Paying Off Debts

by Helloneighbor

Rating: mature
Tags: Sex, Applejack, My Little Pony: Friendship is Magic, Dark, Human, Other, Original Character
Length: 5266

Applejack has to pay back her debts

A foreclosure on her farm, and charges of assault, forces a farmhand to repay her debtor.

Triggers: BDSM, Group Sex

Published 2016-11-03 02:40:01 UTC
Last updated 2018-05-07 16:20:18 UTC

A deal has been struck

“The law is final!” yelled princess Celestia. Looking down from her throne, she was becoming increasingly frustrated with the court precession. In front of the princess was a woman, dressed in a plaid shirt, jeans, and a Stetson.

“I beg yer majesty, please allow fer an extension in my farm loan,” the woman pleaded, “we suffered a severe drought, and haven’t recovered from it.” Her voice was trembling. The young farmgirl knew that her entire livelihood would be lost, and she arrested.

“Applejack,” Celestia rebutted, “you can’t acquire another extension on this loan!” “There may have been a chance to receive forgiveness for your debts, if it wasn’t for your other crimes.” Her voice began to raise, “you assaulted the owner of the bank, in his own home!”

“That damn coward had it comin!” Applejack replied, “he threatened both me, mah family, and mah business, at mah house, on mah land!”

“That doesn’t warrant breaking and entering, and assault. The appropriate punishment would be a lengthy prison sentence, and the loss of your farm. However, the bank owner, Mr. Finch, has agreed to settle this, without pressing charges.” Celestia gestured towards the man behind Applejack. He was a tall, lanky man in his mid-thirties, with dark brown hair. His eyes were blue, however, those who did not know him, would have a hard time discovering that, due to his swelling. Applejack looked back at Mr. Finch with an icy stare. There was no person with whom she despised so much.

Grinning ear-to-ear, Mr. Finch, moved forward. “I don’t see why we can’t be civil about this,” he began to speak, “if Miss Applejack will agree to my terms, I will drop all charges against you and forgive your debt.”

Applejack looked at the man with deep suspicion, but with also a small amount of hope. This could be her chance to escape from this debt, and get back to her life. Unfortunately, the proposal that came from Mr. Finch, filled Applejack with horror.

It was early morning on a mid-summer day, and the early birds were chirping outside in Ponyville. Dew covered the ground and painted the grass in a gloss. Mornings in Ponyville were typically quiet and uneventful. However, today the town was filled with street vendors selling cotton candy and popcorn, and people were standing on the street, talking amongst themselves. They seemed to be excited for the events of the day. Applejack, however, was not amongst the people in the town. She was outside the town, in the back of caged carriage. There was no reason for her to be happy, knowing that she would be the center of attention for the day. Applejack felt like an animal, being stuck in the cage, wishing that she may be freed from her bondage. The fact that she was stark naked only exasperated the feeling of being an animal.
In the center of the town, stood Princess Celestia, accompanied by royal guards. The royal government had provided a throne for her, and had brought out a wooden stock for Applejack’s punishment. For many citizens, the throne was a familiar sight, but the wooden stock was very archaic. The stock had not been used for punishment in centuries. It reached about waist-high, and had three holes; one hole for the head and two for the arms. This stock was different than the typical stock, due to the additions made to it. On the top part of the stock, was a wooden sign connected to two wooden planks. The sign was painted white with red words spelling out, “Free for Fucking!” Also, the hole for the head, was expanded, in order to fit more through it.

The time had reached 7:30 in the morning, when trumpets began to play in the town center, drawing attention to those on the street. Celestia stood once the trumpets had stopped, and began to speak out into the town.

“Citizens of Ponyville! Today, one of your own will repay her debts to both her debtors and society! She will pay not with coin, but with her body!”

After finishing her announcement, she signaled to the guards outside of town to retrieve Applejack. Applejack hesitantly walked out of the cage, her body exposed to the world. Years of hard work had produced a beautiful specimen. Her breasts were quite large, about a 38DDD, with perky pink nipples. Her breasts were nothing compare to her buttocks, which was 48 inches in diameter. These large features looked even larger, due to her toned body, especially her thighs. On top of this, her body was dotted with freckles all over her. The guards who were accompanying Applejack, walked her down the long trek towards the wooden stock. Along her walk towards the stocks, men and women alike heckled at her.

