A Road Less Traveled

by GivingSpider

Rating: mature
Tags: Romance, Fluttershy, Sex, Discord, My Little Pony: Friendship is Magic
Length: 3565

Part of being a Spirit of Chaos means having a very whimsical approach to sex. It'sin Discord's nature to want to try new things. This time Discord asks his mate, Fluttershy to indulge in something tame by his standards yet unusual to her.

Part of being a Spirit of Chaos means having a very whimsical approach to sex. It's in Discord's nature to want to try new things. This time Discord asks his mate, Fluttershy to indulge in something tame by his standards yet unusual to her.

Discord wants to take her anal virginity.

Contains anal sex, rimming, toy use and mild mind control.

Written as a birthday gift for Fluttershyone, someone who I am honored to call my friend.
Cover art by Fluttercord45, another person I am honored to call my friend.

Published 2016-08-07 14:50:01 UTC
Last updated 2016-08-07 14:50:01 UTC

Chapter 1

Characters used here are the property of their respective owners.

The glow of small candles strewn about the room supplied ambience. The curtains were drawn to keep out the setting sun; making the tiny flames the only source of light. The only sounds were the creaking of a mattress, soft moans and less soft breathing. Blankets were discarded to the floor so Discord wouldn’t get tangled up in them during the throws of passion. Fluttershy was laying on her side with her Draconequus lover spooning her. His paw slowly rubbed and kneaded her chest. He playfully nibbled on an ear while his talon carefully groped her bottom. His tail was lightly massaging her most personal region and she uttered almost silent confessions of pleasure. She pressed her weight into his chest and tilted her head so her eyes could meet his and was greeted by a slow and passionate kiss.

Fluttershy leaned away from his lips and breathed deep her mate’s scent. His powerful frame and presence once made her feel small and helpless. After they grew close he made her feel safe. She whispered his name as he continued to touch her. His pace remained steady for her benefit. It took effort to make her forget her self consciousness and get her motor started. Discords interest in fooling around was evident for the past two hours and was clearly very eager to share his body with her. The gentle mare softly cooed as her heart beat got stronger. Discord’s paw slowly drifted to her beating organ and seemed to be keeping count. She leaned and kissed his arm as he nipped her ear. Discord was always understanding of her need to start slow and steady but he only had this much restraint when he was about to ask to try something different.

Fluttershy smiled as his body heat continued to soak into her. Whatever he was about to ask for it was probably going to be strange and unusual and he would have a very roundabout way of asking. It was actually amusing how some of his habits were predictable. One thing she picked up on early in their relationship was that getting a hoof rub while he was in one of his moods meant that he was about to ask for a blowjob. Being treated to a nice dessert usually meant that he was about to ask to go down on her. She recalled telling Discord that a relationship was give and take. She told him that in order for things to work they had to not just come to an agreement of how to live together but how to spend their time together. The Draconequus clearly chose to take it in a very literal sense; often bargaining in his own way to try something different. Granted he would often preemptively assume the giving side in an attempt to sway her into giving an answer he wanted; as long as he respected her right to say ‘no’ she would continue to play his game.

A low growl was planted in her ear and she shuddered. Discord was about ready to ask. In a few moments he would make a request that would rattle her enough to almost lose the mood. What would it be this time? Would it be something he always wanted to try? Was it going to be a spur of the moment curiosity? Would it turn out to be a new fetish for her or would he be banished to the couch for the next week? That was impossible to predict. The small favors she usually saw coming but this treatment was always a puzzle. On rare occasion he carried on his actions until she reached orgasm and then we would call it a night just because even if he might be a horny Draconequus he would always be Discord.

She silently hoped that tonight was not one of those nights. His odd and unusual tastes and how he asked for them had a high ratio of leaving her curious enough to try it at least once. A slow nibble on her neck telegraphed his intent to share his thoughts was felt before a lust fueled voice softly delivered a clear message.

“I want to try something different” her husband uttered into her neck between nips. “I want to know how it feels” he whispered into her ear before dragging his tooth along her neck. “I want to make love to your flank.” He playfully latched onto her neck and his voice continued to be heard in her mind. “I want to try anal tonight.”

