Positive Butler on the Job
Author's Note
Here's another Anthro Waifu story. Be sure to follow NineTailBeastBall for helping me out and also, thank you for your patience and support, remember to stay tuned for more chapters to come in the future and remember to also keep on bronying on, everypony.
Positive Butler on the Job
A Rich and Tender Love
Written by Israel Yabuki
Edited and Co-written by NineTailBeastBall
A devoted father. That was a title you’ve come to acknowledge more than any other status. No matter how unpleasant things might get, you always put the needs of your 6-year-old son, Jose ahead of your own. The way you were clutching him in your arms as a pack of strange wooden wolves chased you through the forest you mysteriously ended up in, was all the proof anyone would need.
No one’s life is perfect, but in spite of all the hardships you’ve endured for your son, you’ve never been in as much danger as you’re in right now. A man who was 36 years of age, before your unexplainable predicament, you made ends meet working as a butler for one of the richest families in England. Your employers have always been strict with you, but you put up with it since you made good money.
The stern behavior of your wealthy bosses couldn’t compare to the heartbreak you suffered 4 years ago—The woman who you once loved as your wife, had sadly passed away. It was so unfair losing the most loving wife you could ever ask for, as well as a dedicated and doting mother. She loved you and Jose more than anything else in the world, and when cancer interfered, it was a huge slap in the face for both you and your little boy.
Raising him well despite keeping your busy job, Jose has grown into a happy, fun-loving little boy. However, you could sense that underneath, he yearned for a mother figure, as he could barely remember the one who gave birth to him. Unfortunately, while it could be considered selfish, you never gathered the courage to try and start a new relationship since you haven’t recovered from your wife’s death.
Anyway, you couldn’t come up with any logical ideas for why you were being pursued by these angry wolves. For that matter, you never thought you’d ever be running again. The last thing you could remember, was trying to take shelter during a harsh thunderstorm, only to lose your footing in the wet concrete and falling with your son in your arms onto a busy freeway when you got t-bagged by a truck.
Now here you are, running for your life with these wooden wolves gradually catching up to you. When you had woken up, it didn’t feel like you had passed on into the afterlife, but if you were somehow still alive, you were going to resist getting killed as long as you could help it. Your luck seemed to have just run out however, when you tripped on a tree root and fell to the ground.
“Daddy! Are you okay?!” Jose asked. He was lucky you fell on your side so you didn’t end up squishing him as you continued to hold him to your chest. You didn’t want to waste time talking and were about to get up when you smelled the horrible breath on the wolves. They were... right next to you.
“Jose, whatever you do, don’t move. Get underneath me wait until the wolves have stopped attacking me, okay? When the coast is clear... you run!” you instructed.
“But what about you?” Jose asked, terrified. Of course, you were scared as well, almost to the point that you couldn’t answer.
“Just do as I say, and everything will be okay...” you said. Jose began to silently cry as he did what he was told.
The lead wolf lunged at you and you nearly gave up hope when some kind of powder was thrown into the canine’s face, stopping him in his tracks. Both amazed and confused, you watched as the beast began wobbling with its eyes growing heavy, before falling into a deep sleep. Even though it seemed someone had come to your rescue, you didn’t dare take your eyes off the two remaining wolves as more of the powder was thrown to make them fall asleep as well.
“I must say that was quite a close call, timberwolves don’t give up on want they want to maul.” Now being sure of yourself that the beasts were unconscious, you finally turned to see who had just saved you.
You had all the evidence you needed by this point to know that you weren’t on Earth anymore. Being chased by wooden wolves, or timberwolves as they’re apparently called, is one thing, but it was an even bigger surprise that the one who had saved you and was now leading you to her hut, was a bipedal zebra. Even after she introduced herself as Zecora, that was just one question answered and out of the way. The surprises only got bigger when you walked inside to find who was living her.
“Back already, Zecora?” You rubbed your eyes to make sure you weren’t hallucinating, as the one speaking was another human.
“Shujaa my love, there’s been a change in my plan. I saw fit to save these two after how much they ran,” Zecora responded as she gestured to you and Jose.
Your head was filling up with so many questions, it was starting to hurt. Your son on the other hand, wasn’t looking for answers, as he found more than enough things in Zecora’s hut to return him to his usual happy and excited self. You didn’t really have the presence of mind to ask him to settle down as he went over to observe a couple of the beautiful masks on the wall, and then ran over to look into a boiling cauldron.
“Looking at that expression of yours brings back memories, as I was once in your position,” the man named Shujaa said as he walked over to touch your shoulder. “I must request that before you ask any questions that you try and calm down. I can tell I’ll have a better chance of getting you to relax than I will the child over there.”
While Zecora kept an eye on Jose to make sure he didn’t break anything while exploring, Shujaa led you to the bed where you both took a seat for an explanation. You took some deep breaths to compose yourself and prepare a relaxed conversation with Zecora’s companion.
“So... what’s going on here? How did I end up in this place?” you asked, having respected your new friend’s wish to calm down a little bit.
“From what I learned from my mate here, you and your son were brought here into Equestria after you perished back on Earth. For some reason, a very small percentage of humans who die, are brought to Equestria because deep down, their lives back at home left them feeling... incomplete.” He gave you a small, sympathetic smile. “It’s a miracle that both you and your son were summoned here. It’s like fate doesn’t want you to be separated.”
“Thank goodness for that. Jose is the only one I have left after my beloved wife passed away.” You looked at the bundle of energy as Zecora showed him what she was making inside her cauldron. “He means the whole world to me...”
“Believe me, I can relate to that.” You raised an eyebrow watching Shujaa stand from the bed and then point over to the corner. You were tempted to walk over to what he was pointing to, and discovered a crib. You got your next shock when you peered inside to discover a healthy, but sleepy baby boy.
“Now that he’s here, life isn’t the same. Meet our son, Rafiki is his name,” Zecora said, taking a break from entertaining Jose so she could join your side. She extended her hand inside the crib and stroked her son’s cheek. He had the form of a human, but with stripes on parts of his body just like his mother.
“You’ll find many other humans if you go into town, and each of us have our own story to tell,” Shujaa sighed, reaching into the crib to pick up his son. Carefully supporting the tired infant with one arm, he wrapped the other around Zecora, who had gotten a little teary-eyed. “Though, I wouldn’t change it if I could, otherwise I might’ve never met this beautiful zebra who I’m very proud to call my mate.”
Even though your wife’s passing still tortured you, you were genuinely happy for the couple in front of you. In fact, you didn’t care about finding out how it was possible for Shujaa to have a child with a zebra.
“Well, you’ve definitely caught my interest with what you just said about a town. Could you please explain a little more?” you asked, doing your very best not to sound rude since you already interrupted the family’s little moment.
“It’s called Ponyville, and the moment you step into town, you’ll see why it’s known as the friendliest place in Equestria.” Giving Rafiki to Zecora so his hands would be free, Shujaa went over to the nearby desk and you heard the sound of metal. He came back to you with a small bag in his hand and gave it to you. “The mayor will never turn a blind eye to a confused newcomer in need of a place to stay. She’ll be able to help you, but before that, you might want to buy yourself some nice fresh clothes.”
“Those timberwolves gave you both quite a scare. If you’re going to Ponyville, we can guide you there,” Zecora offered.
You decided to take them up on that offer, especially if they were the ones who made that sleeping powder that saved your life. Getting Jose’s attention as he had moved on to watch a strange red lizard snort out smoke as it slept, you let Zecora and Shujaa lead you to the door.
Even though you haven’t been in this world for that long, you could see why Ponyville was called the friendliest town in the land. Left and right, you saw these colorful, bipedal ponies talking to each other with bright smiles. It was nothing like the world you and your little boy lived in back on Earth. The ponies and even the atmosphere gave off a more welcoming vibe, and even when their eyes landed on you, a human being and a complete stranger, they still waved at you with friendly faces.
“Daddy, are any of these nice ladies gonna be my new mommy?” Jose asked. Some of the mares here heard what your son asked and couldn’t help themselves from admiring the little boy’s cuteness. “Look, daddy! They like me!”
“They sure do, son. But we still have some business to take care of,” you said.
“And I know just the right mare to accommodate you,” Shujaa said. He continued to guide you through the town. Not long after, he took you to this building with the sign “Town Hall.” Assuming your hunch was right, this was where you needed to be right now and talk to the mayor.
Shujaa lead you to the front door and knocked on it. A few seconds afterwards, a light brown mare with silver-ish grey hair answered the door. She also had a bump bulging through her stomach, which could only mean she’s expecting bring a little bundle of joy into the world very soon.
“Oh, why hello, Shujaa. Is there anything I can do for you?” she asked. The surprise was only natural, as Shujaa told you on the way, that it’s not every day that he leaves the forest to pay a visit to town.
“Not me, but it’s a different story for this man and his son,” Shujaa gestured to you. “I trust he’ll be in good hands with you?”
“Of course, leave everything to me. Please, come inside you two and we’ll discuss your new living arrangements,” she said, welcoming you inside. Meanwhile, Shujaa left to head back to his hut with Zecora. You followed this nice mare over to her office and sat down with her at her desk. "Now then, let me start things off by introducing myself: I’m Johanna Justice, but everyone here mostly refers to me as Mayor Mare.”
“It’s a pleasure to meet you,” you said before telling the mayor name. “And this is my son, Jose.” Johanna leaned down to make herself seem a little less intimidating to the jolly child beside you.
“It’s nice to meet you, miss,” Jose said, putting on his brightest smile. “You’re very pretty.”
“Aww, well aren’t you a sweetheart? Now then, I’m sure you still have a lot of problems even though you seemed to have made some pretty nice friends already. Finding you somewhere to work should be a good start.”
You were led upstairs to her office and saw another human on the way. Seeing that he was busy at the moment, you would be sure to ask about him later. Johanna closed the door before sitting at her desk so you could start your little interview.
“Here in Ponyville, there are plenty of ponies who would be happy to take you in, whether you’re a human or not. Is there anything in particular that you would prefer?”
“As a matter of fact, there is. You see, back home, I was a butler to this wealthy family who were always so strict with how they do things. Though, I was able to tolerate it because I needed the money to keep my son in school, a roof over our heads, and fresh food in the fridge. So, I’m hoping to get something to find some work in that department.”
Johanna suddenly had an uneasy expression on her face, confusing you greatly. “Well... it just so happens that there’s a mansion here in town in need of a new butler since their last one decided to quit. But...”
“But what?”
“This particular family... or at least the matriarch, is either going to be just as strict, or even more so than the family you used to work for. You should have no problems with the stallion who resides there, but it’s a different story for his wife,” Johanna explained, but you just shrugged.
“That’s fine. I can handle it like I did before I came here. I’ll take it,” you said with confidence. Despite how worried she looked, Johanna wasn’t going to stop you if you were so sure of yourself. She began writing on a small slip of paper, containing the directions to the mansion and proof that you were filling in as the new butler.
“You might get lucky, dear, but if you ever change your mind don’t hesitate to stop by. My husband and I will be more than happy to help you,” she said, handing you the paper. You nodded and made your way out of the office with Jose. You could tell that the small boy had barely managed to sit still out in the hallway.
Even though you had the directions for the mansion you’d be working at from now on, you took the advice that Shujaa gave you to get some new clothes so you’d be more presentable. While doing your shopping, you met possibly the most generous lady in town, who called herself Rarity. A lovely mare who owned the boutique alongside her precious human husband, Silver, not only did she help you find some fresh clothes, but she allowed you to take them for free. Apparently, it was her new policy not to charge a human who had just arrived in this world.
You were confident that with these new clothes, you would have no trouble with looking civilized for your interview with the Rich family. And so, thanks to Rarity’s generous hospitality, she let you use her changing room in order to try one of your new suits. The moment you put it on, you felt ready to take on these new challenges that lie ahead.