“I see that there is a full moon this morning!” one observer yelled.

“Nice apple-bottom, honey!” hollered another.

“Can I get a piece of that apple pie!?”

Applejack had never been more humiliated in her life. It felt as though the entire world could see her naked body. Her punishment, had just begun. Eventually, Applejack had arrived at her stock, and was immediately mortified at the sign attached to it. She had understood what was to happen, but seeing it spelled out made her heart drop. The guards that accompanied her, put her in the stock, with her head and tits popping through the largest hole, and locked it in place.

“Ladies and Gentleman!” Celestia yelled “From 8:00 this morning to 8:00 tonight, Applejack will serve every citizen who wishes to approach her! When she finishes here, she must make a shameful walk back home, in order to finish her punishment! You may start now!”
Crowds of both men and women began to Applejack, with seedy intentions. The first person who arrived at her stock, approached her from the front. The man began to unzip his pants and pull out his 8-inch cock. Guiding his member to her face, Applejack was repulsed at its smell, as he began to probe her mouth. At first she resisted his advancement, but eventually gave in and took in the tip. Not to her surprise, it tasted about as bad as it had smelt, as he forced his cock further down her throat. Quickly, his phallus hardened, making the man cockier, as he continued thrusting.

“You like being fucked in the mouth, don’t you, slut?” he said with a grin. Applejack could do nothing but take his insults in stride, as he began to pick up speed. While then man was picking up speed, Applejack noticed that her ass was being cupped by another bystander. His initial touch made her jump a little at first. The groper took notice of her response, and let out a chuckle, as he began to grope her backside. With both hands, the stranger began to grope her soft yet firm cheeks, occasionally spreading them apart to allow for a better view. Looking down at her pussy, another laugh escaped from the man’s mouth.

“I sure do like a shaved pussy,” he said while licking his lips. With her right cheek spread, the man lowered his left hand towards her lips. Applejack could feel him teasing her pussy, every so often probing further into her snatch. After a couple of minutes of teasing, Applejack began to feel his fingers push against her clit. She silently cursed the fact that her clit was so sensitive. Both her and the man began to take notice how wet she was getting. This went on for a couple of minutes, when the sensation finally stopped. By now her pussy was dripping down her well-toned legs. Applejack could hear the man’s zipper being pulled down. Pulling out his cock, he guided his member towards her lips, and started lubing up, preparing to penetrate her. Applejack could feel his member slowly enter her pussy. Grabbing her ass, the man behind her began to pick up speed. When he reached a steady rhythm, he began spanking Applejack’s large ass. He loved her freckles and the way it jiggled so much. Unfortunately for Applejack, her ass was extremely sensitive, and his slaps were causing her pussy to contract around his cock.

Applejack could not believe the humiliation she was going through. Two complete strangers were “spit-roasting” her in public, while others were watching. She was filled with dread and, to her discomfort, a little excitement. It wasn’t long until she could feel the two men reaching their climaxes. They kept pounding and pounding harder with each thrust. With one final thrust, the man behind Applejack released one load in her soaking cunt and another two on both her cheeks. The man in front released one load in her mouth, one on her face, and another two onto her tits. Both men’s cum was warm and thick. Applejack, swallowing the first man’s seed, gasped out for air once she was freed from his cock. Satisfied with his work, the man in front picked up his pants and left. The man behind her, however, was still there, thrusting his still hardened cock between her plump ass cheeks.

Expecting another man to fuck her mouth, Applejack was surprised to see three very curvy women approaching her stock. Two of the women made their way to either side of Applejack’s body. Getting on their knees, the two women pulled down their panties and began to lick the cum off Applejack’s enormous tits. While licking and suckling at her tits, the two women began to finger their cunts, which were already wet with excitement. The last woman, lifted her skirt, revealing a lack of panties. Applejack noticed her trimmed pussy was glistening in the sun.
“Like what you see?” the woman asked rhetorically, “I’ve been needing this for quite a long time.” With this said, she approached Applejack’s face, forcing Applejack to lick her cunt. To her surprise, compared to the man before her, she tasted much sweeter.

