Breaking Kindness

by RapeTrain-Express

First published

Fluttershy takes on a babysitting job for the cakes. Every bad that could happen does.

With Pinkie Pie out of town the Cakes need a babysitter for a wedding they are catering to so they get the only other pony for the job. Nothing can go wrong with a simple babysitting job for Fluttershy can it?

Breaking Kindness

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“Hush now quiet now, its time to lay your sleepy heads, hush now quiet now it’s time to go to bed.” Fluttershy continues to sing to the Cake twins who now lay sleep together in the crib.

The Cakes were catering to a wedding in Canterlot for the next few days and they needed somepony to watch over the twins. Normally Pinkie Pie would babysit but she went to her parents rock farm because her grandmother was feeling ill. Fluttershy was the second pony for the job. At first she didn’t want too still remembering her first time babysitting the Cutie Mark Crusaders. After a bit of encouragement from her friends she decided to take the job for the night. It wasn’t as hard as she thought it would be. The children were surprisingly well behaved considering Pinkie would sometimes say they would tire her out. To Fluttershy, it was almost like taking care of a newborn animal back at her cottage.

Fluttershy slowly lowers her head down and moves the blanket over the twins. They continue to sleep as she backs away. She turns her attention to the nightlight on near them, flick it on, and them walk to the main light and turn it off. As soon as the light goes out the room gets cloaked in the moon light from the window. Fluttershy takes a look at the moon and yawns. It’s been a long day for her as she walks down the stairs to clean up the play room. As she walks down stairs a cold breeze fills the room.

“Why is it so cold down here?” She says to herself while shivering.

As she looks around in the darkness, she notices an open window with the wind blowing ominously through it. Fluttershy stands in spot confused on to why the window was open. She was sure she locked everything up before she headed up to put the twins to spell. She thinks for a second but then shakes it off thinking she most have forgot about it. As she walks to the window the sound of a baking tray and utensils hits the floor in the bakery signaling she may not be alone for the night…

“W-w-whose there!?” She says meekly and so quiet she can barely hear herself.

No one answers her as she stares into the darkness for a few seconds but then the sound of magical energy finally echoes in the house.

“Twilight? Is that you?” Fluttershy says very nervously as she walks to the bakery hoping her friend decided to pay her a visit.

She slowly moves for the main light for the room and it on. Light fills the clean bakery and shows that no one is in sight. The only oddities are that a single bakery tray and a bunch of knives are scattered on the floor. She sighs in relief thinking that it was only a bunch of ill placed items that fell. as she walks to the tray, she doesn’t see the 2 pair of eyes watching her from the air. Just as she’s about to pick up the tray the sound of wings starts up above her but then quickly disappears into the room she was just in. Once again she stops and stares in fear. This time she is sure somepony else is in here with her.

“Who’s there!? P-please come out.” She says more scared than ever before.

The thought of being alone in the house while somepony may be lurking around in the shadows for something. Fluttershy’s legs seize up and now she can’t move. Her first thought was to run out of the building and find anypony to help her, but her second thought was worrying about the twins upstairs. She couldn’t bear to abandon the house while they could be in danger. With a nervous gulp she slowly regains her focus as walks back into the living room.

“Please come out. I won’t be mad if you show yourself.” Fluttershy says nervously hoping the intruder would give him or herself up.

She was every worried though. The first sound she heard was the sound of magic, the second of the sound of wings. Her first thought it was one of the princesses playing a joke on her. But why would they do something like that? The only logical thing was there was 2 intruders in here with her. She quickly scans the room and figures out the room is empty of life. The only place they could have gone was…

“WAHHHH!!!” A loud cry echoes from the upstairs rooms.

Fluttershy goes into full panic mode. Whoever is here is indeed upstairs and with the kids. More than ever she wants to run away and get help but she also fears what could happen to them, but what could she do by herself? A lonely, timid Pegasus who could barely defend herself rather than including children into the mix. Her thoughts and emotions start to swell up in her causing all sorts of questions to rise:

Why her? What to do? How to approach the problem? Should she get help? Why are they here? Run for help leaving the childs alone or trying to be strong and dealing with the problem by herself? Are just a fraction of what her mind is processing. Suddenly another loud cry echoes and Fluttershy on impulse starts to run upstairs to the kids room.

“Sh-show yourself!” She says loudly as she charges into the room.

As she enters she stops and stares in shock. Sitting on the wooden floor sits a pony wearing a black oversuit with his face covered and only his green eyes show. She notices a darker green horn protruding from the top of his head signaling he’s a unicorn. Fluttershy turns her attention to the crib and panics some more. She notices little Pound Cake floating in the air wrapped around green magic as a knife floats near the child.

“W-hat do-do you w-want!?” She says on the verge of tears thinking the little child is going to die.

Suddenly without warning a large mass falls from above and pushes her to the ground trapping her under it.

