Rose made a deliberate attempt to not look at either Slutprincess, nor either of the Nightmare alicorns after her announcement of the latter's victory. She did not want to be distracted by the dark beauty of the Nightmares, nor the venom of the Slutprincesses and instead fixed her gaze on the two new arrivals in the room. Not least of all Chrysalis, who was rewarding Rose with a proud smirk for her hard work.

Accompanying Chrysalis was the Slutprincess of Friends with Benefits (a mouthful the Slutprincess tended to avoid) was Twilight herself. She was dressed in what had once been a gigantic concealing ballgown but had been shrunk to a revealing purple dress that would be enchanted to ensure that it would never trail around her pussy and that a good acre of cleavage was always available for wandering eyes. All thanks to the Sparkle curse that would ensure that any clothes would be cleaved of anything that might conceal what should be displayed for perverted eyes.

Twilight's face was a simple grimace, no doubt due to hearing of her mentor had lost the first challenge, yet she remained resolved. "I have arrived at your direction, Master, and at the direction of your daughter."

She strutted forward, knelt before her Master and laid down four sheets of paper before him, each written in Twilight's elegant and cursive handwriting. "Chrysalis told me about the challenges, so I also took the opportunity to prepare contracts of enslavement with my own seal. One for Daybreaker, Celestia, Luna and Nightmare Moon each, depending on who might win or lose each challenge, at your own discretion. All may bind them to your will should you wish, or, should you wish to delay, they may simply bind them to the will of their counterpart."

"Look at how horny this slut is, Master," Chrysalis laughed, giving Twilight a cruel slap on the ass, the Slutprincess couldn't resist a moan from escaping her lips. "She's so scared that her beloved mentor might be turned into a pathetic submissive slut, or better said, she's afraid she'll become a pathetic submissive slut to someone who isn't her Master, but she can't help but be turned on."

"I-I'm sorry Celestia, I can't help but be horny." Twilight pleaded, almost ashamed but also so very, very aroused.

"There's nothing to apologise for, Twilight, it's only natural that a horny slavecunt like yourself would be driven mad with such a horny fantasy. It fills me with pride that you have turned into such a perverted fuckslave, as I wanted." Celestia reassured Twilight, her former fury replaced with genuine pride which made Twilight beam herself.

Daybreaker scowled and rolled her eyes. "What a pathetic needy bitch, no student of mine would ever be such a useless cunt." She spat down at Twilight, pressing a heel onto Twilight's back with a mocking laugh, one that grew even louder when she saw the trail of her counterpart's student's cum trailing down her leg.

"Then you'll have a chance to prove it now," Rose said, her voice cracking a bit as she struggled to find the confidence to interrupt the infernal alicorn. She succeeded and was able to steel herself to announce the second challenge. "After all, the second challenge will be to show which is the better teacher for their student. So, Nightmare Rarity, if you please."

After bowing gracefully, Nightmare Rarity once again lit up her horn and cast a spell upon Twilight. This time a spell much like the one cast upon the mirror pool, creating another Twilight identical to the original in nearly every way, with the exception of who she idolised and was loyal to. Daybreaker was much amused to see this Twilight look up at Daybreaker with awe.

"The second challenge is to see which one of you will be the better teacher, simply put you'll each take your own Twilight and see which one of them you can make cum first." Rose explained, her eyes drifting between the two Twilights whom had spent the time gaping at their counterpart. “And neither of you two are to cum early, you both have to hold out as long as possible.”

“How do I know she’ll honour that challenge?” The original Twilight asked, a suspicious glare at her counterpart who returned it with equal venom.

“Because it is my will.” Spike said, interrupting both of them. “And we all know neither of you will defy a direct order from me.”

“Oh, this will be truly excellent.” Daybreaker announcing, marching up to her own Twilight with a vicious glee. “If I triumph, would we keep my Twilight, Master? Or perhaps turn make the original like her.” She asked, running a hand through her Twilight’s hair.

“We’ll see…” Spike said cryptically,

“We will, after all.” Daybreaker shot Celestia a dark, wicked grin. “Only one more challenge and we win. You hear that Celestia? I’ll be taking your title, your freedom and your student soon enough.”

“Then it is fortunate that I’ll win this challenge and make you my own fat-titted slave,” Celestia replied with equal venom, her head up in the air.

