Fluttershy's Big Surprise

by Ziggitty

First published

A meeting between Fluttershy and Big Macintosh takes a sudden and shocking turn.

Big Macintosh has invited Fluttershy to spend the day with him on Sweet Apple Acres. Nothing goes as she expected.

Chapter 1

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Fluttershy's Big Surprise

Chapter 1

Big MacIntosh saw the little yellow pegasus approaching up the trail now. Earlier in the day he had spoken with Fluttershy in Ponyville. The shy mare had seemed sad and lonely. Big Mac knew why. His sister Applejack and the rest of her circle of friends had gone to Canterlot for the next several days. Something to do with some big festival and dance. Big Mac had no interest in going. He knew Fluttershy had wanted to. But she found herself at the last minute unable to find a suitable pony to take care of her animals while she would be away. This situation worked out well for Big Mac however. He knew from his sister that Fluttershy had developed a crush on him lately. He had been wanting to share his own feelings with her, but until now he just never had the opportunity. Upon finding her to be without her friends Big Mac decided today would be the perfect day to give Fluttershy a big surprise. He told her to come by in the afternoon to his cabin out on Sweet Apple Acres. This was going to be a day to remember.
"Oh, hello Big Mac. I hope I'm not to early" the shy mare greeted him.
"Nope" the big stallion replied in his usual style.
"Oh well, good. You told me you needed time to prepare something you wanted me too see. It's all ready then?" she asked blushing slightly.
"Eeyup. Come follow me" he said as he tuned and led her to his cabin. Upon reaching it Fluttershy climbed the porch stairs and made for the front door. "Nope" he explained to her, "this way." He continued around the side of the building to the basement door. The polite mare climbed down and followed him without question. Swinging the doors opened he pointed down into the basement. "Right down here. Go have a look."
Fluttershy proceeded on. She looked up into Big Mac eyes as she passed him and smiled warmly. "Oh my. I can hardly wait" she giggled.
"Me either" he said as he returned the smile.
When she reached the bottom of the steps Fluttershy noticed the room was surprisingly bare except for a box in the middle of the room. Tarps covered all four walls of the area. "Go on" Big Mac told her gesturing toward the box "take a peek". With excitement she walked over and lifted the lid. Curiously the only thing inside was a sheet of paper with a single word written on it...
"SURPRISE!"
She felt a hard knock on the back of her head. Then she felt nothing at all as the world faded to black...
"Oww. What happened?" a confused Fluttershy thought to herself as she slowly came back to reality. She had a slight throb echoing through her head. Her surroundings were unfamiliar to her. It was very dark and cool. The last she remembered she was with... Big Mac, and then there was... it was so hard to think. Something about a...
"SURPRISE FLUTTERSHY!!!" came a booming voice from behind her. Startled she tried to turn and look in the direction it came from. Only then did she noticed the collar around her neck, and the short length of chain from it holding her to the wall in front of her. This didn't make any sense. Hoof steps approached. "Finally coming around I see" said the familiar voice. The stallion work his way into her eyesight. It was Big Mac. Yes she was right, she had been with Big Mac. But that didn't explain the situation she found herself in now. How had she ended up chained to this wall? She slowly began to recall more details. She came into the basement, and there was the box. A gift? Or wait, no it had been confusing and then... she thought on the throb in her head. Had something fallen on her? Was Big Mac here to see if she was ok?
"Big Mac, what's going on? I think I bumped my head." He only glared down at her with a smirk on his face. "Umm... Why I am I chained up? Could you take it off of me please?" She was starting to feel more nervous. He walked behind her again, then he leaned in and whispered in her ear.
"That will become clear in time. But first I have a question for you." He paused. "Are you a virgin Fluttershy?"
She couldn't believe what she just heard. "Why would you ask me that? What are you doing?"
"Answer me!" he yelled.
Startled and suddenly very afraid she managed a meek reply. "Yes"
Big Mac felt his heart begin to pound. He was already getting rock hard. Finally it was time to get to the fun. His fantasies were about to become real. He leaned in close to her ear once more. "Guess again". Her eyes widened and he couldn't help but chuckle a little. Quickly he pressed the tip of his cock against the lips of her tight little virgin snatch.
