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Fall of Equestria: Outward Evils

by BronyofMeddlers

Chapter 59: some time in the castle...with another Villain song

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some time in the castle...with another Villain song

Taking a breath in, Shadow glance to Sonata, the mare stood by her as they were in the developed nursery. As the mare was doing her job, serving her tea, doing her job as a handmaiden to the thestral...being as normal as she could be. While Jerry was doing the work on getting repairs done, and filling out paperwork, she had to take it easy on the workload, mostly because of her growing belly of foals. Granted it would be a while until she fully develop, but she need to take it slow…

Sure part of her feels a little guilty of letting her stud take on that large amount of work by himself. Yes he was the Lord, but he already had a lot on his plate as far as she could tell...Another part of her reminded that she was going to remind Jerry of the newest Concubines to ease his tensions.

Which remind her, to make sure things go smoothly for Skyward. She warned Jerry of the mare state, and told him to be a bit more ‘warmer’ in the mood. But right now? She look to Sonata as she took another sip of her tea...then asked. “Sonata? Would you mind...explaining how you did all of...that when the Pinks panic? No ordinary mare, even one from the Empire...could react that fast without some sort of training…”

The maid slightly paused in her work of cleaning the nursery that Shadow was still overseeing. At the moment, nothing new was being added, and the thestral just wanted a moment to look it over. But with this privacy, it felt like a good time to ask, and seeing the mare pause made her wonder.

Turning, Sonata seemed to think of a proper response before saying, “I never really had any formal training, my Lady.” Glancing and going back to her work on mostly dusting the room. “I reacted because you were in danger.”

Staring at her as she looked at her with that long gaze, did Shadow said. “The Pink almost killed me, Sonata. Not to mention you were quick in holding her down and making sure she stayed there.”

“I was just doing my job.” Told the voluptuous mare rather meekly.

“When did I last ask that my maidservant was also to be my bodyguard?” slightly tease the mare as she took another sip of her tea.

Thinking to that, Sonata looked back and slightly smiled back, “I did it out of obligation?”

Giving a long stare...she asked. “Were you secretly asked by Princess Cadence to be my secret bodyguard and serve as a handmaiden somehow?”

Straightening out her dress, the mare only smiled and said in a near cheeky manner, “if I was asked by her highness to be your secret bodyguard and maid servant, then I wouldn’t be able to tell you.”

Rolling her eyes in slight amusement, she did asked. “Are you at least going to confirm that with how you took down the mare was more like a guard than just a average mare?” Then told in a slight serious tone, as she focus more on the mare before her. “Because the way I saw it? You moved like a Guard that was trained than a civilian like me.”

Thinking it over a bit in her mind, Sonata seemed to regard the Overlady herself and soon asked, “how badly do you want to know, Lady Shadow?” A little curious of how much the mare would actually press on the topic itself.

“Considering how important I am, how close you’re going to be with me, and the fact I’ll be utterly useless in a few more months with the litter? I say if I know now, it would help me be reassure I can trust you alot more with my foals if...anything happens somewhere down the line.” Explained Shadow.

She then told seriously towards the maid servant before her. “Because if you aren’t going to tell me? I’m going to delve into asking Cadence herself and every crystal pony that knows you, get Greens to follow you wherever you go, and keep a caution eye on you. I want to trust you, I really do Sonata...but despite you working for me and being a good friend? For all I know you might be a changeling waiting to replace me when the foals are out.”

Ears pinning back to that, Sonata shifted uncomfortable in thought, hands before herself and seeming to be… a little on edge. It was a good sign to the thestral, showing the crystal mare before her was actually thinking about it. Though, it seemed to take time, as the pony was taking a long period to actually think it over.

With a low and almost regretful sigh, Sonata told, “I was sent to protect you and the Overlord.” Saying it simply as that. It was enough to make Shadow blink as the mare went on. “I’m to put my life on the line if anything comes close to hurting you, or your foals. My orders, are as simple as that. Protect the Overlord, the Overlady, their progeny and monitor any threats to them.”

Staring at her, she thought it over long and hard...that apparently someone sent Sonata to protect her and Jerry, as well as her foals. Making sure nothing harm them all...Looking at Sonata, did she asked. “Are there other mares that were sent to protect us...and was it by the Royals in Equestria Island...or someone else?” she doubt it was Cadence, maybe Celestia or Luna...but the crystal mare came from Alpha base…

“I wish I could answer that, Lady Shadow.” Told Sonata honestly. “I really wish I could. But I can’t.” Then bowed her head, “Not because I was told not to, but because I honestly can’t. I’m unable to tell you anything about if there’s others like me, or who sent me… Unless the one that sent me gave the order that would let me actually say.”

Being quiet, she thought a bit...and asked. “Are you choosing to not to say it...or you’re literally unable to say it unless you were given orders about telling me?”

Shaking her head, Sonata said, “I literally can’t. Even if I tried, I’d lose the ability to even speak, much less remember what I was trying to tell you.”

Being more quiet, she thought over that, as she asked. “Is it by magic you can’t? Like...mind-magic?”

“I don’t know, my Lady.” Sighed out Sonata. “I honestly don’t. All I know, is I am unable to tell you that information. I can just barely tell you why I was sent, only because if I don’t, it would conflict with my orders to keep you safe if I’m kept at arm's length all the times and under suspicion.”

Frowning, part of her thought that it was indeed mind-magic, possibly powerful one too to make Sonata unable to recall it all. She thought over it as the only reason she said this much, was because if she wasn’t close to the thestral, it would counteract her orders. Taking a breath in...she sighed and said. “Alright...I may not like it...but I think I understand Sonata.” then glance to her and told.

“You do know I need to tell Jerry about this, right? He would have questions too.”

“I’d rather you didn’t.” Began Sonata, “but I can’t really stop you. If it doesn't get in the way of my mission to keep you, him and your foals safe… than I won’t put up any resistance.”

Thinking a bit...she compromise. “While part of me wants to tell Jerry...I think from how you said it...it might be better for discretion. Jerry already has enough trouble as it is. So I’ll tell him the basics and sate his own curiosity…” then thought more and tease. “Although, if you do need to keep the Overlord safe, should I consider you wanting to be a concubine too in a sense?”

Blushing to that, the mare ducked her head and said, “I-I-I couldn’t… that is…” Eyes darting about nervously before sighing out, “it’s a sound ‘idea’, my Lady, but if I died while doing my set mission… I’d be hurting him inadvertently. And that goes against my mission..”

Sighing, she slowly nodded. “I can understand that at least…” then joke. “Although the option is still there for you.” however as she said those words….she thought on Spree...and the whole concubine thing….in all admittance she didn’t thought that might of worked in terms of helping Spree. But at the same time, Spree loves her and see Jerry as a friend. Not to mention the whole concubine thing might work, it’ll get Spree close...in a way, and hang with Jerry more.

This could work...all she would need to do is to get through the thestrals with Spree. Thestral teachings and this whole concubine thing is...tricky. then again, while it would be hard for the foals to understand...she was certain Spree would get it. However...there is another mare I did promise to be with Jerry… already glancing to a clock on a wall, one which one of the Minions set up as she soon spoke.

“Sonata, can you go and ask for Skyward to head to the Private chambers? And please request my Lord that he shouldn’t work through the entire day. He should go and relief his tension in the Private chambers…”

Nodding, Sonata gave a bow and said, “of course, Lady Shadow. By your leave.” Moving with a sense of purpose and heading out to find both Skywards and the Overlord to do her task.


