Why Sassy Saddles

Anon looked at the mare blankly. He really wanted to be going home. Still she looked like an absolute mess, and he supposed the least he could do was listen to what she had to say.

“And what can I do for you Sassy Saddles? Anon said.

Sassy appeared to be having trouble getting the words out.

“I … I need your help.”

Sassy blushed imperceptibly at the words. Adrenaline flowed through her, but not so much out of fear as she was expecting. Anon, oblivious to the mare’s emotions, continued to pack away. He noticed that she had a large box on her back. That had to be something to do with this.

“No! Don't pack away! I need you to fix this.”

She turned side on and gestured to the heavy lump she was carrying. Anon was not in the mood for this. A nice cozy bed was waiting for him.

“Look Sassy, I'm tired, and want to go home. Can you come and see me tomorrow morning? I'll be more than happy to work on it then.” he said in a sympathetic but firm voice.

Sassy was not dissuaded though.

“It's urgent. It has to be done now. I will not let you leave until it's done!” Sassy half shouted, certainly living up to her name. Anon was taken aback. Ponies were normally docile, but this one seemed very feisty. Still he was sure there was little she could actually do to stop him leaving.

“Okay bye. Can you please leave my shop. You'll be locked in otherwise.”

He got up to leave, sure that the mare would follow. Instead she stood in place. A thoughtful look was written on her face.

“I'll pay you. 1000 bits?”

Anon’s mouth dropped open for only a split second before closing and swallowing.

“Right.” he said as he went outside.

Latches could be heard outside the door. The large blue doors swung shut, cutting out the sound of the violent storm outside. Anon however, was on the inside of them.

The atmosphere suddenly loosened as if the driving storm was fuelling the discussion and was now cut off. He had resigned to his fate, concluding that a long night was going to be inevitable.

“Ok, I'll fix your thing. What is it anyway?” he questioned.

“It's a sewing machine,” Sassy said, her demeanour from earlier seemingly vanishing. She kept looking past him, at the now closed doors. It did not occur to Anon that she may be feeling trapped.

“And how do I know you’ll pay? What's so special about it anyway?” he said sounding sceptical, imagining a scam in progress.

“Well I have 200 now. I'm sorry, I don't ever carry that much money.”

Sassy magically pulled out a clear bag of bits from under her dress, and levitated it over to the table. It was enough for Anon’s fears to be suppressed, and he decided to trust her.

Anon decided to get on with it. He didn't want to be here any longer than he had too. He went over to Sassy to pick the box off of her. She visibly flinched as he came up close to her. Her body tensing rigid. A contrast from her previous tired state. He noticed this and didn't know what to make of it.

‘Why was she afraid of him?’ He thought.

Anon also took a moment to look at the mare. She looked tired, stressed, and drenched. Her body shivered from the cold. She looked like she needed comforting. He lifted the machine off of her. It was far heavier than he expected. No wonder she was tired. Sassy stared intently at how easily he moved it, not that he noticed. Putting the machine down, Anon turned around to help the mare which he had quite honestly given awful hospitality up until now. He took a dry towel out of the cupboard. Quite honestly one of the only clean things in the workshop, and walked over to her, taking a knee in front of her. He noticed she was a taller mare, nosing above him in this position, and she had a long snout and horn.

“Let's dry you off then. You'll get a cold, soaked to the bone like that.” Anon stated.

Sassy looked like she was about to protest but it was too late. He put the towel around her neck and started to rub. It did a decent job of drying her fur and made it fluff up, sticking out in all directions. Sassy cooed as he made his way up her neck. She was enjoying this much more than she had expected. His appendages worked into her neck and it gave her a warm sensation, fear melting away completely, to be replaced with relaxation. Sassy suddenly realised the contact was having too much of a good effect on her. Her nether regions felt a spark of excitement flow though them, and Sassy had to fidget a bit on her hooves to get comfortable.

‘No’, Sassy thought. ‘You know nothing about him. He’s a different species for Celestia’s sake. It’s most definitely wrong. This is so embarrassing!’

Anon noticed Sassy had a light magenta blush forming on her cheeks as he made his way up to her ears. ‘Makes sense’ he thought. This is probably a bit embarrassing for her. She could do it herself after all. She is a unicorn. Still, he wanted to show hospitality, not just because he was being paid a large amount, but because he was curious about this mare. He wanted to know her story and this seemed to be relaxing her.

Her ears twitched as he dried them. His hands ran a towel along the inside of her ear, up to the tip. He ran off the end, leaving an arrow point of soft blue hair. Sassy liked this. Her ears had always been sensitive, but nothing had ever touched them with such strength and delicacy at the same time. A small smile formed on her lips and her eyes closed shut. ‘No Sassy, this is bad. Thinking about another species like this. It’s not proper. You have to remain professional.’

“Right. Now for your body and legs” Anon remarked.

