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It had been a few weeks since Wilbur and Ranboo had ‘teamed up’, and though at first Wilbur had found him incredibly annoying and almost impossible to be around, the boy grew on Wilbur tremendously. They had made a little burger place together, competition for whatever Quackity was doing in Las Nevadas, and Ranboo had been surprisingly friendly and hard working throughout the entire process. As much as Wilbur would hate to admit—and he would never admit—Ranboo was shaping up to be a good replacement for Tommy.
It’s not that Wilbur wanted to distance himself from his little brother. Tommy just… knew too much. Wilbur had let it spill too soon, convinced that Tommy would’ve been too deep in their bond to react the way he did, with disgust and disappointment. Ranboo, however, knew nothing. He was a dumb little shell of a teenager, blindly following what he was told to do. In reality, that’s all Wilbur wanted anyway. Just a blind, dumb little follower he could repeatedly fuck his cum inside of and rape until he got all of his gross delusions of grandeur out of his system and could function properly again.
They were at their little burger van right now, closed for the day. Wilbur eyed Ranboo from across the room, eyes lingering on the boy's ass before flicking up to his face again. Today was the night he was finally going to do something about his thoughts, he was finally going to take what he had been craving for months. Wilbur had come prepared today, with three little pills blended into a nice juice. Two of them were aphrodisiacs, and the third was a sleep medication. Not a proper dose, but enough to mix with the others and make Ranboo sluggish and horny. “Ranboo, would you try this for me?” Wilbur asked, taking the juice out of his bag and handing it to the hybrid, “It’s golden apple juice. Phil made it, he wanted me to give it to you but I forgot. It should still be cold though!” He explained, tilting the cup towards Ranboo expectantly for him to try it.
Ranboo perked up and turned to face Wilbur, taking the juice without question and curiously eyeing it as Wilbur explained what it was. “Golden apple juice? Really?” Ranboo asked inquisitively, smiling softly as he looked back up at Wilbur and muttered a, “Thank you!”
Ranboo took a few sips and hummed happily, approving of the taste. He drank the rest down over the course of a couple of minutes. “Well let Phil know I said thanks for the juice! Is there anything else you’re gonna need from me tonight?” Ranboo asked, tilting his head to the side innocently.
Wilbur smiled gently, the expression not quite reaching his eyes as he watched Ranboo finish the spiked juice in near minutes. It was too easy. “Yeah, Yeah I do need something actually… could you stay a little longer?” Wilbur asked, taking a stand next to Ranboo and wrapping an arm around his shoulder. “Has Tommy ever said anything to you… You know, about our past?” he asked, furrowing his brow as he looked Ranboo up and down. He didn’t think that Ranboo knew about Tommy’s past abuse, but then again, he did know about Wilbur blowing up L’manburg. Maybe Ranboo was as morally sick as he was, maybe if he didn’t mind Wilbur abusing Tommy, he wouldn’t even mind being used himself! Wilbur let himself get excited at the thought, hardening in his pants as he imagined it.
Ranboo leaned into the touch a bit, glancing up at Wilbur to make eye-contact as they spoke. “Uhh, well I’ve heard Tommy talk about you from time to time. Mostly good things! M-Mostly…” Ranboo trailed off, rubbing the back of his neck. “He’s said some… kind of concerning stuff if I’m honest… about you, I mean. But I’ve always believed in second chances so it’s not like I’m gonna hold that stuff against you. You’ve changed!” Ranboo explained, smiling up at the man he’d grown to consider his mentor.
Wilbur hummed in response, pursing his lips. “You’re very kind, Ranboo…” he murmured, “But what kinds of concerning things has he said about me?” he asked, staring at Ranboo with sad eyes. Wilbur had always been a good actor, charismatic and convincing in everything he did. “It’s just… Well, a lot of my old friends don’t want anything to do with me anymore. Mostly because of what happened with L’manburg, but sometimes I think it’s more than that, like there’s something someone’s not telling me…” he started, “I just want to know what Tommy says about me, not that I think he’d intentionally lie but sometimes the truth gets warped when you’re hurt and angry,” Wilbur sighed, leaning against Ranboo and smiling sadly at him.
Ranboo squeezed his eyes shut and rested his fingers against his temple. “Ah—Sorry. My heads kinda hurting,” he mumbled, trying to clear the fog growing in his mind. “He’s-He’s just said a few things about you using people… About you being manipulative and not really caring about others. And of course I believe Tommy and I recognize he-that’s his experience but I…” Ranboo shut his eyes again, his balance wobbling a bit, “I’m sorry, I think I might have to lay down. I’m not feeling very well…” Ranboo laughed nervously as he held onto Wilbur’s arm for support.
Wilbur’s smile grew immediately once he realized what was happening to Ranboo. He held onto him, keeping him upright. Perfect, this was perfect. “Hey, that’s okay. It’s good that Tommy’s not lying at least,” Wilbur chuckled, leaning Ranboo against the counter of the van to rest. He didn’t have to hide his intentions anymore, he could just act normally now.
“What?” Ranboo asked, disoriented when he realized what Wilbur had said, “Wait, what do you mean? I… I know you. Y’er not like that…” His speech began to slur as his knees went weak.
“Don’t worry. It’s just the aphrodisiacs, they’ll wear off after we’re done,” he assured, as if anything he just said was supposed to be comforting. Wilbur ran his hands down Ranboo’s sides as he spoke, dipping his fingers into the boy’s shirt and tugging up slightly, exposing his abdomen.
“No, no, Wilbur . What are you talking about? Aphrodisiacs? What’s going on?” the gears in Ranboo’s head finally seemed to turn as his heart rate sped up and his breathing went shallow. Was Wilbur going to hurt him? What was happening? Why was Ranboo unable to suppress the urge to moan as Wilbur touched him? “Wil, please, I-I need to lie down…”
Wilbur shook his head, laughing as if Ranboo had just said the stupidest thing in the world. “No, Ranboo, you’re not going to lay down. You’re going to sit here and lean against the counter while I rape you,” Wilbur informed, pressing Ranboo a bit more firmly against the counter. He moved to the boy’s dress pants, pulling them and his boxers down with little effort or care. “God, so beautiful. It really is a shame you’re so brain dead .” Wilbur scoffed, slapping Ranboo’s ass harshly. “I mean, Tommy warned you! He warned you, Ranboo! Yet here you are, bent over after being spiked by a drink that you weren’t even forced to finish!” Wilbur couldn’t help but laugh, kneading Ranboo’s ass between his hands as he made fun of the teen.
“Wilbur, stop . This isn’t like you! This…” Ranboo began to sniffle, his voice trailing off as his eyes welled up with tears. This wasn’t the Wilbur he’d gotten to know. Something wasn’t right. Ranboo had trusted Wilbur. He’d promised himself that he’d try to see the best in everyone and this is where that had gotten him. He was so powerless to stop Wilbur that the man was actually mocking him. Ranboo tried his best to push Wilbur off of him, but he was far too weak to make any real impact. He squealed in pain when Wilbur decided to smack and knead his ass like he was entitled to use Ranboo as he pleased.
Wilbur choked on laughter again, pressing his face in between Ranboo’s shoulder blades as he laughed. “Not like me!? No, no, this is exactly like me,” he snapped once he was done laughing, glaring down at Ranboo. “You know nothing about me! You just blindly trusted me because you’re a fucking braindead stupid whore!” Wilbur kept yelling, raising his voice and pressing Ranboo much too hard against the counter, digging his nails into the boy’s skin.
Ranboo hissed in pain as Wilbur shoved him against the counter, making him eventually just go limp in submission. “S-So what’re you gonna do?” Ranboo asked fearfully, as if he hadn’t already been told exactly what Wilbur’s intentions were.
Except, that couldn’t really be it, could it? Did Wilbur seriously do all this just for the intention of raping Ranboo? Why would he be so straightforward about it? Did he really care that little about the impact he had on other people?
Then Ranboo had a realization. Wilbur was right. Tommy had warned him. Everything he’d said about Wilbur was true, and he hadn’t changed at all. Ranboo began to cry into his arms as he scrambled to stay put against the counter, his knees continuously threatening to give out due to the way heat filled his abdomen, making his privates especially slick. Ranboo felt so disgusted in the way his body betrayed him.
