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Paying a Debt	By : DarthValgaav Category: +M through R > My Little Pony Views: 11677 -:- Recommendations : 1 -:- Currently Reading : 2
Disclaimer: This is a non-profit fanfiction created for entertainment purposes only. I was not paid for this fanfiction and have no association with Hasbro, Lauren Faust or My Little Pony: Friendship is Magic

Chapter List
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Twilight sighed at her desk as she went through the bills, and not for the first time. It had been a week since Spike had his ‘little’ growth spurge and almost right after that Twilight had gotten the bills for everything he had wrecked. Things like the water tower, holes in the walls of Sugarcube Corner, and hospital bills for the Wonderbolts. There was also a list of damaged items from various ponies as well. In the end the total bill came to 8000 bits. And it was due by the end of next week.
Twilight knew she was in a jam. She had money saved up, but it wasn’t nearly enough. There was no way she could ask the princess for help. It wasn’t just a matter of pride, thought that was part of the reason. Spike was her reasonability and she had to take care of this. However, this left Twilight with only two options. The first was to talk to all parties and explain that she couldn’t pay it all on the due day and see if she could work out a payment plan. If that didn’t work then she would have to see if she could take out a loan at the Ponyville Bank. But the problem with that was she would be trading one debt for another. And if they said no, then she would HAVE to talk to the princess.
Just then Twilight heard the door open. Fearing it was another pony with another bill for her, she quickly turned her head to see that it was Cheerilee the school teacher. Twilight smiled at the pink pony as she walked over to her.
“Hello Cheerilee is there anything I can help you find?” asked Twilight.
“Yes,” replied the teaching pony. “I’m looking for a book on space management. You see, the school room has been getting a bit too cluttered lately and I was hoping to find a better way of rearranging everything.”
“I think I have the book you’re looking for,” said Twilight with a smile. “Just give me a minute and I’ll be right back.” With that, Twilight began to search her library for Cheerilee’s book. It only took a few minutes, but when she returned to Cheerilee she found the teacher standing over Twilight’s desk. “Ah, I found your book.” Cheerilee jumped when she heard Twilight and began to blush in embarrassment.
“Sorry,” she said as she accepted the book. “While you were gone I guess I got a little curious. I assumed that you were working on your studies.” She then looked away for a moment. “Do you know what you’re going to do?”
“I think I have a plan,” said Twilight as she dropped her head. “But if it doesn’t work then I’m all out of options.” Cheerilee felt sorry for Twilight and wished there was something she could do to help. If she had any extra money she would have given it to Twilight, but being a teacher didn’t pay as much as it should. Then, without warning, her eyes widened as she thought of a solution for Twilight’s problem.
“Well,” began Cheerilee with a smile, “I might know a pony who can lend you the money.”
“Then I might as well just ask the bank,” replied Twilight. Cheerilee, however, shook her head.
“She’s very different. See, a few years back, I had a similar problem. Then I meet Charity and she bailed me out. All I had to do in return was to work for her until I paid off my loan. I even made a little extra side money. The work isn’t even that hard. I worked maybe two to three nights a week and I was done in a couple of months. But I still work there from time to time because I enjoy it so much.”
For Twilight, this sounded too good to be true. If what Cheerilee was saying was true she could pay off all the debts quickly. But, Twilight had a nagging feeling. What would she have to do? And who was this Charity? She had never heard of any pony by that name. Still, she was running out of time and she trusted Cheerilee. Perhaps she could meet Charity and find out a little bit more.
“Could you arrange a meeting?” asked Twilight. Cheerilee smiled.
“I was actually going to see her tonight. I’ll pick you up at eight.” And with that, Cheerilee left.
-x-
Later that night, Twilight was being lead by Cheerilee out near the Everfree Forest. At first it looked like they were heading towards Fluttershy’s home, but when they got the forest they began to walk along the side of it. For a while the two walked in silence until they reached a three story building. It was made of wood and reminded Twilight of one of the buildings in Appleloosa. Outside the building were three mares and two stallions. The mares each had big smiles on their faces but also looked like they were waiting for some pony. The Stallions were an earth pony and a unicorn. The earth pony looked like he was guarding the entrance while the unicorn used his magic on every pony that entered.
Still following Cheerilee, Twilight walked into the building. The main floor was mostly bare. There was a desk near the door as well as several couches and that was it. On those couches were mares with a wide variety of colors and types. There was also a stairway that led to the second and third floors. Looking up she could see that each floor had a railing that went around the floor and each floor had fifteen rooms with nothing else.
