A Hard Problem

by Ragabash

Rating: mature
Tags: Slice of Life, My Little Pony: Friendship is Magic, Rarity, Fluttershy, Sex
Length: 3319

After she misses an appointment, Rarity checks up on Fluttershy. After she discovers that she has a rather physical problem, she decides to help her out.

It was rare for Fluttershy to miss a spa appointment. It was even rarer for her to miss one without saying a word. As exactly that happens, Rarity decides to see why she stays away.

When it turns out that Fluttershy has a problem with a special part of her body and she is unable to solve it on her own, Rarity takes the matter into her own hooves.

Contains futa.

Published 2013-12-26 03:50:05 UTC
Last updated 2013-12-26 03:50:05 UTC

Chapter 1

Rarity was worried. Every week, she met with Fluttershy at the spa, but now she was waiting since over half an hour and the pegasus mare still didn't appear. This never happened before. Of course, there were times when Fluttershy couldn't come, but she always let her know about it. Staying away without a word, that was really unlike her.

“It seems that Miss Fluttershy won't come today,” Aloe, one of the workers, said, as if she read her thoughts. “Do you still want to wait or go in on your own?”

Rarity thought about it for a short while, then shook her head. “I'm sorry, but I'm too worried to do either. I will go check up on her and see if she is alright. I fear I have to cancel the appointment today.”

“Very well,” Aloe said understandingly. “I hope that everything is alright. Will you come next week?”

“...I hope so.”

As she was on her way to Fluttershy's cottage, Rarity thought about her. It's been several days since she saw her, which was unusual. Of course, they didn't spend every day together, but in that time, they would usually come across each other. The town was not very big and even Fluttershy, who lived rather isolated at the edge, near the Evergreen Forest, came often into the town for various errands. Normally, she still wouldn't get worried about this, but after she didn't appear for their appointment...

It didn't take long until she found herself at the edge of the town and in front of Fluttershy's cottage. Nothing seemed out of ordinary, so she went quickly up to the door and knocked on it.

“Fluttershy, are you alright?” Rarity said loudly, hoping she would hear her. After there was no response for a short while, she knocked again and added “Fluttershy, I'm really worried because you didn't come to the spa today. Is anything wrong?”

More silence followed, but after a while, the door opened a little bit and Fluttershy peeked through the small gap.

“H-Hello, Rarity. Um... Everything is alright. You don't have to worry about me.”

She wasn't very convincing. Sure, she was very reserved, but not so much that she would hide from one of her friends like that. Something was definitely wrong.

“I'm sorry, but you aren't very good at lying,” Rarity replied, making the pegasus flinch a bit. “Fluttershy, we are friends, aren't we? You can tell me what depresses you. I swear, I won't tell anypony else. Maybe I can even help you with your problem?”

“Um...” The shy mare seemed to think it over. “I'm not sure...” Fluttershy felt conflicted. On one hand, she may really be able to help her. It may be exactly what she needed, after all her other... options failed. But it was so embarrassing... “It's kind of... private...”

At least, she didn't deny it anymore. “Darling, you know that I'm always here for you, if you have problems. I won't force you to tell me about your worries, but please consider it. Telling other ponies about it can often really help. Sometimes, even if they can't assist you directly. And you know that you can trust me.”

Fluttershy was quiet for a while, thinking about what Rarity said. She certainly had a point. The pegasus couldn't solve her problem on her own, so there was no other way than asking another pony for help. She was certain, though, that talking about it wouldn't be enough. Not to mention that it was really awkward. But that also meant that Rarity would be perfect, since she could trust her not to tell anyone else about it and she probably had experience with that sort of thing.

“...Alright. Thank you, Rarity,” Fluttershy finally said. Then she turned around and went inside again. “Please close the door when you are inside.”

The unicorn quickly went into the cottage, closing the door, just as she was told. “So, darling, what is your...” She stopped when she turned around to her friend, who just stood there, a strong blush on her face. But the thing that made Rarity stop was below her body, as there was an erect penis, plainly visible. After the unicorn collected herself, she asked: “I-Is this... your problem?”

