The Delivery Man

by TieMeUpPhil84

29 Mar 2024 2667 readers Score 9.6 (30 votes) PDF Mobi ePub Txt


Disclaimer: The following contains explicit scenes of male sex and a variety of consensual/non-consensual activities. It also features some scenes that are explicitly fantasy and should not be attempted. This story may not be copied or posted toany other websites without explicit permission from the author. All characters depicted are above 18 years of age. If any of this content is offensive to you or illegal to access in your geography, please do not proceed.


Mason languished in his cage completely exhausted and sexually frustrated. No longer feeling the confidence of the carefree boy strutting around his family pool in the warm sun. Mason was now locked in a dark room in what looked like an old industrial part of wherever the delivery man had taken him.

 The constant drugging wore on him too. Luke had procured the drug because it didn’t leave any long-lasting effects or pose serious long term risks, but getting several injections in a short period of time left Mason’s mind completely trapped in a foggy state as he pulled at the tight ropes holding his arms behind his back.

 The delivery man came in and out of the rooms a few times that first night. The first visit, he confirmed that Mason was indeed too drugged to pose any sort of threat and untied/ungagged him. Other than the occasional “Mgghh” noise he didn’t really resist much. Bronson inspected the kid up and down, in and out. Shoving his strong fingers clad in tight black leather gloves deep into the boys mouth until he let out an involuntary gag reflex.

 Mason’s drug glazed eyes started helpless back into the delivery man’s stone-cold expression. His cock betrayed him as it stood up rock hard, which finally elicted an evil grin from the delivery man.

 “ohhh puppy boy…” the delivery man sighed, “soo horny for relief.”

 Bronson began to expertly stroke Mason until he was at that sweet spot of right near release and backed off. “Now, Now, puppy boy, let’s get you more comfortable,” Bronson grinned.

 He locked Mason in fist mitts, knee pads, leg restraints. He allowed Mason to slowly drink from a bottle of water to clear his head a bit and flush the boys system out.

 “I’ll be back with more as we continue your transformation, slave.” Bronson informed his captive, “You’re going to make me a lot of fucking money. And I’m going to enjoy bringing you down from horny jock boy to pathetic fag slave. It’s going to be an absolute pleasure.”

 Mason groaned in response as the delivery man pushed him back into the cage and locked the heavy steel door with a master padlock.

 During the second visit, the delivery man lifted Mason out of the cage and loaded him over his shoulder like a sack of potatoes. He slowly walked Mason over in his drugged state to what looked like a metal exam table with arm and leg restraints attached to the table for uncooperative subjects. Mason’s eyes flickered open and shut ad he watched his own drool fall out of his mouth, drip across his face and unto the floor.

 With little ceremony, Bronson laid Mason out on the table face down and quickly locked him into the corresponding restraings. The table was cold and hard and Mason still had trouble moving his body. The delivery man’s warm hands and burly arms assisted Mason into a comfortable laying position before disappearing and leaving Mason to weakly pull on the restraints.

 Mason didn’t have to wait long. The delivery man came back with one of those travel hotel toiletry bags and a big bucket filled with water and a sponge.

 The delivery man tenderly gave his captive a sponge bath. He carefully washed every part of Mason’s feet, legs, back, thighs, even face before moving to more tender areas. The way the delivery man carefully massaged Mason’s ass cheeks felt so good to the incredibly horny Mason, who had not cum in a few days and could feel his dick responding to the delivery Man’s massaging.

 After the sponge bath came the shaving. Mason felt the delivery man methodically shave the backs of his legs, arms, and his little tight hairy hole. Mason could feel all the hair he had fought hard to grow since puberty being stripped away from him. He couldn’t help but feel humiliated as this man was slowly taking away everything that showed him to be a man in Mason’s eyes.

 Once finished, the delivery man unchained Mason and flipped him over and began to repeat the process on his front side. Soon, Mason’s front legs, arm pits, face, what little chest hair he did have, all was gone. The delivery man turned his attention to Mason’s needy cock and began to lather it with soap and tease it until it was rock hard and standing at attention. He slowly began shaving Mason’s hairy nuts and pubic area.

