A Princess and her Master

by Lucky Strife

Rating: mature
Tags: Sex, Twilight Sparkle, Big Macintosh, Slice of Life, My Little Pony: Friendship is Magic, Romance
Length: 26040

Twilight begins to learn about sex and sexuality from Big Macintosh.

Twilight has been Princess of Friendship and ruler of Ponyville for a few years now and things have been going well. Her royal duties have been placing some stress on her for some time now though, and with the help of Rarity she's started finding ways to help relieve some of that stress.

However, Twilight begins to feel that what she's doing on her own isn't enough to satisfy her needs anymore, and decides to get some help to make sure she is properly destressed.

Note: A departure from what I'm usually known for under this name, but I started writing this for someone special in my life and I wanted to share it with others as well. As usual, it's not really edited nor has it gone through a pre-reader, and I sort of just free-wrote it. But I hope that it's fine as is and you'll be able to enjoy it. TwiMac OTP 5ever. Cover art changed due to people confusing the story for anthro.

Published 2014-09-11 06:30:06 UTC
Last updated 2016-03-17 08:34:00 UTC

Chapter 1

Twilight let out a sigh as she placed the quill down on her desk. It had been a long day but she had finally finished signing the documents for the various Ponyville projects that had been approved that day. Picking up the documents with her magic, she shuffled them away into their appropriate bins for her secretary. If all went well, Ponyville would be all the better for her efforts.

Though the same couldn't be said for her stress levels.

With a stretch she felt her back lightly crack before letting out a discontented sigh. In the years after becoming a Princess and having her own castle and kingdom, she had become acquainted with her royal duties and had managed to organize them so that she could deal with them on a day to day basis. Several lists had been made and triple-checked daily, and as her time as ruler she had brought Ponyville into a thriving prosperity.

Her kingdom was small, and really it sat underneath the major city of Canterlot, and her Kingdom was really just a bigger part of the Equestrian Kingdom ruled by Princess Celestia, but the land was hers and hers to rule.

She pushed away the chair from her desk and walked over to the her bedroom window that overlooked the quaint town. Night had fallen and the stars danced in place to the pale moon light, and her peaceful kingdom radiated it's beauty to her.

A yawn escaped the young Princess's lips as her exhaustion finally caught up to her.

“I've been filing papers all day, barely even had time to hang out with my friends today.” She tilted her head and rubbed her neck as she felt the weariness of the day catch up to her. “I could use a bit of relaxation before I sleep.” She moved away from the window and headed for her bed, her horn lighting up as her magic reached under her bed. A small chest emerged from the frill-edged sheets with a small lock on the front.

With a quick turn of her magic the box opened, revealing a small stash of books that Twilight had started collecting rather discreetly. A collection she was rather embarrassed to own, but she couldn't keep her hooves off more of them if she could sneak them in.

It had all started when Rarity let her borrow a bunch of books she recommended, and amidst them was one she had accidentally packed with the rest. A steamy romance novel about a young mare meeting a stallion in the big city and their whirlwind romance that followed.

Filled with plenty of illicit love scenes.

Twilight wasn't even sure what had compelled her to read the book, but once she picked it up she found it hard to put down. Twilight honestly hadn't even thought much about dating, romance, or even sexuality before that moment. She'd be too focused on her studies or saving the world to feel like she had time to worry about romance or dating. The only time she could ever say she had was a short period of time when she had a crush on a stallion from the Crystal Empire, but those feelings never went anywhere and she'd soon forgot them.

That misplaced book from Rarity happened a year ago, and since then she'd started a small collection of erotic love-fiction. She was grateful that Rarity had been so understanding in her interest in the books, as it had been so embarrassing to admit to her friend that she wanted to read more. But thanks to Rarity, she had been able to collect these books over the year without any tabloids or rumors finding out that the Princess of Ponyville was some kind of pervert. The last thing Twilight needed was her private life being used for some kind of scandal.

Looking through her small collection, she pulls out one that had been a particular favorite of hers for a few months now, Love and Leather.

“Here you go Twilight, I thought you might like this. It's very well written and it describes a rather unique type of bedroom play. With matters like this, it's important to figure out your interests, so just let me know if this does or doesn't interest you.”

Rarity's words always came to mind when she looked at the cover. The story itself was a simple love story about an important CEO who was stressed with her job, but gets to know one of her employees and begins a sordid love affair. But the interesting part was just as Rarity had said, a type of bedroom play that Twilight hadn't heard much about before.

Bondage and Discipline, Submissive and Dominant, and Sadist and Masochist play. Twilight had had never even considered such play before. Prior to these books, sex in her mind was about intimacy, romance, and procreating. But Love and Leather really had changed a lot for her.

Twilight crawled onto her bed, resting her back against the soft covers of her bed and her head against her full pillows and cracked open the book to her favorite section. This was the part that she was glad Spike had gotten his own room in the new castle.

The rope bound her hooves behind her back tightly and the locks on her ankles kept her legs spread. It was undignified, her barrel was on the ground and her flanks were raised and she was exposed for the stallion to see.

Yet this did nothing more than send a spark of electric through up her spine.

Her noises were whimpered by the gag in her mouth as her flanks wiggled lightly from her embarrassment, she could swear her face was on fire. Her lower lips were puffy and swollen, she could feel the desire burning from them as the stallion just stared at his prize. And all she could do in response was drip with her need.

“You've been a naughty mare, haven't you? Playing hard to get, running away from me for so long. But I have you here, and I don't plan to let you go.” His deep raspy voice was like fire on her mind, her body demanded to be treated like his toy. He had absolute dominance over her.

“Now it's time for your punishment.” His deep voice chuckled and her eyes popped open. Her body trembled in anticipation unsure of what was going to happen next. Her tail flicked as her marehood quivered. The seconds felt like hours as her mind poured over all the possibilities of what he was going to do to her.

SMACK

The answer came in the swift, hard smack of a wooden paddle against her hindquarters. The intense fiery pain shot through her body and a cry escaped her muzzle. Her flanks were hot and the surge of pain crept through her mind as her eyes rolled into the top of her head.

It was heaven.

Twilight stopped moving her hoof for a moment and let out a muffled groan of frustration and desire. She moved the book aside and lifted it to her face. In the dark room lit by the moonlight, she could see the faint outlines of her own juices starting to coat her hoof.

But just as it had been the other nights, it just didn't feel like enough. She wasn't satisfied with just this, her body ached for more.

She grumbled in frustration and turned to her side, staring at the open pages of her book. The story stirred her mind and body, and made her feel things she'd never felt before. Her mind was active, making her imagine everything that was going on in the story as if it was her in it.

But that was the exactly the problem.

Her mind wanted the feelings stirred by the book to be real, to feel herself put into those prone positions, to feel the weight of her lover as he pushed his dominance onto her. She wanted to feel the heat of his body, the heat of his breath, the heat of what he was pressed against what she was.

Twilight bit her lip and let out another whimper, twisting her body till she her stomach was pressed against the bed. With her face heating up she slowly raised her hind legs up, imagining as if her lover was forcing her into a vulnerable position. She panted hard into her pillow and squeezed her eyes shut as she flicked her tail to the side.

In her mind she could see the tall, dark, built stallion staring at her exposed backside. Her body lightly trembled and her marehood was already dripping with anticipation. Her horn lit up as she picked up the book and hovered it behind her. With careful precision, she aimed the book and brought it down swiftly.

A dull smack cracked against her rear, her body recoiling from the shock, a gasp escaping her lips, and the sting crawling up her spine. Her body shuddered and she let out another low groan. She couldn't explain what it was, but the small bit of pain just ignited the fire burning in her chest to burn hotter. Her hooves squeezed down on the sheets and swung the book down for another smack.

Her body rippled with each smack of the book and her breathe grew more ragged as she played with herself. Each smack of the book was punishment for not having pleasured herself properly, for having felt an emptiness when she touched herself. She closed her eyes and tried to picture the stallion from the book, leaning over her with a paddle and rising it up to deliver yet another hard blow.

SMACK.

Twilight's bod recoiled as she loudly gasped, ripples of pleasured bliss flowing through her back as the book landed on her bed with a gentle plop. She gasped several times before letting her body fall back to the bed, her light orgasm slowly fading.

She took several deep breathes as her mind came back to her. She couldn't believe she'd managed to orgasm without directly touching herself. Just the power of her imagination and smacking the book against her ass had been enough.

Yet there was still a burning need deep inside of her body that was being left unfulfilled. Some deep, intimate desire that had yet to be satisfied. The image of that stallion, taking her into his hooves, and using her body as if it were nothing more than his plaything, ran once more though his head.

Perhaps that was it? Perhaps what she was missing was a partner? Somepony who understood and connected with her on a level she hadn't yet felt with anyone, but would satisfy that burning desire in her chest. Having connection that mare had in her book with her lover, perhaps that's what she desired...

But she was a Princess now. It was one thing to desire a stallion, it was an entirely different story to actually try and be with one. She was a figure-head now, someone the ponies looked up to, the pony who spread friendship around Equestria. She couldn't look like some desperate, needy, submissive mare to just anyone. And even if she did show this side of herself to someone, she would need to make sure they wouldn't share that intimate knowledge with anyone, or treat her any differently in public than they would now.

She really didn't consider herself all that important, and she hated it when ponies treated her differently, but after having dealt with it for a few years she had started to come to terms with the reality of her situation.

With a sigh she sat back up, the moment having long since passed now and placing the book back into the box, and the box back into her hiding spot for it. She had to face the fact that the likelihood of her finding a stallion who treated her exactly how she wanted to was slim to none. If she publicly declared that she was looking for a suitor in any way, she'd no-doubt be flooded with ill-matching royalty from all over, asking for her hoof in marriage. And anypony else that would be looking would either be looking to instantly gain power or notoriety, and she didn't want anything to do with that.

Her loins still itched with a need though, one that would clearly not be satisfied with the same old hoof play anymore. And using the book as a paddle was not going to be a good enough replacement for a real paddle.

No, if she was going to continue relieving her stress at nights this way, she was going to need better equipment. And getting better equipment meant going shopping for them.

She was going to need a proper plan for this.

-~-~-~-~-~-~-~-~-~-~-~-~-~-

“So, you want to go shopping in disguise?” Rarity asked, making sure she understood what it was Twilight wanted to do.

“Essentially. You're the only one of the girls I can talk to about this, and I just needed some help ensuring my anonymity.” Twilight explained simply.

“I completely understand darling, but if you wanted to go shopping without anyone knowing, what do you need to tell me for?” Rarity raised her eyebrow in curiosity.

“Well, two reasons. The first is that I do have some paperwork that needs to be finished, but I'd like to get this shopping done early so that I don't to worry about it later, and I was hoping you could help me out with that while I was shopping. “ Rarity gave a quick nod of understanding. “The other was... Well, like I said, I can only talk to you about this.”

“Hmm... This wouldn't happen to have anything to do with the books I've been gifting you, would it?” Rarity made sure to put extra emphasis on the 'books' part.

“Eh-heh, it kind of does.” Twilight couldn't help but blush every time the books were brought up in front of Rarity. She knew very well that it was healthy for her to have an interest at this point, as Rarity had clearly explained to her several times, but it still brought a small blush to her face every time. “See, I was kind of getting more into my... 'Fantasies' based on the book, and I wanted to go shopping for... Uh... 'Better Supplies, so to speak. But uh, I have no idea where shops like that would be located... Since I've never looked for on-”

“Say no more darling.” Rarity said raising her hoof with a smile, “I know exactly you'll be wanting to go. The only place I personally frequent and good enough for a Princess would be 'Hot to Trot'. Their selections are quite diverse and they are very discreet. Cleanliness and a sex-positive attitude is their motto and if you have any questions, they'll know exactly what you're looking for.” Rarity explained with a smile, gently tossing her coif as she did.

“Wow, that sounds perfect! I knew I could count on you Rarity.”

“But of course! Now, before I tell you where it is, let me see your disguise. I must ensure it is absolutely perfect so you won't be recognized in town.” Rarity nodded.

“Oh, sure thing!” Twilight smiled taking a quick step back. She closed her eyes and concentrated on what she wanted to look like, then focused her magic on that single image. The rushing sensation of her magic swirling around her clouded her senses for a moment, before fading away as quickly as it came. “How do I look?”

“I'd dare say that I doubt I'd recognize you as Twilight if you hadn't shown me you transforming in person!” Rarity said amazed. Twilight turned to look into a nearby mirror and saw what she had pictured in her head. A unicorn mare, slightly smaller than Twilight, with a brown coat and black mane. Her blue eyes looked for any sign of her usual wings, but as would be expected of a normal unicorn there were none at her sides. To finish the illusion, her new cutie mark was the design of a simple quil pen tracing a curvy line on her flank.

“I'm always amazed at how good the disguise spell can be sometimes.” Twilight chuckled to herself as she gave her new tail a gentle wave. “Looking like this, no one would ever suspect it's me!”

“I absolutely concur darling. Though, are you sure you want me to stay here and finish up your paperwork for you? After all, I could just as easily go to the shop and get you some things too, or I could just as easily go with you to show you around.”

“I appreciate the offer Rarity, though with how, um, personal this matter is, I'd like to go looking for equipment myself. No offense to your tastes, but they might differ from mine.”

“That is true, every pony does tend to have different tastes when it comes to such things.” Rarity nodded in understanding.

“Secondly, if I want to start learning and understanding this side of myself, and this side of the world, I really should start getting more hooves-on training with it. I'm not just going out to get some things, I'm also going out to learn.” Twilight's egghead smile was showing through the new mare's face.

“Very well, I do think this will be a good learning experience for you. Plus it'll be nice for you to get some time away from this castle.” Rarity chuckled a little. “Hot to Trot is located near the intersection of Flora Street and Garden Avenue. Just look for the red sign and you'll be there.”

“Oh, I know where that is! I always wondered what was around there, I just never had the time to investigate.” Twilight smiled, certain of where she was going now. “I'll teleport to a safe place nearby and head out from there, that way no one will be able to see me leave the castle.” Twilight imagined the location she wanted to go in her head and was set. “I'll try to be back within an hour. Thanks for the help Rarity!”

And with a flash of purple light, the Princess of Friendship vanished into thin air. Rarity couldn't help but chuckle and give a parting smile.

“Well, with that out of the way, let's get to that paperwork.” Rarity smiled, turning to leave Twilight's room and begin her duties as substitute Princess.

-~-~-~-~-~-~-~-~-~-~-~-~-~-

Twilight wasn't entirely sure what she was expecting when she walked up to the entrance of Hot to Trot, but she was surprised none-the-less. The wall were a clean eggshell white, with shelves similar to a super-market lining the rows. Everything was neatly organized and labels hung from the ceiling indicating what you could find in each of the aisles. There was only two or three ponies browsing the selections and they looked like any other pony she'd pass by in Ponyville. The clerk near the door was a rather nice looking pegasus Mare, green coat with a purple mane covering one half of her face, ears and lipped pierced, and lovely sapphire eyes.

