Paying Debts

The Sheriff’s Office

Dioz Umbrite
Race: Tiefling
Class: Archfey Warlock
Height: 5’9”
Weight: 150lbs
Skin Color: Dark rusty red
Eyes: Black Sclera, purple Iris.
Hair: Black, Spiky flared out to the right, shaved sides and back.
Cock Size: 9.5 Inches rigged head no curve
Piercings: Tongue, Nipples, Prince Albert 2ga, multiple earrings, taint.
Tattoos: Middle back, Butterfly (Pact Brand)
Preference: Dom Vers
Facts: Enjoys Group play, finding someone every night.

Another night, another debt. Dioz’s mentor, Lucien, was arrested once again for not paying his debts. It was a rough bit of travel as of late, and the 18 year old Tiefling was still training in the charlatan ways. He had a way with words, but earning money was the hard part. Their combined pockets couldn’t pay his mentor’s bail. But Dioz believed he could persuade another means of payment.

Walking up to the Jail house, Dioz was met with two night guards. 

“Halt!” they shouted, “Visiting hours are done! Run along devil!”  Dioz only smiled, he knew of the prejudice of his own race. Tieflings were commonly mistreated, but he also knew a racial secret. Almost everyone was still sinfully attracted to him. His race was a combination of the infidelity of humans and the manipulative nature of devils. With his naturally gifted charisma, he could talk his way through. 

“I’m here to repay my mentor’s debt.” Dioz stated boldly.

“Turn away devil, we will not hear your lies!” The left guardsman spoke. He was a tall fellow, slightly tanned from what Dioz could see. Human of course, though his current guardsman was taller and more broad. Green tinted skin showed in the moonlight under the helmet and armour. Obviously a half-orc.

“Now, now Rein. Let us hear the boy out.” The half-orc guard gesturing towards Dioz. “There are more ways than one to repay a debt…” his voice was low and suggestive. Dioz’s smile remained, giving a knowing look towards the slit in the guard's helmet. 

“Care to let me in then? I can discuss things with your Sheriff! I promise to be on my best behavior!” a half truth. But that’s how the best sales pitches were made. The two guards whispered a bit, the human obviously having doubts, with the half-orc doing his best to convince his prudish companion. With a final huff the human gave way, and stood back at attention with an obvious pout. Given from his demeanor this guard was obviously new, and more than likely not too much older than Dioz himself. While the half-orc was seasoned and knew the ways of undertone. The half-orc opened the doors and gestured for Dioz to enter. Before walking through the door, a wink was given to the young human, followed by a noticeable blush and a stiffer attentive stance. The larger guardsman gave a soft chuckle, following in after Dioz giving his partner a light pat on the shoulders. The guard directed Dioz to the Sheriff’s office, and after a signature knock, they were let in. 

“Ah, you’re the tiefling that came into town with that sorry excuse of a man. Are you here to discuss payment?” The Sheriff was a rather large human man, large broad shoulders and a meaty body from hard work. Salted dark hair, cut short and slicked back with well groomed beard, and aged features. “Come in! Speak! I wish to listen to what you can possibly offer!” the man leaned foreward, his long sleeved shirt barely capable of restraining the large biceps as they flexed. He was clearly either trying to intimidate Dioz, or simply showing off. If he was trying to intimidate, he was failing. Showing off? Dioz could at least appreciate the effort. Dioz scanned the man before him, trying to find any defining insight. Stepping forward 4 paces Dioz presented himself before the Sheriff.

“I’m here to offer my own services.” a broad statement, “I am short on coin, as is obvious with my master’s ineptitude. He is an exemplary ideal of someone whom I wish not to be. But alas, he is my guardian and mentor. And through association I must solve his problems for my own benefits.” Dioz swishes his tail and curls it around. “And I feel compelled to state, my skills are exemplary” the statement followed with a wink.

“Do you truly believe you can simply prostrate yourself to me?” The sheriff's thick brows shifted to an inquisitive look.

“I would dare not offend. I simply offer what I can. I do not feel as if the people outside of this station are appreciative of capable and strong guardsmen such as what I've seen thus far.” with the last few words Dioz looked back to the half-orc guardsman behind him, a cocky smirk blessed upon his lips. 