Fluttershy's eyes widened as she compiled what she just heard. A heavy blush came over her as Discord continued to nibble at her flesh. She became much more aware of the groping talon focused on her rump and realized she had clenched. The Draconequus continued to kneed her bottom while massaging her chest. His tail continued to service her moistened marehood. Discord was acting like he hadn’t said anything all. The mare exhaled and her mate slowly nuzzled her mane.

“You…want” she stammered as her nipped her shoulder. “You want to…put it in my butt?”

Discord gave her neck another nibble in response. His casual approach to his request was as surprising as the request itself. She supposed that in the grand scheme of things it wasn’t all that strange compared to other things he had brought up but it still posed quite an initial shock. It wasn’t as odd as that time he cloned himself or the time she let him follower her around the house giving her random orgasms with his mind. That time he changed his body to the likeness of Tree Hugger was interesting and the time they swapped genders was equally odd. Thinking about past adventures made his new idea seem more tame but it was still quite unconventional for different reasons. Discord slowly withdrew his tail and rolled onto his back. His limbs gently took her with him. He turned her over so she was facing him. Fluttershy saw obvious excitement in his eyes and seeing some of her mane caught in his mouth provoked a giggle. His paw gently caressed her back as if to remind her where she was. Feeling his erect member poke her thigh also brought her back to the here and now.

“You can refuse” Discord said as he nipped her neck again. “We could do other things. We could also do nothing. It’s not like I can’t live without trying it. If I get desperate I do have alternative means.”

Fluttershy blushed as he finished his statement. She was reminded of a mid Summer afternoon where she walked in on Discord in the shower with a very well detailed replica of her. She recalled the brief while spent making eye contact with the doll and then with Discord. Discord looked back and clearly worked hard on deducing what to say. He was focused so hard that he didn’t compile that he should stop thrusting into his toy. After an awkward moment he drew a breath that cut the sounds of running water and well lubricated stress relief.

“We both know that this isn’t the strangest thing you’ve caught me doing.”

It was true; she had seen stranger. That evening he offered to give her one of himself. Discord slowly ran his claw through her mane. She did consider denying him his request but a tiny part of her was now curious. She wondered if he planned on it. Most of the time he did manage to make her consider his bold proposition. Fluttershy leaned into his touch as he continued to stroke her mane. At the very least she would hear him out. The more she thought about it the more she leaned towards responding with ‘no’.

“Well…um” she slowly stammered while remembering how to speak. “I’m not judging but why do you want…that?”

Discord paused and briefly averted his gaze.

“To be honest…I think most of my curiosity comes from society saying that acts involving sodomy are wrong; even if between consenting adults behind closed doors. You know how I am. The more I’m told ‘no’ the more I wish I was told ‘yes’.”

Fluttershy blushed at his calm riposte. Her first thought was that she should have seen that coming.

“If you’re nervous, I can offer a solution to take care of that” he said as he caressed her back again”

“What would that be?” Fluttershy raised an eyebrow and locked her eyes on his. Before she was just caught off guard but now she was suspicious.

“I can make you not think about it” her mismatched husband replied with a grin. “I can help keep your mind mostly empty. I won’t take away your ability to tell me to stop. I’ll just help you relax. It will be something like those times you and Tree Hugger relax with botanical assistance.”

The shy mare paused at his words. She didn’t doubt that Discord could replicate the effects of her friend’s special tea made with lemon grass, citrus peels, chamomile and peyote; but didn’t think he would get it on the first try. Fluttershy was also hesitant to give him such control over her mind and body. It wasn’t that she didn’t trust him, it was just she was still very nervous.

“I could also happily settle for just one of those things” he softly said as he nibbled her ear. “I am very open for whatever you are up to.”

Discord laid his head back into the bed, taking some of her mane with him. He kelt the small helping of hair in his jaw while giving her a lovestruck and pleading look. Through his innocent antics it was painfully obvious that this was about just about sharing their bodies over a mattress. Discord still very much wanted something different, something unconventional. He wanted something that one would call forbidden. Fluttershy continued to weigh her options and his position. She believed he would be careful. She believed he would be gentle. He would stop if she told him to. Through all that there was a thought that overshadowed everything else. His goal was to have his penis in her anus. Discord let go of the lock of hair in his muzzle and waited for her answer. There was the option of telling him that he would have to get his fix from the doll. Fluttershy almost laughed. It was just such a simple sounding request that carried so much worry. It might be uncomfortable. It might hurt. It most likely would be both.

