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> Terra's Holiday: Nightmare Night

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> The Train Ride

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An especially bright Sun pierced the cloudless sky, casting its light upon the vast town of Ponyville. The quaint town was getting ready for the Nightmare Night celebration. Various decorations of pumpkins, tassels, streamers, straw, hay, and other decorations. Many homes adding on some spooky and scary decorations, hoping to entice many trick or treaters to come and enjoy themselves; as well as the many events, games, rides and other fun times. But as the Sun's light washed over the town, the Castle of Friendship was surprisingly quiet. Mostly because within the massive bed chambers of the Princess of Friendship, Twilight Sparkle, a certain ram stallion, Terra, lay asleep. At his side were not only Twilight, but her friends and even Starlight Glimmer and Trixie Lulamoon.

The large, fluffy male was resting in the middle of the extra king size bed with Twilight at his right, Fluttershy was laying next to her, but hugging both her and the ram stallion closely, Starlight and Trixie snuggled up on the left, hugging both Terra and each other, Rarity was cozying up to one of his legs, Rainbow Dash and Applejack were at each sides of his belly, and Pinkie Pie was under the blanket, but resting her face against his large balls as if they were soft pillows.The ram stallion had come the night before to help Twilight plan the Nightmare Night events, along with talking to her regarding the foals he and her had only a few years prior. But then one thing led to another and before both of them knew it, the other girls joined in and nothing productive was done; but everyone slept happy and satisfied.

Rousing from her rest, Twilight saw she was being held by Terra. A blush of warmth and love lit up her face as she cuddled against him. It was no secret that he and her were a thing. Same as it was an even less known secret that Terra had a herd with Twilight, her friends, and even the Princesses. It was a herd that any mare or stallion could not help but envy. But not only was this widely accepted, due to Equestria having an almost 1:5 stallion to mare ratio, but when the Princesses announced they would be part of a herd, they declared that old restrictions, laws, and other socially moral norms were to be changed.

This did not mean ponies were out fucking in the streets, or that creatures of all species and ages were having sex. Some laws remained. What this did mean, was that public displays of affection were more accepted, and more "relaxation" and "pleasure" jobs opened across Equestria. As well as this, Rarity managed to pioneer the fashion world with this, crafting newer and wilder attires that took the fashionesta to new heights. During the winter, many ponies still wore their snug, warm clothing. But during the warm spring and hot summer, many ponies wore these new, daring clothing. It was more and more common to find a mare in a belly shirt, or a stallion to wear a loose fitting, sleeveless shirt.

But it was during large, social and holiday events that these new changes took hold. Some were small changes, such as the Winter Wrap up ended in many ponies taking their loves, partners, or even short flings to these special "pleasure" facilities to welcome in the spring. Or even during Hearts and Hooves Day, where many mares voted on which stallions should take part and the mares would bid on their one day stud. Though Hearth's Warming stayed somewhat traditional, albeit ponies found more reasons to snuggle and make out in front of the fire, Nightmare Night was one that changed.

While the fillies, colts, and foals held their traditions of candy gathering, games, and other fun events for their ages. Adults and other of age held a more "private" event. One game was where mares and stallions wore revealing costumes, or even hid their identities and engages in anonymous sex. Another was bobbing for night apples. Where apples with matching numbers were thrown in the barrel. If a mare and stallion grabs a pair with the same numbers, they would hook up for the evening. Even Canterlot was alight with a new event, the Nightmare Night Masquerade Ball. It was a special gathering where anyone who came had to wear a costume, and all that happened in those halls, stayed in those halls. In one year, Discord brought back his friend, the Smooze, and the two pulled many pranks that ended in the party engaging in a massive, slime covered orgy.

Twilight, seeing how she had no choice, had to force herself away from Terra's comforting body. She had so much work and preparations to do; doubly so from the previous night's "distraction". She could still feel his warm cum inside her womb as she tried to silently move. Realizing she wasn't going to be able to get up without rousing someone, she ignited her horn as dim a light as possible before poofing away to the bathroom. As she appeared in the new room, some more of Terra's cum dripped out of her.

"This won't do." Twilight told herself, stepping into the showering, turning it on and letting her mind lose itself in the warm water. Her body tingled with the events of the previous evening. Terra's gentle touch, loving embrace, and his massive cock rubbing inside her. The alicorn had to stop herself from masturbating in the shower as she recalled the wonderful night. "If only it wasn't Nightmare Night. I'd have him all to myself."

When Twilight finished her relaxing, morning shower, she emerged dripping wet with a bath towel wrapped around her body, only barely covering her large breasts and ass as she entered the bed chambers. It would seem that she took a longer shower than expected. Most of the girls had left the room, with their piled of clothing gone as well. Most likely, they woke up, realized the time, hastily got dressed, and left.Rarity, and Fluttershy seem to have remained. All were now awake, the ram stallion was sitting up on the bed while both brushing his fluff of fur. Due to the time of year, it being the first months into Autumn, Terra's body was getting ready for his Winter coat of fur. During the Summer, his coat was more manageable and could brush it himself, but during this in between period, the ram stallion required some help managing the fur. A task both Rarity and Fluttershy were more than happy to help with.

"Looks like everypony already left." Twilight commented, removing her towel to dry herself a little easier. "Was I in the shower that long?"

"A little." Terra chuckled, exhaling a little heavier as he spoke. "Applejack said she had to get a lot of apples ready, Rainbow said something about making the weather right and meeting with the Wonderbolts for the lightning show, and Starlight went with Trixie to help with her showing during the Nightmare Night celebration in town."

"What about Pinkie?" Twilight asked, but a small movement under the blanket drew her attention. "Is she?" Lifting up the blanket, she found the pink mare sucking and fondling Terra's cock and balls.

"Oh, hey Twilight." Pinkie stated, a happy expression painted her face as she licked along the ram stallion's shaft. "I couldn't leave before having a warm, creamy, breakfast milkshake."

Terra exhaled, letting out a low groan as he felt himself reaching an orgasm, blowing his morning load in Pinkie's mouth. The mare eagerly gulped down every drop she could, spending years practicing and almost perfecting it. Very few mares could claim they could not only deep throat his morning wood, but even handle half his early morning cum without laying back, bloated all day. More than once, the girls even joked that all the spunk weight the pink mare swallowed on a daily basis was going into her rather large bust and extra curvy ass. Both features that Terra enjoyed to press his body against.

With Pinkie's morning meal handled, Terra slowly got up, not wanting to alert Twilight of his actions as she tried to ready herself for the day. Slowly and carefully, the ram stallion approached the mare. His growing winter coat, added by the muscular bulk he's been gaining over the last few weeks made him quite indomitable looking. Where during Spring and Summer, he was around Celestia's height but no more muscular than Big Mac; which helped him when he would assist the Apples in their later harvests. But during the Winter, he was no taller than normal, but the added fur and muscle made him look twice as strong looking. It often took his mares both arms to wrap around his own arm. Rarity enjoyed his winter coat, using any extra fur she brushes off into threads for a line of Winter clothing; which are always best sellers.

Closer, Terra crept, making sure to steady his breathing, raising his hands ever so slightly to ensure he can grab Twilight before she notices. Closer, closer, barely a gasp away. When the floor under him let out a small and faint creek. But to the sneaking ram stallion, it might as well have been a tree falling in the room. Twilight's ear perked for a second, now focusing on all faint noises in the room. Terra sacrificed stealth for speed, racing those last inches before the mare could turn or extend her wings to playfully deny his advances. Before she had the chance, he wrapped his arms around her chest, aiming for her breasts. One hand focused only on teasing and playfully pinching and tugging at the nipple, while the other was groping and kneeding the boob.

