Dipper woke up with a heavy groan, feeling just a tad cold. He had been studying for one of his upcoming exams when Bill had brought him something warm to drink. He hadn't paid the demon too much attention, giving him a hasty thanks before brushing him off in favour of learning facts concerning ancient religions. Naturally, the demon hadn't been too please – emitting his typical upset growl so as to voice his discontent. He had left slamming the door to his room a bit too loudly. As much as Dipper would have liked to have paid Bill more attention, his hands were tied at the moment. He had midterms coming up and he needed to study, it was as simple as that. He wished the demon could just understand.
The brunet couldn't recall when he had first fallen asleep nor when he had decided to go to his bed. He paused for a moment, waiting for the last of his drowsiness to leave before attempting to sit up. However, Dipper quickly found he couldn't because he had been bound to his bed by fluffy cuffs Bill had purchased from the BDSM store some time ago. In addition, he also noticed he had been stripped of his clothes which explained why he had felt a bit chilly. As otherwise exciting as his situation could have been, the man mostly found it annoying. He had to study. He had midterms worth half of his final grade in less than a week.
"God damn it, Bill…" Dipper breathed.
Seemingly on cue, the blond appeared from a blue portal dressed in a police officer's uniform. He looked rather sexy; the dark blue of his clothes brought out the yellow of his hair and the colour of his eyes. The garments actually looked surprisingly realistic which had Dipper wondering if the clothes had been stolen or not. He wouldn't put it past the demon.
"Officer." Bill corrected with a purr as he climbed onto the bed.
He straddle him and wore a lecherous grin, which had Dipper shivering. The latter had half a mind to give in to Bill's sexual advances then and there, but the anxiety he felt in regard to his studies kept him from doing so. As much as he wanted to fuck the demon, he wanted to pass his Ancient Religion Studies II with a decent grade.
"Untie me." Dipper demanded, "I've got to study."
"You watch your tone, convict." Bill snapped, insisting the charade keep going. He pulled out a baton from his black belt and pressed it beneath Dipper's chin, forcing him to tilt his head upwards. The brunet was now sure the uniform had been stolen. "You need a favour from me, remember?"
Dipper rolled his eyes. "Bill—" he tried again, "I don't have time! Plus, we can't do it if there's people in the house."
"Look who suddenly became a law abiding citizen." Bill grinned. He moved the baton, forcing Dipper to angle his head to the side. "Don't worry, convict. The building's been vacated and will continue to be empty long after dusk has set."
Dipper frowned as Bill removed the baton. "Is this your way of telling me the house is empty?"
"Not the brightest." The blond huffed, refusing to get out of character, "I suppose I'm not too surprised you failed in robbing a bank."
Role-play. They had never tried it before. Dipper had never been particularly interested in it either. He much rather fuck his partner as himself instead of someone else. And yet the whole police-convict story Bill had elaborated was getting to him. He was getting curious. His resolve to pursue his studies was fading. In the end, he was in the middle of his reading week. He had been studying relentlessly since its start. An hour or two of relaxation wouldn't have him failing his Ancient Religion Studies II class. He supposed he could permit himself to indulge in this new BDSM facet.
"I remember your safe word, do you remember mine?" Dipper asked.
Bill smiled triumphantly. "I know everything there is to know about you, convict." He said and Dipper took that as a yes. "I read your file countless times."
"Did you now?" Dipper asked, effectively playing the game, "Sounds a bit obsessive."
"You intrigue me." Bill replied, grinding his hips slightly against the other's crotch.
"And how does a lowly bank robber like me inspire your interest?" Dipper asked, his voice tense from forcing down his moans.
"When he's as hot as you." Bill grinned, his cheeks flushing red as he breathed heavily.
"Smitten, are we?" Dipper said as smoothly as he could. It came out strained what with the growing stimulation in his groin.
"You should show some respect." Bill breathed, increasing the pressure he applied as he grinded his clothed ass to Dipper's building erection. "You're the one who needs my help."
Dipper threw his head back and groaned deeply. "What exactly are you offering?"
"I've got the keys to your cuffs right here." He said and pulled out the silver object in question from his pocket. "I'll set you free," and he paused to slip the small key in the front of his pants, "But I'll need something in return."
"I accept." Dipper smiled.