“So, um, ready to begin?” Rose asked and received two separate nods. "Then begin."

The two responded in two completely different ways. Whilst Daybreaker leapt into action almost immediately, Celestia was much more patient. She slowly yet gracefully made her way to Twilight, making sure Twilight savoured every second she was forced to wait for her idol's touch. Daybreaker however wasn't being anywhere near as patient, nor gentle. Instead, she had surged forward and lifted her Twilight with a single hand, looking down at her Twilight with a dismissive glare that one might spare to an ant.

[Derpibooru: 2591820]

"Now don't make it easy for me, my faithful slut. I want a challenge in breaking you beneath my legs." Daybreaker sneered to a scared yet so very aroused Twilight.

"Y-Yes Daybreaker... I....I'll hold out as long as I can."

"Good little slut." Daybreaker purred, before tearing this Twilight's clothes apart with a single pull. Twilight was then thrown to the ground and then trapped between Daybreaker's thighs. "Let's see if you deserve the right to be my little fuckpet. Show me what you've learned."

[Derpibooru: 2601757]

"MMPFF...yesssh Mistress!" The clone Twilight gasped before her tongue began to taste her Mistress's pussy.

Meanwhile, Celestia was playing it a lot more slow, simply walking around Twilight in circles. Her perverted gaze was tracing Twilight's body like a work of art. She still hadn't granted Twilight the luxury of her touch, instead, simply teasing the younger alicorn with her godly, beautiful body. Twilight was responding well to this treatment, growing more and more desperate as she was denied any touch and her eyes were treated to a feast of Celestia's divine, busty form.

"Aren't you going to fuck me, Celestia?" Twilight asked, her voice on the verge of pleading. "You don't want Daybreaker to win, do you?"

"Of course not Twilight, but there's no need to worry. A barbarian like her has no chance against a refined Slutprincess like myself, now just wait patiently.” Celestia leaned into Twilight's ear, sending shivers up Twilight's fur. "But we're going to send a message and show that barbarian how a REAL Slutprincess dominates her prey. Let the fat-titted whore have a headstart, it will only better the proof to our Master which method is truly superior."

"But..." Twilight whimpered, unable to keep the concern from her voice.

"Ssssh..." Celestia purred, her hands reaching around Twilight's hands, pulling her back onto the chairs in the dungeon. Her touch was more soothing than arousing, moving from her hands to her mane, yet sending shivers down Twilight's fur nonetheless. "Just watch for now, but don't worry Twilight. Consider it a personal challenge, let's see if I can bring you to cum with my words alone."

"Aah...ah...ah..." Twilight panted, her intelligent mind warped with fantasies of Celestia doing exactly that. The trepidation drove her crazy whilst Celestia kept her constantly on edge. Celestia lived up to her challenge, avoiding touching Twilight's ass, breasts or pussy, only brushing her protege's mane.

Daybreaker however did not care for any of Celestia's subtlety. She had quickly grown tired of the game and was angered by Celestia's dismissive attitude, so she squeezed her thighs ever tighter and threw herself forward so that she straddled Twilight's face. Before Twilight's sex-crazed mind could process what happened, Daybreaker switched herself so she was facing Twilight's legs and the student was suffocated by her creamy asscheeks. "Let's finish this, you brainless whore. I'd say prepare yourself, but it wouldn't matter."

Daybreaker took advantage of her position, squeezing her asscheeks together and crushing her student under her sexy rear. Whilst not the equal of her sister, it was still a tremendous, sexy ass that was powerful enough to crush any pony between them. Her Twilight's eyes rolled back into her head as she was suffocated by Daybreaker's powerful ass, her mouth let out muffled moans of delight.

"That's where you belong, slut. Surrender to my sexy body and suffocate under my glorious ass, and my perfect touch." Daybreaker howled, her own cheeks starting to blush ever so slightly as she grew more and more aroused. Fuelled by her lust her restless hands spread Twilight's legs apart and her long fingers dug into the student's pussy. "Fuck, you've got a tight little cunt."

"Ffffuuccckk!" Her Twilight moaned, her face a blushing mess as she was driven crazier and crazier into lust. "Aieeeee! I'm so horrny!"

"Yes, you are. I grow tired already, just cum already, you useless whore." Daybreaker demanded, but she couldn't keep her annoyance from seeping into her voice. She had expected to have won this challenge by now. "Now!"

