Mastering Twilight

by HTKWolfe777

Chapter 1

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Princess Twilight Sparkle hums softly to herself as she packs her saddlebags with research materials for her journey ahead. Her notebook, pencils, pens, a camera, and an empty photo album.

“Twilight, are you sure this is a good idea?” Spike walks over with the Safari hat that Twilight asked him to retrieve for her.

She takes the hat in her magic, and puts it on, “Of course! Every time I’ve visited Canterlot High I've never gone beyond the boundaries of the school. Except for the occasional latte, and that sleepover at Pinkie's. There's an entire world on that other side to explore and as a scientist I need to document it.”

“Okay I get that, but… What about as a Princess?” Spike crosses his arms with a raised eyebrow.

Twilight waves a hoof softly, “Oh no worries, with Starlight’s help I perfected the time travel spell. All we have to do is make a careful note of how long we've been gone once we get back, and then time travel back to the moment we left. It will be like we were never gone to begin with. Besides I already messaged Sunset Shimmer that we were coming so they're expecting us.”

Spike doesn't look completely sold, but he knows Twilight well enough to know when she's set her mind to something, and won't be talked out of it. “Alright then… I'll go get the peanut butter sandwiches for the trip.”

“Ooooo, sounds yummy! Why don't you get the crackers, and bring the jar of peanut butter along with us? Trixie actually has me kinda hooked on them. Who would have that whole grain crackers would make such a difference? And with crunchy peanut butter too.”

Spike leaves, and then comes back with a backpack loaded with the food. “Made a thermos or two of lemonade to go with it.”

Twilight hugs him softly around the neck with a hoof, “Thanks Spike, I don't know what I would do without my number one assistant.”

He smiles gratefully, and returns the hug. Afterwards he adjusts his bag, and stands straight, snapping a salute, “Onwards, and upwards Princess Sparkle!”

“Sparkle?” She giggles a bit, and then heads for the mirror to the human world. With a deep breath she puts on her hat, and plunges through the mirror, Spike hot on her tail.


On the other side of the mirror they come out in front of Canterlot High… In the dead of night.

Twilight blinks in surprise, and looks around, “Is it that late already?” She steps around the statue, and frowns as she looks around. Then she looks up when she remembers the statue itself is destroyed, shattered by her counterpart in this world during a magical craze. It's a shame, she liked that statue.

Spike shakes himself off, his backpack now a puppy sized service dog vest loaded with their food. “Guess we both lost track of the time. Now worries, we can just come back in the morning, and meet up with our friends then.”

“Are you kidding? This is a chance to examine the nightlife of this world!” She adjusts her hat with a smile, and nods, “Come on Spike, we only have a few hours of darkness to look around!”

Spike sighs as he watches her walk off down the street, and then trots after her. “She has got to lay off the Daring Do.”

Nearly an hour later they come to the city park, and Twilight is practically beside herself with happiness. She heads down the concrete trail with confidence, her camera at the ready in her hands. Spike has a bit more trepidation, and follows close at her side with his ears peeking about.

“Are you sure this is safe Twilight?”

“Well it wouldn't be an adventure without a little suspense,” Twilight replies with a grin.

Spike isn't sure what to say about that, but a few thoughts swim around in his head. Like the time Cadance had come to visit, and said that the princess life in the Crystal Empire had gotten dull enough she would welcome any adventure. Spike can't help feel like Twilight is craving the same kind of adrenaline high after seeing so many other ponies go on grand adventures from the map, and being neglected from a good many of them. Still, a world without magic seems harmless enough, at least for the most part.

On their walk Twilight's eyes are drawn to a few lights by the picnic area, and she tilts her head. She sees a man sitting there wearing a long black coat, and an oilskin hat like what she might expect to see on one of Applejack’s cousins. Under the jacket he has a black button-up shirt, and his skin pigment is a charcoal color. The lights she had seen are six small candles set up around the table, in the middle of which is a chess board set up, white pieces facing the empty seat across from him.

The chess board alone is enough to draw her in, so she walks off the trail over to him. Spike follows, feeling the whole situation is very suspicious to him. But the critters moving around in the brush are making it very hard for him to focus, his canine side easily distracted.

Twilight smiles to the man, “Hello there! I'm Twilight Sparkle, and may I say this is a wonderful chess set you have.”

The man looks up at her with an expression of mild surprise, and then returns the smile. Taking off his hat he sets it off to the side of the board, showing off his slicked back black hair. His eyes are a soft red, and yet Twilight doesn't see any warning signs about bad vibes from this guy. She's here to explore every bit of the human world so the odd eye color is more worthy of documenting than anything to her.

