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English
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Published:
2022-09-18
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1,522
Chapters:
1/1
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16
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745

Breaking My Rules

Summary:

Harold is beyond frustrated. After a harrowing day dealing with harassers, something is set off within him, that he needs to take care of sooner than later. Locking himself in his room with no one around there's only one way to take care of his "growing" problem. Despite doing it before, he still can't believe he's willing to stoop so low.

Work Text:

“I can’t believe I’m doing this.” Harold growled at himself rolling his eyes as he stepped quickly into the thresh hold of his room, “I can’t believe that I’m stooping so low to do this…again.”

Shutting his door he quickly pressed his back to it, sliding down to the floor. Pulling off his glasses, he shook his head as he rubbed at his warming face.

He couldn’t help it though. It was one of those moments where the events of his day had him so riled up that his own damn body couldn’t tell the difference between being aroused by pleasure, and just being downright pissed off. The thing was regardless of how his body read it, the one thing Harold knew, was that regardless of how many personal rules he broke, his composure was pretty much gone.

Palming at the now obvious erection between his legs Harold let out a stifled moan. Jacking himself off wasn’t going to be enough this time. He needed more. He had to have more. Sadly though, with as straightforward and a stickler for rules he was, he had not yet found anyone to give or return such lewd pleasures, so it was up to him to take care of it in the only way he knew how.

Pushing himself off the floor Harold quickly tossed his glasses onto a nearby nightstand close to his bed before quickly snatching apart the buttons on his dark green buttoned-down shirt. Tossing the almost sweat-drenched fabric to the side, he quickly kicked his shoes off near the foot of the bed, wiping at the few droplets of sweat already forming on his head with the anticipation of what he was going to do.

Next to the bed was a closet where he pulled the door open and pulled on a chain for the light, he bent over and snatched up a black hard cased box before taking his foot and shutting the door with it.

Tossing the case onto the bed quickly he opened it to reveal a sex machine, one he’d only used once before, funny enough for the same reasons he would be using it again. Grabbing a cleaning rag and some sex toy cleanser he began taking the machine out bit by bit, wiping down any dust particles he thought he may have seen.

“It never hurts to keep things sanitized.” He said to himself out loud, wiping down the rest of the metallic machine before opening a smaller case with a larger light-tanned skin-toned dildo with a hole at the base to screw onto the rod of the machine itself. Twisting it onto it, Harold placed the machine at the foot end of his bed, the footboard stopping it from falling off the end of the bed before running the thick black power cord to the wall near it. Plugging it in, quickly he dashed toward the head of the bed, and dimmed his lamb on his bedside table, casting a light glow over the room.

Reaching into the side drawer he picked up a bottle of lube placing it gingerly on the top of the stand before hooking his finger on his pants, and underwear pulling them both down off his hips in one fell swoop his very much painful erection springing forward as he rubbed the base of it between his fingers. Another slight moan escaped his lips as he kicked his pants off, and sat on the bed. Quickly grabbing the bottle of lube off the nightstand, he squeezed it jumping a bit as he let some of the cold liquid drip down his cock, drops of precum already shown through as he leaned himself back a bit to have the liquid flow past the base of his cock, onto his balls before leaning back and guiding some of the liquid onto his already puckered but eager hole. Rubbing it along his cock Harold slowly pushed a finger into himself lubing himself up with a gasp of how well he knew his own body, and amazing could touch just the right spots, but this wasn’t about what his hands could do. No.

After pushing a couple of his lubed fingers inside of him he slowly pumped his fingers testing the slickness of his insides before turning his attention back to the machine.

His fingers weren’t enough.

Grabbing the bottle of lube again Harold sat up onto his knees slowly lowering the bar of this machine. Squeezing the bottle again he drew a quick line of lube from the tip of this highly veined thick silicone cock before slathering it on. Tossing the bottle aside Harold pushed himself forward ass in the air as he slowly inched himself backward, grabbing the corded remote to place in viewing range as he slowly let the machine fill him as he pushed himself against it.

Giving himself a moment to adjust he took in a deep breath as he bit his bottom lip, and with shaking fingers he flipped the off switch on, the machine instantly turning on with a loud mechanical wirr before it slowly began pumping in and out of him.

“AH!” He breathed out as he felt himself curl his toes. Taking a moment to adjust he pushed the button again, as the speed slowly increased. His forehead touched the bed as he reached forward grabbing a pillow to wrap his arms around.

“My god!” he exclaimed as his face flushed, “F-Fuck.” He cursed. Normally he didn’t allow himself to use such foul language, but for fucks sake he had a large fake cock pushing itself in and out of his ass, and at his point, he didn’t care.

“I…I need more.” He stammered out before pressing the button again as the machine was now wiring at a high pace the sounds of the squelching of lube entering and exiting him filled the room as he felt his own cock twitching, the machine now hitting his prostate causing him to howl in pleasure.

“That’s it…ah that..that’s it. M-more…More.” He took one of his free hands while bracing himself on the other arm as he arched himself enough to see his own cock, grasping at it with his free hand he slid it along the shaft, kneading the hardened flesh under his fingers.

“Yes…yes….Ah.” His moans grew louder as he stroked himself hard, the machine pushing in and out of him at a breakneck speed, “Ah just fuck me….fuck me…” His teeth gritted at the overwhelming amount of pleasure, “Ah Ah…” He felt himself twitch in his hand as he pushed the button to slow the machine down as he pulled himself from it, kicking himself internally for removing the filling toy from him, he quickly pulled a few pillows near him, before getting on his back and adjusting the toy lower to penetrate him once more, his eyes now with a better full shot of his swollen cock. He felt he was pretty endowed for his size and only imagine himself thrusting himself into some beautiful dame or taking the ass of some handsome bloke he’d be begging him for his girth.

 

He could feel himself coming extremely close to going over the edge. His knees were pulled near to his chest His mind was in a daze as he vigorously stroked himself, “Fuck…I...I need to cum…I have to cum…ah fuck me harder…” he moaned, closing his eyes taking and pressing the button one more time, the machine going as fast as it possibly could. He leaned his head back against the pillows as he jacked himself off.

“Ah Ah aha…” His tongue hung out of his mouth as he grinned from the pleasure, his eyes rolling back, “I'm so close...I’m so close.” He moaned out loud, lifting up and looking at his cock again and how fast the machine was pumping in and out of him.

His toes curled again as he cried out, a final wave of pleasure shooting through him as suddenly white-hot spurts of cum came onto his belly, his cock twitched in his hand with each stream as he slammed his head back onto the pillows the machine pushing and riding out the last wave of pleasure as he reached over and turned the machine off, panting, his chest heaving and body heavy.

Looking down at himself Harold whimpered at the sight, “God I’m filthy.” He remarked, “But that was amazing.” Wiping his forehead he slowly sat back up, “At least if someone tells me to Go Fuck myself, I can already say I have.”

He chuckled at his own joke as he put his glasses on. “Now to go get cleaned and find the person who caused me this trouble in the first place. What was his name again?” Harold paused for a moment racking his brain, “Oh yeah. Wilford. That’s the one. Some rules were put in place and not meant to be broken, and making me feel that heated over just a few simple words, definitely was one. He’ll pay for sure.”