“Well, well, well, maybe we can get something for our failed plan..” A harsh colt voice says from on top of her.

She tries to break free of the intruder but his bigger mass keeps her body pinned. The kids continue to cry as the unicorn slowly gets up.

“You just had to come downstairs didn’t you? Do you know how many months we planned this!?” The unicorn snaps at you in an elegant yet rustic tone.

Fluttershy watches as the knife and the child levitate closer to her. Pound Cake continues to cry knowing something bad is happening.

“Please don’t hurt the children I beg of you!” She shouts loudly at the unicorn.

Suddenly the intruder on her back pushes his body down on her more causing her to lose breath. Fluttershy starts to feel the warm breath of the pony on her neck.

“Calm down. We won’t hurt the children as long as you listen to us.” He says as he grabs a hoof full of your mane and tugs it back hard.

Fluttershy cries in pain at his roughness. He slowly turns her head to the side so you can see his purple eyes. He too has his face covered hiding his Identity. The children continue to cry until the unicorn gets fed up with them and conjures up a bubble around them silencing them. Fluttershy watches as they continue to cry without being heard.

“Good I can think better now…as for you miss Fluttershy you had to be nosy and check downstairs didn’t you? You should have stayed up here and we would have just stolen the bits and been on our way…” The pony on top of her says quietly into her ear.

“How d-do you know….me?” Fluttershy asks scared out of her mind.

“HA! Everypony knows about you and those other 5 *Elements of Harmony* Or whatever your called.” The unicorn says putting the filly on the floor but starts floating the knife toward her.

Fluttershy just stares in horror as the knife gets pressed to her throat.

“Just our luck one of the heroes of Equestria would foil our simple plan.” The unicorn says quietly as he stares at her with almost no life in his eyes.

“Doesn’t mean we can’t get something out of her…” The one on her back says in a manner that disgusts her as he nuzzles the back of her neck while breathing into it.

Fluttershy was never used to this kind of contact. She never been around colts to know how they acted. She was blind to how the male species acted around mares. However the way he continued to talk worried her.

“What do you want from me?” She asks timidly.

“What do you think?” The pony on her back whispers as she gives her neck a small bite.

Fluttershy’s whole body tensed up as teeth bite into her yellow fur. This fear of hers keeps growing causing her heart to speed up and her breathing to double. She starts to panic again and tries to fight him off by spreading her wings and trying to fly. Before she can even flap them once the feel of magical energy grabs them and forces them to the ground.

“Please don’t hurt me! Please don’t hurt me!!” Fluttershy says a panic.

“Stop struggling and I’ll make it quick.” The pony on top of her says as he brings a hoof down his crotch zipper and opens it up.

Suddenly Fluttershy feels more heat radiate from her behind as a new thing that lacks fur but feels very hard rubs against her flank. She didn’t know why but feeling that alien thing touching her got her even more scared.

“Hey! How come you get to go first!?” The unicorn says very annoyed.

“Because you’re going to get the bits from downstairs while I enjoy this little mare for a bit. I’ll save some for you when you get back.” He answers back as Fluttershy starts to feel his body rubbing against hers.

The unicorn just sighs and heads behind the both of them and down the stairs to the bakery.

“W-what are you going to do?” She asks very quietly.

Suddenly that hard object begins to poke at her nethers. When it touches her she finally figures out what that vile thing really is.

“I’m just going to enjoy your small, yet delicate body for a bit...” He says as he starts to push his erect member into her.

Fluttershy’s breathing got more erratic as the erect member began to slowly violate her rear. She read about sex in books and always wondered what it would be like for her. She never thought her first time would be with a stranger. She felted disgusted by this and wanted to run away and hide. The only thing keeping her at bay was this aroused colt. She wanted to scream for help but the words failed to leave her mouth as he continued to slowly pushed himself into her.

“Oh my goddesses your soo tight! Looks like I get the honor of deflowering the Element of Kindness…this is better than some petty amount of bits!” The colt says excited realizing she was a virgin.

She wanted to cry and scream but no matter how hard she tired the words couldn’t escape her throat. She could feel her purity leaving her and her flesh tearing and stretching to let the colts cock enter her. She never so helpless in her whole life. She didn’t know it but he was only about half way in. The only thing she could do was give off small gasps of air. Suddenly the erection swiftly pulled out and got rammed back in deeper than the previous. Her mind went blank as the motion started to increase in speed, each time a bit more of it going into her. With every thrust her body quivered at the feeling. All she could do was stare wide eyed at the crib in front of her. Her mouth was dry. Her rear was in intense pain. She wanted it to stop. She wanted to cry and beg for freedom but still the words would not leave her.

“What’s the matter Fluttershy? Not going to scream for help? Or are you being the Element you are and *kindly* staying quiet.” The colt says as he continues to rock his body into hers.