"Can't...want to...but...Master's orders..." Her Twilight gasped, causing Daybreaker's fury to only increase.

"I said cum, your Mistress demands it!" Daybreaker howled, furiously shoving her fingers deeper. Rage overshadowing her lust, rage that only redoubled when she heard Celestia's soft mocking laughter. "What!?"

"You may have my power, Daybreaker, and perhaps your tits are almost as good as mine but did you really think I trained my Twilight so poorly?" Celestia asked, her hand continuing to tease Twilight, this time only light brushing her arm. "I trained my Twilight well, do you truly think simple carnal fucking would be enough to make her defy our Master's orders?"

"D-do you truly think that, Celestia? Am I really that good a whore? Like you?" Twilight gasped, unable to keep the pleading from her mouth. Her eyes welled up with tears of pride at her mentor's praise, whilst her head rolled back as that pride further fuelled her lust, desperate pants escaping her lips.

"Of course, my sweet little slut. I know you would never betray our Master's orders, I trained you better than that, but you do have other weaknesses." Celestia pulled Twilight back by the shoulders, her grip gentle yet strong and Twilight was unable to help herself but relax into Celestia's embrace.

"Not with your raw physical skill, but up here." Celestia pressed a finger to Twilight's temple. "Your perverted mind, so intelligent and so creative, that's your weakness. You can resist the temptations of your body, but not your own mind."

"P-Princess?" Twilight gasped, an unmistakable quiver in her voice.

"Hush... my slutty student. Do as I say, think only of what I want you to think, and I will you lead to such delights and pleasures." Celestia purred into Twilight's ear. Twilight couldn't help but obey and relax into Celestia's body, the Solar alicorn's gigantic tits proving a wonderful, soft pillow for the smaller alicorn.

"You've grown so much since I started training you, and you've responded to each of my instructions so perfectly. I've seen how you idolised me, Gleaming and Cadance, how you've modelled yourself in our images, to become sluts like us." Celestia purred, and Twilight nodded frantically.

"Yes, yes I had to. You were all so perfect, such wonderful sluts that could seduce any mare and break them into perfect sluts. You were all so beautiful, so powerful, so perfect. Your perfect bodies radiated beauty, you walked with such sexual confidence a-and your eyes- fuck, your eyes!- They were so perverted, they hid such wonderful fantasies. I wanted, NO, needed to be like that. To be like all of you!"

Celestia chuckled, a proud, almost vain sort of chuckle that made Twilight's fur just shiver as if she was standing in the artic. "Yes, you are. And I'm so proud, not least of all how it serves our Lord Spike."

"Yes, yes, yes!" Twilight gasped, her head nodding like mad. "I had to serve Spike as his sex slave, just like Cadance, and Mom, and Gleaming and especially you. You were my heroes and I had to be like you."

Celestia's plan was certainly working, sweat was starting to soak into Twilight's fur and her breathing became short desperate gasps. To the delight of the solar alicorn, she saw that her Master's attention was drawn to her efforts and even Rose found her unquenchable thirst for villainous villains was drawn just as much to Celestia's manipulation as it was by Nightmare Moon's trickery or Daybreaker's ruthlessness.

But one woman certainly wasn't happy watching, and that was Daybreaker. Her previous cockiness was now replaced with a look of panic, frantic hands seized her Twilight by the horn, pulling her into her cunt. "Hurry up, you brainless, useless slut! Don't you dare let me lose to that stupid bleeding heart cunt!"

"MMMppp..." Her Twilight moaned, eyes rolling back into her head. She was panting like a dog now, so very, very desperate to cum now but determined to follow her Master's order to the letter. "Can't...Master....please."

"Hold as long as you can, that's my only order." Spike reminded both Twilights, much to each of their frustrations.

Celestia chuckled, reassured by Daybreaker's desperation before returning to Twilight. "You have risen to all my expectations magnificently, Twilight." She leaned forward to Twilight's ear, her voice now deep and husky. "Just like all of your family."

"M-my family?" Twilight squawked, but Celestia just gave a gentle, yet teasing smile.

"Oh yes, Twilight. I had my eye on your family for quite a while, they drew my attention several generations ago and I have taken quite joy in subtly manipulating your entire family line. Ensuring generation after generation of Sparkle women became sluts befitting their beloved Master." Celestia whispered, before giving a low, evil chuckle.

