Late Night Delivery

by MysticGuitar

Rating: mature
Tags: My Little Pony: Friendship is Magic, Rainbow Dash, Comedy, Sex, Twilight Sparkle, Random
Length: 2110

Twilight Sparkle receives an unexpected visit by a pizza delivery mare, which somehow transforms her into a masochist.

Twilight Sparkle receives an unexpected visit by a pizza delivery mare, who ends up being none other than Rainbow Dash.
However, things don't exactly go as planned... so, she takes matters into her own hooves, and discovers a secret about herself in the process. She's a masochist.

Warning: this story started out as a joke, until I got bored one night and decided to write a second chapter with actual clop in it.

Published 2015-03-05 07:50:02 UTC
Last updated 2015-04-23 00:52:28 UTC

Hello Ma'am

The moon was held high up in the sky, shining down upon a lonely Twilight as she prepared her morning checklist by the window. Every so often, she would gaze upon the stars above, deep in wonder and thought.

She was alone in the library, Spike having spent the last few summer nights sleeping over with the Cutie Mark Crusaders at their clubhouse. Recently, Spike had managed to form a deeper relationship with Sweetie Belle, though she wasn't entirely certain if it was a romantic relationship, or if they were simply very good friends. Either way, she was proud of him.

But with him gone, Twilight found herself with plenty of free time. Too much free time. It had gotten to the point where she would number and catalog everything that she could. For instance, did you know that the library had exactly 283,507 leaves, as of midday? That is greatly less than a usual tree, which has over 300,000 leaves. That information was verified by Twilight herself, though she figured that the lower leaf count was due to the fact that the tree had been converted into a functional home and library, and not that the tree was unhealthy.

She finally finished her checklist, detailing all of her early morning tasks. While the list itself wasn't that long, it only covered the early morning hours, specifically between 7:00 and 9:00 AM.

With a yawn, Twilight stood up and began to make her way toward the stairs leading up to her warm bed. Before she was able to reach the final step, she was interrupted by a loud knock on the door.

"Who could that be? Don't they realize how late it is?" Said Twilight, slightly irritated at getting interrupted so late in the night.

Twilight opened the door with her magic, and was surprised to see a pizza delivery mare standing on the other side.

"Hello ma'am, I have a pizza delivery for I.C. Wiener." Spoke the mare, who was wearing a dark uniform that masked her true identity. However, while her visual features may have been hidden, her voice was still very distinctive.

"Rainbow Dash, what in Equestria are you doing? I never ordered a pizza. Also, since when do you deliver pizzas?"

"Look ma'am, somepony ordered a pizza, and I've got this address. So, pay up."

Twilight stared at Rainbow Dash, her expression a mix between flatness and anger.

"Rainbow, cut it out." Twilight began. "Besides, you know as well as I do that I spent all of my bits on that thing the other day."

"Yes, that thing was a pretty awesome thing, but I still need to get paid." Rainbow said. She had a quill in her mouth, and was scribbling onto a blank piece of paper that remained blank, due to the lack of available ink.

"I have no bits, Rainbow Dash."

Rainbow couldn't help but to smirk. This was way too easy, and it actually kind of worried her, as things never seemed to go according to plan. At least, not when she was the one doing the planning.

Looking up at Twilight, Rainbow Dash spoke in a tone that she had hoped would be seductive, though in reality, it just came out as a tad creepy.

"You know, we could work out an alternative form of payment. I'd even throw in a pie, if you know what I mean."

Unfortunately, Twilight had absolutely no idea what she meant. She kept trying to analyze the situation, but no matter how many times she calculated potential hiding locations, she just couldn't quite figure out where Rainbow Dash could be hiding a full sized pie. At least, not in addition to the pizza, that she presumed was in the large box sitting on Rainbow's back.

"I suppose I could give you the new Daring Do novel as an alternative form of payment, though I don't believe it would cover the pie as well. It isn't valuable enough." Said Twilight as she turned around to go and find the latest Daring Do novel, which had only released just the other day.

Rainbow Dash, who was once standing in the doorway, began doing back flips and cartwheels in the air, somehow managing to hold the pizza box securely on her back. However, she soon found herself with conflicted emotions. On one hoof, Daring Do was awesome. On the other hoof, she didn't come here for Daring Do. She came her to do.

"While that's awesome and all Twi, I kinda had other things in mind." Said Dash as she followed Twilight into the library, knowing that she could just get the book another time. Still, she really wanted that book, so much so that she even began to question her own motives. "Was it truly worth it? Should I just get the book and bolt?" Thought Rainbow Dash.

"Oh, like what?" Spoke Twilight, snapping the blue pegasus away from her thoughts.

"We could do something together." Rainbow Dash said, winking with her eye, and giving Twilight a sultry look. She failed, of course; but that didn't stop her from trying.

"Sure, I suppose we could do something together. Did you have anything in mind?" Asked Twilight, completely oblivious.

"Well, we could always go and play a physical game on your bed." Replied Rainbow, once again trying to sound moderately sexy, and once again failing.

By this point, Twilight was beginning to clue in. She knew what Rainbow Dash wanted. And you know what? She kinda sorta wanted it too.

“Fine. Lead the way to the room that has my bed in it so we can play games that may or may not involve sexy fun times.” Said the studious mare to her blue blur of a friend.

And as if by magic, they appeared in the room without any sort of continuation from one paragraph to the next.