He spread the towel out on her torso and rubbed with more force, trying to squeeze water out of the dress. Realising this was probably futile, Anon moved onto the front legs. He only went halfway down the legs at first, since the bottom halves were covered in watery mud. He would come back later. Returning upwards, he made his way along her back quickly since the dress did not dry effectively. He got to her lower back, and suddenly Sassy tensed up. Her smile faded to a frown and she seemed once more rigid.

“Are you Ok?” Anon said, innocently concerned

“Yeah, I’m Ok” said Sassy, teeth ever so slightly gritted. “can you do my back legs now?”

‘Strange’ He thought. Anon didn’t think that a pony’s lower back was a place they didn’t like being touched. Especially compared to the back legs. He continued on Sassy’s rump, drying it much more haphazardly. This had gotten too awkward to be lingering. Pushing up Sassy’s dress a bit, he could see her cutie mark was three pins of primary colours. Strange that she would want to cover it up. Most ponies love their cutie marks. Sassy seemed to relax again as he passed down her legs. She kept her tail pressed down against her privates. Not that Anon was looking of course. That would not at all be polite. Sassy hummed and shifted her weight. She lifted each hoof so he could wipe the mud off to the best of his ability.

Then it was over. The towel dry lasted only two minutes. Sassy swore it must have been longer, but at the same time not long enough. She missed the feeling almost immediately, although she knew she could not tell him that. Besides, there was an important job to do. She was at least feeling much warmer now, in more ways than one.

Anon got to his feet, once again towering over the mare. He was not done just yet though. Her whole face was smeared with purple eye shadow and dark mascara. She looked hilarious to be honest. “Just one more thing,” Anon said, and rushed to a cupboard. He pulled out a little bottle of cleaning alcohol and dabbed some onto a rag.

“This is the industrial stuff, but it should do just fine,” Anon said as he leaned down towards her.

She closed her eyes as he moved his hand in. She stayed as still as possible, as his hands got to work cleaning up the mess. They moved delicately and skilfully. Anon knew that getting any in her eye would be very painful, and he would not let that happen.

“All done now,” He said. “You look good as new.”

Sassy opened her eyes and looked away. She had decided she trusted this man. The compliment may have been a bit strange, well not really a compliment at all, but it made Sassy feel incredibly beautiful. At least that's what she hoped he meant.

“Can I watch you for a bit whilst you work?” Sassy inquired. “I've always been a bit curious about how those machines work. I've used them all my life, but I've never seen the inside of one before.”

Sassy's blush betrayed what she actually wanted to watch, although Anon was far too oblivious to notice. To be fair, Sassy was not lying. She was curious about the machine, but also about how Anon would tackle taking it apart without magic.

“Yeah of course you can Sassy. I'll pull up some seating for you.” He went and wheeled over a wide chair from the other side of the room. It was comfortable, and more importantly designed for a pony to sit on rather than the bar stool he normally perched on.

Anon watched as Sassy jumped up on the chair, span round once and then sat down on it facing him. He noticed that her coat was all fluffed up from the towel dry. Tufts of fur curled up in little flecks. It made her look incredibly cute, as did the genuine smile on her clean face.

Comfortable silence fell as he got to work. Opening latches, dismantling mechanisms, trying to understand how the machine worked, and ultimately the problem with it. However, Anon’s mind was distracted. He was aware that the mare off to his left was very elegant. She must have normally been much more so, when not dampened by rain. He determined that he probably didn't meet her at her finest hour. She had a charm that not many other ponies had. She was tall and slender with a confident posture. She was decisive but not forceful, firm but still kind. At least from what he had seen anyway, he had known the mare merely 20 minutes.

Although Anon was comfortable with the silence, Sassy Saddles was not. She realised she had many unanswered questions that she just had to have answered. Only a few minutes went past before the questions started pouring out of her.

“So your name is Anon, but what species are you? I've never seen anyone like you in my life.” Sassy hoped she said that right, and it would be taken as a compliment to the man.

“I'm a human,” He replied. “I'm descended from the ape genus. The closest animal you've seen to me is most likely a monkey.”

Sassy looked at him and nodded before a puzzled look crossed her face.

“How come I've never seen or heard about you humans before? Do you live in a far off land?”

He physically winced a bit when she said humans, but it was just an innocent question, and she deserved an answer.

“Far off land is a way of putting it.” There was an imperceptible strain in his voice. "I come from a different world, or maybe the same world in a different universe, I don't know. The point is, I am the only human you will ever see.”

“But how did you get here,” Sassy asked, concern in her voice.

“Sorry Sassy. But it's not really something I want to talk about,” he said with a sigh.