 Mason thought the shaving was humiliating enough. He was now completely smooth from the waste down. It would take him weeks or months to grow back that hair and that’s if he escaped this ordeal.

 The delivery man was not quite finished, however. Now that Mason was lying on his back staring up at the ceiling, he noticed additional restraints hanging freely in the air. He was becoming more and more aware of his surroundings, but still not a threat for the strong delivery man currently manhandling his legs into the air and locking them in the restraints.

 Mason’s body was not contorted into a Y shape with his freshly shaved asshole completely exposed and his legs spread wide in the air as if he was begging to get fucked.

 The delivery man unconsciously rubbed his crotch at the sight of the trussed up stud. He took a moment to admire the view and snapped a few preview pics for potential bidders that will be useful in the extremely near future.

 Now for another fun and favorite part of the delivery man’s, cleaning and inspecting the boy’s hole. He soaped up his fingers before starting to work his index finger in and out of the boy’s hole, slowly teasing it. Mason couldn’t help but let out involuntary moans as the more experienced man worked his hole. Another finger, the delivery man started to work his soapy hands in deeper and deeper. He decided to also work his cock while he was working his hole. Mason was in full blown extasy now. He was extremely close to orgasm.

 The delivery man, of course, knew that and backed off at the last moment. Mason’s eyes were pretty much rolled in the back of his head at this point.

 “Ohhh, sorry there boy, bad doggies don’t get to cum,” Bronson teased Mason as he picked up a douching kit to clean out Mason’s ready for anything hole.

 Once Mason was relocked in his cage after the washdown he was starting to feel his strength coming back. Not that it would help him. The fist mitts were locked back on. His ankles were chained together. A collar was padlocked tightly around his neck. A ballgag was stuffed in his mouth. To top it all off he was still extremely horny. He tried jerking his still painfully hard cock off, but the fist mitts made it extremely difficult. Every time he’d get to the point of being hard he’d lose his concentration.

 The third visit was in the middle of one of these such attempts. Bronson had cameras in the room so of course he had planned it. He came stomping into the room with big booming steps to scare the shit out of the boy and catch him off guard.

 “WELL!” the delivery man said, “looks like you seem to be enjoying your little stay in my kennel, Mason.”

 The delivery man walked over to the cage and took out a key to unlock the padlock.

 “we’ll get you sorted out don’t worry,” Bronson said in a reassuring voice, “almost got you fully setup.”

 “Mmmmmfffphhh…” Mason sighed in horny frustration.

 The cage door opened up and Mason found himself once again being carried out in the delivery man’s burly arms. He had to admit he did find it kind of hot to be carried by such a big dude but he’d have to file that away for later. Soon he was back on the exam table.

 “Now Mason,” the delivery man started, “I’m afraid a human name for a slave pup just ain’t gonna cut it. So I had some time to think while you were in your cage being sleepy.”

 Bronson took something out of his pocket and then pulled Mason’s collar and held it tight with his left hand. Mason looked up at the satisfied smirk of his captor and knew he had something in mind for him as he affixed something to the front d-ring of his collar.

 “There!” Bronson said, “That looks great! A nice dog collar. I was able to run over to one of those 24/7 stores that let you make a dog collar right in the front lobby. Got a nice pink one for you, Princess.”

 Sure enough, the delivery man produced a decently sized mirror to show Mason his handy work. Hanging from the front of his collar was a pink dog tag with the name “Princess” affixed in girly gold writing and font.

 “Oh princess, the men are going to love ya,” the delivery man teased.

 Mason let out a dull moan from behind his gag. He couldn’t help but notice his cock did twitch though as the delivery man slowly degraded him.

 “One last thing, boy,” the delivery man said while producing a rather intimidating pup tail butt plug, “gotta complete the look. Attention to detail is everything.”

 The delivery man produced a big lube dispenser and started to generously lube the boy’s ass up.

 “If you want this to go easy for you I suggest you spread your legs and get your hole nice and ready,” the delivery man warned.

 Mason, despite wanting to resist, ended up deciding to follow the instructions. In his current state he still couldn’t offer much resistance. He put his weight on his elbows and stuck his ass up in the air.