“Alright sport, let’s get to our new home,” you said, watching Jose jump up and down with glee. Sometimes you wondered if he had limitless energy in that small body of his. Either way, it brought you plenty of happiness to know he can always turn the world right-side up again with his positive attitude.
Soon, after arriving at your new home, you and Jose stepped inside to see what the interior looked like. It was already fascinating on the outside being a nice brick building with a blue roof, but stepping inside, you knew your imminent employers had to make a fortune to live in such a luxurious place. The living room had a lovely fireplace, with two comfortable chairs on each side of the fireplace, along with two small tables. On the right-hand side of the room, was a doorway that led to a large kitchen, while the left-hand side was a staircase that lead to the second floor.
“Excuse me sir, can I help you?” You stopped looking around to instead look in front of you, and saw a mint coated mare who obviously worked as a maid here. You felt a little embarrassed that you were too distracted to hear her coming before, but you answered her question.
“Um, yes, I’m here for the job as the new butler,” you said showing her the paper the mayor gave you.
“Oh, of course. Please just wait there while I go and get Mr. and Mrs. Rich,” the maid said, retreating to up the stairs.
“Daddy, can I take a look around the house?” Jose asked.
“Maybe later, kiddo. Right now, I need you to stay close to me and wait,” you said, making him laugh a little by ruffling his hair.
Shortly afterwards, you hear the sound of hoofsteps coming down the steps. Looking up, you spotted 2 more ponies walking down the stairway. One of them was a stallion with brown fur with faded black hair and blue eyes. He wore a nice brownish-red shirt along with a pair of black pants. The pony next to him was a dark pink coated mare with purple hair and teal blue eyes. Her choice of clothing was a sleeveless silver dress, which did an impressive job containing her unbelievable bust.
You haven’t exchanged words yet, but you already had an understanding of what Johanna was worried about. While stallion who was obviously Mr. Rich, seemed to look welcoming and tolerant, the mare next to him was looking at you like you were some kind of hideous animal. Even so, you kept a pleasant smile on the face for the ones who would hopefully let you stay in this lovely mansion.
“Seems we finally found somepony who’s interested in the butler position. My name is Filthy Rich. I’m pleased to meet you.” You were never one to judge, and you weren’t going to start now just because of the stallion’s name. As he held his hand out, you shook it firmly before turning your attention to the mare.
“Darling, don’t be rude,” Filthy Rich urged while maintaining his smile. “This man was generous enough to take the job as our new employee, so we should at least give him a warm welcome. Go ahead and introduce yourself.”
“Hmph! Honestly, I would’ve preferred a more royal-looking stallion, but I suppose this man will have to have to do. I am Spoiled Rich, but you’d best remember to address me properly as “Mrs. Rich” if you want to keep this job,” she said, her voice coated with pride.
“My apologies, sir. She can be a bit of a handful at times, but I can assure you, she’s a great mare if you’re fortunate enough to get on her good side,” Filthy said.
“Of course. I will make sure not to disappoint you, Mr. and Mrs. Rich,” you said politely.
“Daddy, are all ladies this pretty?” Jose asked, tugging on your shirt. Spoiled Rich was taken aback, but stuck her nose in the air. In your head, you agreed Jose had a point. Aside from the slight wrinkles under her eyes, she still looked like she was in her prime. You could understand why Filthy married such a lovely lady, despite her rude behavior. Stealing back your thoughts, you looked down at your son.
“It’s not polite to stare, Jose,” you reminded, gently.
“I’m sorry, I just wanted to make her smile,” he said, displeased that his attempt didn’t work.
“Aww, your son is such kind-hearted little boy,” Filthy said. Jose became happy again, seeing that at least he got someone to smile. “Anyways, back to business. How soon would you be willing to start your new position?”
“Immediately,” you said, proudly.
“Ah, ambitious. Very well then, follow me upstairs and we’ll get you settled in your new living quarters,” Filthy said as his tone of voice got a little more serious. “Now, I insist on retiring early, because at exactly 5 AM, you will wake up start the day with the simplest of tasks such as preparing tea and breakfast for me and my wife. You will be working as a team with the rest of our employees to keep the mansion nice and clean at all times from top to bottom, and should you have any news for me or my wife, please come and tell us immediately. Are we clear?”
“Crystal, Mr. Rich,” you said, keeping your first impression professional.
“Very good. Oh, and before I forget, you’ll also be tasked with making lunch for my daughter before 9:00 at night,” he added.
“Ah, so you’re a father, too. Well, I can certainly handle that simple task. What does she prefer?” you asked, intending to put your good memory to use.
“Well, she does have a fondness for deli-sandwiches with spinach and crispy hay with no crust on it. For a drink, she likes a bottle of ice cold water and a scone for a snack,” Filthy specifically explained.
“I simply cannot understand why our daughter would want to dine on common carnival fare instead of the finest 5-star rated cuisine imaginable!” Spoiled Rich complained, and Filthy was quick to try and calm his wife.
“Now honey, our Diamond is growing up and is proving that she’s learning how to take care of herself. We have to respect and support her every step of the way. Okay dear?” Filthy said.
“This never would've happened if those 3 meddlesome fillies didn’t mind their own business.” You raised an eyebrow, but Spoiled Rich didn’t explain any further as she went back upstairs.
“Again, you’ll have to learn to excuse my wife there. I can only hope you won’t run off like our last butler did,” Filthy sighed, scratching behind his neck.
“I’ve worked as a butler for 15 years before being unfortunately dragged into this land, sir. There’s no need to worry about me running off,” you assured.
“Let’s hope not. All this extra labor is no work for a high-class lady,” Spoiled said, having overheard as she continued walking up the stairs. Once she was out of sight, Filthy escorted you up the same set of stairs so he could show you around the second floor. Walking down the hall, you saw 5 doorways on the right side.
“This door right here,” Filthy points to the first door, “...this is where the maidens sleep.” He then pointed to the following door. “This is Diamond Tiara’s room. It’s usually clean, but the maiden performs a weekly dust session to get rid of the dust bunnies. So it’s one room you don’t have to worry about.”
“Understood,” you said, moving on to reach the center door.
“This door leads to the master bedroom, where my wife and I sleep. She tends to leave quite a mess when she’s had a little too much wine to drink,” Filthy Rich said before shuddering.
“I beg your pardon, honey! I’ll have you know I only had one cup last time!” Spoiled replied from behind the closed door. Filthy cringed that his wife overheard your conversation once again.
“Okay, moving on...” he said, awkwardly moving away from the master bedroom door, “...this door leads to the bathroom. Here, we will provide make sure to provide you with some toothbrushes, body wash and shampoo to help you with your daily personal hygiene routine. You’ll also need to keep it clean, just like the rest of the house.”
“With all due respect, where will we be staying?” you asked.
“Ah yes, of course! Your room is the fifth door at the far end of this hallway. You’ll find a soft, luxurious bed big enough to for you and your son to sleep in,” Filthy said. You could feel Jose tighten his grip on your hand a little, telling you he was once again struggling to contain his nearly limitless excitement.
Reaching the last room, you saw that your new boss wasn’t kidding. Even though it was vacant up until now, the maids still made sure to keep it nice and clean. Filthy Rich had allowed you the privacy to unpack and get some rest, as he knew this was your first day here in Equestria. You and Jose sat on the bed and you wrapped an arm around the small child.
“Today’s been hard on both of us, sport. We’re just lucky there are such kind civilians that were able to help us get through it,” you sighed. “I promise we’ll take things slow, so don’t worry about school just yet. Even so, I must ask you to take it easy around the house.”
“Okay, daddy,” Jose said before slumping down on the bed. The poor guy’s excitement has seemed to have suddenly left him. While he made himself comfortable on the queen-sized bed, you continued putting your clothes away. Just looking at the nice suits you got from Rarity, you already decided which one you’d wear when you began serving the Rich family tomorrow.
Jose was already out like a light when you finished unpacking and you decided not to wake him. Carefully covering him with the soft sheets, you climbed into bed too, wondering just how hard Spoiled Rich would be on you tomorrow morning. However, after taking just one look at your sleeping son, you decided that no matter how strict she turned out to be, you weren’t going to quit on the first day.
Preparations had been made to make sure you that you didn’t oversleep. At 5 o’clock sharp, both you and Jose were woken up by the alarm clock you had set on the nightstand next to your side of the bed.
“Wish me luck, sport,” you told your son, as well as your biggest encourager.
“You can do it, daddy! I know you can,” Jose replied. With no more doubts or worries, you put on the suit you decided on wearing before walking out into the hallway. There you encountered the same maid who introduced you to the Riches.
“Thank Celestia that you’re right on time,” she said with a small smile as she walked alongside you. “The mistress will only accept tardiness so many times before a pink slip is prepared. Oh, and I’m embarrassed I didn’t introduce myself. Please call me Twinkling Azure.”
Some co-workers would deem their relationship to be simply business related, but Twinkling really seemed like a nice girl, so you figured you’d become good friends. You told her your own name while extending your hand for her to shake.
“It’s a pleasure to meet you, Twinkling. I’m sure we’ll get along just fine.”
You arrived at the kitchen and remembered Filthy Rich’s directions to have some tea ready along with breakfast. Making tea wasn’t anything new to you, but you asked Twinkling to take care of breakfast this morning so you would have ideas on what to serve your employers in the future.
Taking in the sweet aroma as you poured the tea, you noticed Filthy had come down at the right time, along with his wife who unfortunately, wasn’t as pleased to see you. Nonetheless, you did your job and brought the two cups over for them to enjoy while Twinkling was finishing cooking up breakfast.
“Hmmm, not a bad cup for the first day on the job wouldn’t you say, darling?” Filthy asked Spoiled, hopefully. “I’d say we found the right replacement.”
“Let’s not get ahead of ourselves, Filthy. I’ve never really been interested in you humans, but I doubt you’ll make much of a difference around here.” Spoiled Rich crossed her arms. “I wonder just how long you’ll last.”
“With all due respect, madam, I don’t believe I’ll stop working for the ponies who were so kind to take me and my son in just because the job is bound to be tough,” you said, maintaining your smile and pleasant attitude. “Would you care for some more sugar?”
Spoiled raised an eyebrow, probably suspicious of why you were in such a good mood. Your day has only just begun, and you were already sounding so sure of yourself.
“No thank you, a lady doesn’t jeopardize her figure with sugar. Now get to work on Diamond Tiara’s lunch and make it snappy,” Spoiled ordered. From what she just said, it was so tempting to steal a glance at the mare’s amazing pair of breasts, but you did no such thing.
You nodded while keeping your smile. Going back to the kitchen, you saw the ingredients to prepare lunch for this Diamond Tiara, who you still haven’t met yet. Even so, you kept in mind that if held onto this positive attitude, things would gradually get better between you and your grouchy boss. Time and patience were essential.
Starting a High-Class Herd
Today marked your third day in the incredible land of Equestria, and Spoiled Rich still hasn’t broken your spirit. Some of your duties include: sweeping the floors, preparing the tea when it was asked for, cooking meals, and bringing in groceries. It wasn’t anything you haven’t handled before.
While you didn’t get to meet her daughter Diamond Tiara on the day you were hired, you had the chance to greet her when you started work on the following day, and you quickly learned what a pleasant young mare she was. You only got the chance to see her a couple hours a day before she left for school. Apparently, the place she’s attending class, is called the School of Friendship, and the one who originally owned it, was now the ruler of all of Equestria.