Wilbur sighed, trailing his hands down to rub at Ranboo’s slit, feeling how wet he was. “I want a full use out of you, so firstly i’m going to fuck this pretty little cunt of yours, then I’m going to fuck your ass as well, just to stretch out your holes. Don’t worry though, I’ll finish in your pussy to make sure you get pregnant too,” Wilbur started to explain, his other hand moving to Ranboo’s chest to squeeze one of his breasts. “Then I’ll fuck your throat, maybe your tits or your ass again… I’ll keep going until you’re passed out,” Wilbur smirked just at the thought, rubbing his cock against Ranboo’s slick pussy, just teasing for now. Wilbur wanted to draw out Ranboo’s misery until he couldn’t take it anymore.
“Stop it! Wilbur, please!!” Ranboo sobbed, throwing his head back as Wilbur continued to grope at his body. It was sickening how Wilbur detailed the way he planned to violate Ranboo. This all felt like some sick, elaborate joke that was going too far. Ranboo was still in denial that Wilbur, his friend , was truly about to rape him. He was about to degrade Ranboo to nothing more than an object for his sexual pleasure.
“Wilbur, please! I-I haven’t done anything before! Please, you can’t do this! I know you’re not like this, Wilbur! I know you don’t want to do this!!” Ranboo cried, sobbing even harder when he felt Wilbur’s cock rubbing against his cunt.
Wilbur nodded along to Ranboo’s words, murmuring an ‘uh-huh’ as if he was bored of hearing Ranboo plea. “If you’re a virgin that means you’re fresh, you’re gonna be so fucking tight around me,” he groaned, grabbing Ranboo’s hips and finally guiding him onto his cock. Wilbur didn’t really care about the boy’s pleasure or comfort, slamming the boys virgin cunt down onto his nine-inch cock without much care in the world. He loved the way that slick gushed out afterwards, dripping down Ranboo’s leg in excess as he was violated.
Ranboo screamed as Wilbur forced his cock in all the way, breaking his hymen and making blood drip down his leg as it mixed with his slick. He trembled like a leaf, clawing at the counter in a weak attempt to hold himself up.
Wilbur was so deep . Ranboo had never felt something that deep inside him before. The aphrodisiacs seemed to have helped his pain tolerance, but his whole body felt a hell of a lot more sensitive. Wilbur’s first thrust had Ranboo’s legs giving out under him as he slammed his full length inside, making a decently-sized bulge in Ranboo’s stomach.
Wilbur easily held Ranboo up, slamming him down on his cock without mercy, even as he screamed and went limp under him. “Fuck, so fucking tight,” he gasped, forcing Ranboo against the counter again. “I can’t believe your pussy feels this good, I can’t wait to feel how tight your ass is,” he groaned, resting his chest against Ranboo’s back as he continued to pound into him, smearing the blood and slick all over their thighs. Ranboo truly was perfect like this, and Wilbur couldn’t help but think that this is how he should be all the time—bent over and ready to take Wilbur cock. That was a good position for him. “Enjoying yourself?” he decided to ask, just to torment the poor teen more.
Ranboo sobbed as he was fucked into, moans and wails being forced out of his mouth with every thrust deep inside him. It felt too good—it shouldn’t feel so good, Ranboo shouldn’t enjoy getting raped. Still, somehow, he did. Maybe it was due to the aphrodisiacs or the general leadership position Wilbur held over Ranboo, but the teen was more than happy to bounce on Wilbur’s cock. Whenever Wil would thrust in especially deep or hit Ranboo’s walls at just the right angle, Ranboo would moan and tighten around Wilbur, his urge to be bred only growing and growing.
Wilbur furrowed his brow, confusion lacing his expression before he realized that Ranboo was enjoying this. He was enjoying being raped. “Oh my god, you dirty bitch! If I knew how much of a whore you were, I would’ve done this to you sooner!” Wilbur laughed, giving Ranboo one last powerful thrust before pulling out. Wilbur kneaded Ranboo’s ass again as he spoke, spreading his cheeks and eyeing his second hole.
Ranboo shook his head frantically, sobbing as Wilbur degraded and made fun of him. “No! I-I don’t! Stop!” he shouted, still moaning with every one of Wilbur’s thrusts.
When Wilbur pulled out Ranboo sighed in relief, his pussy clenching around nothing. Maybe Wilbur had decided to back off, Ranboo thought hopefully. He couldn’t have been more wrong. When Wilbur spread his cheeks once more Ranboo struggled against his touch, trying to break free from where the man was pinning him down, but Wilbur was too strong.
“Aww, you don’t like it in your pussy, Boo? Then let’s see how well you like this hole,” Wilbur teased, lining himself up and pushing in. It was easier with the amount of slick and blood on his cock, but Ranboo was still completely dry and unprepared, so he had to shove his way inside forcefully. More blood leaked out of Ranboo’s hole, but Wilbur paid it no mind as he started to brutally fuck him again.
When Wilbur began to press inside, Ranboo screamed, trying to kick and flail around in hopes he could knock Wilbur down and run. His rim burned as Wilbur’s tip forced its way past the ring of muscle and he began to sink inside Ranboo’s ass. “No! Wilbur, no! Stop, please!!” Ranboo screamed, sobbing hysterically, ”Stop it stop it stop!!!”
Wilbur grabbed Ranboo by the back of his hair as he began flailing, slamming his face into the counter. “Shut up!!” he screamed back, picking Ranboo up off of the counter. Wilbur was strong, stronger than Ranboo, and so he was easily able to lift him into his arms and bounce him on his cock mid-air instead, making sure his slick pussy was on display as he fucked deeper into Ranboo’s ass. “So fucking tight… I wonder how often I’d have to fuck you for you to become all loose and open for me,” Wilbur groaned against Ranboo’s ear, panting with every breath, “Maybe I’ll just keep you back here, fuck you every single day before and after work. I’ll never let you go home, Ranboo, I’ll just turn you into a stupid cock hungry whore.” Wilbur’s tone revealed just how excited he was. He didn’t plan on going through with his idea, but it was fun to try to scare the poor teen out of his mind.
Ranboo sobbed in pain as Wilbur only forced his cock in deeper, lifting him up to get a better angle to shove his cock inside Ranboo. Wilbur was pressing into parts of Ranboo’s body that had never before been touched, fucking so deep into the boy’s guts that a bulge could be seen in his stomach. Ranboo couldn’t even make out words anymore; he wailed and sobbed, and choked on forced-out moans and screams. He felt like a child—completely helpless to stop Wilbur, just sobbing his eyes out as he was speared open on Wilbur’s cock.
Ranboo only got tighter around Wilbur as he got more distressed, his hole fluttering around Wilbur’s cock and offering pleasurable, rough sensations. It was only a few minutes before Wilbur’s hips were stuttering and he was slowing to a stop, his dick twitching and spilling precum into Ranboo’s ass. “Fuck…” he groaned, slowly pulling out. His dick was still painfully hard, tip red and leaking as Wilbur started to rub it against Ranboo’s cunt again instead, not yet pushing back in.
“Beg me to cum inside your pussy,” he ordered, wrapping one hand around Ranboo’s neck, squeezing lightly. Not enough to cut off his airway, but enough to get a warning across, “Beg me to fill you up and fuck you until you’re pregnant.”
Ranboo had been crying for long enough that he was starting to retch, his whole body clammy from the shock of being so brutally raped. When Wilbur's dick finally pulled out of Ranboo, the teen sighed with relief, his expression dazed as his hole gaped open, adjusting to the foreign feeling of not being stretched out on Wilbur's cock. He obeyed Wilbur's commands without question, babbling out desperate pleas for Wilbur to finish inside him and fill him up with cum. “Please please, n-need your c-cum! Need it in-inside me, Wilbur!” Ranboo shuddered out through an airy whine.