 Mason wasn’t exactly an anal virgin (something else that set him apart from his fellow captives). He was well-aware of the pleasure you can get from stimulating one’s prostate. Feeling the big plug pushing on his tight hole didn’t exactly fill him with pleasure as much as impending dread, but the delivery man gave him a reassuring smile.

 “It’s ok Mason, we’ll work it in nice and slow,” the delivery man said in a gentle voice, “just relaaaaax,”

 It was tough to relax with such a large toy pressing tighter against his hole as it slowly started to surrender and allow the butt plug to be worked in. Mason knew he was right in this instance, because let’s face it, he had a small dildo at home that he had used on himself on one occasion or another.

 The pain in his ass began to build as the toy worked in. Mason gave out involuntary grunts. The delivery man helped him by reminding him to take slow deep breaths. Once the biggest part of the plug felt like it was in the tightest part of his hole, he knew to just grin and bear it. The plug was just about to settle into place when the delivery man removed it fully, causing Mason to let out a full moan.

 “Goooood boy,” the delivery man said, causing Mason to feel an odd swell of pride.

 The delivery man finally worked the plug in so that it was snuggly in Mason’s tight hole, pressing against it and helping to stretch it open in preparation for whatever the delivery man had in mind next.

 “Hard parts over boy,” the delivery man said matter-of-factly.

 He put knee pads on his new pup slave, attached a leash to his collar, and helped him to the ground. Mason was still tightly gagged and now drool was running down his chin and leaving a noticeable trail hanging from his pathetic looking face. The delivery man smiled and took some more photos to Mason’s combined embarrassment and sexual frustration.

 “Ok Princess,” Mason said, “I can tell at least part of you is enjoying this by your hard boy cock bouncing around. But I need to make it official. We can do this the easy way or the incredibly fun for me way. It doesn’t matter to me. But one way or another you are going to sign this release and then we are going to auction you off to a prospective buyer. You’ll live your life as a trained up little slave knowing you made me rich enough to retire. So what’s it going to be?”

 Mason used his pup fists to push the delivery man away and grunted a “fuck you” into his ball gag.

 The delivery man gave him a very intimidating smile. It was clear this was the type of response he was hoping for.

“You sure boy?” Bronson asked, “I mean, I don’t want to ruin the fun plans I have for you, but I promise you, you will eventually sign that form.”

 Mason wasn’t having it. He pulled on his leash and tried to fight his restraints.

 “BAD DOG!” the delivery man said in a suddenly booming, incredibly loud voice.

 Mason couldn’t help but feel himself shrink before the significantly larger man that was holding all the cards to his current predicament. Before he even realized it was happening, he felt stinging swats rain down on his ass from the delivery man’s open hand. The sudden and abrupt spanking caused his hole to tighten around the large plug in his ass and he felt precum gush forth from his straining dick as he squealed like a pig from getting his ass repeatedly spanked.

 Once the spanking was over, the delivery man began leading him around the room, forcing Mason to crawl around on all fours like an animal. He’d switch up the pace every now and then and soon Mason was a sweaty mess again from trying to keep up with his trainer.

 “Next up is tricks for doggy, you ready Princess?” the delivery man said in a mocking tone to his trussed-up pup slave on the floor.

 The delivery man put Mason through the paces you’d see a show dog. He had him heel when commanded. He made Mason roll over and expose his belly if he heard the delivery man snap his fingers twice. He made Mason fetch chew toys you use for big dogs. Mason’s cock stayed rock hard the entire time, but his embarrassed face was beat red.

 The training persisted for over an hour. Any form of resistance was met with a quick swat to Mason’s now reddening ass and soon Mason was about as well-trained show dog as you could expect.

 “Feel like being a good boy now? I might let you cum…” the delivery man tempted the incredibly horny boy at his feet.

 Cumming did sound amazing. Whenever Mason did ass play the load he shot was always immense so whenever he did get to cum he felt like it was going to be quite the explosion. Still, he had no intention of surrendering so easily – even if he had to admit it felt like a losing battle at this point.

 He fought off the urge again and the delivery man continued to Mason’s next torment. Walking nonchalantly and leading Mason into what looked to be an exercise room. There were weight machines, free weights, treadmills. It was a really well-stocked gym. Even better than the home-gym Mason’s parents had installed.