“Well hey there, you look new.” The clerk smiled as Twilight entered, “The names Love Spark, welcome to Hot to Trot! Are you looking for anything specific today?”

Twilight was a little taken aback by the friendliness of the clerk. She hadn't quite expected to be telling anyone what she was looking for, nor did she really know exactly what she was looking for herself.

“Uh, no, nothing specific.” Twilight embarrassingly blabbered while trying to hold a smile, “I was just coming in to take a look around.”

“Perfectly fine!” Love smiled. Twilight couldn't help but think her positivity could rival Pinkie's, “If you have any questions or need any advice feel free to ask me! No need to be shy at all.”

“Eh-heh, I will, thank you.” Twilight nodded quickly before squeezing herself into an aisle out of sight of Love Spark. She let out a small sigh of relief, having not expected too much direct pony-interaction today. While it was true that she was new to all of this, she wasn't quite ready to be talking to strangers about the details of such things.

Twilight took a deep breath and then turned her attention to focus on the shelves around her. Her face lit up red the moment she realized what aisle she had slipped into. A large black rubber horse cock was on display in front of her, one that was only slightly smaller than her leg.

“Sweet Celestia, are they supposed to be that big!?” She loudly whispered to herself, staring at just how tall it stood. The dildo was very well manufactured, every inch seemed to have the proper details that would emulate the real thing. Thin bumps to replicate where the veins would run down, proper ridges for each bump and curve in the tip and length, the medial ring was fat but not too imposing, and it stood upright with a set of fake balls to complete the package. Right under the display hung a small sign that said “For display only: Do not use.”

Twilight had to guess it was twenty inches in height at least, and six or seven in circumference. The very sight of it made her nethers squeeze shut in fear that it'd rip something back there. The dildo was proudly labeled “Black Dynamite”, and had quite the hefty price tag to it as well.

Yet, despite how intimidating the dildo looked, Twilight couldn't help but find herself a little fascinated with it. She'd only ever seen a male's sex in books before, and reading about them was different from seeing on in person, and here she had a replica of one in the flesh. She couldn't help but be a little curious about it. Something her body almost instinctively desired was displayed before her, but without the complications of a pony being attached.

She touched it carefully with her hoof first, feeling the sensation of the rubber it was made out of. The dildo barely moved, but it bent just enough to give flexibility for comfort. It was very firm and stiff, yet somehow also squishy and comfortable. It definitely gave off a strong scent of plastic, but it wasn't over-powering or offensive.

“Wow, so this is a dildo...” Twilight said rather amazed by it. She put her hoof down, impressed with the display, but interested in finally seeing more. With a quick scan of the aisle, she noticed there was a large variety of dildos and other tools of self pleasure in this particular lane. There were many, much more reasonably sized dildos to appreciate, in a multitude of colors as well. Thin ones, large ones, thick ones, bent ones, Twilight was rather impressed by their large selection.

Pulling out a small pad of paper and a pen, she began to take notes about the various dildos they had on display. She hadn't particularly been looking to purchase a fake phallus that day, but seeing them in person had peaked her curiosity on how they would feel and was taking notes on what she might like. She'd return to pick out the best one for her once she had time to mill through her notes.

Next to the dildos, she saw a rather large selection of condoms lined against the wall. Now Twilight was interested. There were so many different brand names to choose from, but not only that, so many different sizes and textures and even flavors to choose from. Small, medium, large, extra large, comfort fit, ridged, hot and cold, extra strength, hypoallergenic, watermelon, the list went on.

Twilight tapped the pen against her chin as she thought. She wasn't really in need of condoms right now, after all she didn't have anypony who she was sexually active with. In fact, she was still a virgin. But the thought crossed her mind that it couldn't possibly hurt to have some in the castle, after all she never truly knew what could happen one day. Though she was certain that if she was going to have a romantic encounter in the castle that it'd be a planned one. She wasn't about to just open up for anyone.

Jotting down a quick note about picking out a comfortable condom for later, she moved on to the next aisle. Instantly her eyes fell upon one of the items that she had come to the story to buy in the first place, their selection of different paddles. Twilight had been expecting the wooden paddle to be there, like was written in her story, but she was surprised to see other types there as well.

The one that confused her a bit was the wooden paddle that had rather large holes throughout it. She picked the paddle up off of the hook in the store and levitated it up to investigate it. She turned it around a few times, before bringing the paddle up to her face to peek through one of the holes.

“The holes make it sting more.” A deep voice spoke out that made Twilight jump in place. The paddle dropped to the floor and she snapped her head to the speaker, seeing a familiar large red stallion with a blonde mane smiling at her. “Ya'll looked a little confused, but that paddle ain't for beginners.” Big Mac spoke softly, reaching down to pick up the hole-filled paddle and putting it back on the shelf. “If ya'll are new to this, a normal paddle would suit ya better.” He grabbed one she had been looking at earlier and passed it to her.

Twilight's face must've been beet red as she stared at Big Mac dumbfounded. The last thing Twilight had expected that day was to run into someone she knew in the middle of a sex shop and offer her advice on the items inside. She felt mortified. Not only that, this was Big Macintosh, Applejack's older brother. No doubt if he had caught her then he was going to go back to Applejack and tell her and then soon all of her friend's would know, perhaps even the whole tow-

“Miss?”

Big Mac's words snapped Twilight back into conscious thought. 'Miss?' She thought to herself, before realization struck her. She was still disguised, there was no way Big Mac had just walked up to her and recognized her as Princess Twilight Sparkle. As far as he knew, she was just another mare like any other looking at the goods. While she still felt embarrassment creeping along her face, that thought alone seemed to send a bit of comfort back into her body.

“Uh, yes, thank you.” Twilight chuckled embarrassed, grabbing hold of the paddle and looking it over. “I really am new to all of this, thank you. I'll probably get this one.”

“How new?” Big Mac asked out of curiosity. Twilight bit her lip at that, not sure how much to tell Big Mac. All he knew was that she was a curious mare in a sex shop looking to buy some supplies. Her first thought was that she should refuse to answer, to tell him she was alright and that she'd be fine on her own. She turned her head to look at him, to tell him as such, but looked into those big green eyes of his, filled with strength, yet were calm and soft. Her eyes wandered down a little and, for what seemed like the first time, noticed how large he really was. His muscles seemed to stick out from underneath his thick fur, and his powerful body was built from the years of farm work, his deep gravely voice stuck out in her mind now.

She wanted to say she wanted to be alone, but something deep inside of her was also saying that she wouldn't mind having this powerful stallion around to teach her for a little longer.

“I uh...” Twilight spoke out of nervous hesitation, brushing some of the black mane that had fallen in front of her eyes behind her ear, “I haven't actually, um, done anything with... Anyone before...” Her words started to fall into a mumble towards the end as she felt her face start to heat up again.

“Are ya buying for a partner?” Big Mac asked again out of curiosity, trying to gauge what the mare might be trying to buy. Twilight bit her lip again before shaking her head in response. Her heart was beating loudly in her chest and she was worried that Big Mac was going to hear it. She was feeling such a wave of embarrassment over the whole situation, and yet... Somehow, that's exactly what she wanted to be feeling right now.

“Ah imagine this can be a little overwhelming then. Would ya like me to help ya out?” Big Mac asked with that gentle smile on his face. He didn't have any cruel intentions in his voice, and Twilight got the feeling that if she really didn't want him around he would leave her alone. She felt comfortable with him around, and the thought that Big Mac wanted to help her learn put a smile on her blushing face.

“I'd like that.” She admitted. Big Mac nodded to her response.

“Just tell me what ya'll are lookin' for and ah can help.”

-~-~-~-~-~-~-~-~-~-~-~-~-~-

Twilight and Big Mac spent the next hour wandering around the store looking at the various things for sale. Twilight explained some of the things she was interested in and Big Mac pointed out various things in the shop that would peak her curiosity. She wrote lots and lots of notes about everything she ran into in her note-pad as well, archiving various thoughts for a later date or to reflect over while she was alone.

Twilight couldn't help but notice just how much of a gentlecolt Big Mac had been the entire time as well, treating her with respect and never finding any of her ideas laughable or silly. He truly understood what she was going through and offered her a helping hoof with everything. She had come to find herself enjoying his company, and his knowledge of the sexual arts was worth picking his brain for. She didn't know where he had gotten all this knowledge, but she felt it would be rude to ask as well.

By the time they had finished their round through the store, Twilight had gotten a small assortment of things to finally purchase. A proper paddle, some minor binding restraints that would be easy to get out of while alone, a pair of egg-shaped vibrators, fur-safe tape, some rope, a box of condoms (just in case), a small thin dildo, and some lingerie that she hoped fit her once she morphed back.

“Your total is 82 bits.” Love Spark smiled happily as she rang up the total. Twilight levitated a small bag of coins onto the counter and Love Spark opened it and quickly counted up the large-count bits before typing them into her register. A small ding echoed out and Love Spark passed out her change.

“Thank you very much! Feel free to come back any time now.” She winked happily and Twilight could only chuckle nervously at that before levitating her bag up and heading outside the store. Big Mac followed her out the door and Twilight turned to him with a smile.

“Well, thank you very much for helping me learn so much today. I had no idea there were so many little details to learn about sex and sex toys, but I'm glad I've started to learn.” She nodded at her own words, happy to have learned so much from her trip. She was glad she had come instead of having let Rarity buy things for her.

“Was no trouble.” Big Mac nodded back with a smile, “Though isn't there more that ya'll would like to learn?”

“Huh?” Twilight blinked a little confused at that, “Well, I'm always willing to learn, but what did you have in mind?”

“Well, ah lot about sex can't just be taught through words alone. If ya wanted, ah could teach ya more in private.” He smiled.

It took Twilight a moment to register what it was Big Mac had just asked her. When it did, it hit her all at once and her eyes grew wide. Big Mac had really just asked her if it was alright for him to come to her private room and teach her more about sex. Her heart was beating loudly in her chest again, her face and ears burning hot now. Never in her life had any stallion ever come to her and asked her if she was interested in anything like that, let alone wanting to do that together. She was speechless.

“I uh... I'm flattered, really.” Twilight smiled as best she could, waving her hoof to apologize as best she could. “I mean, I'm probably not your type at all! After all we did just kind of meet, and I don't know if you'd really like me all that much.” That was right, Big Mac thought she was some new girl he'd never met, not Princess Twilight. There's no way he'd be interested in her if he actually knew the truth about her. “Besides, I think I'm usually pretty busy and I wouldn't want to make you feel put off by that. You'd probably be better off asking some other girl.”

“But we've known each other for a while Twi.” Big Mac explained simply.

Twilight froze in place. Did Big Mac really just say what she thought he said? There was no way he'd just said that.

“And ah am interested in you.” He continued, “Ah understand how busy ya'll are, but that doesn't stop me from wanting to help you or think you're a beautiful mare. Ah know you need to rule Ponyville, but ah can't help but see you as just an ordinary mare too.”

That confirmed it for Twilight, he had definitely said what she thought he said. He called her Twilight and was talking to her about her Princess duties.

“W-w-w-w-w-w-what are you t-talking about?” Twilight stuttered with a laugh, sweat quickly starting to form on her face. She looked nothing like she normally did, there was no way her cover could've been blown that easy, right?

“Well, ya'll have all the mannerisms as Princess Twilight, and ya have the same manner of speech as hers. That, and ya sound just like her. Ya didn't disguise yer voice.”

“...Oh.” Twilight said, feeling embarrassment flush over her face as she lowered her head. Here she had been trying to be all sneaky and not get spotted, and she was found out so easily. But he hadn't said a single thing, so here she felt like a bit of a fool for having thought she'd tricked him at all.

“Ah meant no harm, ah just figured ya had a good reason for hiding your identity.” Big Mac said, “Ah understand completely. But ah did mean what ah said. Ah'd like to teach ya even more, if yer willing to have me.”

Twilight felt a conflict of mixed emotions inside of her now. What was she to do? She felt upset over the fact that Big Mac had lied to her the whole time, making her feel like a fool now. But on the other hand, he had spent an hour with her, talking and explaining, teaching and being a mentor, all while knowing she was Twilight the whole time and never shamed her or treated her like she was more than a normal mare. On top of that, he genuinely wanted to join her in her room. Not the brown mare he'd met in the sex shop today, but the room of Twilight Sparkle.

Twilight bit her lip in embarrassment and frustration, unsure of what to think or say. She took a deep breath and raised her head to look up at Big Mac.

“I uh... I guess I'm not very good at this disguise thing.” Twilight said first, rubbing her leg with her hoof in her continued embarrassment. “But... Everything I did say today was still true. I've never really... Done anything with anypony before. The most I've done...” Twilight turned her head away while blushing hotly, “W-was with my hoof. I don't know if I'd be comfortable just... J-Just jumping into doing... THAT, with you.” She shook her head and lowered her gaze. “I'm sorry Big Mac.”

“Well, ah reckon we could take it slow as well.” Big Mac nodded. “If ya want, ah'll just teach ya how to use what ya bought today properly. No sex, just teaching. How would ya feel about that? If ya still feel uncomfortable with that, ah'll understand.”

Twilight thought his words over. He definitely seemed like he had her best interests in mind here, though she was embarrassed about opening up to him. But he had accepted her for who she was back in the store there, so it would only stand to reason that he wanted to genuinely help her out and treat her like the mare she was. Not a Princess or someone better than him, but as a mare.

“I... I guess that'd be alright.” She hesitated for a moment, but smiled as she looked at Big Mac. “I would like to learn more, and... You are very nice and...” She held back her tongue from calling him handsome for a moment, not sure if it was right to say that or not. After all, she hadn't realized just how attractive he was before today. “A-And uhm... Just so long as you promise not to tell anyone about this, especially Applejack.”

“Eeeyup.” Big Mac nodded his head in understanding.

“A-Alright then.” Twilight smiled clutching the bag of goods she bought closer to her chest, “I'll be happy to take more lessons from you Big Mac... B-But not tonight. I need some time to clear my thoughts. B-But uh... How about you come over to the Castle tomorrow... And uh... We'll... Learn.” Twilight couldn't believe the words coming out of her mouth. She was actually inviting a stallion over to her place. And not just to hang out or have lunch, but to learn more about sex.

“Eeeyup. Ah'll see ya tomorrow then.”

“Yeah, I-I'll see you tomorrow too.” Twilight nervously smiled and waved, Big Mac returning it with a nod before turning to head home. Twilight watched as he walked away until he was out of sight. Once he was gone, Twilight felt all the strength leave her limbs and she collapsed onto the ground. Staring up at the sky, she took several deep breaths in confused excitement.