On the other hoof…now that it was in her head it wasn’t leaving and she had a new curiosity of her own.

“I’ll…make you a deal” she faintly whispered as she hid behind her mane. “I’ll give you both…my bum and some of my mind. In return…you will stop if I ask and I get to…peg you next time we play.”

In his eyes she saw a mix of amusement, victory, arousal and surprise. She almost maliciously savored his reaction. It actually looked like he was as surprised as she was earlier. The Pegasus wondered if he would accept her terms.

“Well…” her mate said as he slowly traced his claw down her spine. “I suppose that is fair. I’m asking to do things to your bottom; that does leave me open to a little turnabout.”

It did not surprise her to hear his reply. She did jump when his paw suddenly grasped one of her supple cheeks. Her tail twitched and she shuddered as he squeezed. Discord gently placed his paw on her head and locked his eyes onto hers. The Draconequus slowly kissed the pony as he gripped his magic. Fluttershy took a deep breath as her mind started to become clouded. It was reminiscent of that special tea but she was more lucid under his spell. Fluttershy was very aware of what she could feel and see but couldn’t fully focus on it. Both of Discord’s hands gave her rump a squeeze and she didn’t give it any thought. She could focus on Discord and she could coherently speak but most of everything else was a haze. Discord’d eyes enlarged and more of her world came back. Sensations were made more clear but the fact they were in her bedroom was nonexistent. Discord’s presence in her head was very clear and it was as if he was always there. The extent of his power and the extent of his power over her was as well known to her as her own name.

Discord gently ran his paw along her rear and back as he began to let go of his spell. He stretched his mind and planted an instruction in her head. Fluttershy slowly leaned down and deeply kissed him. He smiled as she pulled back upon his silent command. Tying her down was one thing but this was an entirely different level. The excitement of this new game was almost overwhelming. Several ideas as to what to do with his sexy little puppet flooded his mind. He almost forgot what he was there for.

With a smirk and a simple thought he took hold of metaphorical strings. Fluttershy slowly moved her body in tune with his tugs. She stopped when she was lying on his chest with her head facing his erection and her plot facing her master. Discord slowly guided her tail across her waist and kneaded the plump flesh in front of him. He slowly spread her cheeks and admired her traditional opening as well as her nontraditional passage. Her puckered plot hole seemed to entice him and he was more than eager to answer. Discord spawned a small dildo in the shape of his own organ and teased her marehood. Fluttershy soundly made it evident that all the sensations of what was to come were recognized. Her body remained still as the toy pushed deeper into her. Fluttershy remained fixed on the twitching cock in front of her as she tried to work around the haze she was in. All she could consciously do was ask him to let her go. Nothing else was going to happen unless he wished it. The puppet pony moaned as she waited for an order. The Draconequus gave the puckered plot another glance and carefully gripped his power again. Her eyed widened fair amount as what felt like a silky smooth thing just snaked it’s way up her butt. Discord grinned at the reaction in her mind from being magically sanitized. He wondered how she would have reacted if she wasn’t under his dominion.

Discord softly pushed a talon against the tight orifice. It clenched out of reflex and he chuckled. He withdrew his talon and leaned himself closer. He took his paw from the toy cock and left it to move back and forth on it’s own. He placed his hands firmly on her hips and got a little closet. His tongue slowly slid from his mouth and circled the target. He slowly moved his tongue along the sensitive flesh and heard his mate gasp in response. Discord poked into mind and was met with the clear realization that penetration was imminent. His tongue pushed into the clenched hole and just as slowly withdrew. She squeaked in response to the act and he teasingly pushed his snake like muscle back inside; this time going a little deeper while commanding the dildo to venture a little further. Fluttershy drew quick breaths as she realozed that telling her body to relax and accept it was her job. Discord was not going to command her to let him inside her ass. Another squeak came out as he went a touch deeper inside her now quivering hole.

