*So sorry for the ridiculously long wait. I hope this makes up for it :)
Chapter Four
"Hold still Jeremy!" Damon warned, holding him down, digging bruising finger marks in to his skin as the boys hips bucked and twisted frantically.
"No, please…don't!" Jeremy begged helplessly.
But Damon continued, buckling the last strap of the chastity belt, Jeremy's despairing whimpers making his own cock twitch.
The snap of the padlock as he clicked it into place caused Jeremy to lift his head. He looked down at his imprisoned groin, whining when his eyes fell on the brass lock and moreover, Damon's fingers twiddling the key in front of him. He watched as Damon sat back to admire his handy work, and then slid the key on to his neck chain. He leaned forward, dangling it like a pendulum over Jeremy's chest, and kissed him intensely, enjoying his new found compliance as Jeremy kissed back, his sobs vibrating gently against Damon's lips.
Damon sat back and grinned, pleased with himself as he contemplated this new torture. He gazed down at his beautiful prisoner, his tear stained cheeks and swollen red lips from that recent punishing kiss made him even more desirable.
He began to palm Jeremy's cock through its leather prison, humming contentedly when he felt a stirring beneath the stifling fabric. Jeremy's head flopped back on to the pillow in exasperation, and he made a half-hearted struggle. He already ached with desperate need from his prolonged denial and wasn't sure how much more of this he could take.
Damon's slid his hands slowly up and along the inside of Jeremy's thighs, firmly pushing his legs apart, knees up, then slid them back down towards the belt, where one hand resumed palming his cock, and the other slipped further down.
Jeremy gasped and arched his back as Damon's finger began rubbing gentle circles around his hole, putting teasing pressure on the ring of muscle. He groaned and tried to pull away from it, frustrated when his bound hands prevented him from taking control. Desperate sobs and mumbled pleas rolled from his lips and he pressed his head back on to the pillows.
Damon kept this up for what seemed like eternity, before pushing inside agonisingly slowly, ignoring Jeremy as he shook his head no, and instead pulling another gasp from his young captive, followed shortly by a loud, longing moan as he pushed in as far as he could go, crooking his finger to find just the right spot.
Jeremy cried out, eyes going wide and then rolling back with delirious pleasure. He squirmed weakly in his restraints, rolling his hips to try and relieve himself of the intrusion, but Damon didn't relent.
"Damon…Please…please…no!..." he panted breathlessly, cut short with another frantic moan of pleasure as Damon brushed his prostate again.
"That's good huh?" Damon asked teasingly, crooking his finger again to provoke more gratifying noises from his increasingly submissive prisoner.
Jeremy shook his head in denial, once again arching his back and rolling his hips to get away. But there was no more obvious desperation in these little attempts at escape, as if he had finally succumbed to the fact that this was going to happen whether he liked it, or not. No, Damon had him right where he wanted him; totally and helplessly at his mercy.
Damon hummed softly and rubbed the front shaft of the chastity belt firmly with his open palm. Crooking his intrusive finger in unison.
"Oh GOD!" Jeremy groaned. "please…"
"Please what Jeremy? I'm not going to stop, so don't ask…"
"NO! please…more…"
"More? So you do like that, huh?"
Jeremy sobbed angrily and gave a small, reluctant nod.
"I bet you'd like me to take this belt off? Hmm?" Damon teased, he removed his finger and reached across Jeremy to the bedside drawer. Jeremy watched anxiously as he rummaged in the top drawer, and then revealed a small bottle of lube. He sat back, not relenting for longer than necessary as he quickly slicked his fingers, and pushed one, and then a second inside Jeremy.
It burned, Jeremy hissed and cried out in pain, arching his back and tensing. He shook his head pleadingly.
"N..nno!" he sobbed.
"ssh, ssh, it's ok, it'll feel good in a minute, just relax." Damon rubbed a soothing hand on his stomach until the muscles loosened and he began to rock gently in to the motion. He pumped slick fingers slowly in and out of Jeremy, changing tempo to provoke differing reactions from his young hostage. The groaning and panting was good, but nothing compared to the loud moans of pleasure he drew out when his fingers incessantly brushed against his prostate.
After an eternity, Damon stopped, and sat back on the bed, drinking in the view.
Jeremy's delirious whimpering and the sight of his quivering oh so desperate, shackled body was enough to make him cum in his pants right there and then. But holding out would be so much more rewarding.
Once again he leaned across Jeremy and rummaged through the bedside drawer, this time pulling out a long, shiny black dildo. Jeremy's eyes widened and he blinked away the tears that formed when he realised what was going to happen next.
He turned his head away and closed his eyes, sobs wracking his depleted body. He heard the snick of the bottle of lube, and the sticky wet sound as Damon applied it to the monstrous device. He felt a cold, wet sensation and gentle pressure as Damon guided the dildo to his hole, and began to push.
