Anon's Mare Problems

by sIDsleeper

Rating: mature
Tags: Human, Romance, Anon, Original Character, My Little Pony: Friendship is Magic, Comedy, Rarity, Other, Sex, Random
Length: 3807

Isn't it funny where a little misunderstanding could lead? Anon didn't laugh. He was fearing for his life...at first...

Anon's about to visit his dearest friend, but on his way he finds out, she may have some problems. He's willing to lend a helping hand, or a shoulder to cry on...little does he know, Lily's after something else.

A HiE short, so you know I'm still alive, and to buy me some time.

Published 2016-11-30 02:20:01 UTC
Last updated 2017-04-09 15:34:49 UTC

Mare Problems

Anon’s Mare Problems
by sIDsleeper

Chapter 1. - “Mare Problems”

Anon was strolling through the market of Ponyville, stopping here and there to buy this and that. By the time he stopped at a stall to grab some pasta, he was already carrying two paper bags full of all kinds of foodstuff.

The mare behind the stall looked at his bags and smiled.

“Wow, that is some appetite you’ve got there, Anon!”

“Haha, it’s not all for me. I’m going over to Sweet Lily for dinner. I’m bored out of my mind, and decided that some company would help. Some cooking would keep me occupied for the afternoon. Lily told me the other day, that she got a wicked horror movie from her sister in Manehattan, and I thought we could watch it this evening. You know how she is. Can’t handle anything scarier than a foal in an eyepatch.”

Noodle Chop shifted uncomfortably behind her stall, looking Anon up and down.

“Uhm...are you sure it would be wise to visit Lily today?”

“I haven’t seen her all week. I planned this as kind of a surprise, and since I know she took off a couple days from work, I thought today would be the perfect chance.”

“I-I, I don’t mean to put my hoof into your soup Anon, but I think she would like to be alone for some days.”

Noodle motioned for Anon to come closer.

“She has mare problems.” she said conspiratorially.

“Oh. Really? I didn’t think she was like that.”

“Oh yeah, she is.” said Noodle, glad that Anon understood it.

“Well, I’m cool with that, and it’s all the more reason to go. A good spaghetti helps with every problem.”

Noodle blushed like a ripe apple.

“Hmm, if you’re sure. I warned you. Now, how can I help you?”

“How could I make a good spaghetti without the best noodles in town?” Anon asked with a wink.

“If I didn’t know you’re on your way to Lily, I’d be thinking you’re flirting with me.” laughed Noodle.

Anon just smiled, but didn’t say anything.

“Here you go, tall guy. Three bits, please.”

“Oh, make it two packs, please...I do have a big appetite.”

“Oookay, two packs, that’s six bits.”

“Thanks, and thank you for the heads up about Lily too. See you later Choppy.”

When Anon arrived at Lily’s door, he used his foot to knock on the door. After a few seconds, the door opened, and Lily stood there. She looked surprised to see Anon. Her eyes were dilated as she took in his form, and her mouth was hanging open.

“Hey, Lily! Ugh, what is that smell!?”

The stench of sweat and some kind of sweet incense hit him like a train when the door opened.

He pushed past Lily into the small house, heading for the kitchen to put his stuff down.

“A little bird told me about your mare problems, and I know that shit can be hard, but you really shouldn’t let yourself go like this.” he called back from the kitchen.

Anon went to open the windows to let in some fresh air into the house.

Lily was still standing in the door dumbfounded, her fur and mane disheveled, and her tail twitching nervously.

When Anon turned back to the mare, he saw that she was a mess.

“Wow, you look terrible.”

He went back and closed the door behind her, before he lowered himself to be eye level with her.

“Is it that bad?” he asked seriously.

Lily just nodded.

Anon suddenly hugged the mare.

“There, there. I’m here to help now.”

Anon felt how tense Lily was. The smell of sweat and that weird, sweet odour clung to her fur, but she felt an entirely different smell. One that drove her wild, and got her core fired even more so, now that she had a target. He was about to tell her to go take a shower while he started on dinner, when he felt her shifting her weight forward, pushing him back.

“Whoa, Lily!” he called out as he fell backwards onto the floor.

Lily kept staring at him, a wicked smile forming on her mouth.

“Lily, you’re growling?” he asked as he heard the sound emanating from the throat of the mare.

“Lily, you’re growling!” the surprise on his face was evident.

She took a step forward. Anon knew something was off, and his instincts bid him to flee.

Never before did he feel intimidated by a pony, but now he felt like prey.

“Oh, shit.”

As he got to his feet running, Lily was on his heels. She bit down on the edge of his trousers, planting her hooves for leverage.

