(Autumn Blaze POV)

I am so excited! I finally get to go see my friends Applejack and Fluttershy since they helped my village. “I hope I’m not bothering them, I mean I have heard some rumors thanks to the Dunmer settlement near my village that there is a school that teaches other cultures about the magic of friendship, and I volunteered to represent the Kirin.” I mentally rambled.

“Next stop, Ponyville Station!” The train conductor shouted gaining my attention. I picked up my bags and headed for the nearest exit. After disembarking from the train I saw the market district of Ponyville bustling with ponies, men, elves, Khajiit, Argonians, etc. “Whoa. I kinda figured that Ponyville would be diverse, but this was not what I was expecting.” I said in awe of the vast amount of people living here. I walked down the ramp and started to look for an inn to stay for the length of my trip. As I walked the crowded streets, I was knocked over by a familiar orange mare.

“I’m sorry! I found out that I… Autumn Blaze is that you?!” Applejack said in shock.

“Applejack! It’s so good to see you again! It’s been a while since we first met. Where are you off to in such a hurry?” I said as Applejack and helped me up.

“Likewise. I’m heading off to teach my class at Twilight’s school.” Applejack quickly said.

“Oh that’s great I needed to head there anyway to register a student since Rainshine sent me to represent the Kirin. Also I don’t know my way around town just yet, I just arrived.” I replied with a smile.

“Well come on I need to get there before my class starts, and Greagithir can help ya from there.” Applejack said motioning with her hand to follow her. It didn’t take long for us to get to our destination. Applejack made a left turn from the entrance and ran down the hall as if her life depended on it. I shook my head with a smile. I walked up the main staircase to see an Altmer in indigo robes walking down the corridor with a clipboard in his hands.

“Excuse me sir.” I said gaining his attention.

“Ah a visitor from the Kirin! How wonderful, Twilight is expecting you in her office.” The Altmer said.

“Lead on.” I said.

“Right this way.” He replied as he turned on his heels and led me down the corridor. We ended up in front of a set of doors with a large pink star emblazoned on it. The Altmer suddenly looked to his immediate right to see somebody sitting beside the door in what looked like a meditation pose.

“Um, Gideon, why are you sitting outside of Twilight’s office?” The Altmer asked in confusion.

“Two reasons. One, it’s quiet. And two, I’m meditating, not sitting.” The man, now identified as Gideon, replied smugly.

“Okay,okay, no need to be salty. I was just asking a question.” The Altmer said as he knocked on the door to Twilight’s office.

“And I was just giving you an answer. What, you don’t like answers?” Gideon asked.

“I like honest answers, but you don’t have to act like a jackass.” The Altmer replied with a smile on his face.

“Greagithir, either come in and leave Gideon alone, or go play cards with Spike.” A voice said from the other side of the door.

“Greagithir 1 - Gideon 3.” Gideon said with a small fist pump in slight victory. Greagithir replied with flipping Gideon off with a smile on his face while ushering me into Twilight’s office.

Twilight was a lavender mare with an indigo mane and tail with two stripes of pink and magenta in it. “Sorry about Greagithir, miss. He’s a bit more laid back than the rest of his people.” Twilight said.

“No shit, Sherlock!” Gideon yelled from the outside of the door.

“It’s fine. I’m Autumn Blaze, of the Kirin.” I said while giggling at Gideon’s comment.

“So you’re the one Applejack and Fluttershy were talking about from their trip. It’s a pleasure to meet you!” Twilight said standing up from her desk and shaking my hand.

“Yup that’s me. My village leader, Rainshine asked me to come here and request for a student to attend here.” I explained getting a nod from the mare.

“I see, so I assume you’ll come here with a potential student on your next trip?” She asked.

“You bet! I was just sent to see what the school was like and to visit Applejack and Fluttershy.” I said happily earning a giggle from Twilight.

