Lots of kisses and cuddles there would be.
Dipper woke up about an hour later intertwined in his lover. Bill still wore the police jacket with dried cum on his stomach. He slept so soundlessly though he didn't look particularly adorable – he never did. The demon always slept with his mouth wide open, a trail of saliva dripping down the side of his cheek, with snores that were terrifyingly loud at times, and utterly sprawled to the point of leaving little to no space for Dipper. It was fortunate the brunet could easily sleep through loud sounds and didn't mind how Bill hogged all the space, otherwise the latter would never be permitted to stay the night.
That being said, the two had hardly slept an hour before Dipper woke up. He pushed off the bed without being too mindful of Bill. The blond slept like a rock – a fact he would deny till the end of time. Dipper had once accidentally shoved Bill of the bed while he slept, but the latter had been none the wiser. Regardless, Dipper stretched his body, relishing in the cricks and cracks it made which brought about a pleasurable and relaxing sensation. He then rubbed his wrists, finding that Bill had set them a bit too tight because they had left red marks in their wake.
He glanced back at the bed pensively. Bill continued to sleep disgracefully but as amusing as the sight was, what caught Dipper's attention were the cuffs still snaked around the bed's head frame. The brunet blushed and remembered in quick flashes the BDSM roleplay session he had had with Bill. It sent sparks to his groin and etched a smile onto his face. That was when he remembered silently vowing to himself that he would get back at his lover.
And yet, a problem was at hand. As much as Dipper would have liked to start round two, he needed to study for his midterms. By all means, he should never have allowed himself to get distracted by Bill the first time but now that he had, he wanted nothing more than to do it again. It had been fun and now he had the opportunity to be in control. Dipper already had a plethora of ideas of things he wanted to do to his lover. He wanted to tie him up, to wait until he awoke, and to ravish him with sensual touches at his own maddening leisure and—
Dipper supposed he could be wild for once and forsake his studies for the rest of the day.
The first thing he did was bind Bill to the cuffs. He moved his arms into the position he desired before tying them in place. The way he had gone about it left practically no possibility for movement. As satisfied as he was with his work, Dipper reckoned Bill was still a tad too free. Luckily, the brunet had taken inspiration from the demon and bought BDSM toys with the money he made working at the Mystery Shack. He pulled out a large box from beneath his bed and fished out ankle cuffs which he then tied to Bill and the bed frame, making sure to part the limbs so he could seat himself comfortably if he so decided.
Now, all that was left was for the demon to wake up. Dipper reckoned it wouldn't take too long because the other man never slept for extended periods of time. However, he wanted him to wake up immediately but, after a few minutes, he realised it wasn't going to happen. Dipper hugged and glanced around his room. He supposed he could study while waiting for his lover when a thought struck him. A few weeks back, the fucking machine he had ordered arrived at his door step. Fortunately, no one had been home and so sneaking the package inside had been fairly easy. The only problem had been that there was no good place to hide the machine in his room. For that reason, Dipper had decided to store it into the attic where, so far, no one had found it. Due to its noisiness, he also hadn't tried it out, but he supposed now was a better time than ever. It would be perfect to torture Bill sexually.
He left his room without pulling on at least a pair of pants. No one was home so it didn't matter. He marched to the attic and took a moment to remember where he had stored the elaborate sex toy. He found it hidden behind towers of boxes draped in an off-white sheet. It was heavier than he remembering but he lugged it back to his room all the same if with a bit of difficulty. To his pleasure, he found Bill awake and testing the restraints that kept him bound to the mattress so tightly.
"Round two, hun?" Bill asked and looked at his lover with an eager smile. "Didn't think you would get back at me so soon."
"I saw the opportunity and I took it." Dipper shrugged, "Officer."
"Are we still roleplaying?" Bill practically purred.
"If we are, I rather you call me 'master' than 'convict'." Dipper said and set the box by the bed.
"I'm an officer of the law! I won't degrade myself so quickly!" Bill grinned defiantly.
"Sure you are." Dipper snorted as he opened the box and took out the machine. There were only two pieces he needed to assemble – three if one were to get technical. "By the way, did you steal that uniform? It seems really authentic."
"No!" Bill said like the suggestion was stupid, "I borrowed it."
"From who?"
"A police officer."
"Does he know?"
"No…"
Dipper rolled his eyes. Of course Bill stole the uniform. He might have been gaining human moralities, but he was still, at the base of everything, a demon. Dipper wasn't sure they would give the uniform back. They had had sex with it and there was a bit of cum staining the material. Even if they washed it, it wouldn't change what they did and were about to keep doing in it. Perhaps the officer could simply get a new one. It seemed like the better option.