“He really was interested in me...” She said, giving a somewhat girly giggle, curling up into a ball and smiling happily. “Are things rushing too fast though? Oh gosh, I just don't know, I've never felt like this at all before.” Twilight shook her head, pushing herself back on to her hooves. “Oh gosh, I don't know what to do! How am I supposed to greet him, treat him, talk to him!? I've never done anything like this before, not even on a date.” Twilight's mind was racing and she was having difficulty trying to formulating even a single thought to follow.

“Rarity! I need to talk to Rarity! I know she'll know what to do!” Twilight nodding finally coming to a conclusion. If anyone was an expert on romance in her life, it was Rarity. Twilight was certain her rushing emotions would be properly understood if she simply talked to Rarity about them.

Twilight quickly grabbed her back and rushed into an alleyway out of sight, focused on her home, and vanished in a burst of purple light.

Author's Note

Preeeetty obviously a set-up chapter here. Stuff really starts to get juicy next chapter~

Also yes, that misdirection was clearly misdirection hehe

Chapter 2

Twilight Sparkle paced nervously in her room. The hour was growing later by the moment, and that meant that soon Big Macintosh was going to be there very soon.

She was double-checking that she'd taken care of everything she'd needed to take care of for the sixth time in her head now. She'd finished all of the paperwork she had to take care of that day (several new zoning projects, a new tax break for start-up businesses, a new law about how to properly transport liquid chocolate, and setting up for Pinkie's new 'Party Holiday'), Rarity had taken Spike out of the castle for the night so he wouldn't wonder in on anything he shouldn't (Celestia only know what those two were going to do alone though), and she'd been studying up on several more books on what the proper etiquette for these types of situations were (Romance Novels weren't the best study guides, but books explaining it in further detail weren't as readily available as she would've liked).

The only thing left to go over was the advice Rarity had given her earlier. She needed to ensure she set some ground rules down with Big Mac and that she was comfortable with everything he planned to do to her tonight... Whatever it was he planned. She didn't know if he wanted to go all-the-way with her that night, but her mind began to imagine what it might be like. His large body climbing over her, feeling his weight pressing down onto her, his hot breath flowing down her neck, the feel of his large, hard-

Twilight shook her head and covered her face as she felt it heat up from embarrassment just thinking about it. She didn't know if her heart could take anymore of this anticipation, she wished he would just be here already so this could be over with.

Her thoughts were immediately interrupted by the sound of a hoof banging against the castle front doors. With the castle so empty at this time of night, they were unmistakably the echoes of a powerful hoof banging on her doors. It couldn't be anyone but Big Macintosh.

“C-Coming!” She called out, quickly exiting her room and walking down the long hallway to the front door. She could have just easily teleported to the door, but she needed the walk right now. To steel her nerves and prepare herself for anything. She knew who was going to appear on the other side of the door, but her mind was racing about the fact that it was going to be him there.

'It's okay Twilight, just calm down. So what if you're inviting a boy into your home? And it's the middle of the night? And he's there to teach you... About sex... It's not like it's a big deal right?' Her mind failed at convincing herself to calm down. She stopped and shook her head, rubbing her face, 'Okay, it is a big deal. Big Mac obviously knows what he's doing when it comes to sex, why else would he offer? He knows you don't know much, just don't trip over yourself like the embarrassing virgin you are.' Twilight stood still in the hallway for another moment. 'Good pep talk Twilight, you really know how to get yourself motivated.'

Another set of loud knocks at the door made her jump in place. She was keeping her guest waiting in the cold night air.

“Sorry, sorry, I'm coming!” Twilight called out again, picking up the pace and quickly reaching the big front doors to her castle. Once there she took a deep breath to relax herself and thought back to some of the advice Rarity had given her yesterday.

“When you greet him tomorrow, be calm and courteous. Be yourself, but let him know with your words that you are happy to see him. Set him up so that he's comfortable and then gauge his level of interest in you. It's good to start off knowing where you stand in his eyes before you move into anything 'heavier'.”

Twilight wasn't entirely sure if Rarity was giving her advice on how to deal with this situation, or on how to start dating Big Mac, but either way she had to trust it for now. With one last deep breath she opened the big double doors with an awkward big smile on her face.

“Howdy Twi! You look awful cheerful tonight.” Applejack smiled brightly from the other side of the door.

Twilight felt like her face broke for a moment, her smile cracking into a strange deformity of what it once was. The orange farm mare was the last pony she was expecting to see tonight and it was taking her mind a moment to process what was going on.

“Uh, Twi? You alright?” Applejack tilted her head a little confused at the funny face Twilight was giving her. Twilight quickly shook her head, her face returning to normally as she put a hoof to her head to stop the slight spinning.

“Oh uh, hehe, yeah, I'm alright! I just... Wasn't expecting you is all.” 'And was expecting your brother instead' Twilight added in her thoughts, completely unsure of what her emotions were doing inside her head at the moment.

“Ah'm sorry, ya'll must've been in the middle of studying again. But ah just wanted to give ya somethin' before ya turned in for the night.” Applejack quickly reached into a saddle-bag she'd been carrying with her and pulled out a freshly baked and still warm apple pie. “We were helping Apple Bloom learn to make some of the Apple Family secret recipe Apple Pies and we made a few too many, so I thought ah'd give one to you.”

“O-Oh! Well that's mighty generous of you Applejack. Thank you.” Twilight smiled taking the pie from her friend. It's fragrance was immediately intoxicating, and taking a big whiff of it was have a soothing effect on her nerves. “Oh wow, that smells delicious!”

“Glad ya like it! Apple Bloom really outdid herself this time and ah really think she's starting to get the hang of it.” Applejack gloated about her little sister proudly. “Though ah still got a few more to hand out before ah turn in for the night. You have a good one Twi!”

“You too AJ.” Twilight waved her friend off as Applejack headed back into town. Twilight looked down at the Pie, rather curious to try a piece out now. It would surely relax her nerves for her night with-

“Evenin'.” Big Mac's deep voice came from her side. Twilight nearly jumped out of her skin, her hooves flailing and sending the pie sailing up into the air. Panic set in as she realized that she'd tossed it and quickly reached her hooves up to grab it. Swiping at the air, she knocked the bottom of the tin pan, her back hooves suddenly becoming unstable and her whole body falling forward and hitting the ground with a thud.

The pie landed unceremoniously on her head, spreading warm gooey apple filling all over her face.

“Uuuuh, ya alright Twi?” Big Mac asked, leaning to try and gauge how she was.

“Remeber Darling, always lead with your best hoof forward.” Rarity's words echoed in her mind.

“Y-Yeah, I'm alright.” Twi groaned, sitting up from off the ground. Remembering that she was a Princess whose special talent was magic, her horn lit up and soon all the bits and pieces of the gooey apple pie were lifting off her face. There was still a bit of sticky sugar left though, she'd need a shower to feel properly clean again. “Sorry you had to see that Big Mac.” She turned her head from him, blushing in embarrassment. Not exactly the way she had wanted Big Mac to see her tonight.

“Don't worry nothin' about that Twi.” Big Mac nodded his head in understanding. “Sorry ah spooked ya, ah was trying to avoid AJ seein' me. Though ah brought an extra pie from home anyway. Why don't ya wash up and I'll cut us a few slices?” He offered kindly, an ever present smile on his face that gave Twilight the feeling that everything was going to be alright.

“S-Sure, I'd like.” Twilight smiled in return.

-~-~-~-~-~-~-~-~-~-~-~-~-~-

Twilight rubbed the towel against her face as she examined herself in the mirror. Any residual pie filling had finally been scrubbed clean from her fur. She let out a relieved sigh and picked up her brush, straightening out the drying strands of her mane. She'd hopped into her shower for a quick five minute rinse and cleaned her hair extra well. Now she just wanted to make sure she was presentable for the stallion that had been preparing tea to go with their pie in her room.

Twilight looked herself over once more in the mirror, making sure her hair was perfectly in place and her fur was spotless. Though she wasn't completely dry yet, she would be in a few minutes, she wouldn't have to worry about that.

Setting her brush down, she was now out of things to procrastinate with. While she hadn't been doing it on purpose, she found herself trying to hold back talking to him face to face again since they last met at Hot to Trot. But she had said that she was willing to learn more from him, and that was what he was there to do.

Teach her.

About sex.

Twilight didn't know how much personal experience he had or how much knowledge he had, but if his knowledge from the sex shop was anything to go off of, he certainly knew what he was doing. After all, not only was he a few years older than her, even she had noticed that some of the mares around town had been ogling him from the side, even if she hadn't noticed why until now. She couldn't deny that she hadn't realized just how handsome Big Macintosh was until she'd thought of him in that way...

Twilight shook her head to clear her thoughts. Big Mac was waiting for her outside of that door and she'd made him wait long enough. Setting the towel onto it's rack she turned to the door and steeled herself for the encounter. The door handle turned and she pushed it forward, opening up to the view of room.

A small table had been set up in the middle of Twilight's room, a pie sat in the middle with two of it's pieces sitting on opposite side's of the pie. Next to each was a cup of warm tea that had been freshly brewed, and sitting on one side of the table was the large red stallion that had prepared the table for them.

Twilight felt her heart beat against her chest, but swallowed her nerves as she walked over with a smile.

“Sorry for making you wait... It wasn't too long, was it?” She asked nervously, trying to gauge how he felt at the moment.

“Nnnnnope.” Big Mac said simply as he raised his hoof for her to sit. Twilight understood and gave him a nod before sitting opposite him. Big Mac picked up his piece and took a bite into it, munching quietly as he savored the piece. Twilight looked down at her own piece, before picking it up with her magic and taking a bite into it herself. The two sat there quietly, enjoying their snack, not really saying a word. Twilight couldn't help but feel a little awkward, unsure of what she should say or do at the moment.

“Have ya had a chance to try any of it out yet?” Big Mac asked rather suddenly, cause Twilight to quickly swallow the pie piece in her mouth. She coughed for a moment, before picking up her cup of tea and gently swallowing down the pie she'd just swallowed. She took a deep breath, having been unprepared for that question.

“I uh, I haven't really gotten to try them out, per say.” Twilight awkwardly smiled, her face heating up as she tapped her hooves together. “I did look over them though, but nothing in-depth. I made sure the lingerie fit and that the vibrators functioned, but I didn't really look examine them too much beyond that.” Big Mac nodded in understanding as he listened, taking a sip of his tea to wash down his own pie.

“Let's start where you want to then. What would you like to try first?” Big Mac spoke as comfortingly as he could, but there was no disguising that the conversation was about more personal affairs than just learning. Twilight swallowed again, her face heating up as she thought over what she had bought before.

The vibrators and dildo were obvious enough to figure out on her own, but it was the other objects she had bought that she didn't know full-well how they were used. Not only that, the other objects didn't involve potentially showing Big Mac the most private part of her body just yet, and the thought of doing so made her heart skip a beat. She wanted to start slow, and he was more than accommodating for her needs, so she decided on what to figure out first.

“H-How about we start with these?” Twilight's horn lit up as her magic reached under her bed and pulled out the binding restraints she had bought. She magiced them over to Big Mac who took them into his hooves and examined them.

“These're beginner binders.” Big Mac said simply, holding them up with one hoof so the individual pieces hang loose. “They're designed to make it feel like yer bound tight, but are easy to get out of. Ah'll show ya how to put them on.” He then rose from his side of the table and walked around to where Twilight was sitting. She looked up at him, her face heating up more as she swallowed her nerves once more. “Just hold out yer front hooves for me.”

Twilight nodded her head and held out her hooves in front of her and watched as Big Mac opened up the first part of the device and began to wrap them around her hooves. The secured them tight, but not too tight, and adjusted them a little before being finished.

“Try moving yer hooves around.” He smiled. Twilight admired his handiwork for a moment before trying to move them around. Her hooves were indeed bound together, with only an inch of space between them at most. If she moved one leg, the other went with it. She could still bend them close to her body, but if she tried to pull them apart, the tight feeling just intensified and she couldn't imagine separating her hooves by force. “Seems difficult, don't it?”

“Y-Yeah.” Twilight chuckled a little, staring at the device. “You said it was easy though, right? How do you undo it?”

“Ya see this?” Big Mac pointed to a small metal hook that he had wrapped into the groove of each hoof. “Push yer hooves forward, then twist them in opposite directions.”

Twilight nodded in understanding and followed his instructions. As she pushed, she could feel something within the bindings move, and when she twisted her hooves the constricting feeling disappeared and she found that there was enough space for her to free her hooves once more.

“Seein' as yer a unicorn, ya could also use yer magic to undo the latches normally. But the point is these are meant fer ponies just startin' to get into bondage play, so that they don't hurt themselves while learnin'.” He explained.

“Bondage play?” Twilight asked curiously. She was sure it sounded familiar, though she didn't think it was every expressly stated in one of Rarity's romance novels.

“It's when yer bound and can't move. Then yer partner does what they want with ya.” Big Mac couldn't help but smile at that. Twilight thought back to the other night when she had tried to mimic the scene from her story, of the stallion binding the mare so that her flank was forcibly sticking up in the air before he...

“D-Do these bindings just work on my front legs?” Twilight asked curious, her face growing more red as she thought about how the bindings could be used with a lover.

“Eeeenope. Ah just did the first step of binding ya. Would ya like me to bind ya all the way?”

Twilight's heart gave a loud thud in her chest, one she swore Big Macintosh must've heard with how close to her she was. If she let him bind her fully, would she be in the same position as the mare in that story? Would she be presenting herself to Big Mac? The thought made her heart and mind race with the possibility. She looked at the bindings in her hooves and fiddled with them for a moment, remembering how tight they felt against her skin. She didn't hate the sensation, in fact it almost felt... Natural, to be bound.

“I... Well...” Twilight bit her lip in hesitation, not wanting to be swept away by her emotions, but also not being able to hinder them as well. “I... I suppose I wouldn't mind...” Her smile stretched as she said that, unable to be sure if she was happy or mortified at the idea of being bound by Big Mac.

“Alright, ah'll start then. If at any point yer feelin' uncomfortable or want me to stop, just say so.” Big Mac explained as he picked up the binding from her hooves again. “The most important part is always to be comfortable. If ah make it too tight, just say so. If ya don't want me touchin' or seein' somethin', just say so, okay?”

“O-Okay.” Twilight nodded in understanding. Big Mac's words gave her a little bit of comfort, knowing full well that we was willing to go at this at her pace. She was grateful that he was so understanding and that she could ask him to stop if she needed to. It eased some of her hesitation, though her heart was still drumming loudly in her chest.