Fluttershy could only describe it as foreign. Having the sensitive nerves around her anus was a very unique way of being touched. It was a little uncomfortable at first but it seemed that the initial shock was the worst of it. His cock twitched in front of her and a clear command spinded in the back of her head. As her lover prodded her plot while toying her vagina a thought slowly evolved into an undeniable impulse. Fluttershy slowly moved her muzzle towards his member and slowly licked from the base to the tip. Her lips grazed the head before she let him inside her mouth. As his tongue slid inside her slowly relaxing hole she took in just as much of his dick and bobbed in sync with the backdoor intruder. It was as if the only things that registered were the two pieces of his flesh and the one soft toy penetrating her. The ability to make him stop was also present but the strange feeling in her rectum was an odd mix of discomfort and pleasure. Her husband continued to explore her rear and suddenly began an ambitious, slow dive into her. Her eyes widened as she was compelled to take in as much cock as he gave tongue. The head grazed the back of her throat and she continued to descend. Her journey ended when her chin rested on the Draconequus’ testicles and at that point Discord didn’t venture any deeper. His tongue began to twitch and pulse as it retracted from her anus and her head lifted from his cock. She wondered how she would have taken it if she wasn’t partially under his direct control. It wasn’t an unpleasant experience. It was just very different.

Fluttershy slowly crawled forward towards the edge of the bed. In accordance to his commands in her mind she rested her head against the mattress and raised her rear. The toy withdrew from her body and she could feel Discord position himself behind her. His hands gently grasped her waist and she felt the head of his cock rest against her now more relaxed bum. He looked down at the meeting and grinned. All that stood between him and having his cock inside his wife’s ass was that he hadn’t pushed in yet. He waited as he scanned her brain. He slowly prodded her anus until he caught what he was hoping to see. Loud and clear in her mind was a single thought. Fluttershy was now wondering if his dick was going to fit. His eye twitched as his cock flexed and altered itself until it resembled a more appropriate medium. His cock now was the shape and size of an anal plug for training a virgin plot. He paitently waited as his new dick secreted a generous amount of lubricant.

Fluttershy gasped and squirmed as something thicker than his tongue pushed into her forbidden passage. Discord slowly moved back and forth; only going deeper when her body’s resistance receded. The vice grip on his cock provided a unique pleasure. The delicate pinch in Fluttershy’s rectum gave her a strange sensation. She wasn’t sure if she liked it but she wasn’t opposed to it. Her husbands breathing made it clear that he was enjoying her ass; all she felt was being filled. Whatever he was penetrating her with was clearly not his penis. It was obvious that it was something smaller but it still felt large. Squeaks and grunts continued to flow from her mouth while Discord drew pleasured breaths. The feeling of being intruded on was persistent. That distinct pinch wasn’t going away. The only change was the toy’s girth as she had more in and how it almost felt like it could be enjoyable for her. The mattress creaked as he continued to rock back and forth inside her. A sharper squeak came from the puppet master’s mare as his organic plug fully rested inside her. His body was now pressed against her bottom and the length of his altered cock had claimed her. Discord retracted and gave a single thrust to bury himself completely again. Grunts and groans drowned out the sounds of springs being tested. A low growl escaped him as he withdrew from her and several spurts of his seed hit the bed. Fluttershy shook and moaned as she felt his orgasm in her mind. Her body interpreted it as an order to join him and her body fully peaked. A sharp moan escaped her as she was overtaken by the rush.

Discord slowly changed his cock to it’s normal state as he gave her flank a playful swat. He gently traced his claw down her spine and snipped the strings that kept her mind welded to his. Fluttershy collapsed on the bed and started to catch her breath. The Draconequus laid down next to the pony and she turned to nuzzle him.

“Well…” Discord said with a smirk as he held her against him. “How was it? You let me go from start to finish.”

“Having you…in my butt” she whispered as she blushed. “It was different. I’m not sure if I liked it…but I didn’t hate it.”

“Would you be willing to let me do it again?”

Fluttershy paused before answering. A mischievous grin came over her face

“Maybe…but not until you let me do you in the butt.”

Discord chuckled at her lewd riposte. He have her plot a squeeze with his paw and nuzzled her mane.