"So what's this thing you're putting between my legs?" Bill asked and pushed himself up as much as he could to see.
Dipper grinned and attached the rod to the machine, making sure it was well fastened. He opted not to answer and leave the demon to guess. He was going to enjoy it whether he knew what the machine was before or during its utilisation. Surely he had an idea of what it was when Dipper pulled out the dildo meant to be attached to the rod. A smile slowly etched itself on the demon's face as he put the pieces together.
"Oh, so this is what we're doing?" He purred, "Can't say I ever thought of this before…"
"Shocking considering your mind's always in the gutter." Dipper chuckled.
"Says the guy who actually bought this thing." He grinned.
Dipper jerked at the machine to make sure it was well assembled. Then he moved it closer to Bill until the tip of the dildo was poking at his entrance. The demon's breath hitched and he whimpered, wiggling in anticipation. Dipper noted how his cock was already hardening rather quickly. The brunet smiled at the reaction. He took the power cord, plugged it in, and switched on the machine at a low speed. He then guided the dildo gently into Bill, finding little to no resistance. The blond was still nicely slicked and stretched from an hour before.
"Are you just going to watch me?" Bill asked, his voice shaky as he tried to contain his moans.
"No, I'm going to study." He lied as he unhooked the remote attached to the machine's side. He pressed a button to increase the speed – it was mostly to see if the battery still functioned and he found it did.
Bill gasped and arched his back, jerking at the cuffs tied to his ankles. The machine pushed the dildo deeper and faster into him without giving him the chance to adjust. Beautiful moans poured from his lips and Dipper could feel his dick harden as well. He ignored it for the time being and made a b line to his desk chair. It was placed just so that Bill couldn't see him very well but the brunet had a perfect view if he decided to spin his chair in his bed's direction. So he sat down and grabbed his notes to maintain his charade. Though his head was tilted downwards, his eyes were glued to the gorgeous man moaning and writhing on his bed while being plowed by a fucking machine.
"Ahh—!" Bill cried, "Y-you're really just going to – ngh! – study…?"
"Yup." Dipper lied, popping the 'p'.
His dick was hardening and he could feel beads of precum build at his tip. He didn't resist the urge he felt to leisurely pump his member as he watched Bill. The sight of him was intoxicating. The way he arched his back and pulled at his restraints was mesmerising. His cheeks were flushed with a dark blush and his whole body was covered in a thin layer of sweat. The way the light hit him created the illusion that he was sparkling. Dipper had never had such a view before what with him typically being the one to ruin Bill with sexual bliss. He wondered if he could get the machine to hit his prostate…
Without wasting another second, he took the remote and increased the speed again. The machine whirred louder and Bill cried out desperately as its thrusts quickened and deepened all the more. Suddenly, he tugged violently at his restraints and arched his back more than he had before as a blissful cry left his lips. The machine had found his sweet spot. He continued to moan and shout as each thrust hit its target dead on and Bill grimaced, overwhelmed by the stimulation. Dipper grinned and pumped his own cock faster.
The demon couldn't even utter the slightest coherent word as intense pleasure pumped through his body. His hard cock was purpling, drenched in precum, and twitched with the need to be touched. Dipper was sure Bill would still manage to cum untouched if the machine kept it up.
"O-oh God!" He cried and moved his hips to meet the machine's thrusts but it was nearly impossible. "I'm – I'm going to—"
The the machine stopped. Bill gasped and it took him a moment to realise that Dipper had promptly shut it off with the remote before he could climax. He whimpered and growled, jerking his hips desperately. He had been so close – or so Dipper concluded from the amount of cum beading at the tip of the other's prick as well as from its overall colour.
"No! No, you can't!" Bill growled and glared in Dipper's approximate direction. "I-I was so close! I need to cum, damn it!"
Dipper released his hold on his own cock and strutted over to the bed, tossing his notes back onto his desk. He quickly removed the machine, Bill whimpering as the dildo left him with a wet "plop", and placed it down by the bed. Dipper could put it away later.
"Is that so?" Dipper asked with feigned cluelessness, "You know, that actually reminds me of something you said. Now, correct me if I'm wrong, it has been, like, an hour, but didn't you expressly forbid me to cum while you yourself attended to your own needs multiple times? How many ejaculations did you have? Three?"
Bill pouted and glanced away. "But…I didn't do that."