Finish. sighed out a exasperated breath from Jerry, feeling glad that he had most of the work finish. Or rather most of the paperwork finishing on reports. He still had a lot more to do, more papers to fill out, more laws to make, more rules to install...crimes sentences and jail time. Even a sort of law system of a court…

Although what people seem to want the most, is housings!? Sure the Dark Castle isn’t that grand, but really!? Giving a groan as he turn to one of the Servant Minions and order. “Tell the Minions to start building houses.”

“Yes Master, what kind of houses Master want?” spoke the Servant Minion, as Jerry thrust up his hands and told.

“I don’t care! Buildings, homes, pubs, inns! As long as there housings, I don’t care!” moving the paper of housing request on the side for ‘to do later’. As the Servant bow and left for another to take it’s place, he thought back to law systems...

Granted that was harder to do, especially since he lack the exact knowledge of law, he didn’t sign up in law school, so how was he supposed to enforce law and order!? Groaning he facepalm, rubbing his forehead as he look at the amount of work. Glaring at it as he swore it was getting higher as he thought darky. Bureaucracy, you may fight against me, but you will serve my dark purpose as the Overlord soon enough!

A shame Lovely was out, doing laundry and helping the trial maids in actually cleaning with the Servant, he would enjoy something to look at while doing the work here...but he had to work on his priorities as the Lord of this place.

Snorting a bit, he shook his head as he lean back in his chair, feeling a bit tense, maybe stressful with the amount of work before him...Oh and the fact that he would have to tell his herd and those in his inner circle beside Gnarl that a big evil will show up and he might be killed or fight against this threat in the future.

Fun times….not.

Honestly he didn’t want to tell them...just to ease them. Keep them from stop worrying. There’s no need to worry for now...right? Beside, it would help keep things in the dark if they didn’t know...right?

It was hard to say if he should proceed on telling them, especially when there’s still alot to do here. He’ll might tell them soon enough...just when they were in a secure place and Gnarl wasn’t in earshot. One thing that was good with this entire situation? Some of the mares that were in the ‘trial runs’ seem to stay...other's not so much after the invasion, as some just decided to leave for Equestria Island.

Not that he could blame them...but it would mean there's less likely a chance a Pink would be around, or lesser ponies to suspect as Pinks. Which reminds me...I need to figure out what to do with my...thralls. Gotta figure out what sort of work they’ll do for me beside staying in the cells. he never knew he would be having thralls...and had no idea on what to do with them, especially the caribou captain...part of him was considering on killing the guy...but it seem...wasteful to him.

Hearing a knock on the door, Jerry looked up and motioned for one of the nearby minions to open the door, while he himself went back to the irritating papers that almost mocked his skills in evil. When the door was opened and allowed the visitor entrance, he heard Sonata tell, “my Lord, the Lady has told me to inform you that you should take the remaining day off and return to you chambers to relax.”

Glancing from the paperwork, to the crystal mare, Jerry admittedly took a quick peek at her, he still couldn’t believe that a mare like her...could move fast to keep Shadow safe. He almost swear she was trained as a bodyguard of sorts! Then again that was a bit too far of a stretch to consider. Looking back to the paperwork that was before him, he told. “I don’t know...I still need to figure half of this out.” although gave a stink-eye as he added. “Someone has to make sure this pile doesn’t overflow the room with how much there’s to do.”

Bowing her head, Sonata told, “she seemed adamant about you getting some rest and relief, my Lord. I believe she wishes you to relax some before continuing with your job as Overlord.”

Considering that over, he had to let the mare, and to a extent Shadow, having a large point on this. Mostly because of the amount of work he would need to do, as well as make sure things smooth over with the ponies own emotions of the failed invasion. Not to mention on rebuilding his forces, try to gain those upgrades for the Dark Castle and it will be a while until Neon was caught…

Even more, he really didn’t want to keep going with the papers with his mood as it is. Otherwise he might have killed one of the Minions out of anger. Taking a breath as he let out a exasperated sigh. “Might be best for me...otherwise I might kill one of the Servants by accident.”

“Best if Master does relax, keep Master anger in check.” quickly agreed the mentioned Servant as while they would loyally serve the Overlord, they rather to not be killed by said Master in his irritation.

Rubbing his face, he said to Sonata. “Very well, I shall return to my chambers…” then got up as he told to the Servants. “Put everything away for me, no need to let this all out.”

“Yes Dark One!” replied the Minions as they hurriedly moved to put the things away, as Jerry glance to Sonata as he said.

“You may return to Shadow now, Sonata.” then thought and added. “And...Thanks for keeping her safe from that sudden Pink attack.” knowing that without the crystal mare quick reaction...Shadow wouldn’t be alive today. Something that nearly terrified him to the deep pits of himself.

Giving a deeper bow, Sonata told, “I’m only doing my job, my Lord.” Turning and leaving out the door to get back to her own work.

Uhuh...doing her job, huh? thought Jerry as he headed out after her, making his way to the bedroom, partially wondering why Shadow wanted him to take a break now? Part of him thought over that she could sense that he was getting stress out with the amount of work with bureaucracy being made. Or the aftereffects of the whole invasion thing with a runaway Pink…

But another part of him worry that she noticed he wasn’t telling her something. That he was keeping hidden of the Eyes of Fate and the newest threat? That part couldn’t help but feel guilty. It almost made him unsure even more. Shaking his head off on that, he thought to himself. Relax Jerry...might be overthinking it, for all I know, she just want me to relax...or maybe she sent Lovely to meet me and ease my tensions? already thinking that could be why, but if that was the case, wouldn’t she of asked Sonata to bring the earth mare, or at the very least made mention?

Hrm...wonder if Shadow just want me to relax by myself? I rarely have ‘me time’ and the only time for me to do that is with work and loads of paper. a small sigh escape him, as he unconsciously was following the path to his room, already use to knowing where he was heading without looking.

He almost didn’t notice he was at his door, or at least he heard the newly made ‘Elite Minions’ spoke. “Greeting Master.” giving glances to two Browns as he gave a quick nod, as despite him knowing they were from the ‘past’...he was honestly surprise they were smart. Smart enough to think almost like Blues. Or rather know better. He partially wonder what they remember of him, what they remember of his ‘deeds’?

Sure Gnarl gave small hints, as did Mortis...but they were alive for a good while, what did those that died and revived recalled of him? Something to think of later. thought Jerry as he enter through the doorway, making a small turn to his chambers to see no one there, not even Lovely as he thought. huh...so it is a ‘me time’. yet despite knowing he was alone here...part of him felt a bit disappointed, even sad that there was no one here with him.

He summed it up for being so used to having someone else beside him in this room.

While he moved about the room, mostly lost in thought to himself, he almost didn’t notice the hoof steps sounding. Turning his head to the personal bathroom that was recently finished not a week earlier, he found himself slightly attentive at the sight of Skywards a bit damp and completely naked. Likewise and beside her in a towel was Seasalt, somewhat drying her mane and possibly just as naked if it weren't for the towel around herself.

Both noticed him quickly, and Skywards gave a smile and gave a cheerful wave of, “hey Jerry, I’m here to have sex with you!” The utter bluntness caused the mare beside her to face palm and mutter something. Oblivious to this, the yellow pegasus went on while poking the unicorn beside her, “Oh, and Sea’s here to make sure I don’t mess up on the sex.”