Wilbur slipped back inside of Ranboo the second he started begging, and after that it only took a few more thrusts before he was cumming deep inside of Ranboo’s pussy. He fucked the poor teen through his orgasm, violent thrusts that had Wilbur pressing Ranboo back against the counter to balance himself. Once he came down from his high he huffed against Ranboo’s neck, slowly pulling out and letting himself relax for a moment. “Don’t worry, I’m not done yet,” Wilbur assured, patting Ranboo’s hip, “Not even close… I still have lots more I need to do to you,” he chuckled darkly.
Ranboo cried as Wilbur came inside him, his whole body shaking with ugly, broken sobs. He hated the way he could feel Wilbur’s cum coating his insides, slowly dripping down and making his thighs wet with Wilbur’s seed.
“Please…” Ranboo sobbed, trying to push away from Wilbur but only succeeding in collapsing on the floor, “Please, Wilbur, d-don’t hurt me… Please don’t hurt me anymore. I-I won’t tell anyone if you just let me go, please!!”
Wilbur watched as Ranboo fell on the floor, laughing mockingly. He pressed his boot against Ranboo’s cunt, pressing into the slick and keeping him in place. “Who would you even tell anyway? Tommy? Phil? You think they’d care?” he asked, pressing the tip of his boot into Ranboo’s entrance, vaguely wondering if he could fit it inside. “Tommy warned you before and you didn’t listen, and Phil wouldn’t believe you over his own son… I think your best option is to just let this happen, Ranboo,” Wilbur sighed, shrugging as if the situation was out of his control.
Once Wilbur was done spreading Ranboo’s slick with his boot he moved it up to the boy’s face, pressing the boot to his mouth. “Lick my boots clean, mutt. Maybe if you worship me at my boots I’ll fuck you a little more gently,” he offered.
Ranboo shook his head and pulled away from Wilbur’s boots, spitting out the gross mixture of his own slick and Wilbur’s boot. He didn’t care what Wilbur threatened him with; if he was truly powerless to stop Wilbur then the least he could do was keep his pride until it was over.
Wilbur glared indignantly at Ranboo, lifting his boot up and kicking the boy across the face and stomping on his mouth. “Lick it,” Wilbur snapped harshly, pressing the tip of his boot more firmly against Ranboo’s lips. Wilbur fully intended on getting every drop of use out of Ranboo, whether or not he had to beat the boy half to death to do all of the things he wanted to.
Ranboo glared up at Wilbur with hateful, teary eyes as he finally complied. He laved his tongue across the sole of Wilbur’s boot, gagging as he did. He opened his mouth wide, gagging again when Wilbur shoved the tip of his boot in Ranboo’s mouth, making him choke pathetically as he licked Wilbur’s boots clean.
Wilbur watched Ranboo lick his boots, laughing maliciously. “Do you like that, Ranboo? The taste of my boot in your mouth?” he asked, finally taking his foot away. He had got his stamina back from his orgasm now, his dick hardening at the sight of Ranboo on the ground beneath him.
“Since you were so good for me, you can choose which hole my cock goes into next. Or would you rather have your pretty little tits fucked?” Wilbur questioned, pressing his foot against Ranboo’s chest now as he slowly pumped his cock.
It wasn't a difficult decision for Ranboo to make. If he had any option to not have Wilbur inside of him he would take it, so Ranboo nervously stammered out, "You can fuck m-my… tits…” Ranboo flushed in humiliation as he said the words, suddenly becoming much more aware of the way his breasts were completely exposed for Wilbur to see, only making him feel more objectified.
Wilbur’s smile got even wider, and he didn’t waste any time dropping down to Ranboo’s level so he could stare at his chest. “God, I don’t know how I’m ever supposed to let you go after this,” Wilbur sighed, sitting himself on Ranboo’s stomach. He grabbed the boy's chest, pressing his boobs together and sliding his dick in between them.
Wilbur groaned at the feeling of skin on skin, lightly thrusting into the heat. He squeezed the soft fat under his hand as he bucked his hips against Ranboo’s chest, letting out occasional soft groans. “You’re soft…” he murmured, chuckling nervously.
Ranboo sighed rather contently as Wilbur fucked between his tits, the absence of pain enough to make him happy. It was a little embarrassing to have Wilbur groping at his chest, but at least it didn’t hurt like Wilbur tearing up his ass did.
Ranboo let out a dazed mewl as Wilbur squeezed the fat of his chest, making his core throb with need. “Th-Thank you,” Ranboo murmured, completely out of it as Wilbur rutted against his soft, underdeveloped chest.
Wilbur nodded silently, staring down at Ranboo. He looked content like this, happy, even. Wilbur reasoned that the aphrodisiacs must be working, but in his mind he let himself believe that Ranboo secretly wanted this—that he was just waiting for Wilbur to make a move on him. “You want me to touch you, baby?” he asked, voice breathy. He leaned back, running a finger against Ranboo’s cunt.
Ranboo’s thighs twitched, threatening to shut as Wilbur slid his finger between Ranboo’s folds. ”Oh, Wil, I dunno…” Ranboo whimpered, trying to arch his back to escape Wilbur’s touch, not wanting anything else going inside of him. Ranboo had really grown to hate taking anything in either one of his holes ever since Wilbur raped him.
Wilbur hummed disappointedly, leaning back up and humping into Ranboo’s chest. “It’s okay… I’m gonna fuck you all nice for me after I’m done with your chest,” he promised, pressing Ranboo’s tits more firmly together. “You know, I think I just needed a stress reliever. Tommy and Quackity are just so… irritating. It’s worse with Tommy because he’s too smart for me to fuck him,” Wilbur rambled, “That’s why I’m glad I have you… It was so easy to have you spread open for me. It didn’t even take an hour. Hey, press your chest together for me,” he murmured absentmindedly, leaning back and humping against Ranboo’s chest.
Ranboo sniffled at the degradation as he complied and squeezed his tits together to let Wilbur rut his cock between them. He didn’t even try to fight back or argue. Ranboo was just so docile , like he knew when he’d lost a fight and he knew how to be someone’s bitch. “I guess that makes me dumb, right?” Ranboo sniffled, his eyes burning with tears, “‘Cause I fell for it? I trusted that you were a-an actually nice person? Guess I’m paying for that, right?”
Wilbur smiled, rubbing Ranboo’s hip as a ‘thank you’ for listening. “It does make you stupid, doesn’t it?” he laughed mockingly, leaning close again. He was just rocking his hips against Ranboo’s chest now, feeling his orgasm continue to slowly approach, like a small, growing heat in his stomach. “Not that dumb though, don’t worry. At least you let me rape you, you’d be a lot dumber if you had tried to fight back. You know, Tommy tried to fight me once. I didn’t rape him, but it wasn’t pretty either. At least you’re mostly intact,” he assured, leaking precum onto Ranboo’s chest.
Ranboo felt tears burning in his eyes but he refused to cry. Wilbur was so mean . The way he spoke to Ranboo made him want to do nothing more than to just lie down and take it—to just accept that this was what he was stuck doing forever and there was no point fighting back.
“But… why?” Ranboo asked softly, his voice cracking, “Why would y-you do this? Like, you realize the-the impact you’ve had on Tommy and-and… and now me…”
Wilbur sighed, shrugging at Ranboo’s question. “I’m having trouble making people trust me again, I’m a little too… eccentric?” he laughed nervously, “If I can just take it all out on one or two people then I can hide that part of myself, function like a normal person.” Wilbur’s voice cracked as he neared his orgasm, speeding up his thrusts against Ranboo’s chest. Wilbur leaned forward to press the hybrid’s chest together himself, fucking rapidly into the fat. Within a minute he was cumming again, hips stuttering as he let out a string of curses, shooting ropes of cum over Ranboo’s chest and face.
Ranboo hissed and scowled as Wilbur’s cum shot onto his face, dripping over his lips and forcing him to squeeze one of his eyes shut to stop cum from dripping down. He could feel hot tears begin slipping down his face as small sobs wracked his body. “So, is that it? Are you done now?” Ranboo whimpered, trying to wipe the cum off his face.
Wilbur panted, trying to come down from his second orgasm. “What do you think, Boo? Think you’ve taken enough, doll?” he teased, pushing off of Ranboo’s chest and standing back up. “I don’t think I can go for another round, but I'm not done with you yet,” he explained, pulling his pants back up.