"That you did not." Dipper conceded as he crawled onto the bed and sat between Bill's parted legs, "But that's irrelevant. I'm going to tease you in the most terrible of ways for the longest time and you won't be permitted to cum."
"Pine Tree, no!" Bill whined, "That's way worse than what I did to you!"
"I don't care." Dipper said as he moved above the blond, planting his hands on either side of him to hold himself up. "And call me master."
"I thought we weren't roleplaying." Bill remarked.
"We're not. Not really." Dipper said, hovering his lips over Bill's, "I just love how the title leaves your lips when you're utterly wrecked with ecstasy."
They locked lips, moving together in this familiar, sensual dance. Bill's lips parted just enough to have Dipper's tongue slip in and soon the kiss became sloppy and desperate. Rough breaths mingled together as tongues fought and lips clashed together, bruising. Bill whimpered into his human's mouth, and the moment he did, Dipper pulled away. He pressed his lips to the blonde's jawline and began leaving kisses as he slowly trailed downwards. The demon protested again but said nothing more and allowed for the teasing to continue. It was still very clear that he wanted Dipper to pay attention to his throbbing cock and that it was steadily driving him nuts because he wasn't.
Dipper kissed and sucked at delectable pieces of skin, leaving red and purple marks in his wake. Bill gasped and moaned, occasionally bucking his hips in a feeble attempt to find stimulation for his weeping prick, but the way Dipper was placed made it impossible for the demon to rut against him. The brunet soon got to his lover's collar bone. He traced the bone and any other lines and curves to be found there with his lips. Once he finished, he moved his lips to Bill's nipples.
When his breath ghosted over the first pink nub, Bill gasped and snapped his gaze down. Dipper looked up and found his pupils heavily dilated, his cheeks flushed pink, and his bruised lips agape in anticipation. He saw his mouth twitch, like he wanted to say something – ask for something, but he was afraid Dipper would refuse if he did. Dipper didn't give him the opportunity. He blew over the erogenous zone before licking it and obtaining a delicious response. Bill choked out a yelp and arched slightly upwards, pushing his chest closer to Dipper's mouth. He was panting already and practically whimpering his wordless begs for his human to keep going. It was insane how teasing could reduce Bill to nothing like that.
Dipper grinned and licked the hardening nub again, eliciting the same response. He didn't pause for as long and gave the nipple another lick, applying more pressure with his tongue this time. Bill gasped and whimpered, screwing his eyes shut to concentrate on the sensation. Dipper decided to give him more to feel and graze his teeth over the erected pink flesh. He gasped and before he could mewl for more, Dipper continued his assault at a quickened pace. He clamped his lips around the nipple and nibbled at the sensitive flesh all the while sucking at it. Bill cried and arched his chest into his mouth as breathy moans left his lips. He gasped and groaned when Dipper decided to pay attention to his other nipple by kneading his thumb slowly into it.
"Ahh—master!" Bill cried and Dipper now knew the stimulation was driving him insane because it wasn't enough to get him off. "Please!"
"Now, now," Dipper hummed as he released the now bruised nipple. "I'm going to savour you…"
He placed a kiss by the nipple he had been so recently abusing before continuing his way down Bill's body. He continued massaging his nipples, pinching them teasingly here and there, all the while kissing every piece of skin below. Bill's breathing became shallow as Dipper's lips ghosted over his abdomen and neared his treasure trail. The blond mindlessly hoped the brunet's attention would soon turn to his cock because he was sure he was going to die otherwise. And die he might because Dipper took all the time in the world to kiss bits of flesh that typically went neglected whenever they got sexual. He nibbled at a bit of skin just above his hip bone and sucked a mark into. Then he hovered to the mirroring side and did the same thing.
"W-what do I have to do—" Bill gasped, "To get you to let me cum?"
Dipper ignored him. There wasn't an answer he could provide because no matter what he would say, the brunet wasn't going to stop his teasing so soon – especially not when it was working so well. To drill his point in place, Dipper hovered above the other's throbbing erection for a moment and gently blew on the sensitive member before continuing his way southwards. He latched onto Bill's thigh and kissed and licked at the skin to be found there. Bill threw his head back and growled in frustration.
"M-master, please!" He tried begging.
Dipper kept ignoring him though the wanton tone in his voice gave him an idea. It was cruel, admittedly, but that was the whole point of his endeavour. He moved upwards and pressed a brief kiss against Bill's balls. The gesture practically had him sobbing in relief. He thought he was finally going to be satisfied but he was wrong. Rather than take his cock into his mouth, Dipper moved to Bill's stretched entrance. He pushed his ass cheeks further apart to allow for a better view. Bill yelped and tried jerking up to see what Dipper was intending to do to him but couldn't with his restrained position.