Out of the corner of her eyes, Applejack noticed a crowd of bottomless men surrounding her. Each was masturbating to the sight that was before them. Two of the men, went to either side of her, began to place their members in Applejack’s hands. Knowing that Applejack couldn’t move her arms, the two men began to thrust their phalluses in in her hands.

The man behind her, during this time, was still hot-dogging Applejack’s soft buttocks. Squeezing them together over his cock, he began to thrust harder and harder.

Applejack’s jaw was getting tired, eating out the woman in front of her. Pushing harder against Applejack’s face, the lady in front was reaching climax, as Applejack’s tongue was probing further into her snatch and her nose teasing the woman’s clit. No longer able to handle the flood of pleasure, the woman came all over Applejack’s face. The woman wasn’t finished with Applejack just yet. Turing around, bending over, and spreading her cheeks, she pressed her anus up to Applejack’s mouth. Reluctantly, Applejack started to run her tongue in circles around the woman’s anus.

Stopping his hotdogging, the man behind Applejack started to spread her cheeks apart, and buried his face into her ass. His tongue began to probe Applejack’s anus, making her moan into the woman in front of her. This part of Applejack’s body, was her kryptonite, guaranteeing that anyone playing with it, would get her to climax. Satisfied with his work, the man got up, and started to tease her with his cock. Pushing harder, the man managed to fit his entire length into her backside, despite how tight she was. Slowly picking up speed, his pumping made Applejack’s ass jiggle in a rhythmic fashion. His balls were bouncing against Applejack’s pussy, increasing her pleasure.

The pleasure of the group was growing with every thrust and moan. Applejack was quickly reaching climax. The sensations of her ass being pounded, and her sensitive tits being suckled and groped, was becoming too much for her. The vibrations from the pounding she was getting from her behind and her sides, only increased the pleasure she was already feeling. She couldn’t handle it anymore, and neither could the crowd. All at once, everyone climaxed at the same time. The men on her sides came all over her face and hair, while the man behind her filled her anus to the brim. Around her, the men in the crowd came all over her body, drenching her in their seed. Screaming to the top of their lungs, the three women also reached their climax, creating a puddle of cum, right below Applejack.
Applejack, after climaxing, felt exhausted, filthy, and ashamed. Under the circumstances, she couldn’t believe that she would reach climax. Becoming limp in her imprisonment, she looked up at the clock tower. Too her dismay, it read 9:00 AM. Her punishment was just beginning.

Through the Everfree

Looking at the clock, the unfortunate Applejack was relieved to see that the time was approaching 8:00 P.M. The day was humiliating, as people whom she had seen around town, done business with, and thought were friends to both her and her family had used her unfortunate situation for their own sexual perversions. Two relieving ideas popped into her head. The first was that she no longer had to pay her debtor back in money. For Applejack, this was a huge sigh of relief. No longer did she have to deal with the man who put her in this mess. The second idea was obvious. This sexual torture was over. She could go home, take a long shower and then a bath. First, wash away the filth that had accumulated on her body. All the sexual fluids that were swapped amongst her and the crowd made her smell. She was also sure that some of the "participants" had written on her body during her public humiliation. Given her position in the pillory, she could not see what had been written on her. Unbeknownst to her, someone had written "Wh" on her left buttocks and "re" on her right. From the right angle, with her anus exposed it spelled "Whore." Such other profanities such as "slut" and "cumdumpster" were written on the rest of her body. Although, by now they had smeered due to all the sexual fluids that covered her.

Watching the clock, it was 7:59. Her time was almost up. The day was almost over for the exhausted Applejack. One final thought had entered her mind. She does not remeber seeing or hearing the man responsible for this punishment around. Mr. Finch, the dirty bank owner was nowhere to be seen. Wasn't he the one who proposed this punishment. Surely he had to have been here. As she was thinking this, the guards who had stood watch during her punishment began to unlock the pillory. Lifting up the bar that had kept her in place, the men firmly stood her up and laid her on the ground. Taking two buckets of cold water, two other guards gave Applejack a most unpleasant bath. The water was like ice, giving her goosebumps and hardening her nipples. She did not get back up for a minute, until the guards picked her back up and brought her face-to-face with Celestia.

She then stood from her chair and addressed her subjects.