You were still taking things slow with Jose just like you said, but he wasn’t old enough to attend the School of Friendship, since it acted like a high school. Fortunately, Filthy Rich overheard how you were looking for a class and told you about the schoolhouse Diamond Tiara went to when she was still a filly. You were assured that the teacher Miss Cheerilee, was a wonderful mare who wants nothing more than a smile from her students, and that Jose wouldn’t feel left out since there are human students there too.
Right now, Spoiled Rich was sitting in her favorite chair drinking a typical cup of coffee while watching you polish the silverware until it gave off a spotless shine. It was still beyond her ability to figure out how you could find joy when she was giving you so much work. Standing up from the chair, she decided to confront you about it.
“Silverware is all clean, Mrs. Rich. If you’re done with that cup, I could polish that as well,” you offered.
“Okay, first of all, I am not finished and would prefer another serving of coffee to keep me awake during the entire day. Second, why are you so happy? You’ve been taking orders from me all day,” she demanded.
“Well honestly, the job isn’t so bad. I get to live in this nice mansion, I’ve already become good friends with the employees, and every day I endure my employment, I’m another step closer to obtaining a generous paycheck to support my son.”
Spoiled’s eye twitches from the audacity of that explanation. No matter how much work she gave you, you wouldn’t quit and give her the opportunity to give your job to someone she approves of. Her husband already said she couldn’t just fire you without a logical reason.
“I’m really sorry if it disappoints you, Mrs. Rich, but I like this job. And quite frankly, I don’t really find it unpleasant to be around you. It’s nothing compared to being around a pack of hungry timberwolves.” The matriarch raised an eyebrow, as if suspecting that you were implying something.
“Y-You know what? I don’t know you’re even wasting your breath. All I expected you to do when I came in here, was prepare a fresh cup of coffee.” You calmly took the mug, accidentally touching her hand as you did so. “H-How dare you lay a hand on me, you-” She couldn’t finish, as just as calmly as you reached for the cup, you pulled your hand away in an equally patient manner. You still didn’t hear the uptight mare finish her sentence as you started fixing another cup.
“You have my utmost apologies, Mrs. Rich. Since I can’t thank you and Mr. Rich enough for employing me, I want to assure you I’d never try anything to make you feel uncomfortable. I haven’t forgotten how you told me you’ve never gotten used to us humans. So if I really do disturb you, I’ll be sure to keep my distance.”
With that out of the way, you brought the coffee over to the kitchen table so Spoiled Rich could enjoy it in peace. You also acted like a gentleman and pulled the chair out for her.
“Well, at least capable of realizing your place. But it’ll take much more than a small speech for the likes of you to earn my trust. Honestly, I don’t know what my husband was thinking, allowing you to stay here,” she scoffed.
Spoiled Rich kept a close eye on you as you moved to clean around the sink next. All the while, you respected her personal space, even though there were plenty of nicer ways she could have told you to do so. When you thought about it, her being especially insecure today made sense, as her husband would be gone at work until this afternoon, and wouldn’t be around to protect her if you tried to do something vile to her.
Naturally, you wanted to help her get rid of such thoughts, so you tried reaching out to her again. “It’s almost time for my scheduled break, Mrs. Rich. Is there anything you’d like before I leave?” you asked. “How about a shoulder massage? Your husband told me you like them, and I’d do just about anything to relieve the tension between us so you’ll start to feel comfortable around me.”
With a glare, Spoiled Rich was about to tell you off, but even a self-absorbed mare like her could see just how sincere the expression on your face was. “...Fine, but only because I’m stressed from my husband not being here as often. I’m warning you though, if you try anything funny with me, I won’t hesitate to have you thrown out of here and ensure that you never get hired again! Do I make myself clear?”
“Crystal,” you said, repeating the same response from your first day. Getting behind the mare, you grabbed onto both of her shoulders with great care, making her shiver. “Are you alright?” you asked, keeping your hands still at the moment.
“Just... Just get on with it,” she said hesitantly. You nodded and applied a little more pressure on her shoulders before slowly moving your hands in circles. “Why... Why would Filthy tell you I like getting massages?”
“My guess is that since he loves you so much, he would want you to feel safe and secure as much as possible. Of course, he can’t be around all the time, so he probably wants someone who he trusts to be there for you when he’s gone,” you theorized. You moved just a little lower so you could work on Spoiled’s biceps, and even though she said just to massage her shoulders, she did nothing to stop you.
Proof that you were doing a good job, was right in front of you. Spoiled turned away so you wouldn’t see the pleased reaction on her face, but you were fine with that. Like any good butler, you respected your boss’ privacy and just focused on helping her relax. It was fortunate that you were a well-mannered man and knew how to control yourself, as someone else might have taken the chance to reach down and grab the mare’s ample breasts as they bounced slightly from your work.
“Okay, where did you learn to do this,” Spoiled asked, trying not to sound too impressed. “The last butler took months to get it right.”
“Well... it’s not my first time,” you answered, chuckling a little as nostalgia hit you. “I forgot to tell you, but I used to be married as well. Before she passed away, my wife would always enjoy when I gave her a massage. Sure I was a little sloppy at first, but with time and practice, I got better.”
Spoiled finally decided to look at you, her face softening just a little bit. “How did the tragedy happen?” Even though she wasn’t yelling or insulting you like usual, the question was mostly one of curiosity rather than sympathy.
“She was struck with a devastating illness that destroyed her. She was highly respected and loved everyone around her—I don’t think there was a day where she got mad at someone. When she and I had Jose, our lives became even happier. But the day I lost her, I was devastated,” you replied. “But I made a vow to always remain positive not just for her sake, but for me and my son’s.”
Your employer remained silent as you continued the massage, which unfortunately didn’t last much longer. You probably should have seen this coming, but everything was interrupted when Jose walked into the kitchen curious about what was going on.
“Daddy, what are you doing?”
“Oh, I’m just giving the boss a massage, sport. She needed one to help her calm down,” you replied. Looking at the fancy clock on the wall, you realized it didn’t matter that your son came into the kitchen, as it was time for your break anyway. You walked over to Jose, kneeling down to pat him on the head. “Well, your old man’s got some free time. What do you say we take a nice walk around the town?”
“Yay!” he cheered, grabbing hold of your hand. “Bye Mrs. Rich, and thanks again for letting my daddy stay with you.”
Still unsure about what to say, Spoiled Rich just slowly waved as you were dragged away.
You managed to calm Jose down enough so you could at least change out of your suit before heading off for some quality father-son time. There were plenty of places to visit in the nice little town of Ponyville, and you settled on first getting a nice treat from the Sugarcube Corner bakery.
“Oh, some new faces I see,” a light blue mare greeted you at the counter. “What can I get for you, dearie?”
“What do your regulars like to order?” you asked.
“Well, we have cupcakes, regular cakes, muffins, milkshakes, pies and donuts. Would you and your little boy like anything from these selected treats?” she asked.
“What do you want, Jose?”
“Ooh, I want a muffin! I like muffins!” he exclaimed happily. You chuckled since you were considering on ordering the same thing. Like father like son.
“I got a feeling you two will be coming by a lot from now on,” the mare giggled, pulling out some fresh chocolate chip muffins from behind the counter. “Please enjoy and if you need anything, don’t hesitate to ask.”
“Thank you very much, ma’am,” you said.
“Please, call me Cup Cake,” she insisted. “Usually I would settle for Mrs. Cake, but I can tell I just made some good friends.” With a couple of pleasant smiles, you and Jose introduced yourselves as well.
Cup Cake kindly showed you over to an empty table, where she set down your muffins. As she left the counter, you saw that she was pregnant too; but you didn’t jump to conclusions, as it didn’t mean she was with a human. Instead of asking that kind of question, you instead pulled a chair out for Cup Cake, since you could see she wanted to talk to you.
“Forgive my bluntness, dearie, but I got word that there’s a new butler working and living in the Rich family mansion. That wouldn’t be you, would it?”
“Indeed it is,” you confirmed.
“How come Mrs. Rich is always so mad? She looks like such a nice lady, and so do you,” Jose said, turning back to Cup.
“Aww, your son is such a sweetheart,” she said. “I can only think of one reason why she’s always upset with everyone. I think she’s just mad because she’s convinced that others will never understand her. They see her as this mean lady whose goal is to make the lives of those she sees beneath her as miserable as possible.”
“Maybe daddy can help her be nice to everyone here one day. And maybe if he’s lucky, he can marry her!” Jose said.
“Let’s not get ahead of ourselves, little tiger,” you chuckled, once again finding it impossible to resist messing with the innocent child’s hair. “With such a nice stallion like Mr. Rich in her life, Mrs. Rich already seems to be a happily married mare.”
“I’ve known the Rich family for years and there’s no doubt Filthy Rich and Spoiled Rich love each other very much. Even so, I must say it concerns me that Filthy Rich can be so submissive to his wife and her snobbish behavior.” Cup Cake’s expression suddenly grew mischievous. “But you know... marrying her wouldn’t be impossible.”
“What do you mean?” you asked. Cup Cake gestured for you to lean in close. You did so, realizing this might be something your son was still too young to hear.
“Here in Equestria, we have a certain law that allows stallions to be with multiple mares and vice versa. However, if you want to marry a mare who’s already got a husband, you’ll need the consent of both parties.” Cup Cake looked down at her pregnant belly and rubbed it. “I just happen to be one of those mares. Neither of them are here right now, but I have two husbands, and one of them just happens to be a human,” she whispered. “Trust me, it’s a long story.”
Cup Cake pulled away, letting you know the rest of the discussion would be appropriate for Jose to hear. “You might not get lucky enough to marry her, but I think what your darling son said about befriending Spoiled Rich, is a wonderful idea.”
You didn’t know exactly what to think about intermarriaging being legal in Equestria. You’ve only been here for three days, and didn’t think of Spoiled like that. To take your mind off the idea, you took a bite of your chocolate chip muffin, and were impressed with the taste. That single bite told you just how much effort Sugarcube Corner’s bakers put into their work.
You encouraged Jose to take a bite, and after he did so, he too forgot about getting Spoiled Rich to marry you. Now that the topic has been dropped, you could focus on just having a good time with your son like you came here to do in the first place.
“That was so much fun, daddy!” Jose cheered as he held your hand, though not nearly as rough as he had when you left the mansion.
“And if you behave tomorrow for your first day at school, I’ll take you to Sugarcube Corner again, kiddo,” you promised. Letting go of his hand, you picked him up so you could carry him on your shoulders. “How does that sound?”
“Can I get some cake next time?!”
“Of course, sport, but only if you’re on your best behavior,” you replied. You continued carrying your happy son until you had returned to the front of the Rich family manor. You decided to be firm with Jose before walking inside. “Alright, Jose, I don’t want you to mention what we talked about with Mrs. Cake, okay?”
“Okay, daddy, but why?” You got down on your knees in order to look your innocent son square in the eye.
“Because Mrs. Rich is perfectly happy with her husband, and recommending her to marry me would give her the wrong impression. We have to respect her wishes,” you explained. Jose seemed to have gotten the message, so you softened your expression before standing up and opening the door.
“I have to get back to work, but if you’re still bored, let’s see if the pool is available,” you said. It was just another benefit of living with ponies who were loaded. Up on the third floor, was an indoor pool, along with a hot tub jacuzzi for a bonus. You just had to be sure none of the other employees were busy cleaning it before you allowed Jose to take a dip.
You went back to the bedroom that you shared so you could change back into your suit, while Jose changed into a pair of swim trunks that Rarity made for him. You were getting quite a bit of exercise with all the walking you were doing today, and after making it to the next floor, you found Filthy Rich’s amazing swimming pool.