Big Mac picked up her hooves once more and begin to slowly apply the bindings on her front hooves once more. Twilight was expecting Big Mac to be rougher with her, yet he was holding her with such gentleness that it felt like Big Mac was treating her like a porcelain figurine. The bindings once more gripped her front legs together, Twilight feeling the metal hook once more in the groove of her hooves.

“Stand up please.” Big Mac ordered. His voice was so commanding yet gentle at the same time and it sent shivers down Twilight's spine. She nodded her head and slowly stood up, carefully stepping a little away from the table to give Big Mac room. It was awkward to stand with her front legs bound together, but she managed.

“Ah'm binding yer back legs now.” Big Mac explained next as he walked around her body. Twilight gulped her nerves down but nodded, moving her tail to cover her backside enough but be out of Big Mac's way. He slipped the material around each of her hind legs, clasping them on tight so she could feel the restriction begin. Though unlike her front hooves she could still move each hind leg independently. She was a little confused at that, and her confusion wasn't helped by Big Mac wandering away from binding her for a moment.

She watched as he walked over to her bed, before picking up one of her pillows in his mouth and wandering back to her. He placed the pillow down in front of her, Twilight blinking at it a little confused.

“Ah need to bind yer front legs to yer back ones now. Yer head will lay on the pillow.” Big Mac explained, pointing to the pillow. He had gotten it for her comfort.

Twilight's face grew hot, realizing what it was he was asking her to do. It really was just like in the book, she was going to be 'presenting' herself to Big Mac. She wasn't sure if her body was ready, her throat had jumped into her throat and she was having difficulty speaking. But she knew that Big Mac was also only going to do what she was comfortable with, so she could stop at any point she wanted. She wanted to experience more, so she could go till she was at her limit.

“A-Alright.” Twilight managed to squeak out. She bent her front legs, her back legs starting to light shake, as she lowered herself into position. Big Mac, ever the gentlecolt he was, placed his hooves around her torso and helped ease her down onto the pillow. Once she had her face turned and laying on the pillow, her front legs stuck out back towards her hind legs. This position felt so humiliating, and yet the heavy beat of her heart made it feel so exhilarating.

Twilight's tail scrunched against her most private parts a little harder as Big Mac walked behind her once more. She bit her lip as she knew Big Mac was getting a good look at her ass being presented to him now. Though he couldn't see her marehood, there was no doubt that she was still presenting her backside to him. She could feel his eyes staring at the curves of her ass and hind legs, and it made her breath start to quicken.

Sweet Celestia her loins were starting to burn with heat.

She felt Big Mac's strong hooves grab hold of the front legs laying on the ground and pulled them a little closer to her back hooves. She her the devices jingle a little, before they were clicked into place and she felt the full constriction of the device.

“Ah'm done.” Big Mac said smiling, admiring his handiwork as he had Twilight face down and flank up before him. It certainly wasn't a sight he had ever expected to see, but he was glad to have the opportunity now.

Twilight lightly struggled against the bindings that attached her legs, feeling the constriction and inability to move. She couldn't help but close her eyes and let out a small mewl of pleasure from the feeling. She was failing at expressing how much she was enjoying this.

“How does it feel Twi?” Big Mac asked, taking his eyes off her flank to look at her face once more. He could see the bright red blush forming on her face and the gentle rise and fall of her chest as she enjoyed herself.

“It's... Different...” Twilight struggled not to pant, to keep her breathing under control as she talked. She felt like such an object in this position, like she wasn't even a pony anymore. She was being dominated, and even though she could stop at any time, she kind of just wanted to linger like this. To be bent over and humiliated as Big Macintosh's toy. She didn't understand why she was getting such a thrill from it, but her brain was lost in the pleasure.

Twilight let out a sharp gasp as she felt Big Mac's hoof touch the nape of her back. His gentle hoof began to draw small circles on her back, her breath starting to grow sharper and more frantic as he touched her. He was really doing it, he was starting to touch her however he liked. He was gently caressing her fur, drawing little lines up and down her back, moving over to the side of her body. Twilight could feel the heat of his hoof on her body, the sensation of being his little play thing under his touch.

“How do ya feel Twi?” Big Mac asked, a smirk on his face. Twilight could see his face from her limited view-point, that smirk on his face heating her up more.

“I... I...” Twilight sputtered, trying to put words to her feelings. Her whole body shivered under his powerful touch, with her body so helpless she wasn't sure what to say or do. “I feel... Good...” She embarrassingly muttered. This only made Big Mac smiled broader, as his hoof began to travel down onto her wings. Twilight buried her head into her pillow and let out a low groan of pleasure as Big Mac's hoof traced the edges of her wings. She knew her wings could be sensitive, but with her strapped into this position, the sensitivity of them seemed to multiply. They sprung up from her back in arousal, causing Big Mac to chuckle softly to himself and for Twi to feel even more humiliated than she already did.

Twilight's panting grew heavier into her pillow as Big Mac continued to trace his hooves along her wings, playing with her body so casually. She could feel the moisture from her backside growing more intense, still hidden behind her tail, but she couldn't stop the dribble of ecstasy from starting to roll down her hind leg. It felt so mortifying to know that she couldn't stop her need from dribbling from her body, wipe it away, or keep it hidden forever. Big Mac was going to notice soon, and if she didn't want to be humiliated by it she had to speak up and stop him.

But at the same time, she didn't want to say anything to him.

Big Mac's hooves grew bolder as they started moving away from her wings and more towards her flank. Twilight's body shivered as she felt the hoof crawl down her fur and towards her rear end. She bit her bottom lip as it grew closer and closer. He caressed her cutie mark lovingly, admiring each of the details placed onto her fur. She shuddered and shivered in delight as his hoof gripped her.

Then he was doing it. His hoof pushed down and enjoyed the sweet, soft sensation of her supple ass. Twilight couldn't believe it, another pony was really grabbing hold of her there. It felt so strange, and yet it felt so right. Big Mac's hoof pushed down and gripped, squeezing it fully and massaging it around. Twilight squirmed and groaned against her pillow, the sensation of her body being touched and used filling her mind with ecstasy. Her tail still covered her most private area, but there was no doubt he had noticed her need slowly dripping down her leg by now.

“Ya'll have a beautiful body Twi.” Big Mac spoke in his rugged, deep voice. Twilight's breath caught in her throat at his words, unable to believe he'd said that. She knew she wasn't ugly, but any stretch of the imagination, but she'd never really considered herself beautiful either. That was a word reserved for ponies like Rarity, or Princess Celestia. Not bookworm Twilight, who washed and bathed regularly but never took too much extra time to look 'pretty'.

Big Mac's hooves did most of the talking for him though, with his hooves caressing the curves of her hind legs up and down, up to the plush firmness of her rear again. The way he touched and handled her, he really did think she was beautiful. It was so hard to breath and yet her mind asked him to never stop. His touch felt so good it was driving her crazy.

“Bindin' a pony like this is usually foreplay.” Big Mac began to explain, though his touch never stopped caressing every curve of her body. “It makes you an object fer another pony to use. It's not fer everypony, but ah can tell ya seem to like it.” Twilight could only let out a muffled whimper at that, trying to hide her embarrassment was impossible by now so she could only moan in response.

“Ah do know ya bought a paddle yesterday too. Ya'll are in a perfect position fer a spankin', did ya want to try?” Big Mac asked as he purposefully gave an extra powerful squeeze to her rear. Twilight bit her bottom lip tighter as she felt his powerful grip just taking pleasure in feeling up her body. She had to admit to herself that she wanted to be spanked, she'd already tried it and had found it to her liking, but did she want Big Mac using her paddle on her already?

“Ah'll start with mah hoof then. Just tell me if ya don't like it.” Big Mac asserted. Twilight's eyes shot open and she turned her head to look at him. He was really going to do it. Her heart felt like it was about to explode in her chest from how fast it was beating as she watched Big Mac's hoof pull back. She felt like she should've said something, but no words escaped her throat. He was pulling back, ready to strike her.

SMACK.

Twilight gasped as Big Mac's hoof collided with her ass. The rippling sensation soared through her back and into her brain and made her gasp for air. The sting of her skin from being smacked lingered, the sensation of having been struck in such a sensitive area... She loved it.

A second smack soon followed, another gasp escaping Twilight's mouth, followed by a low moan. Her body shivered with desire, the heat of his blows were filling her core and burning her mind with desire and need. Her body instinctivley pushed out a little, as if asking for another strike. Big Mac answered her body with another swat, eliciting another moan from Twilight.

“Ya'll seem to enjoy that.” Big Mac couldn't help but admire how worked up Twilight was getting. Her body was shivering and lightly writhing on the floor, her head continuously being buried into her pillow. “Would ya like to try the paddle now?” Twilight could hardly talk with the state she was in, gentle moaning into her pillow over the cool air that was caressing her sore rear. She could only barely muster a gentle nod of her head, which Big Mac understood clearly.

The large stallion got up from his position and walked over to her bed, reaching under where Twilight had gotten the bindings and found her box of private possessions. Grabbing hold of the paddle she had purchased, her walked back over to the bound mare and smiled. He rested a hoof on to the cheek he had been smacking and gently rubbed it. Twilight shivered at his touch, feeling a bit of relief from the light stinging that had followed the smacks.

“Now, ah'm more than happy to use the paddle on ya Twi,” Big Mac spoke, “But if ah'm gonna use it properly, ya need to move yer tail.”

Twilight froze once more. Her tail had so far been hiding her precious spot, the part that she showed nobody and that was burning with needy desire right now. When unaroused or not being used it was always hidden by a natural barrier of magic known as 'decency magic' that every pony was born with, but she was on full display beneath her tail. And Big Mac was ordering her to reveal that to him.

“Do... Do I have to?” Twilight weakly muttered, squeezing her eyes shut with embarrassment.

“No,” He spoke simply, “But ah won't be able to use the paddle as well as I could if ya did.”

Twilight gulped down her nerves. She didn't know if she was ready for this or not, but her mind was slowly being eroded away by the sheer pleasure that was coursing through her mind from everything that had happened so far. If the two of them were going to keep doing this, it was only a matter of time before he saw everything that was her anyway, so did it really make sense to wait till later?

Twilight let out a frustrated, pleasured groan as she squeezed her eye shut and buried her face into her pillow. Then, with a somewhat reluctant sweep of her tail, she moved it to the side of her body and finally revealed her moist sex to both the air and Big Macintosh.

Twilight could feel his eyes staring into her, the clenching of his hoof on her plump rear only reinforced the fact that she knew he was staring at her. Her whole face must've been cherry red at this point from embarrassment, she could feel the heat emanating from her own pillow. Her sex was moist, dripping with needy fluid, she was so hot back there she felt she needed some release. It was driving her mad, and having Big Mac stare at her most shameful spot was only adding to it's intensity.

“Beautiful.” He muttered quietly, eliciting another mewl of pleasure from Twilight's shivering form. In that next moment he gently pressed the wooden paddle against her fur, gauging where he was going to start spanking her from. Twilight's body tensed in preparation, ready for him to administer his punishment.

SMACK.

The sting of the paddle was different from Big Mac's hooves. The paddle was harder, more merciless. The rippling flow of pain and pleasure was more intense and left Twilight gasping for air. A second smack came down and Twilight's moans grew more audible for the sensation. Glorious, burning heat melted into her body through her backside, pleasure raked at the base of her brain and she couldn't stand how much this affected her.

A third and fourth smack came in quick succession, and Twilight's desperate panting moans grew louder and needier. She needed this, she loved this. She loved being humiliated, she loved being treated like an object, she loved having this pain inflicted upon her back. She needed more, her body was writhing with pleasure as Big Mac continued.

A fifth smack and Twilight erupted with a loud groan, her head flying back before landing back on the pillow. She wiggled her ass on her own, asking, pleading, demanding to be struck again. She was so close, her body was almost there, she just needed more, she needed to be pushed.

Big Mac pulled back for one more, and smacked her ass with the hardest of the blows yet. Twilight's mind exploded in ecstasy, her voice crying out in desperate moans as her body shuddered with pleasured ripples and her sex dripped extra fluids faster than before.

Her breathing grew heavy as the explosive wave of pressure began to die down, and her whole body began to relax. She shuddered and shivered as the last bits of pleasure swam through her body, and her breathing began to hit a normal pace.

Big Mac's hooves were back on her ass, gently caressing the slowly reddening area. He reached into the saddle-bag he had brought and pulled out a small bottle. Squeezing some ointment from it, he then began to gently apply it to her backside, making sure to cover all of the red areas he had struck that night.

“This'll help prevent bruising, swelling, and help ya recover faster.” He explained simply, making sure her plump rear was well taken care of.

“T-Thank you...” Twilight panted, her energy escaping her. This position was finally starting to tire her out and she wanted to collapse. It was then that she remembered that she could undo the bindings herself, and quickly pushed her hooves forward and turned them. The shackles on all of her legs instantly loosened and she felt freedom to move around once more. With Big Mac finished rubbing the ointment into her skin, she collapsed onto her side, her chest heaving up and down as she took big gulps of air.

“Glad ya enjoyed yerself.” Big Mac couldn't help but smile, raising a hoof to her head and gently stroking her mane. The sensation sent a little shiver down Twilight's spine, amazed at how gentle the stallion could be after he'd been so rough.

“It's always important for yer partner to take care of ya after a session.” He explained, still stroking her mane, “So if ya need anything, just let me know.”

“You were wonderful...” Twilight expressed, closing her eyes to enjoy the gentle petting Big Mac was giving her. “I learned a lot...”

“Mah pleasure.” Big Mac smiled. Twilight laid there for a moment or two, taking in gentle deep breathes. The petting of Big Mac was so soothing and her body was so tired after having experienced so much in one night.

The gentle stroking of her mane, the calmed deep breathes, her heart finally starting to calm down after working so hard. There was a peaceful serenity to her night now, and all the worries and stress of her days had finally started to melt away. She truly was at peace for the night, without a single care left in the world now.

Before she realized it, she had drifted off into a peaceful slumber.

Chapter 3

“So,” Rarity said, placing down her tea glass after having taken a sip, “Tell me, EVERYTHING.”

Twilight's face flushed as she rubbed the back of her head, remembering the events of last night fairly well. Rarity knew the two of them had spent the night together too, so it wasn't like she could just hide it.

“I-It's not like anything major happened Rarity.” Twilight tried chuckling to relieve some of the tension she was feeling, “I mean, he came over and we mostly talked for a bit.”

“'Mostly'?” Rarity said with an eyebrow perked, causing Twilight to cough into her hoof and take another sip of her tea. “Come now darling, you must tell me all the juicy details of your encounter! I've heard a lot of juicy rumors about Big Macintosh, though I've never been able to confirm if they were true or not.”

“Rumors?” Twilight asked surprised. That was the first she'd heard of that.