Blinking a bit, he thought. Huh...that would...slightly explained why Shadow want me here. She figure I was really needing relief. I can work with this. Slowly nodding, Jerry said. “I see, I see…” then glance to the bed as he move to sit on the edge as he asked to Seasalt. “I’m going to assume that we’re going to take this a bit slow for Skyward sakes?”

Before the airhead could speak, Seasalt placed a hand on her mouth and told, “yes. We’re going to go slow and try and show Sky what it’s like to have enjoyable sex.” Giving a slightly concerned look to Skyward before admitting, “so it will be awhile before she knows how to… do what I or any normal mare would know what to do.”

Giving a nod, he look to the mares, then to himself as he glance up and remarked. “I should probably take my robes off now,” than admitted. “I have been really...stressful, especially with building a entire law system from the ground up.” hands already started to undo the knot on his waist. He although tease a little to the two to try to get himself further in the mood. “Maybe you should remove the towel? It’s just us after all.”

Shaking her head, Sea said, “if you don’t mind… Jerry.” Hesitantly using his name, but still going on. “I just want us to focus on Sky for now. I might keep mine on for a bit.” Then flushed to say, “th...then when we’re done with her, you can just… open me up like a present.” It was embarrassing to say, but she was sure that it would make Jerry a bit more excited.

Smiling all the more, he said. “I would like that Seasalt.” then undid the knot, taking the robe off abit as he shifted a bit to let it off complete as he look to Skyward as he suggested. “Why don’t you come by me Skyward?” adding a bit in teasing. “Get a good chance to feel the hunk of the Overlord?”

“Ok.” Agreed the mare with very little hesitance. Part of Jerry wondered if she even caught his teasing, she seemed to take him at face value and walk right up to him. She also lacked any seduction in her walk up, only the slightest of feminine sways in her hips and strides.

Walking up with and sightly using a hand to be sure the towel kept closed around her body, Sea used her other arm to ease the pegasus. “Slow down, Sky.” Then looked to Jerry for a moment, looking him up and down before breathing in and out. “Let’s… start with something simple.”

Looking to him, Sea asked, “do you mind sitting on the bed, Master?” seeming to switch to the ‘default’ title during such seasons.

Chuckling a bit, mostly to help Seasalt plan whatever she in mind, not to mention feel a bit of his ego raise at being called ‘Master’...then again, could anyone blame him? Moving a bit to sit more on the bed, sitting comfortably as he told. “Alright, Seasalt.” Knowing that right now it’s best to wait, mostly to help Skyward have a better understanding of sex...and enjoying it alot more.

Motioning for the mare to follow her, Seasalt guided the pegasus and knelled by Jerry’s legs, having the mare take the other side. Gently, and with some care, she used a hand to grip and stroke at his still limp member, and told, “we’re going to start off with servicing the Master, Sky.” Began to mare, easing Jerry’s extra limb to become steadily firm.

“What I want you to do, is gently lick him and if able, suck him off.” The mare made a motion for the pegasus to watch, as she herself moved and began to do just that. First, licking the side and underbit of the shaft that had grown, sending a slick and warm sensation to Jerry’s loins. She approached the head, gently taking it into her lips to lick it and gently suck before letting go to keep licking around, hands slightly massaging.

Giving a content sigh, Jerry spread his legs more, enjoying a bit of being service. He look down to give a bit of advice to the two. “My ‘head’ sides are sensitive, it’ll grow faster if you focus on that.” then added to Skyward as he place his hand on Seasalt head. “While my member is str-,” but quickly shutting up as he saw Seasalt stopping to give a look to him, one that Shadow gets to shut his mouth when he states the obvious. “Nevermind, continue on.”

Sighing and slightly wondering if she needed to have a talk with her ‘Master’ later on, Seasalt gently jerked Jerry off and turned her focus to Sky. “Remember, slow and gentle like I showed you. I want you to try now yourself.”

With a slow and unsure nod, Skywards moved her head and hands, Sea herself moving away to give the mare a chance. First, the pegasus breathed in Jerry’s scent, a bit musky, but not too strong yet. With her mouth open and hand up, she began to slowly grip and jerk him, licking around the upper portions of his member.

While she did, Sea coaxed, “you can use a bit of pressure.” Using her hand to wrap over the mare’s own, applying a bit to give an example. “About… this much.” gently guiding each stroke. “And be sure to treat the head, like I showed before.” Both watching the mare turn her head to take the tip in her lips, sucking away some with a bit more gusto than Sea had, but not too much.

Giving a approval hum, a hand gently place on her head, as while he wanted to teach on bobbing her head slowly, he held back. Right now was showing the pegasus how to have sex right, his ‘wants’ can come later. Although he did voice out. “That's good Sky…” gently scratching her head some, feeling her going from sucking the tip to licking over the shaft, as it goes from half-mast, to full mast.

For a while, he just basked in the feeling and maybe the slight power of this mare jerking and licking him off. Feeling how she tasted him and gently handled his rod. A few times he heard her take in a large breath near his crotch, apparently picking up his aroused state even more.

Though when she backed off, he glanced down to see Seasalt had eased the mare back and had her stand. Moving to the bed, Seasalt had Sky crawl on and lay on her back, then joined on the bed, sitting down as she did. Massaging the mare’s shoulders, Sea looked up and told, “your turn, Master.” Leaning and sliding her hands down the mare’s body and gently moving to spread both legs to show the cute little marehood of the pegasus.

When that was done, with Jerry getting a nice tantalizing glimpse of the tightly held cleavage of Seasalt’s towel chest, did the mare sit back normally and massage the mare’s shoulders. Looking down, she said, “just stay like this Sky. Let the Master get you ready.” Then glanced up to nod to Jerry.

Giving a nod, he turned to crawl up on the bed, looking at the tempting flower of the mare as he look up and decided to start it off easy for Skyward. Mostly coming up to her head as he lean his head down to give a simple kiss. Then kiss again, this time letting his tongue enter in her mouth, feeling her being unsure of what to do while being kiss, but just took it. It almost reminded him of Lovely.

But he kept up the kiss, rolling it around with his tongue on her own, even ‘pulling’ her into his mouth a bit. Although he had to stop to let her breath a bit, as the human began kissing her neck a bit, before going down with each kiss. Going down to her collarbone, going to her chest as he heard her breaths a bit more deeply, feeling her shift a bit but staying still. He move a hand to one chest to gently feel the small perky and firm breast.

While it wasn’t like his other mares, he still gave her attention she needed. Feeling her shift again as he massage and playing with the one breast for a while, did she gave a relax sound. Even a slight moan. He decided to surprise her with a lick to her nipple and suckle gently on one, with the other hand gently tweaking the other nipple. He heard a sharp breath in and felt her shiver. He figure it might be best to keep at this...or until he switch breasts and hands. Giving the other breast attention with his mouth and gentle minstrels with his fingers.

The overall slowness was new to the yellow mare, giving a shiver and another little moan when he sucked on her other nipple. A new pleasant sensation slowly crawling it’s way into her and making her breathing pick up. She felt a bit more relaxed with Seasalt rubbing her shoulders, easing her to stay still and not feel so… so restricted or forced.