“Sounds good. Well I have a registration form right here, I need you to give this to the student’s family so they can be enrolled and then you come with that student to act as their guardian for the day.” Twilight explained as she signed her signature at the bottom of the document. “Okay. Thank you. Now if you’ll excuse me, I need to check in to an inn for my week-long stay here.” I said taking the document from Twilight. “Oh, don’t worry about that go to Sanguine’s Pleasure Pocket, and tell him that Twilight sent you, and give him this, he owes me a favor anyway.” Twilight said handing me a small black and red card that had the letters ‘I.O.U’ on it. “Alright. Thank you Twilight, I’ll see you later.” I said happily as I walked down the corridor, down the stairs and out into town. It didn’t take very long to find Sanguine’s Pleasure Pocket since it was a big tourist attraction, and of course it’s around noon right now so the lunch rush is in full swing.

(Sanguine’s Pleasure Pocket)

Upon entering the tavern, I end up seeing a Nord and a Breton having a fight with a very tall man that looks mostly like a Dunmer with horns on his head, red tattoos on his face, red button up shirt with black accents, black pants with red accents and a white apron standing in between them. “Hey, guys come on! This is a place of merriment, not violence, so either apologize, or I call the guards to haul you both out in irons, and you’ll be banned for a month!” The tall Dunmer shouted. The two drunken men seemed to calm down after that declaration. “‘Ey, I’m shorry man, I washn’t thinkin’ shtraight, y’know, jush found out my ma passhed away an’ all.” The Breton slurred apologetically. “It’sh fine, how bout I buy ya another drink?” The Nord replied. “Nah, I’m goin home.” The Breton said as he stumbled towards the door, I moved aside so he wouldn’t trip. The Nord soon passed out on the floor snoring. “Oh for, Berry sweetie pie, this man needs a room, put it on my personal tab!” The Dunmer shouted to a plum colored mare, who gave a thumbs up in response. “I’ll be with ya in a moment ma’am.” He said as he walked past me carrying the sleeping Nord on his shoulder. I nodded in reply. I sat at the bar for a few minutes and the Dunmer returned. “Sorry about that. That kinda thing happens from time to time.” He said picking up a mug and began using his cloth to clean it. “It’s no problem. I’m Autumn Blaze.” I said extending a hand. “Nice to meet ya. I’m Sanguine Daedric Prince of Debauchery, owner and proprietor of this establishment. How can I help ya?” Sanguine said with a smile while pointing to himself.

“I need a place to stay while I’m in Ponyville for the next few days to visit my friends, and Twilight told me to give you this.” I explained to Sanguine and handed him the card Twilight gave me. “So Twily is calling in her favor eh? Alright you got room 211, second to last door on the left.” Sanguine said handing me a golden key with a metal plate with the number 211 engraved into it. “Thanks! I’ll be back in a moment, I’m starving.” I said as I heard my stomach growl. “Hehe, take your time I ain’t goin’ nowhere.” Sanguine chuckled. I merely smiled in response, picked up my bags and headed upstairs to my room.

(Third Person POV)

Shortly after Autumn Blaze disappeared upstairs, Gideon entered the establishment. “Ah Gid, it’s nice to see ya. Usual I presume?” Sanguine asked spotting the man. “Water it down a bit, and you get a tip.” Gideon replied as he sat down at the bar. “One spiked iced tea coming right up.” The Daedra said as he placed a glass with ice in it on the counter and poured some iced tea in to it, then picked up a bottle of whiskey and poured a very small amount into the drink and stirred it with a small glass rod. As he did that, Gideon whistled to the assembled band and tossed a small bit pouch towards them. “Legend of the Eagle Bearer, but don’t go too loud. I’m sure some of Sanguine’s patrons wouldn’t want any additional headaches alongside their hangovers.” The band leader nodded and they began to play the requested song. “Here ya go, not too strong.” Sanguine said sliding the glass to Gideon. Autumn Blade came down the stairs not too long after and took a seat at the bar a couple of stools away from Gideon. “Anything for you milady?” Sanguine asked. “Blackbriar mead and some spaghetti please.” Autumn replied as she reached for her bit pouch an placed the money on the counter. “Here’s your mead, and I’ll be right back with your order.” Sanguine said as he wrote the order down and went into the kitchen.