Your eyes widened a little, for while no one was cleaning right now, you saw Spoiled Rich was laying in one of the patio lounge chairs. She had changed into a dark violet one-piece bikini outfit, and cucumber slices were covering her eyes to make it much easier to relax. Laying alongside her, having finished school for the day, was none other than Diamond Tiara, who was wearing a similar bikini. The teenage mare sat up with a smile, realizing that you had just walked in.
“Hey there, Jose. Stopping by to pay a little visit to our pool?” Diamond Tiara asked, causing her mother to notice your presence as well.
“Yeah, nice to see you again Diamond Tiara!” Jose happily replied, rushing over to embrace the girl.
“Likewise,” she said, maintaining her well-mannered tone as she turned her attention towards you. “And you seem well today.”
“Yeah, I was just coming up to give Jose a way to entertain himself before I get back to work. But it seems I can continue my job right now.” You turned to look over at Spoiled Rich. “Would you like a cold glass of lemonade, Mrs. Rich? It’s always a nice drink to have around a swimming pool.”
“Very well, but make it snappy,” she scowled, shooing you away with her hand. By this point, you were actually starting to find her arrogance to be amusing. “What do you find so funny?” she asked, noticing your smirk.
“I’m sorry, Mrs. Rich. It’s just that I’m starting to get used to you, that’s all,” you said. You watched her squint her eyes before you went on over to the bar, where a wide variety of beverages were kept. Reaching for one of the fancy glasses, you began pouring some cold lemonade and brought it back over to the mare.
“You’re a strange one, you know that? Why are you always being so patient around me?” Spoiled asked. You were going to be able to have a private conversation, since Jose and Diamond Tiara had moved to go play in the pool, splashing each other and laughing. “W-What are you doing?!” she asked as you touched her shoulder, but you chose to answer the more important question.
“Yeah, I guess I am kind of strange. But I said many times before, that even if you’re extra hard on me, I’m willing to put up with it due to how grateful I am to you for giving me a home.” Still touching her shoulder, you moved behind her to grab her other shoulder and began giving her another massage. “When I went into town, I made some new friends who think there are logical reasons to why you act the way you do, Mrs. Rich. And I wholeheartedly agree, since you showed the traits of a kind mare by taking me in even though I’m a human.”
“W-Well, I just... Fine. But listen well, because I hate explaining things twice!” she snapped, trying to act tough before explaining. “I wasn’t always wealthy like my husband—Growing up, I was so much like the commoners you see before you. My mother told me as I got older that I would have to try and earn my own living and set out on my own journey. She was falling ill and we didn’t have the money to treat her. My dear father soon suffered the same fate. I would ask them time and again how I was supposed to survive. Even as they were dying, they reminded me that I would have to figure it out by myself. I knew that to the very end, they still had the utmost faith in me.”
Spoiled Rich let out a sad sigh after her story was finished. You continued to massage her in order to comfort her and ease her stress. No tears escaped her eyes since this happened many years ago, but she was still hurt, nonetheless.
“I think I can accurately guess why you’re so hard on your daughter over there, but why do you treat others the way you do?” you asked. You continued to speak softly to let Spoiled know that you meant no disrespect.
“Because I need to prove that I’ve moved on and that I’m no longer some helpless mare who needs to beg just to get by for another day. I want ALL of Equestria to know that I’ve become strong enough to fit in the high-class society,” she declared.
You wondered if this conversation was getting anywhere, as you could still sense any kind of snobbishness as she spoke. You could understand that her past made her feel insecure, but that didn’t give her the right to treat others like they’re inferior. Just as you were about to tell her this, hoofsteps echoed throughout the room.
“Well, isn’t this a prize to see?! My butler taking care of my wife, and his son bonding with my daughter. It’s really threatening to bring a tear to my eye.” Hearing what Filthy Rich said, Diamond Tiara and Jose finally noticed that you were giving the Rich matriarch a massage. “You might as well become her new husband if she’s allowed you to comfort her like that, my friend.”
Normally, you’d laugh at this joke, but you began feeling awkward due to Mrs. Cake explaining the practice of intermarriage earlier. You slowly looked over to Jose, hoping he would remember to keep the conversation a secret. To avoid suspicion, you turned your gaze back to Filthy Rich, giving him a small smile as you went back to rubbing his wife’s shoulders.
“I decided to take your advice, Mr. Rich. Very slowly, some trust is developing between me and your wife here, and you have my word that I’m being cautious not to cross the line.”
“For once, you managed to hire a butler who’s good with his hands. I suppose he is useful even if he is a human,” Spoiled grumbled, finding it both difficult and embarrassing to look at her amused husband.
“You see? Aren’t you glad we gave this man a chance, dear?” Filthy asked, but Spoiled didn’t reply. Instead, she made it easier to avoid looking at him by putting her cucumber slices back over her eyes.
For the next 2 months, you made sure to look after Spoiled Rich as you kept up the good work as the Rich family butler. While that did include being allowed to give her more massages, you were soon trusted to handle other tasks for her like fanning her when she’s relaxing outside, and having some fresh, homemade lemonade for her to drink around the pool.
While you weren’t sure if you felt the same way, you knew Spoiled was developing small romantic feelings for you since you took such good care of her. Sadly, she was trying to suppress her emotions, fearing the scandal that could break out if a married and wealthy mare like herself got involved with a human butler.
As for Jose, the boy had already started class at Cheerilee’s schoolhouse. Smiling and cheerful as ever, he had no problem making friends, primarily with Mrs. Cake’s twin foals, Pound and Pumpkin, who were around the same age as him.
When bringing up Mrs. Cake, you’ve paid visits to her and her family both as a friend, and as a returning customer. You kept your promise to Jose, taking him to the bakery to reward his good behavior in class. It was on the day that he finished his first day of school, that you met Mrs. Cake’s human husband, Mocha, which proved she wasn’t kidding about taking in another spouse. In fact, she was only a couple months away from giving birth to another set of twins.
Another good friend of yours, was none other than the one who informed you about the Rich family’s need of a new butler, Johanna Justice. While she wasn’t in a herd like Mrs. Cake, she was married to a human who she called Edgeworth. She too had been pregnant with twins, and just yesterday had been rushed to the hospital to give birth. The firstborn was a girl who she named Peni Justice, and the second was a boy who she decided to name Morales Justice.
Currently on your break, you sat in the living room playing a stimulating game of chess with one of the maids, as well as a good friend yours, Twirly Shine. Unfortunately, it appeared like the game was going to end without a winner when you saw Filthy Rich come in with a serious look in his eye.
“So sorry to interrupt Twirly Shine, but I need to speak with him privately.” Disappointed as she was, the loyal maid followed her orders and left the room. Naturally, you were wondering what this was all about. “Don’t fret, old sport. You’re not in trouble, I just wanted to talk to you about my wife,” Filthy told you.
“What about her?” you asked, and your boss chuckled.
“Oh, come off it. We both know that even though Spoiled is keeping quiet, she’s become quite fond of you.”
“That’s nice to hear, but I don’t think she’s willing to risk being seen with a butler like me when she’s already married to a very successful business stallion such as yourself,” you argued.
“That’s precisely why I wanted to talk to you. What? Were you worried that I was going to fire you? If so, you can forget about that preposterous idea.” His smile went away as he leaned in slightly. “Now, I want your honest answer... do you love Spoiled?”
You thought long and hard, and Filthy remained patient the whole time. “Well... she is stunningly beautiful and so full of life. And as I spent time with her, those qualities played a huge part in helping me move on from my wife’s death. A few minutes ago, I wasn’t sure of myself, but I realize now... that yes, I’ve come to love her.”
“Then don’t waste any more time, old sport. She’s waiting for you upstairs,” Filthy urged. “Now remember, I’m allowing this because the way you’ve been so good to my beloved wife has given me a reason to trust you. But if you mess up and hurt her, I’ll NEVER forgive you.”
Nodding, you made your way to the stairs and up to the second floor. Opening the door to the master bedroom ever so slightly, you saw Spoiled Rich was in the room by herself as she did her makeup. This privacy would be perfect for your confession.
“Excuse me... Spoiled?” you asked, suddenly becoming bold enough to call her by her real name instead of “Mrs. Rich”.
“Aren’t you on your break right now?” she questioned, wondering what you were doing here in her bedroom when she didn’t call for you. She put down the brush that she was using for her favorite lavender eyeshadow, and turned around to face you as you walked over to sit on the bed. You patted the spot next to you, silently asking her to sit next to you. Spoiled arched an eyebrow, but she still honored your request.
“I didn’t tell you before because I didn’t want either of us to feel pressured, but after speaking to Filthy... I’ve decided not to wait anymore.” The pink mare flinched as you stopped to gently hold her hand, but she didn’t pull away. “I’ve grown attached to you. I know for a fact that there’s more to you than what others might think. I want to be able to make you happy and bring out that beautiful smile you’ve got hidden deep down inside. I’m confident my feelings won’t be in vain, because before I felt this way, I’ve noticed the ways you’ve watched me work. It made me happy to know that my patience was starting to bring good results.”
Spoiled Rich started blushing and averted her eyes. “Well... yes, I won’t deny that I’ve warmed up to you... E-Even so, if the nobles found out about this-” You weren’t going to hear another word of this, and you covered her mouth with your finger.
“Originally, I was thinking the same thing, but it’s nothing you should be worried about. Maybe these nobles you speak of would disapprove of us being together. The only opinions you should consider, are the ones of those who care about you.” You stopped covering her lips and grabbed her other hand. “You’ve become a much better mare than you were when we first met. Don’t ever let a stranger change that.”
“I... I never considered that before... but with all the emotional support I have around me... it’s suddenly become much easier to put my family first. I can see now that it was wrong of me to judge you simply for being a human. Can... Can you ever forgive this blind old snob for her mistakes?” she asked, so close to crying.
“I already have,” you replied. Looking into her eyes without being even remotely bothered by the slight wrinkles, you wanted to prove your affection for her even further. “Spoiled... I’m perfectly fine with you turning me down since this is all a big move, but... may we kiss?”
Even though Spoiled’s blushing face grew an even deeper shade of red, she cleared her throat and replied, “Since you asked nicely... I’ll grant you a kiss.” With her permission, you leaned in and pressed your lips gently on hers. You made sure not to force it and allowed her to get comfortable. Once she relaxed, Spoiled kissed back and grabbed onto your shoulders, practically imitating the massages that you took pride in giving her.
Suddenly, Jose came barging in, causing you and Spoiled to separate. “Jose, you have to knock first, sport,” you said. Your new lover was a bit impressed that you didn’t panic for being caught kissing. However, you did expect for him to apologize.
“Sorry I ran in here without asking. Are you mad?” Jose asked, to which you both shook your heads. “And why were you two kissing?”
“Well... because your father and I... have fallen in love...” Spoiled answered quietly. Jose was left speechless and then ran up to Spoiled, hugging her in his cute little arms.
“I’ve always wanted a mommy! I promise that I’ll be a good son to you!” Jose cheered.
At that moment, Spoiled felt a spark light up inside her heart. With nothing to stop her, she finally let some happy tears roll down her face. Spoiled picked up your son, sobbing uncontrollably on his shoulder as she hugged him tenderly.
“Mrs. Rich, why are you crying?” he asked, but she didn’t reply. She just kept hugging him affectionately while you sat and watched her let loose her motherly love on your precious little boy.
Luxurious Loving in Las Pegasus
Author's Note
Hello everyone. Just a quick reminder to you all. Since my editor and I are on a tight schedule, we're gonna do a Christmas special before we move onto Princess Skystar.
Luxurious Loving in Las Pegasus
It’s been 3 months since you specifically told Spoiled Rich how you felt about her, and even though you weren’t married yet, you and the Riches still looked like a family. Jose has come to think of Spoiled as his mother, openly calling her “mommy” instead of “Mrs. Rich”, while at the same time, treating and respecting Diamond Tiara like an older sister even more than he ever did before.