The pegasus just nodded in response, backing away a bit. “It doesn't go away...”

Rarity wasn't sure what to think. It wasn't news to her that Fluttershy had a penis, of course. She saw some glimpses of it before. But she newer saw it like that. So big and hard. Sure, she saw larger one's before, but it still had a good size. She certainly could fill somebody well with it.

Fluttershy put her front legs together, obviously embarrassed. No surprise, the unicorn must have stared like an idiot. Not to mention her thoughts. But she couldn't help it. It wasn't her fault that she had such a nice cock. Not that it was Fluttershy's own fault, she was simply born this way, after all. Still, staring like that was rather rude.

“Did... Did you try to... stimulate it?” Rarity asked, unsure how to ask her. She was by no means prude, but the situation was awkward and Fluttershy was delicate. She didn't want to make her feel more uncomfortable than she already did.

“...Yes,” the pegasus answered. “More than once. But it didn't work.”

“Did you always reach your climax?”

Fluttershy nodded weakly, looking away in embarrassment.

Rarity was thinking it over. Even after she masturbated and came, it didn't become soft. Of course, she didn't want to go outside with an erect penis, this would have been too embarrassing. Especially for someone like her. So, this wasn't a small matter. Clearly, she had to help her. But if she can't do it on her own... well, there was only one way.

“Darling, I think I may be able to help you,” Rarity said. “Now, this is a very intimate matter and I can understand if you don't want me to do it. But I fear the only way to do it is to...” She wasn't sure how to put it, without scaring her off. “...well, let's say, get intimate together.”

Fluttershy flinched a bit, but nodded. “I thought so,” she said. “If there is no other way... I'll do it.”

With that, she went quiet again. Rarity wasn't sure whether she thought about what to do next or whether she waited for the unicorn to say something. But unless she did, they would probably stay like that for a while. Not that Rarity could blame here. It was all terribly awkward, especially for a delicate pony like her. Alone that she agreed to do it was already impressive.

“So... should we go to your bedroom and begin?” Rarity asked. “Or do you need to prepare yourself first? Mentally, I mean?”

“No, it's alright,” Fluttershy replied. “We can... start right away.”

Still blushing heavily, but feeling a bit more confident, she went to her bedroom, followed by Rarity. When she was in there, she hesitated a bit, before she climbed onto her bed, lying on her back. Rarity climbed onto the bed too, making the pegasus blush a bit more as she came closer.

“Darling, are you sure that you want to do this?” Rarity asked, a bit worried. “It's not a small matter. Normally, you should do something intimate like that only with your beloved pony.”

“B-But if there is no other way to make it go away...”

“We don't even know if it will work. It's strange enough that it doesn't go soft after you had your climax in the first place. We have no guarantee that doing it with another pony will do that.”

“But I don't know any other way. I tried everything else. And... I don't really have a beloved pony...”

Rarity wasn't sure what she felt about the pegasus. She was like she always was, but something was different. Seeing the shy mare like that, in such an intimate situation, it evoked multiple feelings. On one hand, she felt bad for her, as she must feel like she was driven into a corner. Having exhausted all possibilities and the only remaining thing was pretty inappropriate. And even then, they didn't know what will come out of it. On the other hand, she also had strong sympathy towards her and felt a little bit proud. After all, Fluttershy trusted her enough to let her do something so intimate with her. That showed how close they were and how much the pegasus trusted her. Lastly, she felt a bit... aroused. That didn't surprise Rarity, she knew how enticing shyness can be in such a situation. Still, she felt a bit bad about it.

But there was something else. When she said that she didn't have really a beloved pony, she had mixed feelings. She was already sure that she had no significant other, otherwise she would have surely told her about it, but it sounded like there was someone. Was she in love with another pony? She couldn't help but feel a bit jealous about it, but she wasn't exactly sure why.

She brushed these thoughts aside. It was not the time for that. She had to help her friend and shouldn't be distracted by other things. She looked down at Fluttershy, who had her legs in front of her body, as if she tried to hide it. But she nodded weakly, as if she tried to tell her to begin.