So far, role-playing was more fun than Dipper imagined. He found it made everything more erotic. The one thing that annoyed him, however, was in regards to his restraints. He wished he could manhandle Bill as much as he liked but then he supposed that was why he was cuffed. Bill had tried taking control once before but Dipper hadn't done much of a good job in letting him. He supposed it would be easier to sit back and relax now that he had no choice over the matter.
Bill stopped his ministrations, much to the brunet's displeasure, and moved upwards. He was propped up on his knees, hovering over Dipper's chest and with the bulge in his pants inches from his face. He understood exactly what the blond wanted. He flashed him a smile and looked up to him, keeping their gazes connected as he slowly moved towards the zipper and gripped it with his teeth. Bill's breath hitch and he almost lost balance, quickly finding it again when he gripped the bedhead. Dipper chuckled as he opened the man's pants and then popped the button above easily enough with his tongue. His erection sprung free as soon as Dipper finished, hitting his cheek gently. The demon had thoughtfully decided not to wear any underwear and had undone his belt himself.
A whimper left the latter's lips as he eagerly waited for his lover to take his throbbing cock in his mouth. His prick was already dripping precum and Dipper was honestly surprised to see how turned on he was by the game they had decided to play. He nudged the member teasingly with his face before licking the shaft. His first lick was brief, meant to annoy Bill, and it did so brilliantly. His next ones were longer. His tongue trailed the length of the demon's erection smoothly and lazily. Dipper intended to keep his teasing going for a little longer but he didn't expect the blond to act on his impatience.
Bill's hand reached down and gripped the side of Dipper's face, applying pressure to a specific spot that had his mouth fall wide open. He then shoved his cock into his mouth so deeply and so abruptly the brunet nearly choked. "I'm in control, convict." He reminded with lust blown eyes. "I'm not the one who needs a favour."
Dipper nodded slightly, his head movement slightly limited by the cock in his mouth. He began sucking and bobbing his head earnestly, drawing beautiful mewls and moans from Bill. At first he was surprised by the lewd sounds that left him. They were showy and languid but not exaggerated. The blond would only go so loud before – being too embarrassed with himself to be as loud as he needed to be. He wondered if the demon was trying to please him with things he knew he enjoyed.
Regardless, Dipper focused on the task at hand. He had recently watched a video about porn stars giving advice to regular people on how to give a good blowjob. He decided now was the good time to put their suggestions to the test. He stuck out his tongue, flat, on the underside of Bill's length and attempted to lick as he bobbed his head. It was initially difficult but he got the hang of it pretty quickly. The blond had released a sharp gasped and the technique had quickly gotten him to swear.
The brunet grinned triumphantly. Next, he steadied his breathing. Inhaling and exhaling through his nose mindfully as he took the cock deeper in his throat. The new tight pressure enveloping the head of Bill's cock had him bucking his hips uncontrollably and slapping a hand over his mouth to muffle his moans. Dipper glanced up and was taken aback by the other's sexed out expression. His pupils were dilated, his cheeks were covered with a dark red blush, and his appearance was a mess of arousal and bliss. He bobbed his head a bit more roughly and quickly, keeping his eyes trained on the other's gorgeous face, and soon Bill was cumming down his throat with a beautiful cry of ecstasy.
Dipper swallowed most of the warm liquid easily. He released a breathy gasp when Bill finally pulled out and stumbled back to his original straddling position. His face was still red and his eyes were partially vacant, his hard ejaculation having really taken a toll.
"So, officer," Dipper purred, snapping Bill out of his daze, "They key?"
"Oh…" he mumbled and fished in his pants to pull out the small object. A grin then appeared on his face and he placed the key on Dipper's bare chest, "There."
"Umm…" The other frowned, "I can't untie myself."
"Is that so?" Bill asked with feigned cluelessness. "I suppose I could help you…but for another price."
"I accept." Dipper affirmed again.
"Lovely." Bill hummed and rubbed his ass against Dipper's hard erection, "I'm going to fuck myself on your cock."
Dipper choked on his saliva. The last thing he expected was for the demon to suddenly be so vulgar. Bill hated dirty talk. It embarrassed him. But Dipper loved it.
"However," Bill conditioned with a dirty grin, "You're not allowed to cum."