Sassy saw the saddened look on his face and suddenly felt awful. She was trying to learn more about Anon, not open up deep emotional wounds. She had to cheer him back up. Could she do that though without her thirst to know more about this human getting the better of her again. ‘Ask about his day to day life. That’s nice and safe,’ she thought

“So Anon, who have you hung out with today? Apart from me of course!”

Anon raised an eyebrow. He was unaware they were ‘hanging out’. Paying someone an obscene amount of money to work through the night for them did not class as hanging out, at least to him. However, she did seem genuinely interested in his life, and wasn't bad company. A little bit distracting maybe, from the job he was currently trying to do, but he decided to humour the curious mare.

“Well first thing today I saw Victor Steel to get some supplies. Then I spoke to Florentine for a bit and then I had lunch with my good friend Amplified Wave.” Anon said, thinking back. It had been a long time since morning.

“Wow, sounds busy,” said Sassy casually. “Who's Florentine?”

“Oh, she's my landlady for this place.” Anon said, taking his hands off of the sewing machine to gesture to the building around him.

“She drops in on us every few days to see how we're doing.”

“Oh okay. I see.” Sassy remarked, an unconscious smile forming on her face.

Anon noticed that Sassy seemed upbeat, and thought he should ask her about her day. “So how was your day Sassy?” He asked.

“Well very stressful,” she said. She recounted her day, and told Anon about her boss / friend called Rarity. And their struggles over the day. She got to the bit about discovering that he might be able to help her.

“And then a stallion leaned in and asked whether we needed help. I was sure he was hitting on us at first, but then he introduced himself as Victor and recommended you!”

“That must be the same Victor I mentioned earlier.” He semi-interrupted. “What a coincidence.”

“Oh yeah,” exclaimed Sassy. Why didn’t she make that connection sooner?

“Weird though,” I'm sure he doesn't even particularly like me, let alone recommend me.” Anon said, quite confused.

“Oh, I think actions speak louder than words on this one,” Sassy mused. “It can sometimes be difficult to tell if someone likes you or not.”

“Yeah I guess but …” Anon interrupted his own voice as he stood up violently and cheered. Sassy flinched and let out a little ‘eep’. She was not expecting the outburst and had forgotten how big Anon was.

“I found the problem!” He shouted at the ceiling. Sassy, regaining her composure asked, “What is it?”

Anon sat back down once more. Calm after the short outburst of joy.

“This gear has stripped all of its teeth off completely.” He said pointing to a small gear which was now a mangled roundish shape, rather than gear shaped.

“It, and the two next to it will have to be replaced. Also, I should really clean the whole thing out. Get rid of any shards of metal that it may have produced. Bits of metal are generally not good for other mechanisms.”

Sassy could see what he meant. The assembly did look mangled. She watched as he set to work. First cleaning the system and making sure all debris was removed and that it had not been damaged by anything else. He then set to work fabricating new gears. Sassy yawned as time drew on. She had had a long day, and as much as she enjoyed watching Anon, she struggled to remain alert. It was getting very late, and a particularly large yawn alerted Anon to the fading energy of his company.

"Are you getting tired?" he asked.

“Yeah, I'm sorry Anon. I may have to go back home and get some rest. It's been a really long day.” Sassy said, her eyes drooping.

“Well you could sleep here. There's a clean bed and a blanket in the back there.” Anon informed her, pointing to a doorway at the back of the shop.

He had lived there for most of the year and the space was still furnished. He guessed the room was originally meant for a small office space to help ponies with their businesses, and he were sure there was something in the rent contract that said he couldn't do that, but Anon suspected Florentine may have turned a blind eye. He had a hunch that she may have a soft spot for him.

“We can't have you walking back in the rain at 3 AM now can we.” Anon said, really deciding for her.

Sassy did admit the walk home was not very appetising. And she trusted Anon enough to consider taking up his offer. Plus, the thought of returning and facing Rarity without the sewing machine made her shiver. She would definitely be awake by now and the high drama would be building.

“Thank you Anon, that is very kind of you. I'm going to go and get some rest now.”

And with that, Sassy got up and went into the back office space, and closed the door behind her. Inside Sassy found a single bed with a spring mattress and a blue and white checked blanket. The whole setup looked clean enough, so she immediately laid down on the mattress and threw the blanket over herself, snuggling down into it as she got warm.

Lying in the bed, she started thinking about Anon. He could be heard operating some sort of machinery outside the door, although the room was soundproofed enough that it was not annoying. Sassy didn't know what to think about the human. At first, he had terrified her, his bipedal form striking an irrational fear in her. So much so she had considered running away, and not even meeting him.

Sassy looked around the dark room and scrunched her face up at the thought. Imagine if she had never worked up the courage to meet him. He had since proven himself to be clever, kind, and perversely attractive. Sassy drifted off to sleep thinking dirty thoughts about the human. The question of what the human looked like under his clothing lingered, until that too was finally snuffed out by the blackness of sleep.