He tugged Ranboo up after him, throwing him harshly against the counter again as he went back to his bag to grab some toys he had brought. “I think I’ll just keep you here… How’s that sound, Ranboo?” he asked, going back to the teen and wrapping his arms around his waist.
“Wh-What?” Ranboo asked, panic lacing his voice as he glanced back at Wilbur. “What do you mean? Wil, please, I…” Ranboo stammered, settling down pretty easily once Wilbur began touching him. Ranboo was just so naturally submissive and softspoken that he fell into the role of Wilbur’s new sex toy perfectly.
Wilbur shushed Ranboo, setting some of the toys on the counter so he could get started. “Relax. I’m just going to get you prepared, okay?” he assured, tone soft as he ran his hands down Ranboo’s body. Wilbur was being surprisingly gentle now, talking to Ranboo as if he was talking to a small dog or a child. He grabbed a bottle of lube off of the counter, spreading it on his fingers before slipping two inside of Ranboo’s ass, pressing in deep and spreading the lube around.
Ranboo whimpered softly as he craned his head to watch what Wilbur was doing. He couldn't really complain when Wilbur decided to start touching him again—at least now he was using lube. Ranboo couldn't help the pained little noises that were choked out of his throat; Wilbur's fingers felt so strange and invasive, even moreso than his cock did. At least when Wilbur stuck his dick in Ranboo didn't feel like he was being observed , he didn't feel like he was splayed out on an operating table for Wilbur to play with and abuse however he wanted.
Wilbur didn’t finger Ranboo for long this time, stretching him out with two fingers just wide enough so he would be able to fit a third finger if he wanted to. Instead, he took out his fingers prematurely, grabbing a small plug from the counter. It was small, definitely not a beginners size but Ranboo had already taken cock before so it didn’t really matter. Wilbur lined the toy up, pressing it inside until the base was snug against Ranboo’s rim. “There, so I don’t have to stretch you out everytime I use you,” Wilbur explained, patting Ranboo’s ass.
Ranboo cried and struggled as Wilbur slid the plug in, his rim stretching to accommodate the size of the toy. He let out a weak sob as the plug finally tapered off, his rim squeezing tight against the most narrow point. Ranboo shuddered as his body flexed around the toy, trying to get used to the intrusion.
"Oh," Ranboo squeaked out in response to Wilbur's explanation. He didn't have much to say about it, really. He didn't dare complain about anything, not wanting to make Wilbur angry.
Wilbur nodded, turning Ranboo over. He seemed excited now, grabbing another toy. This one was different, longer and thicker, but it still had a narrow closing near the base. Wilbur spread Ranboo’s legs, not bothering to lube this one up before he slipped it into the boy's cunt, but he managed. “It’s always good to be plugged up in both holes. This one has a little surprise for you though.” Wilbur explained, running his hands down Ranboo’s hips to the base of the plug, pressing a small button at the bottom. In an instant the plug started vibrating inside of Ranboo, and Wilbur wasted no time turning it up to its highest setting, keeping it firmly placed inside the boy as he did so.
Ranboo wailed as Wilbur slid the second plug into his cunt, stretching his body out as it accommodated being filled in both holes. "No!" Ranboo sobbed, trying to push Wilbur away as he forced the toy in all the way, nestling it deep inside Ranboo's pussy. "Stop— Ah!~" Ranboo moaned out as Wilbur turned on the vibration, the buzzing deep inside him making his body relax as pleasure filled his core. "Oh-Oh, Wilbur…" Ranboo groaned, his eyes rolling back in his head as he rutted his hips up against nothing.
Wilbur watched Ranboo writhe in pleasure, grabbing one last thing from his pile. “Here, this is just so you don’t take anything out,” Wilbur explained, holding up the item. It was a chastity belt, a metal one with a lock at the front. He held Ranboo up, slipping the belt onto him and locking it in place with a small key. The belt made it so Ranboo couldn’t touch either of the toys, both of them securely locked behind the belt, but the plug inside of Ranboo was still vibrating at the highest speed.
Ranboo wailed in despair as Wilbur fastened the belt onto him, securing his fate of overstimulation and humiliation. “Please, Wilbur, it-it’s too much!” Ranboo cried, “They-They’re too big, it hurts!” Ranboo sobbed. The toys were really stretching him out, forcing his holes to loosen up just the way Wilbur wanted. Before long, Ranboo would be nothing more than a braindead pair of holes ready to be used at any moment.
Wilbur shushed Ranboo easily, grabbing his shoulders and helping him lay down on the floor of the van. “It’s going to be okay, Ranboo. I’ll come back for you tomorrow and fuck your little brains out, then you can rest. Just one day, that’s all you have to deal with,” Wilbur assured, running his hands through Ranboo’s hair. The boy was almost intoxicating like this, flushed and sobbing in pain, and Wilbur had to hold himself back from fucking him again right there. He stood up, gathering his stuff together and locking up the van so nobody could come in. He didn’t think that Ranboo would be able to stand up, let alone leave in the state he was in, so he didn’t bother tying the teen up.
Ranboo waited there for Wilbur for what felt like days. He couldn’t help being overstimulated from the toys—he’d ended up cumming multiple times over the course of the night he was left alone. It was all just so much. Ranboo felt like he was going crazy. Since when had his body been so slutty, craving to be filled more than ever as he laid there, alone and abandoned on the floor of the van.
Wilbur had stayed true to his word, and the next day he was back. He kneeled down next to Ranboo, petting a hand over his cheek. He could still hear the buzz of the vibrator, and teasingly he held up the key to Ranboo’s chastity cage, waving it in the teens face. “Do you want to be let go?” Wilbur asked in a sickeningly sweet voice, “I bet that’s starting to hurt, cumming so often… You’re practically leaking out of your belt, aren’t you?” he laughed, pulling Ranboo up into his lap and off of the floor.
Ranboo sobbed and nodded his head frantically, his thighs trembling as he was forced through yet another orgasm. He’d lost track of them at this point—it hurt to cum from the excessive overstimulation. “Please,” Ranboo choked out, “Please, ‘s too much… take ‘em out.”
Wilbur traced his fingers over Ranboo’s chest and thighs, teasing him for another moment before he eventually gave in and unlocked his chastity belt. “You were so good for me, so obedient,” he hushed, grabbing the base of the vibrating plug and slowly taking it out, watching as slick and cum followed. Ranboo’s cunt was gaping from where the toy was, and Wilbur quickly sunk two fingers into the heat. “You’re like a little fleshlight for me, all warm and wet,” he purred, rubbing his fingers against the roof of Ranboo’s pussy.
Ranboo groaned, clinging onto Wilbur for comfort as he pulled the toy out of Ranboo. When Wilbur slid his fingers into Ranboo’s pussy there was no resistance—Wilbur truly had conditioned Ranboo’s body to be the perfect little toy. Ranboo sobbed as Wilbur rubbed up against the walls of his cunt that were sore from all the overstimulation.
Wilbur shushed Ranboo, taking his fingers out of his pussy and rubbing his clit instead. He moved Ranboo forward, unzipping his own pants and bringing Ranboo back, rubbing the head of his cock against the boy's slit. “You’re so wet,” Wilbur groaned, “You want me to fuck your little cunt, huh? Is that why you’re so wet?” he mocked, squeezing one of Ranboo’s breasts roughly.
Ranboo nearly sobbed with relief as Wilbur rubbed at his clit; for so long Ranboo had felt stimulation nowhere but inside his cunt from the vibrations, and he had longed so badly for some kind of contact against his clit to finish him off.
As humiliating as it was, Ranboo strangled out a moan as another orgasm wracked his body from just the little bit of stimulation of his clit. Ranboo couldn't even respond to Wilbur. He was far too focused on trying to regulate his breathing as his body was forced through yet another orgasm he didn't think he'd be able to have.
Wilbur took his hand off of Ranboo’s clit once he came again, sinking the boy back down onto his cock. He moved quickly, roughly manhandling Ranboo into the positions he wanted him in so he could fuck his sore, overstimulated cunt. “So cute like this, the perfect little toy for me,” he hummed, voice calm despite his rapid movements, “I knew you would be, Ranboo, you’ve always been so predictable and perfect~” Wilbur sighed dreamily, burying his face into the crook of Ranboo’s neck.