Spoiled wasn’t the only being treated like a mother, as you were present at the hospital when Mrs. Cake had finally given birth to her second set of twins. They were both girls who had inherited their mother’s eyes, while appearing human like their father, Mocha. To continue the tradition of naming their family members after food, Mrs. Cake named one of her daughters Strawberry Cake, and the other Coconut Cake.
It appeared as if herds were going to keep on coming when you met the happiest, most excitable pony in Equestria after she returned to Ponyville last month. Her name was Pinkamina “Pinkie” Diane Pie, and while she first experienced love with her human husband, Frosty, she came back to Sugarcube Corner revealing that she couldn’t deny the feelings she also developed for her childhood friend, Cheese Sandwich while living with him in his world renowned amusement factory. What’s more is that she was pregnant, and already decided to name the unborn foal Li’l Cheese.
When the time came for you to wake up, the first thing you saw was your beautiful lover asleep beside you. It seemed logical that since you and Spoiled were now dating, that you would move out of the guest room to share the master bedroom with her and Filthy Rich. You slowly reached out to wrap one of your arms around her waist, hoping you wouldn’t accidentally wake her. You were relieved that she continued sleeping, even after you pulled her closer and rested your chin on her soft, silky mane.
“Having fun with my wife there?” Filthy whispered from his place on the bed.
“Kinda hard not to when she looks so peaceful sleeping,” you replied. “Anyways, I should get up and make breakfast. Would you and Spoiled like your meals in bed?”
“No thanks. I know you mean well, but I know for a fact that she’ll throw a fit if the sheets are stained. That’s one thing being in love isn’t going to change.” You couldn’t help chuckling, which caused Spoiled to wake up and find herself in your embrace.
“Did you sleep well, my love?” you asked.
“With two handsome bodyguards here to protect me, of course I slept well, Intellectus,” she replied before she kissed you passionately. For some reason, humans who are transported into this world end up getting nicknames from their lovers. Since Spoiled was learning to stop being so conceited, she opened herself up to the idea and gave you the nickname “Intellectus”, which was Latin for “understanding”.
You reluctantly pulled away from those soft lips. “Sorry my dear, but I need to go and get breakfast ready. We can’t leave a lovely mare like you with an empty stomach, now can we?”
“Such a gentleman,” Spoiled said as you climbed out of bed so you could get ready to start another day of hard work. Getting your clothes, you headed straight for the bathroom to change, but not before taking a relaxing shower.
Dressing into your tuxedo, you also did your usual hygiene routine, which included putting on some deodorant and brushing your teeth. Now that you were all nice and clean, you could move on to the first task of your daily routine by getting some breakfast ready, along with a nice hot cup of tea.
Leaving the bathroom, you looked at Spoiled Rich, who was now wearing a purple robe that matched her mane while she sat next to Filthy. “I hope I didn’t make you wait too long,” you said holding your lover’s soft hand. You then made a surprise move by wrapping one arm around her back, and the other under her legs so you could lift her off the bed bridal style.
Filthy gave a chuckle from the affection you were giving his wife, but Spoiled was blushing and taken aback by your actions. No one has ever held her like this, not even Filthy himself, and they’ve been married for over 20 years. In all honesty though, Spoiled actually started to enjoy being handled like this, and wrapped her arms around your neck.
“N-Not at all, dear...” Satisfied with her answer, you began to walk down the hall with Filthy right behind you. You could feel Spoiled’s huge breasts squish against your chest as you held her, but you remained calm so you wouldn’t drop her as you descended down the stairs.
However, when you reached the living room, you noticed Jose, had gotten up earlier than usual. You felt foolish that you almost forgot that today was Saturday, which meant there was no school, and if that wasn’t bad enough, Diamond Tiara was here too.
“Good morning, daddy! Hey, what are you doing with mommy?” Jose asked.
“I was wondering the same thing. It’s suspicious that you allow anypony to hold you like that, mother," Diamond said, widening her eyes a little. Embarrassed as you were, you refused to lie to either of them.
“Well... I wanted to make her feel extra special today, so I thought I’d give her the special treatment she deserves for being so kind to us,” you replied. Both Jose and Spoiled smiled at your honest response, and you allowed the latter to nuzzle into your neck a few times before you set her down. You then turned to Twinkling Azure who was giggling softly in the corner, and gestured for her to follow you into the kitchen so she could help prepare breakfast.
“That was quite a show you just put on. I don’t think I’ve ever seen the mistress this happy before,” she said. Like usual, you split your morning assignment with Twinkling, allowing her to fix the tea, while you took care of the food.
“Patience goes a long way. In spite what of what all those ponies who were pushed around by her said, all she needed was some tender love and care. Oh, and to experience the wonders of being a mother again,” you replied.
Twinkling left to bring the tea while you finished preparing the morning meal. Today’s breakfast was French Toast with English muffins, hash browns, and a variety of delicious drinks. You took a few seconds to admire your work before you returned to the dining room.
“Here you are,” you said, as you started setting the plates down. Spoiled got her food first, followed by a kiss on the cheek. It wasn’t the first time you gave her her breakfast like this, and not once did she protest against getting a smooch before eating.
“You know, old sport...” Filthy spoke after you gave him his plate, “...I can’t help wondering if you’ve been working a little too hard lately.” He bit into his toast. “And seeing you once again shower my darling wife with your love just gave me a grand idea. How’s a little vacation to Las Pegasus sound? Just the two of you.”
“Really, just me and Spoiled? Gee, I don’t know... How long of a vacation are we talking about here?” you asked, scratching the back of your neck. Filthy smiled, well aware that you were worried about leaving Jose, due to all the responsibilities of taking care of him.
“Well, I was thinking a three day trip. Las Pegasus is full of entertainment, as well as places to help you destress.” The stallion stood up so he could walk over and gently place a hand on Jose’s shoulder. “Don’t worry, me and the maids will make sure that your son here gets to school on time. And Diamond Tiara won’t have any issues keeping him entertained. After all, they’ve been getting along since the day they met.”
“What do you think, Spoiled?” you asked, not wanting to decide without her opinion.
“Well... you have been very sweet to me, and I could sure use some excitement every once in a while now. I’m in,” she said. You gave her a small smile. If she didn’t have a problem with a small trip, you didn’t see why should turn down such an opportunity.
“Wow, darling. A couple months ago you would have refused to go somewhere that’s so loud,” Filthy laughed. Spoiled’s face began to heat up and she buried it into your shoulder, but cracked a smile while doing so. Soon enough, everyone in the dining room had started laughing about how true Filthy’s remark was.
“Now, you remember to be on your best behavior while your old man is gone, okay, sport?” you told Jose, as you prepared to leave the mansion.
“I promise, daddy,” Jose replied.
“That’s my boy. And Diamond Tiara, I’m sure I can trust you and your father to make sure he keeps his promise and make sure he’s safe and sound, right?”
“Of course. You don’t have to worry about a thing. Isn’t that right, Jose?” Diamond asked, ruffling his hair to get at least a few laughs out of him before it was time for you and Spoiled to go.
“Thank you.” You held your lover’s soft hand, while the other hand was currently holding your suitcase. For a three day trip, you made sure not to overpack, and settled for three pairs of clothes, a bag of bits, and your hygiene items. Spoiled had her own suitcase, which Filthy Rich had insisted that she’d let him hold onto since he was accompanying you to the train station. In contrast to the fancy dresses she’s packed, right now she was wearing a simple sundress, along with a pair of sunglasses.
“I’ll be back in just a bit,” Filthy assured his daughter, who brushed it off with confidence. Chances are that Diamond Tiara would be having so much fun with Jose, that she would barely notice that her father was even gone.
“We’ll be fine. Have fun, mother,” she called out before you closed the door.
Being the friendliest place in Equestria didn’t keep Ponyville’s residents from growing a little curious. Some of them were looking at you confused as to why the once intimidating and snobbish Spoiled Rich, was now holding your hand and smiling. Of course, thanks to all the advice you’ve given to her, she paid the nosy residents no mind, as they could only make her feel insecure if she allowed them to do so.
“So, what’s Las Pegasus like?” you asked. You already had an idea because of how much it sounded like Las Vegas.
“Well old sport, I haven’t visited the place as much as I have Canterlot or Manehattan, but even from those few visits, I can clearly remember that Las Pegasus seems to never sleep. Amusement parks, fancy food, luxurious hotels, street performers, gambling, and SO much more.”
Just then, Filthy Rich let go of Spoiled’s suitcase and wrapped his arms around the both of you, encouraging you to stop walking for a second. You wondered why the wealthy stallion was stopping you, and also why he had such a devilish smile.
“So...” he whispered into your ears, “...there’s so much to do with three days of privacy... Are you gonna take the chance to knock up my wife during the trip?” He barely managed to hold back his laughter as he asked the question. Thank goodness he only spoke loud enough for you and Spoiled to hear.
“D-Dear, I’m surprised at you!” Spoiled exclaimed, shocked at her husband’s dirty joke. He could no longer stop himself from laughing as he moved away from the two of you.
“He certainly has a unique sense of humor, I’ll give him that,” you replied, pulling the collar of your shirt to try and cool down your blushing face. You moved on to the station without giving Filthy any further responses to dignify his unusual joke.
“He tells these kind of jokes every chance he gets when he’s got me in a private area,” Spoiled sighed. She was still doing a good job ignoring the ponies around her, and even began to hold onto your arm, instead of simply holding your hand. A complete stranger who knew absolutely nothing of the Rich family and their work, might have even thought you were Spoiled’s husband instead of Filthy. Though if anyone were to ask, which they hadn’t, you’d be sure to correct them.
“Well, this is it honey,” Filthy said when you made it to the last train headed for Las Pegasus. You let the conductor take your luggage onto the trains as Spoiled kissed her husband goodbye.
“You know, you have a way of making a couple of days sound like a couple of years,” she said smirking and wrapping her arms around Filthy’s neck. “You can still buy another ticket, dear.”
“No thanks. As tempting as that suggestion is, this isn’t about me. I already know you two are going to have a blast up there.” Filthy gave her another kiss before he allowed you to lead her onto the train.
Soon, the doors closed, and you and Spoiled took your seats, watching as the train carried you off. You felt the mare rest her head on your shoulder, probably stressed from blocking out all those ponies on the way here. With a smile, you began to play with her curly purple mane to try and comfort her.
“There, there. I promise, it’s going to get easier,” you whispered. “Lips?” Returning your smile, Spoiled gave you a kiss that was just as loving as the one she gave her husband before leaving. You were pleased and held onto her hand before breaking the kiss so she could rest her head on your shoulder. There would be plenty of time for more kissing once you arrived.
Immediately when you stepped off the train, you saw more excitement than you have in your entire life. You actually started feeling a little guilty that you couldn’t bring Jose to such a spectacular vacation spot.
“Okay, I’m definitely going to bring Jose here the next time we take a vacation,” you decided.
“Not just him, Diamond Tiara would get a kick out of this as well,” Spoiled Rich giggled. She wanted to go back to holding onto your arm, but it was a little difficult when you were holding both suitcases. “I’m sorry, my dear. I’ll stop being so selfish and take care of my own luggage.”
“You sure? It’s really no trouble,” you assured, but a nice smile from the pink mare told you she was trying to change. You allowed her to take her suitcase, once again feeling proud of her improvement.
“Now, I personally am not a fan of the Flim Flam brothers, but their hotel is ranked the best in the entire city,” she informed. “The luxury suite at the top is quite expensive, but it’s nothing we can’t handle.”