“Huh? How did we… Wait, whatever. So, do you like, want your pie now?” Spoke the blue pegasus, who was still for some unknown reason carrying the obviously fake pizza box upon her back.

“My pie? Uh, are you certain you even know what that entails, Rainbow Dash?”

“Come on, Twilight. I’m not a foal. I know what creampies are.”

“Yes, so tell me, miss not a foal; where exactly is your equipment?”

“My equipment?” Asked the pegasus with a smirk upon her face. “You mean, like this thing right here? BAM!”

Rainbow Dash stood upon her two hind legs, spreading them as wide as possible, allowing for Twilight to easily see exactly what her blue friend was hiding.

“There’s nothing there.”

The smirk left her face.

“Huh, what do you mean… WHAT?! What the buck, where’s my twenty inch cock?!” Asked the confused pegasus.

“Rainbow, this isn’t a futa fic—”

“Shut up!”

“Right, so… Are you still interested in rutting me?”

“No. I mean, yes. But, I don’t know Twilight. I’m not really into mares, ya know? I kinda expected to have some kind of dick or something. Look, I’m just gonna go, okay? Forget this ever happened.” Rainbow Dash left the library in a flash, leaving behind a very confused and very sexually deprived Twilight Sparkle.

“What just happened?”

Author's Note

I have no regrets.

Bonus Chapter [clop?]

“Gah, she’s such a tease!” Fumed an angry Twilight as she pounded her hoof against the wooden frame of her bed, only to recoil a moment later by the unexpected outburst of pain caused by smashing one hard object against another.

Rubbing at her sore hoof, Twilight looked around her empty bedroom with agitation. Now that Rainbow was gone, she found herself with a burning desire to spread her legs open; slowly forcing her newly acquired black toy into her quivering pussy, in hopes of calming the raging fire that her brashful friend ignited within her.

Twilight started to make her way toward the dresser, of which she kept a number of toys, including the big bad black dragon dildo of which her mind and soul currently desired.

After reaching into the drawer, she managed to find what she seeked within a short amount of time. This dildo was fairly large, coming in at just under eighteen inches, so it was logical for her to find it with little to no real effort.

Her mind trailed, and she envisioned herself being stretched to her very limits by the large dildo that was soon to be within her walls. The very thought of potentially being torn apart by something so large, so foreign, so monstrous, forced her pussy to wink in undying anticipation. She was wet, and could feel the heat rising up, engulfing her mind with perverted passion.

With the toy tightly held within her magical grasp, Twilight slowly returned to her empty bed, allowing her tail to swish lightly against her burning marehood with every swaying step. She moaned under her breath as the soft satin sheets rubbed up against her overly sensitive fur.

Once she was in a comfortable position, she spread her hind legs to the open air, and moved the toy to rest just before her glistening entrance, which was winking in sheer anticipation of what was to come.

Looking down at the sight before her, she realized just how large the black dildo truly was in comparison to her rather small and unused slit. The head of the artificial cock was nearly twice the size of her opening, and while this would discourage most normal mares, Twilight was certain that she could accommodate the invader. She was knowledgeable when it came to the anatomy of a mare. She was aware that her body would adjust, no matter how large the object, or penile intrusion.

With this knowledge in mind, she rubbed the head of the cock against her labia until the toy glistened with her natural lubrication, and proceeded to shove the toy into her in one quick movement, spreading her wide, and causing a moan to escape her.

With the head of the toy now firmly resting within her inner walls, she allowed for her inexperienced body to adjust to the large intruder. Every muscle squeezed at the object inside her, forcing tiny shivers of both pain and pleasure throughout her body.

Looking down through teary eyes of lust, Twilight noticed a slight bulge in her belly. With a free hoof, she reached for the bulge with idle fascination, and was instantly rewarded by the most pleasurable pain imaginable. While she wasn’t typically into S&M pain play, she couldn’t deny that the pain she felt increased the amount of pleasure. The simple act of touching the dildo through a thin layer of skin that separated her womb from the outside world caused her to jerk her head back in orgasm almost instantly. This added movement, and uncontrollable pulsating, forced her muscles to contract against the foreign object, increasing the feeling of being stretched to entirely new levels, once again forcing her over the top and into a second orgasm.

Her heart was pounding heavily, and her breathing was short and rapid. She felt the world slipping away as her vision blurred. She had never felt so much pain and pleasure, and she began to question if what she was doing was right. It almost felt criminal to be able to inflict so much pain and pleasure upon oneself, and it had gotten to the point where she could no longer tell the two apart. She loved the feeling of being stretched to her absolute physical limits. She felt dirty, like this was something she shouldn’t be doing… but she didn’t care.

Her mind and body were fighting over right and wrong. She knew what she was doing was morally unacceptable by society, but it just felt so darn good! How could she not do this to herself?

And just like that, she knew for certain what she had become. She knew she would continue to push her very limits until somepony forced her to stop, or until she found herself with more pain than pleasure. Yet, she didn’t care. She loved the idea of mixing pain with pleasure. She loved being filled to the brim. She loved seeing the bulge in her stomach. She loved…

“...being a whorse.”

Author's Note

I was going to take this chapter seriously at first, until I realized that I'm a horrible author that can't write clop to save my life.
So, I did what any failed author does when he can't write; I turned Twilight into a masochist. :twilightsheepish:

Now, let the downvotes rain! This story deserves it... :applecry: