Equestrian Heroes

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Naruto x Harem

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For Normal Speech

Inner thoughts, Text read, Italics used to represent characters speaking in different language.

Demonic rage, Demonic characters, Kurama Speak

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Story Start

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In a few days Naruto Uzumaki would be a married man. He would be beginning or well not actually beginning but continuing hisa new family. Ignoring Gryff's cries of betrayal and that he was losing his bachelor hood and change to dive in mountain loads of clunge he was going through with this. To make it up to him, Naruto told Gryff he was allowed to throw him a bachelor party. Since Naruto knew Gryff was awful at making plans, he half expected the Griffon to show up with a wagon load of booze and some mares he met on the way back with a deck of cards and hot wings.

But as it turned out, Gryff did actually plan something, although Naruto had no idea what. Then again he supposed Gryff could actually put in an ounce of thought if his scheming involved women. He was waiting with Rarity at her shop for the boys to pick him up. He had stopped by to see her, since it would be the last time he would be able to see her before the wedding.

Naruto was looking forward to a night of drunken mischief, or as close as his body would allow him. He couldn't help but chuckle as he felt his nerves fray. Oh this reminded him so much of the first time. Worried that his fiance would make a run for it. It had driven him nearly mad thinking about it to the days leading up to his wedding to Hinata.

But after today they would not see each other until that fateful moment at the altar. That was something she insisted.

"So, what do you have planned for tonight?" Naruto asked Rarity, inquiring about her bachelorette party. He had his arm around her, and they were sitting on the couch in her living room.

"Nothing too exciting. All the girls will be coming over here for movies and party games, and my mother has made a ton of food which I can not eat, since I need to fit into a wedding dress."

Rarity rested her head on his shoulder. "What do you have planned for tonight?" she asked casually.

Naruto hesitated. He knew Gryff would definitely try and get some strippers, but would he be successful? Hell. Despite Gryff's jackassery he had two things going for him. Being an unattached male currently in the area where the women outnumber the men by a sizable margin and being of a different species meaning he had the whole exotic factor as well.

Well Big Mcintosh was there so it shouldn't be something too crazy right? Then again there was Thunderlane so that canceled that factor right there. He couldn't see Caramel going along with it lest he suffer the displeasure of his marefriend.

Rarity looked at Naruto, still waiting for an answer. "Its Gryff. No telling what he is going to be up to. Strippers most likely." He abruptly answered with a dismissive quarter circle wave of his right hand.

Rarity's brow furrowed and her expression was a mix of annoyance and resignation. "Yes, your friend is indeed a..." she cleared her throat, "...character."

"He'll probably hog them all and go on about since I'm getting married I'll be a stick in the mud and let his hard earned money go to waste."

"Well, I hope you have fun," Rarity said, kissing his cheek.

Naruto waited for her to press him more, but she didn't. He expected her to ask some sort of questions about the girl situation, but nothing. Then again with this whole herd/harem thing in this society he supposed it wasn't as big as a deal as it would have been back in his world. He picked up the untouched soda he poured a little while ago that was a bit water down thanks to having ice cubes sit in it for the past few minutes. He began to drink the cola when Rarity spoke again.

"I wonder which of the girl's will take advantage of the situation. This will be your one time to rut a mare without the herd's approval." The admittance and casual way Rarity went about it nearly resulted in Naruto spit taking and blasting the cup off his face via exhale.

Thankfully the mess did not stain his clothes but his facial fur was a bit damp and sticky. "What? I...Rare, really?"

"From what I understand it is a tradition for a pony to get one last ride in so to speak before they tie the knot. I of course have no interest in doing such a thing, but are more than a few of our mutual friends who are disappointed that they did not latch a claim on you. Approaching your friend Gryff would be the ample opportunity to get some time with you. At the very least they would at least put the idea of studding for them in your head as for something for you to consider."

"Sounds like you had your fair share of offers for my services." He placed the glass back on the coaster.

"More than a few." she replied casually.

"Well that is not something you have to worry about. For the time being I am happy with the size of my herd now. All of you are so diverse and interesting I find it unlikely I will fall into the scenario of a boring or samey sex life. "

Naruto heard the sound of tapping wood. "They're here," he told Rarity.

Rarity got up off the couch. "Well, next I see you beloved we will be husband and wife," she told him. "I really do hope you have a good time, Naruto. But not so much that you consider not coming back to me."

Naruto smiled. "Impossible," he said, leaning to kiss her lips.

Rarity turned her head, so he wound up kissing her cheek. Naruto frowned. "What?" he asked.

She just grinned.

Naruto sighed. Rarity had been strange about intimacy over the last few days. It all started after her bridal shower to which she had been secretive about. He figured the reason she completely cut him off so it would be more special for their wedding night. Absence increasing fondness and all.

Gryffindor let himself inside the house. "Naruto! Let's go! Your party's waiting, and those beer aren't going to drink themselves!"

"Be right there," he said, he said, giving Rarity another quick kiss.

"You bring him back to me in once piece, all right, Gryffindor." She strenly warned the griffin.

"No promises, miss Rarity." He most would have coward under that withering glare Gryff shrugged it off. A near lifetime of slaps to the face probably had something to do with it.

Naruto gave Rarity one last glance. She blew him a kiss, and they left . Something told him he was going to be in for an interesting night.

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Leaving it to Gryff to sniff out the gambling palace.

"This is the first stop on your two-part stag party," Gryff said as they walked up to the establishment.

Thunderlane in an excited fluster announced, "You're going to love this!"

The building turned out to be a casino, to Naruto's amusement. While he was no Tsunade he did enjoy matching wits with people. "Alright Gryff so far you've done well." His eyes honed it on his old friend. The blackjack table. "We're going to clean up tonight."

"Maybe you are," Carameal announced. "I'm dreadful at craps. I'd be better off over at the slot machines."

"Well, you just gotta know the odds,"Naruto said as he went over to the table. A few good hours in they were richer then when they came in. Well except for Thunderlane who had to sell his gold necklace to cover his losses.

"So tell me, where is Gryff taking us next?" If he couldn't get information from Carameal or Thunderlane he could always count on Mac.

"Can't say." He simply answered as he continued his odds with the slot machine.

"Is it a strip club?"

"Nay."

Naruto shook his head. There shouldn't be a strip club in ponyville of all places, but then again this gambling den was new. "This place isn't so bad." Naruto

said as their pretty waitress brought them another round of drinks. The waitress smiled and left. "I think she was smiling at you," Naruto said to Mcintosh. "You should go over and talk to her."

"She was just being polite," Mac answered. "Besides, this is… this is not the place for that."

Naruto sighed. Mac was absurdly shy around mares. After another hour the group stumbled out of there, noticeably less sober than they went in. Naruto's clones would be playing delivery to their winnings.

Gryff then directed them to their next stop. Another new establishment by the name of three horse shoes.

"Here we are," Gryff announced, "Hope you haven't been here before, but guess it won't matter. Got the whole thing to ourselves."

Naruto's jaw dropped. Renting this place out when they recently just started their business must've cost a fortune.

"Guys, this is..."

"Well, we figured we'd spend a lot since none of us will have a bachelor party anytime soon," Thunderlane answered.

"And wait 'til you see what's inside!" Carameal insisted.

They opened to door, and inside, Naruto recognized several members of his guard. Outside of his guard and Ponyville, Naruto had few male acquaintances outside of the main group he hung out with and even then the bulk of them was mares.

Naruto got a good look at the place. The dark oak of the building gave him the odd vibe of being in a deep jungle or hidden away. The actual layout of the room though had the tables set to one side along the bar with room made for tables with billiards, poker, and drinking games all set up. .

"What do you think?" Gryffindor asked, grinning mad.

"Alright Gryff you've outdone yourself." He replied with a chuckle. "Someone throw me a beer!"

Instantly a beer was in his hand, and the party continued. They played games and drank all the beer to their hearts desired, one of the perks of an open bar. Some ponies could hold their drink better than others. Case in example Carameal take off his shirt and swinging it like a lasso from the bar.

"This is a type of stripping I could have lived without." Naruto remarked with a shake of his head.

Grygfindor then grinned and added, . "Funny you should say that my friend."

Up. He should have really expected this.

"Because it's time for the main attraction!" he yelled.

His friends cheered and the lights dimmed. Obviously they all knew what was going on. Everyone's eyes were turned toward the back room of the bar.

From the back room emerged a dozen extremely gorgeous mares. He thought he experienced jaw droppers whenever Rarity or Pinkie was in a Bikini. But what these girls were all wearing was much skimpier than a bikini. Some of them barely had tops at all. Their figures varied depending on your taste. Some had smaller waists then others. A few of them had breasts that demanded your attention. A few were more lithe and taller. "Now don't get too excited but. These lovely ladies are for us. You though, you lucky and undeserving bastard get a special treat. Best part is it cost me nothing because she volunteered."

"Gryff..." Naruto started in a warning tone. He was starting to feel nervous now. He did not like the grin on his friend's face.

Ah, here she is now!" The door swung open slowly as a tall mare walked in, but with the lights dimmed Mac couldn't make out the face. "Presenting, the one and only Diamond Treasure."

"C-Ca...!?" Naruto literally began choking. Cadance had her hair decorated with red and white roses, and she wore silver bracelets on her wrists. Naruto looked down and noticed her huge breasts were only being held up by a small red bra looking fit to burst. She had a white belt lopsided and wrapped around her tiny waist, holding up a ruby-colored see-through skirt over a pair of black shorts, hugging around her thick thighs.

"Sorry Gentlestallions seeing as this is a special occasion I have to burrow the guest of honor. I promise to bring him back in one piece." She then grin and sent Naruto a look. "...maybe." With that her horn lit up and the two of them were gone.

The two of them were soon in a private room and with a startled yelp Naruto landed in a chair.

"I hope that wasn't too rough for you." Cadance said as Naruto was trying to process everything that was going on.

"You...I...but...married!" He tried to get a coherent statement. He was finally able to collect his thoughts to make one statement. "Am I going to be murdered by your husband later?"

"Heavens no. Shining Armor knows I'm giving you a dance and that's it."

"But why? Why volunteer for this? Aren't you worried about your reputation?"

"First of all I cast an illusion on myself to appear as somepony else. I made it where you were the only one to be able to recognize me because I willed it so. As for the answer to your other question, well, what other emotion do you know is strongly associated with love?" She asked him as a coy expression accompanied the expression. "I think we both know which one."

'Aah shit!' He suppose it was too much to ask for her to have never picked up on that. He should have known that Cadance had probably picked up his fleeting attraction to her all those years ago, but never really acted on it because he was still not only a bit dense back then, but that she was already involved with somepony else.

"So just sit back and enjoy yourself." she finished with a wink.

She squished her soft-looking breasts together, teasing Naruto's eyes, giving him more than he could look at at once. Cadance smiled and decided to turn around gracefully started swinging her hips for him.

The Twerking flanks of princess Cadance were now and forever a memory permanently burned into his mind. And it was definitely not because he activated a certain dojutsu to permanently remember them. Whether she realized it or not Cadance was definitely taking more after Celestia then she knew.

---

Naruto of course wasn't the only one having an interesting party.

"Good evening ladies," the stallion dipped his fake-looking police cap. "I heard there was a bachelorette party, good thing the police are here."

The stallion in question was tall and thin earth pony, clothed in slim-fitting long pants and a tight short sleeved uniform shirt that showed off his lean muscular arms. He had smooth and silken looking ashen fur, golden eyes, and jet black hair.

"R-Right this way," Lyra tried not to stammer.

'No... no no no no no no.' Rarity frantically thought in embarrassment. She had explicitly banned strippers. But it appeared she would be denied this concession for the sake of tradition.

The party hollered gleefully as soon as the stripper entered the room.

"Ya got a name, Sug?" Applejack nudged him.

"You can call me Officer Kane," he took his hat off and set it on the table and walked deliberately over to Rariti. "Now, you must be the bride. It's simply illegal for you not to have a great time tonight."

With a devious grin flicked on the music the agency had sent in advance. It had taken so much prodding and convincing to get Fluttershy to go along with this, but it would be worth it. If Rarity thought they were going to have a boring old party then she didn't know Dash all that well. The crystal gem throbbed as the recorded frequencies traveled through the floor and filled the room.

Kaine gyrated his hips to the beat. His strong hands undid his shirt one button at a time, revealing the muscled chest visible under the thin layer of fur that was only a few inches away from Rarity's face. Eventually, he reached the final button and shrugged the shirt off on to the ground. In one quick motion, he pulled off his tear-away pants; all that was left on his body were his black utility boots, and his tight black g-string.

It was easy to tell that despite being pretty tipsy, Rarity was slightly mortified. Officer Kaine turned around and leaned over, shaking his ass to the beat in front of her. He gently grabbed one of her hands, and encouraged her to smack his behind.

"Spank him!" One of the other girls hollered over the music.

Knowing they would not stop until she gave in Rarity tapped him lightly on the ass.

"You're quite the naughty girl," Officer Kaine turned around with a grin. He straddled her lap and lowered himself down, his hips still moving to the music. "Alright, which one of you ladies is next?"

Several eager calls echoed from among the crowd. Tonight was definitely going to be unforgettable.

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Chapter End- None Canon Alternate Ending

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Now when Cadance had made off with the blond from the party the last thing he expected was for Maud to be waiting in the next room. After apologizing for the deception Cadance left the two to their discussion. "So, hey Maud. How have you been?" he asked her as the stoic mare kept the ever unchanging expression on her face despite the weirdness of the situation.

"I have been pleasant." she answered in the same dry, dull tone he remembered. "I must apologize for the subterfuge, but I find the matter in which I want to discuss with you one I rather keep private."

"And that is?" he asked with a raised eyebrow.

"I wish to engage in coitus with you." Naruto's eyes shot up at that expression. "Pinkie Pie has made me aware you find me desirable. I also find you desirable. You have both the physical and mental traits desirable in a stallion I would be willing to call my mate. As of right now I have no desire for a relationship, but do desire sexual satisfaction to quench both my interest and the growing sexual frustration that mounts each time my cycle hits. I have already gotten permission from your alpha and the rest of your herd if that is what you were worrying about."

Naruto took a moment to process the information. He was wondering about Rarity's odd acceptance earlier. Now he realized what that was about. He had to admit he did find Maud attractive and if the others were okay with it. Then. Why not?

"Do you wish to begin engaging in foreplay, or would you prefer to imbibe some more alcohol first?"

"No, I think I had enough. Before we begin I need to know. Have you ever had sex before?"

"No. " She then bluntly added, " I have masturbated during my heat cycles, but I am a virgin. " The admittance caused his cock to twitch a bit. "I have acquired tips on how to pleasure a stallion from my sister. Allow me to perform them so we can engage in intercourse."

Naruto sat back and allowed Maud to simply do her thing. It was a bit unusual, unable to get a read from a lover but at the same time an interesting experience. Soon his stallionhood was free and Maud began exploring it with her mouth.

Maud's careful and precise movements was a fairly erotic display as the effort and precision she put into the act rather tantalizing. The familiar ritual of his sheath before explore by kisses was a sensation that would never grow old.

Minutes passed before Maud pulled away, gazing at his shaft.

Standing up, she took a step back. "The first ejaculation is most often the most potent, I do not want to waste it by having you orgasm outside me. Since you are sufficiently aroused it is now my turn to be properly stimulated so our intercourse will be pleasurable and successful for both of us." She said as she began pulling her frock above and over her."I will defer to your greater experience."