In the background amongst the crowd, there was a Khajiit feigning a drunken slumber and slowly started sneaking towards the bar calmly, as if he was going to pay his tab. His fingers inched towards Autumn Blaze’s bit pouch when he was close to the bar. Gideon saw this and silently stood up and snuck behind the thief and tapped his shoulder. “Hey, how’s it going?” He said to the Khajiit. “Everything’s fine.” The Khajiit replied, before suddenly stopping what he was doing and looked at Gideon with a horrified realization. Gideon’s fist greeted him, sending the Khajiit to the ground and getting the attention of everyone in the room. Sanguine came back with a steaming plate of spaghetti for Autumn, and soon saw Gideon holding an unconscious Khajiit. “What’s going on in here?” Sanguine asked.

“Some asshole tried to pick that young lady’s pocket, but that guy just punched the guy’s lights out.” One of the patrons shouted from across the room. “Call the guard and get this scumbag out of my tavern!” Sanguine shouted. Soon two pegasus guards came in and took the thief out of the tavern in handcuffs. Sanguine leaned towards Gideon. “I’ll talk to Nocturnal later.” he whispered. “Thieves’ Guild?” Gideon asked. Sanguine nodded. “Don’t know why though, I mean Nocturnal knows not to mess around in here, but then again she really doesn’t give a damn, unless it’s one of her Nightingales.” He whispered. “A word or two with Nocturnal, along with changing the symbol on the door frame might help weed out the stupid and non-guild thieves.” Gideon commented. “I’ll get on that. For now though, your drink is on the house.” Sanguine said returning to work as his wife Berry Punch sauntered up to the counter.

“Hey Gideon, how’s your day been going aside from stopping that thief?” The mare asked with a smile. “It’s in the ‘meh’ category. Not working really eats at me. If I was forced to not work, I would be begging for death in less than a week.” He said. “I know the feeling, but I think you deserve a day off. Speaking of which, babe, I want to take the next week off.” Berry said. “Alright, I’ll have Fiore cover for you.” Sanguine said to his wife. “Thanks hun.” Berry said returning to work. Sanguine shook his head with a smile on his face. “Your orders are on the house, sorry for the trouble.” He said before walking to the back of the building. “Alright Nocturnal, time for a little chat.” Sanguine said as he disappeared in a vortex of purple flames.

(Las Pegasus, Kayla P.O.V)

Today was another day in paradise! Brynjolf’s idea of opening a casino was possibly the greatest idea he’s ever had. Don’t get me wrong, we still do our usual thing of pickpocketing, stealing valuables, forging ledgers, etc, but this is a much faster way to get funds. “What is it Vex?” I asked the platinum blonde Nord of the group. “The guy we sent to Ponyville was caught; a total bust.” She said with a frown. “No matter, we’ll try again some other time, for now let’s just wait for things to cool down.” I said as I reclined in my comfy office chair. “Alright, also Brynjolf and Karliah said that they need to see you.” She said as she walked out of my office.

I changed into my Nightingale gear and went through the secret passage behind a painting in my office. I jogged down the corridor and saw Brynjolf and Karliah in their Nightingale attire as well. “Sorry to bother ya lass, but Nocturnal needs to talk with us about something. “Let’s not keep her waiting, come on.” I replied. The three of us came to a stop outside a set of black and purple colored doors. I knocked on the door and waited for a reply. “Come in.” We heard as the doors opened and revealed mistress Nocturnal on her lavish couch reading the local newspaper. “Is this about the failed pickpocket Lady Nocturnal?” Karliah asked somewhat nervously. “Yes. My brother Sanguine is rather displeased about it, but I explained that we can’t stagnate, or there would certainly be a bloodbath. Begrudgingly he accepted this, and said that if we do strike again, just make sure to do it when a man named Gideon isn’t around.” She said flipping to the next page of the paper. “As you wish mistress, is there anything else you need?” I asked. “Not at the moment. You’re free to go now.” Nocturnal said as she continued to read.

