BF had awoken, finding himself in a dimly lit room and that he couldn't move his arms or legs. His eyes darted around until he saw DD who stood before the young singer with a malicious smirk, standing next to him was a cart, covered with a tarp.

The smaller male was naked and strapped upright by his wrists, ankles, waist, and neck, to what appeared to have been a large wheel, much like the ones they used for knife throwing acts in circuses.

His voice was muffled by a horse bit gag strapped to his face as blue eyes widened in horror at this sudden new predicament.

The last thing he remembered was that he was tasked with ironing DD's shirts and being inexperienced with an iron ended up burning a hole into one of the fabrics.

After that DD came in, glaring unhappily at the incident, before covering BF's nose and mouth with a chemical soaked rag.

"You awake boy?" Said DD, approaching his captive pet, drinking in the fearful look in those sapphires.

What did the demon even have in store for him this time? Thought the blunette. Wasn't this a bit overkill? All he did was burn a shirt!

"Like the new digs?" DD continued, placing a hand over the edge of the wheel. "Got the idea for it from an old carnival ad."

With a flick of his wrist he spun the wheel, making the strapped-down boy's form go round and round. "I'm quite disappointed y'know," DD tsked, "I should just let those recordings out right now after your lil stunt, but I figured I'd take a more creative approach for your punishment."

He grabbed the wheel to make it stop spinning.

BF, slightly dizzy, now found himself upside down, his face at the man's crotch and vice versa.

"Got a couple a' toys here that I've been dyin' to try out, hope your ready 'cause I can't assure that any o' them are gonna be very pleasant."

He then reached over to the covered cart and yanked off the tarp to reveal several carefully organized dildos, cock rings, and other sex items.

"Don't worry though," DD reassured, "just be a good boy an' I'll try an' be gentle."

He then reached over to the cart and took a bottle of lube, with one hand he spread BF's anus open with two fingers and, with the other, he held the bottle above the puckered entrance and proceeded to pour a copious out of the gel over the hole until it spilled and dripped all over the boy's bare crotch and down his torso. BF jolted at how cold the lube was when it touched his skin and sensitive parts, getting into his ass and everywhere else.

Two fingers entered him, startling the lad. Stretching out his ring and expanding his soft tunnel, reveling in how the walls constricted around them.

The small singer whined and squirmed at the feeling, the older man's strong digits dug deeper into him until they pressed against his most precious spot.

DD looked down to see his pet's face turn pink, "Yeah Daddy's fingers feel good right?" He asked, "but this is a punishment, pet, you need to be taught a lesson before you can be rewarded." He then removed his digits and reached for what appeared to be a particularly large dildo, the tip had to have been as big a BF's fist and the shaft as thick as a daikon radish.

It was brought up to his opening, he couldn't help but cry out and tense when it stretched him. Even more so than the demon's fingers or the fox tail butt plug he had been forced to wear previously. The pain would've been unbearable if DD hadn't applied lube. He pushed it further inside and smiled when the toy's base met the sphincter entrance.

"There now," he purred, "It's all the way in; nice and snug deep in your pretty lil hole." BF bit hard into the gag in pain, it felt as though it would split him up the middle, stretching his canal beyond the limit.

The ex rockstar felt his hard on begin to form at how beautifully the to expanded the young singer's twitching ass. His fingers traced the sensitive ring as his face closed into the area. A long, wet tongue ran along the edge which made the blunette whimper at the sudden warmth which cooled quickly and somewhat soothed the pain slightly.

DD pulled away, switching his gaze to the small, limp, penis that hung before him.

"Such a cute lil dick you got there boy," he purred, softly stroking the organ in one hand. "So cute and tasty, I could just gobble it up here and now."

Which he had. It was so small that it barely filled his big mouth. He sucked hard, surprising BF, who let out a muffled groan at the horribly good experience.

The pain in his ass combined with the pleasure in his dick melted his senses.

After pulling away for a moment, the demonic rockstar reached back over to the tray, choosing a pair of small clips.

BF hadn't noticed but was startled by a sharp pinch over one of his nipples.

He screamed, startled by the pain.

"Hey now," DD reassured, placing the other clip over the second nipple. "It's just a pair of clamps, you should be used to something like this by now. 'Sides, that ain't gonna be the worst of it." He gave a malicious chuckle before taking the small man's cock into his mouth again.