Ranboo just cried out weakly— pathetically as Wilbur fucked him. He took Wilbur's dick so easily. It was like his body was completely used to getting fucked, and he supposed that must just be a result of having a vibrator in him for nearly a full day. Ranboo began to cry softly as Wilbur degraded and teased him. It wasn't fair, this wasn't right!
"Y-You're a terrible person," Ranboo hiccupped, trying to hide his face as much as possible. Ranboo wasn't usually the type to put broad labels on people, especially not with labels of 'good' or 'bad'. After all, Ranboo was very firm in his belief that he shouldn't choose sides. Still, he couldn't let himself believe he deserved this. He had to remind himself that Wilbur was a bad person, and Ranboo was a victim.
Wilbur smiled widely, and then laughed right in Ranboo’s face. “Oh, no I’m not the bad guy here, Ranboo. How can you blame me for doing this to you when you made it so easy?” he laughed, patting Ranboo’s face, “I mean, you drank the spiked drink without even being forced, and honestly we’re about equal strengths, aren’t we? You could’ve pushed me off or ran out, you didn’t even think to scream , Ranboo! Las nevadas is right there, somebody would’ve heard you!” Wilbur gasped out, continuing to thrust into Ranboo. He laughed again, maniacally as he fucked into the teen. He knew he was severely overestimating what Ranboo was capable of, in fact he was just lying. Ranboo never had a chance, and that’s exactly what Wilbur had planned.
Ranboo sobbed as Wilbur argued against him. Was Wilbur right? Was it all Ranboo's fault? Why didn't he think to scream or fight back? Ranboo bit his lip, internally cursing himself for being so stupid and naive. "Y-You drugged me and raped me! How can you say you're not the bad guy here!?" the ender-hybrid hissed at Wilbur, glaring at the man with hate as he roughly thrusted into Ranboo. It really made it impossible for him to feel confident in anything he said while he was getting railed against his will.
Wilbur sat up, moving Ranboo’s hips into his lap so he could get a better angle to fuck him deeper. “Drugged, yeah, but that was your choice to drink it. Rape? Not quite, Ranboo,” he muttered, voice staggering a bit as he got closer to his orgasm. “It’s not rape if you like it. And how many times did you cum, Ranboo? How many times did you beg for my cock after I asked you to?” he asked, squeezing Ranboo’s hip as he sped up his thrusts.
"N-No! Stop it!" Ranboo sobbed as he thrashed and struggled against Wilbur. He refused to believe this was his fault. It couldn't be his fault. He'd only done those things to protect himself! Ranboo was only humiliated more when his body instinctively tightened around Wilbur like it was trying to milk the cum out of him. It felt like Wilbur was always proven right in the end. Maybe Ranboo did deserve this. Maybe he was asking for it. Maybe it was his fault after all.
When Ranboo’s walls squeezed around his cock, Wilbur was done for. He leaned down, face against the teens chest as he pumped his cum into Ranboo, his thrusts sloppy and stuttered. “Fuck…” Wilbur groaned, panting as he came down from his high, sitting up again. He studied Ranboo’s facial expression for a moment, letting out a small, gentle laugh that was nothing like his mocking, excited laughter from before. “You’re so cute, Ranboo, really. I don’t know how anyone hasn’t done this to you before.” he sighed, wiping away some tears from the teens face, “At least I have you all to myself now.”
Ranboo let out a ragged breath as Wilbur came inside him, coating his insides with cum. He was left crying silently, his body wracking with sobs as Wilbur pulled out and left him dripping with cum. "I hate you," Ranboo mumbled, more like he was trying to remind himself than Wilbur. "L-Let me go." The phrase felt mechanical at this point; Ranboo already knew Wilbur wouldn't let him go, so what was the point in even asking? It was the weakest kind of protest—one that was over before it had started.
Wilbur scoffed, pushing off of Ranboo and flipping him over so he was laying on his stomach. “How many orgasms have you had today? If you can push yourself off the floor and walk to the door without stumbling, I’ll let you go. How’s that sound?” Wilbur laughed, standing up and moving to a corner of the van so he could watch Ranboo try. “To outrun me you’d need to do it in thirty seconds at least… but I'm feeling nice, so I’ll give you a minute to try and get out the door,” Wilbur offered, a cocky smile on his face as he encouraged Ranboo to go ahead and get up.
Ranboo grunted as he slowly tried to stand up, his legs wobbling beneath him as he eased his way up, struggling to keep his center of balance. His legs felt like jello, like they’d collapse under him at any second. Ranboo stumbled and lost his balance before regaining it again. He took a small step in the direction of the door, but his core schedule with soreness and his legs were so weak that he just collapsed, a pitiful cry falling from his lips as he tried to escape to the best of his ability, crying because he full-well knows he won’t be able to make it. Nothing Ranboo does can stop Wilbur.
Wilbur leaned against the wall with his arms crossed, smiling to himself as he watched Ranboo struggle. “58… 59… Time’s up!” Wilbur called out cheerily, reaching Ranboo in two easily strides so he could grab the boy by the arm, pulling him away from the door and back onto the ground. “You know, it was a nice attempt. I was being a little generous with my timing though, if you really wanted to escape you’d have to be up and out the door in ten seconds before I caught you, at least. You still have a long way to go, Ranboo,” Wilbur explained, a faux-sad expression on his face. To Wilbur, mocking Ranboo like this was more fun than anything else he got to do with him. It was almost intoxicating, really, Ranboo seemed so genuinely distraught at his situation. It felt good to be in charge again.
Ranboo curled in on himself, pulling his knees to his chest and sobbing into his arms. He felt so helpless and weak—nothing more than a pet for Wilbur to torment for fun. It wasn’t right. Wilbur tossed him around like it was nothing, hitting and pushing and hurting Ranboo just for the fun of it. Ranboo glared up at Wilbur with hatred and sharply tugged his arm away and out of Wilbur’s grip.
Wilbur matched Ranboo’s glare, rolling his eyes. “Oh, come on . You’re acting like it’s my fault you can’t walk out the door. It’s easy , Ranboo. If you actually wanted to leave you would’ve found a way with the opportunity I gave you!” Wilbur shouted, exasperation in his voice as he spoke. He stood back up, kicking Ranboo over so he’d be forced to look up at him. His eyes were dark and unmoving, focused completely on Ranboo’s expression on the ground.
“You know, I think you really, really do want this Ranboo,” he finally spoke again, a dangerous tone to his voice. “I think you just need someone to take care of you, to take away that stress. You don’t need to think with me, Ranboo, and I think that’s why you’re barely trying to leave.”
Ranboo shrunk into himself as his gaze met Wilbur’s hateful glare. He didn’t want this; he didn’t want any of this! Why was his body not cooperating with him? Why couldn’t he just get out the door? Wilbur was right, it wasn’t like it was a difficult task to get out the door, but still Ranboo couldn’t do it.
“How is raping me ’taking away stress’?” Ranboo snarked, tears brimming in his eyes. He didn’t want to cry. He didn’t want to be weak around Wilbur anymore. It only got him hurt more.
Wilbur laughed, moving his boot to step on Ranboo’s cheek and keep him on the ground. “I think we’ve already established that this isn’t rape, Ranboo. Especially since you’re practically here by choice,” he huffed, kneeling down next to the boy. “I think you just want somebody to take care of you, to take everything away… I can do that for you, baby,” Wilbur assured, tone once again soft and caring. He scooped Ranboo up into his arms, cuddling him close to his chest. Wilbur was absolutely never going to let Ranboo go, so the least he could do was try to convince Ranboo to like it as well. It felt fair, after all, Wilbur did give him an opportunity to leave. If Ranboo liked it, then Wilbur could just pretend this was a normal situation.
Ranboo gravitated to the affection like a bee to honey, crying into Wilbur’s neck as he wrapped his arms around Wilbur’s shoulders. Wilbur sounded so kind and comforting and Ranboo was so hurt, he couldn’t help the way his heart ached as Wilbur spoke. “But… But I don’t like it,” Ranboo protested weakly, looking up at Wilbur to see what the man’s response would be.