“I hear that,” you chuckled, amused at how much money Filthy Rich has provided you for your services. The only question was what should you do after you both get checked into the suite. Then it occurred to you. “Spoiled, what do you say to a refreshing meal? We haven't eaten in the last few hours, so why not refuel ourselves before watching some live performances here.”
“Live performances you say? Well, Filthy did say ponies often put on a show on the streets, so it sounds like an excellent plan. And I also know just the restaurant to go to, so the sooner we unpack, the sooner we can eat,” Spoiled said, and then tapped her finger against your nose playfully.
Taking her word, you moved to get checked into Flim and Flam’s hotel, hoping the cunning twins wouldn’t try anything funny. The Apple family were the hardworking Ponyville farmers, who almost lost their home because of the brothers’ shenanigans. And since Filthy Rich has been in business with the Apples for years, both he and his wife knew all about that past predicament. However, it wasn’t until you helped Spoiled gain a big change in heart, that she started to care about all the trouble Flim and Flam have caused in the past.
“Well, well, isn’t this delicious?” a skinny unicorn stallion with yellow fur said, as he stood alongside a stallion who almost looked exactly like him. It was a no brainer that you just met Flim and Flam. Virtually the only thing that helped you tell them apart, was that Flam had a mustache.
“Spoiled Rich, never thought I’d see you here in this city. And with a human no less,” Flam said, smiling.
“Yes, well, a lot can happen to a mare. Now I’ll warn two once to make sure none of your funny business ruins our vacation. My husband still has connections that can put you out of business if you step out of line, understand?” Spoiled asked sternly. The brothers stopped smiling when your lover mentioned Filthy Rich, and rapidly nodded.
“Good,” you said, pulling out your checkbook. “We’re here for a stay at the luxury suite on the top floor.” Your confidence proved to be in the right place, for even though the cost was high like Spoiled told you, you were able to afford it and handed the brothers the check.
You and Spoiled decided to head on over to the elevator so you could get a little bit of rest before tonight’s dinner and entertainment. “So what’s this restaurant like?”
“Ah, ah, ah. You’ll have to be patient and wait a little longer, sweetie,” she teased, cupping your face with her velvet hands. “Rest assured, it’ll be a suitable reward for the patience and kindness you’ve shown me these last couple of months.”
Arriving at the top floor, where only the best rooms in the hotel were located, Spoiled led you down the hall until you reached a double door. Unlocking it, you laid your eyes on a fancy hotel room you only dreamed about. The first thing you laid eyes on in this incredible and spacious room, was the king-sized bed with red pillows and bed sheets. You could see your reflection in the shiny marble floor, and there was a glass window that gave you the perfect view of Las Pegasus. Of course, that wasn’t all. There was a doorway leading to the outside balcony, and a small table in the middle of the room with champagne and a fruit bowl. For the finishing touch, there was a beautiful golden chandelier that was covered in small diamonds.
“It’s worth every bit I put on that check,” you chuckled, as you started to unpack. “You don’t think those charlatans will forget your warning about shutting them down, do you?”
“After reminding them who my husband is, even greedy con artists like them would think twice before trying to scam some extra bits off of me or cause trouble between us, dear,” Spoiled assured. “So we’re okay for now.”
“You’re still not going to fill me in on where we’re going for dinner?” you asked, even though Spoiled who was a mare of her word, had already said no.
“You’ll get to see for yourself in due time. The sooner you finish unpacking and get dressed, the sooner we can head out.” With that said, she unzipped her own suitcase and tried to decide which dress she should wear. You on the other hand, decided to go get cleaned up in the shower, due to how sweaty you got on the way here. The temperature here in Las Pegasus was definitely different than Ponyville’s.
You noticed that as you took your shirt off, Spoiled had accidentally invaded your privacy by walking in, and was treated to a good look at your muscular chest.
“Oh my! D-Do forgive me for intruding,” she stuttered, averting her eyes.
“No, no, no, it’s alright. Accidents happen,” you chuckled, and then attempted to calm her down by coming over and grasping her hand. It’s not like she caught you naked or anything.
“I... I can’t believe I didn’t notice this build of yours earlier...” Spoiled muttered, tracing her nails down your abs. She seemed to have caught herself in a sort of trance, moving her fingers around your muscles, while leaning up to nuzzle into the crook of your neck.
The precious moment had come to an end when your stomachs once again demanded food. Without a word, you moved to the bathroom so both of you would have the privacy to finish getting dressed. You still didn’t know if Spoiled had decided on what to wear yet, but you were going with a dark blue tuxedo. One might have advised against wearing long-sleeve clothes in humid weather, but since the sun was setting, Las Pegasus was about to cool down a little. Aside from the tuxedo, you also put a nice silver watch on your left wrist.
From the other side, Spoiled knocked on the bathroom door to let you know she was also ready. Stepping outside, you saw that she had settled on wearing an elegant knee-length fuchsia dress. The outfit was laced so floral-shaped holes decorated the upper half, including the sleeves that narrowly reached Spoiled’s elbows. Like many of her clothes, the dress struggled to contain her huge bust, especially since much of the neck area was exposed. She had her share of jewelry too, and wore earrings made of real diamond, and her favorite pearl necklace.
“I’m ready if you are,” you said, holding out your hand. Spoiled smiled as she took your hand, and you returned out into the hallway. She was the one who had the directions to the restaurant that she still hasn’t told you anything about; All you had to do was let her lead the way.
You finally got to see for yourself what kind of place you’d be dining at tonight. It was called “Gourmet Garden”, and after just one glimpse, anyone would realize that this was a 5-star restaurant. Not only that, but it fits in perfectly with what Filthy Rich said about the excitable city of Las Pegasus having a few places where you could get some peace and quiet. All the customers were sitting comfortably at their tables, peacefully enjoying their meals.
Before you arrived, Filthy had sent a letter to the establishment so he could make a reservation for you and Spoiled Rich. Even up in this wild city, the Rich family and their work was well-known, so the host immediately recognized Spoiled the moment he saw her.
“Good evening, Mrs. Rich. We’ve been expecting you,” he greeted with a smile. “If you would please just follow me, I’ll show you both to your table.” Spoiled gave you a quick wink before you followed the host.
Your table was out in the center of the restaurant where it was set up close to a beautiful small fountain. Just like back at Ponyville, ponies were giving Spoiled curious stares as you took your seats, but her only concern was having a good meal with you.
“A waiter will be with you in just a minute,” the host said as he gave you your menus.
“So Intellectus, how do you like your surprise?” your date asked, putting her hand together and resting her chin on top of them. You once again took a look around the beautiful restaurant, and decided that you’d definitely be eating here again.
“I would say it was well worth the wait. Due to your excellent taste, I figured we’d be eating at a lovely 5-star restaurant, but I never knew it would be this lovely. Thank you so much for this wonderful dinner date, Spoiled,” you said with a smile.
By the time your waiter had come by, you both knew what you wanted. You ordered a chou farci, while Spoiled ordered a 9-vegetable terrine with a bottle of 1961 chateau latour that you could share. The waiter took your orders visibly suspicious if a married mare like Spoiled was actually on a date with some besides her husband. Even so, she didn’t say anything and eventually, she also stopped caring about it all.
“I’m surprised they serve some meat dishes here in this world. Being in a land of ponies made me think that only vegetarian foods were made here,” you said.
“Well, with more and more humans dropping into our world like flies, the royalty decided to set a new law that we would serve meat dishes so that humans can get the proper protein and nourishment,” Spoiled explained. “I was a heartless mare before I met you, and I’ll admit I didn’t really care whether or not humans got what they needed back then.”
You didn’t want to see the mare you treasured be so hard on herself. “That’s all in the past and taken care of now. You’ve changed, and that’s all that’s important. Eventually everyone will see the good in you just as much as I do, dearest,” you said.
You continued talking to Spoiled for a good 45 minutes, before your dinner was ready. As hungry as you were, you held yourself back a little longer so you could go wash your hands. Your meal would still be nice and hot for you when you got back.
You opened the bottle of chateau latour and poured it in both yours and Spoiled’s glasses. “Cheers,” you said, picking up the wine glass and clinking it with hers. You succeeded in getting a small laugh out of you marefriend before you both took a sip.
“So exactly just how wild do these street performances get?” you asked, as you had already negotiated on watching the show before heading back to the hotel.
“Apparently, the acts are different each night. Sometimes, there are ponies breathing and swallowing fire. I’ve also seen some dancers on my last visit. There’s almost no hint of what kind of acts they’ll have in store tonight.”
“I see. Looks like we’re both in for some surprises,” you said, and began eating. The chou farci was a little spicy, but you had an impressive tolerance for spicy foods. “I’m a little jealous. When I looked at the menu, there were a lot of amazing looking dishes that are beyond my ability to cook.”
“Oh, please. Your cooking could put this restaurant out of business if you just keep adding the right flavors and a whole lot of love,” Spoiled joked. You were developing some mood swings, and immediately cheered back thanks to the wealthy mare’s newfound sense of humor.
From the corner of your eye, you saw through the window that a small crowd had assembled for obvious reasons. Seems like tonight’s entertainment was ready, but you would have to wait until after you’re done eating to go out and join the crowd. Even as you cut into your food for another bite, you still wondered what kind of tricks you would get to see.
“Want to take it to go, dear?” Spoiled asked, after she also looked out the window.
“No need. It’s always better not to rush things like this,” you replied. “Chances are that regardless of what kind of performance they’re doing, the show will last at least an hour, so let’s just eat our food while it’s nice and fresh.”
After you finished your meal and paid the check, you walked over to join the crowd, which had gotten even larger than before. Fortunately, you were able to get a good look and saw the pony who Diamond Tiara and her friends practically worshipped. It was Equestria’s greatest pop star, Songbird Serenade singing a duet with her human husband, Baritone.
While you’ve heard of the duo because Diamond Tiara was such a big fan, this was ironically the first time you’ve heard them sing. It’s also ironic, and at the same time funny, that she didn’t mention that they would be performing here in Las Pegasus.
Even though the music was loud, at the same time, Songbird had an angelic voice that relaxed you. Without looking at her, you slowly reached down to grab Spoiled Rich’s hand, finding this to be a little romantic. However, like she did on the way to the train station, your lover let go of your hand so she could hold onto your arm and happily rest her head on your shoulder.
Spoiled stayed like this for the next couple of songs, and you wondered if she would fall asleep even with all this noise. You weren’t really surprised when Songbird and Baritone began to sing some famous songs from the world you came from, and neither do the crowd. Chances are that there were a few ponies in the audience who knew nothing about music from the human world, but they didn’t care since the duo had such wonderful voices.
When the musical couple stopped for their break, you decided to head on back to your suite before Spoiled actually did end up falling asleep on you. You allowed her to continue holding onto your arm as you walked away. The thought of getting back to your room and sleeping on that comfortable bed, started to make you feel tired too.
You didn’t even bother greeting Flim or Flam when you got back, and just continued walking towards the elevator. It was after you stepped inside, that Spoiled was struggling to keep her eyes open. You rubbed her on the back to reassure her that she’d be able to go to sleep very soon. Unfortunately, since you were just as tired as she was, you’ve gotten a little clumsy and accidentally grabbed her rear.
“Oops. Sorry about that,” you said quickly, but still very softly. Spoiled just shrugged, as by this point, she was too sleepy to even feel embarrassed about getting touched down there.
Making it to the top floor, you let your marefriend get out of the elevator first since you were a gentleman, and followed her down the hallway. With a pleased sigh, you reached into your pocket to pull out your room key and unlocked the door.
You kept in mind to thank Spoiled again for such a nice dinner, but for now, you just focused on changing into your sleepwear. Her simple reaction to your humiliating mistake, let you know she wasn’t in the mood to talk anyway. Going back into the bathroom, you put away your tuxedo before changing into a pair of pajama pants and a t-shirt. You also made sure to brush your teeth and floss.