She, and even Jerry, were a little caught off guard when Seasalt leaned her head down and gave a upside down kiss to the smaller mare. Regardless of the surprise, Sky moaned all the same and slightly shifted while the unicorn played with her mouth with her own. When Seasalt let go of the kiss, she continued to trail them about the pegasus’s head and neck, almost tenderly so.

The sight was exciting to say the least, and steadily, Jerry began to go more south. All the while, he watched as Seasalt slowly slide her hands down form the shoulders to the two perky breasts, gently taking and massaging them. It gave him a chance to reach to the hips and the little marehood that just barely glistened with a wetness. But the smell of arousal was there, beckoning him to take a taste.

Been a while since I last tasted a mare...well...technically this is new… thought Jerry as he decided to not overthink as he place his hands on Skyward thighs, rubbing gently as he lean his head down for a simple lick. Hearing a small surprised sound as he began licking more on the outside of the flowers. Tasting...tasted like pineapples. I still don’t get how ponies taste like food sometimes. mindlessly thought the human, before moving his mouth more to the slight wet lips and gave her the ‘Overlord treatment’.

Which was using his tongue to roll around in her flower for a ride. Granted he wasn’t long as a pony tongue...but he does have experience. Hearing and feeling her squirm a bit with low moans. Glancing up did he saw her gripping the sheets with her hands, breathing pick up, with her chest heaving and her face flushing a slight red. Smiling a bit, he pull back a bit before moving his hands down to gently open the slit more before licking and gently suckling on the flower itself for more of it’s sweet taste.

With a long, “Oooooh~” Skyward gave a slight twist of her hips and curled her legs a bit, trying so hard to stay still. “I...I…” Panting all the more while she felt another tender kiss on her neck and a gently flicking of her nipple. “So…I… IIiiiiieeeeeee~” Giving a slightly long and slightly pitched screech while her legs clamped. Jerry found his head stuck while his tongue was gripped and pulled at by her tight insides, a slight dribble of her cum leaking a bit.

After a while, those admittedly strong legs relaxed and let him take his head away. Sea had since stopped her treatment and had now moved Sky’s head to be on her lap, gently massaging the pegasus’s shoulder’s while the mentioned mare herself panted away with a red face and an almost amazed expression.

Looking up, Seasalt smiled and said, “I think she’s ready for the real thing, Master.” But seemed to tell in a reminding tone, “and remember… as if this was her first.”

Moving his head away, licking and wiping off the juices on his face, the human nodded. Looking at the pegasus as he move a bit to face her again, giving a kiss to her, as well as letting her taste a bit of herself. Moving his lower half down as he gently prod the wet marehood and slid in rather easily. However he had to pause when his head enter in as she was tight, much more tighter than any mare he gone in...Even more tighter than Lovely on her first time.

Pulling his head back from the kiss, did Jerry took a deep breath, slowly pushing in as the walls were like a velvet vice grip on his rod. A rather...pleasant tightness to him as the mare walls were giving him a lot more pleasure in terms of ‘grip’. It almost felt like she was a virgin with how tight she was! Although part of him worry if he was going to fit all of himself. After all, unlike his other mares, Skyward was smaller than them. Especially with how tight she was with him half-way in her already.

Despite this, he continued to push in slowly, trying his hardest to not give in and just ram full in. The sounds of her giving little moans and squirming under his invasion of her marehood only heightened the feeling. The tight walls moving, shifting and rolling over his member. It took a lot of effort to just push all the way in, even pausing a few times to try and calm himself.

What was possibly surprising was just how much she took of him. Bit by bit, more and more of his dick sunk into her, making her arc her back and moan away. When he got close to finished, he gave a little jerk to ram the remaining inch in before he completely hilted, making Sky give a gasp of pleasure. It was surprising she took him all, but all the more when she moaned out, “Oh, oh fuck… oh fuck…” Sounding to be in deep pleasure.

She gave a small whimper sound and said, “Please… don’t stop moving… it feels soooo good.” Shivering a little, and causing her velvet walls to twitch and grip all around him. As if trying to coax him to go at her.

Taking a control breath in, he move his hands to her waist to have a good grip before slowly pulling out of her. If he thought she was tight now, she was squeezing all the more with him going out of her, he had to pause now and then to hold himself back from slamming back in suddenly. This was about helping her understand how sex actually work, reminding himself on this he kept moving out.

At least halfway before pushing back in as he move his head to give another kiss to her, moving his tongue around her own as he decided to surprise Seasalt. As when he pull from Sky lips, did he raise his head to kiss into the unicorn mouth.

He was close, but a finger came up and stopped him. While he was confused, she told in a oddly firm way, “nevermind me, Jerry.” A slight change in her tone. “Sky needs this more than me.” A odd touch of… worry there. Concern maybe?

Whatever the reason, his lingering pause had Skywards whimper and squirm and say, “Jerry~!” Slight whining amidst it. “Please, fuck me already!” Sounding a little wanting and needy.

Ask Seasalt after Skyward. was all he thought, as he refocus down on the petite mare, going back to his slow pulling of his rod out of her walls, but part of him was tempted to just go fast and hard in her. Mostly with how her walls were becoming more wetter and how she squirm a lot more. Although did he notice she was moving her hips, unconsciously possibly as it seems she wants more than slow...or rather a faster pacing.

He move his head down to gently kiss the pegasus neck as he began to go on a medium pace in her, moving back and forth within her walls as he heard her giving pleased pants and moans. Her legs curling around his hips, pulling him as if to encourage more from the male. He had to move his hands to her rump to lift her lower half up, feeling the firm small ass.

He couldn’t help but gently squeeze said ass as he gave small nibbles. Although as he was going more deeper and faster in her, the more he heard her shouts of, ‘yes’ ‘more’ ‘fuck’ or just scream in pleasure as his hands move from her firm ass to her hips again, mostly in this position of leverage with him on his knees.

At his picked up speed, it was so much easier to go in and out of the tight walls of the mare-- and he was starting to love it. The screams of her pleasure, the way she shouted and moaned. He felt himself ready to unload-- he just needed a bit more. He was a little surprised during his next thrust, she gave a utter scream of bliss and those already tight walls went from vice, to trapping.

Jerry felt himself stop, half because he couldn’t move out. The other half being that the utter tightness pushed him over and cum hard. While he clenched his jaw and felt the need to push hard into her-- Sky continued to scream and press her own marehood to his manhood tight, legs not letting go.

He had to stay completely still, feeling his essence go into her womb, holding those small waists, Jerry felt her walls were milking him hard and making him give all he had into her. He partially wonders if this was why the caribou that raped her took her so often with how tight she was? Although it would make sense, granted with how she look, she wasn’t the best looker...but with how tight her marehood was, he had a good feeling she was taken constantly due to her snatch alone.

Slowly, she wound back down and sag, legs shakily letting go and snatch steadily losing around him. She huffed and gasped for breath, Seasalt gently combing her fingers through the mare’s mane. When Jerry was able to pull out, causing a pleasurable sensation of her walls sucking his member nice and good, did Sea speak.

“Let’s give Sky a moment to rest.” The blue unicorn using her magic to gently lift and move the pegasus over. Sheets were moved and pillows fluffed before tucking the dazed and siling mare with a far-off look. Seasalt gave a gentle smile and moved up to lean and give a gentle kiss to the mare’s head before scooting away and back to Jerry.