Wilbur wiped some tears away, brushing the hair out of Ranboo’s face. “You do like it,” he argued, though it sounded more like a statement, “That’s why you’re not leaving and you’re clinging to me like this. You wouldn’t be doing this if I was your rapist.” Wilbur explained, leaning down to kiss Ranboo’s forehead. The teen looked nice when he was like this—when he was calm and gentle instead of snappy, it was what made Wilbur gravitate towards Ranboo in the first place. He wanted Ranboo to be soft all the time, even if he was always crying too.
Ranboo went silent as he rested his head against Wilbur’s shoulder. He didn’t bother arguing back. He just accepted Wilbur’s word as fact. After all, he made sense. Why would Ranboo search for comfort in the arms of the man who raped him? That didn’t make sense at all. It couldn’t have been real rape. Even though it felt like it. Ranboo blinked a few times to force back tears. “Okay so…? What now?” Ranboo asked softly, clearing his throat after he spoke.
Wilbur ran his hands through Ranboo’s hair, kissing his head. “Now you can just relax. You don’t have any more responsibilities. Just lay back and let me do this,” he explained, his lips pressed against Ranboo’s head, “You barely even have to think anymore, doesn’t that sound nice? Just laying back and being taken care of? Maybe I should take you to an actual house though…” he laughed nervously, glancing around the van. He pursed his lips, Wilbur didn’t have a house, not anymore at least, but Ranboo did. “I bet you’d feel more comfortable at your house, wouldn’t you?” he suggested eagerly, smiling wide at the teen.
“I… I suppose so…” Ranboo nodded, seeing no reason to really protest. It would be one more thing for Wilbur to hold against him, sure, but did that even matter? Ranboo was pretty sure Wilbur was right anyways, he probably did want this, he just didn’t realize it. Ranboo didn’t even care much that his clothes had been discarded and he was left naked, he just curled up in Wilbur’s arms and mumbled the coordinates to his house so Wilbur could get there easily.
Wilbur kissed Ranboo’s cheek as a reward, setting the boy down and shrugging off his long jacket, wrapping it around Ranboo like a blanket. With the boy properly covered Wilbur gathered the rest of their things and picked Ranboo back up, starting the walk to his place.
It didn’t take long for Wilbur to get there, nobody saw them in the dark but he did bury Ranboo’s face in his chest as he walked by Techno and Phil’s house. When he finally got the boy in the house he laid him down on the bedroom floor, undressing him again. “Are you cold?” Wilbur asked, brushing his hand along the curve of Ranboo’s body, “I can’t believe you live in the Tundra, I forgot you were right by Phil,” he laughed, squeezing Ranboo’s hip.
Ranboo pulled the jacket tighter around himself, desperate to cover himself after being exposed for so long. “It-It is a bit cold. You can light up the fireplace if you want…” Ranboo suggested, whimpering and holding onto the jacket when Wilbur tried to strip him once more. “Noo, d-don’t…” Ranboo protested weakly, whining as Wilbur pulled the jacket off of him, leaving him naked once more for Wilbur to use.
Wilbur laughed at Ranboo’s protests, getting up and going over to the fireplace. He took the jacket with him while he did so, and when he came back he threw it to the side out of reach. “You know, if you’re cold I know a good way for you to heat up.” Wilbur suggested, lifting Ranboo’s hips into his lap and tapping the base of the plug that was still in Ranboo’s ass.
Ranboo frowned, pressing his thighs together and moving his hands to cover his modesty. His cheeks flooded red with embarrassment as Wilbur positioned him to make him vulnerable once more. Ranboo's rim was clenched tight around the plug; its size had begun to feel less and less large the more time passed, especially when his mind was more focused on the vibrator in his cunt. Ranboo knew he'd just die of humiliation if Wilbur pulled out the plug, leaving him stretched open and ready to be fucked. "Please, don't…" Ranboo whimpered, full-well knowing Wilbur wouldn't listen to a word he said.
Wilbur hummed in acknowledgment, starting to pull the plug out despite the protests. When he almost got the thickest part out of Ranboo’s ass he suddenly shoved it back in, clicking his tongue in thought. “Actually, you know where I haven’t shoved my dick in before?” he asked, moving his hand up to Ranboo’s mouth and shoving two fingers in. “I’d love to shove it down your throat, see how much you can take before you pass out…” Wilbur murmured, pressing his fingers against Ranboo’s tongue to force his mouth open.
Ranboo cried out as his hole was stretched around the plug and forced to take it again. His bottom lip trembled as Wilbur raised his hand to his mouth and abruptly shoved two fingers in. Ranboo whined and gagged around Wilbur’s fingers, his mouth opening as wide as possible due to Wilbur pressing down against his tongue. Ranboo knew he had to look like a total whore right now: his eyes were rolled back in his head as he stuck his tongue out and opened his mouth wide, gagging on Wilbur’s fingers.
Wilbur smirked at the state of the young teen, pressing his fingers in even further to shove them down Ranboo’s throat. “God, you’re so intoxicating,” Wilbur snapped, though his expression and tone were manic with excitement. In an instant he was up, tugging down his pants and boxers and guiding Ranboo’s mouth onto his cock, forcing him to take the tip into his mouth. “Suck on it, Ranboo. Suck my fucking cock,” he hissed, his grip tightening on Ranboo’s hair so he couldn’t pull away.
Ranboo wasn’t afforded a moment to protest; one second he was gagging on Wil’s fingers and the next he was being pushed down on Wilbur’s cock. Ranboo tried to relax and stay compliant, but it was difficult to stay calm and relaxed while Wilbur was easing his way into Ranboo’s throat. The ender-hybrid’s tongue lolled out as Wilbur pressed into his throat, making him gag repeatedly, his eyes welling up with tears almost immediately.
Wilbur smiled widely, grabbing Ranboo’s hair and pressing him further onto his cock. “Just relax your throat,” he instructed, “You can get all the way down, you’ve taken it before,” he groaned, slowly easing Ranboo down far enough to press his nose against his pelvis. Wilbur gasped, voice shaky from pleasure as he started to slowly thrust himself into Ranboo’s throat, his pace only speeding up everytime he found that spot that made Ranboo gag and tighten around him.
Ranboo coughed and gagged around Wilbur’s dick, his eyes rolling back in his head as he tried to relax and let Wilbur slide his cock deeper and deeper inside Ranboo’s throat, cutting off his airflow. Ranboo groaned around Wilbur’s length once he’d been pressed against Wilbur’s pelvis, his eyes watering with tears as he gagged around the girth again. It only took a minute for Ranboo to decide he couldn’t blow Wilbur without suffocating. He used all his strength to fight against Wilbur’s grip and pull off of him, gasping for air and coughing after Wilbur’s length slid out of his throat with a lewd ’pop’.
Wilbur furrowed his brow, grabbing Ranboo’s hair again and pulling him closer. “Come on, you were doing so well!” Wilbur sighed, disappointment obvious in his tone. His dick was still wet with spit, tip red and twitching due to the lack of contact. “Why don’t you try again, just breathe through your nose and relax your throat. It’s easy,” he assured, caressing Ranboo’s face with a gentle hand. He wiped some spit and tears away, cupping Ranboo’s cheek almost lovingly.
Ranboo shook his head, trying to pull away from Wilbur’s grip as much as he could. There was no way he wanted to do that again. His throat burned from being stretched open and drool still dripped down his chin. His eyes were bloodshot and filled with tears. “Stop, I-I can’t!” Ranboo protested, trying to push Wilbur away.
Wilbur kept Ranboo still despite his protests, tugging his head up. “You’d leave me like this, Ranboo?” he asked, his gentle tone a stark contrast to his hard grip. “You have to help me here, Ranboo. If I can’t fuck your throat, I’ll fuck your ass instead. It’s already prepared for me, after all.” Wilbur suggested, letting go of Ranboo’s hair and shoving him down onto the floor, spreading his legs with his foot so he could get a good look at Ranboo’s cunt and ass.
