gained a soft green hue to them.