“Hello,” he replies in a calm, smooth tone. “You can call me James, and thanks for noticing. I take it you play?”

She nods, and takes a seat across from him, “Oh absolutely! When I was a Filly I played all the time with my parents, but my brother Shining Armor had a little trouble with it. Looking at this set though it certainly looks like it hasn't seen much use.”

James sighs softly through his nose, “Sad but true I'm afraid. Not many folks actually play these days. Honestly I wasn't expecting anyone to actually show up, so you startled me a bit.”

She gives him a sheepish look, “Sorry… But if you weren't expecting anyone… Why have this all set up?”

“For the scenery of it,” he replies with a mild shrug. “I used to be an art teacher until the school decided they were too good for me. But I can't help my creative mind sometimes. After all imagine the painting… The dark mysterious stranger at midnight, with a game as old as time set before him ready to accept your challenge… if you dare.”

Twilight smiles, “Well when you put it that way it does sound very picturesque… Mind if I…?” She hold up her camera with a questioning look.

“Not at all,” he replies, putting his hat back on. Twilight gets up, and takes a few steps back as he folds his hands on the table before him. She lines up the shot as he looks right into the camera, and takes the picture.

When it comes out the bottom of the camera she waves off the Polaroid with a smile, “That was wonderful, definitely going in the album.”

“Oh? A student of photography then?”

“Not exactly,” she says as she takes her seat again. “I'm actually a princess here on a safari excursion. There's a lot about the human world I don't understand so I'm here to learn, and document what I see.”

He blinks twice, “...Aaaahhh, I see, you're from the other world.”

Now it's her turn to blink in confusion. “Wait, you know about Equestria?”

He shrugs again, “Only what I read on the internet. Kids these days with their YouTube, their Twitter, and Facebook… We live in an age where all the information in the world is right at your fingertips through digital media.”

Twilight's eyes going with glee at that news, “Amazing… I've got to look more deeply into that. I've tampered with a computer when I first got to this world, but nothing too deep.” She perks up, “Oh, how would you like to help me with my research? Like my native guide, like in the one Daring Do book where she enlists the help of a local savage to find a hidden temple.”

“Sounds like Tarzan,” James muses. “And I would be glad to help, I haven't had much of anyone to associate with for quite some time… Oh! Here...” He reaches into a pocket, and pulls out what looks like a black ribbon choker necklace with little black flat studs around it, and a tiny clasp in the back. “A little craft I made in all my free time. It would suit you better than letting it get lost in my junk back home.”

“Why thank you,” she says with a smile, putting it on, and smiling to herself. “Do you make stuff like this often?”

“Sometimes,” he replies, holding his folded hands under his chin with a grin. “Say… I just had an idea. You see I'm very curious about your world just as much as you are about mine. We both want answers, but… How about a little wager?”

Twilight nods, “Okay, what's the wager?”

He gestures to the board, “One game. If you win then for the next month I will be your servant, Your Highness. I'll do whatever you want, and help you study this world in all it's little details. But should I win…”

“Then I become your servant,” Twilight concludes. After a mildly thoughtful look she nods, “Alright, you're on!”

Spike is surprised to hear that from her. Normally he doesn't think Twilight would be quite so open to an idea like that, but today has been an odd day for judgment calls on her part anyhow. Besides, he's not too worried about her losing. After all a smart cookie like her losing to some random stranger? What are the odds of that happening?

Twelve moves later Spike has his answer… Twilight has lost.

She looks surprised with herself, and looks the board over three times to make sure of it. Sure enough though, “...It's checkmate.”

James smiles gently, “How about that.”

Spike gulps, “Um… Twilight, are you sure you want to go through with this?”

Twilight nods, “Yes Spike, my word is my bond, especially as a princess. So James… I suppose for the next month I belong to you. What do you want to know?”

He gives her a thoughtful look, “Well, from what I gather in your world you aren't human, and earlier you called yourself a Filly…”

She nods, “Uh-huh, in my world we're ponies.”

He looks her over, “...All I see is an attractive young lady. How did you turn human?”

“A magic mirror portal out in front of Canterlot High,” she replies.

“I see… And you're completely human? No equine features whatsoever?”

“I don't think so,” she replies, looking herself over.

He thinks, “And how well learned are you about the human body?”

“Not very,” she admits with a shrug of her own.

He smiles, “Well then let’s have a learning lesson for the both of us then. I know the female body quite well, I've had plenty of nude models for my sketching, painting, and so forth. If you're comfortable removing your clothes I could-”

That is all he has time to say before she starts undressing. He stares, and looks around quickly before asking, “You're okay with right here, and now?”