 The delivery man led Mason over to what looked like a pet treadmill. He’d seen one at his relative’s house before. They had an incredibly overweight cat that they had walk on the treadmill in hopes she would lose weight. This seemed to be just like one of those except for a large dog, or a dog-slave in this case.

 The delivery man clipped Mason’s leash to the front of the tread mill and had him climb up on to the platform. Thank goodness the delivery man had furnished Mason with knee pads, Mason thought to himself.

 Up to this point, the delivery man had been wearing his work suit which had completely covered his body throughout Mason’s training and transformation into a pup slave. Now, he was getting more comfortable. He slipped out of his work suit to reveal his strong chiseled muscular and very hairy chest that was highlighted by a leather harness. As he stepped out of the one-piece suit, Mason saw he was only wearing a jock underneath with an incredible bulge. Being bi-sexual, Mason’s face was totally in awe.

 "Awww, thanks Princess,” the delivery man said, “You drooling over me just because of the gag or do you want to suck on daddy’s big bone?”

 Mason whimpered, knowing he was trapped between his sexual desires for this guy and potentially being sold as a sex slave. Yet here he was, hungry for another taste of the delivery man’s very big dick.

 “Well boy, I trust you figured out the next test: endurance!” the delivery man explained.

 “You start crawling like a dog, and when you’re ready to sign the paper…” Bronson started before loosening Mason’s ball gag, “I want you to bark, twice. I don’t want to hear you speak like a human anymore. That will be punished. Bark twice. If you speak any other way, you will be punished, creatively.”

 “Fuuuuuuck yooooou,” Mason defied.

 The delivery man gave Mason a warm smile. He almost looked like he was thanking him. He unclipped his leash from the treadmill. And took some twine out. He began to wind the twine around the base of Mason’s pup-tail (still firmly lodged up Mason’s ass). He then tied the other piece to the front of the tread mill.

 Not quite finished, the delivery man added nipple clamps to Mason’s sensitive nipples which caused him to dribble out more precum on the treadmill track.

 “Remember,” the delivery man said, “bark twice.”

 He started the treadmill and Mason began to crawl. If he lagged even a bit, the twine would pull on his ass and drive the plug in just a bit deeper. Mason looked to the side and caught his reflection in a mirror. Here he was, bound on all fours, forced to act like an animal for some strange man and his cock was rock hard.

 The delivery man let Mason crawl while he rubbed his cock in his jock and took video for his potential buyers. Fuck this kid was hot. Totally worth all the trouble he caused. Besides, it’s not like his little misadventure didn’t give him way more money with the twins and Miguel. He even had a clear with the police thanks to his little agreement he made with some of DeMarco’s co-workers.

 Mason toiled and crawled for a good ten minutes. The kid was definitely willful. Bronson pegged Mason as more of a switch than a straight submissive. But it was definitely clear the boy was a complete horndog. His body glistened with sweat as he pulled along on the treadmill. Bronson’s dick was throbbing in his jock and he wanted to fuck the boy right there.

 Finally, Mason barked…twice.

 Bronson sprang into action and stopped the treadmill. He pulled out a water bottle with a straw attached. Mason greedily drank from the bottle and Bronson’s dick throbbed at that sight all over again.

 “Good boy, Princess,“ the delivery man said, “You may get to cum just yet.”

 The delivery man unhooked Mason from the treadmill and helped him to a padded gym mat nearby. Mason collapsed on the ground. The delivery man left the boy with his water bottle and chained his collar to the nearby treadmill (just so he wouldn’t get any ideas). Mason continued to take sips of his water and catch his breath.

 The delivery man busied himself around Mason setting up cameras on tripods to broadcast the upcoming show. Once he was all setup with everything running, he strutted his sexy muscular ass over to Mason until he was towering above him. He gave Mason a satisfied look and sat down so his bulge was right in Mason’s face. In Mason’s exhausted state, he let the sweaty jock pouch wash over his face. The pheromones from the delivery man’s jock rushed deep into his brain as he inhaled his manly scent, sending Mason’s rock hard cock leaking even more.

 “That’s a good boy, Princess,” the delivery man said, “go ahead and chew on my jock a little bit it’s ok.”