"What are you doing?" Twilight asked, moaning between every word and breath, turning her head slightly. But as her face neared Terra's he pulled her closer to give her a passionate kiss. The mare nearly melted in the ram stallion's embrace. She was on the verge of forgetting what she had planned for the day; to spend the day in bed with her stud. But today was not a day to "waste" having mindless sex; there would be other days for that. "D-don't think you can skip this morning just to fuck me."

"Not even a quickie?" Terra teased, showing off his still innocent looking grin; one aspect all the girls in his herd loved about him. Hearing not so subtle moans from behind, he could tell the other three girls were touching and playing with both themselves and each other at the sight of his and Twilight's making out. "It'll be quick this time, I promise."

"I can't say no to you." Twilight giggled and moaned, turning to face her lover and press her chest against his. "Just don't make such a mess like last time. I just showered."

"No promises." Terred teased, playfully sticking his tongue out as his lifted the mare into his arms, carrying her like a princess back to bed. Laying her gently, he looked to the other eager and horny mares. "All at once it is."

Leaning back, Terra took a deep breath, followed by a small sip of a sparkling cider from a large glass tankard. After his fuck session with Twilight, Fluttershy, Rarity, and Pinkie, leaving all four of them twitching and gushing with cum from every which way, he was now relaxing on a train to Canterlot. But he was not alone. Drinking her own cider, but from a champagne glass, was the Princess of the Crystal Empire, Princess Flurry Heart. She had chosen to come from the Crystal Empire and escort Terra to Canterlot not only on the train, but in the private, Royal train car; located at the front of the train. Not that he minded. Flurry was always very spontaneous, and a little over assertive. The first time the two ever had sex, it wasn't even in her bed, but her parents'. Both Princess Cadance and Gleaming Shield were quite upset about the affair. A mix of upset it was on their bed, and more so because they were not invited; a problem they quickly fixed.

Looking from the tinted glass view back to the Princess, Terra got a full look at her. Flurry was one with a body and personality that could fit anywhere. Equally comfortable with high class galas in a regal gown and formal posture, as well high class brothels in the most revealing of clothes befitting a noble's courtesan. Flurry loved it. She loved being able to choose what she did with her time and life. So long as she didn't upset her parents, everything was accepted. Laying back in her comfortable train seat, she showed her expressive personality in how she dressed.

A loose fitting light blue tank top, not only showing that she wasn't even wearing a bra, which only caused her breasts to be all the more visible. Though not nearly as well endowed as her mother's heavy DDDs, or even Twilight's modest DDs, Flurry's bust was still delightfully large D. Each breast was just big enough to fit in Terra's hand. Which he often enjoyed to fondle and play with. Though Flurry would often sit on his lap and make him grope her, in hopes the massages would help her cup size grow. She hoped to one day match her mother, maybe even try to rival Celestia's massive Hs. Though she was happy she had nothing to worry about Luna's soft Cs, or even Gleaming's large Bs.

Aside from her tank top, there was nothing else. Flurry was always free spirited. Being raised by Cadance and Gleaming closely, she developed a love of the body at an early age, and ended up being partially a nudist. She could and would wear sensible clothing if she had to. But given a choice, she'd prance around naked, letting all of Equestria see her bouncing tits and wiggling ass. This didn't make her a whore. She was selective of who she shared intimacy with. Terra being the most frequent. Even joining his herd along with the rest of the Princesses; as well as many other girls. But sex wasn't all the two did when alone.

Dungeons and Dragons, a game Flurry got into thanks to Gleaming, was one of, if not, her favorite game. At first, she was very casual with the game, but it soon became an obsession. Especially after her time with Spike, Discord, and Big Mac when they played their immersion version of Ogres & Oubliettes. Since that game, every time she had Terra over to play, it often involved some fun roleplay; which thanks to Flurry's magic she learned from Discord, made the sex even better.