“And you think honeyed words are enough to sway my judgement? Your ‘mentor’ owes various businesses in this town a palpable sum. The weight of such coin far more than what you’ve ever seen, much less held in your own hands. So what say you again devil. What is it that you offer me and my men?” with his question posed, the sheriff stands and crosses his arms. The man is half a head taller than Dioz, but not as tall as the half orc. 

“As I stated before, I can provide my personal services. I have exemplary stamina, and unique techniques I doubt most of your men have witnessed, nor felt.” Dioz could feel his cock twinge and inflate. He could taste the tension of the half-orc behind him, and his eyes could see the growing mass in the Sheriff’s own trousers. 

“Words mean nothing to me, devil. Let us see if your words are supported by your stature.” the Sheriff sat back in his chair and slid back. Dioz took this as an invitation to approach. Stepping closer and scanning the sheriff’s body, he could see the mass within the man’s confines grow in size. As Dioz approached closer, the sheriff turned his chair. Shifting his sight Dioz could see the half-orc man leaning against the door frame palming his own trousers, fully aware of the show he was going to witness. Dioz gained more insight, that this was a common theme in these very walls. It only excited the half-devil more to know he wasn’t the first boy to walk into this room and offer his “services”. Getting on his knees and shifting his own growing cock, with a knowing smile, knew for sure he wasn’t going to be the last. 

Grabbing the waistband of the Sheriff, he tugged downwards. Some slight shifting, the pants were pulled from under the sheriff’s sizable glutes, and down his thick thighs to rest at his ankles. With a loud slap, the sheriff’s large cock slapped his flat belly. Looking up, Dioz could see the lusted desire in the man’s eyes. Lowering his eyes, Dioz chanced a quick glace to spot a bronze wedding band on the sheriff’s left hand. Leaning in closer, Dioz relished once again in the infidelity of humans. Before coming into contact with the large pulsing member, Dioz opened his mouth and stuck out his pierced tongue. Once contact was made, Dioz slowly slid his tongue upwards towards the large head, pressing the metal ball against the underside of the man’s cock. A low guttural moan escaped the Sheriff’s throat, as Dioz slip up his huge thick cock. Upon reaching the tip, Dioz swirled his long tongue around, and hooked the cock head pulling it away from the man’s muscular stomach before wrapping his lips around it. Dioz’s hands began sliding up the man’s hairy muscular thighs, feeling them flex to his cool touch. Dioz began to shift and turn his head as he swirled his tongue along the cock head, the taste of man causing him to salivate even more and create lubrication. Loosening his lips slightly, he felt his spit slide down the man’s cock, and began to bob his head slowly. Diving deeper and deeper. The more cock he swallowed, the more he salivated and hungered for more. Dioz had three quarters of the man’s cock in his mouth before hitting the back of his throat. With a hungry moan, Dioz pulled back slightly readjusting his tongue, and letting more spit escape his mouth before sliding back down prodding the cock head back against his throat before swallowing. With a felt pop, the cock head pierced past the half-devil’s tonsils and began its descent into the depths of Dioz’s throat. The motion erecting a moan from the sheriff and Dioz both. Dioz was leaking all over his own black trousers, pushing himself further until he felt the man’s trimmed foliage press against his nose, and the heavy sack against his chin. The Sheriff moved his hand to the back of Dioz’s head and pushed him down harder, and gripping tightly. Opening his eyes, Dioz looked to the left to see the half-orc’s agape mouth to his stunt and then tent in his pants even larger than before. A swell of cocky confidence surged through Dioz and made his cock throb and leak knowing neither the half-orc nor the Sheriff ever witnessed or experienced such a stunt.

Pulling off the engorged cock til the head popped out of his throat, the half-devil plunged back down harder and with a loud sloppy gulp. A louder growl clawed its way out of the Sheriff’s throat. 

“You truly do have talent, boy! No man or woman has ever taken me whole!” with that compliment, he gripped Dioz’s horns. “As talented as you are, let’s see if you can handle some overdue punishment.  On behalf of your mentor!” he pulled Dioz’s head up by his horns and began to roughly and sloppily skull fuck Dioz. Tears began to fall, Dioz took a breath any chance he could get. The man was merciless. Dioz knew fighting was useless, so instead he shifted his weight slightly and braced himself on the large man’s thighs and relaxing his neck and head to be manipulated. As the Sheriff Pulled down, he would thrust upwards. 

