Author's Note

This one's a doozy, even though it's the prolog. Everything later will focus less on the neckbroken (dark as they are, they aren't the main point and mostly establish a way to add extra humiliation) and more on severed heads.
For the backgrounders at the end:
Diamond Mint

Sealed Scroll

Royal Ribbon

Prolog: Echoes of the Past

With the Summer Sun Celebration coming up, Cheerilee brought the students to Canterlot to view the Clover the Clever Memorial Museum.

“Okay class, you all know what happens when a pony’s head is cut off, right?” Asked the teacher.

“Uh, it stays alive for some weeks or months or somethin’ and can even talk?” Replied an uncertain Apple Bloom, who’d never really seen it happen.

“Correct. And what about when a pony is hung? You know, correctly, breaking their neck like a twig.” Cheerilee quizzed them.

“Oooh, ooh, Dash said that they stay alive forever until decapitated, like Clover, but they can’t control their body or talk or breathe, and since their butt and all still works and the muscles relax, they poop themselves!” Giggled Scootaloo.

Sweetie almost threw up.

“That’s...disgusting, but very correct, Scootaloo. They still eat and digest food, and, in fact, all three forms of waste still come out. Speaking of which, Clover’s diet is...high in protein, and she can’t exactly hold in her wind, so try to hold your nose near her rear!” She giggled a bit as she finished lecturing.

Sweetie actually threw up, making Diamond Tiara and Rumble go “Ew!”.

Once inside, the students looked in amazement at a living Clover the Clever, who looked an awful lot like Twilight. She gave a few tongue gestures to offer licking, and Apple Bloom took her up on it after being egged on by Diamond Tiara and Rumble, while a rather forward Caramel rammed into the ancient pony's ass as casually as one might open a door.

Soon enough, Apple Bloom was squirting her piss in bliss as Caramel kept on going, impressing the young students and giving Clover a blissful expression while her pussy dribbled.

As soon as he nutted and pulled out, a spurt of gas splattered his cum back on his balls, and the students decided it was best not to stick around long enough to smell it, as interesting as Clover’s silent orgasm was.

On their way out, Cheerilee thought a further lecture was appropriate for material that would be a bit less...school-appropriate to explore firsthoof.

“Most ponies that get neckbroken don’t end up in such lavish accommodations as a piece of classical artwork. The vast majority are either sold by traffickers to wealthy buyers or made by desperate young stallions for personal slaves. In fact, a low-class girlfriend can simply be hung on the spot if you can prove you’ve had coitus with her, but only in Canterlot, so don’t get any ideas, Rumble and Button Mash!” Cheerilee joked.

The students, mostly being fillies, were a bit mortified at the idea, and so only Diamond Tiara and Snails were awkwardly laughing for a moment.

Later that very night, back in Ponyville, the Summer Sun Celebration was underway when NMM returned.

6 brave little ponies went on an adventure to stop her that would be redundant to tell the tale of here.

Finally, Luna was apologizing to Celestia…

“I’m so sorry!” Said...a little severed filly head.

The mane 6 gasped in unison, not seeming to even care that Celestia and Luna were sisters.

“Uh...so you really did cut off your sister’s...head?” Asked Rainbow, clearly the bravest.

“That’s right, and I have no regrets. Now leave us alone a while, we have...matters to attend to.” Celestia said with a grin, while Luna pretended to lick an invisible pussy, making Twilight and Rarity gag a bit.

“Let’s uh...give them their privacy.” Said Fluttershy, before Twilight dragged everypony away.

“You know, the weirdest part is that Celestia cut off Luna’s head before she turned into Nightmare Moon. That’s why Nightmare Moon had a whole body...” Twilight explained.

“But...why cut her head off before? She wasn't evil yet, was she?” Rainbow asked, seeming quite confused.

“Nopony's really sure what happened. It was a long time ago, and Celestia doesn't like to answer those questions. I think...she did it impulsively, and I hope she regrets it.” Twilight replied with a sigh.

After a rather bizarre parade with Celestia sitting on a severed head on a cushion concluded, Snips and Snails were messing with the royal parade chariot while the princesses and guards were distracted talking to the mane 6. Soon enough, a wheel came off.