Jeremy tensed and arched his back off the bed violently.
"No, please no, please stop…don't…"
Damon didn't stop, instead he placed a firm hand on Jeremy's middle, forcing him back down, and continued to plunge the dildo inside him.
"I told you Jeremy, I'm not going to stop. You belong to me now, and I'm going to do what I want to you. Now be a good boy…and just enjoy it."
The feeling was too much, the stretch and burn tore through him and he cried out in pain, but still Damon held him down and continued.
Once the dildo was as far in as it would go, Damon began to remove it, slowly, torturously so. He waited until the head was almost completely out before pushing steadily back in. Again Jeremy cried out, and then each time after that until the feeling began to change. Instead of the horrible, burning sensation, it began to feel a little different, good even. His cries turned in to moans of pleasure, and Damon grinned, pumping in to him harder and faster.
Jeremy panted, turning his head from side to side in desperation as he bucked his hips wildly against Damon's strong hand, seeking friction to the only place he was being denied it, and the place he needed it the most.
"ple…please…damon, please…le..let me cum…" he begged.
Damon shook his head.
"Not yet my little prisoner, not yet, remember my promise."
Jeremy did recall the promise of a vibrator, but he had hoped that this torture would be sufficient. Now he supposed he would have to endure this before being allowed his release. He cursed, angry tears of frustration spilled down his cheeks as Damon continued fucking in to him with the dildo.
Damon pushed the dildo slowly in to Jeremy as far as it would go, and then began fiddling with the chastity device, revealing an additional shaft that could be used to hold in place a butt plug, or in Jeremy's case, a dildo. He attached the shaft to the base of the dildo, holding it firmly in place, and then lifted Jeremy's hips to attach the other end to the waistband at the crook of Jeremy's back.
He stood, and walked to the end of the bed where he proceeded to pull Jeremy's legs to the opposite corners, and chained them there using thick shackles. He stood back.
"There." He said, smirking. "I'm gonna grab myself a little…snack, be a good boy now…" he walked to the bedroom door, and then turned back to Jeremy.
"Oh! Silly me, I almost forgot." He fished in the pocket of his jeans, and pulled out a small remote. With one flick of a button, the dildo inside Jeremy began to vibrate, pulsing against his prostate.
Jeremy's eyes grew wide and he gasped, writhing against the torturous buzzing, pushing his hips in to the bed to try and dull the effect, but to no avail.
Damon grinned, so perfectly the evil in him was almost completely visible.
"Enjoy." He teased, blowing a kiss in Jeremy's direction. And then he was gone.
…
Hours passed, and the vibrator continued it's relentless pulsing, Jeremy bucked and thrashed, twisted and struggled, pulling at the chains desperately. His cock ached, dripping with pre cum and stifled by the tough fabric of the chastity device.
He wondered if Damon would ever allow him any release, maybe this was the way he wanted him, horny and desperate. Maybe this was it for him.
By the time Damon returned, Jeremy was almost delirious. He writhed weakly in his restraints, whining and sobbing intermittently. He wasn't even aware that Damon was back until he felt him sit down by his side.
He looked down at Jeremy, and leaned close to him, cupping the side of his face gently with his hand.
"Hey buddy, how does it feel?"
Jeremy looked up at him tearfully,
"wha…?" he panted, confused.
Damon leaned closer.
"I want you to tell me how it feels, to have your cock trussed up, and with that thing buzzing inside you…I bet by now you need to cum so bad it hurts, hmm?"
Jeremy let out a small sob and nodded desperately.
"pl..please…" he gasped.
"Yeah, I bet you'd do anything right about now just so I'll take that thing outta you?...and finish you off? Huh?" he reached down to palm Jeremy's cock through its leather prison.
Jeremy moaned and nodded.
"I can't hear you Jeremy, what's that now?"
"YES! I SAID YES!...please, Damon please I'll do anything just make it stop, please." Jeremy leaned closer to him, eyes pleading.
"That's what I thought."
And with that Damon stood, and began slowly removing his own clothes, eying Jeremy closely. He pulled his shirt over his head and tossed it aside, hands reaching for his belt buckle. Jeremy watched, and couldn't ignore the twitch his aching cock gave. Damon's devilishly dark tousled hair and perfectly sculpted body were impossible to ignore, and then there were the piercingly blue eyes which it seemed, at least for the moment were entirely for him.
Damon straddled Jeremy's chest, and looked down at him hungrily.
He moved forward, and gently gripped Jeremy's hair with a firm fist. Jeremy gasped and licked his lips nervously as he realised what was expected of him.