“Oh most certainly. A quiet, self-kept, hunk of a stallion like him get's the attention of a lot of mares around town. I've heard a lot of rumors about his various talents in the bedroom. I've heard many reports of mares being absolutely satisfied after getting a visit from him.” Rarity chuckled, thinking back to them.

“Oh, is that... right?” Twilight paused for a moment to think over Rarity's words. They were just rumors after all, but Big Mac was the one who had walked up to her and started a conversation in the sex shop. From what she knew of Big Macintosh, it could have been just as likely that he was helping her out as a gesture of kindness as much as he might have been looking to just have a random one-night stand. Though, she was sure he wouldn't treat her as just a mare to sleep with on account of them knowing each other... right?

“But enough about that for now darling, you really can't expect me to believe you two didn't do anything more than just TALK.” Rarity smiled as she stirred her cup of tea, “Do tell please.”

“I uh, well...” Twilight stammered, thinking about her words. “Well, he came over and offered me a pie Apple Bloom had been practicing to make.”

“Ah yes, those were quite delicious. Applejack gave me one too.” Rarity nodded, “So he gave you a pie...”

“Well, then we went up to my room and we had some tea with the pie. We talked for a little bit, and he asked if I knew how to use the equipment I'd bought.” Twilight began to blush more as her story went on. It didn't help to have Rarity intently listening in with the occasional 'mhmm' and nod. “Well, then we got out the bindings I had bought, and he showed me how they properly bound around my legs and restricted my movements.”

“Now it's getting exciting.” Rarity chuckled a little, much to Twilight's blushing. “Go on.”

“W-Well, after that he... He uh, started touching me all over.” Twilight fidgeted in place, remembering the feel of his hoof on her body. “He played with my body for a bit, then he got the paddle I had bought and uh... He used it on me.”

“Oooooo, Twilight got adventurous for her first time.” Rarity grinned, taking a sip of her tea.

“First time?” Twilight blinked, a little confused by her words.

“Well, yes darling, didn't you and Big Mac go 'all the way', so to speak?” Rarity asked raising an eyebrow curiously.

“Oh... No, actually I... Kind of fell asleep after he used the paddle.” Twilight rubbed her head awkwardly, not sure what Rarity was expected. The white mare was certainly surprised for sure. “I think he carried me to bed, since that's where I woke up. He left a note thanking me for the fun time and said he'd like to do it again sometime. I'd just have to talk to him if I wanted more.” Twilight tried to chuckle, though she could tell Rarity was giving her a curious look.

“Well, good to know Big Macintosh has some manners.” Rarity nodded before taking another sip of her tea, “Though falling asleep on a guest without satisfying him? I would think that is terribly rude Twilight.”

“I didn't mean to...” Twilight said, quick to her defense. “It all just sort of happened so suddenly and then, I was tired and I just drifted to sleep. I mean, I enjoyed myself more than I ever have while on my own, but...”

“But nothing darling.” Rarity said, giving Twilight a short 'tsk tsk' while shaking her head. “Big Macintosh took out his time to not only teach you, but to help you enjoy yourself and relax. The least you could do is reciprocate the favor.”

“I know, you're right.” Twilight said, her ears folding back, “I didn't really think about it, but he was so wonderful and his letter said he had fun so...”

“I think you should make time in your schedule to go meet him again.” Rarity smiled, a bit of mischievous smirk on her face. “He's usually working on the farm around this time, I'm sure you could find him while he's alone.”

“I suppose... But don't you think it's a little soon? I don't want him to think I'm desperate...” Much as Twilight wanted to have another fun learning session with Big Macintosh, she really didn't want him to get the wrong impression of her. After all for as long as they'd been friends he'd never seen this side of her before, it was almost like they were actually meeting for the first time now.

“Hmmm... Well if that's the case, then why don't you head to the farm on official Princess business?” Rarity rubbed her chin, that devious smile returning. “Go to see Applejack, but say you couldn't find her in the house and you just happened to run into Big Macintosh while looking for her. You can hand him the 'important business' and then thank him for the last night and most likely set up for another session.”

“That's... Not a bad idea actually.” Twilight said, thinking it over. She did have some paperwork she needed to give AJ, though it wasn't anything important, mostly just a re-review of the farming regulation laws being added to help ensure the continued safety of farms even during low-business seasons. She wanted Applejack's opinion on it before it got pushed into finalized law, but Big Mac would work just as well.

“Alright, I'll go see him soon.” Twilight nodded with a smile, “Thank you Rarity.”

“But of course darling. When it comes to matters of romance, I've come to find myself to be an expert these days.” Rarity said a little smugly, gently bobbing the coif of her mane.

“Even when it doesn't go well for you?” Twilight couldn't help but tease Rarity a little. The flustered look on Rarity's face gave her a chuckle.

“Yes, well, not every romantic endeavor can be a success, now can it?” Rarity coughed before taking another sip of her tea.

“Of course.” Twilight couldn't help chuckling at getting Rarity a little flustered in return. “Though speaking of, how was your night with Spike last night?” Twilight asked out of genuine curiosity. Rarity just blinked for a moment before giving a return chuckle herself.

“Do you really want to know darling?” Rarity asked with a sultry hint to her voice.

“Ah-heh, perhaps on second thought I don't want to know.” Twilight awkwardly laughed, blushing as she tried not to imagine Rarity and Spike in an intimate embrace.

-~-~-~-~-~-~-~-~-~-~-~-~-~-

Twilight walked through the Apple Tree field, a nervous yet excited tension in her chest. Having been friends with Applejack for so long, she'd started memorizing when she would be busy working in the fields. As such, she knew that right around this time, with the sun a little past high-noon, that Big Mac was most likely picking apples by himself at this time. Applejack was likely either in town selling, at home going over bills and earnings, or just hanging around somewhere with some friends. Twilight was very certain she'd have some alone time to talk with Big Macintosh.

As she wandered through the field of trees, she heard the faint echoing of the familiar sound. Powerful legs striking trees and the many softer thuds of apples entering a basket. Brightening up at having found her target, Twilight picked up her pace a little and began trotting for the sounds.

It didn't take long before the red stallion came into view, unloading his latest basket of apples into his cart. Twilight stopped for a moment, seeing the stallion as he walked over to the next tree to pluck it's fruit. Image's of the night before flashed into her head, seeing the overbearing dominant stallion looking down at her with a smile, heating her body up so intensely. Her face flushed and she had to shake her head to try and get rid of the thoughts. He looked like a completely different pony outside of the bedroom. Twilight had a hard time believing the pony before her was the same who had made her putty in his hoofs the other night. If she hadn't experienced it herself, she would find it hard to believe.

She gave her head one more gentle shake, took a deep breath to calm her heart, smiled, and walked over to the red stallion.

“Hey Big Mac!” Twilight said catching the stallion's attention, “I'm glad I ran into you here.”

“Howdy.” Big Mac returned with a smile, the usual stallion of few words he was.

“I wanted your opinion on the new Farming Regulations that will be going into affect next week since they'll be directly affecting you and your family.” Twilight said, her horn lighting up and grabbing hold of the documents in her bag and holding them out to Big Mac. He took them in his hoof, opening them up to start reading. “I'd normally go ask Applejack for her opinion on the matter, but uh, I was having difficulty finding her, so since I found you first, I thought I'd ask you.” Twilight spoke her little white lie. She really just didn't want to come off as needy or clingy to Big Macintosh, though at the same time she really did just want to talk to him again.

“Eeeeyup.” Big Mac said with a nod, rolling the paper back up before handing it to Twilight.

“Oh, does everything seem good to you?” Twilight asked, taking the paper and double-checking it's wording one last time. Big Mac gave a nod of approval and Twilight smiled, putting the document away. “I'm glad, I know you and Applejack have struggled to keep money afloat during the down-seasons, so I really wanted to make sure that your agriculture doesn't suffer as many issues. Sweet Apple Acres is one of the most important suppliers of crops in Ponyville and Canterlot, so ensuring it's continued success is incredibly important for thousands of ponies.”

“Eeeyup.” Big Mac nodded with a smile in return. That made Twilight feel good, she was always glad that she could help out her friends whenever she could. And as Princess of Friendship, this was the least she could do for them.

With the paper put away, Twilight turned to look at Big Mac with a smile, seeing his smiling face in return. She knew she wanted to talk more about last night, but suddenly the words got caught in her throat. She felt her smile become a little more forced and the air turn awkward as she circled her hoof in the dirt. A light blush formed on her face as she turned her head, trying to think of what to say.

“So uh...” She spoke first, before coughing and clearing her thoughts, “About last night... I'm uh, I'm sorry I fell asleep on you. I wasn't expecting the feelings to be quite that... Intense, and I just fell asleep without thinking.” Twilight admitted, blushing a little harder at that, but wanting to help clear the air.

“Eeeyup.” Big Mac nodded in understanding. Though it was a word of affirmation, Twilight got the feeling that he was saying that it was alright from his tone of voice.

“I was also, sort of interested in maybe...” Twilight fidgeted her hooves on the ground, “Continuing our lessons?”

“Eeeyup.” Big Mac said with another nod. Twilight felt her heart thump against her chest as a genuine smile returned to her face.

“Oh, I'm glad! I was a little worried I'd turned you off after last time.” Twilight awkwardly laughed at that, relief coming over her. “I really did enjoy it, and I learned a lot! I was really looking forward to another lesson from you. So uh... When would be a good night for you? I can get my schedule cleared for you.” Big Mac took a moment to think it over, a hoof stroking his chin as he though.

“Tomorrow.” Big Mac spoke up, “If yer free.”

“Tomorrow night?” Twilight reaffirmed with her question, “Yeah, I can make that night free! Same time as last time?” Big Mac nodded his affirmation. “Great! I mean, uh, I'm glad you're as eager for this as I am.” Twilight awkwardly chuckled. “I still have some work to do as Princess though, and I'm sure you need to finish with the fields. So uh, if you ever need to talk about anything, feel free to visit the castle anytime, alright?”

“Eeeeyup.” Big Mac returned with a smile.

“Good!” Twilight smiled, “I'll see you soon then.” Twilight nodded and turned around, heading back towards the castle. She felt like she light on her hooves, giddy with joy. Big Mac really did seem to be as eager to have another session as she was, though it was a little hard to gauge by how much. She just had happy thoughts of when she'd see him next as she trotted out of the field.

As Big Mac returned to bucking apples, he couldn't help but let out a chuckle. He really did think the Princess was cute, even if she was a terrible liar. If she had really been looking for AJ first, she would've come from the other direction where the farm was. It was fairly obvious she had wanted an excuse to come talk to him, and he was alright with that. He'd make sure not to mention how easily he saw through her when they saw each other tomorrow night.

-~-~-~-~-~-~-~-~-~-~-~-~-~-

Twilight had spent most of the day getting ready for her next encounter with Big Mac. Of course she had attended to her royal duties and had spent time with her friends, but once she was home and ready for bed, she had been sitting down with Rarity's literature and studying them vigorously.

Twilight wasn't sure if she was ready to fully mate with Big Macintosh, though Rarity had been right in that she shouldn't be the only one getting anything out of the time they spent together. In all of the books Rarity gave her, it seemed to show that a healthy sexual relationship with a significant other always involved giving pleasure to the other in equal parts. It was obvious this was often achieved with coitus, but when not involved oral stimulation was often the trade off.

Twilight had a hard time imagining herself doing that though. Just the image of her pleasuring Big Macintosh with her mouth was such a hard concept to fathom that she'd have to have it happen if she wanted to know what it was like. And that worried her, as the books she read often described how much the partners preferred experienced partners.

Would Big Macintosh really be satisfied with her if she tried to do that for him? If Rarity was right about the rumors she'd heard, there was no doubt that Big Mac had had several lovers, and she'd be compared to them as well. The thought terrified her. Suddenly pleasuring Big Macintosh was starting to feel like a test, one she hadn't properly studied for or done any practical practice for. And if she failed, then it could mean losing out on not only future learning sessions with Big Mac, but also possibly ruining her friendship with him. And in a worst case scenario, her friendship with Applejack.

Twilight was able to keep herself calm with a few collected deep breathes, before running a hoof through her mane in frustration. She'd taken plenty of notes of the techniques displayed in her books, but she only knew the theory behind proper oral technique. And as she knew, knowing how to do something and actually doing it were two very different things.

But it was very possible that Big Macintosh wouldn't do anything like that with her that night. After all, during their first session he had bound her and spanked her, much to her delight. The vivid memories of that night still gave her nethers an extra tingle to it, one she had suppress during moments where such behavior was inappropriate.

Still, with more rigorous study of the romance novels, Twilight had started to figure out some basic rules and etiquette that would go into these events, and she had an idea of where to start a conversation with Big Mac once he arrived. She only hoped that Big Mac was still willing to just let her learn and not quite test her on these things yet, after all it didn't make sense to test someone who had just began a class.

Her thoughts were interrupted by the loud knocking that signaled Big Mac's arrival.

“Coming!” Twilight cried out, her voice echoing down the main hall of her castle and would be audible to the pony standing outside her front door. With a flick of her magic her books and notes were stored in her box and shoved away beneath her bed, and with a spring in her step she quick made for the door.

“Good Evening Twi.” Big Macintosh greeted her as the front doors opened. Twilight was relieved that her visitor was indeed the red stallion this time, and not any surprise visiting siblings.

“Good Evening Big Mac, I'm glad you could make it.” Twilight smiled and let the stallion in, quickly heading back to her room with the stallion following. She was glad that Rarity was so understanding and accommodating by keeping Spike out of the castle whenever Big Mac showed up. She considered herself fortunate that the two were getting along so well now, she was happy the two found enjoyment in each others company.

Once the two reached her room, Twilight closed the door and took another deep breath to prepare herself. This time she wanted to be the one to start the conversation proper, and she wanted to follow on some of the notes she'd learned from her books.

“Well,” Twilight began, sitting before Big Macintosh, “Since our last session I've been doing much more research from my resources, and I felt it'd be important to ask some questions before we started doing anything physical tonight.” She explained simply. Big Mac nodded in understanding and she was thankful he seemed so understanding.

“Alright, well, my first question then, do you think a 'Safe Word' would be important for us? I noticed that 'Safe Word's were used fairly commonly throughout several of the works, though they were rarely if ever actually used.” Twilight was going to ask questions starting from the top of her notes, and this was the first one she had noticed while taking notes.

Big Mac rubbed his chin in though, thinking over his words before he spoke. He wasn't usually much of a conversationalist, but that didn't mean he couldn't do it if needed.

“Safe Words are like an 'Emergency Stop' signal.” Big Mac explained simply. “Ah would prefer it if ya just tell me if somethin' is wrong than sayin' a safe word. For instance, if ah have ya tied up and part ah it is too tight, ah would rather you say so so that ah can loosen it. If ya said a safe word though, ah'd want to untie ya entirely and make sure yer okay.”