The words never seemed to reach her ears. All she could do was stare at the wall and hope the pain would end soon. She was so lost, she didn’t even hear the unicorn returning into the room.

“Seems they had- OH HELLO!” The unicorn starts to speak but stops surprised at the doorway.

“heh…heh…heh…dude you won’t believe how tight she is!” The colt grunts out still breathing into her neck as he picks up his speed.

“heheh…are we her first? Looks like this night will be great like you said.” The unicorn says walking back in front of the both of them.

The conversation never clicked into Fluttershy. All she could her were her thoughts: Why her? Why now? Why wasn’t anypony coming to check up on her? Why why why? She felt weak and powerless to do anything at all. The only feeling she could feel was her rear starting to heat up more and more. It drove her senses wild. She didn’t know what it was but the burning feeling was soothing in a way. For the first time since his member had entered her, she finally found her voice.

“Ah~Ah~Ah~Ah…” Was all she could pant out.

“How does it feel Fluttershy~? Do you like this?” The colt whispers into her ear.

All she could do was pant in agony as her rear grew more and more in heat. Each thrust of his member caused her voice to grow. She wanted it to stop but at the same time she didn’t. Her own body was against her own. Her mind screamed for freedom but her body wanted more and more of the colt. As if hearing her body he started to fidget a bit and go harder and faster.

“Oh..oh man I’m about..to…” The colt grunted out.

The speed of his thrusts drove her mad. Each one faster than the previous until she heard a pair of wings fully extend and a warm liquid exit from him into her. The liquid was hot and very sticky to her. He slowly pulled himself out and started to pant very loudly. She could feel the liquid run out of her and drip to the wooden floor. The burning feeling slowly faded and her senses started to return to normal. She wants to get up and run but her violated rear would not move. In fact her entire lower felt numb. She slowly turned her gaze to meet the eyes of the unicorn.

“Heheheh…looks like it’s my turn.” The unicorn said with a sick sense of pride in his voice.

She didn’t want another colt to have his way with her. Finally summoning up her will she started to scream.

“SOMEPONY HE-MMPF!?” She started but is suddenly cut up by a magic barrier around her mouth.

“Now, now. Don’t I get a turn~?” The unicorn said as he brought a hoof to his zipper and letting his har erection out.

Fluttershy stared in shock. Before her face stood a big, slick looking member. It radiated a vile musk that clouded her senses up.

The size of it scared her. She didn’t see her previous violators’ size but this one looked bigger than what filled her. Without a word the unicorn walked behind her and positioned his body for his turn. Fluttershy just laid there, utterly helpless to resist the colts enormous shaft. He slowly pushed himself into her. The first thought that hit was that it was indeed bigger than the first. Her already sore walls had to stretch even further as he pushed it. It hurt more than anything she ever felt. Her vision started to water as she could feel tears forming around her eyes. She was hurt and helpless. She wanted to die right then and there. Also she could do was whimper in pain. Much to her disgust that familiar burning feeling slowly returned to her. At first she loved the feeling but quickly started to hate it. She couldn’t figure out why her body was doing this to her.

“D-damn! She is tight!” The unicorn says slightly excited his partner was telling the truth.

Unlike the last one, he didn’t take his time. He went full speed on her rear. All she could hear was the sound of wetness slapping against each other as it echoed in the room. More and more that burning kept increasing and once again she found herself panting into the magic still keeping her mouth shut. Finally her mind went to the point where nothing was clicking in. Her body quivered and ached as the sex continued. Finally the burning hit a point where it swelled up and then with a rush of energy she felt her rear give out. She couldn’t describe as other than what happened with the other colt but this time the liquid left her body.

“Would you look at that….The little pony just experienced her first orgasm. Congratz! You just took your first real step into being a mare....” The unicorn said in a sick, twisted way still continuing to thrust into her regardless.

Finally the burn started to subside and her mind returned to its proper state. Everything started to return to focus. As soon as she realized what just happened she just gave up. She never felt more shame then she did right then and there. Even though she was crying before this time she let it all out. The unicorn just laughed at this and continued to do his thing.



Fluttershy just laid still on the wooden floor. What felt like a century of pain and shame was now a burnt in memory. She didn’t move, but all she could do was cry. The two ponies stood over her ruined body looking down at her with a sick notion of accomplishment. The Pegasus finally spoke up.

“Thanks for being so kind to us Fluttershy. You should be proud of your Element…grab the kids! We’ll get more bits if we hold them for hostage.” The Pegasus says as he turns his attention to his partner.

The unicorn nods his head and grabs the childs with his magic and they both head down the stairs. Fluttershy made no effort to move. She stared unmoving and unblinking at the wall. She felt used, abused, and discarded. Her first night being a babysitter and she lost the kids to disgusting thieves. She couldn’t bear to face anypony after this night.

For the rest of the night she laid on the wooden crying until morning hit and Twilight decided to pay her a visit.