"Hey, wait—"
But Bill was caught off by another yelp as Dipper licked his entrance. He was surprised he didn't dislike the taste. It tasted a bit like strawberries and that was mostly because the lubricant they had used had been strawberry flavoured. The way he uttered his dazzling sounds told Dipper he had mixed feelings about what was being done to him. It was understandable. This was the first time Dipper rimmed him – or anyone for that matter. He had only done the similar act of eating out his ex-girlfriend before and had become rather good at it – or so she informed him. He decided it couldn't be too different from rimming.
He licked the entrance all the more, coating the twitching and stretched ring of muscles with his saliva. Then he blew on it, earning another yelp from Bill who was practically shaking now. Dipper grinned before licking his hole again. Slowly and gently, he worked his tongue past the twitching muscles, relishing the mewls and moans that left Bill as his tongue steadily went deeper and deeper. Before he knew it, Bill was throwing his head back as whiny breaths left him while Dipper's tongue pumped in and out of him. Any and all signs of uncertainty had gone out the window and Bill was losing himself to the sensation. His moans were growing in intensity and Dipper realised he was about to cum just in time to stop.
"AH! No! Why did you stop!?" Bill cried again, bearing a very sexed out expression.
"You were about to cum." Dipper grinned and the demon pouted.
Speaking of, Dipper was starting to get rather needy himself. Perhaps it was time to set the teasing aside. He propped himself up and raised Bill's legs what by what little they could, which was enough for Dipper to angle himself for penetration effortlessly. Bill gasped when he felt the tip of the other's cock poke at his stretched and abused entrance. His heart was beating heavily in his chest and his eyes were round with hope. He wanted nothing more than to get fucked into climaxing, but he wasn't sure he could trust Dipper to do just that. The latter had been teasing him for so long.
"I'll fuck you now." Dipper said and applied pressure to the tight ring of muscles, "But I want to hear you beg like a sex slave would to his master."
Bill was too desperate to feel anymore embarrassed. He had been so close to climaxing for so long. He craved that final push with every fiber in his body. "Master, please!" He cried, buking his hips in a desperate attempt to get even just a bit of Dipper's cock inside of him, "I want your cock – I-I need it! I need to cum, but I can't—I can't without you!"
Dipper grinned and slowly pushed his cock inside Bill. He savoured the long and languid moan that left him and persisted the time it took for him to bottom out. Then he stopped and waited for a moment until Bill began to whimper and buck his hips again. A series of "please" and "master!" left him as he urgently tried to convince Dipper to fuck him. The latter stalled for a moment longer. He loved to see him so desperate. And just when Bill seemed like he was going to start crying out of frustration, Dipper began thrusting. They were long, leisurely thrusts, and though Bill desperately wanted more, he contented himself for the moment. He moaned and wiggled his hips in vain attempts to meet each thrusts.
The brunet steadily began increasing his speed. The way Bill squeezed his dick without meaning to convey his eagerness was more than blissful. He could almost feel him quiver with the overwhelming need to just cum. Dipper wondered how long it would take. He reckoned not long, but he ended up surprising himself. Though Bill moaned louder and louder, seemingly approaching his heavily desired ejaculation, direct stimulation to his erection was missing. Dipper ended up cumming first, filling Bill so fully with his seed that it began to seep right back out. Bill cried in frustration, heaving heavily and pushing his hips against the cock still buried inside of him.
"Master, please!" He begged, "Don't leave me like this—j-just touch me! Please!"
As fun as it was to see Bill so frustrated and desperate, he wasn't cruel enough to prolong his torture. He wrapped his hand around the purpling cock and gave it several pumps before Bill was finally pushed over the edge and spurts of cum shot out of him. The sound he made was intoxicating and nearly had Dipper hardening again. Bill collapsed exhaustedly against the mattress, no longer straining against his restraints as he breathed heavily, vacant eyes staring into the distance as he came down from his sex high.
Dipper pulled out and gently released Bill from the cuffs. He tossed them by the bed, opting to putting everything they had used away later. Then he laid by Bill and pulled him into an embrace, snapping him out of his trance. He buried his face in Dipper's chest while the other kissed the top of his head, nuzzling his blond hair.
"You're so mean." Bill mumbled.
"You started it." Dipper chuckled.