Ranboo sobbed as Wilbur tugged on his hair, pulling his head up. When he fell to the ground, Ranboo cried out and tried to cover himself even as Wilbur spread his legs to examine his holes. “Stop, no!! Stop, I-I’ll suck it. I’ll l-let you… fuck my throat…” Ranboo sobbed, crawling to kneel in front of Wilbur again, his mouth open as he offered his throat for Wilbur’s use.
Wilbur nodded, looking down at Ranboo’s face. The teen looked like an absolute wreck, and it only served to excite Wilbur more. He guided Ranboo’s mouth back onto his cock, not wasting any time resuming where they were at. He shoved his length all the way into Ranboo’s throat, pressing his nose against his pelvis and setting a nearly bruising pace. He justified it as a punishment for Ranboo pulling away, but with the teen gagging and drooling over his cock he would’ve done this no matter how well behaved Ranboo was.
Ranboo just went limp, his body’s instinctual reactions taking over as he continued to gag and cry around Wilbur’s dick. Ranboo was dissociating, his mind completely blank as Wilbur used him as a toy. At least, up until Wilbur pushed his body too far and Ranboo found himself trying to pull off, anxious as his stomach turned in discomfort and he felt bile rising in his throat. He keeled over once he’d pulled off, coughing and gagging until he threw up on the floor of his own house.
Wilbur laughed, kneeling down next to Ranboo and holding his hair up as he puked. “You want me to grab a bucket?” he asked nonchalantly, as if it wasn’t his fault that Ranboo was so sick and miserable. He leaned his head against Ranboo’s back, kissing inbetween his shoulder blades to try and comfort him.
Ranboo sniffled as he spit the rest of the bile in his mouth on the ground and wiped all the tears and spit from his face with his arm. “No, I-I’m done…” Ranboo choked out as he trembled like a leaf, leaning into Wilbur’s touch. “Can we sleep? Please?” he asked pathetically, tilting his head back to look up at Wilbur. Ranboo hadn’t quite gotten a full night’s sleep with all the toys Wilbur had stuffed inside him before leaving him.
Wilbur hummed in thought, running his hands through Ranboo’s hair. “Sure, baby,” he murmured, shoving himself back into his pants before helping Ranboo up. He led him over to his bed, laying him down and sitting next to him, putting the boy's head in his lap. “You know, you kinda spaced out halfway through. Try focusing next time so you don’t throw up,” he suggested, tone lighthearted as he rubbed a thumb against Ranboo’s cheek, kissing his forehead.
Ranboo glared over his shoulder at Wilbur for just a second before he turned back and sighed, closing his eyes. It was hard to fall asleep or even try to, really. Wilbur's presence was enough to have him on-edge, worried he'd be violated while unconscious. He still had the dreaded plug inside him, too, continuing to stretch his body despite the soreness that overcame him.
Wilbur draped his arm around Ranboo as he laid down, snuggling up against him. He didn’t feel the need to cripple Ranboo with his toys or tie him up, after all they were at Ranboo’s house. Where would he even go if he did run? Wilbur let himself relax at the thought, burying his face into the back of Ranboo’s neck and dozing off.
When Ranboo woke up the next morning he felt much better. He must have slept through most of the previous day because it went from the afternoon to morning in the blink of an eye. Ranboo yawned and began to sit up, before he realized Wilbur was behind him, still holding onto him snugly. Ranboo sighed as he glanced back at Wilbur. The man must’ve been pretty tired to have fallen asleep for that long, but then again Ranboo didn’t pin Wilbur as the most stable person around—not by a long shot.
Wilbur woke up just a few minutes after Ranboo, groaning at the sudden shift of body heat he had been clinging onto. He sat up in bed, rubbing the sleep out of his eyes before turning to Ranboo, smiling down at him. “You know, I don’t think I slept properly since I was revived,” he laughed, bringing Ranboo into his lap and wrapping his arms around his midsection. “Did you sleep well?” he asked, whispering against Ranboo’s neck.
Ranboo sighed, unable to cover up just how sad and helpless he was. He nodded his head yes—he had slept quite well. Ranboo at least appreciated the warm embrace of another living person. Still, that didn’t mean he wanted to be around Wilbur. He pulled away from the man, trying not to let Wilbur touch him as he scowled. Ranboo was quickly losing his touch; he was becoming less innocent and vulnerable and more cynical and depressed.
Wilbur scoffed as Ranboo pulled away, slapping him on the back of the head. “Stop fucking pouting, we’re having a good time,” he snapped, standing up off of the bed so he could stretch. He glared at Ranboo over his shoulder as he did, turning around to face him. “We should probably get that plug out of you, huh? It’s about time I put your ass to good use again,” Wilbur chuckled, pushing Ranboo down onto the bed so he could spread his legs.
Ranboo’s eyes widened as Wilbur approached him with that predatory gleam in his eye he always seemed to get before he hurt and humiliated Wilbur beyond belief. “Oh-Oh, Wilbur…” Ranboo began to whine in protest, cutting himself off by biting his lip. He couldn’t determine if it was better to be plugged up and left alone or if it was better to face the humiliation of getting fucked and finally have the plug taken out.
Wilbur settled himself in between Ranboo’s legs, holding them open so he could get a good look at Ranboo’s holes. “Hey, I have a deal for you.” Wilbur started, looking up at Ranboo, “I’m planning on taking the plug out and fucking you, but if you take it out yourself I’ll let you try to suck my dick again instead. How does that sound?” he explained, trying to stifle the excitement in his tone. He had Ranboo practically backed into a corner, both literally and figuratively. There were no other options for Ranboo anymore besides just letting Wilbur assault him.
Ranboo nodded timidly, reaching down to the plug to feel the base of it. Just as he remembered, the plug was still huge. He felt stretched already, but taking it out would be so scary. Ranboo knew Wilbur would probably watch the whole time as he pulled the plug out, so he just swallowed his pride and closed his eyes as he gently tugged on the base of the plug.
Ranboo let out a broken little cry when he pulled on the plug and it didn’t want to budge. His body must have just tightened around the plug because Ranboo struggled to get the toy out of him, whimpering and sniffling as he slowly eased it out of his body. By the time he’d made it to the thickest part of the toy he was nearly in tears, but it was easy to slide the rest of it out after that. Ranboo collapsed once the plug was out of him, completely out of breath as he tried to cover his modesty once more.
Wilbur watched Ranboo intently, keeping a hand on his thigh to keep him still and spread open. By the time Ranboo was done pulling the plug out Wilbur was hard in his pants again, and he grabbed Ranboo’s wrists so he couldn’t cover himself up anymore. “Didn’t that feel good, Ranboo?” he asked, leaning forward so he could press a kiss to the teens neck. Their chests were pressed together now, and Wilburs clothed dick nudged against Ranboo’s ass. “You didn’t really have a good time sucking my dick last night, right? Wouldn’t you rather I fuck you instead?” he asked, whispering huskily into Ranboo’s ear as he grinded against him.
Ranboo tried to fight back against Wilbur as the man pried his hands away from his privates, but he was far too weak and Wilbur easily overpowered him.
Ranboo felt his stomach turn in anticipation as Wilbur began to speak again. He knew they were getting close to it now—Ranboo knew Wilbur was gonna fuck him again soon. “I-I’d really rather you did neither…!” Ranboo halfheartedly whimpered out as his legs tensed around Wilbur.
Wilbur scoffed, squeezing Ranboo’s thighs as he leaned back. “You have to do one, Ranboo, that was the deal with letting you take out the plug by yourself. Unless you’d rather me just put it back in?” he questioned, grabbing the plug again and holding it up, as if to show off its size to Ranboo. “So pick one or I’ll put all your little plugs back in for you.” he hissed, glaring down at the teen.
Ranboo took a shaky breath as he released the tension in his body, going limp and pliant for Wilbur’s use. “Okay… fine,” he sighed, just giving in like that, “Y-You can… fuck m-my ass…” Ranboo kept his legs spread for Wilbur, but he turned his face away in shame as he offered himself up to Wilbur.
Wilbur smiled proudly, setting the plug back down and lifting Ranboo’s hips into his lap. He nearly shuddered when Ranboo gave him permission to fuck him, excited just by the prospect of having the teen whine like that on his dick. “God you’re so hot , Ranboo. You were never dirty like this before, so pleasant and quiet… Fuck, ask me to fuck you again,” Wilbur let out his words breathily, nearly moaning despite having no contact on his dick yet.