"Citizens!" the tall woman yelled, "this concludes the first part of Applejack's punishment!"

"First?" Applejack asked. She could not believe this wasn't over. What more could they possibly ask from her?

"Let me remind you all that this is not to be spoken of again afterwards!" she continued. "Those who harass her or speak of this may suffer the same fate as Applejack!" She then motioned to the guards. Pulling out a chest, both Applejack and the crowd saw the guards open a treasure trove of sexual toys. Dildos, vibrators, and bullets found their home in this chest. One of the guards pulled out a bullet while another pulled out a vibrator. Binding her arms behind her back, the guards were now free to begin the second part of Applejack's punishment. With the bullet placed on her clit and taped to stay there, Applejack became even more worried about her predicament. Wasting no time, they then gently shoved the vibrator into her till wet pussy. Finally they took two nipple clamps and placed them on her sensitive nipples.

"Lift your leg," commanded one of the guards. She complied, as the guard moved an elastic band up her leg to her thigh. They then put the remote for the bullet on the elastic band.

Looking towards Celestia, the princess nodded. This was the signal to turn on the toys. Immediately, her body responded to the vibrations of the toys. The dildo was on a constant vibration. From her experience, Applejack guessed that it was on the medium setting. The bullet, however, was placed at a lower setting. "This did not seem so bad," she thought. That is when the bullet began to vibrate at the highest level. It stayed like that for four long minutes until it went back to its original setting.

Again adressing the crowd, which was smaller than it had been earlier but still large, Celestia spoke, "Applejack must now make her way back home! She will have a thirty minute headstart, before the rest of you will be allowed to chase after her! The one who captures her can do what they widh to her sexually!"

"Does that mean anything goes?" asked one man in the crowd.

"Yes!" responded Celestia. "The lucky person will be allowed to do what they want for the next 24 hours upon her capture!"

At this declaration, the crowd erupted in cheers. Applejack, on the other hand, was terrified by her words. Had she not suffered enough? With that, gunfire signaled her start. Wasting no time, Applejack headed straight home. Her movement was impeded by the toys that were messing with her body. However, she muscled through it. Nevertheless, she was forced to stop and wait whenever her bullet activated.

Aware that she would be caught if she took her regular route home, Applejack took a detour. It was not long till Applejack heard the next gunshot go off. This made her pick up the pace and run. Deciding to take the long way, Applejack decided to make her way into the Everfree Forest. Perhaps this would keep people from following her.

Following a creek, she made her way to one of her favorite lakes within the forest. It was a pristine location in such a bleak forest. One of the best parts about it was the seclusion that surrounded it. As far as she was concerned, Her family and her were the only one to know about it. Maybe staying hiding here would be best. Eventually Big Mac would come to the lake to fish and find her. Or maybe she would run into Zecora. Either were preferable to the fate that waited for her if she were caught.

Following the creek, her bullet went off a couple of times. It seemed as though it was random, as she noticed that sometimes there was only a quick rest before the bullet switched to the highest level. Sometimes it was longer, catching her off her guard. She hoped to find a jagged rock that she could cut her binds when she made it to the lake. As she approached the lake, she heard someone wistling in the lake's direction. She did not recognize whose wistling it was. Sneaking up to the lake, Applejack was surprised to find a stranger fishing at this location. Hiding in a bush, Applejack tried to keep quiet as she tried to identify the stranger. To her surprise, it was someone she knew. It was Button Mash! She hadn't heard from him since he graduated with Applebloom. Her astonishment, unfortunatley, left her unprepared for the next wave of pleasure that the bullet sent out. After the torture she experience from both the constant vibrations of the dildo and the unrelenting assault by the bullet, Applejack couldn't take it anymore. Screaming in ecstasy, Appejack orgasmed, creating a small puddle of cum below her.

Being startled, Button Mash stood up and pointed a knife in the direction of the screams.

"Who's there?" asked the startled Button Mash. "Come out and show yourself!"

Fearing for her safety, Applejack answered Button Mash. "Hold up partner, no need to point a knife at me. Its me Applejack."

"Applejack? What are you doing out here? The sun is about to set, and I thought I was the only person who knew about this place."

"It's a long story that I ain't gonna tell ya about."

"Well, at least come out of the bushes."