*glurk* *glurk**glurk**glurk**glurk*

The sloppy noises only got louder the more throat slime the sheriff’s cock created. Dioz’s throat grew sore and bulged as the Sheriff's thick long cock assaulted it. 

“Calm down Boss, you’ll break the boy before we get a chance to use him! Ahaha” the half-orc called out. 

“The Boy can handle a lot more I bet you.” the Sheriff spoke as he held Dioz down balls deep. Dioz sputtering slightly and groaning. “Now get over here and prep his pretty little ass for me.” With his order given, the Sheriff let go of Dioz’s head. The half-devil pulled off with a loud gasp and an audible gulp as he swallowed down throat slime and precum. 

“I can handle a lot more than that big guy.” Dioz said, his voice cracking slightly.

“Ha! A bold statement from a boy who can barely catch his breath. Now back to throating my cock, you’ll be needing a lot of slime if you wanna take me!” The Sheriff said as he lined his cock back up and forced Dioz back down his cock slamming balls deep with a sputter from Dioz. The Half-orc guardsman walked over and behind Dioz, shifting him from a kneeling position to arching his back upwards. With some light tugging, Dioz’s pants and boots were removed, leaving him only in his loose shirt and bare bottomed. With a hungry growl, the half orc dove deep into the well sculpted and voluptuous red mounds that were Dioz’s ass. His tusks pressed roughly against the tieflings cheeks as his large and long tongue began to lick, poke and massage the tight puckered hole. 20 minutes of rimming, tongue fucking, and 3 large green meaty fingers later, the guardsman announced the boy was ready. Standing the half-orc removed some files and paperwork from the desk, and placed them on a shelf across the room as Dioz was directed to lean against the top of the desk. The Sheriff lifted Dioz’s left leg and placed it on his work desk, followed by a hard slap on his ass cheek to which Dioz moaned in response.

“Time to pop that tight pussy little devil. I hope you’re ready!” The sheriff lined up his thick meaty cock and pushed. With a quick pop he sunk in over half way before hitting the inner wall. Dioz’s eyes rolled and he let out a pleasured groan. The Half-orc did wonders in loosening Dioz up nicely, while still keeping him tight enough to feel and squeeze around the large cock that was now invading his bowels. 

“I hope you’re ready to have that cervix popped boy, cuz after I'm done with you, you’ll be a raw gaping mess!” The sheriff whispered in his ear. He reared back until only the head was in and thrust in again slamming hard against that tight wall again. He repeated this rough pounding five more times before it finally gave way and Dioz’s inner ring was broken with the remaining inches sinking in. Dioz could feel his guts forced around to accommodate his ruthless invader. No more words were exchanged. Only animalistic growls and grunts from the sheriff. Dioz did nothing but moan and groan from the sinnfully painful pleasure he was feeling. He loved being sodomized so ruthlessly. To show his own appreciation aside from massaging the sheriffs monstrous cock with his hole, he wrapped his tail around the waist of the sheriff, using it to tug the man harder back into himself and feeling the engorged swollen cock go deeper. Eyes rolled back and mouth agape Dioz vaguely saw the Half-orc removing his pants and out flopped out an even larger cock than the sheriff himself. Dioz began to salivate again. Dioz looked upwards and made eye contact with the guardsman’s dark eyes. No words needed to be exchanged, the half orc stepped closer his cock swinging in a hypnotizing back and forth across his waist. A pathetic whimper escaping Dioz’s throat begging to be allowed to throat the large green monster before him. 

“You want that cock boy? Do ya?” The Sheriff growled, never slowing down his brutal assault. “Beg for it devil!”

“P...p-please!” Dioz cried out.

“Please what?” the sheriff asked again followed by a loud smack. 

“Please… uh..Let me…-let me suck on his cock!” Dioz was sounding more and more pathetic, his own cock leaking long dribbles of precum that was dripping down the drawers of the desk as it flung from his swinging cock while he was fucked.

“Who’s cock boy?” another slap.