Anon found himself lying on the floor again, face first this time. As he looked back at Lily, he saw that she was tearing the end of the pants, dragging his foot back.

He practically flew out of his favourite pants, leaving it to its fate, cutting his losses.

Lily was distracted with the pants for a few seconds, biting it first, then taking a deep whiff of the garments, while Anon looked for an escape route, but the only exit was blocked by the maddened mare.

When she abandoned the trousers and looked up, she caught Anon’s eyes. He was staring at the door behind her. She looked back at the door, then back at Anon. Her smile was unnerving. She turned slowly and locked the door, meanwhile flashing Anon with her backside. She took the key from the door, dropped it on the floor so Anon could see it, then with a quick motion, she broke it into pieces.

Anon gulped audibly.

She started to slowly walk towards him. Anon turned and ran up the stairs to the nearest room that had a door on it. Lily galloped after him. He jumped into the room, and shut the door just in time to evade Lily, and he leant on the door for support.

It was Lily’s bedroom.

“Fuck.”

There was no way out of there, save the one he just came in. The windows were way too small for him to fit through, and Lily was on the other side of the door.

He decided his only chance was to talk his way out of this mess.

He was about to say something, when Lily knocked on the door a couple times.

“Hell no!” he called out.

A series of knocks came from the door.

“I know what I said, but I wasn’t really thinking of this kind of help. Look, I know losing a marefriend sucks, but that doesn’t mean you have to throw yourself at the first thing that has a pulse, and I thought you were into mares.”

Another series of knocks could be heard.

“What do you mean, you’re not a fillyfooler!? But Noodle said you were...having...mare problems. Oh fuck, so that’s what she meant.”

Anon heard some scratching against the door, followed by more knocks.

“Okay, okay. Hmmm. Can’t...can’t I just get you off or something.”

A single knock.

“Yeah, I though so.”

Anon was thinking hard on how to solve this problem. Lily needed a good, old fashioned dicking. He really liked her, and wanted to help her, but he wasn’t about to screw their friendship up, literally.

His thinking was interrupted by a long sequence of knocks, ending with three distinct, hard thumps on the door.

“No, no, no. Don’t kick it in.”

Anon sighed deeply.

“Aaargh. Fuck! I know I’m going to regret this.”

He took a step back, and reluctantly opened the door for the needy mare.

Author's Note

Kill me, please! n___n

Treat the Heat

Chapter 2. - Treat the Heat

Lily flew at Anon as the door opened inwards, but he was ready for it and sidestepped the mare-turned-predator.

She turned around immediately, but Anon was quicker again, and pinched Lily’s ear gently, which made her knees go weak and buckle under her weight.

It was a dirty move to go for her weak spot right off the bat, but desperate times call for desperate measures.

As she went down, Anon caught her and guided her limp body to the floor.

He sat beside her and hugged her neck, all the while kneading her ear with one hand. He needed her to listen, and this was the only way he could get her to calm down.

This was a trick he found accidentally on one of their movie nights, when he absentmindedly let his hand caress Lily’s ear. With Lily’s muteness, it took him half an hour to realise that he was essentially torturing her, playing with one of her most sexually sensitive points. His fingers, and the dexterity with which he wielded them paralyzed her. When he finally did realise it, and let go of her ear, she clocked him right in the face. It was an awkward and painful night.

As he was sitting next to her, he started talking into her other ear in a hushed tone.

“Alright, now that I’ve got your ear and your attention, here’s the deal. I’ll help you, but there are a few conditions. First, if I’m doing this, I’m doing it my way. That means there won’t be any mindless rutting. I know it would serve your needs, but I’m just not down with that. I’m not sure which method would be less awkward afterwards, but I’d feel worse if I were to simply fuck you into the mattress, rather than give you the respect and care that you deserve. Second, we don’t talk about this, it never happened, I wasn’t even here today. If anypony asks, you didn’t open the door for me. I don’t want this to get between us. After we’re done, I’ll go home. When I knock on your door tomorrow, nothing will have changed. I’ll make us some spaghetti, and we’ll watch that horror movie. Nod once, if your hormone addled mind got all that.”

Lily managed a very weak nod.

“Good girl.”

Anon let go of her ear, and gathered her in his arms to take her over to the bed. She was still twitchy, but she tried to reign in her instincts that told her to overpower Anon and have her way with him. She had to behave, or run the risk of losing this chance to get a merciful release. She tried to breath through her mouth to limit the effects of Anon’s natural, masculine smell.

Her heat cycle was tormenting her extra hard this time around, but she could hang on, until Anon showed up, that is. His smell broke down her last defenses, and his caring demeanor was only fuel to her fire.