“Alright, here it goes...” Rarity said. Slowly, she placed her hooves on Fluttershy's legs and spread them. Her cock was visible now, hard just like before. It was a strange sight, seeing something like that on a mare, especially since she still had a vagina just below it. But still, she found it rather enticing. It was quite long and thick, but not overly so. It actually looked quite good on Fluttershy. Which was rather odd, but Rarity didn't complain.

The unicorn placed a hoof on the base of the cock, which twitched lightly under her touch. Fluttershy winced a bit, but didn't stop her. Moving her hoof upwards, she slowly got closer to the head, making the pegasus gasp as she rubbed over her erection.

“Does it feel good?” Rarity asked.

Fluttershy nodded. “Y-Yes. Please, go on!”

The unicorn smiled. It was still odd, but at least her friend didn't feel so uncomfortable anymore. She moved her hoof back and forth, rubbing over the erect penis. She picked up her pace, stimulating the pegasus more. Fluttershy moaned at the pleasure and a small trickle of precum ran out of her cock and over her chest.

“You are really aroused, aren't you?” Rarity said with a chuckle. “But I'm happy that you feel good. Maybe, I can make you feel even better...”

With her hoof still rubbing the shaft, she leaned down and began to lick over the edge of the head, making Fluttershy squeak. With her tongue, she circled the tip, leaving a trail of saliva behind, while she moved her hoof faster.

Fluttershy moaned loudly. It was very different from when she played with herself and aroused her a lot. It was much more pleasurable and the pegasus found it hard to handle. The hard hoof on her shaft and the wet tongue on the head were just too intense. It didn't take her long to come close to the climax.

“R-Rarity!” she shouted with a rather low voice. “I-I... I'm...” She didn't get to finish, as she was finally driven over the edge. Her cock twitched, as jets of cum shot out, landing on her chest and face. Rarity kept rubbing the twitching penis, as she released her load over herself. When she was finished, her coat was drenched in semen.

Rarity couldn't help but smile. It was a very nice sight, her friend lying on her back, covered in her own cum, breathing heavily after her orgasm. But her penis didn't become any softer. It remained as hard, as it was before.

“I-It didn't work,” Fluttershy simply said.

“Maybe it takes a while,” Rarity replied. “After all, you just came.”

The pegasus shook her head. “I don't think so. I... I think I need more.”

“What do you mean?”

Fluttershy looked away, apparently embarrassed. “I-I want to...”

“Yes?”

“...Goalltheway,” the pegasus quickly finished, her blush deepening.

Even though she said it very fast, Rarity understood enough. “You want to do it with my vagina?”, she asked, which Fluttershy answered with a nod. The unicorn wasn't sure how to react. Earlier, this would have been out of question. But now, after they already got so intimate, it didn't seem unappealing. It felt wrong, because she thought that one should only do that with a beloved. And even though this situation was special, it didn't seem right. And yet, it didn't seem wrong at the same time. Rarity was confused. Maybe it was just because she was horny, but she wasn't sure anymore what she thought of her friend.

“Do you think this is the only way?” she finally asked.

“I'm not sure. But... I think so,” Fluttershy replied, looking away in embarrassment.

Rarity thought about it some more. If there was no other way, it would probably be a good idea to do it. They already came so far and it was not an unappealing thought. After all, she enjoyed pleasing the pegasus mare. On the other hand, it was still not clear whether it will work. That her rubbing and licking had no effect was already a bad sign. But it wasn't like she had any other idea. And to help her, she should do whatever she can.

“Alright. I'll do it,” she said. “I'm not entirely comfortable with it, since I'm not the right pony for it. But the right pony doesn't exist, so I will assist you.”

With that, she turned around, presenting her backside to her friend. Fluttershy had a good view at at her butt and, most importantly, at her vagina, which glistened with wetness. Even if she wasn't constantly erect, the pegasus thought that this alone would make her hard again. She was torn between embarrassment and arousal, which was only slightly dampened by her recent orgasm. But soon it was the latter that took the upper hand and she quickly stood up, ready to take the next step. Fluttershy mounted the unicorn, her belly resting on her back, smearing her semen over it. She guided her hard penis to her pussy, the tip rubbing against the lips.

