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Chapter 20 by MidbossMan MidbossMan

Can somebody buy you some time, or should you just brace your straw for punishment?

Side-Quest: Evilward vs. the Bond Breaker (bondage)

((Because I recognize this bondage theme isn't a focus of the story, I decided to break this into an optional chapter. It'll still re-converge at the same point. This is also a nice opportunity to show a "Side-Quest," a type of thing I've been planning for a while where I break away and show scenes and scenarios the girls are up to that Ickibod may not be privy to. I'd be interested to know what you think about the format, good or bad! Sorry for the OOC break.))

Evilward's anger rose like bile in her throat as the ever-useless, so-called Lord of her cult racked his non-existent pumpkin brain for some kind of way to save himself and his Justicier from the clutches of the Cult of Strong Bonds. It was apparent to her that neither of them had any good plans to get out of this... To come up with any kind of useful scheme would require more time. Evilward knew just the right bait to get the cultists to stay their hands for a moment longer, but she was loathe to use it. Unfortunately for her, **** times called for **** measures.

The Justicier cleared her throat, coughing into one fist, then spoke loudly enough for all of the cultists assembled around to hear her. "As this is my most hated foe, I must admit, I will relish the opportunity to join in his ruination. However, before we get to the task at hand, I wonder if you all could be persuaded to finish my initiation into your fine cult? As it stands, I am merely an outsider... I could enjoy the experience so much more if I was united with the rest of you!" Just as Evilward couldn't resist an opportunity to role-play, she sensed that the Cult of Strong Bonds felt similarly on the matter of bondage. It was hard to imagine them passing up that opportunity.

"Good enthusiasm, rookie. I like it," Dagg complimented her, turning away from Ickibod to focus on the newest member of his cult, while placing both giant hands on the hips of his leather trunks. "The Pumpkin-Head isn't going anywhere. I'd be happy to oversee your initiation, especially if it's going to help you get pleasure out of killing this guy. We're all about pleasure, here at the cult."

"And pain!" Jezlee giggled, rubbing her hands together with excitement.

"Yes; good observation. Equal parts pleasure and pain. Here at the cult, we recognize those two go hand-in-hand." The crowd buzzed around Evilward, seeming to close in and block Ickibod's view of his subordinate.

They, on the other hand, were taking in her body from all angles. For the sake of her character, she was **** to stand with her cloak spread and her hands confidently upon the wide curves of her hips, but she had to admit, modeling the weird leather sling bikini for all of them was making her feel like a bigger exhibitionist than she had when she was completely nude. "Yes! I'm eager to take part in the pleasure. Please, show me the pleasure." Evilward seemed to think that if she kept focusing on that aspect of it, she might be spared the pain somehow. The look on Jezlee's face, grinning with sadistic glee, seemed to suggest otherwise.

"Of course, Evilward." Dagg smiled warmly as he performed the first step of the initiation, one which didn't seem especially warm at all. From behind the gear that was piled in one corner of the room, he carted out the horse he'd mentioned earlier. The cruel contraption was made of black, painted wood, designed with a horse's head at the front and a triangular shape to its body. At the top of the point, the peak was just barely rounded, coated with some sort of chain that ran on a gear system around the length of the horse's body. The links of the chain were bare iron... Just thinking about straddling the horse was starting to make Evilward's pussy ache. "Do you like it? We call this The Bond Breaker. Our own darling Jezlee invented it using the new Engineer class. It's really fantastic work."

The cult gave the dwarf another round of applause, causing her to beam with pride.

"Your bonds must be broken before they can be re-forged, Evilward. Riding this horse will sever your connections to your past self. You will lose yourself to pain, then be reborn in pleasure. Thus is our credo." Although Dagg said all of that with an air of gravity, like a father speaking to a child or a leader to a subordinate, the rest of the cult showed their intentions very plainly. Their lips were nearly salivating as they watched Evilward's shameless, erotically-crafted body with smiling eyes.

"... You know, I think I may have just reconsidered. Can we go back to killing the pumpkin?" Evilward questioned, trying her best to keep her cocky Sheriff smile while saying such cravenly words.

"Ha ha. It's normal to be afraid. This will be the last time you feel that fear before you are reborn," the cult's leader chuckled, patting her on the shoulder with one hand. For a moment, Evilward took some small amount of comfort in the friendly gesture... before realizing that it was turning into another gesture entirely. The huge man grabbed her by both shoulders, then lifted her into the air, effortlessly causing her feet to leave the floor.

"I-I don't suppose it is normal to be this afraid!" Evilward babbled, squirming and shutting her legs to avoid allowing Dagg what he wanted: to place her, straddling the horse with her legs to either side and that chain against her pussy.

Noting her protests and discarding them, or perhaps even enjoying them, the Leather-Man and the Ass-Plugger each took one side and **** her meaty thighs open. Evilward immediately began to moan, just from the contact with her sensitive area against the pointed top of the horse. Jezlee smiled with satisfaction, indicating that was just the reaction she wanted. "He he he! It ain't even on yet," she cackled.