Though games weren't her only obsession, thanks to Twilight's vast book collections, as well as her role as a major delegate to other lands and kingdoms, this gave Flurry access to a number of new thing. Including the eastern lands of Japony, where the Uma offered to exchange cultures with Equestria. Among the many things traded and shared, Flurry loved this strange new style of books where it was more visual. Similar to a comic book, but thicker and was shaped like a normal book. Though she often struggled with which direction she was suppose to read the story. Flurry loved learning about new things, a trait she picked up from Twilight as well. Though her interests in games and the cultures of the Uma was her greatest facinations; especially their exotic curved horns.

As she relaxed, Flurry made sure to spread her legs a little, letting Terra get a nice view of her bare and eager pussy. Small, glistening drops of her juices dripped from the needy lips. She wanted him to fuck her so badly. But she loved to tease him more. It was her favorite sex game. She would tease and play with him, driving him to the points of sexual insanity. Then, when he was at a breaking point, she let him fuck her. And did he fuck her. More often than not, Flurry would be unable to fly, walk, use magic, or even form coherent words after these fuck sessions. She loved it, and Terra loved it too. Because she was an alicorn, she could handle him much easily and much faster than most mares. So he didn't need to take as much time warming her up. Though the warm up foreplay was still fun; especially when he grew out his tongue inside her delicious pussy.

"Trying to tempt me already?" Terra chuckled, taking another gulp of cider; nearly finishing his drink. "You think we'll have time?"

"Oh I think we might." Flurry giggled, licking one of her fingers as she slowly slid her hand down to her wet lips, rubbing them slowly; stoking her sexual fires to keep Terra's eyes on her. "But first, I want to play a game with you?"

"And what do you have in mind?" Terra asked, raising an eyebrow in curiosity at what the mare had in mind. Though he was finding it a little difficult to look at her smiling face when her spread legs were displaying a cuter smile. Her tight looking pussy was all but calling for the ram stallion to fuck it, and he had to knock back another gulp of his drink to try and distract himself. "Is it one of those roleplays you're into? What did we do last time...the seductive captive being broken by the fluffy beast?"

"No, no, nothing like that. At least not today." Flurry giggled, almost wanting to take up Terra's idea up for consideration. 'We're going to play with this."

Reaching down, the mare pulled out what looked to be a massive dildo. It was a sex toy he knew all too well. It was the dildo Twilight made that was molded in the shape of his cock at full length. She made a vast number of them to give to not only the Princesses, but her friends, and any other mare that wanted one. What made this toy even more unique was how it was connected to Terra. If a mare used the dildo, it would channel the pleasure to him. So already, what Flurry was proposing was going to send immense amounts of pleasure to the ram stallion.

"So, what's your plan then?" Terra asked, guessing again. "You're going to fuck the dildo while I watch, driving me into a frenzy to fuck you wide open?"

"Closer than before." Flurry giggled, rubbing the dildo between her legs. Terra could already feel himself getting harder from the faint pleasures building up through the connection. "I want to see if you can outlast me."

"Outlast?" Terra asked, curious what she meant. Looking at the size of the fake cock, it was obvious what she planned to do with it. It was more how she was going to go about it. "How?"

"Well..." Flurry tease, raising the tip of the dildo to her lips, giving it a gentle kiss; a feeling Terra instantly felt. "I was wondering if you can get me something."

"And what is that?" Terra asked, though felt a shiver run up his spine as Flurry kissed the fake cockhead again. And where is it?"

"Oh, well it's at the back of the train." Flurry explained, now licking a little along the underside of the cockhead. "I left a little gift for you." Raising his brow again, Terra silently asked her to elaborate a little more. "It's my panties. Can you get them before some gross pervert gets them?"

"Sure." Terra sighed, getting up, but as he stood, he could see he was already sporting a massive bulge. There was no way he could walk from one end of the train to the other with such a noticeable thing. "Maybe in a few minutes."

"Oh no, no, no." Flurry giggled, igniting her horn a pale yellow. Looking back down, Terra saw the bulge was gone; or was it? Getting up herself, the flirting mare walked over and gently rubbed at the invisible sheath. "It's still there, just hard to see. So just be careful who or what you bump into to."