“I see.” Twilight said, thinking it over in her head as Big Mac nodded. “Are there any instances then where a 'Safe Word' would absolutely be necessary then? I imagine it wouldn't come up as often as it does if it had no use over just simply talking to your partner.”

“It's used in two situations mostly. The first is as ah told ya, makin' sure yer okay and safe.” Twilight nodded in understanding, “The other is for Non-Consent play.”

“Non-Consent play?” Twilight asked confused. “But wait, if you do something to a pony who isn't giving you there consent... Then isn't that just...”

“That's not it.” Big Macintosh shook his head. “Non-Consent play makes it seem like one of the ponies don't want it, but truthfully they actually do.”

“Wait, isn't that a contradiction?” Twilight rubbed her head trying to make sense of it.

“Sorta. Ya'll know that 'No means no' right?” Twilight nodded her head. “Well, Non-Consent means yer sayin' 'No', but ya mean 'Yes'. Some ponies get a thrill outta feelin' violated by a pony they trust, so they might say 'No' or 'Stop' or other phrases like that, but they actually want their partner to continue. This means they need somethin' that means 'No' or 'Stop' fer real, and so they make a Safe Word.”

“...Oh, I see...” Twilight said putting a hoof to her chin in though, “I had no idea such a fetish even existed...”

“Eeeeyup.” Big Mac nodded.

“Well, if you put it that way, I suppose we really wouldn't need a Safe Word for learning. But, at the same time, just to be careful, I think I'd like to set one up anyway. Just in case we decide to try out something that just feels 'wrong' to me, or if an emergency should happen. Would that be alright with you?”

“Eeeeyup.”

“I'm glad. Now, I have actually been thinking over a few possible safe words that we could use just in case we needed one.” The ever prepared Twilight smiled as she gloated a little, “So I wanted to go over a few of my suggestion with you.” Big Mac nodded. “Alright! Well, my first suggestion for a safe word was 'Quantum Magic Dispersal Theory'.”

Big Mac blinked in confusion. He shook his head and said, “Pardon?”

“'Quantum Magic Dispersal Theory'! I've been studying up on the subject a lot and it's really quite fascinating! The sheer fact that our entire universe might be composed of a single piece of magic stretched irrevocably thin throughout everything gives a whole new meaning to both life and existence itself! Everything is a calculated formula upon which this magical string vibrates, giving everything-”

“Uh, Twilight.” Big Mac interrupted her train of though, “Not fer nothin', but a Safe Word should be short and simple.”

“Oh... Uh, you're right, that is a bit of a mouthful.” Twilight chuckled and blushed, pushing her hooves together awkwardly. “Well, how about-”

“Yer safe word should also not be somethin' yer likely to say.” Big Mac explained next. “It should be almost random. Ya don't want to accidentally say it durin' play.”

“Oh... Uhhhhh...” Twilight rubbed the back of her head in thought. All of the words she had come up with were either long, or were subjects she was quite fascinated with. She certainly couldn't deny the possibility of her talking about one of them with Big Mac while they're setting up a play session. “Well uh, what's a Safe Word you've used in the past?” Twilight differed her answer to her partner.

“Orange.” Big Mac said simply.

“Orange?” Twilight said a little surprised, Big Mac nodding at her. “Huh... I guess that would make sense for you... Would it be alright if we used Orange for our Safe Word then?”

“Eeeeeyup.”

“Excellent!” Twilight smiled and clapped her hooves together. “Then that settles my first question perfectly. Now for my second question...” Twilight cleared her throat, her face softly flushing as she brushed the hair on her chest. “One of the things that happens a lot in my research is having the 'submissive' pony calling her 'dominant' partner 'Master' or 'Sir' or something like that. Did you... Want me to call you by something like that during our sessions?”

This was a question that was a bit more personal, but one Twilight was very curious in. When she imagined herself calling someone she cared about 'Master' or 'Sir', it did send a small tingle down her spine. She hadn't ever thought she would be into that as if someone had forced her to call them that, she would've liked forced them into submission to teach them a lesson. But if Big Mac wanted her to call him that, then she wouldn't mind if it was kept to when they were in private.

“Hm.” Big Mac hummed as he scratched his chin in thought again. He seemed to be debating something in his mind, and the thought that he was thinking it over made Twilight squirm in her spot.

It was then that he reached behind him and grabbed a small container out of the saddle bag he had brought with him. It was a small black box that he lifted and placed on the small table next to them.

“Ah asked Love Spark to make this fer ya yesterday after ya came to talk to me, and she had it done today. But ah wasn't sure if it was too soon fer me ta give it to ya or not.” Big Mac shook his head, before pushing the box over to Twilight. She blinked at it curiously, picking it up with her magic. “But since ya asked that... If ya'll accept it...” Twilight carefully opened the lid.

Inside of the box was a black collar, with two sets of purple streaks half-way down both sides of it. The inside was lined with a beautiful magenta velvet, and in the center was a small hook with a gold apple hanging from it.

“Whenever ya wear it, ah would want ya to call me 'Master'.”

Twilight felt her heart thud against her chest again. Her face was heating up as she stared at the black collar and realizing what it meant. It wasn't just a gift from Big Macintosh, it was a symbol of his dominance over her while they were doing these sessions. She had to admit that it did feel like they were moving really fast, but at the same time they'd already jumped straight into this, so in a way it felt appropriate.

Twilight removed the collar from the box and looked it over in front of her. It really did look like it was made of amazing quality. If she didn't know better, she'd have thought Rarity had made it just for her. It filled Twilight with nervous anxiety and anticipation.

It was an object that if worn, would make her an object to Big Macintosh. But at the same time, it also meant that Big Mac not only wanted her, he wanted to keep doing things like this with her. And that thought made not just her blush brighten, but her spirits too.

With a quick gulp to calm her nerves, she reached a hoof back and pulled her hair out of the way, before levitating the black collar into position. The velvet insides felt cool against her neck as they wrapped around her, before finding their home within the buckle and snapping to a close. It was a bit of a snug fit, but by no means uncomfortable. It was as if it really was made just for her neck. With the collar properly in place, she let go of her hair, it cascading back down onto her shoulders.

“How do I look... Master?”

For the first time, it was Big Mac's turn to gulp. He hadn't quite been prepared for how powerful that assault was, but it had been breathtaking. He knew Twilight was a beautiful mare, but he saw through to her true beauty in that moment, and he loved it.

“Beautiful.” Was all Big Macintosh could say. His words brightened Twilight's blush as she giggled, surprised at Big Mac's reaction. She knew the stallion had difficulties displaying emotions at times, but that one had been clear as day. He found her attractive, and that small notion felt like a small warm sun in her chest.

“So,” Big Mac coughed into his hoof real quick, getting his composure back to it's normal state, “Did ya have a third question?”

“Oh uh...” Twilight needed a moment to rewire her brain back into her proper questioning state. She had had a third question, but it slipped her mind at that very second. She thought about it for a moment before it finally came back to her. “Oh! Yes, I did. Well, it's less of a question and more of a discussion really. I know you're teaching me about sex and sexuality, the real experience of it, not the one in my books. But I realized that I know very little about what I find sexually appealing or sexually interesting, or if I even have any fetishes. I think we discovered that I enjoy spanking,” Twilight's cheeks flushed as she mentioned it, “But I'm not sure about anything else I might like. So I was wondering if you might tell me about the fetishes and sexual interests you had Big M-... Master.” That was going to take her some adjusting.

Big Mac returned to stroking his chin in thought, which Twilight had noticed had led to good results so far. It was also when he became his most talkative.

“Ah can't say ah have many.” Big Mac admitted, “Ah do like tah be a 'Master', but ah like makin' other ponies happy. So whatever you want to try Twi, ah'm willin' to try with ya. And if ya just want me to play with ya, ah can do that too.”

“I see...” Twilight said thinking about that. It didn't help her too much with her current question, but it did seem that Big Mac wasn't about to do anything that she really didn't like. And if she didn't like it, then he'd be more than willing to stop doing it. Basically, she was just a mare for him to use so long as she was enjoying herself.

If that was the case...

“Alright then, Big M-...” Twilight cleared her throat and started again, this time trying to lower her voice to be what she thought might sound a little 'sexier', “Then Master, I'm going to leave my fate in your hooves tonight.”

“Whatever ah want?” Big Mac asked for confirmation. Twilight nodded her head with an affirmative hum, certain that whatever Big Mac wanted she'd be okay with. If not, she could tell him or fall back on the safe word if need be. Besides, she did want him to have fun with their sessions to and not have them all be focused on her.

“Alright then.” Big Mac said, getting up from where he sat, walking across the room to Twilight. She could feel her heart beat begin to climb with each step he took closer. She took several deep breaths, trying to calm herself, not knowing what he was going to do with her yet.

Big Mac raised his hoof and brushed it against her cheek, looking into her deep violet eyes. Twilight stared back, her breathing rising slowly as she felt her face heat up. Big Mac leaned in closer, closing his eyes as he did, and Twilight followed his lead.

His warm lips pressed against her, feeling his weight bear into her. It was Twilight's first real kiss, and Big Mac's warmth was flowing freely into her body. She never knew such a small gesture could feel so heavenly, though that was the whole point of Big Mac being here. She was learning with him, and he was a wonderful teacher.

Big Mac moved his lips, drawing in more of Twilight and she followed suit, deepening the kiss they shared. She was tasting Big Mac now, a sweet taste filling her mouth that seemed unique to him. A mixture of his natural musk and his apple-based diet. The kiss was everything she ever dreamed a first kiss should be.

“Mmm.” Big Mac hummed as he pulled back from the kiss, smiling as he looked back into her eyes. “Ah'm goin' ta play with yer body tonight.” He spoke in his deep husky voice.

“Yes Master.” Twilight quivered a little, a shiver running down her spine in delight. She could already tell it was going to be a good night.

Author's Note

Next chapter, what happens this night~

Felt like splitting up the chapter so that you have the chapter of build up, then the chapter of stuff happening. Also allowed me to publish what I had so far and still have plenty set up for the next chapter.

Epilogue

“No!” Rarity gasped in playful shock.

“Yup!” Twilight giggled cheerfully, a bit of an embarrassed smile stretching her cheeks.

“My, my, MY! Celestia knows that a Princess having a lover is gossip worthy on it's own, but to have started dating? Twilight Sparkle, you are quite the scandal you!” Rarity chuckled herself, playfully teasing at Twilight's newly acquired love life.

“Oh hush!” Twilight playfully scolded Rarity back. “Big Mac is a truly wonderful stallion. I feel so comfortable with him, I really couldn't have asked for a better coltfriend.” She grabbed the cup of tea in front of her, taking a sip from it happily.

“Oh I wouldn't dream of saying anything bad about Big Mac's character darling, but you have to admit it was one juicy story. It almost feels like it came straight out of one of our romance novels.” Rarity giggled at the idea for a moment, before pausing and putting a hoof to her chin. “Actually, that's not a bad idea at all. I bet it could become a best seller.”

“Rarity...” Twilight pouted, pursing her lips as she looked dismayed at her friend. “You are not selling a story about my first time. That'd be so embarrassing.”

“No one would know it's you darling! Just think of all the extra money we could generate.” Rarity heartily laughed.

“I would know! And that'd be enough!” Twilight huffed, feeling her cheeks burning just from the thought of that story getting out already.

“Oh very well, I suppose your love affair can be our little secret for now.” Rarity chuckled again, lifted up her own tea cup to take a sip of it before looking at Twilight with a raised eyebrow. “Though you will have to tell AJ at some point you know. It's not very behooving to keep secrets from friends, especially involving their siblings.”

“I know, I know.” Twilight let out a sigh as she twirled a spoon in her tea. “We just started dating though. We promsied we'd sit down and talk about what that meant and where we were going to go from here but... We'll tell everyone once we're ready. But for now, just help me keep it under wraps, okay?”

“But of course darling. Helping keep whirlwind romances alive is a Rarity special.” Rarity flicked her mane dramatically. “...Of course this would be the first time I've done it, but never-the-less I will continue to do everything in my power to make sure your romance blossoms.”

“Thank you Rarity.” Twilight replied with a happy chuckle.

“No thanks are necessary darling.” Rarity tittered with a smile as she took another sip from her tea. She glanced up at a clock on the wall before realizing the time. “Oh dear! We've gossiped a bit longer than I expected, I promised Spike I would meet him in a few minutes.” Rarity explained, quickly putting her cup down. “We'll definitely have to catch up further once you've had more encounters with Big Mac. Do keep me informed darling.” Rarity quickly picked up her scarf and glasses, quickly adorning herself with the objects.

“Sure, it's the least I can do for you.” Twilight smiled, walking with Rarity to the front of the castle.

“You have a wonderful rest of your day darling.” Rarity hummed as she opened the front door walking out. To her surprise, a familiar red stallion was making his way towards the castle entrance. With a wry smile on her face, she greeted the stallion with a knowing look. “Good afternoon Mr. Big Macintosh.”

“Howdy.” Big Mac responded with a nod, a little confused by Rarity's look. Rarity countered with a chuckle of her own before moving on, Big Mac watching her walk away with a confused look.

“Oh! Big Mac, you're early!” Twilight exclaimed from the front of the castle with a big smile on her face. “Did work finish up early for you?”

“Eeeeyup.” Mac smiled as he came in closer. “Ah got ya somethin'.” He said as he reached the door, leaning over to the saddle bags he had brought with him.

“Oh! Big Mac you didn't have to get me anything...” Twilight blushed, not having expected anymore gifts. A grin formed on Mac's face as he undid the latch before reaching in and pulling out a series of black straps.

“This is the 'advanced' version of the restraints I showed ya before. Ah was thinkin' ah could show how they worked.” Mac said with a raised eyebrow and that plastered grin on his face. Twilight's eyes opened wide as her face became as red as a tomato.

“Ah-hah... Well... Um...” Twilight raised a hoof up to her mouth and coughed, before looking over her shoulder. “The castle is empty until tonight... And I supposed we could go up into my room...” Twilight's own smile began to form on her face as she looked back at Mac from the corner of her eyes. “Come on in sir.”

Big Mac chuckled at the remark, gently slipping the straps back into his bag and stepping into the castle as the door closed behind him.

Author's Note

I'd like to say there's a good excuse for why there was such a long gap between the last chapter of the story and the rest of it, but there really isn't. It was just life and a lack of inspiration getting in the way, even though I told myself I would eventually update this story.

But better late than never right? And hopefully it was a somewhat satisfying ending as well. I could have done a bit more with the story over all, but who knows if it would have been another year or two before I actually finished it, so at least I got this out.

I hope it was worth the wait for those who had been waiting, and enjoyable to anyone reading it for the first time. Thanks for reading everyone!