Twilight nods as she sets her top on the seat she is on, and then stands to remove her skirt. “Yup, ponies don't usually wear clothes where I'm from. I get that with humans it's to help preserve body temperature, and cleanliness but still I actually feel a bit silly wearing clothes without some formal occasion.”

James sits quietly as Twilight strips completely nude right there in the middle of the park, but as she reaches for her necklace he raises a hand to stop her, “Wait, that's far enough… It actually suits you better this way.”

She smiles, and drops her hands, “Really? Thank you James.” She looks down at her perky B Cup breasts, and her shapely hips. “So… Anything unusual?”

He stands, and moves around the table, putting a hand on her shoulder to turn her softly so he can get an eyeful of every angle. “For the most part… Do you mind if my examination get a bit more, shall we say, intimate?” He lifts one of her legs to get an eyeful of her pussy as he lays her on her back across the seat of the picnic table.

Twilight doesn't fight it, and simply lies there watching him. A blush comes to her face when she feels him put his thumbs to her pussy lips, and spreads them. “Hm,” James muses, leaning in so his breath washes over her pussy with every word. “It doesn't look that different from a human pussy, the pink inside is a nice contrast from the purple of your skin.”

She smiles softly, “Th-that's good to hear-EEP!” She jerks a bit when he gives her folds a few long, slow licks, and looks down at him.

He smiles up at her, “A bit sweeter than usual though, clearly there are some differences. I need to investigate deeper...”

She nods almost without hesitation, and sits up, “Do what you need to, for science.”

Smirking he stands, and starts to open his pants, “Are you a virgin Twilight?”

She shakes her head no, “Not physically no, I've had a toy or two in me.”

He nods in understanding, and then helps her stand, bending her over the table, “Well then here is what is going to happen. I'm going to have sex with you, see if you feel as human as you look. Any objections?”

Spike can't believe he's about to witness this… And something about it feels off, way off. Twilight would never have let things get this far… or is her word that important to her? Not that it is a bad thing if it is, but he knows her well enough to guess she would have smart-talked her way out of this situation. So he's dumbfounded as she says, “It's alright, I'm curious too…”

Then James lines his cock up, and with a jerk of his hips sinks the first two inches of his cock into her slick snatch. She gives a soft squeal, and grips the picnic table. James takes her by the hips, and starts to hump into her with a happy grin, quickly burying himself to the hilt in her tight little pussy. Twilight starts to pant as her boobs swing under her, her mind getting hazy with lust, and she yelps sharply as he gives her behind a swat. Still she doesn't stop, she just takes him with an expression of one quickly getting drunk with pleasure.

James ruts into her harder, and harder, grinning as she tightens down around his shaft. She wiggles her hips happily, and moans erotically as he reaches under her to toy with her clit, making her pussy start to drip with arousal. He can feel her insides heating up, and then starts smacking their hips together as he takes her harder.

“Ah~! This feels better than any human girl,” he groans in her ear. “So much better!”

She blushes deeply, and closes her eyes. “I-I can feel myself getting close!”

“Me too Twilight, me too!” He leans in, and bites at her neck as he pulls her hair with his free hand. She squeals loudly, and he feels her insides convulse as she shudders, as if in the midst of her orgasm her pussy is trying to suck him in deeper. It positively milks his dick for semen, and he releases a massive payload of it, her pussy drinking up every drop it can into her womb.

Then he releases her, and steps back, exposing his glistening cock to the night air. “Do me a favor, use your mouth to clean me off.”

Twilight nods, and turns, going to her knees in the grass before taking his cock into her mouth. She moans softly around his dick as she bobs her head, trying to scoop off all their combined juices that she can with her lips, and her tongue. Once his cock is perfectly clean she sits back, and smiles up at him. He grins, and spots her camera, getting a naughty idea. Picking it up he checks the photo inventory, and is pleased to find he has plenty to work with. “Let’s get some evidence of this discovery my dear…”

He has her perform various poses for the camera after that. First he has her lie on the seat with her hands behind her head, and legs spread. After that picture capturing her human beauty he has her bend over the table again, and spread her pussy lips so he can get a shot of his cum dripping out of her. Then he has her lift one leg as high as she can, getting a shot while his cum dribbles out of her, and down her inner thigh.

Finally he has her go to her knees, and open her mouth. He takes a shot of her with his cock on her tongue, and one with her sucking the head while giving the camera bedroom eyes. Then for the finisher he has her suck him off again to a second orgasm so he can coat her face, tongue, and tits in his sticky semen, which makes a great mugshot while she has her tongue sticking out.