 Mason did as he was told. He actually found it kind of soothing to work his mouth on the man’s impressive jock. He worked his mouth on it while looking up at the man’s face, which in turn, made the delivery man’s cock harden even more. He gave out a manly, satisfied moan as he felt precum ooze into his tight jock pouch, knowing Mason was probably sucking it right up in turn. He couldn’t wait anymore. He took down his jock, pulled out his cock and fed it into the young stud’s mouth. Mason took it willingly.

 He started working his cock deeper into Mason’s throat while the boy expertly throated his cock for the camera.

The delivery man allowed Mason to suck his cock for a bit while he undid one of Mason’s right fist mitt and removed his hand. He had Mason sign the form while sucking his cock. Mason made sure to deep throat the nine-inch-thick cock while he finished the signature. The delivery man started rebuckling Mason’s fist mitt but allowed Mason to suck away on his cock for his own amusement. Mason did it with enthusiasm. The delivery man finished locking the fist mitt.

 The delivery man had won. Mason signed himself into slavery just like his little friends. Soon enough he’d be on his way and the delivery man would be retired. All his stuff was ready. All his loose ends tied up…literally. He stood up and walked behind Mason and started working on the dog tail butt plug Mason had been anxiously wagging. The boy was ready to get fucked. Bronson slowly started working the plug out of his hole. It came out with a nice plop.

The delivery man lined up his big throbbing cock with Mason’s now stretched hole and inserted balls deep.

“Ahhhhooooooo!” Mason shrieked-moaned while getting into a good proper fucking position.

 The delivery man started working in slowly now that he had properly cored out Mason’s hole. He used his massive cock to tease Mason while reaching around to stroke his needy cock. At this point it should be clearly obvious that the delivery man knew to manipulate Mason’s cock to keep him on edge while he kept fucking him. He kept up the fucking for a good twenty minutes. Mason’s cock was leaking like a faucet.

 

All good things must come to an end though. Were Mason the delivery man’s full time slave he could enjoy the boy’s hole for hours and leave him gaping. But buyer’s tend to like tight. He was on the edge anyway. The delivery man, however reluctantly, withdrew his cock and walked over to the boy’s face.

 

“Alright Princess,” the delivery man said, “pity I can’t seed that hole, but I think watching me paint your arrogant face before I knock you out and stuff you back into the shipping box. When you wake up, my load will be nice and crusty all over your face.”

 

The delivery man’s little speech sent him over the edge, he unloaded a huge load all over Mason’s face, completely coating it. So satisfied with himself in his total euphoria, he started laughing out loud looking down at the boy.

 

He reached over and took out a leather plug gag to keep Mason quite. He locked it around the boy’s head and injected him with a slightly less strong sedative to keep him docile. Mason was soon out again.

 

The delivery man checked his bidders. The bidding topped out at $923,178. Oh Mason, you little money driver…

 

Hours later, Mason came to. Locked in a box (with air holes), Mason mumbled into his gag as he came to and tried to focus. It was a little bit easier getting his bearings this time. The delivery man must have used a different drug. Mason checked his restraints: still locked in fist mitts, gagged, collared, butt plugged, and his ankles locked in leg irons. But now he felt something new. The delivery man had locked his cock in a chastity device. And now that Mason thought about it, he didn’t’ even let him cum while the bastard was fucking him.

 

But, Mason had one last plan. And it started while he was running/crawling on that idiot’s stupid treadmill. Mason realized he’d never be able to crawl his way into victory like that, but it did give him an idea: cooperate. This dude, no matter how much he wanted to make it seem like a business decision, was into Mason. And he knew it. So what happens when you get what you want? What happens when you are experiencing sexual extasy? You get relaxed. You maybe gloss over a few things. You maybe don’t notice Mason deliberately moving his hand so he could easily slip out of the fist mitts.

 The padlock didn’t much matter. The delivery man hadn’t tightened it nearly enough. He was able to slip out quite easily. The gag followed after that and the butt plug behind it. Unfortunately, the other mitt was quite tight, and locked. He was still locked in irons and still locked in chastity. But he had one last chance to get the upper-hand.

by TieMeUpPhil84

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