Chapter Text
Wilbur’s eyes slowly opened as his headache began to fade, his mind coming into consciousness. He tried to move around but found his arms restricted above his head by chains attached to the stone wall. This definitely wasn’t his cell and the number of odd devices hung on the walls concerned him. From whips to handcuffs and paddles hanging on the walls to odd benches and machinery planted on the concrete floors. There was also a large wooden X on the wall and a bed in the corner, along with an oddly large cage. A metal chandelier hung from the ceiling and Wilbur shivered at the ropes hanging from the same roof. That was also when Wilbur realized that he was lacking most of his clothes. He spotted them by an iron door across the room, his coat, hat, gloves, and shoes all tossed in a pile.
Wilbur did his best to get out of the chains but ultimately failed, wincing as the metal dug into his skin. Five minutes into his panic, the iron door opened, revealing… Schlatt. Now, it had been over a year since Wilbur got arrested, since he was one of the first, aside from Fundy, Tubbo, and Tommy. After failing to blow up the capital of Manburg, Wilbur was arrested and he spent most of his time alone in his cell, with only his thoughts to keep him company. But now Schlatt was closing the door behind himself in a room full of torture devices… what did he want?
“Wilbur,” Schlatt grinned, spreading his arms. He was wearing his typical black suit and red tie, his shoes spotless and shiny. “It’s nice to see you. A shame you don’t look too well. Perhaps prison does that to a man.”
“What do you want,” Wilbur growled, yanking on his chains. “Let me go.”
“Oh, you and I both know that won’t be happening,” the man purred, walking closer to Wilbur’s spot against the wall. “So, how have you been?”
Wilbur didn’t say anything, just holding a scowl on his face. Eventually, Schlatt laughed.
“Eh, it was worth a shot,” Schlatt shrugged, inspecting each inch of Wilbur’s body as if he was livestock. Wilbur wanted to punch him in the throat. A year of prison didn’t completely destroy him; only mostly. He still had some fight left. Schlatt seemed to sense it and took a step back just in case Wilbur tried to kick out at him.
Schlatt continued to grin lazily at him, idly adjusting his cuffs. “I’m sure you’re wondering why you’re here,” he drawled. “I’m sure you’re dying to know.”
“What is this place,” Wilbur ground out, trying to be as intimidating as possible while quite aware that he was completely powerless.
“Oh, you like it,” Schlatt barked with amusement, glancing around. “It’s my own dungeon; I had it built a couple of months ago. I’ve been using it occasionally, getting used to all the equipment and such. But the people I’ve been using… they’re awfully boring. Not fun at all to play with. Horrible toys, I’d say.”
“What do you mean, play,” Wilbur asked carefully. Who the hell calls torture ‘play’?
Another grin slowly spread across the emperor’s face that made Wilbur’s skin crawl. “Come on, Will. You’re a smart boy. What do you think I mean?”
Wilbur winced as Schlatt patted him on the cheek, his breath hot against his skin. “No…”
“Yes,” Schlatt breathed in his ear.
The whips, the machinery, the cage, the bed, it all suddenly came together in Wilbur’s mind. His eyes widened as he tried to inch away from Schlatt, just to be halted by the chains.
“Please,” Wilbur pleaded. “I’ll do anything, just not that. I don’t know what you want but-”
“Begging already,” Schlatt mused, interrupted his pleas. “How desperate of you, Will. Well, I suppose you were always desperate.”
“Schatt-”
“What I want , Wilbur,” Schaltt growled, stalking up to the man, “is you. I want you. And I’m going to get that, alright?”
“No,” Wilbur murmured, turning his face away as Schlatt put a bracing hand against the wall. “I can’t…”
“Why not? Did that mermaid bitch you bred with bite off your dick after you put that little fox in her?”
Schlatt’s face was only an inch away from his and he hated to admit that Schlatt’s words made him feel a certain way that only led to bad things. He tried to fight it off but the pleasure was so tempting…
When Schlatt’s hand gripped his chin, Wilbur was barely able to fight out of the man’s kiss. He tried to yell but it was muffled as Schlatt pressed himself up against him and held strong onto the kiss and his jaw. The emperor wasted no time using his tongue to explore Wilbur’s mouth and Will was gasping when Schlatt broke away to nip at Wilbur’s ear.