“There she is,” cried out a voice that snapped Twilight away from her observations. Looking at the source of the voice, Twilight saw a lime green earth pony with her white mane tied up in a bun with a house shaped cutie mark. “Cheerilee, it has been so long. Your fans are going to be glad you’re here.”
“Well I better not keep them waiting,” said Cheerilee. She began to walk towards the steps and then stopped. The teacher turned around, walked over to the other earth pony, and whispered something in her ear. Twilight watched as the lime colored pony nodded several times before Cheerilee took off to the upper levels.
“So your name is Twilight,” said the lime pony with a warm smile. “A pleasure to make your acquaintance. I’m Charity and this is my establishment. Cheerilee says that you’re in a bit of a pinch.”
“8000 bits is a pretty big pinch,” muttered Twilight.
“Well I can help you out if you’re willing,” replied Charity. “I can loan you the money tonight if you agree to the terms. Has Cheerilee told you what we do here?” Twilight shook her head no. “Well, I’m not surprised. Well my dear this is a brothel or, as it is more commonly known, a whorehouse.”
Twilight’s eyes budged when she heard that. Not only were places like this illegal, but dangerous as well. Her mother had told her stories about places like this when she was young. According to her mother, brothels were places were the most violent ponies hug out. They raped other ponies against there will and did illegal drugs. Also, many of the ponies who worked in brothels had STD’s. Why in the wide world of Equestria would Cheerilee take her to a place like this for help?!
“I don’t think this’ll work out,” said Twilight.
“Hold on know,” said Charity calmly. “I know how this must all sound to you. Yes, places like this are illegal. But I don’t let just any pony through my doors. Each of the mares who work here were once in the same position as you.”
“So you whored them out,” said Twilight as her eyes narrowed.
“I have to make a living somehow,” said Charity who took no offence to what Twilight had said. “And I have found that this is the fastest way to do it. There is just so much pent up sexual aggression that ponies from all over Equestria come over here every day. And it works out very well of every pony involved. I get a cut of the bits while some goes towards paying off your loan and you get the rest. I ever give out nightly receipts so that my mares know how much they have left.”
“Well, I guess that does seem fair,” admitted Twilight.
“And you don’t have to worry about others finding out you work here,” continued Charity. “One of the rules of the house is that no pony can talk about the mares who work here in public. If I hear that one of my clients is naming names then he is never welcome here again and I see to it that the rumors end quickly. It helps keep some of the girls boyfriends from finding out they work here.”
“That’s one thing I don’t have to worry about. I’ve never had a boyfriend before.”
“What? A cute mare like yourself should be driving the stallions away with a stick.” Charity stopped talking as her eyes widened. “My dear, are you a virgin?” Twilight’s face went deep red but she still managed to nod yes. “Well, I guess this explains one of the reasons why you are so hesitant about working here. Well my dear, there is nothing to worry about. Sex is a natural part of life and it feels really good. That’s why so many of my girls continue to work here, because it feels so good.”
Twilight thought about that for a moment. It was true that sexual intercourse was a natural thing for nearly all living creatures. Or at least, that’s what her books had told her. And many of they talked about it being an enjoyable process. Twilight also knew that she was in a tight spot as it was. It was the bank, ask the princess, or this.
“Well, do you mind if I ask a few more questions?” asked Twilight.
“Of course dear,” said Charity with a smile.
-x-
“Hunter, it’s time to go,” yelled Star Chaser. His son, Star Hunter, sighed as he looked up from his book on star charts. He was a young stallion with a dark blue coat, light blue spiky mane, and his cutie mark looked like the constellation Orion. He turned around on his seat to see that his father was standing in the doorway. Star Chaser was a white stallion with a neon blue mane that was slicked back. His cutie mark was a green star.
“Dad, do we really have to do this?” asked Star Hunter as he got out of his seat.
“Son, it’s a tradition in our family that the eldest son loses his virginity before he takes over the company,” said Chaser. Hunter sighed once more. His family ran several of the weather manufacturing companies in Equestria and had been doing this for the past 300 years. Why this stupid rule was created, Hunter had no idea in hell. He didn’t even want to take over the company. He wanted to join the royal guard or the police force. But his love of his family over rid his own desires.
“Don’t worry,” continued his father. “I have an acquaintance that can help make this nice and pleasurable for you.”