Chapter 4

Big Mac's lips were rough yet gentle, Twilight couldn't help but be amazed at how wonderful they felt against her own. Their hot breath mixed as they pressed the tender flesh against each other. Her hooves reached up and wrapped around the sturdy neck of her partner. Twilight's heart was beating fast, heating her body up with each passing second. She was being embraced by the large stallion and she loved it.

His tongue came next, to Twilight's surprise. Her hot breath brushed against it as it entered her mouth and began caressing against her tongue. She could taste him directly now, as their tongues squirmed and rubbed against each other. It was so different from anything else she'd tasted, yet she was enjoying it. Twilight pushed her tongue back, not wanting Big Mac to do all the work, following his lead into intensifying the kiss.

Twilight lowered her hooves down to Big Mac's barrel. She ran her hooves up against his chest, feeling the heat of his body and the thud of his heart through the muscle. She'd never been so intimately close with another pony before, the rough sensations made her shiver with delight. Big Mac's body was toned from all those years of farm work and she could feel every contour of the thick muscle through his fur.

His hooves caressed her next, running up the side of her front legs and to her shoulders. He cupped her neck and cheeks and deepen the kiss further, leaving Twilight needing air from the intensity. As their mouths parted she started panting heavily, the cool night air contrasting with the heat emanating from their bodies. Big Mac's hooves then began to travel down her body, touching up each and every curve that lined her body, resting his hooves against her cutie marks before squeezing.

Twilight gasped with a shiver as his mouth reached down to her neck and began to devour her there too. His lips kissed and gently bit at the fur, causing the intensity of her shivers to increase. A light moan escaped her lips, heat burning it's way from her neck down her body and up to her mind. She never realized just how sensitive her neck was. The hooves dug more into her flank, making her feel like she was being held by him. He was holding her like he owned her, and at the moment he did. With each suckle of her neck, delight spread more and more into her body.

One of his hooves moved away from her flank, moving inwards to caress her chest and stomach. His mouth moved away from her neck a moment to simply blow on the wet skin, causing Twilight to catch her breath in a gasp. His hoof drew small circles around her body, before starting to snake it's way lower. Twilight bit her bottom lip as she felt it begin to caress her pelvis, and instinctively tried to closer her legs, though Big Mac's strength stopped her.

A whimper escaped her muzzle as his hoof drew ever closer to her nethers, shivering at the anticipation and realization that he was going to touch it for the first time; that anypony other than herself was going to touch it for the first time. She drew in a sharp breath, and then let out a whimpered gasp as she felt his hoof touch those sensitive lips.

“Yer wet.” Was all Big Macintosh could say, feeling Twilight's natural overflow beginning to coat his hoof. Twilight buried her face into his neck and let out a mewling coo as her body ached and shivered to his every touch, she couldn't believe how wonderful his hooves felt against her. He was in complete control of tonight.

Gentle pressing and light twirls against her sex and Twilight's mind was swimming in ecstasy. It was so different from having her own hoof there, it was so foreign and yet so welcome. She had no control over how his hoof played with her, and yet that's what fueled her pleasure. Her hips wiggled and writhed against the constant, almost torturous, way his hoof was toying with her sex. She could feel just how wet she was and how wet his hoof was getting as a result.

She loved every moment of it.

“Twi...” His voice asked calmly as his hoof slowed their ministrations on her tender lips. Her body squirmed against the lack of touching, panting heavily as her body desired more. “Have ya ever seen a cock before?”

Twi's eyes opened wide as her mind registered what he had asked. She bit her bottom lip hesitantly, realizing that looking at Mac's member might lead to more heavy play. Twilight hesitated for a moment, before burying her head deeper into his neck and quietly shaking her head, feeling her face flare up with intense heat.

Big Mac couldn't help but smirk at her reaction, before slowly reaching up with his free hoof to grab one of her's. Twilight's body tensed as she felt him grab her, and slowly he brought her hoof down the length of his body. In the next moment, something hot was placed in her grasp. She sucked in a sharp breath of air and held it as she felt the hot texture against her hoof throb. She hesitated to even open her eyes, but her mind demanded to see what she was holding. With hesitant trepidation, she opened her eyes and looked down.

Big Mac's large cock was instantly in view, causing her eyes to widen in surprise at it. It was a real, her first time seeing a real male sex organ. It was hot and solid, but gentle and firm. She could feel it pulse with blood in it's engorged state.

It wasn't quite as big as the monster that had been on display at the sex shop, but it would've come in second place for sure. The pink color let the thick veins show-through as they throbbed up and down the length, the thick head twitching and quivering as small droplets of moisture formulated at the top, and the strong scent of musk wafted up just from it being exposed.

“Oh... Oh my... Big Mac...” Twilight gasped, her hoof squeezing a little harder, slowly beginning to move up and down as if on instinct. “It's... So big...” She bit her lip again, now worried about what she was supposed to do with it. She figured Big Mac was going to be large, but she hadn't quite counted on him being this large. However, she didn't hate it at all. It was almost a primal desire bubbling up from deep within her that filled her with pleasure as she just stared and stroked the large phallus.

Big Mac's cock was better than she'd ever thought it would be, better than any picture in a book could do justice.

Big Mac smiled, enjoying her starstruck look. Twilight just continued to stare as she stroked it slowly. She gulped some nervousness down, unsure of what she was supposed to do next but unable to stop herself. Big Mac raised a hoof to her hair, gently stroking a loose strand back into place behind her head.

“Why don't you have a taste?” Big Mac offered her next course of action.

Twilight sucked in another breath as she bit her bottom lip, just staring at it. Her cheeks flushed hot with the idea that she was really going considering diving straight into orally pleasing Big Mac. She knew Big Mac was likely going to ask her to do it at some point, it was why she had been studying it and hoping she would be alright earlier. But to have him actually ask, and this soon, was such a different feeling, she wasn't sure if she was ready to deliver.

His scent was so overwhelming, even from that distance. The books she'd read had said it would, but to actually experience it was another. It was heavy with musk, salt, and sweat and it stroked her mind in ways she never thought possible. Smelling it and staring at it was making her nethers burn with need and the idea that it was scary was slowly starting to vanish from her mind, as if she was hypnotized by it's length.

She knew she was going to desire it the moment she had seen it, but for it to be this intense had been unexpected.

“A-Are you sure... Master?” Twilight spoke hesitantly, finally breaking eye contact from it to look up into Mac's eyes. “I-I have no experience... D-doing that... I won't... Be dissatisfying?”

Mac chuckled softly at that, raising a hand to gently stroke her hair before bringing it down to her cheek and and smiling. “You'll be fine Twi.”

His deep voice was so reassuring, sending a wave of shivers down her spine at his comfort. She gently nodded her head and gulped lightly once more. “T-then I'll go ahead Master...” She spoke in almost a whisper as she lowered herself closer to his cock.

Big Mac leaned back a little giving her plenty of room and Twilight made herself eye-level with the organ. This close up, the musky scent was even stronger now, almost overwhelming her entire senses. She sucked in another sharp breath as she realized how tantalizing it was, seeing it that close up. She hesitantly wrapped her hooves around, feeling out it's length.

The foreign object in her hooves twitched and Twilight caught her breath, able to feel every wave of heat coming from it. She couldn't break eye contact from it, as if it was everything she had ever wanted in life. Her mouth was beginning to water, telling her she needed to taste it, to have it in her mouth, to make herself useful to her master and to start pleasuring him in any way she could.

Swallowing ack some of the juice gathering in her mouth, she opened her mouth hesitantly before letting her tongue hang out. She leaned forward and gently pressed the end of against Mac's flesh, tasting it for the first time. His flavor instantly imprinted itself into her mind, a bit of salt and sweat, but with an unmistakable musk that made it his own and covered her tongue in flavor. A little emboldened by how it tasted, she moved her head upwards, dragging her tongue against it's length slowly. Mac gave an audible grunt as her tongue traveled up the sizable shaft, soon reaching the tip. When she did, she puckered her lips and give it a soft kiss before pulling away to lick her lips.

It wasn't bad at all. She had been worried by how exaggerated the romance novels described stallions tasting, but Twilight couldn't deny that she had enjoyed that. It was almost like licking a salt cube, but less gritty and more smooth. She could really get used to the taste.

With her confidence growing she leaned in and took another lap at his length, resetting and beginning again once she reached the top. Mac's shivers became visible as the princess began to coat his cock with her spit. Graceful, long licks followed by soft kisses to the tip repeatedly.

“Twi.” Mac grunted through a groan as the princess reached the top of her lick again. She stopped and planted her lips against the tip of his cock, gently suckling on it as she looked him in the eyes expectantly. A look that could kill most stallions, even Big Mac. He let out a loud huff and pointed at his cock for her, “In.” It was a simple command, but Twilight understand the implication all too well.

She pulled her head back, watching a saliva strand break as she examined the engorged length before her. She swallowed deeply, unsure of how this was going to work. It didn't even look like it could possibly fit inside of her mouth with how large it was, but she also knew that a pony's jaw could be surprisingly flexible when it needed to be. However, it's length was what hurried her the most. She wouldn't be able to put even half of it in her mouth before his length would reach her throat and restrict her airways.

In the books, stallions loved entering a mare's throat, an act called 'deep-throating' that seemed to pleasure them far more than just the mouth could. However, it left the issue of the mare not being able to breath for periods of time, completely at the stallion's mercy. She wasn't sure if she was ready for that. She took a deep breath to try and calm her beating heart, gently stroking Mac's length as she looked him in the eyes again.

“I'll try... But let me go at my own pace, okay? I-I'm not ready for all of it...” She whimpered softly, hoping she wasn't being too reserved for him.

To her relief, Big Mac simply nodded his head in understanding and leaned a bit further back, propping himself up on his hoof so he could fully watch and enjoy. Twilight let out a light sigh of relief and smiled in return. “Thank you, Master.”

Knowing Big Mac wouldn't rush her now, she leans in closer to his tip. Opening her mouth, she let her tongue hang out once more and gave the tip a few experimental licks, causing Big Mac to let out another groan of pleasure. Taking one last deep breath, she pressed her tongue against the length of Mac's shaft, before wrapping her lips around the tip of his cock and slowly moving down.

It was such a different feeling from having too much food in her mouth at once. Her mouth was completely filled with his taste and scent, but she wasn't sure she was even able to fit more of it in. Her tongue was pressed against against the bottom of her mouth and against the length of his cock, writhing against each inch that invaded her mouth. Her nostrils flared for air as she suckled down on it, pulling her head up and dragging her tongue against his length as she went.

Twilight lowered her head as far as she could go, feeling a soft stopping point in her mouth. The mares doing this in the stories had always made it seems so easy. The descriptions always gave clear images of mares stuffing them down their throats with ease, swirling tongues and saliva everywhere. The stallions always expressed their approval too, like they were experts at this, something Twilight didn't feel like she was.

However, Big Mac was letting out soft pants and groans of his own, so she had to be doing something right. She opened her eyes a little, looking down at how much of his length was still left. She was barely half-way to his medial ring, which was only the half-way mark as it was. She let out a small whimper, feeling pathetic that she wasn't able to take in more of Big Mac to make him feel as good as he had been making her feel. She needed to push herself to go farther, to get more of him into her mouth as she could.

With a deep breath she lifted her head back, making sure to coat his cock with as much of her saliva as she could, before bobbing back down on his length. An extra inch disappeared into her mouth with the first bob, making her feel like she could do this if she put her mind to it. She gently began to bob her head up and down his length, making sure to suckle down on his flesh and massage the base of his shaft with her tongue with each bob.

This was doing wonders for Big Mac as his grunts were getting more vocal now, one of his hoofs reaching up and being placed gently on Twilight's head. The gentle strokes of her hair gave her encouragement that she was doing just fine, and continued her paced bobbing.

Each time she went down, she tried to push more of the thick flesh into the back of her mouth. Each time she went up she took a deep breath through her nose, inhaling more of Mac's natural scent, and exhaling as she went down to try and find more room for him to fit. Inch by slow inch she was feeling him closer to the back of her throat.

With one extra deep breath, she dived down onto him and felt the flared head hit the back of her throat as her lips touched the top of his medial ring. She squeezed her eyes shut as she gagged against the intruder near the entrance of her throat, her tongue thrashing against his flesh. She held him there for as long as she could, listening to low grunts escaping his throat from her work. She worked him as best she could until she felt her lungs begin to burn for air.

Twilight pulled her head back, sucking down on every inch she had managed to acquire, before his cock left her mouth with a satisfying 'plop'. A thick strand of saliva and pre-cum trailed from his tip to her mouth as she took several deep breaths, letting air fill her lungs and her body recovering from just how surprisingly taxing the blowjob had been.

“Mmmm... Twi, that was great.” Big Mac groaned deeply, sharing how much he had enjoyed her work while continuing to stroke her mane.

“T-Thank you... Master...” Twilight said between breaths, wiping her mouth of the fluids that had clung from the slightly messy blowjob. “I'm glad I could satisfy.” Big Mac leaned in closer to her, pressing his lips against her forehead as one hoof began to caress her sides and holding her close.

“Are ya ready for more?” He breathed deeply into her ear, sending shivers down her spine. She leaned into Mac, pressing her face into his neck once more as she thought over what he was asking. Her body was hot, it felt like there was fire burning through it that only he could quench. She needed him, she had to have him, in that moment he was her everything.

But was she really ready to go all the way? Even with her body burning so hot with desire, she wasn't sure. She shivered in delight as his hoof crawled down her back once more, a pleasured moan escaping her lips as his hoof landed on her ass once more, squeezing with need.

“M-Master...” She moaned softly into his neck, a grunt of acknowledgment coming from him. “G-Go... Go slow...” She whimpered quietly. Big Mac gave her a nod in return, kissing her forehead once more. He raised a hoof and gently ran it across her lips before leaning in and kissing her deeply there as well. Twilight closed her eyes and pushed back against the kiss, finding comfort in Big Mac's embrace. He was being gentle with her, placing his hooves against her and gently encouraging her to move into a position he wanted.

Twilight broke the kiss with a soft pant, turning around with a gentle push of Mac's hooves and crouched low to the ground. She shivered in a mix of unease and pleasure as he grabbed hold of her flank once more and lifted her up, assuming a position she had quickly become accustomed to. Twilight whimpered as she could feel Mac's breath against her nethers, a hot and cool sensation that was sending shivers down her back.

She could feel how much she was dripping again, the sensations from the night just having overwhelmed her. Big Mac leaned in and took a deep whiff of her own scent, making Twilight mewl again, knowing Big Mac was indulging in her most sensitive place.

A jolt of hot pleasure shot up through her back, a cry of pleasure escaping her throat as Mac's hot tongue sank into her plump lips, starting from the bottom and going up. One, big, long lick of her sensitive pussy and she was shuddering in pleasured delight. She panted heavily in her position, her mind swimming with the glow of Mac's ministrations.