"Can't do that neither, sport. I just need to stay here awhile."

"If you're not going to tell me what you are up to, the least you could do is come out. Cause this is creeping me out. I'm trying to fish and I'd rather not be watched."

Trying to keep him distracted from the current situation, Applejack asked him a tangential question. "Since when did you start being an outdoorsy kind of person? I thought you were into vidya games?"

Button responded "Well, uh, your sister actually showed me this place and taught me some things about camping and fishing."

"Gahd damn it Applebloom! This was supposed to be our secret lake!"

"I haven't let anyone else know about this place."

"Why did she bring ya here? I don't remeber ya wantin to be out in nature? Every time you came over, ya'll played dem games."

Feeling a nervous chill down his spine, Button Mash remembers the first time he and Applebloom went camping. It was a night of passionate fucking that would make the devil blush in embarrassment. "I was curious about camping and outdoors activities," he responded. "Camping Simulator 2018 wasn't cutting it for me." He then remebered that he asked her to leave the bush. "Hold on there, you're trying to distract me!"

"No I ain't!" she angrily responded. Then, from behind, Applejack heard voices approaching from behind her. Remembering that she is being hunted, Applejack became nervous.

"Great," sighed Button Mash "now more people are going to come and ruin my evening."

"Button, I need ya to hide me in your tent."

"Why?"

"I'll explain afterwards. Just do it!"

"That'll require you to leave the bush."

She sighed and came out from behind the bush and into the moonlight. What Button Mash saw was one of the most beautiful sights he had ever seen. Standing in front of him was the curviest person in Ponyville, fully nude. He stood there dumbstruck, not knowing how to process the information."

"Stahp staring and hide me! You can look all you want later!"

Finally processing what he heard. He quickly moved her into his tent and zipped it up. Hearing footsteps approaching he acted as though he was fishing again. Three men approached with flashlights, looking a little distraught.

"Button Mash? " one of the men asked.

"Yes? Is there a reason you are here in my secluded part of the woods, disturbing the fish with your flashlights."

Feeling guilty the three men turned their flashlights off. There was enough moonlight to see what they were doing. "Sorry about that, we were just surprised to find you out here. What are you even doing out here? It's late?"

"Just camping and fishing," he responded "enjoying nature, reclaiming my humanity."

"Never took you for an outdoors type. Anyway, did you happen to see anyone pass through here?"

"No, not many people know of this place. Plus wolves like to come out here and drink water."

This statement made the leader of the group suspicious. Button Mash's lie put him in a pickle. "If wolves frequent this lake, then why are you camping here?"

Button panicked. He had to come up with something quick. "I used animal piss."

"You have to be lying," he responded "what kind?"

"That is a personal secret. I don't want other people knowing about this place and staying here." This made the man even more suspicious.

Applejack was trying her best to keep quiet in the tent. It was when Button Mash lied a second time that her bullet went off again. The timing could not be worse, as she had to bite down on a blanket to keep herself from making too much noise.

"So what's in the tent?" Applejack overheard from their conversation.

Button Mash responded. "A sleeping bag, blanket, and backpack. Camping stuff."

"Right. We'll just go have a look." Applejack was freaking out. She did not want to endure anymore shit today.

"If you want to find all my used tissues from when I was masturbating, be my guest," replied Button Mash.

"I'll manage," respondex the leader.

"Well, I guess I can't stop you. Hope you like looking at my gay porn magazines."

The man froze in his tracks. He was not prepared to look upon such graphic material. Then, a scream from in the forest reached the ears of the men. Without warning, they bolted off after the noise.

"Noise ex Machina," Button said to himself. Button approached the tent to let Applejack out. Helping her to her feet, button was again graced with her naked body. He was dying to touch her.

"Thanks Button," thanked Applejack.

"Why were they after you?" Applejack then recounts the events of the day, leaving out some details she was to embarrased to divulge.

"Wow!" exclaimed Button, "sounds like it's been a long day."

"It has, so do ya mind cuttin me loose?" Button walked around to cut her bindings. When he got behind her, he was introduced to the roundest, most delicious buttocks he had ever seen. Applebloom's was nice, but this was the ass of a goddess. The freckles on her ass drove him crazy. Button knew he had to take advantage of this situation.