“Stop,” Wilbur pleaded. “I don’t want-”
He was cut off by his own moan as Schlatt pressed his thigh against Wilbur’s groin. Will involuntarily rolled his hips forward, searching for the friction that he suddenly desired. Shame filled his face but he couldn’t stop.
“Wilbur, Wilbur, Wilbur,” he tsked, pulling away and earning a whine from Will. “You really shouldn’t lie to me.”
“Schlatt,” Wilbur groaned. “Fuck. Please.”
“Well, that didn’t take long,” Schlatt chuckled, pressing another kiss onto the man’s lips. He didn’t even have time to react before Schlatt was ripping Wilbur’s shirt off. “Don’t worry, I’ll fuck you good.”
Wilbur shivered against the cold stone on his back. “That’s not what I meant…”
“God, can you stop fucking complaining for two seconds of your pathetic life,” Schlatt scowled, moving around him to undo the chains. Wilbur felt them loosen and his arms dropped to his sides. “Now sit.”
Wilbur’s eyes flickered downward but instead of lowering himself, he bolted for the door. Unfortunately, he didn’t very far because Schlatt yanked on the chain and pulled Wilbur to the floor. As the man ate dirt- or well, concrete - Schlatt just sighed loudly and shook his head.
“That was sad, Wilbur, it really was. Now stop being a brat and come here.”
Wilbur scurried to his feet and stared at Schlatt warily. He was only a few feet from the door but he also knew Schlatt was much stronger and had a good grip on the chains in his hand attached to Wilbur’s wrists. After ten seconds, Wilbur set his jaw and walked back over to Schlatt with fire in his eyes.
“There you go,” Schlatt laughed. “Now sit like a good boy.”
Curling his lip, Wilbur sank to the ground. The concrete bit at his feet but he fought off the pain out of stubbornness. He’s not succumbing to this. He will not .
“Good boy,” Schlatt purred, ruffling Wilbur’s hair and nudging Will’s groin with his foot. Wilbur barely fought off the whimper. “Now let’s see what you can do.”
Schlatt bent down and began to tie the chains in his hand to a ring bolted to the wall closer to the floor. Wilbur gnashed his teeth and squirmed angrily as Schlatt secured it but the politician just gave him a soft kick in his groin, which shut him up pretty well. Standing back in front of the fallen rebellion leader, Schlatt hummed quietly to himself while he undid his belt and pant buttons, not bothering to hide the bulge beneath.
“I’m not putting that in my mouth,” Wilbur spat out, turning up his nose.
“Who said anything about that,” Schlatt leered. “But since you have such a dirty mind… you’re most definitely going to do just that.”
Pulling out his half-hard cock, Schlatt yanked on Wilbur’s hair and forced him to look him in the eye. Wilbur stared back fiercely but Schlatt just scoffed.
“You bite and you die,” he warned. “I’d hate to have you lose your last life.”
Wilbur clamped his teeth together but with his other hand, Schlatt wedged a thumb into the man’s mouth and pried it open, shoving his cock inside before Wilbur could pull back. Will gagged but Schlatt kept a hand behind the man’s head, slowly thrusting himself down his throat. Schlatt groaned softly as he braced his other arm against the wall, feeling Wilbur’s warm mouth wrap so perfectly around him. Wilbur’s nostrils flared every few seconds to get a breath but Schlatt didn’t pull out for a while, enjoying both the blowjob and the power that he got from the entire situation. He only stopped when the tears running down Wilbur’s face were too much to ignore.
“Oh, you poor soul,” Schlatt murmured, lowering to his haunches and swiping his thumb through the rolling tears. Wilbur spat but Schlatt just grinned. “Fiesty.”
Wilbur scowled, taking long, shuddering breaths.
“Don’t worry,” Schlatt told him happily as he stood up. “You’ll submit soon enough. You were already so quick to beg.”