“His cock! Please. Ugh uh uh.. Fuck my throat!” Dioz pleaded louder. The sheriff laughed at the pathetic mewling before him, his cock growing even harder as his pace increased faster and rougher.

“You heard him lad! Ream his throat! Lets see if he can speak by the end of it!” with his order and permission the half orc stepped to the edge of the desk grabbed hold of Dioz’s horns and pulled him farther onto the desk, swinging his hips so his thick long cock slapped both of Dioz’s cheeks.

“Oh I’m going to ruin you little Tiefling. No more words.” the half-orcs deep voice sung in Dioz’s ears as he opened his hungry mouth and let the monstrous flared head enter. He slobbered and moaned, finally tasting the large cock that teased him. Dioz omitted any sense of dignity he had left and began his sloppy blow job as the cock went deeper and deeper into his mouth until it poked his throat. Doing his best to relax the monstrous head managed to stretch his throat entrance and pop in. as soon as it did, it began its descent. Dioz could feel his throat bulging from the massive invader. His air fully cut off and his eyes rolling farther back into his head. He was revelling. This is what he enjoyed. This is what he desired. The unfortunate conclusion though was this was a poor angle and so the half-orc’s cock was being bent painfully. Seeing the slight pain in his subordinate, the Sheriff nodded to his guardsman and grabbed the tieflings legs. The half-orc grabbing Dioz’s horns and together while still impaling the tiefling, spun him so his back was now laying on the desk. Another swift movement, the Sheriff pushing forward with his body and thrusting roughly while the half-orc tugged on the horns. The force of the combined strength impaled Dioz’s throat fulling, his throat visibly stretching and bulging outwards balls deep on the giant orc cock. The guardsman grinded his hips against Dioz’s face groaning in bliss. He had never experienced such a warm wet tight feeling around his entire cock before. Most women and men were incapable of taking his entire size, crying out and giving up after only just the tip, sometimes half way if he was lucky. He was going to milk this for all its worth. He could feel his massive balls resting over the tieflings nose and obscuring his eyes. He pulled out half his cock before slamming it back in, earning a series of choking and gagging below. He repeated his assault, growing rougher and rougher, giving Dioz less and less time to gain even a second of breath. 

“Haha! And you were warning me not to break the boy!” The sheriff teased his subordinate. The guard only grunted in response pulling out of the red humanoid’s throat as a river of slime followed spilling over his balls and down Dioz’s face. Coughing, gasps and inhaling noises came from Dioz. Followed by a loud pained groan. The guardsman only thrusting back in when he felt the tieflings tongue flick around the top of his cock and his lips wrapping around the monstrous shaft once more. This continued for another hour, relentless thrusting on both orifices. The slapping of balls on Dioz’s ass cheeks from the Sheriff’s sweaty pounding, and the guttural sloppy noises from Dioz’s throat as the half-orcs' balls slapped against his face. Thoroughly spit roasted Dioz could feel his orgasm building from the assault on both his ends. When he tried reaching down, large hands pinned them down and the thrusting on his ass got even more brutal.

“No touching! This isn't about you devil!” The Sheriff growled, his pace picking back up in full force, his long awaited orgasm building. After their three children his wife’s once prominent libido had shifted to the opposite direction, leaving the sheriff blue balled and seeking for other holes to plug and release. Another woman was too risky, and so men were his target. He had sexually ravaged numerous jailees as a means for lessening their bail or holding. Most couldn’t take his entire length. Only the rare few who could and would. He knew his adultery was looked down upon, being a married man with a loving wife and children. But a man had needs. He needed release, and his own was building. Crime had been on a decline in his area as of late with the summer months. The last time he had a boy was a fortnight ago. So his balls were full. And he was about to empty their first load. He looked to his subordinate and began to time his thrusts with him. The half-orc noticed this and the two lined up and synced their thrust, in and out at the same time. This new rhythm of assault was all Dioz needed to explode his cum all over his chest. The resulting orgasm explosion rocketing and splattered over his chin, the subsequent squirts coating his chest and abdomen until each thrust was pulsing out another weaker stream of cum. With the assault on his throat, Dioz could barely let out a moan around the thick cock ravaging almost endlessly. Dioz’s orgasm left is body involuntarily convulsing, his hole throbbing and squeezing around the Sheriff’s cock, while his throat muscles squeezed their own monster. Both men growled and moaned as their paces increased. 