"Button? You're taking your time back there."

"You know Applejack," he replied "those men might spread the rumor that I am gay to the rest of the town. Also, you said I could stare all I want after I hid you. Plus, I hid you. I think you owe me."

Applejack couldn't believe this. "Fine! You can stare at me all you want."

Hearing this, he moved around to face her front. He could see every detail of her curves in the moonlight. She was visibly embarrassed, blushing from the attention she was given. The writing on her breasts made him even harder.

"Spread your legs," he demanded. She complied, giving Button a good look at her toy filled pussy. He then turned her around, bending her over a rock.

"Someone wrote 'Whore' on your ass. Seems appropriate."

"Button! Watch what you say! I will not let you talk to me that w.." Her words were cut off as Button shoved a finger in her anus. She was in shock, her bullet went off at the same time. Her body loved the sensation.

"You will adress me as master," Button responded. "I will now fondle your body."

"I didn't agree to that."

"Would you rather me call those men?"

"No," she said quietly.

Lifting his hand and spanking her ass, he asked, "what does the whore say?"

"Thank you for spaking me....master."

Button then started to grope her ass. It felt amazing between his fingers. So soft yet so firm. He would spread her cheeks and put them together, jiggling her ass in the process. This made Applejack want to cum. She then felt her anus prodded with Button's tongue.

"Button! We did not agree to this!" She was becoming even more upset. Her ass and anus were sensitive parts of her body. The more he prodded, the harder it waz to control her moans. Focused on not moaning, she did not notice that Button had unzipped his pants, revealing his penis to the world. It was only until he started poking her ass and slapping it with his dick did she understand what was going on.

"Damn it Button! I am not gonna let ya do that!" In response, he lifted his hand again and slapped her ass hard. The vibrations caused her to moan a little.

"You're not really in a position to negotiate. I wonder if those men would like to come back."

He was right. She was at his mercy. "Fine, just make it quick."

"Beg for it."

"What!?"

He slaps her ass again. "You heard me."

"Please, master, fuck me in the ass! Make me your whore!" Applejack was surprised to hear herself. Did she like being called these names?

Button began to slowly insert his penis into her asshole. He wasn't the girthiest, but he wasn't small either. With her boobs resting on the rock, Button began to thrust into her. Each thrust made a soft smacking noise that echoed throughout the lake area. Every so often he would spank her, which caused he to clench down on the dildo even harder. She had to admit that his technique was good. However, she was determined to not give in.

Button chuckled to himself, "heh, guess it runs in the family."

"What are you..agh...talking..agh..about?" She asked between moans.

"Your sister also liked getting fucked in the ass."

This made Applejack clench even harder on the dildo. She was surprised and disgusted by her reaction, but the idea of her sister getting fucked in the ass drove her closer to the edge. Her moans grew louder and more frequent, she couldn't take it anymore. Button noticed she was close.

"Beg me to fuck you harder, or I won't let you finish."

"Please, master, harder! Fuck my whore ass like you did to my sister!"

Upon hearing those words, Button picked up his speed. Applejack was loving this, she gave into her primal urges. Then, her bullet went off. She screamed loud, cumming hard over the ground. Button took his cock out and started hotdogging her ass until he came over both buttocks. It had been a while since him and Applebloom had done it, so he covered her ass completely. He fell onto the ground and marveled at his work. He took out his phone and took a photo of Applejack's ass. He would save this for later.

Readjusting herself, Applejack stood up, causing drops of cum to run down her legs. She walked towards the lake to wash off the cum. She dipped in, taking in the cool feeling of the lake. After 5 minutes, she got out and talked to Button.

"You had your fun, mind cutting me loose?" she asked.

"Only seems fair." He went pull out his knife, when the three men burst from the treeline.

"Run! I'll hold them off! It's the least I could do." Upon hearing that Applejack took off into the woods, while Button Mash fought off her pursuers. She had no idea what was going on behind her, as she made her way deeper into the forest.

Running as quickly as she could, Applejack was making ground, as far as she knew, losing the men in the forest. She was until she tripped over a rope, activating a trap that pulled her up into the tree. She dangled helplessly from there. A wave of panick rushed through her mind. What would happen to her? Then a man appeared under her.

"Can I help you miss?"