The blue haired singer's head spun with mixed feelings of pain and pleasure and slight dizziness from the blood rushing to his head for being upside down for so long.

His member began to harden in that hot and talented mouth, climax was rearing it's ugly head as he was sucked and stimulated by low moans emitted from DD's throat. Cool air hit the sensitive flesh as the demon pulled away to tease the head and shaft with his tongue.

Sweet funk, this felt so awful yet so good, it was an entirely new experience since he had been first taken at the hotel.

All these sensations were corrupting his mindset, giving him feelings of complexity and irresolution. He shouldn't be feeling good from any of this, DD was a cruel man who had it out for BF since the day he first started dating GF.

But now to have him eliciting these bizarre, humiliating, yet exhilarating antics on him…

BF couldn't help but tear up, feeling so filthy at the hands of this monster that sought to destroy him. What would GF say? Or even Pico, Whitty, or any of his friends?

What would they say if they knew?

He felt himself getting close when Daddy Dearest pulled away once more, grasping tightly onto the boy's cock before he could come only to reach over for a ring.

BF couldn't explain it but it somehow felt tighter than the other cock rings the rockstar used on him previously. It halted his climax, leaving him uncomfortably stiff. The boy whined, begging for release, but Daddy had other plans.

"I told you before that this was a punishment boy," he said, taking something else from the tray before kneeling to BF's upside down face, "Daddy still has more to show his lil pet before you earn the privilege to come."

He then held up a thin, silver, tool with a smooth, rounded tip before the boy's eyes.

"Ever seen one o' these before?"

BF was unsure, what did the demonic rockstar have planned for that instrument?

"I figured, since I've done your ass and your mouth, maybe we could start with a new opening?"

New opening? What other hole could he possibly be referring to?

DD stood back up and took a small bottle of lubricant, coating a small dab over the rod before taking the swollen cock in his hand.

"Just be sure not to struggle too much," he said, "and perhaps this won't hurt as bad."

Terrified realization overcame BF.

It wasn't possible, he wouldn't…

His penis was positioned as DD proceeded to press the tip against the small urethral opening.

Panic stricken, BF started to yell and cry out from behind his gag, unable to move as he felt it slowly and carefully enter his piss hole.

"Aaaand in it goes." Hummed DD, contently.

BF's eyes rolled in his head, never had he felt such pain in his life, it made the dildo in his ass and clamps over his nipples seem pleasant. He started to wriggle and flail in the binds, trying everything he could to escape but in vain.

DD's eyes widened in sadistic glee at the incredible sight, watching the blunette's response to the immense administration to some of his most sensual parts. Slowly he inched the rod out only to slide it back in repeatedly, making the singer squeal in electrified confoundedness.

"Just be grateful that I used lube, pet." Stated DD, with a laugh. "otherwise this would've turned out 1000 times worse."

Tears flowed out of those terrified blue orbs, feeling that rod being pushed into his urethra combined with the dildo in his ass and the numbness in his nipples from the clamps. All of it sending electric pulses to his head, which was turning red from the blood flow.

After a moment, the pain started to erode slightly and the 19 year old's body finally went slack.

Taking notice, DD left the rod inside BF's hard cock and rotated the wheel until the small form was right side up. He then took off the horse bit gag from the singer's mouth, which now coated with drool and had depressions from his teeth sunken into it, before gingerly taking that youthful face in one hand, licking his tears away before planting their lips together. His tongue traversing that small chasm, gladly swallowing the boy's moans and whimpers. He gave a low, lecherous, growl at the salty sweetness.

He then pulled away from the kiss, looking deep into the pleading orbs.

"Please…" croaked BF for the first time since being gagged. "…I'm sorry… let… me go…"

DD smiled lustfully, taking in that hopelessly gorgeous look. "Tell ya what," he said, "I might be willing to forgive you. However," he reached down and unzipped his pants, freeing his member. "Like most things in life, you gotta earn it." He then spun the wheel until BF, upside down once again, was face to face with the demon's huge prick. "Y'all know the drill by now, don'cha pet?"