-x-
Twilight looked around the room that Charity had provided her for the night. The room was very nice and comfortable. There was a large bed, walk in bath room, a window with a lovely view, and a bookcase full of old books. She had been told that sometimes it could take a while to get a client and the books gave her something to pass the time with. There was even a vase filled with fleshly cut flowers.
Twilight was still nervous about all this, even after all of Charity’s assurances. According to her, every stallion that wants service from the mares must be vouched for by another member. Twilight would have final say in anything that went on during the session and if the stallion ignored her then he was thrown out and never allowed back in. There were also health checks done using magic to make sure that neither party had an STD. It turned out that the unicorn that used his magic on her was actually checking her health and if she did have an STD then she would have been turned away. The two had even worked out a deal. If Twilight worked the night and didn’t like it then Charity would still loan her the money minus what she made tonight and no interest. Considering her options, it was a pretty good deal.
For right now, Twilight was to stay in her assigned room. She was new and looked very nervous. According to Charity, most stallions would be put off by that causing her to lose customers. And the more customers she got the faster she could pay off her loan. For now Charity would send up a few stallions a night, maybe one or two, that she knew would be gentle with the purple unicorn. But once she felt more comfortable here she could wait in the lobby and meet the guests as they came.
Sighing, Twilight used her magic to pull a book off the shelf and began to read while she waited.
-x-
“Star Chaser, how good to see you again,” said Charity as two Pegasus ponies walked through the door. The night was in full swing as a little over two dozen stallions had arrived and were talking to the various mares. Most of them were getting a feel for each mare and finding out what they would and wouldn’t do. While this was going on Charity greeted her clients at the door, hoping to find the right stallion to be Twilight’s first.
“Good evening Charity,” replied Star Chaser. “Allow me to introduce my son, Star Hunter. It’s going to be his first time so I am hoping we can find him something special.”
“Dad, did you really have to tell her all that,” whispered an embarrassed Hunter.
“I think I do Chaser,” replied Charity with a smile. “I just got a new mare and it’s also her first time. Her very first, if you get my meaning.”
“Hmm, her first time,” said Star Chaser in a low tone. He had wanted his son to have his first time with some pony a bit more experienced so he would have a better time. But how often do you find a virgin at a place like this? “Alright, I guess that will be fine. How much for an hour?”
“255 bits, just like the last time you were here,” replied Charity as she moved over towards Star Hunter. She looked at the younger Pegasus and gave him a smile. She could tell he was just as nervous as Twilight was. From past experiences, stallions on their first visit here were usually gentler with the mares. “Has your father explained the rules here?” Hunter nodded. “Alright then. Go to the third floor and knock on room 30. Her name is Twilight.”
His while father paid, Star Hunter slowly walked towards the assigned room. A wide variety of thoughts filled his head. He was going to have sex for the first time with some pony he had never seen before. Shouldn’t he have some say in this? But then, it was always like this with his father. For right now he would have to make the best of the situation.
Soon, Hunter came across room 30. Taking a deep breath he knocked on the door.
“Ah…come in,” said a nervous, yet sweat sounding voice from inside that had to belong to Twilight. Slowly he opened the door to find Twilight on the bed while using her magic to put the book she had been reading away. She was just as lovely as her voice, maybe even more. He was sure he had a wing boner right now. Nervously she smiled at him and he did his best to return the smile as he closed the door.
“A-Are you Twilight?” he asked as his heart began to beat faster than ever. She nodded. “M-My name is Star Hunter. I…I guess I’m your first.”
“Y-Yeah,” stammered Twilight as she tried to remember what Charity had told to do when meeting a guest. “Would you like to lay down next to me?” Hunter nodded dumbly as he made his way to the bed. Slowly he moved next to Twilight and laid down next to her so that their faces were inches apart.
They could both tell the other was nervous. But, in a way, it made them feel better. That they weren’t alone in this very uncomfortable position. That fact helped bring a smile to both of their faces.
Twilight started with a kiss. At first it was just pressing her lips against his. Hunter soon began to respond, pressing back. After a while Twilight opened her moth a bit and licked his lips. As Hunter’s mouth opened, Twilight shot her tongue into his mouth. Her tongue started at the roof on his mouth then slowly began to taste the rest. She moaned, liking what she tasted very much. Soon Star Hunter’s tongue began to move as well as it began to taste the unicorn’s tongue. In a way it was like a duel, both tongue moving against each other until both of them had to pull apart to get some much needed air.