Looking to him, she seemed to think and moved behind him. While he recovered his own breath, he saw a towel get levitated off to the side, while two soft and firm breasts pressed into his back, rubbing up and down in a pleasing way and hands gently massaging his back. “You liked having sex with her, didn’t you?” It wasn’t a accusation, but a observation form the mare’s soft tone in his ear.

Taking another breath, Jerry admits. “Yes...she was unbelievable tight.” glancing down to his mixed juices member that still throbbed as he added. “Enough to get me still ready. The only other mare to do that...is Lovely believe it or not.”

He could almost feel the mare behind him nodding, before she asked, “do you still need me to relive you, Master Jerry?” Hands sliding over his back and sides before gripping and slowly jerking his member. The sensation made him shiver as she told, “I can take it rough like Sky, but I wouldn’t mind more foreplay.”

Taking a moment to breath in, he turn his head to smile at her as he answer with a kiss to her lips. His body turning a bit as he move a hand to cup a breast in gentle squeeze, while the other hand move to gently rub her slit. Giving a rub as he felt her wetness, pulling back from the kiss, he told. “I don’t mind a little foreplay…” then move his hand to her flower to finger her as he whisper in her ear. “Especially when it please me to see a mare get please from my ‘handiwork’.”

She gave a slight smile and roll of her eyes before moving in and giving him a full on prance kiss. Arms around his shoulders, she pushed and both fell back, her once more grinding on his ready rod and rubbing her body over his. In turn, one of his arms came around to hold her and feel up her nice rear and the other was forced to move aside and work the other side of her ass. Both moaning and feeling a more different mood settle in, one that was less frenzied and a bit more… intimate in a sense, sending a whole different feeling of pleasure through Jerry.

Kissing the unicorn with her slight forwardness of a kiss, he glance to Sky for a bit, as he partially wonder what Sea saw for that brief second with the mare...but figure it was best to ask later on when they were not in the mood. He squeeze more of the ass, kneading it as he decided to surprise the mare, quickly spinning the two as she was on the bottom now as he pull back from the kiss.

Giving a smile, he joked. “Can’t let you do all the work.” kissing her neck as he kept grinding on her wet flower, before pulling back and slowly penetrating her marehood. Hands moving from ass to her waist for better positioning. In hindsight he was glad Shadow sent him here now, mostly to get his mind off of the amount of work and troubles he dealt with...that and enjoy some time with the concubine mare. He did however add small nibbling’s on her neck this time. Mostly to help her get adjusted to his teeth...that and know both Shadow and Lovely love it when he does it.

Moving his rod in and out, he decided to go a bit at medium pacing, not going overly fast, but still enjoying the mare and her neck.

She gave a breath in and moved her arms around to his back, rubbing and massaging him while her legs slid around his sides and looked around his waist. This gave him a sort of control, as the mare seemed to just submit and allow him to go at his pace-- though denying him to merely leave. Leaning her body up more to keep close, he could feel her harden nipples rub on his bare chest, and a hot breath on his own neck while he nibbled at hers. She gave a feminine moan, one that sent excitement through him while he kept to his medium pace.

While it wasn’t as fast and frenzied as skywards season of sex, there was a odd, lustful allure to how he had sex with the unicorn. The way they paced themselves and how her walls, while not nearly as tight as Sky’s, were almost gently massaging his member and coaxing him to seed her. He felt her lips rub and part to let her teeth gently graze his skin, and soon her tongue came out to give a lick. Lips back together, she gave a suck and a light nip of her own to his neck, sucking and letting go with a gentle pop.

Pulling back from his nibbling, he warned in her ear. “Try not to bite to hard, skin bruise easy.” Which she then gave him a ‘I know’ sort of look, and a slightly paused their sex. Rolling his eyes, he knew he ruined the mood somewhat..then decided to increase it as he move a hand to her tail to rub underneath at the sweet spot. Giving a kiss to her lips as he should learn to really shut his mouth and enjoy the mood.

Really, he should of know this by now.


After having some steamy sex with Seasalt, Skyward got back up and came back pleading for more, going at it a few more times as he learned that Skyward really enjoyed what he did the first time. But enjoyed it even more when fucked her silly.

It seemed that Skyward didn’t care what position they were in, as long as he was rutting her non-stop? She didn’t even care if he had her front press hard down and her ass high as he rammed her into the bed like a bitch in heat...although he felt like she enjoy it either way. Between each hard-fuck of the pegasus, was the much more steamy and slower sex he’d have with Seasalt, overall making the sexy-threesome last for a hour or two.

Thankfully, Sky conked out, as the three relax on the bed. With Jerry sweaty with his back on the bed, a arm on each mare as he held them close, Jerry sighed out as he look at the ceiling. “Wow…” then looking at both mares and remarked to Seasalt as she lean on him some. “That was...intense...I can’t remember a time where I was fully relieved since…” thinking a moment before finishing with a hand on the unicorn chest for a gentle grope.

“When I was with Shadow and Lovely when they get really frisky.”

Pressing herself to his side, Seasalt would admit, the sex was… nice. Much more intimate and passionate than the cruel rape’s on her person. “I think most of that was because Skyward was being a….” Pausing, unsure how she wanted to say it. Eventually, she rewarded, “With Sky being… enthusiastic about it. She took most of your zeal I think.”

Snorting a bit, he gave another gentle squeeze of her chest, before looking at Skyward, seeing her sleepy form pressing on his other side. His hand was more on her firm ass since Skyward was pressing herself more on him, that he almost thought she was like Lovely in wanting to stay as close as possible to his side. Glancing to Seasalt he did admit. “I will have to agree on that, Skyward really enjoyed the first time....”

He however looks at Seasalt and said in slight concern. “Seasalt...when I was going at it slow with Sky and try to kiss you...I notice you were looking a bit...concern. And worry.”

Sighing to that and glancing over his form to spot a contently sleeping pegasus, Seasalt said while turning to Jerry, “I’m worried for Sky.” Shifting a bit to just lay back and continue talking. “I had a good… long talk with her in the bathroom while we cleaned up and waited for you. She needed you to give her attention. That’s why I stopped you. You needed to focus on just her at the time, not me. Her.” Making a good emphasis on the mare.

“She’s been mistreated by a lot of people, Jerry.” The unicorn sound sad at this fact while she continues to explain. “When she was just 14, hardly into her next year of school, she had… trouble getting things done. She was a little clumsy and she was orphaned. She was trying to slowly make a life for herself and get a education best she could.”

“Then… a mare found her.” It was at this point that Seasalt became even sadder, and brought her brows together tightly in slight annoyance. “Apparently, Sky was fast and agile for her age. She, the mare saw potential and, well… to be blunt, she tricked Sky into giving up her work, education and schooling to train for racing. I don’t have to tell you.. Sky is… she’s naive.”

While they lapsed into a slight silence, Seasalt went on. “For three years… that mare trained sky to be the best Race Pegasus she could. Won a few junior competitions and once she reach 20 would be allowed into senior or masters races. High-tier and dangerous races, but very profitable.” There was a pause before the unicorn told, “The Caribou came just after one of those junior races and Sky didn’t get far and was caught and raped… She just turned 21 a couple months back, so as you can tell… she was a bit young when she was taken. Without any schooling or anyone actually teaching her about life… she just wasn’t ready for any of that or know what it’s like to be loved in sex.”