“So lass, we’ve made quite a haul today, and I want to do some investigating about this Gideon fella, maybe even get him to join us and get our mistress a lover.” Brynjolf said wiggling his eyebrows. “Maybe, but for now let’s just do some digging on him. See what he values, what his job is, all that important junk.” I said as we walked back to my office.

(Nocturnal’s Quarters, Ragged Flagon Casino, Nocturnal POV)

The news of this man Gideon fascinates me. The fact he managed to catch an expert thief in the act is nothing short of amazing. “Either he has great perception of his environment, or just “lucky”.” I say as I giggle at my own little joke. “Well I think it’s about time for me to have a challenge. I hope that my faithful little songbirds can sway him. If not, I’ll do it myself.” I say as I finally finish reading the morning paper. I yawn as I stand up from my comfy couch and stretch. “I probably should get out for a bit, but first a disguise is in order.” I say as I shift my form into a simple, young Imperial woman to just cut loose and have fun. “They don’t call me Lady Luck for nothing, so time to show these card players who really has the best poker face in the universe.”

I say with a smirk. I chose to wear a simple purple strapless dress with a pair of comfortable pumps, and my indigo handbag. I teleported to the outside of the casino and past Brynjolf, and headed over to the Uno table. “Got room for another player?” I asked the three gentlemen at the table. “Sure, take a seat.” The Dunmer said. “What rules are being used?” I asked as our hands were being dealt. “7-0, stacking, jump in, and no bluffing.” The Nord said as he sorted his cards. “Good, I don’t like force play, or bluffing.” I said looking at my own hand stoically, but inwardly I was smiling because I knew my hand was good. “Ok let’s play.” The unicorn stallion who dealt the cards said placing the deck off to the side and drawing the first card of the game.

(20 minutes later)

“These guys are good, but luckily I have a +4, and a blue 8. As my last two cards.” I thought to myself. “Whose turn is it?” I asked. “It’s mine.” the Dunmer to my left said. He played his +4 and changed the color to red, but I called Uno before playing my +4 and changed the color to blue. The Nord to my right now had to draw eight cards. “Wow! That was so cool!” The Unicorn exclaimed as he played a blue three. “Yeah I’ll say.” The Dunmer replied playing a blue reverse. The unicorn played a blue five, and the Nord played a yellow eight. “Well boys it’s been fun. Let me tell ya, you guys are best challenge I‘ve had thus far.” I said as I played my blue eight. “Uno out.” I said. “Good game, uh I don’t think we got your name miss…” The Nord said waiting for me to say something. “Nightshade, Nightshade Blossom.” I said shaking his hand. “Nightshade? Adopted by a ponies eh?” The Nord asked. “Yeah, they were good people to take in a girl that wasn’t one of their kind.” I said.

“I understand. My name’s Jack.” Jack said. “These guys your friends?” I asked. Jack nodded. “The unicorn is Show-tune Medley, and the Dark Elf is Jonathan Sullivan.” Jack introduced his friends who nodded in a greeting fashion. “Nice to meet you, I hope we play again some time, but right now I got some poker games to win.” I said with a smile. “Well good luck to ya Nightshade.” Jonathan said as he, Jack and Show- tune left. “I don’t need luck, because I am luck.” I said to myself as I made my way over to the nearest poker table.