Dipper's mouth fell open. On one hand he was dismayed to have such a restriction put on him what with being so achingly hard. On the other, it was exciting. Perhaps he should have let Bill take control sooner. One thing was for sure, they would be doing this again.
Bill grinned, placing his hands on his own thighs to support himself as he rubbed against Dipper's cock. The man let out choked groans and tried not to thrust for more stimulation. The demon released a breathy laugh and slipped his hand in his pocket, "I've got just the thing to help you…" he said and pulled out a latex ring.
"Bill…" Dipper groaned hoarsely.
"Officer." He chastised and slipped the ring at his base.
Dipper groaned and winced at the tightness. He felt his dick swell all the more and Bill made a pleased sound; having noticed the same thing.
"Now, you wait patiently." Bill said.
He stood above Dipper, stabilising himself to the best of his ability on the mattress. The first thing he did was relieve himself from his utility belt. He slipped it off and tossed it next to the bed mindlessly. Then he pushed his black pants down, leaving them at his ankles. Dipper stopped him when he was unbuttoning the dark blue jacket.
"Leave it." Dipper said, "Please."
Bill blushed and listened to his order. He lowered himself back down, sliding the other's purpling cock between his ass coquettishly. Dipper gasped and bucked his hips uncontrollably. He felt the head of his prick push against Bill's tight entrance and it made him so desperate for that pleasurable tightness and intoxicating heat. He was steadily going insane from waiting.
"Patience." Bill cooed and he pulled out a tube of lubricant from one of the jacket's breast pockets.
The demon then turned around, offering Dipper a delicious view of his exposed ass. He bent over, his chest lightly tickling the tip of the brunet's leaking cock in a teasing manner that was mostly accidental. Bill coated his fingers with the viscus substance evenly, then he spread his ass cheeks as he redirected his digits to his puckered entrance. He made a show of stretching himself just for Dipper. The demon pushed in his first finger, moaning lowly and extendedly as he carefully moved it in and out. He glanced over his shoulder in an attempt to see what he was doing to himself as much as observe the expression his lover bore.
Dipper whimpered in want as he watched Bill thrust his fingers in and out smoothly. He quickly added a second one, stretching while spreading his two fingers apart like scissors. It allowed him to see the otherwise hidden red flesh. Bill stalled through that view for a good long while as he emitted the most sinful sounds – a mix of whimpers, moans, and delectable gasps. Never had Dipper been more aroused by the sight he beheld – it was almost painful.
Finally, Bill added his third finger and did something most unexpected. "Ahh…" He moaned, pushing his fingers deeply in a desperate attempt to find his prostate, "I can't wait to feel your cock inside me…"
"Ngh!" Dipper gasped, the dirty confession having an undeniable effect on his tensed cock.
"I wish these were your fingers…" He continued, "Your long, slender fingers…reaching so deeply inside of me…"
"Bill…" Dipper moaned again.
"You know how to get me undone so well…" He persisted, twisting his fingers as he kept thrusting them, "You know how to touch me, how to drive me nuts…"
"Bill—" Dipper breathed, he was at the end of his rope.
"Officer." Bill corrected with a lazy smile. It was hard for him to keep the make-believe going when he too was just as needy as his human.
"Officer," Dipper tried, and it felt strange but pleasant on his tongue, "let me make you feel good."
"What do you intend to do to me, convict?" Bill asked. He pulled out his fingers and switched his position again to face Dipper. His pupils were blown so wide the colour of his irises were indistinguishable.
"Untie me," Dipper practically begged, "Untie me and I'll fuck you thoroughly. I'll pin you down to the bed and thrust so deeply into you, I'll have you seeing stars. I'll abuse your prostate with every single thrust. You'll be so overcome with bliss it'll drive you insane and have you cum untouched."
Bill whimpered throatily at the promise. He had half a mind to concede. "No." he said and Dipper was dismayed, "I'll tell you what's going to happen instead…" he breathed, moving in for a kiss but stopping just a few short inches away from his human's lips, "I'm going to take you inside me until you bottom out. And I'm going to fuck myself nice and slow until I cum. Then I'm going to watch you quiver in desperate need for release. How does that sound?"