Celestia turned to them in anger, and an idea crossed her mind as she looked to Luna…

“I’ll have your heads for this you nincompoops!” She cried as the guards lowered their spears.

“Sister, they are merely adolescents and executions are for serious matters, spare them please!” Begged Luna.

“Uh, we were just uh...” Snails gulped.

“Please, it was him who touched it! Don’t kill me!” Begged Snips, making Snails glare.

Celestia smirked and seemed to calm down. “Why of course, just some young ponies who made an honest mistake...”

She came over to the nervous duo and summoned an ethereal magic axe. “One they will pay for dearly~” She said as she swung at the two shaking stallions.

Their heads rolled off, expressions of fear frozen for several moments before they suddenly started blinking, and Snips began whining about Snails’ mistake getting them both branded traitors.

Twilight and Luna were agape.

“There...there will be a trial on these matters, sister! We do not approve!” Cried Luna.

True to her word, it was soon decided by the Equestrian supreme judiciary that ponies under 25 can only be executed for serious crimes and must be given a complete trial. Older ponies are fair game, under a recently-passed set of reforms that Luna barely agreed to.

Snips and Snails barely lasted a week, to Cheerilee’s dismay.

About a month later, Silver Spoon was in Canterlot again for a nice, relaxing trip with Filthy Rich and Diamond Tiara.

As the trio walked along a side street filled with weird market stalls that Filthy had insisted was faster, a shady-looking teenage colt caught Silver's attention. "Psst, hey, kid, wanna see somethin' cool?"

Silver looked back a moment to Filthy and Diamond, who were checking out a stall selling magical trinkets. "Uh...sure, but it won't take long, will it?"

"Not long at all, just come around this pile of boxes we've got, and I'll show ya the goods." The teenager replied.

Silver came to what looked like a market stall, but rather out of the way in the middle of the side alley. Her eyes went wide as she shaw what was on it...a bunch of fillies of various ages, all limp, apparently neckbroken, stacked in 6 similar-age pairs of two in 69-positions; these perverts were training them to lick each other while displaying them as merchandise, and two of the pairs were obeying.

Her eyes focused on a filly that couldn't be over 14 staring back at her pleadingly. The staring contest was only lost by the 14-year-old filly because the slightly younger filly atop her farted, making her blink as the gas brushed against nose and eyes.

Silver Spoon was aghast, and only then realized the shady teenage colt had wrapped a hoof around her, and that he had friends.

One of the younger ones spoke up first. "Ooh, new catch? We are out of hot cousins, but let's give her a fair shot!"

Silver Spoon whimpered, not even trying to run.

The colt with a hoof around her nodded. "Good idea. So, little filly, how about you give us a show. Clop yourself off in 2 minutes or less, we let you go. After all, we're all perverts, why hurt each other? It's those hot fillies that withhold sex that're the ones who deserve to be neckbroken."

Silver Spoon gulped, and put a hoof to her nethers slowly, rubbing them as she forced her eyes shut, not letting the creepy stares and smiles upset her any more.

A few cheers and chuckles later, she was actually starting to enjoy it, shuddering as she panted a bit.

Just as she'd reached her stride, she suddenly felt a snout jammed against her butthole with a tongue shooting out into her rear, making her gasp and moan. After a few moments of lusty confusion, she looked back to see the filly she'd stared at earlier, with a hopeful expression, held by the colts, apparently wanting to make sure that she didn't share her fate.

Silver Spoon smiled and rubbed herself harder, pussy dribbling as she felt a sense of euphoria. Not even Filthy Rich shouting from the street, and guards stomping towards her while most of the colts pulled away, could shake her out of her bliss. She wiggled a bit when she felt the tongue come out of her ass in a hurry.

In the commotion and her continuing lusty haze, the only words she could make out were the teenage colt saying "Congrats on bein' a slut..." accompanied with a hard spank that brought her back to reality before the guards grabbed and hoofcuffed her...along with Filthy.

“I just...I just felt so pressured by all the stallions. They said if I didn't prove I was a good clopper, that they’d hang me like they did their hot cousins, who were neckbroken and piled up on the table! I swear, one farted into another’s blinking face, and they were both barely older than me! It was horrifying, I had to...I had to prove it to them!” The filly sniffed a bit as she nearly broke down, holding back tears.