Smiling he reaches down, and rubs her head like she were a pet. “That's it, you're such a good servant… I can't wait to do more of this once we get back to your world.”

She blinks up at him, “You want to go to Equestria?”

He nods, “Of course, I want to see your world, and find out if you feel so good on my dick because you're a pony, or if that’s just you.”

She smiles again, “Well… Alright. I'm yours to do with as you want for a whole month after all. A human hasn't ever come to Equestria before, so this will be interesting.”

They gather up her clothes, but rather than having her get dressed again James takes it upon himself to carry them. He packs up his chess set too, and slips it all into Twilight's backpack. So clad only in her shoes, a backpack, and her Safari hat she starts to lead the way back to the portal, strutting along with her lady assets on full display.

Inwardly she wonders to herself, this whole experience is so surreal. She had meant all that stuff she said when she said it, but there's still the small underlying layer of doubt in her head. She hadn't lied, goodness no she had spoken her mind, and acted without inhibition. But for some reason it's too hard to think on why that might be… Plus she has to admit there's a part of her that doesn't want to. The sex had been amazing, not that she has the experience to be some grand expert on the matter, but the thought of having a male lusting after her under the same roof for a month is a bit too appealing to turn down. It's like something out of those special books she would sneak from the library during her studies under Celestia.

Spike is still skeptical of all this, something about it stinks, he just can't put his claw… paw on it. It's just so… odd…

As for James… He couldn't be happier. He watches Twilight's ass bounce softly with every step she takes, and steps up beside her to watch her breasts do the same. This little bitch is his for the next month, and he's going to savor every moment of it. Thank goodness for the ditzy pink girl who had all but announced the arrival of Princess Twilight Sparkle in the cafe among her fellow students, not once contemplating who else might be listening.

He is so glad he had taken the time to study some forms of magic native to Earth in his teacher days. The materials for that necklace are exceptionally rare, but will do the job if he stays clever. A subtle form of mind control, one that removes inhibitions, and makes the wearer open to suggestion made by the one who holds the master relic to it. And no one will suspect a thing…


The return walk is quiet for them, no one catching sight of the cum-covered Twilight walking in the buff. She, and Spike step through the mirror portal without hesitation, though James takes it very slow.

On the other side Twilight, and Spike are back in their usual bodies. They're a bit surprised when James doesn't change at all when he comes through the mirror. Spike tilts his head, and asks, “How come he didn't change?”

Twilight licks a bit of cum off the corner of her mouth, and thinks, “...Well, it could be a question of magic. Equestria is a land full of it, it’s our lifesource almost. That's why you don't see plants in places like the Badlands where Chrysalis’ throne used to suck up all the magic. The human world though doesn't have magic, so the mirror probably turns ponies into humans so they're not pulling a constant flow of magic needed to survive. But humans don't need it, so when he came through the mirror didn't need to change him at all.”

“Smart cookie,” James says in approval, petting her mane softly before yawning. “Well… We ought to head to bed. We can pick up our little adventure in the morning. Twilight, wanna share a room?”

She looks him over, “I may have to grow my bed a bit, but sure.” The size difference between them now is like that of a human, and a large dog. Still, that suits him fine, and come the next morning he knows for a fact Twilight will agree.

Spike carries the food stuff to the kitchen to put it away as James leaves the room with Twilight so they can both get washed up. Definitely something about all this feels way off to Spike, but he needs to make sure he's not the only one who thinks so. So he goes to the study, grabs a quill, and starts to write.

“Dear (Applejack/Pinkie Pie/Rainbow Dash/Rarity/Fluttershy),

Sorry for having this pop up unannounced, but we might have trouble. Twilight, and I went to the human world, and ever since Twilight has been acting kinda weird… Like really, really weird. I was wondering if you wouldn't mind dropping by to see for yourself, and just forewarning, there's a human in the castle with us now. I don't think he wants to hurt anyone though, but I just felt it was worth warning you about, the guy makes me a little bit uneasy.

I'm not telling the Princesses yet though, I don't want Twilight getting in trouble. I just figured I needed second opinions about all this before I try to do anything. So please come as soon as you're able.

Sincerely your friend,
Spike”

Rolling up the five letters he runs them out to the mailbox, and slips them in. He wishes the other had a connection to his Dragon breath mail delivery, but none of them have been included in the spell. Royalty only it would seem.

And so with that out the way he turns, headed back into the castle to rest up for the next day.

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