Rather than answer, Dipper claimed his lover's lips and engaged him a bruising, messy kiss. He let the demon invade his mouth with his tongue for once and found he was rather skillful. And as they continued kissing passionately, Bill rubbed Dipper's cock against his entrance, lubricating it further with his leaking cum. When they finally broke apart, Bill sat back straight and reached between his parted legs to guide Dipper's cock into himself. The brunet groaned loudly as his dick was engulfed, finally being stimulated in the way he so urgently craved. Both sighed when he bottomed out and Bill stayed as such for a moment, relishing in the feel of being so full.
Then, he began moving. He rose until the tip of the brunet's erection was just barely still inside of him and sank back down, unhurried. The pace at which he progressed drew a plethora of groans and pleasured hisses from Dipper. The latter bawled his hands into fists, however; the leisurely pace being insufficient for his personal satisfaction – though Bill had affirmed he was looking to pleasure himself solely.
"You feel so good…" Bill moaned as he continued impaling himself at a slow pace. "I love the way your dick stretches me…it's reaching so deep—"
A choked moan escaped him as he presumably hit his own prostate. It had Dipper sucking in a sharp breath. God, he just wanted to fuck Bill raw but his current situation didn't allow for such a luxury. He was going to find a way to make the demon pay. But the vow soon left his mind as Bill picked up the pace. His moans were much louder than before, spaced out with variations of the word "fuck" as he continuously fell onto his prostate. It didn't take long for him to grip his weeping cock and pump himself to completion in time with his thrusts. He came with a loud cry and the sudden tightness almost had Dipper cumming as well but he remembered what the blond had made him promise to do and staved it off as best as he could.
Bill collapsed on him, breathing heavily as he rode out the high from his recent ejaculation. Dipper allowed him a short moment to recuperate but was quickly getting desperate. He was so hard it hurt and he absolutely needed to cum. "Bill…" He rasped.
"Good, convict," He chuckled lazily, "you listened to me…I could untie you now unless there was something else you wanted…?"
"Let me cum." Dipper said quickly.
"Will do." Bill grinned.
He rose from Dipper's cock, whimpering slightly when the hard member left him. He then moved down, settling himself between his lover's legs and lowering his head. He kissed the side of the length teasingly, trailing his lips to the head before taking that first part into his mouth. Dipper practically cried out, his hips bucking but quickly stilling with Bill's iron grip. He bobbed his head steadily, gradually taking in more of Dipper's cock every time he sank back down. The brunet was a moaning mess. He couldn't filter himself anymore – not when he was so close to his sweet, sweet release. And before he knew it, a soundless cry left his lips and he came hard into Bill's mouth. The latter failed to swallow most of the cum and choked a bit what with the force of the ejaculation.
Dipper breathed heavily, finally relaxing against his mattress now that he had been satisfied. He had quite possibly just had the best climax of his young life. While he relaxed against his fluffy bonds, Bill licked his lips and moved up to free him. Before getting to the cuffs, Bill removed the cock ring and tossed it somewhere in the room. He got the first cuff off easily but struggled a bit with the second one. As soon as he was free, Dipper enveloped the blond in his arms and rolled over, pinning him beneath. Then he kissed him sensually and softly.
"You're terrible, you know." Dipper said huskily.
"But you liked it." Bill grinned and slipped his arms around Dipper's neck, "Convict."
Dipper chuckled and moved off his partner. He breathed happily though he was suddenly very tired. He was starting to fall asleep when Bill shoved a water bottle that had seemingly appeared out of nowhere beneath his nose.
"The guy from the BDSM store said I should pamper you after." Bill explained and Dipper took the bottle. "You know, after care and everything. I was the Dom so I'm fine but…yeah…"
"Don't worry about me." Dipper said and pressed a kiss to the blonde's forehead, "I'm also fine. But, you know, that was something we should have discussed beforehand."
"After care?" Bill asked.
"Yeah," He confirmed, "It has to be something we mutually agreed on. We'll do it next time."
"Next time?" Bill perked.
"Yeah." Dipper said again and offered him a soft smile, "What? Did you think this was a onetime thing?"
"Maybe…" Bill mumbled and snuggled closer.
"Well it's not." Dipper assured with a light laugh. "Is there anything specific you'd want for your after care?"
Bill thought for a moment. Then he blushed and hid his face in the crook of Dipper's neck. "Lots of cuddles and kisses…" he said quietly.
"You're too adorable."