BF gulped, but reluctantly lifted his head to engulf the head. His small tongue licked and teased the slit, his lips suckled the glans, making the older male let out a pleased rumble. His mouth widened as far as it could, taking in more of the hot organ even if his jaw creaked and began to hurt. The flesh filled his tiny maw, although unpleasant he grew used to the musky taste and stench it gave off.

"Not good enough pet," belittled DD, "perhaps you need some motivation?"

Two fingers took hold of the rod in the boy's smaller dick. Tugging it in and out while the other hand pulled at one of the clamps. BF squealed around DD's cock in agonized pleasure.

"You're gonna have ta work harder if y'all want to earn my forgiveness." DD taunted, enjoying this more than he should.

As best as he could, BF inhaled DD, drool seeping from his mouth and dripping off the enormous girth.

DD let out a chuckle, feeling levels of serotonin begin to spike at the incredible feeling. He licked his lips, his length getting rock hard by the sucking and the vibrating moans.

"Mmm, boy," he moaned, "yer mouth is so funkin' hot and wet. And yer sounds," he tweaked the other clamped nipple, making the blunette let out a yelp. "I can feel 'em reverberatin' in my dick, so good… make some more…" he proceeded to thrust the rod in and out of the smaller opening, slowly increasing speed.

The pain, humiliation, and oh so forbidden pleasure was getting to the singer, heat rising, his eyes rolled, his mouth partially unhinged. He shouldn't be feeling good from it but his psyche had all but left him.

'It's… so good…' he thought, mid suck. 'Amazing…please… more…more..!'

The demonic ex rockstar got close, with a low snarl he grabbed onto the youth's skull in both hands and released into his chasm. Flooding BF's mouth before pulling out and splattering the excess onto the boy's pretty face.

DD looked down, enamored at the lovely sight. He then spun the wheel again until the dazed teen was right-side up again.

Hot, thick, jizz drizzled off the blunette's panting face, down his jawline and dripping to the floor. Gazing tiredly up at the older male.

DD chuckled before taking out a small remote and pressing a button, mechanisms were heard from somewhere and BF found the wheel beginning to lean backwards until he was flat on his back. DD then proceeded to remove the rod from BF's cock and the dildo from his ass before crawling and straddling over the singer.

"I think my lil pet's earned himself a reward," He stated, teasing the head of his cock against the boy's gaping hole. "Wouldn't ya say?"

BF gazed fearfully up at the demon the moment he felt that hot cock touch his entrance. "N-no! No more! Please!" He pleaded, but it fell on deaf ears the moment his ass had been filled once more by that rod, making him scream at the sudden impact.

DD growled approvingly at how well the dildo had loosened the blunette's tight hole.

"Aw yeah," he sounded, "Mm, boy… I can never get enough o' this sweet lil ass o' yours." He then pressed another button on the remote which unshackled BF's ankles, allowing the ex rockstar to take hold of them as he moved his hips, pulling himself in and out of the small form.

BF's mindset was a blur, his semen coated face turning red, panting, feeling the tip of DD's meat touch his nerve bundle.

He wanted to surrender, to give in. But his head swam with complexed emotions reminding him how wrong this was, how giving in essentially made him a traitor to his girlfriend.

DD seemed to have noticed, by the look on his pet's face, that he was mentally trying to fight back. Better help empty that little brain of his, he thought before leaning forward and mashing his mouth to the other's. BF was losing the battle, that voracious kiss erased his thoughts, absorbing him into the sensation.

No, it's too good. He thought to himself. Images of GF and Pico flashed and faded from his mind.

GF.

Pico.

I can't… I'm so sorry…

Tears streamed from those beautiful blue orbs as all too soon his insides were flooded to the brim with the demon's hot fluids.

Their lips were separated, DD looked down into pleading eyes to drink in the blunette's shame. It almost made him want to take the boy again.

He pressed several more buttons on his remote to release the restraints from BF's wrists, neck, and waist. However the singer was so wiped from all the action that he barely moved.

In an uncharacteristically gentle manner, a large pair of hands lifted the 19 year old's frame and held him to the older male's hairy chest, clawed fingers gingerly stroking his blue hair in comfort.

BF felt his body relax in the man's hold as his weary head rested against that masculine chest, his breathing steadied and eyes drooped shut as his consciousness was finally claimed by sleep.