(Ponyville, Gideon POV)

After a fairly relaxing day off of work, in the relative sense, I was walking towards Twilight’s castle when the sunset seemed to more beautiful than normal (at least from what I’ve seen). I sat on a park bench while watching the sunset and various ponies and people walking or talking in the park. When the sun fully set, I suddenly felt someone was watching me. This was practically compounded by how empty and quiet the park I was in suddenly felt. “So you’re the one who caught the cat with sticky fingers? To be honest I was expecting a Nord, not somebody like you, no offense.” A woman garbed in dark blue and grey clothes with the depiction of a bird whose wings reached for a dark circle emerges from behind a tree. “Yeah, well, she was from out of town, so her getting robbed the first few hours in would have soured her stay quickly...that and she would have had to still use the train, which costs money, so...yeah. Any questions, comments, or concerns?” I said with confidence.

“Not really, but maybe I could help you out. The name’s Kayla, and I came here to offer you a job, if you have the balls for it that is.” The woman; Kayla said as she walked over to me. “It depends on the job and what’s to be done. I can’t be gone from Ponyville for too long, as I do some teaching as a primary job.” I told her. “Oh you won’t have to go far. You see I own a casino in Las Pegasus. It’s called the Ragged Flagon, and not too long ago a pony named, Thunderlane took a small loan from me and seemed to forget to pay it back. All I want is from you is to deliver a clear message that his debt needs to be paid, also there’s a big bonus if you manage to keep your hands clean from the whole ordeal.” Kayla said with a sincere smile. “So no killing, maybe broken bones, but try to find a way to avoid both the former options?” I asked.

Kayla nodded. “Precisely, I really hate having to shake people down over a few coins, but some are too stubborn to be reasonable.” She said as reached for a piece of parchment. “Here’s the details, complete this by tomorrow evening, I’ll be on my private yacht in the harbor.” Kayla said handing me the piece of paper. “Four hundred bits? What did he need with that kind of money?” I asked. “He lost it in a high stakes poker game, and he was a little too cocky and he bet what I presume to be his paycheck on the game, and he lost.” Kayla said crossing her arms. “Which is why I pretty much hate gambling. I’ll get him to pay, and I’ll have a little help from Rainbow Dash, as she had a bit of a breakup with him.” I said as I placed the note in my hypercube. “Anything else you need or shall I be on my way for the night?” Kayla shook her head. “Nope. Just come to me when you get the job done, and I’ll give you compensation, no strings attached. Have a good night.” Kayla said as she turned around and headed back into the dark.

When she was gone, I made my way to Twilight’s Castle, thinking of the job all the way. I went to open the door on arrival, but the door opened just I went to push, causing me to trip and faceplant into the amazingly plush carpet. “Oh! Gideon! I’m so sorry!” Twilight exclaimed. “Don’t be. I was thinking too hard on an offer I was given a short moment ago.” I told her as I stood back up. “A resident, who’s name I won’t name, owes money to an organization that I shouldn’t name, and I have been tasked with “encouraging” him to pay the debt.” I explained as cryptically as possible. “Who gave you this offer?” A new, but familiar voice spoke up from behind Twilight.

“What the...Helena? What are you doing here?” I asked in confusion. “I was approached by Sheogorath about coming to work with you at Twilight’s school as your T.A, and I couldn’t possibly turn it down!” Helena said with a smile on her face. “But back to that offer you were given, who gave you this offer?” Helena asked. “Her name is Kayla, and it is strictly a “business thing” between us. A guy owes her money and she tasked me with providing the encouragement needed to get him to pay up.” I explained. Helena sighed. “Gideon, you do know that Kayla is the head of the Thieves Guild right?” She asked. “To some extent. I think her idea of asking me to “call in” that debt that Thunderlane owes came from me stopping a thief in the Pleasure Pocket today.” I explained. “So how do you know her?” I asked.

“We used to be good friends until I saw her leaving a jewelry store with a good amount of the merchandise in her bag.” Helena said sadly. “Don’t get me wrong I still want to see her as a friend, but I just didn’t know what to think at the time, but at least her distaste for killing and unnecessary harm to people remained with her to this day.” Helena said wiping some stray tears away. “A good thing that she has a “no-no” policy for killing, and discouraged any physical harm in the task. Hence why I want Rainbow to help, as she knows how he best ticks, therefore, a harsh, yet ultimately harmless prank will be the means of getting him to pay her back.” I added.