When Anon lay her down on the bed, she instinctively spread her hind legs and pulled up her front ones. She felt her heart racing as she kept her eyes on Anon.

Anon stood up and discarded his shirt and the rest of his garments, staring right back into Lily’s eyes.

He climbed onto the bed in front of her, and brought his hand up to her face, cupping Lily’s cheek and bringing her closer for a kiss. He hesitated for only a fraction of a second before he caught the silent pleading in the mare’s eyes. She didn’t simply need this, she also wanted it to happen, and before he could take her lips, she closed the gap.

The feeling was alien to both of them, but pleasant nonetheless. He could feel her jerky movements under him as she tried to restrain herself. She parted her lips slightly and licked his lips invitingly, begging for him to deepen the kiss. He obliged gladly, pushing his tongue across the boundary between their mouths only for it to be entangled by her tongue.

She ventured into his mouth, feeling his sharp teeth made her shiver a little with excitement before she realised that his hand went from her cheek to her neck, caressing her fur as it travelled along the edge of her mane.

Never breaking the kiss, he kept dragging his hand downwards, keeping it in contact with her coat ever so slightly, brushing her fur with a gentle touch.

As he brushed over one of Lily’s teats, he felt her nipple poking through the fur. She jerked and froze up for a second from the touch.

Anon smiled, but continued along his path to the main prize. The anticipation of his touch was driving Lily crazy, her breathing and heartbeat picking up pace.

The second his finger made contact with the mare’s throbbing pussy, he touched her clit as it winked out from under its hood. That accidental first touch set her off like fireworks and she threw her head back, inhaling sharply and breaking the kiss as her body locked up.

As she came down from her high panting heavily, her eyes shot a glare at Anon.

“Fuck me already!” was written on her face, and Anon got the message...no need for any more foreplay.

The sight of how turned on she was, and how even a single touch could get her off in an instant made sure he would be ready.

Any doubt he had before about having sex with a pony, and how it would go against all human morality vanished as he looked down at the mare below him. She was not an animal, but a woman with feelings, thoughts and needs.

He reached down to grab his dick, and brought his hips closer to her. As he made contact with her pussy, he could feel the fur around Lily’s marehood was drenched in her juices. He ran the head of his dick up and down along her slit a few times to get an even coating of natural lubricant on it before he angled the tip against her opening, slightly parting her puffy lips.

When he pushed forward, Lily gasped loudly, screwing her eyes shut for a second before the feeling of him sliding slowly inside, filling her up completely, took her over.

He went in slow, but hilted in her on the first push without any serious resistance, her walls giving way to his advancing dick, while rubbing him gently until his tip bumped against her cervix.

Her pussy was tight, but she was so damn wet, it countered her tightness.

When he stopped at the end of the first thrust, his balls pushed up against Lily’s slit, and he felt a drop of her arousal run down his sack.

Lily’s eyes were glazed over and she was totally lost in the feeling of having Anon’s dick inside her up to the hilt.

Anon slowly retreated to only being halfway inside her before he pushed right back in a little faster this time and putting more force behind his thrust. His hips crashed into her with a wet slapping sound.

The expression on Lily’s face drove him as he started to pick up pace, and he settled into a comfortable rhythm where Lily could enjoy each separate thrust to their fullest.

Somehow the absence of her moaning made the whole experience sort of surreal for him, but her ragged breaths and the twinkle in her eyes more than made up for it.

The slight sheen of sweat coating her fur made her look like she was glowing, and the light glinted off her eyes as he rocked her with his pumping.

Lily was climbing towards the top like an express train, but before she tipped over she bit down on her lip hard to stop herself from cuming, teetering on the edge to try and postpone her inevitable orgasm.

She bit down so hard, she drew blood, and when Anon saw that tiny line of red making itself visible on her pale pink fur, he felt like his heart was gripped and squeezed like a sponge.

“Fuck, she’s waiting for me.” he thought.

He was close too, but he needed a few more thrusts to get there, until Lily touched his arm, making him focus on her face.

“Please” was all but actually said by that look, and it pushed Anon over the precipice.

With a final grunt, he rammed his dick inside her hard, crashing his tip against Lily’s cervix, pumping her womb full of his hot, soothing seed, making her whole body quake with her own orgasm. Her pussy clamped down on his dick, gripping it and holding onto him like her life depended on it, while the contractions of her walls coaxed each and every drop of his essence into her burning insides to quench that aching inferno.

Her heat abused body couldn’t take it anymore, and her eyes rolled back into her skull as she passed out from the orbital orgasm she just experienced.

Anon stayed inside her until both of their breathing calmed down. As his dick started to go limp, he pulled out and looked down at her.

Lily was sleeping with an impossibly wide smile, calm and sated.