"So this is your plan?" Terra asked to confirm, trying to get it right this time. "To get me hard and have me walk the train with this inviso-boner?"

"Almost." Flurry giggles, licking her lips and winking her eye in a sultry manner. Grabbing the dildo, she positioned it on the floor, pointing it upwards. The colossal shaft was nearly half her size in height, and thicker than her leg. Bending over, the alicorn showed what she intended. She was going to sit on the massive fake cock. "Just got to get the last prep work done."

Before Terra could say anything, Flurry placed her flank at the head, letting the soft material kiss her wet pussy. The ram stallion felt the feeling in his own cock. As if he was getting ready to fuck the mare. Picking up on this, she continued, wiggling her sex tight body over the cockhead, easing the tip into her pussy. It was always a struggle, even after so many times doing it. Very few, maybe less than a handful of mares can take such a hard beastial dick with each. As she motioned, Flurry recalled seeing Cadance sit on this cock, how she plopped her plot on the cock and her greedy slut pussy all but devoured the girth like a glutton.

Terra could only watch and feel as if his actual cock was going into her tight body. Clenching his fists, he resisted the urge to knock her over and fuck her then and there. Flurry was a lot of things, who enjoyed doing even more things. But she could also be stubborn. He knew that trying to advance himself on her would only mean she would do something later. Last time he jumped her, she used her magic to keep his cum from releasing. The build up in pressure caused his balls to tense up painfully, only to unleash a burst that sent the mare literally flying off him like an uncovered geyser.

"Just...about..." Flurry moaned, letting her soaking pussy take in the monster cock after her harder bounces. After her efforts, she managed to get herself slippery enough for the head to push in. But once she broke through that threshold, the rest of the cock all but forced its way inside her. She had to stop herself at only a quarter of the way. A small but noticeable bulge was formed from this insertion. "There we go...fuck...it's so big!"

"Damn it." Terra exhaled, almost dropping to his knees from the feeling. It was amazing and yet so demanding. He felt Flurry's tight as fuck pussy clamping at his cock. He could almost feel her pulse through his dick, and even the warm breath of her panting at his neck. "T-that's cheating..."

"Not yet it's not." Flurry teased, playfully sticking out her tongue. Swaying herself a little from side to side, she only made her wet pussy slide the cock inside her. "Oh yeah, that reminds me." Using her magic, she reached into Terra's pocket, pulling out what looked like a cock ring; though on her, it looked like a large rubber bracelet. "Now's it's cheating."

"Hey! I'll need that." Terra protested, knowing he was already on the brink of cumming. "There's no way I'll get to there and back before cumming."

"Then don't cum." Flurry giggled, watching with glee as the ram stallion grumbled, only to see him give up. Struggling, Terra rose up and turned towards the door. "Oh! And have fun."

Leaving the Royal car, Terra found the first car was reasonable. Nopony was inside, though there was plenty of luggage. Sighing a breath of relief, he was happy that at least there wasn't anyone to hit with his cock. Speaking of, not even ten steps in the second car, he felt the tightness on his shaft increase. Flurry must've squeezed another few inches in her tight wetness. Exhaling, he felt his balls tighten, as if he was already about to cum. Looking around again, the temptation sparked. He could just bust his load and move on, nopony would see. But then again, his spunk wasn't easy to clean and it would soak in his musky scent in everything.

"Damn it." Terra grunted, gritting his teeth as he proceeded through. For the next few steps, it was easy. Only problem was, his bulge was poking out nearly a foot ahead of him, a fact he wasn't fully aware of due to the invisibility spell. "Just gotta make it through this one."

Walking through, he was careful, but his massive bulge was tapping a little too far in front. When he tried to turn to one side, his cock continued, bumping against a pile. The mix of pussy riding him and now gently smacking into things was becoming more than he could bear. His mind did everything it could, forcing his body to continue on and on. Grunting and groaning with each step, his cock all but slapped between his large legs as he approached the door. Sighing another breath of relief, he thanked whoever designed these trains didn't put so many cars on them. Another one or two and he would be at his destination. But it was the moment he reached the door, opening it, he cursed everything.