"Big Mac please no! Don't do this! Why are you doing this to me? Stop please. Please. NOOOO!!!!"
Fluttershy's mind was reeling as she felt him violently and forcefully enter her. She couldn't believe this was happening. She had liked Big Mac and thought he was a kind pony. She thought this was going to be a date. Something like this had never occurred to her.
Big Mac meanwhile was having the time of his life. She was tight. He was savoring every inch of her vaginal walls wrapped firmly and unwillingly around his shaft. She was struggling underneath him and had begun to loudly sob. Both of which were serving to further fuel his excitement. He was all the way inside her now. She was a small mare and really wasn't equipped to handle his girth. He didn't care at all. In fact he wouldn't have it any other way. He picked up his pace and began ramming into her as violently as he possibly could.
"OWWW OWWW OWWW STOP PLEASE!!! PLEASE IT HURTS!!! YOU'RE HURTING ME PLEASE STOP!!!!" Fluttershy begged before she descended into whimpers of pain and loud sobs.
Big Mac felt himself nearing climax and had to stop. It was way too early and he had other plans on how to finish this stage of his little adventure. He pulled out and looked down at the miserable little creature below him. She had curled up as best she could. She looked pathetic. Tears streamed down her cheeks from red and swollen eyes. Snot was bubbled up on her nostrils as she continued with her deep and loud crying. It occurred to him that she thought her ordeal was over. How wrong she was.
Fluttershy was shaking on the inside and deep in her soul. She had been violated by someone she had trusted. Nothing had prepared her for an experience such as this. She just wanted to go home and see her animals. Maybe in time she thought she could pretend this never happened. Just then she felt a sudden and intense pressure against her rectum.
"NOOOOOO!!!! PLEASE NOT AGAIN!!! NO NOT THAT!!!! STOP AAAAAAAAA!!!!!!"
His cock already moist from her vaginal juices, Big Mac had done his best to enter Fluttershy's pert little asshole as quickly and violently as he could manage. Her high pitched squeal of agony let him know he had done the job well enough. Her pussy had been tight but this was another thing entirely. Despite all his effort it was a struggle to make progress. He wasn't one to give up however and continued his anal assault. Fluttershy wasn't simply crying and complaining like before either. The sounds coming from her now were ones of intense pain and despair. There were no words, only screams. It was all too much for him and he quickly pulled out of her once more. Racing around to her front end he grabbed her by her long pink mane and viciously pulled her face upward. His seed shot out of him and covered her moaning face. She gagged as a large portion entered her mouth and throat. She shut her eyes as another blast caught her in her exposed eyeballs. Finished, he stepped back to admire his handy work.
It truly was a sight to behold. He may have shattered the mind of this delicate girl and he loved it. She was still sobbing and making pained noises even now.
"What the hell are you moaning about now. I've stopped. Isn't that what you wanted?" he shouted at her.
Caught by surprise that he had finally spoken to her since before this attack had started, she looked up at him. He was glaring at her with an almost soulless expression. Where had he been hiding this side of himself? How had she ever loved him? Between gasps for air she could only reply with a few words.
"My booty hurts " and she descended into blubbering misery once more.
Big Mac laughed as hard as he ever had. Her absurd childish phrasing given the situation was too much for him. He looked behind her and sure enough there was a slow steady trickle of blood coming from her anus. He must have really done a number on her insides.
"Oh does it now? Well maybe that's because you just took a fucking you silly bitch." Caught off guard by him once again by his vulgarity, she looked up with her tear soaked eyes. "Let me just have a quick look back there."
He slowly walked behind her once more. She curled up again preparing for more of the same. "No please! Have mercy! No more."
"Oh relax will you. That's over with." he said as her turned to face the direction away from her. Behind him he could sense her relax ever so slightly at this glimmer of hope.
Suddenly he pulled his hind legs up and with all of his apple bucking might he drove his large right hoof into the tender already bruised and swollen flesh of her genital area. She screamed her loudest scream yet.
"Hahahaha!!! You stupid whore. I said THAT was over with. But I'm by no means done with you yet. It's time we move on to phase two."
With that he walked over to one wall and pulled the tarp down revealing his tools. His precious instruments of agony.
"Let's begin shall we?"