Rarity gasped at the feeling, making her own arousal quite obvious. “No need to hold back, darling,” she said to her friend. “I promise you that I can take it.”

“Um, alright,” Fluttershy said, still a bit unsure. But she was way too horny to stop now. “I'm going in...” With a fast and hard thrust, she entered Rarity. Both mares moaned, nearly in unison, when her hard cock filled her wet pussy. The pegasus need a short while to get used to the new feeling. “A-Are you alright, Rarity?”

“Yes,” the unicorn replied. “It feels very good so far. But you really should begin.”

Fluttershy didn't need to be told twice. Slowly, she began to move her hips back and forth, her cock going in and out of her. It was too slow for Rarity, but the unicorn didn't say anything. After all, it was still new for her friend, who needed to get comfortable first. Instead, she let her pick her own pace, waiting for her to get faster on her own.

She didn't even have to wait long, as the rising arousal in the pegasus drove her on, making her thrusts harder and faster. It was an incredible feeling, her cock deep inside another mare's pussy, the hard shaft rubbing against the tight walls. It was nearly overwhelming and she felt her next orgasm approaching quite soon. However, she wanted to savor the pleasure as long as possible, so she tried to endure and prolong it. But that got harder with every thrust and hearing the moans of her friend didn't help. “I can't take it much longer!” she said.

“Don't hold back, darling,” Rarity reassured her. “Just come... Do it inside me.” The unicorn would have second thoughts about that, but she was too horny herself to care much. It was not the most amazing sex she ever had and she knew that her inexperienced friend wouldn't give her an orgasm, but it was still nice to feel her inside her and to please her. The thrusts were sloppy and she was still a bit to slow for Rarity's taste, but it was obvious that she was into it, as said thrusts were also determined and her moans were loud, not just for her standards. That alone turned her on and made her feel that it was worth it.

Soon, Fluttershy reached her limit. After several thrusts, strong pleasure filled her and moaning loudly, she released her semen inside Rarity. She wrapped her front legs tightly around her, as the orgasm went on. But soon it was over again. She released the last drips of her cum and the orgasm subsided. The pegasus couldn't help but feel a bit disappointed. She wished it had gone on longer.

For a while, Fluttershy stayed like that, resting a bit while she was still inside Rarity. But soon, she got off her, pulling her penis out, and lay down beside her. “I'm sorry, Rarity,” she said. “I couldn't give you.... um, an orgasm...” she went quieter at the end and blushed more, becoming more self-aware after she came.

“There is no need to apologize,” Rarity replied with a smile. “I expected that, actually. You are still inexperienced, after all. And it wasn't about me in the first place. The most important thing is that you felt good.”

“Um, yes I did,” the pegasus said. “Thank you, Rarity.” She looked down at herself. At last, her penis was getting flaccid again. Smiling, she said: “And it seems to have worked.”

“This makes it even better. I guess you were really in need for a mare. Still, it's strange that you never got soft on your own... Well, I'm glad that I could help you.” Rarity hopped off the bed and turned around to her friend. “It's time that I get home. Will you be at the spa next week?”

“Yes, of course,” Fluttershy answered. “Unless I have a problem again...” she looked down at her penis. Even now, she didn't really trust it.

“In that case, I'll be glad to help you again. You know that you can trust me.” Suddenly, she remembered something. After all, there was still something wet on her back. “But before I go, can I use your bathroom first?”

As she was on her way home, Rarity thought about what she did with Fluttershy. She certainly never expected something like that to happen. But even though it didn't really feel right, she had no regrets. Not just because it worked in the end, but also because it felt good. It felt good to help and please her. It felt good to be intimate with her like that. She got as close to her, as never any other pony did, not even Rainbow Dash. Still, she was also unsure what that meant for their relationship. Would it have any significant impact? Did she even want things to change? Did Fluttershy? It didn't help that she didn't really know what she felt for the pegasus. She was rather confused by her feelings and it would probably take a while to sort them out. If it was even possible.

In the end, she didn't know what the future would bring to them. She could only wait and see...