“Twi, condom?” Mac grunted as he hooves massaged her rear.

“O-Oh... R-Right...” Twilgiht murmured at his request, realizing what was going to happen next. Was she ready for him to mount her? The fog of her mind was saying yes, but there was a bit on unease in the back of her mind. This was going to be her first time, and though they had gone this far, was she ready for that final push?

Without really thinking, she lit her magic up and pulled out the box of condoms from her supply box and floated it over to Big Mac. He took the box in his hooves and quickly pulled one out, tearing at the wrapping and pulling out the bit of plastic. With careful, practiced precision he rolled it over his length until he was properly protected.

In that next moment Big Mac lumbered forward, his body weight starting to rest on her back and haunches. Twilight could feel his body heat and weight on top of her, the sensation of being mounted for the first time. She had fantasized about it a lot the last few days, but feeling it was so different from her mind. It was so real, so heavy, so intimidating. She could feel every part of Big Mac as he weighed her down.

“I'll go gentle and slow.” Mac lightly growled into her ear, making Twilight squeeze her eyes shut as her ears twitched. It was really going to happen, she was going to lose her virginity like this. That thought struck out in her mind and came to the forefront, pushing the swimming pleasure to one side and came to the forefront of her mind.

He was going to take her virginity.

Twilight let out a quiet whimper, unsure of what she was starting to feel. Big Mac's thick cock moved towards her entrance, and in that first moment she felt it prod against her lips and her eyes widened in realization. A little bit of pressure was starting to be applied and her mind began to panic.

“W-wait- Big Mac- wait! Stop!” Twilight cried out, her hooves scrambling out from under her position and trying to pull her rump away from him. Big Mac recognized the panicked sensations of the mare under him and quickly pulled away, lifting his weight off of her and letting Twilight quickly scramble away.

Twilight reached her bed and sat up against it, putting a hoof to her chest as she took several, scared breaths as she tried to calm herself down. Her body was shaking and she couldn't explain it. The night had been going so wonderfully up until that point, Mac had shown her nothing but gentleness, understanding, and pleasure. She had even managed to reciprocate some of that pleasure, so of course it only made sense that the next step was to go all the way, right?

So why was the reality of it suddenly so terrifying to her?

“I'm sorry Twi, you alright?” Big Mac asked, stepping a little closer but making sure to give her breathing room. “Ah didn't mean to scare ya.”

Twilight could hear the truth in his words. Just as he had promised, if she had asked him to stop he did, and the reality of that was helping her calm down. She closed her eyes and took in a few more deep breaths, calming herself to a point where at least her shaking had stopped.

“N-No, you shouldn't apologize, I should.” Twilight shook her head as she rested it against the side of her bed. “I don't... It made sense that we were going to do it but just... Suddenly when it was really happening I just... I got scared...”

Big Mac gave a nod of understanding as he walked closer to her. He sat down next to her, leaning his back against the bed as he lifted a hoof up to her back and gently rubbed it.

“That ain't yer fault Twilight, ah told you we were going to take this at your pace and if that was too much than that's fine.” Big Mac said trying to be comforting. Twilight recognized the comfort and enjoyed the hoof on her back, but her mind was still spinning from the encounter.

“Big Mac... Can we just talk for a little while?” Twilight requested, just needing the moment to at least clear the air a little and feel more comfortable.

“Eeeyup.” Was all Big Mac said, allowing Twilight to let out a short sigh of relief. She raised her hooves up to her neck and gently undid the lock on her collar, slipping it off for the moment and placing it on the bed. She didn't feel comfortable wearing it at the moment, even though she had been so eager to put it on when he had given it to her.

“I just...” Twilight started, though the words were lost to her. She leaned back against the bed so the two of them were sitting side-by-side now, her mind trying to process what she wanted to say. “...I guess I'll start with wherever my mind goes first.” Twilight explained as she took a deep breath. “Big Mac... What do you think of me?”

It was a simple question, but Big Mac took a moment to think it over. He had always been a stallion of few words, so when he did speak he wanted to make sure the words were right.

“Well, yer beautiful, smart, talented, and amazing.” Mac said simply. “You're everything a Princess should be.” Twilight could feel her cheeks flushing at his words. Few words, but the words he did choose were always good ones.

“You always seem to know just what to say.” Twilight shook her head a little with a smile, before something coming to her mind and her smile fading a little. “Rarity told me that there are a lot of rumors about you... That you get a lot of attention from the mares in town and that they... They talk about you in the bedroom...” She wasn't even sure where she was going with it, but the words had come out before she could control them. In some way, it was something she had been thinking about since Rarity told her about the rumors, but she had been pushing them to the back of her mind and trying not to think about them.

“Hm.” Was Mac's first words as he thought them over. “There would be some truth to them. Ah have been with a lot of mares around town. They come to me and want to get to know me better, so ah usually try to take the time to at least get to know em a little better. Though, usually what they want is mah body over mah mind. So most ah the time, it ends up with us in the bedroom. Ah let them have their fun, and then they go on their way.”

“O-oh...” Was all Twilight could think to say. She bit her lip as Big Mac told her about his history, suddenly all of his experience making sense. Of course he would know what he was doing if he'd been with so many other mares before. He didn't even need her to be sexually satisfied, he could have almost any mare in town if that was the case.

In comparison she was just boring old inexperienced Twilight. A virgin who had looked at Big Mac with lustful eyes and had asked him for help without considering how he felt. She lifted her hooves and gripped her forelegs with them, lowering her head to cover her eyes with her bangs. “S-so... I was... I was just another mare to you...”

“Now that's just silly Twi.” Big Mac said, lifting a hoof up and placing it around Twilight's shoulders and hugging her into his chest. “Ah've enjoyed what we've been doing and ah care about ya a lot. Ah don't think of you like those other mares. Those mares were only interested in me because ah mah body. You've been mah friend for years, and what makes you different is that the best lovers start off as friends.”

Twilight rested her head against Big Mac, the turmoil in her mind starting to calm. She took a deep breath, letting it out slowly as she tried to think rationally about everything going on around her.

“Big Mac... Are we... Are we just... friends?” Twilight asked hesitantly, unsure of if she actually wanted the answer to that question.

“Well, ah think we started this while we were, but we don't have to stay that way.” Big Mac explained, reaching a hoof up to gently caress her mane. Twilight lifted a hoof up to Mac's chest, gently squeezing it for comfort.

“I...” Twilight hesitated. “Big Mac, I've... I've never had a special somepony before... I've always been so focused on studying, or saving the world, or hanging out with my friends... I've never even thought about dating... And all of this is just...”

“Overwhelming?” Big Mac couldn't help but chuckle a little.

“Yeah, that's a good way to put it.” Twilight nodded her head and nuzzled her head deeper into Mac's chest. “I just... I guess what I'm trying to say is... I-I want us to...”

Big Mac took Twilight's hoof into his own, pressing it against his chest so Twilight could hear his heartbeat. He leaned in closer to her, nuzzle against her nose and smiling.

“Ah'd love to be your special somepony Twi.”

Twilight's heart skipped a beat in her chest, a smile spreading wide onto her face. “And I'd love to be yours.” She whispered back, curling into his embrace deeper.

Mac raised his other hoof up to her chin, and gently lifted her head up to his. Their lips pressed together once more, Twilight lifting her legs to wrap around Mac's neck once more. Mac ran his hands up Twilight's body, holding her close, letting him feel his affection for her, and Twilight wanted the same. Their bodies pressed against the edge of the bed, sinking into the soft cushions more.

“Mac...” Twilight panted as their lips parted, looking up into his eyes. “If... If it's you...” She murmured quietly, biting her lower lip in hesitation.

“You want us to continue?” Mac said, a hint of surprise showing in his voice.

Chewing on her bottom lip, Twilight stared him in the eyes before slightly nodding and giving him a gentle smile. “If it's with you Big Mac... I'd be okay with that.”

Big Mac smiled wide, leaning in closer to plant another kiss on Twilight's lips. His large, muscular hooves moved under Twilight's comparatively small frame, and lifted her up off the ground with ease. Twilight let out a light gasp in surprise as she found herself cared up, before being carefully laid down on her own bed. Her hind legs and tail were carefully danging off the edge of the bed while she looked up at her stallion towering over her.

Big Mac's powerful forelegs came down at her sides, his large muscular barrel hovering over her own, his powerful green eyes bearing down on her, and between her legs stood at full length his massive and throbbing stallionhood. Twilight admired everything about his features, raising a hoof to gently caress his chest as he was bearing over her.

“I want ya to be sure this time Twi.” Mac Spoke up in his deep voice, “You okay?”

Twilight quietly nodded her head, giving a short affirmative with her throat. “Make me yours Mac.” Twilight whispered happily, raising her forelegs up to her neck. Mac nodded and leaned in, giving Twilight a passionate kiss as he pulled his hips back. He carefully aimed himself, pressing the tip of his still condom covered cock against her entrance. Twilight whimpered into Big Mac's kiss as she felt the heat and hardness press against her. Her mind wanted to squeeze tight and keep him out, but she forced her body to open up and accept him.

Twilight gasped deeply, breaking her kiss and throwing her head back as the first inch of his massive length entered her body. Twilight shuddered as a feeling of immense heat, pleasure, and fullness began to emanate throughout her body. Her hips shuddered and wiggled as that impressive length slowly crawled its way deeper into her, her fleshy inner walls squeezing and massaging every part as it moved.

“Haaaah... Mac...” Twilight moaned hotly, pulling his face down near hers. Mac groaned loudly into her ear as he held himself in place inside of her just a moment. Twilight's breathing was quickly growing ragged, feeling like so much of Mac was already inside of her. If this was what having sex felt like, she could get used to it.

“Twi... Yer so tight...” Mac's hot panting was heavenly on Twilight's body, “I barely have the tip in...” Twilight's eyes opened wide in shock at that answer.

“Y-You're... JUST your tip!?” She gasped in shock, wriggling her hips and shuddering heavily. She already felt so full, there was still so much more? The thought of taking in more was scary, she was worried about it hurting, so many reference material said the first time hurt. She thought she had gotten off lucky with just this.

“I'll go gentle, promise.” Mac grunted, slowly pulling his hips back a bit further and pushing himself a bit further into her. Twilight gave a quiet shriek as even more of Mac's large member entered her body. She grit her teeth and squeezed her eyes as some of the pleasure became tinted with a hint of pain, nothing she couldn't handle but she was worried about it getting worse. She squeezed her forelegs tighter against Mac's neck as he gently rocked his hips, getting her adjusted to the length inside of her and gently pressing to get deeper into her.

Twilight's hind legs squeezed tight against Mac's hips, looking to stabilize herself as he pushed deeper into her. The large stallion pulled his hips back a bit further, before thrusting back in, trying to get deeper. Twilight let out another squealed shriek as half of Mac's cock finally entered her body, her body shuddering and shivering as it struggled to accept so much of Mac. A stinging sensation was filling her nethers now, a slight pain dulling the pleasure she was feeling.

“M-Mac... H-Hold s-still for a moment...” Twilight spoke through ragged pants, holding her stallion still for a moment. Mac nodded his head and planted a gentle kiss on her lips, letting her get used to him inside her.

Twilight felt so full, she couldn't believe it was possible to feel that way. Her fleshy innards were constantly constricting against him, as if trying to milk him or draw him deeper inside of her. Her body was so hot, the heat from their earlier session was nothing compared to the fire that was beginning to burn now. There had been some pain, but it was already quickly being drowned out by the pleasure replaced by him being inside of her.

“O-Okay...” Twilight panted, her breathing growing more ragged, “You can... Keep going...”

Mac simply nodded his head, slowly pulling his hips backwards and his lengthy stallionhood nearly slipping out, before he pushed himself back in. His median ring finally slipped past Twilight's plump lips, and Twilight let out a strangled gasp as he entered her so deeply. Building up his speed, he gave Twilight a little less time to get used to his length this time and pulled out faster, before thrusting back into her.

The pain for Twilight had lessened dramatically, it was only faintly there as Mac thrusted into her. Her forelegs gripped his neck tighter and she began her heavy moaning into his ear as his hips began to rhythmically bob in and out of her. Every muscle in her body was tightening and contracting, her juicy nethers were milking him for pleasure.

Twilight felt better than she had ever felt in her life, and she never wanted the sensation to stop.

Mac's thrusting began to pick up speed, his cock almost entirely in her with each thrust now. Mac could feel himself almost bottoming out in her and held himself back just a little to prevent hurting her on her first time, but kept up the momentum.

“Mac... Mac, oh Mac!” Twilight gasped and panted, moanign and groaning in his ear. The mind-numbing bliss was eating away at her senses. Everything but the two of them locked together in a lover's embrace faded from her mind.

There was no castle, Equestria didn't exist, not even her friends were a glimmer in her mind. It was just her and Big Mac, joined together in a wonderful coitus of delight. It was everything the romance novels had told her it would be, and she couldn't have picked a better partner to have her first time with.

All too soon she was already feeling her body beginning to reach a peak, her body was shuddering with each forward thrust and she was squeezing down so hard on his thick member. She wanted him to feel every ounce of pleasure he was pushing into her, that she was satisfied with what he was doing. She needed him to cum with her, she needed them to come together in pure bliss.

“Mac, Mac I'm so close!” Twilight managed to form the words, but lost control of her senses shortly after. Mac groaned her name in return, slamming his hips up against hers in turn. The sound of their love echoed in the room, a smacking of skin and fluids that proved their dedication to one another.

Twilight's body could hold it no longer and her back arched deeply. A strangled screeched moan escaped her gaping mouth as her orgasm crashed hard and deep on her body. Fluids quickly coated Mac's groin as her delight was made clear to the stallion. The intense and almost violent throbbing and massaging of her velvety folds was enough to drive Mac to his own completion, giving one last thrust into Twilight's shuddering form as he came deep into his condom.

The two ponies laid there in their moment of perfect bliss, before the planet slowly came back into view around them. Heavy, deep, panting breathes brought everything back to their minds, as their exhausted forms collapsed together onto the bed. Mac was careful to slip out of Twilight, and Twilight's hind legs quickly drooped and hung off the edge of the bed.

Twilight couldn't say words, the night had been so heavenly that she couldn't formulate them. Mac had been so perfect she wondered why she had even been scared in the first place. Mac's large hoof carefully placed itself around Twilight's torso and she turned her head to nuzzle gently against the stallion. She was too tired to get up and clean herself, all she wanted was to be nestled in her stallion's arms.

“I love you Mac...” Twilight whispered quietly as she nestled into his chest.

“Love ya too, Twi.” Mac returned quietly, squeezing the mare into his forelegs.

The two of them gently scooted up so that more of their bodies were laying on the bed itself, and snuggled together until they went into a blissful sleep.