Even though she was drained from tonight’s excitement, Spoiled was able to keep herself awake so she could at least change into the same purple robe she wore this morning. Turning to look at you as you joined her in bed, she gave you a tired smile that let you know she wanted you to embrace her during the night.
“Oh, come here you,” you said with a smirk, wrapping your arms around her as you snuggled under the warm blankets. She laughed softly and pressed herself closer to you. The warmth of the embrace was the only thing you needed before you were both sound asleep.
You didn’t know how long you were sleeping before your eyes shot back open. With a yawn, you decided not to risk waking up Spoiled by turning on a lamp so you could check the clock on the wall. Luckily, you managed to find your way to the bathroom so you could splash some water in your face.
Looking into the mirror, you started thinking about what Filthy Rich said about you impregnating Spoiled. Even if it was just a joke, it hit you hard, as you never considered doing, well... that with your lover. After all, you already had a happy son, and sort of a daughter as well. Besides, you still didn’t know what Spoiled thought about her husband’s dirty joke.
Even in this darkness, you were able to make out your marefriend’s beautiful form as she slept peacefully. Her mane had kept its unique curly style throughout the night, with a pleasant smile that was causing you to fall for her even more than ever. Cautiously, you climbed back under the covers and snuggled into her arms, which had remained stretched out even after you left her embrace.
“I love you so much, Spoiled Rich...” you quietly reminded. It didn’t seem to matter to you that she couldn’t hear you when you spoke so softly. As far as you’re concerned, you would have the chance to remind her how you felt about her for the rest of your life.
Instead of from an alarm clock like you were used to, you were woken up from the sound of Spoiled Rich’s beautiful voice. What once was a cranky, snobbish, and unappreciative tone, now sounded very gentle, patient, and loving.
“Intellectus, please wake up, dear...” she whispered. With a yawn, you were about to sit up, but you noticed that Spoiled has moved to lay on top of you. You could feel her ample breasts pressing against your own chest, as she looked at you with a playful smile.
“Spoiled, what’s going on here?” you asked in a voice that wasn’t even close to scolding her. All she did was giggle before she closed the distance between the two of you with a kiss. You didn’t know what was going on, but you could get your answers in a minute. Due to how much you adored Spoiled, you never shied away from a kiss, especially since you still had two more days of valuable vacation time.
“Please take that bothersome shirt of yours off...” she whispered, gently tugging on your t-shirt collar with her thumb and index finger. It was ironic of her to ask of this after she accidentally interrupted you when were changing yesterday, but you removed your shirt anyway, allowing her to once again see your muscular chest. “That’s a good boy...”
“Spoiled... I, uh...” You found it difficult to speak when the mare was moving her hands around your arms and chest, admiring your muscles. One of her hands reached up and cupped your chin, greatly encouraging you to kiss her again. However, your second round of kissing was put on hold when the pink mare opened her mouth to start talking.
“This is kind of embarrassing since I’ve spent years acting like a high-class mare... but I can’t help myself...” Slowly, she undid her robe, and you learned she wasn’t wearing a bra to shield her amazing H-cup breasts. “I don’t mean to embarrass you... but I know you’ve been watching these during the massages. I wouldn’t mind another massage, if you get my meaning...” You nodded slowly, still trying to process what was happening.
The mare got off of your chest so she could lay down beside you. Her huge bosom jiggled wildly with her movement, and you gulped as you watched them bounce. Once Spoiled was in a comfortable position, you moved on top of her and grabbed both of her lovely, bountiful breasts, tenderly fondling them in the palm of your hands. Despite having bags under her eyes, her breasts had no sag or wrinkles of any kind, and you felt your heart skip a beat as she gave out soft moans, enjoying the wonderful treatment. However, the beautiful moans turned into yelping when you got a bit carried away and pulled on her nipples.
“Oh dear, I... I’m so sorry! Did I hurt you?” you asked, getting ahold of yourself. You closed your eyes to prepare yourself in case she decided to yell at you for accidentally betraying her trust.
“No one has ever tugged at my breasts like that... not even my husband... I... I...” With your eyes still closed, you thought you would feel the sting of a slap. But instead, you felt her gently stroke your cheek. “...I might actually take a liking to this naughty new feeling. You’re truly a one of a kind man of so many talents.”
You opened your eyes and breathed out a sigh of relief. “So... you don’t mind if I do it again?”
“You can do with me however you please, as long as you’re gentle,” she encouraged. Smiling, you continued your unorthodox massage, pulling on the nipple on her left breast, while moving her right breast in slow circles. With the sweet sounds she was making, and the permission to play with her bosom as you pleased, you got a sensation in your pants that you haven’t felt in years.
“Well, someone sure has gotten excited...” Spoiled teased as she opened an eye to notice the bulge in your pants. “By this point, I’m pretty sure you at least have an idea what this is all about. So why don’t you go ahead and take your pants off too?”
“As you wish, my dear...” you replied before getting off the bed. You removed your pants along with your boxer briefs, letting the beast in between your legs spring free from its prison. “After my wife died, I never thought I’d be doing this kind of thing again...”
“Do you still want to go through with it? I’m still trying to change, so it would pain me to have you think I’m ordering you to do anything.” You had a sudden change in your mood and rushed back to the bed to pin your lover down. Her eyes didn’t really show any fear, but she did arch an eyebrow, wondering what has gotten into you.
“Not to worry, Spoiled. For the first time in my life, I’m willing to try... and make love to another lady who I’ve come cherish just as much my first lover...” you said, bringing your head down so you could rub noses with each other. “How should we begin?”
“Well... we have to make sure you’re perfectly lubricated, of course...” Spoiled looked to the side with blushing cheeks. “When I did this with Filthy, I told him to simply apply some gel to get it over with. But when nopony was around... I’ve kind of been researching intimacy from magazines, and always wondered what it would be like to give...” she paused, trying to overcome her embarrassment, “...a blowjob.”
“Well, if you’d like, you can try it on me,” you said, encouragingly. “As you can see, the curtains are closed tight, so nobody is going to see us.” You stopped pinning her and rolled over lay back in your original position. In no time at all, Spoiled got up to move down next to your manhood and tenderly stroked it.
“Please don’t tell Filthy I said this, but... you’re bigger than he is...” You only had a few seconds to chuckle before your marefriend began licking your shaft. Taking her time to treat it like a lollipop, she soon moved on and put her mouth around your member.
“S-Spoiled... Are you s-sure you’ve never done t-this before...? You’re doing pretty good for your first time...” you complimented.
“Well, because of the Studly Stallion magazines that I’ve been reading, I learned a lot about how to please a lover in bed,” Spoiled explained before she went back to sucking on you.
You shuddered once more and let the sweet sensation of your lover’s tongue swirl around the base and sucked harder. Sitting up, you found it tempting to toy with her stylish purple mane, so you reached out to fiddle her front locks in between your fingers. Spoiled let out soft moans as you played around with her perfect locks. You were just about to try and see how she would react to you touching her ears, when she decided to pull off of your polished manhood.
“Oh, my beloved Intellectus...” she adoringly muttered, as she crawled onto your chest, but stayed close enough to your manhood that she could reach between her legs and grab it. “Remember that as long as you’re careful... you can do whatever you wish...”
Nodding, you started to massage her soft thighs, while the mare on top of you positioned your shaft against her wet marehood. Both of you groaned as you invaded Spoiled’s snatch, which was especially tight since it hasn’t been used in so long. She felt like she could go on cloud nine right now because of how huge and thick your girth was.
You slowly pushed most of your cock into her pussy, and pulled back out just as cautiously. Since you had Spoiled’s permission to do whatever you want so long as you controlled yourself, you moved your hands south to grab her tush as you began a nice rhythm. Feeling your hands sink into her pillowy soft rear as you bounced her on your lap, Spoiled started giggling.
“Y-You know... back when I was still a s-snob... Filthy w-would ask if he could... t-touch my rear when we m-made love... I w-would always say n-no...” Grinning, you were feeling like quite the lucky man to have access to Spoiled’s bouncing ass, when her husband wasn’t fortunate enough to get to touch it even once.
“Do you think he’ll ever get the chance?” you asked, giving her right cutie mark two quick squeezes, making her giggle again. Even as you had your fun with her tush, you made sure your thrusting didn’t end up disappointing her. Normally you had good manners, but learning you were bigger than her husband was something you’d be taking pride in.
“M-Maybe... if he ever gets in the m-mood to have s-sex again... Ah!” Spoiled moaned as you pumped her a little harder. “W-Who knows what c-crude jokes he’ll... c-come up with if we ask f-for a threesome...!”
“Well, just for today, please don’t bring up such crazy ideas. I like the idea of having you ALL to myself,” you chuckled, and then grabbed the back of her head to pull her down into another kiss.
“Fair enough, sweetie... We d-did come here... to spend s-some time alone. And... I’m h-having the t-time of my l-life...!” she replied. Satisfied with that, you continued thrusting your cock inside Spoiled, hitting all of her sweet spots and getting some interesting noises out of her mouth. Those huge breasts were bouncing right in your face, and you lost interest in her ass and started fondling her bust again.
“I... know you said to be gentle, but... do y-you think I can move just a little faster...?” you asked.
“Hmm... On one condition, my love...” Spoiled replied. You stopped thrusting and let go of her breasts to give her your full attention. “I want you to...”
“Yes?”
“I want you to finish inside me...” Joyful tears suddenly welled up in her eyes. “I want you to impregnate me...”
“R-Really?” you asked. It was a very big request, not to mention it would somewhat justify Filthy Rich’s remark about you knocking up his wife.
“Yes, please! I want to feel the joy of having a newborn in my arms again!” Spoiled pleaded. “Please release it inside me and let’s expand our new family!” With her request being made clear, you grabbed her hips and gave her a single thrust upwards.
“Well... alright then,” you agreed after a long pause. After putting a second of thought into it, you decided that the happiness of having a child with the mare you knew you loved, was definitely worth a little teasing from Filthy Rich. Besides, as much as Jose admires Diamond Tiara like an older sister, he always wanted a younger sibling.
“Good... Now you have my permission to move however you’d like...”
You wanted to make sure that she wouldn’t be disappointed by her decision. You grabbed Spoiled’s soft ass cheeks and thrusted even faster inside her pussy. You even surprised her with some good spankings, making her yelp and moaned simultaneously. She stared down at you seductively, loving how you handled her posterior that way. Her boobs jiggled violently as well from your violent thrusting, but your focus at the moment was on her rear.
Not only was Spoiled allowing you to go faster, but she actually started moving on her own to see if she could match your thrusts. Thankfully, it only took a few seconds before her riding and your thrusting rhythm were in perfect sync. “Oh! T-This feels... h-heavenly... AH!”
You couldn’t agree more, since your horny lover’s tight inner walls squeezed your cock so good. You kept thrusting and watched as Spoiled rode you, making those beautiful noises and lovely, arousing faces. Her breasts continued to bounce beautifully in front of your face, and you took your hands off her hips so you could go back to playing with them.
This was one night you were going to remember until the end of your natural life. You wanted so much more from this vision of beauty. Sitting upwards so you could get closer to one of her massive jugs, you started sucking on her nipple. Spoiled was going out of her mind, moaning more passionately. Wrapping her arms around you, her fingers danced through your hair and back. Nothing was stopping Spoiled from picking up speed and riding you faster.
With all the stress piled onto her through her years of motherhood, you could tell she needed this sweet relief. Judging by the expression on her face, this was well worth the wait. Likewise, you felt your own stress, which you didn't know you had, leave your body.