Being silent, Jerry moves his hand from Skyward ass to her head. Giving loving head scratches as he took a deep breath in and said in a somber tone. “Poor Skyward…” taking another breath as he asked to Seasalt with furrowed brows on his head. “Do...do you think that's why she wanted to be, my concubine? Because I was something better in her life?”

“Yes.” was the simple response. “She was never taught how to properly live, Jerry. Everyone here thinks she’s this… klutzy airhead that’s oblivious to everything around. But the truth is? Nobody was ever there to actually care and help her.”

Seasalt seemed to cuddle to him in her discomfort in telling him this, her alluring form melding with his side. “She decided to be your concubine because she thought ‘that caribou did sex and he liked it. It must be something I can do right’. She never knew that he was really raping her, I don’t think. And she got so used to the rough treatment…” It was left unsaid, seeing as Jerry knew the pegasus was, in a sense, his bitch in sex.

“I want to help her.” Seasalt told him. “I want to help her realize what it’s like to actually have a life. And it’s why I stopped you from kissing me, so you can give her attention. Attention no one was willing to give her… maybe later on? Really love her, because I don’t think she’s ever had a real taste of love.”

While they remained quite after that, Sea signed out and told, “I’m going to talk to Lady Shadow later about Sky and finding a way to help her out more. Because at this point, she sees herself as either a racer… or, your concubine. Which only means ‘your sex toy’ in all reality.”

Giving a nod, he moves his hand from the unicorn chest to her head, gently petting her as he told. “It might be...good for her to find out more than being...either of those things.” giving a glance to Skyward as he gently pull the petite pegasus to his form more...then again it’s not like she wasn’t against it in her sleeping content, as he said to Sea. “I’ll...do my best to give her real love each time...give her the attention she needs, appreciate her…” then gave a low sigh and admit in slight bitterness.

“Although...was I really the best option for her? Especially since I’m the bad guy of all things?”

“You’re not a ‘bad guy’, Jerry.” Seasalt said rather firmly to his surprise. “Bad people don’t save other’s when they’re being raped or enslaved. Bad people don’t help the deathly sick get a cure to save them. Bad people don’t let children remain unharmed when they’re raiding our oppressors that ripped families apart and hurt anyone they wanted.”

Looking at him, Seasalt said, “I don’t care what everyone, everypony thinks. You’ve done good things without needing a real reason. There might be rumors of threats, of possible tributes and other things. But you… you saved us from something worse than death, Jerry.” She sighed and shifted a bit and added, “a bad person wouldn’t have cared what his wife felt. Or if he had a huge herd, or be worried about Sky’s condition or maybe forcing themselves on me and having their way while I screamed for help.”

“You’re not a bad person. If you were, I wouldn’t be here as a Concubine for you.” Those were the last words of the mare as she turned a bit and said, “I’m tired Jerry. As much as I want to keep talking… I’m tired. Let’s get some sleep.”

Giving a low chuckle, he said. “Yeah…” Moving the mare to gently lay on his chest as he told. “Sleep…” although didn’t stop his gentle petting on either head as he thought over on her words. I...I did those things because of what morality I had left….I had the oddest dejavu with Joy in that Cyclops...Maybe...maybe I’m not that bad of a guy...right? I mean...they are right in a sense, if I was bad, if I was bad...I wouldn’t care about anyone but myself. I wouldn’t save them, I wouldn’t...try to do good… but another part of him reminded something that brought a shiver up his spine.

But because of that tenderness, I doomed everyone. Because of that piece of good in me...I brought a Evil so bad, there might not be a way to stop it. The Eyes of Fate warned me...and we’re going to be paying for it. Unless...unless he knew? He knew I couldn’t do it. He knew I couldn't keep up the act like those Princesses’ say? That he saw everything before it happened… furrowing his brows in thought and thinking more.

Meaning..it didn’t matter if I was good or not...as long as I kept up the entertainment, anything goes… a frown on his face as he thought on that. It...doesn’t matter...no more death-threats on my choices, no more having to keep it up...except… thinking it over as he recall everything of Overlord series. But the Minions follow a Overlord...a evil overlord...except...except in the first game, I play through a benevolent Overlord. One that allows the peasant to live, allow the elves to reproduce for future followers?

Thinking more as since he’s the Overlord...doesn’t that mean he’s the leader? The Big Boss in a sense? That what he says is law to the Minions? But the question is...who to bring this up? Not Gnarl. Quaver is...iffy. Don’t know about the other recent revived Minions...Mortis. Sure he wasn’t in the first game...but he was in the second. but he look to the two mares, both sleeping by his side as he didn’t want to wake them…

Not to mention he didn’t want to move from this spot. yeah..I can wait in the morning. although before closing his eyes, seeing the sights of both thestral and earth mare coming in with smiles on their faces. Something in him tells that they are going to enjoy cuddling very soon.


In the morning of the Dark Castle, with a side of breakfast being served, coffee-- and gave a bit of attention giving to Skyward as he assured to Seasalt. Mostly of hugs, something of which slightly confuse the pegasus, but enjoyed the slight attention nevertheless. While Lovely pout cutely at her Master for giving attention to the pegasus than her, she was given her fair dosage of attention as well.

While he and his herd had a enjoyable private meal in the Overlord room, as well as Minion Servants coming to tidy up the place, each went their own way. With Lovely going to wash the sheets and robes of Jerry, saying she’ll be by his side later on.

Shadow went with Seasalt and Skyward, mostly for Seasalt to talk a bit with the mare on last night. As well as talking on Skyward on how she felt from Jerry attention on last night.

Jerry himself was coming down to a place he rarely goes to now, mostly out of not having the time. The Spawning Pits, or the Minion Burrows whichever one fits in a sense. Although he noticed that things look a bit...different as he was walking down the steps, granted everything look the same as from the first game...but it seems that the Hives were a lot more...defended with some sort of walls around them.

Looking at the floating Tower Heart in that pond area under the park beneath them, did he notice a few Minions moving about? Jerry could tell that some were newborns; others were veterans as they gave their own respectful “Master!” or “Dark one!”

While Jerry gives some nods, he glances around as he couldn’t seem to find Mortis. Looking around he called out. “Mortis, are you here? I need to talk to you?”

“Yes, my Master?” spoke the watery-tone Blue as Jerry couldn’t help but jump too, as he turn his head to see Mortis...standing there with his scythe and wearing those dreary robes. Looking up to the Overlord as Mortis asked. “Did you request of me, Overlord?”

Slowly nodding, and feeling his heart rate still rattling and trying to ease itself as Jerry said. “Yeah...I wanted to talk to you on a few things...is there a place where we can…” slowly trailing off as Mortis nod his head as he turned and told.

“Follow me, Master. I will bring you to my personal dwelling.” Taking the lead as with Jerry glances to the blue minion, before the Overlord began to follow the Blue Minion. They were moving alongside past the fortified area of the Blue Hive, and onto a little pathway as Jerry remarked.

“This seem new.” to which Mortis confirmed.

“It is, Sire. Due to my position to revive old Minions from death itself, the other's seem to feel I owe a place of solitude for myself.” coming by a small area of a hut and a river stream. Coming to a stop, he motioned to some rocks. “Please, sit My Lord.” As Jerry sat down as he tried to settle on sitting on stone. Mortis came to settle on a smaller rock as he waited for Jerry to talk to him.