As Hunter lay there panting, Twilight went to work. She started out with butterfly kisses on his check. Then she moved downwards, sucking and licking his neck. Hunter let out moans of pleasure that caused Twilight’s face to get even redder. Those sounds told her that he was enjoying this and, for reasons she couldn’t explain, so was she. Little by little she moved down towards his chest and further down until finally she reached his hardened cock.
Twilight stared at it for a moment. She had seen pictures of this before, but never had she seen the real thing. Gulping loudly, Twilight gave the shaft a long lick which caused Hunter to moan louder than before. She repeated this motion several times as she took in its flavor. She had thought it would taste horrible, but she had been proven wrong. In fact she kind of liked it! After a while she decided to take it to the next level and took the cock into her mouth.
Hunter gasped in shock as Twilight did this. Her mouth was so warm and moist. He instinctively placed his front hooves at the back of head, wanting to keep her there. Then he felt her tongue begin to snake around his cock. He must have started to push on Twilight’s head for she became startled and accidently bite him, causing him to yelp in pain.
“I-I’m so sorry,” she said quickly with big, sad eyes.
“It’s fine,” said Hunter as he took the lead this time and kissed her. They did this for awhile, moaning in pleasure the entire time. Then Twilight broke from the kiss, turned around, and laid on her back. She then spread her hind legs so that Hunter could see her moist slit.
“I’m ready,” she said quietly. Charity had told her this position might be the best for the first time. She had said that it would be more passionate than it he would have taken her from behind. And, as Hunter moved to align his cock with her slit, she was beginning to see why. They were almost face to face. They could look each other in the eye as they did this.
Slowly, Hunter began to enter her. A little at first as he felt Twilight tense and a bit of pain in her face. He waited for several moments, feeling her warm and tight insides. Then he pushed in a bit more. Twilight looked like she was in pain and Hunter was beginning to wonder if he should pull and just end this.
“It’s alright,” said Twilight who could see what he was thinking in his eyes. “I-It should hurt the first time. At least that’s what I’ve learned from books.”
“But I don’t want to hurt you,” said Star Hunter. Looking into her eyes, he saw something as well. Happiness. At what he had just said. Twilight then reached out with her hooves and wrapped them around his head. She then pulled him in close so that their lips could lock. As they kissed Hunter went deeper into Twilight until he reached her barrier. Once more Twilight hissed in pain causing her to break the kiss. She panted for several moments before nodding, giving the stallion on top of her permission to continue. Taking a deep breath, Star Hunter pushed all the way in causing Twilight to scream in pain.
They stayed still for several long minutes. Twilight had several tears running down her cheeks. Hunter began to kiss her neck, telling her how beautiful she was as well as other comforting thing. Having him doing all this for her, instead of continuing despite the pain he was causing, was a blessing for Twilight. While this wasn’t the way she had hoped her first time would go, she was glad she had such a kind partner.
Soon, Twilight whispered into Hunter’s ear that it didn’t hurt that much anymore. Slowly he began to move back and forth. It felt so warm and tight inside her that it was hard to keep this pace. Soon her whimpers of pain became moans of pleasure.
“Faster,” she whisper in his ear. Hunter didn’t need to be told twice as he doubled his speed as well as the force of his thrusts. Twilight’s eyes widened in both surprise as well as pleasure. What had been described in books and by Charity paled in comparison to what she was feeling now. It was like her lower body was melting in pleasure. She could feel something start to grow inside her. With each of the stallions thrusts, it got bigger and bigger. She urged him on, wanting him to go faster and faster. The he made one final thrust and she felt something warm shooting into her. This was enough to break the dam inside her as a flood of pleasure unlike anything she had ever felt before swept over her body.
For a while the two just laid there. They said not a word nor did they move away from each other. They were both to tired and were basking in each others glow. Then the door opened and there stood Charity.
“I’m sorry to say that your time is up,” she said kindly. Hunter nodded. He knew he had to, despite how much he wanted to continue lying on top of this beautiful unicorn. But before he did, he kissed Twilight on the cheek. Slowly he then got off the bed and made his way out of the room.
Charity smiled as he watched him leave. She had been right to pick him to be Twilights first. Who knew, maybe he would become Twilight’s first regular. The earth pony then walked over to where Twilight lay and gave her a little shake.
“So, are you interested in working here for a while?” she asked. Twilight nodded.
“It felt so wonderful,” she almost purred. “I hope they’re all like that.”
“Most are,” came the reply. “Now, you rest for a couple of days. Then I’ll expect you back here.”
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Paying a Debt