“Okay, just promise me you won’t become a thug shaking people down for money.” Helena pleaded. “I’ll do what I can. If I do become a thug shaking people down for money, I’ll make sure that the people I shake down are those that deserve it. A Robin Hood type thug...for context, that’s a “take from the rich, and give to the poor” kind of thug.” I said. “Ok. I can respect that. Also she might try to introduce you to Nocturnal and make you a Nightingale, just be aware of that. She tried to do that so I wouldn’t turn her in.” Helena replied slightly shuddering from the memory. “Well, again, if it does happen, I’ll have steep standards. And as for Nocturnal...well, I haven’t met her, so I’m just going to wait until then to make a judgement of her character. For now, I need to get some sleep before I give Thunderlane PTSD involving something with clothes or hot sauce.” I said before heading to my room for rest. Helena giggled in response. “Alright good night.” She said as she and Twilight went out for some drinks at the Pleasure Pocket.

(Thunderlane’s House 3rd P.O.V, the next day)

Thunderlane had to pull a double shift last night because Cloudchaser and her sister Fleetfoot had gotten food poisoning from some restaurant in Canterlot two days ago. He was now arriving back home to hopefully get some much deserved rest since his boss gave him overtime pay and paid vacation for the rest of the week. “I hope they get better soon.” He said as he opened the front door and closed it. He walked into the kitchen and saw a note from his brother Rumble. “Hey bro, I just left for school, see ya tonight, Rumble.” “Well at least he was being responsible.” He said with a yawn. He tiredly walked towards his bedroom and nothing seemed out of place, except the note that was hanging on his bathroom door. “Pay your debt, or suffer the consequences!” the note read. “Oh no! This can’t be happening!” He said in a squeaky voice. “Maybe a shower before going to bed, yeah that’s what I need, yeah.” He said trying reassure himself.

After a quick shower, he went to his room and went to his underwear drawer and saw that he only had a single pair of boxer briefs with another note. “You’ll get your clothes back after you hand over the 400 gold you owe.” It read. “They stole my clothes, but left me a pair of underwear, what more could they do to me, take my house?!” He shouted. Reaching for the pair of underwear, there was another note beneath. “I warned you.” It read. “The hell does that mean?” He asked putting on the garment. Suddenly a tingling sensation began in his crotch. “My biscuits are burning!” He screamed in agony. His scream was so loud that a certain thief/ casino owner heard it during her breakfast, which so happened to be biscuits and gravy. “Huh, never heard a man refer to his balls as a food item before, eh well first time for everything.” She said as she continued to eat her meal. Thunderlane then ran into the bathroom, turned on the water and jumped into the cold water to soothe his aching balls. “It’s a good thing I was payed triple what I usually get.” He said with a sigh of relief. Getting out of the tub and drying off, he went to his room and counted 400 gold coins and flew to town. The final note had something else written on the back. “If you’ve learned your lesson, then come to this alley near Scratch That Beat.” the note read. Taking care to find a cloud to use as cover for his indecency, Thunderlane flew down to the specified location.

Upon arriving, Thunderlane was greeted with a hooded figure with two strange looking swords on his back, but he had a feeling about he worked for. “I got the money, can I have my clothes back now?” He pleaded. “You may. Your clothing is buried under your porch. It’s a good thing you have a free week so you can wash them.” The figure said before drawing one of the swords and pointing it at Thunderlane. “And a word of advice, don’t gamble. But if you do, control yourself. Think of your brother. You want him to ruin his life with such a bad habit?” The figure asked. “No, I don’t. I guess I should save my money and have a set limit.” He said. “Before you go, can you tell your boss that I meant to pay earlier, but my job had me work overtime?” He asked. The figure nodded. “Yeah, just try not to get on her bad side like this again.” the figure said before using his blades as climbing hooks on the side of the building and started parkouring towards the harbor.