Jerry took a breath and said. “Okay uh…” trying to not feel awkward about this, but at the same time still felt awkward. “Oh boy...this is...” Mortis seem to wait, not saying anything as he waited for his Master to say his mind as Jerry took in another breath and tried to asked….but what could he ask? Ask if the Blue see him as a Evil Overlord? If he still is the Overlord? If he’s still bad even though he’s done good? There was...a lot to say or ask to the Blue...

Taking a moment to think, did he finally ask. “What does...the Minions expect of the Overlord?” The Blue Minion hummed before turning to look at Jerry as he told.

“Minions do not expect the Overlord of anything. All they truly expect is the Overlord to lead, to gain glory, and to bash a lot of things.” then thought and amended. “ to the Browns it’s smashing...Reds prefer you burn things...Greens prefer you stab things. Blues just prefer you don’t kill them often.” Jerry stare at Mortis as he asked.

“That's...it? Just to lead, gain glory and do...stuff?” if Jerry was honest, he expected...some sort of spieal of doing great evil and things that Gnarl love to tell him. “But what does a Overlord do? What does the Minions expect their Ruler and Master to do?”

Mortis consider that...before telling. “There are various of Overlords, Master. Some do great evil as we follow them. Some do horrendous acts as we carry out their orders, other's do things that may cause unspeakable things...However, you are different, Master. Unlike other Overlords, you prefer to be a benevolent Overlord. Always making sure to have happy and loyal subjects-- to protect you later on.”

Then Mortis soon told. “We do not expect much from you, because we cannot live without you, oh Master.” it made Jerry pause a bit as he look to Mortis as the Blue told on. “Without you, Minions will be without direction, without organization. We Minions do not have a purpose, without a Overlord. We need validation Master, a reason to live. Without one, why be born in the first place?”

Raising his head up, his yellow eyes glowed under the cowl as he told. “We are nothing, without the Overlord. Without a Overlord, we will simply die off.” blinking more, Jerry asked.

“You mean...I can be any sort of leader...either as good or bad?” Mortis tilt his head some as he soon answer.

“As long as I knew of you Master, you were always a benevolent Overlord. Feeding the peasants, saving the elves, staying on holding back your vices. Mostly because you knew that to live long, is to earn people admiration, turning it into loyalty. The more loyal they are, the more they will fight more for you. In turn, giving you more Minions, Master. Like those of the veterans I resurrected.”

Moving the scythe a bit, he motioned to Jerry with it. “While you may be ‘evil’ Master, you are a benevolent sort to make sure that the more ‘good’ you do, the more easier it is to have loyal meatshields defending you. Like us Minions, Master. Without you, we will not be able to do half the things we have done here.”

“So...I could be good...while be a Overlord at the same time.” confirming Jerry as Mortis nodded.

“Yes, you could be a ‘good’ Overlord. Or a benevolent villain. Either way, you are the Overlord. your word is law.”

Benevolent villain...so I’m the bad guy...but I’m not the bad guy. thought Jerry as he nod a bit and said. “Thanks Mortis...you clear my head up...although it’s a bit surprising that you Minions need me more than...I…” trailing off as Mortis assured.

“Despite what Gnarl says, you are the Overlord, even if you haven't done horrendous acts of Evil-- you are the Overlord.” Getting Jerry to slightly nod a bit before Jerry soon asked.

“Should I get rid of Gnarl?” Getting Mortis to pause for a brief moment as Jerry admit. “I mean...he almost did betray me to get Albert to become the new Overlord.” Mortis briefly wonder if Albert told the Master. Mortis then asked.

“Why do you think he will betray you further, Master? Why so easily wishing his death?”

“Well...Albert mention on how Gnarl was ready to betray me for him to be the new Overlord...that doesn’t exactly assure me that he’s loyal to me…” then wince as he added. “Or that you all...are loyal to me too.”

Mortis eyes focus on the man, as that was a serious and concerning remark. If one Minion would betray the Overlord...would other's? How the Master can be assure his Minions are loyal, if one was ready to betray him? It made Mortis think that despite how Minions are loyal to the Overlord...how could the Overlord trust them with such a threat?

“This one suggest you end Gnarl life, Master. Let Gnarl give you ancient knowledge on written works, use what he knows on paper. Get important knowledge, important magic, knowledge of Minions for you, all else to side. Then end him. If one Minion plans for betrayal on the Overlord, how will the Overlord trust his Minions?”

“Which is why...I asked what does the Minions expect of me, since...well, Gnarl and all.” said Jerry as Mortis hum and nod. Mortis knew he would need to talk...to his fellows soon enough. If the Overlord had doubts of the Minions loyalty, then they were all suspected in that doubt. This will not do.

“Do not fear. All Minions are loyal to you. Especially those of old. We remember the Master well.” assured Mortis as Jerry sigh and said.

“I...wish I could share your feelings on that...but thanks for getting me to think a bit.” already getting up as his mind thought over a few things.

Mortis already was up, and knew he would need to...confirm a few things. Things to make sure that the Overlord trust was not misplace. For without the Master? What reason does a Minion exist?

Jerry however, was thinking. Mind thinking over on...the fact that these Minions, these little imps...needing him far more than he needed them. It was surprising to say the least, that despite them just going to another person...they needed to be lead. To be used…

It would explain how they lost everything in the two games. Even their own Hives. Walking up from the Spawning Pits and heading to the throne of stone with it’s magma flowing down...did he sat down in thought...and couldn’t help but thought on something else. I can be a sorta villian...but a benevolent one. Just like in the games. Sure it’s a lesser evil…

but it also feels natural… leaning back a bit as he tap his foot as...music began to play. Music from a organ. “All good villains pride themselves on rightly doing wrong. But the one thing every bad guy needs,” then rises up his arms as he sang out, gathering attention from the Minions or others in hearing distance. “Is a awesome villain song!” And suddenly, Quaver was on the side playing the piano.

Getting up from his throne as he began to walk, the magic of music taking hold of him as it grabbed other attentions to him. “We villains don't possess the greatest record,” tsking his teeth as he shook his head. “The heroes always chance a victory.” then raise a finger as while he was gathering a crowd as he walked. “But I can clearly tell why these two-bit villains fail,” then stop to turn to face the gathering crowd of ponies, Minions, and caribous as he place a hand on his chest with a wide grin.

“It's for the simple fact that they're not me!” Among them, Gnarl saw this as he shouted and called out.

“The Master has been bewitch again!” He was ignored, as Jerry move around the halls, letting the crowd follow him as he head in the dining room as it was the largest place of space as he sang out to them all.

“Got an endless stock of sweet bureaucracy,” motioning to the Minions all around tossing loads of paperwork for everyone. Jerry jump up the table, raising his left arm up to proclaim as lighting came forth from it as he gave a wide grin. “An arsenal of magics to make you all weep,” then motioned his arms up to motioned around him. “Got an fortress lined full of ballistics,” then lower his arms to his sides as he gave thumbs down.

“And they'll crush anyone remotely altruistic!” then told as the crowd was gathering more and more, even those of his herd and those he consider ‘family’. “This time, the bad guy's gonna to win!” placing a hand on his chest as said. “With my own brand of discipline.” shrugging a bit as he added. “Some disagree with my rise to villainy!” then shouted out loud enough to let everyone in the Castle hear it.

“FOOLS!” then jab to himself adding. “This time the bad guy's gonna to win!”