Eventually, the pressure in your loins became too much to handle. Thrusting upwards one last time, you groaned and pumped your first load in years into Spoiled’s fertile womb. She moaned loudly and arched her head back, before giving in and collapsing on top of you.
“I have... never felt... so excited... about getting pregnant again... Thank you so much, my darling Intellectus...” Spoiled said between breaths.
“We still have another two days before we have to go home and brace ourselves for more of Filthy Rich’s jokes.” You grabbed one of her breasts. “I’ll definitely put it in today’s schedule to have another round with you later...” Spoiled yelped as you went back to your actions from yesterday morning by lifting her up like a bride. “But for now, let’s go ahead and get cleaned up.”
Your marefriend did nothing to stop you as you carried her over to the bathroom. In fact, it made her feel giddy that you would be able to take a nice shower together before heading out for another day of romantic fun.
As much fun as you and Spoiled Rich had in bed, you weren’t going to just stay in your room all day long. After a good breakfast, you left with Spoiled to check out some of Las Pegasus’ most popular attractions.
Up until today, you avoided gambling, but your unusually excited lover convinced you to accompany her to the casino. You should have felt foolish for giving in to the temptation, but luck was on your side during your visit. Any normal person would’ve been satisfied to win a couple hundred, but you got extremely lucky and managed lucky to win 10,000 bits. You decided to leave after getting ahold of such a large amount of money. You didn’t want to be persuaded into playing another game and end up losing everything.
Spoiled Rich happily wrapped her arms around your neck. “You’re quite the lucky charm, dear. Every time my husband played, he’d always lose the same amount of bits you just won,” she joked.
“Please don’t convince me into going back in there for another game. It’s only thanks to beginner’s luck that I earned this many bits. And luck always has a way of changing for better or worse.”
“Oh, fine,” she pouted while still holding onto your neck. “So let’s see... We got breakfast, strolled around the city, played in the casino... Normally I’d say the next thing we should do is prepare a dinner reservation, but...” she started blushing and leaned next to your ear, “...I’m dying for you to fill me again. So let’s just go back to the lobby and order room service...”
Your face was burning as your lovely marefriend took you by the hand, eager to get back to your room. You were very specific with your order when you got back at the hotel lobby, asking for some nice salads, and a plate of spaghetti with some ice cold water to go along with it.
“Oh, Celestia... This is quite unladylike, but I can’t help feeling so excited...!” Spoiled Rich squealed as you waited in the elevator.
“Wow, Spoiled. I never thought I’d every see you like this,” you remarked with a chuckle. The elevator door opened on your floor, but Spoiled was still having trouble calming down. “Now, now, try to relax honey. Just let me open the door and we can have our fun.”
And open the door, you did. Right away, Spoiled stepped inside and then pulled you in hard before closing the door. She almost ruined her beautiful outfit as she hastily stripped herself, and you decided to take your own clothes off before her impatience caused her to yell at you. It was so fortunate that there were some robes close by, that you could put on for whenever your food arrived.
Once you were buck naked, you allowed the beautiful mare to push you onto the bed so you could start kissing. “Grab one of my breasts, Intellectus..” Spoiled encouraged. “You know you want to...”
Whether it was an offer or an order, you couldn’t refuse. You quickly grabbed one of her fleshy H-cup orbs and fondled it in a circle. Spoiled moaned and giggled, staring at you with her adoring eyes, and she continued looking at you this way as you brought her nipple up to your mouth.
After a few minutes of sucking and biting her, you realized something wasn’t fair. Grabbing her shoulders, your rolled around so that you were now the one who was looking down.
“I’m sorry Spoiled, but I think it’s time I got to be on top. You’ve been in command since the day I met you, but that has to change,” you said with a sly smirk.
“Well, if that’s what you want, then by all means, show me how you take command,” she replied, deciding to play along. It was bizarre, but it was still another opportunity to show that she’s no longer a selfish mare.
From your new position hovering above her, you leaned down to watch her leaking pussy before licking her delicious lower lips. Spoiled shuddered and gasped, enjoying the way you explore her special spot.
You made sure to give her little love button a few licks, but what you didn’t consider, is that because of this new position, your erection was right in front of her face. Before you knew it, Spoiled was giving you another blowjob. You groaned into her pussy, slightly tickling the pink mare, and making her giggle around your manhood.
She managed to settle down then continues to suck on your meat stick, just as you continued to eat out her tasty mare juices. Your tongue invaded her inner walls, slurping as much of her liquid love as you could. Spoiled’s moaning was growing increasingly loud.
You heard a knock on the door, but you couldn’t bring yourself to move away from your lover’s delicious pussy just yet. You only managed to snap out of it, when Spoiled stopped sucking you off.
“Yes, who is it?” she called out, wiping her mouth.
“Room service. I have your meals ready,” a masculine voice said from behind the door.
“Oh, of course. We’ll be right with you,” you replied before getting off of Spoiled. “Don’t worry, my dear. I got it covered,” you whispered, reaching for the robes that were hanging in the closet. Once you and Spoiled were dressed, you greeted the employee who had your food and took it off his hands.
As delicious as the smell coming from the food on your plates was, neither of you were interested in dinner at the moment. The moment the employee was out of earshot, you discarded the robes and went back to your fun. Spoiled didn’t even need to be told to get back onto her back so you could once again get on top of her with your manhood in front of her.
“Perfect way to begin tonight’s dinner,” you joked. Love truly works in many ways. Who would have thought a polite butler with such good manners, would learn to say something so dirty? Spoiled giggled at this, before she went back to sucking.
Moaning, you thrust your meat stick in and out of her warm, soft mouth. Remembering her experience from this morning, Spoiled also started to wrap her tongue around your phallus as you drilled into her throat. Desperate to compete with her, you went back in between her legs so you could help yourself to her juices again.
“Forgive me, Intellectus. I know we agreed that you could take charge, but don’t you want to give these huge breasts of mine some attention, too?” Moving away from Spoiled’s marehood, you turned around to see her fondling herself. “I didn’t say it this morning, but those Studly Stallion magazines of mine also said it feels good to move between a mare’s breasts. I’d like to see just how accurate that claim is.”
“Sounds like fun to me,” you replied. You crawled up to straddle Spoiled, mashing your cock between her bosom before thrusting in and out of the fleshy orbs. She giggled as she watched the head of your massive phallus appear and disappear through her cleavage, and soon found it impossible to resist sucking on the tip. It would appear her research was correct when it said this would feel good.
“Why do you earth ponies tend to have such amazing breasts...?” you asked, as even though you didn’t acknowledge it before, all the earth pony mares around you have grown to have voluptuous figures.
“Honestly darling, I have no idea...” Even though it wasn’t the answer you were expecting, you got over it and just relished the soft feeling of your marefriend’s breasts. “O-Oh!” she exclaimed when you began pulling her nipples like you did this morning. “I take it you’ve always been a breast lover. Is that one of the reasons why you married your previous departed wife?”
You sighed, as Spoiled Rich unintentionally went too far. “Don’t get me wrong Spoiled. My love for you and my love for my wife has nothing to do with your bodies. No, she didn’t have breasts like yours, but I didn’t care since she was a kind and gentle lady...” You stopped pinching her nipple so you could stroke her gorgeous hair. “And so are you...”
“Oh, I apologize, Intellectus...” Spoiled said, feeling like she accidentally struck a nerve. “Are you... still in the mood to continue? I wouldn’t blame you if you wanted to stop after I said something so shallow.”
“It was an honest mistake, my dear. Let’s just put it behind us and continue our special night,” you said before you rubbed her cheek a few times. Spoiled felt relieved, and watched as you got off of her so you could move on to the main event. Even though you’ve got a good taste of her marehood, she was still nice and tight as you pierced her with your cock.
She gave out a sultry growl upon penetration, and you got turned on as a seductive smile still dawned on her face. With surprising skill, Spoiled tightened her pussy around your dick. To ensure the tightness would last, you once again groped and caressed the lovely mare, keeping your steady rhythm to make it enjoyable for both of you.
Wet slaps continued to echo throughout the room, and you could tell from the look on her face that Spoiled Rich was getting a little bit light-headed because of all this pleasure. Concerned, you decided to pull out for just a brief moment.
“W-What... What are you doing?” she asked, almost assuming that maybe you wanted to call it quits already. You went over to the meal you ordered and poured some cold water into a glass.
“Here. As much fun as I’m having tonight, I still want to make sure you’re hydrated before we go any further,” you explained and handed her the glass. Without complaining, the sweaty mare swallowed last drop, and you took the liberty of getting some water as well.
“Once again, you’ve shown just how sweet and caring a lover you are,” Spoiled giggled. She then turned and got on her hands and knees, and swayed her rump. “Is my loyal bodyguard dying to feel his marefriend’s tight love tunnel around his little friend again, hmm? Is my loyal bodyguard anxious on knocking me up?”
Setting your glass back on the table, you kept quiet as you got back in the bed, grabbed both of Spoiled’s diamond ring cutie marks, and went back inside of her with a very hard thrust. The power you put into entering her again, caused her to squeal and squirt small drops of her juices in a tiny orgasm. Lucky for you, you could still prolong your own climax.
You kneaded her ass cheeks like they were dough, leading her to throw her head up in utter bliss. Of course, your powerful thrusts were also causing her breasts to bounce beautifully, but you left them alone so you could continue playing with her tush. Spoiled’s pussy meanwhile, grew even tighter around your cock, and you started biting your lip so you wouldn’t join in her moaning fit.
“I love you, Spoiled...” you muttered, moving both harder and faster as you began leaning on her back. “All t-those high-class snobs out there... c-can say whatever they w-want... but I know you’re n-never going to... regret asking me... to g-get you pregnant tonight...! I can already s-see that... a beautiful family is about to... come t-together...!”
“Yes! Yes! I can... s-see it as well! I... I love you too, Intellectus! I don’t... I don’t care... about my social s-standing anymore... m-my love!” Spoiled hollered happily. Since you could see her face while laying on her back with your head on her shoulder, the two of you locked lips and even began to have a fight with your tongues. You couldn’t reach her ass in this position, but you didn’t have any issues with grabbing one of her breasts again.
“S-Spoiled...! It’s coming out...!” you warned. You were losing your mind as you tried to stop your orgasm, and without warning, you went up and bit down on Spoiled Rich’s ear. In a combination of pain and pleasure, the horny mare moaned to the top of her lungs.
Still biting her ear, time ran out for you and you gave big grunt as you pumped another generous load deep into Spoiled’s fertile womb to ensure she would carry your child. As you settled down, the biting turned into soft nibbles that caused your marefriend to smile with amusement.
The beautiful mare was unable to contain her own orgasm, spraying all over your crotch before going limp from exhaustion. “Two magnificent rounds... of sex in... one day... I... am never going to forget... such a wonderful experience... Thank you so much... my love...” she said softly.
“You’re... very welcome, darling..” you panted. “Now... I think we can... agree that all that passion... worked up an appetite...” You went back to nibbling on her ear in order to prove your point.
“You’re not planning to devour the mare who loves you so much, are you?” she joked, making you let go of her ear with a chuckle.
“Good one, dear, but no. It’s time we enjoyed our dinner the generous chefs cooked up for us before it gets cold,” you specified.
Even with how much time your fun took, the food was still enjoyable. Spoiled was sitting on your lap, allowing you to fondle her as you ate a tasty meal worthy of a 5-star hotel. However, the real masterpiece was slowly starting to develop deep inside your beloved marefriend. Neither of you could contain your excitement, knowing your son and her daughter would get a younger sibling.
As you’re eating, Spoiled moaned softly as you started to lightly pull on her nipples. She didn’t mind you getting handsy with her body. She already knew you were a gentleman and will always treat her so well. You gave her a kiss on the cheek as you continue to enjoy your meal and each other’s company.