"What? Really? Why?"

"For our Master, but also because it was fun. Twisting the women in your family one by one into becoming slutty, perverted whores that would inspire their daughters to do the same." Celestia gleefully said, the almost villainous glee only making Twilight even hornier.

"Oh, Fuck! That's-that's-fuck!" She gasped, her voice almost in pain as she desperately fought back the orgasm as her body rocked back and forth. Spike watched with glee at this revelation, it seemed changes with the Root had synergised with the changes to the timeline. Almost as if the timeline was rationalising the changes made with the Root of Honesty. "Our entire family?"

Celestia giggled gleefully. "It all started with one of your most vexing ancestors, dear Silk Sparkle. She had found out all about L.U.S.T and the true purpose of Equestria, many, many generations ago. She was such an annoying prude and caused me such a headache, one step ahead of me for the longest time." Celestia continued to stroke Twilight's mane. "So when I finally caught her, I decided to do something special to her."

"What... what did you do?"

"I let her go, after cursing her to never be able to resist me or spread the word of what I was doing. But I promised her that she would watch as every daughter, sister and mare in her family were warped into perfect depraved sluts for our Master, and I did." Celestia had not the slightest bit of shame in her voice, quite the opposite in fact. Her wide, toothy smile betrayed her pride, and her entire body was vibrating with emotion as she revelled in this revelation. "And that's exactly what I did, and ooh it was so much fun."

"OOhhhh...."

"I was subtle, certainly. Always discrete, little things and nudges here and there to corrupt your family one by one into such wonderful sluts. And I worked such wonders, making Gleaming into such a wonderful guardslut, your mother was twisted into a perverted porn writer, she could have been the next Trotkien but instead, she spent her life writing her smutty sex fantasies of her and Spike. And then there was you-" Celestia let out a shuddering gasp, one could only imagine the fantasies running around the solar alicorn's mind. "Such a wonderful mind, such a noble spirit. Oh, I was manipulating you for a while, eager as I was to see that mind twisted towards perversion and that spirit corrupted."

"CUM!" Daybreaker howled, now driven to begging. "CUM! NOW!"

"Ughh!" Her Twilight moaned, but still, she held on, despite her body's desperate desire to give in to the brutal fucking, she still had to obey her Master's order. And Twilight had grown into quite the resilient slut under Cadance's training and her own initiative.

Yet Twilight's mind was something that she could never quite control. And now the original Twilight's mind was awash with fantasies, thoughts and conspiracies as she thought through her entire family tree. Trying to discern which members were the consequence of Celestia's subtle manipulations, and what exactly those manipulations were. She quivered with every thought and shuddered with every idea. It was a dream come true, almost too good.

"It...it can't be true." She gasped in denial, as much as she desperately, desperately wanted it to be.

"Ohh, Twilight." Celestia chuckled, her eyes sparkling as she readied the coup de grace. "Who did you think was the one who cursed your family?"

"OHH-OH-OH-FUCKK!" Twilight screamed, and this was just too much for her. She had reached her breaking point, and even her Master's order wasn't enough to keep her together in the face of this sexy, perverted truth. Twilight now knew her entire life was a lie, her entire family's history was a lie. Just an unbroken string of generations of beautiful mares warped by the Slutprincess of Servitude. The truth was so much better than fiction!

"I'm sorry, Master!" Twilight cried, before she blasted her all over Celestia's lap. Celestia had lived up to her word, with only her words she had brought Twilight to orgasm, much to Daybreaker's horror, but much more importantly, to her Master and Rose's delight. Celestia shot her counterpart a sly smirk, Daybreaker might be willing to unleash her full savage power but she never understood her student as well as Celestia did.

Now that Celestia had won her challenge, the Slutprincess was no longer bound by the restrictions of her rules, and as such she stuck two ivory fingers into her student's glistening pussy and took for herself a taste of the sweet delicious nectar of her student's pussy. It tasted sweet, just like how she had intended to make it taste.

"Tastes like victory."

Author's Note

That's the second challenge done, special thanks to Jonathan Stag for the idea here. I am good news on the commissions, one of the images for one of Chrysalis's daughters is almost finished and should be ready by the time I introduce her.

I also have an idea for all three challenges thanks to everyone's wonderful suggestions.

Any suggestions, feedback, and constructive criticism are welcome.