Then suddenly a Red Minion slid by, playing the saxophone while wearing shades glasses. With Jerry taking out diagrams of pictures as he ‘tutor’ to the large crowd now. “Other villains try to cause chaos or block the sun,” showing quick of both Discord and Nightmare moon, before switching to the changelings. “Other villains like to impersonate others just for fun!”

Shadow blink, as she recalled she didn’t mention the changelings to Jerry….Although part of her was wondering what he was fully singing on this time as he told with a shake of his head.

“And yet inevitably their plans become undone!” motioning to crowd adding. “I've learned from those before me, and my references speak for me!” then smirk as he claps his hands. “...Ladies?” to which the Minions suddenly brought up the mares one by one as Shadow noticed the spot light was on her as she sang.

“I’ve been his Lady since his villainess rise!” with Jerry suddenly by her with a kiss to her cheek as he confirm.

“That’s correct, we go way back!” then move away as Lovely jumped up and glomp his arm with her nuzzle to his cheek.

“He made me to be a Treasure.” to which he smirks and told while slapping her ass.

“She was just asking for it!” then Jade was ‘assist’ up as she snort, crossing her arms and told as she sang with a roll of her eyes.

“Well unlike me, he’s pretty useless.”

“I’m a little hurt by that one….” admit Jerry as he felt a filly glomp his other side in a hug as he look down to see Jasmine assuring him with a smile.

“He’s smart and cunning!” then Skyward slid by his feet with jazz hands adding.

“And equal opportunist!” to which Jerry gently pull both filly and mare hold off him to grab Skyward and hug her in his arms as he confirm in a light shrug.

“That’s right, I hate everyone equally!” then move a arm up to flex a bit. “I’ve got extensive training constant and consistent!”

Although Spree stood by the side of the crowd, glancing with her crossing her arms as her hoof tapping on the floor as she sang. “Umm...courtesy of my own given assistant?”

“....Right.” was all Jerry said before going back into singing as he still held Skyward to his chest still, not bothering letting go since he was in the singing mood. “‘Cuz this chaotic world is truly lawless,” then raised that same arm to form a fist as he proclaim. “United under Jerry, it will be flawless!” then jump off the table with Skyward and Lovely as the earth mare follow him.

“CUZ, this time, the bad guy’s gonna win,” then said a bit lowly. “Unleashing darkness from within.” then soon spoke loud as he turned to face the crowd before him. “Heroic sheep won’t be fit to kiss my feet, NO!” grinning all the more as Minions began to come forth from all over as he proclaimed. “This time, the bad guy’s gonna win!” then as the Minions grabbed a large chair, carrying it as the Minions ‘push’ the main mares of Jerry herd together as when Jerry sat in the large chair he was surrounded by all four of them.

Being Shadow, Lovely, Seasalt, and Skyward. The first on the left arm rest, the second on part of his lap, the third on the right arm rest, and the last on the other part of his lap.

“No one's left, the heroes all have fallen into my plans.” told Jerry, as the Minions began forming into a army as they ‘march’ with him behind them. “Now's the time that I shall cast my wrath upon the land.” Various banners suddenly reveal in the ceilings and raised by Minions to hold up, as Jerry then ‘order’ in a shout. “KEY CHANGE OF EVIL!”

“A bold new era will begin,” then cutting off with a light chortle chuckle, before with a rise of maniacal laughter. “EHH HA HA HA HA HA!” raising a fist he told to all. “As kingdoms fall, I’ll simply grin,” laughing again for a short bit, “He, he!” before singing on. “And when they beg for mercy, i'll just sing another verse-y!” with the Minions suddenly moving the large chair to settle at the head of the table and said. “‘CUZ! This time, the bad guy,” pausing a moment to make a ‘cuckoo-sign’ near his head.

“The bold and slightly mad guy!” then went on as if nothing happened. “This time, the bad guy’s gonna win!” then points himself with both hands. “This bad guy’s gonna win, yeah!”

While the music ended and the inhabitants traded unsure and shocked looks, Spree pushed her way through the crowds and marched up to the grand Villain himself before taking her place next to him. With a light whack of a hand behind his head, she said, “Jerry you dork. What brought on that?” Then motioned to those living in the castle, “are you trying to unnerve them?”

Blinking a bit, as he rubbed his head as he glance around….then told in annoyance. “I’m starting to hate the music of harmony now.” Then suddenly everypony in the room going. ‘Ohhhh!’ then walking off as if nothing happened.

Spree went as far as to blink and soon pat his shoulder and said, “ah, well… it’s alright then. Happens to the best of us.” Turning and about to walk off, but paused to tell back, “catchy song by the way. Loved the jazz in it.” Then proceeded to go back to work.

Sighing some, he heard a giggle as Jasmine skip by as said with a wide grin. “Wow Big Bro, didn’t knew you were good at singing!” then tilt her head as she innocently asked. “Although you wanted to conquer kingdoms?”

Jerry shrugs as he admits. “I just chalk it up for me being a villian? I sing villain songs.” Shadow sighs as she rubs her face and said while in her spot.

“Jerry, I love you...but can you...try to sing non-villain songs?” to which the Overlord replied as he motioned the Minions to clean up the paperwork on the ground.

“Me trying not to sing villain songs is like trying to resist the music of harmony. It just...happens!” told Jerry as Lovely giggle, turning her head to nuzzle his cheek.

“I don’t mind, Master got a good singing voice!”

Jade roll her eyes, moving by her sister and told in slight amusement. “Only because you’re his Treasure, Lovely.”

Jerry glances to Seasalt and Skyward as he asked. “You two aren’t...freaked out by that whole song thing, right?”

Giving a odd look, Skyward asked, “what’s wrong with him singing?” Then perked up with, “it was catchy. Like, really catchy.” Then looked around for the red from before asking, “also, do you think there are any spare shades and saxophones around? Because that looked kinda cool to do.”

Sighing to that and shaking her head in slight amusement, Seasalt told to Shadow, “it’s a bit… strange and maybe a little unsettling, but you know how people get when harmonizing. Sometimes you just… sing what’s on the top of your mind.”

Getting off the armrest, as Shadow look to Jerry and asked in slight concern. “What was on the top of your mind, Jerry?” the man was quiet for a moment, as he move an arm around Lovely still on his lap with the pegasus still on the other side as to pull her in and admit.

“About being...what sort of Overlord I am. And how I’ll do things.” then clear his throat and joked. “Guess not even villians can resist the harmony magic.” Shadow held a concern look to Jerry, partially wondering on what his thoughts were, as Jasmine felt sad for her Big Bro, Jade wisely voice in.

“Yeah...they can’t.” figuring that this was a ‘herd’ problem as she gently lead Jasmine away as Jerry tried to not be too gloomy.

“Anyway, we should, probably get moving...we all got things to do...right?” trying to put up a smile to the four mares around him. While both herd-mares glance to him with small frowns, the two knew that he was trying to either bottle something up, or ignore it. Mostly for their sakes. Which means he would need to be sent to be relief sooner than later. While both mares, especially Lovely wants to handle that? Both were starting to show more and more of the foals, and while they both would love to ease at Jerry and get him to talk?

They had to limit the uses of sex, for the foal’s sakes. Shadow glance to Seasalt and said. “When there’s a chance? Bring our Lord to the chambers for some pampering...with Skyward.”


Author's Note

Credit to song and creator in this link.

Next Chapter: A potential chance Estimated time remaining: 15 Hours, 45 Minutes
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Fall of Equestria: Outward Evils

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