Damon grinned at his submissiveness, and crawled closer up his body, fingers brushing along his own cock and rubbing the tip across Jeremy's lips, encouraging them to tremble open.
"Good boy" he whispered, sinking slowly in to Jeremy, not stopping until he bottomed out, rubbing his hand along Jeremy's jawline and gripping the back of his head, easing back, and sinking in deeply, long and slow, setting a gentle rhythm.
Jeremy sucked obediently, eyes closing, desperate to please, hoping to earn some reprieve from the aching in his own cock. He traced his tongue along Damon's hard length, swirling it around the tip each time he eased back out, pulling low moans and needy gasps from the possessive vampire. He began to move harder and faster, staying deeper for longer and ordering Jeremy to swallow.
Moans tripped over gasps as he rode closer to the edge, much quicker than he's have liked to, hand fisting tightly in Jeremy's hair causing him to whimper. Pleasure spiking in his belly as Jeremy's sobs vibrated around his shaft, thrusts becoming erratic. He moaned his release, shooting hot cum down Jeremy's throat, and then fucking his mouth lazily.
Pulling out slowly, he crawled back down until he was again straddling Jeremy's chest, and leaned down to plant small kisses along his collarbone, up and along his neck, relishing every whimper he pulled from his young prisoner as his teeth skimmed across the pulsing part of flesh, then nibbling gently along his jaw line, and finishing by kissing the sobbing boy fiercely against his abused, swollen red lips.
He pulled away, and looked down at Jeremy. The young Gilbert's eyes were full of need, and his breathing was laboured and erratic. He lie still, gazing back up at Damon almost delirious with want.
"please?" he rasped breathlessly.
Damon smiled and hummed sympathetically, stroking his tear stained face.
"You want me to take out the vibrator?" he asked teasingly.
Jeremy nodded eagerly.
Damon crawled further down Jeremy's body until he was level with his crotch. He thumbed firmly across the front shaft making Jeremy whimper with need, and then reached for his neck chain, sliding off the small key in to his palm.
"It's amazing." He said, "that this tiny thing is all that's keeping you from having any release. God I bet you're so desperate right now Jer, huh?"
Jeremy let out a sob and threw his head back on to the pillows. He closed his eyes.
"You know I am…please Damon." He whined dejectedly.
Damon smiled, satisfied, and inserted the key in to the small padlock, removing it and opening the belt, and removing it to reveal Jeremy's hard, needy shaft. He slowly pulled out the vibrator, and Jeremy gasped with relief, pumping him a couple more times just to revel in the moans it provoked. The cock ring at the base of his dick was still firmly in place, keeping him torturously on the edge. He flopped next to Jeremy to look in to his eyes, fingers fiddling with the cock ring making Jeremy arch his back up desperately.
"You cum when I say Jeremy, only when I say. I want you to ask for permission. Do you understand?"
Jeremy nodded
"Y..yes…oh God!..." he groaned nervously as Damon began to slide the cock ring off his dick, feeling his orgasm building inside of him like a volcano. He turned terrified eyes towards Damon.
"I ca..n't…please…can I come?"
Damon shook his head.
"Na ah, not yet little man."
Jeremy fisted his hands around the chains that held him to the bed, and gritted his teeth, breathing slowly past the need building in his belly.
Damon's fingers curled around his cock and he began pumping him, hard, slow strokes from base to head. Jeremy bucked his hips, biting his lip, trying desperately to maintain control, but the need was building impossibly higher, pleasure spiking until he couldn't hold out any longer.
"Pleeeaaassseee!" he screamed, looking up at Damon pleadingly.
Again, Damon shook his head, but this time it was too late.
Jeremy's screamed his release, arching up in to the most intense orgasm he had ever felt in his life. World going black, thick spurts of hot pent up cum hit his belly, covering them both.
He flopped back down breathlessly, taking a few moments to regain full awareness before turning, trembling to look up at Damon.
To his surprise, Damon smiled.
"It's ok Jeremy." He said tenderly.
"It is?" Jeremy rasped confused by his unnatural blasé nature.
Jeremy had messed up, misbehaved, not followed the rules. Surely this meant he would be punished?
"it is." Damon repeated, leaning down to kiss him gently.
"I don't understand, I messed up…you didn't give me permission to…"
"Like I said, It's fine." Damon insisted. He stood up, and walked towards the bedroom door, then turned back to Jeremy with a new, sardonic smile.
"It's fine because…now I get to do this to you all over again".
He turned, and headed out towards the bathroom, leaving Jeremy depleted, still shackled to the bed.
"No! Damon, please…" Jeremy sobbed and flopped back on to the pillows, kicking frustratingly at the chains around his ankles, and tugging his wrists.
"Let me outta here!" he screamed, writhing weakly against his restraints, contemplating what would happen next.
…