The crowd of nobles was aghast. “These incestuous ruffians are the real ponies who should be on trial, not a...poor mare from poor Ponyville!” Fancy Pants interrupted the court proceedings to proclaim with quite the prose.

“Order! Order in the court or there will be an extra trial!” Shouted Celestia, instilling fear in the stallion to silence him.

“I can assure you they would be the ones answering for crimes had they hung you, and you would be given the dignity of decapitation, not left to be used as a sex doll. However...since you chose to give in to your base urges and clop to the neckbroken, filthy fillies, I have no choice but to sentence you to execution by hanging as a whore, Silver Spoon. And Filthy Rich, for allowing this vile act, you too are to be executed, but by beheading, since you were merely negligent in your actions.” Celestia smiled as she banged her gavel.

Silver Spoon broke down into tears while Filthy Rich and Diamond Tiara felt like this wasn't real, like they were in a dream, as the guillotine was wheeled in and he was locked into it. By the time they had snapped back to reality, the blade was falling, and made a hearty crunch sound before his head fell into the basket. His body twitched as blood sprayed out onto Diamond Tiara, a moment the young mare would never forget.

Silver Spoon had barely the time to scream before they’d gotten a noose around her neck, and was similarly to be hung in the courtroom itself. She pissed a little in fear preemptively as she momentarily felt weightless, then let loose as her neck broke with a little crunch of its own. She stared at Fancy Pants, still crying.

“Why...” was all Diamond Tiara could say between gasping breaths and sobs.

Filthy Rich mumbled something about it being the order of things from the pool of blood he was in, as if that would comfort her.

Celestia cleared her throat. “Now, the auction of Silver Spoon is to begin.”

Fancy Pants stood up. “Five hundred bits.” He loudly declared, sounding as if a hero rising to a challenge.

The rest of the nobles sat stunned at him paying over 5x the buying rate for a common waitress for some young mare who had likely never even given head once before and was stripped of her class by hanging.

Celestia realized that he was in fact saving Silver Spoon, that he would treat her almost as royalty and even let her have consensual sex as a neckbroken, but the law was the law and she continued the auction as if he was any other buyer; it wasn’t her place to question his purposes. “Going once...going twice...sold!” Celestia said professionally and swung her gavel.

“Now, guards, take Filthy Rich to the new public head toilets, it has been too long only I have enjoyed the touch of a severed noble’s tongue. He shall be the first of many wealthy ponies to end up there...” Celestia said with a smirk as she trotted past the still-sobbing Diamond Tiara.

Most of the nobles save Fancy Pants shuffled out as the exciting trial was adjourned, but a half-noble mare named Diamond Mint approached Celestia with a smirk.

“I’ve got some...information that I think you’d like to hear, while you’re cleaning up Equestria...” She said with an almost seductive look before slipping Celestia an envelope.

Within hours, Diamond Mint was looking on with a grin like she was getting licked by a filly, staring ahead at Royal Ribbon and Sealed Scroll side-by-side in guillotines.

“How do you two plead to the charges of money laundering?” Celestia asked.

“We were told by your own staff they were legal!” Shouted Sealed Scroll.

Celestia gave a subtle nod.

“I-I don’t know what my accounta-” Royal Ribbon was interrupted by the loud drop and chop of Sealed’s blade, sending his head into the basket, speechless as blood spurted out around it.

Royal Ribbon slowly began to hyperventilate and let out a long squeak from her rear in fear, soon accompanied by a yellow trickle.

Celestia gave another nod.

“Wait, please! I’ll do anythi-”. Royal Ribbon expected it to hurt more, but it was all so quick. A slicing and crunching sound, a stinging around her neck, and she was in the basket, feeling a few warm drops of something hit her as she couldn't move. After a few moments, she was picked up by Diamond Mint.

“Oh, the look on your face is precious. I’m afraid that, unlike you, I serve Celestia. I...love her...” Diamond said with a chilling grin and creepy eyes before giving Royal Ribbon a short kiss and trotting away.

Royal Ribbon finally blinked a bit, barely believing what had just happened. She knew she’d soon end up in the same toilets as Filthy Rich...