Before Wilbur could complain further, Schlatt once again wedged his leg between Will’s thighs, bouncing his foot lightly. Wilbur sucked in a breath at the friction, squeezing his eyes shut. He couldn’t deny that the touch was heavenly, but he’d never get caught alive saying it. Not to Schlatt.
“Come on, pretty boy,” Schlatt coaxed. “I know you like that.”
“No…” Even that one word sounded fake and they both knew it.
“When was the last time somebody touched you,” Schlatt purred, running a few fingers through Wilbur’s hair above him. “The last time you got off with something, some one other than your hand?”
“Years ago,” Wilbur found himself saying, snapping his eyes open to stare at Schlatt’s wild grin.
“Oh, no wonder you’re getting off on just my leg,” Schlatt beamed. “You’re a touch-starved little slut. I see.”
Wilbur bit his lip, blushing furiously. He tried to stifle his movements against Schlatt’s shin but they both knew exactly what was happening. Snarling softly, Schlatt took his leg away and crouched down, lifting the man’s chin.
“Now here’s what’s going to happen,” Schlatt murmured, a breath away from Wilbur’s mouth. “I’m going to undo those chains and you’re going to strip. When I turn back around, I want you back on the fucking floor where you belong. Understand?”
“Yeah,” Wilbur said bitterly, avoiding eye contact.
“Good,” Schlatt smiled, patting his cheek and standing up. “Oh, the door is locked, by the way. Don’t even try. Only I have the key.”
After unlocking the chains around Wilbur's wrists, Schlatt turned and faced the opposite wall and whistled idly, tapping his foot impatiently as if he was waiting for the train. Rubbing his wrists, Wilbur stood up on wobbly legs and stared longingly at the door. It was a false hope and he knew it. He hated to admit that he had a raging boner. Pursing his lips, he removed his bottoms.
When Schlatt turned around, he was ecstatic to find Wilbur kneeling on the ground where he wanted him. He scoffed as he saw Wilbur pathetically holding his hands in front of his dick, but didn’t comment on it.
“I’ve got to say, I was expecting you to try to hit me over the head with one of those paddles,” Schlatt hummed. “Good job for doing what you’re told for once.”
“Thanks,” Wilbur muttered.
“What was that?”
“Thank you,” Wilbur said a bit louder, heat rushing to his face.
“Oh, I’m sorry, I think you’re missing a word there,” Schlatt prompted. “Starts with ‘s’ and ends with ‘r’.”
Wilbur rolled his eyes, scowling. “Thank you, sir.”
“It’s a good thing I like brats,” Schlatt huffed, pulling Wilbur upward. “Come here.”
He half-dragged Wilbur over to a small table with straps and pushed him onto his back. Once again, Wilbur found his wrists bound, secured onto the table. His legs, however, were pulled up to his waist with cuffs wrapping around his ankles attached past his shoulders, leaving his ass and balls completely exposed to Schlatt at the end of the table. And for whatever reason, Wilbur whimpered.
“Oh, I like those sounds,” Schlatt hummed, rubbing his hands up and down Wilbur’s thighs. “Let’s see what else I can pull from those lips, hm?”
Wilbur squirmed but Schlatt gave Will’s balls an experimental squeeze, running his hand up his cock with his thumb brushing the tip. Wilbur coughed out a surprised moan, making Schlatt smirk and do the movement again.
“Sensitive,” he murmured. “Alright – I can work with that.”
Wilbur squeezed his eyes shut again to calm himself, but a moment later, a piece of fabric was covering his eyes. He squirmed around and shrieked but a voice just scoffed.
“You don’t like not being in control, huh,” Schlatt mused. “Too bad. You’ll learn to be a good whore.”
Wilbur thrashed around in his blind panic as he listened to Schlatt’s footsteps. They finally stopped at the end of the table and then he heard a squirt, followed by a cold, lubed finger prodding at his asshole while another hand slowly pumped his cock. Schlatt chuckled as Wilbur clamped himself shut and whined at the touch, pushing his finger in anyway and wiggling it around. After pumping in and out a few times, he found one part within that made Wilbur arch his back off the table, sputtering out a sultry moan.