With that said Naruto insisted Maud sat down in the chair and set it to recline. Pulling her panties to the side he exposed her leading to her feminine scent smashing into him. He took in the smell as well as gaze at her puffy lips.

He could feel the hard muscles hidden beneath the fur, twitching slightly under his grip. He took his time exploring the mare, the only indication of pleasure were the tensing and twitching from her body.

The vaginal walls clamped down, squeezing Naruto's tongue as Maud's wetness became more apparent. Before either of them knowing Maud was climaxing resulting in an explosive spray.

"My Apologies. My climax triggered much sooner than expected. I believe I am now ready to be rutted."

Even her attempt at dirt talk came off as quite clinical.

Either way he was giving the go his hands to her hips Naruto began lining himself up when he noticed some semblance of expression from Maud. The slight and easy to miss quirking of her eyebrow.

Oh. Right. He had nearly forgotten. He let go so Maud could get up, turn around, and present herself to him. Once more getting a firm grasp of her he began pushing in.

There was a second of resistance before Maud's sex gave way, allowing him access.

A small moan of pleasure escaped Naruto as he pushed his way into Maud Pie's depths. Maud was tight. Far tighter than nearly any female he had been with. He continued sinking more of his length in as her muscled walls clenched around him.

"Are you comfortable Maud?" He asked as she answered.

"Yes," even while being speared her voice hadn't chance." The action of intercourse is more pleasurable than I expected. I am thrilled to continue our mating."

As Naruto kept his hold firm he slowly began to increase the speed of his thrusts. With little change from the action he moved his hands, one moving to cup her breast and the other stroking her back as he leaned over to nuzzle her while he continued to pound ino her toned backside.

A moan escaped Maud's lips as she slightly relaxed under the assault. With her guard down Naruto suddenly bit down on her right ear with enough gentleness not to hurt her but firm enough to elicit pleasure. The sensations coursing through Maud caused her to lose balance and fall forward causing her to slam back against one of the blond's thrust causing a groan to escape both of their lips.

"The sensation of your penis is more satisfactory than manual stimulation."

Letting go of her ear Naruto began nipping at the back of her neck as the hand he had on her back snaked under her stomach and between her legs. Using one of her fingers he began playing with Maud's clit bringing her to yet another explosive orgasm. Suffice to say by the time they were done he was going to have to buy that chair.

"The action of your fingers teasing my clitoris is astounding as it does not require the mental focus of me using my fingers to bring me to climax. The fact that at the same time you are using your penis to mate with me is stimulating me in a way I could not do alone."

The warm wet depths twitched around him, squeezing and stroking the length with each thrust.

Removing his hand from the malleable and tight breast, Naruto brought one of his fingers into his mouth and lubbed it up. With that he brought the finger to her puckered ring and began to slowly expand and finger her anus.

The action turned out to send Maud over the edge. A huff escaped the mare as the walls clamped down hard, the tight walls, tugged and pumped the length, trying to pull it deeper and milking him of his essence.

The new pressure on his shaft sent Naruto over the edge. Eyes closed, he gave one last hard thrust forward, trying to sink in deeper. A grunt escaped him as he climaxed unleashing thick ropes of seed into Maud's hungry core He continued to hump against the tight backside until he could seed the mare no more. Finally after long two minutes he pulled out, his lap coated in her essence.

Both of them laid on each side of the reclined chair. There movements in the chair had scuffed up the floor they were in pretty badly.

"Did you enjoy yourself Maud?" He asked as the mare blinked before surprising him with a smile.

"Yes," Maud answered. "That was an enjoyable experience. From what I have learned it gets better after the first time. Will you be able to perform again tonight? Pinkie insists your stamina is unusual for a stallion."

"Give me two minutes and I'll be ready." He said as he trailed his finger along her thigh.

"That is acceptable!"

Next Chapter: The Long Awaited Wedding and Honeymoon! (***) Estimated time remaining: 7 Hours, 57 Minutes