(Later that night, Gideon POV)

With the job done and money gathered, I went back to the park for the meet up with Kayla. Upon arrival, I felt the “being watched” feeling before she came out of hiding. “Well done. I heard the results of your methods this morning. Here’s your payment.” Kayla said taking out a bag of coins and taking the bag in my hand, and placing my payment in my hand. “Stealing and hiding clothes and spiking his undies with hot sauce got a fire lit under his butt, mostly figuratively. And as it turns out, whether it was an excuse or not, he was “late” with his payment because of overtime work recently. So the prank didn’t seriously hurt him, but got the message across.” I explained. “I don’t think he’s making an excuse. I mean he takes care of his brother by himself, so money is a tight thing.” Kayla replied bringing me onto her ship in the harbor. “If you’re ever in Las Pegasus, make sure stop by the Flagon, I enjoy your company, and you might meet somebody very special.” She said as she took a seat in a recliner. “I’m guessing that’s Nocturnal, and I won’t judge her until I properly meet her. By the way, I heard Helena knows you. What’s the story behind that?” I asked, taking a seat across from her.

“Ok, well I grew up in Skyrim, then my family moved to Canterlot when I was eighteen, I met Helena at a local donut shop. I thought of her as the sister I never had, and one night I was doing a job for Maven Black Briar. I went to the jeweler and stole his merch because he cheated Maven on her replacement pendant because the center stone was supposed to be a flawless sapphire, but the schmuck used an amethyst instead hoping she wouldn’t notice. No prizes for what she wanted after she found out. Then as I was making my stealthy exit, I bumped into Helena, and she was about to run and get the guard. I didn’t want her to seem like she was an accomplice so I took her with me to see Lady Nocturnal to get her in the guild so she wouldn’t have anything to fear. She refused, so Nocturnal came up with her vow of silence, as long as she doesn’t tell the authorities, she won’t have bad luck for the rest of her life.” Kayla explained. “I really do miss her. Often times I wonder if she’ll ever forgive me for putting her in such a position.” She said getting up from her chair to get a stiff drink from her liquor cabinet.

“I do forgive you. If you had told me that Maven gave you that job, then I would’ve just thought nothing of it, because everyone knows not to screw Maven over with anything.” A familiar voice said making the two of us look over the doorway. We see Helena standing in the doorway with a sad smile on her face. Kayla walks over to her friend and hugs her tightly. “I’ve missed you. Can you forgive me?” Kayla asked. “I already have.” Helena replied hugging back. “You and Gideon here in a relationship or something?” Kayla asked. “As far as I can tell, the relationship is up in the air, but if you want it so, it can be so.” I said, directing the last part towards Helena. “Really?” She asked her wings flaring slightly. “Easy girl, you two haven’t even been on your first date yet. Slow the roll.” Kayla said with a chuckle. “Anywho, I should get going, I got lots of money to count, debts to collect, bills to pay, and a mistress to report to. See you lovebirds later.” Kayla said ushering Helena and I out of the room and off the ship.

“Hey! Helena’s more of the love bird more than me!...Uhh, no offence.” I said, the last bit out of embarrassment. “It’s fine, but seriously I do want to give us a shot.” Helena replied in a serious tone. “That sounds fair, but I do have two things to say about that. One, no sexual intimacy before marriage, and two, if another takes an interest in you or me, we add them to the equation, like the consideration of a herd or whatever you call such relationships.” I outlined. “I can do that.” Helena replies with a smile.

(Kayla’s Yacht, Kayla P.O.V)

As I disembarked from Ponyville, I sat in my recliner with a glass of wine in my hand. “Mission accomplished. Mistress you’re gonna love this guy.” I said to myself as I took a sip of my wine. “I hope Helena is open to sharing.” I said before yawning and continuing to drink my wine.

Author's Note

It's been a while I know. I've been very busy with life so updates are a little sporadic, just be patient and you'll get new chapters to read. As always, like, fave, and comment on the story and I'll see ya next time.