“Take my cum boy! FUCK!” His thrust became slow, and forceful. After each blast of cum the Sheriff would pull out until just his head was inside, only to thrust back in to fire another flood of cum deep into the tiefling’s bowels. He did this 10 more times for a total of 12 shots. The final shot, his throbbing cock lodged balls deep into the red devil ass. Dioz flexing to milk the remaining cum. After seeing his Boss load up the Tiefling, the half-orc picked up his assault, grabbing hold of Dioz’s neck and jackhammering roughly, until his balls tightened and with a mighty roar the large green monster finally exploded. Dioz could feel the cum spew out like a broken dam, straight into his hungry stomach. He could feel every single time the guard's cock throbbed and fired another explosion of cum. His stomach felt warm, the half-orc’s cum searing his throat. The guardsman held his cock balls deep while he orgasmed, his eyes rolling back, finally able to release a month's worth of cum. As a half-orc not too many were interested, only those who were either hired to do so, or those who thought themselves brave enough. Due to his size, his partners always released first, leaving himself unsatisfied as they could not continue after his organ violated them to multiple orgasms. Yet here this tiefling was, cumming without touching himself while skewered on officers of the law. 20 explosive shots of cum later and a slightly noticeable bulge in the boy's stomach, he finally pulled his cock out of the warm slimy throat. A heavy stream of white cream and slime poured from the red boy’s throat after the cock left it. Followed by a loud burp and a deep inhale of breath. The Sheriff pulled himself free from the once tight hole as thick heavy cream spilled out onto the floor with a loud pop. Dioz layed there dazed, his head hanging off one end of the desk as his legs and tail hung off the other sides. 

“Haha! I think we did break the poor lad.” The Sheriff Laughed. He walked over to the side where the tieflings head hung. He slapped the boy’s cheek and said “Sober up boy, you’ve got 13 other men to service. I’ll have you in the morn when I finish my paper work.” the sheriff laughed as he grabbed his pants off the ground and began to redress. “I leave him to you Orus! He’s all yours and the boys tonight. Have fun.” and with those final words, the sheriff left the building. The half orc watched his boss leave before looking back at the mess of a boy before him and chuckled.

“Is that all you got boy? I’ve got horny deprived men in the barracks! And I want a crack at that gaping ass before the night's end!” the guard slapped the slightly bulged stomach and Dioz curled in on himself rolling off the desk as cum squirted from his raw loose asshole collapsing on the floor. A dry heave then followed by another flood of thick slimy white cream from his mouth came. “By the gods you’re a nasty fuck! Now that your belly has more room, I hope you're ready for a long night of feasting!” the guardsman kneeling down and pulling Dioz’s head up by the horn. A few coughs left his mouth before responding.

“Aye… *wheeze* I’m ready. Do your worst, you silver collared fuckers!” he cucked and grinned slyly at Orus.

“That’s what I like to hear, slut! Get on up, we’ll take care of the mess later. Oh and, remove that tunic, you won’t be needin’ it.” Orus stood and began unbuckling his leather armour and stripping himself of his clothing. Dioz removing his wet tunic soaked in his own cum. He looked up at the now naked half-orc and gawked at the specimen before him.  Massive chiseled muscles, each and every one defined by deep crevices. Orus looked down to see the tiefling stare. He chucked, raised his arms and flexed his swelled muscles. His shoulders and biceps flaring larger, his abs tightening and becoming more defined, his thighs and calves lifting upwards and bulging with the veins pulsating.

“I know you like what you see boy, and you’ll be seeing a lot of it!” Orus relaxed his muscles and walked to the door, his still half hard cock swinging back and forth flinging cum and throat slime about. He opened the door and looked back, “Now stand and wobble your way over here. My boys are waitin’.”

Dioz used the desk for support to stand, steadying himself, he took a delicate step forward slightly wobbling. His legs weak from his intense orgasm and the ravage assault he just endured. He knew what was coming next. His cock began to reinflate in anticipation.  He did as he was told and wobbled out of the Sheriff’s Office and was directed down the hall to what he believed was the Guardsman Barracks.

Part I end.