The car was full. Mares, stallion, fillies, and colts. It was filled with too many possible witnesses, or scarier, ponies he could accidently cock smack and they wouldn't know what would happen. Fear gripped his senses, making movement almost impossible. But Flurry wasn't going allow this. Using her magic to gaze into Terra's mind, she could see how the car looked. A wicked grin curled her lips as she decided to play some more. Raising herself an inch upwards, she brought herself downwards, ramming nearly half the length inside her. Though only she could see it, a large belly bulge emerged on her.

Feeling it tighten harder around his cock, Terra knew he wouldn't be able to hold out. He had to continue on. Exhaling again, though his breathing was becoming more like panting. Bending himself forward, he tried to make a break for the door, not wanting to hit anything. But this trick, though somewhat working, wasn't going to be easy. Flurry teased more. Using magic to reach down and gently rub along the parts of the dildo not being shoved in and out of her pussy. Terra coughed, trying to stay focused, but the pleasure. It was becoming unbearable, even more so than before.

With the door inching closer and closer, he didn't even care if it would be broken down. He all but charged at it, wanting it out of his way. Grabbing it, he nearly ripped it off as he went through, entering the car at the end. Quickly, or rather desperately, looking around, to his relief there weren't anyponies in this car. Only what appeared to be a small box at the back of the car. Nodding, seeing his end in sight, Terra continued. But every step he took, only was felt with the feeling of Flurry's body sliding deeper and deeper onto the cock. By the time he had reached the box, Flurry had now bottomed out on the cock. Extending her arms, she lovingly rubbed at the large belly bulge, as if she were on the brink of foal birth. The massive dildo was filling her in ways only Terra's real cock could beat it at. Terra, feeling all of this only felt himself about to cum. Clenching himself, tightening every muscle he could, the ram stallion held back the coming orgasm.

"Almost there now." Terra said, picking up the box. "Why are the panties in a box?" In the moment between opening the box and looking inside, his eyes went from the joys of victory, to the glare of confusion. "What?!"

Dropping the box, Terra could only see that the box only held a single item; a note. Looking at the parchment, it held no words, but an image. The image was that of Flurry's face. Her expression held a look of "I tricked you". Realizing what she had done, the ram stallion turned, all but stampeding through the doorway. The middle car of passengers almost jumped out of his way as he charged through; though one mare could've sworn she felt something hard and war brush against her side as he moved. Even the luggage stood no chance. Terra knocked them all down with ease and with no second thoughts. Getting back to Flurry was all that mattered.

Reaching the room, Terra barged in, and without looking, slammed the door behind him, dropped his pants and grabbed his invisible cock. Letting out a loud roar, which was only barely muffled by the car's sound proof walls, the ram stallion released his building orgasm. Vast volumes of cum came bursting forth. Though his cock was still invisible, his cum wasn't. It flowed out of of his cockhead like a backe dup hose, coating everything in front of him in his hot and steamy spunk. Grunting with each twitch and pulse, Terra couldn't even open his eyes as he came. Nothing in the room would escape this orgasm.

"Fuck...just...fuck..." Terra exhaled, falling back as his orgasm was dying down. "Damn it Flurry...that was...that was..." Looking around the room, he saw that the alicorn wasn't there, not was the dildo. Though the entire end of the car was covered in thick and heavy layers of cum. "Where did she-" A small brush of something at his head brought his attention to behind him. Turning, he could see a note was placed at the back of the door, possibly a way to keep it from being covered in spunk. "What is this?"

"Terra, how did you like my game? Sorry I couldn't stay when you got back. I really wanted to, but where would be the fun in that? That, and I doubt the train would handle what you'd do to me. So I've teleported to Canterlot. Meet me there stud and we can pick up where we left off. My pussy really needs the real things right now. Oh yeah, before I forget, the invisibility spell should wear off soon. See you soon, love Flurry."