While Evilward's body begged her to protest this treatment, Dagg deprived her of that ability, gripping both hands at her wrists and then forcing them above her head. "It's my duty to see that the bonds are severed appropriately, Evilward. You'll overcome this weakness in time," he chuckled, while the woman bucked her hips against the horse, trying and failing to wiggle off of its back. "Ready, Jezlee?"

"Ready, Dagg!" the dwarf giggled in response, then flipped a switch hidden in the rear side of the horse.

Evilward supposed she could detect a certain amount of pleasure from the effect of that switch, but the pain seemed to outweigh it. "Aaaaah, ye gods!" the woman shouted in some approximation of role-play, though it sounded mostly earnest. Propelled by the gears hidden inside the horse, the chain had begun to circle its length, now rubbing in an alternating hill and valley pattern against the Justicier's slit. The bumps of the chain came in a devious one-two pattern, teasing the woman's pussy through the thin barricade of the leather strap covering her groin. Pretty soon, that strap was damp and the chains were coming away wet with the fruits of the bondage ritual.

"Feels better without this, my friend," Jezlee smirked, grabbing hold of the ring securing Evilward's kinky outfit and yanking the belt free. The suspender straps continued to flap against her breasts as she bucked her body and quickly displaced themselves from covering her nipples, which were peaked with helpless arousal. At the same time, the lower binding quickly fell away and then began to flap uselessly behind her, as her exposed pussy ran bare against the chain. "What do you think?"

"It's shii-ii-ii-it!" Evilward complained in jerky, bumping breaths, although her pussy was now damp and leaking and her eyes rolled up in her head. The Justicier had only had female genetalia for about a day's time, and already it was being abused in this way. She privately wondered if the men in the group contended with the same device, or if they had another just for them. Would she have been better off facing the male variant? Imagining her lost penis being tugged with some sort of **** device... she though it would probably be just as bad.

"It sounds like she needs more before the bonds are properly broken. Leave that to our resident Ass-Plugger," Dagg spoke quietly, nodding across the horse towards Jezlee.

"Aye-aye, Dagg!" With the grin of one who really enjoys their work, the dwarf slapped one hand onto the generous swell of Evilward's butt, then pushed the cheeks apart with one strong hand. "This is called the Initiate's Plug. Once it's equipped, you won't want to unequip it! Best accessory on the market! But first, we gotta lube you up." The woman sucked on two of her meaty dwarven fingers for a moment, then began to push the tips against the confined woman's asshole.

"Noooo..." Evilward moaned helplessly, staring at the ceiling to avoid looking at the aroused faces of her captors. Of course, even as a man, Evilward had a butt. That much was obvious. In all of his long time role-playing in the Shards of Arkus, though-- even remembering his own sexual exploits as a man-- he'd never put anything inside of it. Soon enough, he felt fingers where they didn't belong. "Fu-ck-ing dw-aaa-rf!"

The dwarf giggled again, then inserted the plug, relishing in tapping it in bit by bit. The former Sheriff growled in protest, but the plug kept on coming, creating sensations in depths of the Justicier's body that she never knew had feeling.

Was this pleasure?

If it was, Evilward would never admit it to herself, or to Ickibod. She especially wouldn't admit it to this weirdo cult. Still, her pussy was squirting a lot; it would be hard to say with complete confidence she wasn't aroused... "Traitor!" she thought to herself, though perhaps that was just her being obsessed with traitorous activities.

"He he he he! Her tongue's hangin' out her mouth like a dog's, isn't it? Is it even worth asking if those bonds've been broken yet?" Jezlee questioned Dagg, while smiling with satisfaction.

Dagg shook his head, keeping a grave frown despite the obvious, tremendous erection in his tight, leather shorts. "No. She needs more. When she's submitted to the pleasure, it will be fully apparent. Grab the brand from the forge..."

Jezlee's eyebrows raised. "Oh, for sure, boss! Haven't used this one in a while!"

"For the love of all that's holy in Arkus!" the captive cursed aloud, managing to lift her legs from the **** machine just long enough to get that out. "W-Wait! It's very important for my character that you don't put that brand on me! That would be a major sticking point that would be hard to explain later to other players!" she pleaded, thrashing her legs hard and using her booted feet to stop herself from falling back onto the horse's body, giving her a ridiculous, bow-legged pose. "Isn't there anything else?"

"Of course. All kinds of things," Dagg answered, softly but excitedly.

In the next moment, the woman's stiff nipples were pinched between tiny clamps, her voluminous ass was smacked with someone's short riding crop, and a multitude of people's tongues were running across her legs. She noticed those folks seemed to be in full gimp masks, as if they were being tortured themselves. These guys really had some issues to sort out.

At any rate, Evilward wondered if she would ever be the same again. The transition to womanhood had brought along a host of mortifying issues, but this was something else entirely. Had she been transformed like the cult wanted? "No... No, I think my ass is just going to be sore," she thought to herself, moaning at the tightness of the plug between her cheeks and the sting of the crop swinging down against them.

Just how damn long did that pumpkin need to figure out a plan?!

Did Ickibod come up with anything at all, or is he getting his sap off on the sounds of the humiliation?!

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