“Heh, probably dreaming of a stallion.” he thought.

He wiped the line of blood from her lips, turned her to her side, and covered her with a blanket, then kissed her on the cheek, before gathering up his clothes and getting dressed.

Anon found his pants downstairs, where Lily left it after tearing one of the legs’ edge. He looked at it frowning, then put it on, deciding it wasn’t that uncommon for a pair of jeans to be torn, and it’s not like the ponies would care...well, maybe Rarity. She’d force it off him just to fix it.

“I should probably bring it over to her myself before she strips me in the middle of the street.”

With that, he walked over to the door and turned the knob, but the door wouldn’t budge.

His eyes found the shattered pieces of the key, lying on the floor.

“Well, fuck me!”

Author's Note

Hands over the desk!!!

Seamstress In The Night

Chapter 3. - Seamstress In The Night

It took Anon about an hour to find a spare key to the door and by the time he got out from Lilly's house, the sky has turned a deep shade of orange.

He walked across Ponyville in his torn trousers, trying to avoid the eyes of ponies going about their business, hoping to catch Rarity before she closed for the day.

As luck would have it, the white mare was just outside her boutique to take the trash out before turning her sign to 'Closed' when Anon showed up.

"Good evening Miss Rarity!" he called out as he approached.

"Ah, and a fine evening to you, Anon dear!"

"I'm sorry for bothering you this late, but my favourite pair of pants suffered a little accident this afternoon, and I was hoping you could help me out."

He could see the horror in her eyes as she took a look at the garment, but as he stepped closer, Rarity's face suddenly lit up like Celestia's sun.

"Oh my!" she said as she sat back on her haunches, fanning herself daintily with a forehoof.

"Do come in and tell me all about it. I can offer you some coffee, if you'd like. You look like you need some." invited the fashionista with a smile.

"That would be much appreciated." answered Anon, already thinking about a covering story.

When they were inside, Rarity turned to her kitchen to get the coffee going. Once the pot was on , she turned back to Anon and asked "So, how did this little accident happen, darling?" with the most innocent face she could muster.

"You see, someone stepped on the edge of my trousers, and as I tried to take a step, I ripped it and fell on my face."

Rarity hid a giggle behind her hoof and pressed on for more details "And did this someone happened to have teeth on their hooves?"

Anon froze like a deer in the headlights, then took a deep breath before he gave a defeated sigh.

"But...how!?"

"I work with cloth, darling. I know how it behaves, how it gets damaged, and you're definitely not the first with this kind of problem I have seen."

"Busted. Okay, okay. Someone chewed on it." said Anon, thinking that ommitting fine details would work.

"Not to be nosy, darling, but after being shameless enough to come here without even taking a shower first, a mare cannot help but wonder, who was the lucky one?"

Rarity's gaze was intense, and in a way, kinda erotic. She knew what she was dealing with. You can't fool a pony's superior sense of smell, especially if you're fool enough not to even realise that you reek of pussy.

"Double busted. Well, I visited Sweet Lilly..." Anon couldn't get out any more before Rarity exploded with excitement.

"Oh, so she finally confessed to you! You can't even imagine how happy I am for you two. You two will make the most adorable couple for sure. Poor darling was so badly infatuated with you for the longest time, but she was affraid to say a word to you. Pardon the figure of speech."

"What?" asked Anon dumbfounded.

Rarity misunderstood his question, "You know...her being mute and all."

"No, no. No that. About she's being infatuated with me."

"Most certainly! I could tell she fell for you almost as soon as you moved into Ponyville. To tell you the truth, it was kind of painful to see how hard she struggled to get you to understand her feelings. Oh, by the way, how did she tell you, if you don't mind sharing?" asked Rarity with a hopeful smile plastered on her muzzle.

"She didn't."

"Oh..." Rarity's smile faded. "I-I..." she stammered.

"It's okay, Miss Rarity. If you don't mind, I think the trousers can wait for a couple of days." said Anon, as the fact, that he didn't even realise the situation until someone pointed it out to him, sank in.

"I'm so sorry, dear. I didn't mean to..."

"That's alright. If not for you, she would've kept it to herself, suffering more because of my ignorance. I think I have some important things to do now, don't I?" smiled Anon.

As he turned to leave, Rarity stepped onto the edge of his pants, making him faceplant the hardwood floor of the boutique.

"Wait!" said Rarity, "I have ruined her chance to tell you by blabbering without knowing what happened, at least let me make it up to you both!" insisted the seamstress.

Anon left Rarity's home late that night, with his pants fixed, a box under his arm, and the most ridiculous smile on his face.

Author's Note

Just a quickie! ;)