“There it is,” Schlatt exhaled. “Let’s try that again.”
Loosening up the muscle, Schlatt pushed a second finger in, once again brushing over that spot. Wilbur cried out at the intrusion, straining against the restraints. The way his legs were tied over his shoulders hurt horribly and he couldn’t see and he didn’t know what was happening and-
and he liked it? surely not…
“Open up, Wilbur,” Schlatt purred. Wilbur widened his mouth but earned a light slap on his ass. “I like the idea, but down here, please.”
Blushing once more, Wilbur willed himself to relax, letting Schlatt’s third thick finger slip in with the others. Wilbur let out a guttural groan, exhaling heavily as his chest rose and fell. Wait, why was he willingly relaxing for him? He didn’t want to be here, did he?
Schlatt’s other hand disappeared from Wilbur’s cock and the man whined at the absence. It was beginning to feel so good…
“Don’t worry, you’ll get what you want,” Schlatt told him. “Give it a second.”
Exactly three seconds later, he felt something prod at his ass that wasn’t a finger. As Schlatt’s cock slowly pushed in, Wilbur couldn’t help but moan loudly, not caring who heard outside that door anymore. Even with only half of his cock buried within him, he felt so full, and to think that there was even more…
“There you go, you slut,” Schlatt groaned, pumping slowly into Wilbur’s ass with his hands gripping Will’s hips. “Fuck, that’s it.”
“Please” slipped from Wilbur’s lips and it seemed to be Schlatt’s version of permission to completely bottom out. Thrusting forward roughly, Schlatt beamed as Wilbur arched off the table and screamed.
“ FUCK,” Wilbur bellowed, rocking with Schlatt’s pace that was speeding up alarmingly fast. God, it hurt so fucking badly – it felt like his entire body was getting ripped in half with flames encasing his insides. Clenching his teeth, he forced himself to not move around. The last thing he needed was to have Schlatt use any of those toys hung on the wall. Ever so slowly, though, the pain started to get replaced with pleasure as Schlatt found his prostate.
Only two minutes in, Schlatt’s hips began to stutter, his breath ragged as he slammed into Wilbur ruthlessly, his balls slapping against Wilbur’s skin. A moment later, Schlatt was thrusting forward one more time, bent over Wilbur’s thighs as he came inside Wilbur’s ass. Wilbur moaned as he felt the warmth and exhaled, relieved that it was finally over. Schlatt, however, huffed with annoyance.
“It’s a good thing you’re cute,” Schlatt grumbled, tearing the blindfold off of Wilbur’s face. He glanced over to find Schlatt shoving his cock back into his pants, fixing his belt with lightning speed. “Should’ve prepped you more. I came too quickly and didn’t even get to anything fun. Oh well, always next time.”
Wilbur grimaced at the thought of a ‘next time’ but at the moment, all he was focused on was his leaking cock and empty hole. Throwing his shame out the window, Wilbur began to whine.
“Schlatt, please,” he begged. “Please, I need to finish. You can’t just-”
“What did I say about complaining,” Schlatt frowned, stalking back over to him.
“I’m sorry, but please, I need- ohhh.”
Wilbur hissed as Schlatt yanked on his hard cock, pinching the tip.
“You want to finish,” Schlatt asked with his teeth bared. “You want to finish when you made me cum in two fucking seconds instead of giving me a good time? I like to play with my food, Wilbur, and you took away the fun. Bad boys don’t get to finish.”
“But you got to finish,” Wilbur pleaded. “Schlatt, come on. Just-”
“Just what,” Schlatt snarled. “Just jack you off? Blow you, maybe?”
Wilbur whined at the idea, thrusting his hips up into Schlatt’s hand. Schlatt removed it with disgust.
“I’m not some whore,” Schlatt spat. “It’ll be over my dead body when my mouth gets near that pathetic excuse for a dick.”
Wilbur moaned, unsure as to why he loved the words so much. He deserved this. He didn’t get either, to his dismay; not a blowjob or an edging. Instead, a strangely-scented cloth pressed down on his mouth and nose. A moment later… darkness.