Anon was more or less content for the moment. Despite the time, he was more than happy, listening to music through a pair of headphones as he used the milling machine with a special radial attachment to cut the teeth for the new gears. The best thing about this machine was that after the setup process it was very simple and repetitive. Turning the cutting bit on, he engaged the feed, and waited a minute or two for it to cut the slot down the width of the gear. He then rotated the vice tool by one notch and repeated.

After far too long doing this, the final component was almost done. It suddenly stopped looking like a cylinder with notches in it, and started looking like a gear with teeth sticking out. Taking the precious component, Anon went over to the machine and started re-assembling it. It took a while to put the machine back together, but he was focused and soon enough it was done. The cheap clock told him it was 6:00 in the morning. The voice of fatigue was growing ever louder in Anon’s mind, but he could suppress it for now.

It was time to wake Sassy up. Anon quietly opened the door to the backroom and tiptoed inside. The mare on the bed still slept peacefully and was the cutest thing he had seen for years. She had kicked the blanket off of herself, rolled it up, and was now hugging it tightly with both her front and hind legs. Her face was buried into it, adding to the cosiness she was emitting. She looked entirely comfortable. That was until he noticed her dress was clearly still damp. He thought she would have taken that off before going to sleep. It couldn't have been pleasant, and it's not as if ponies normally wore clothes anyway.

He looked over the mare taking in her beautiful form. She really was pretty, although that is not what caught his eye. Sassy's back end was completely exposed. Her back legs were wrapped around the blanket, parting them, and her tail that had kept her modesty in check earlier, swept upwards and out the way, leaving nothing to the imagination. Mares were outstandingly good at keeping their tails between everyone’s eyes and their privates. Anon wasn’t sure whether it was a subconscious thing or not, but he had only ever seen short flashes of a mare’s privates. Now though it was all laid out before him.

Anon looked away for a second out of instinct and embarrassment. The thought of Sassy waking up to him staring at her rear end mortified him. Anon couldn't imagine the aftermath of an event like that, however he was snapped out of this thought by a strange shlicking sound.

Slowly, he turned his head back around. She was still there, restfully sleeping. Anon’s eyes focused in on where the sound was coming from, and his jaw dropped in disbelief. He didn’t know what the fuck he was seeing.

He was now staring right at her delicate pussy. It ran from just below her asshole about three inches down to a rounded hood. The surrounding flesh was slightly puffy, and looked silky smooth. The fur from her rump got shorter and shorter before petering out completely, leaving just her soft dark skin to meet with her narrow slit.

As he looked, he saw it tense rhythmically, pushing her clit out from behind its hood, again and again. Every time her lips parted and then folded back together. This created the barely audible sound. She was growing visibly wetter, which added a sloppy sound to her winks. A thin dribble of fluid rolled out of her and down the buttock, matting into her fur before it could reach the bed.

The human didn’t know what to think. He had never seen a human woman, or a mare do anything like this! He was awestruck, embarrassed, and morbidly curious. He knew he shouldn’t be looking. That it was a gross violation of privacy. But he couldn’t help but stare as the display.

He noticed a smell filling the room. It smelled fiery and full of hormones. They were all unmistakable signs of arousal. Was Sassy dreaming? Anon wondered what the hell she could be dreaming about to bring out a reaction like this. He imagined for a minute that it might be him, before dismissing the ludicrous thought. ‘Come back to the land of reality’ he thought.

Reality did come crashing back to him, in the form of a gut wrenching sound. Sassy shuffled, then murmured something incoherent, before mumbling his name. Anon realised he was staring at the privates of a sleeping mare, and the thought of having to explain himself whilst hiding a growing erection terrified him.

Anon quickly upped and sprinted as silently as he could out of the room, not looking back to see if Sassy was actually waking. Anon went straight outside into the cold dawn air. He walked around uncomfortably, trying to get rid of the heat in his loins. Cold air was certainly helping, but the taboo scene still stuck in his mind. He had never really been interested in any particular mare before. Yeah, he thought they were sexy on the whole, but he had never taken a liking to a particular pony before.

Now though, Sassy Saddles was firmly on his mind. The mare was the perfect combination of sexy, responsible, cute, and assertive. Anon had been lonely over the last year, and the thought of even having Sassy as a friend made him joyous. He knew that was all he could really expect after all. He had instantly felt bad about staring at her, but he reasoned that with them being naked most of the time, situations like this were bound to happen more often. It probably wasn’t a big deal.

Anon had finally calmed down, and decided it was time to see if Sassy had been woken. Anon strolled back inside, walking with a pretend confidence. Inside the shop though, he was met with silence. He walked across the workshop and saw that Sassy was mercifully still asleep. Anon took a deep breath and then knelt down beside her. Calmly, he put a hand on her shoulder, giving her a nudge whilst cooing, “Sassy Saddles it's time to wake up.”