Ranboo’s cheeks were blazing red as he buried his face into his hands, whining out once more, “Fuck me!!! Fuck me, please!” Ranboo had abandoned all shame, just mindlessly doing whatever Wilbur told him to in the hopes it would lead to something positive. He was just like an obedient little puppy, eager to please but still clumsy and shy.
Wilbur’s smile only widened as Ranboo actually begged him. He couldn’t control himself after that, moving rapidly to tug down his pants and spit onto his hand to add some kind of lubrication on his cock for Ranboo. It wasn’t hard to push into the teen at all, with him being stretched for nearly three days, and Wilbur immediately started to brutally thrust into him. All of his movements were manic and frenzied, as if he hadn’t fucked Ranboo just the day before as well.
Ranboo wailed as Wilbur fucked into his stretched ass, only lubricated by Wilbur’s spit and precum and whatever lube was left in him from the plug. It didn’t really hurt at all. Ranboo’s holes had become much more adjusted to being stretched open and used by now, all he felt was pleasure and the slick friction of Wilbur sliding inside him over and over and over again.
“Oh, oh—Wilbur!!” Ranboo sobbed as the man fucked deep inside him. His other hole was dripping with slick as his body was filled with nothing but pleasure. His walls pulsed and flexed around Wilbur’s girth as he moaned in pleasure.
Wilbur sat up on his knees, lifting Ranboo’s hips up and fucking deep inside of him. He grabbed the boy’s wrists, holding him still as he brutally fucked him. “G-god, you’re so fucking perfect! You’re so wet just from me fucking your ass, you goddamn slut,” Wilbur groaned out, panting as he pistoned his hips into Ranboo’s. He leaned down, burying his face into Ranboo’s neck and breathing out low groans into his skin.
Wilbur knew he looked desperate right now, nearly pathetic, but he couldn’t control himself under the idea that Ranboo might want this—that Ranboo might be enjoying himself just as much as Wilbur was.
Ranboo let Wilbur fuck into him, punching cries and moans out of him as Wilbur roughly thrusted his hips and pumped Ranboo full of cum like he was glazing a donut. Ranboo groaned as his tummy cramped up—it had been a while since Wilbur had creampied him and his body was still learning to accept what it was given. Ranboo groaned softly as he reached one hand down to massage his tummy, finally settling down after he got used to the feeling of being full of cum.
Wilbur continued to thrust into Ranboo even after he came, pounding their hips together and creating a bruising pace. “Fuck! Fuck, a-are you going to cum, Ranboo?” he panted, overstimulation kicking in. It was the most intense sensation he had ever felt after being revived, and yet he couldn’t stop himself from repeatedly thrusting into the tight, wet, heat. He buried his face into Ranboo’s neck, groaning against his skin and begging him to cum for him.
Ranboo whined, clutching onto Wilbur tightly as he tried to force himself to cum, focusing on nothing but the feeling of Wilbur’s dick fucking in and out of his ass. “Nngh-Wil—Wilbur, no, I… I’m not gonna get there… Y-You can stop, I’m sorry,” Ranboo whispered meekly, seeming to flinch away like he was scared Wilbur would hurt him for not being able to cum, or even worse, overstimulate Ranboo like he had when he forced the boy to take a vibrator inside him for hours.
Wilbur gave a few more thrusts before he slowed himself to a stop, groaning against Ranboo’s skin. “F-fuck, it’s okay, you’re okay…” he whimpered, slowly pulling out of the poor teen. “I’m sorry it wasn’t as good for you, here let me help,” he muttered, leaning back and slowly sliding his hands down to Ranboo’s clit, rubbing small circles into it. He could feel how wet Ranboo had gotten during their sex, and hoped that the small touches would be enough to push him over the edge.
Ranboo involuntarily let out a low groan as Wilbur pulled out, his hole beginning to drip with cum as Wil rubbed at his clit. “Oh! Wilbur— Wilbur!!” Ranboo cried as his body convulsed and he came hard, squirting on Wilbur’s hand as his whole body tensed up and he rode out his high for almost a full minute. He was breathless and trembling, his eyes glazed-over as he stared up at Wilbur, completely blissed-out.
Wilbur smiled down at Ranboo, kissing his forehead and slowly taking his hand away and wiping it off on the bedsheet. “Did you enjoy yourself, darling?” he asked, lifting Ranboo’s hips back into his lap and rubbing circles into the soft skin of his thigh. “You want your plugs back in, how about the vibrator?” Wilbur teased, leaning down to nip at Ranboo’s neck and leave little love bites.
Instantly Ranboo seemed to tense at the mention of putting the dreaded plugs back in. He hated the feeling of emptiness he was always left with when Wilbur took the plugs back out , especially. It always seemed to humble Ranboo enough for him to submit to whatever Wilbur wanted. Why bother fighting back when clearly Wilbur was right, he was nothing more than a dumb, pretty set of holes for Wilbur to use.
"I don't want 'em back in..." Ranboo murmured, shrinking in on himself a bit. "Can—um—Can you just keep me stretched out instead? Um, l-like, on your…" he stammered, his face flushing as he struggled to get Wilbur on board with the idea. Anything so that he wouldn't have to be plugged up again.
Wilbur seemed surprised, his eyes widening slightly. It wasn’t the fact that Ranboo didn’t want the toys back in that shocked him, it was the fact he still wanted to be stretched out, not even fighting the notion. He glanced down at his own cock, which was soft but still twitching from how he overstimulated himself.
“Yeah...” he nodded, lining himself up to Ranboo’s cunt and pushing himself in. He cringed at the foreign feeling, not used to going inside soft. He pulled Ranboo close, unsure of what else to do. “This good?” he asked, dick twitching slightly as he started to chub up inside of Ranboo.
Ranboo just let out a soft sigh as Wilbur slid his dick inside his other hole. He couldn’t even complain—it didn’t hurt at all, if anything it almost felt nice to be filled, so long as it wasn’t by those dreaded plugs Wilbur had made him use. “Mhm… Really good…” Ranboo practically moaned out, rolling his hips back against Wilbur in order to press his cock deeper inside. “S-See? Ah —This is so much better than the plugs!” Ranboo giggled as he flexed his walls around Wilbur intentionally.
Wilbur furrowed his brow, laughing softly at Ranboo’s giggles. “Are you enjoying yourself?” he asked, smile wide and voice filled with genuine delight. Wilbur was starting to harden inside of Ranboo, letting out a gentle moan everytime the boy clenched around him, like he was trying to excite him again. “F-fuck...are you eager to get filled again?” Wilbur gasped, his hips twitching forward and searching for more of the nice, tight sensation.
Ranboo’s face flushed at Wilbur’s lewd words, but who was he to deny Wilbur what he wanted to hear? Ranboo nodded as he clenched around Wilbur again, trying to get the man to harden inside him quicker. “Mhm, mhm, like having you inside…” Ranboo drawled mindlessly, not even trying to put up an act anymore. He couldn’t even convince himself he was doing this out of fear—he really was just becoming Wilbur’s slut.
Wilbur gasped shakily when Ranboo clenched around him again, digging his nails into Ranboo’s hips and pulling him close. “Keep doing that, you little whore,” he hissed, “So eager for my cock even after I fucked you? Do you just want to sit on my dick all day?” Wilbur started to slowly thrust, his cock now fully hard and twitching inside of Ranboo.
Ranboo whined in disapproval when Wilbur called him a slut, but he did as told as continued to clench and relax his body around Wilbur’s cock. “Yeah.. Just wanna be filled with you all day,” Ranboo groaned as Wilbur began to thrust into him, filling him up so nicely.
Wilbur smiled, nuzzling into Ranboo’s neck lovingly. The boy was so slutty, so needy. Wilbur truly had broken the boy in, and in record time. Maybe he was right about Ranboo, after all. Maybe the boy really just needed someone in his life to take all his responsibilities away—someone he could rely on to always be there for him when he needed someone to think for him.
And Wilbur was more than happy to fill that role.