M/M - Breaking him in

Story by SpaceFoxy on SoFurry

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The castle still creeped Jason out, there was no question about it.

It looked like any other old, abandoned castle Mobius Prime was full of but it wasn't the looks that creeped him. it was the constant feel of an evil presence. Something about the atmosphere made his fur stand on end but he could not quite put his finger on it.

At night time it was worse. The added element of darkness and the dead silence only amplified the creepy factor. During that time of day, he was usually found securely huddled in his room under a blanket. It was an instinct to burrow out of harm's way he had inherited from his mother - and he hated it. It didn't suit his image at all and many times he had blamed it on the castle's poor heating or some other excuse. But deep inside he felt comfort being hidden out of sight from anything that might lurk in the castle's hallways during the darkest hours of the night.

Tonight was an exception though.

Tonight he was out and about around midnight when everyone else was sleeping.

The castle's ever burning torches lit the hallway he was walking along creating long, warped shadows on the walls. Jason tried to keep his cool and not let his nerves get the better of him as he ventured down the hallway towards the main entrance.

"Damn Jay.. you've faced death many a times and some spooky old castle's making you so nervous.. toughen up already.." he murmured to himself.

The main entrance to the castle was located in a hall full of marble pillars and an altar. He had once studied the altar and noticed it had all sorts of summoning instruments on it and a book with a pentagram engraved into it's leathery cover. He dared not to ask what it was for or why it was there and just tried to ignore it as best he could. What he was looking for was not the altar but what was behind it.

Jason walked carefully behind the altar and tried to locate the secret wooden door on the floor. Finally he found what he was looking for and "knocked" on it with his foot to announce his arrival.

For a moment nothing happened.

Jason shifted nervously, waiting. "What did I get myself into this time..."

Finally he heard a quiet creak and then a louder one as the door opened revealing a staircase down and most importantly, a charcoal echidna.

"Took you long enough." Dark stated as he let Jason past him through the door, closing it after him.

"Yeah sorry about that. Sorta got lost," Jason said, carefully scanning his surroundings.

"The castle's a bit of a maze at night time without proper lighting. You know you could probably get elec-"

"Shut up." Dark interrupted him pushing him against the rocky wall.

"Woah!" Jason exclaimed out of surprise and a hint of red crept onto his muzzle.

"You didn't come here for a chit chat, remember?" the demonic echidna whispered, leaning closer.

Indeed it wasn't a social call which was rather obvious given their location, which happened to be the castle's dungeon. In the old times the place was most likely used for holding prisoners - these days it was Dark's perverted playground. The dark dungeon was filled with all sorts of equipment used for binding and subduing people. And then eventually using them.

"Y-yeah.. I do. I was just.." Jason trailed off and he felt Dark's lips on his shoulder. Then they moved onto his neck. He could feel a sharp sting of a fang for a second and he was sure Dark had just bit him gently.

"Hmm? You were just what?" Dark cooed into his ear.

Jason wasn't exactly sure if telling he had no idea where to go from here was a good idea. He hadn't really gotten past this stage with any male before. He had found himself making out with some guy time after time again after a few drinks but when he was sober, he was totally lost. Dark had had certain appeal to him the moment they were introduced to each other and after he turned out to be extremely experienced, Jason had wanted to try something with him for real this time. Something more than drunken attempts he was so frustrated with.

When he had found out Dark was a master, Jason had hinted he might be interested in trying out the lifestyle. Dark had agreed on this and told him to come to the dungeon for his first lesson. And here he was. And totally clueless about what he was supposed to do.

Dark caught on to this fairly quick and stepped away from Jason, eying him carefully. He wasn't exactly good at reading people but in this field he was somewhat of an expert and realized Jason wasn't responding to his advances. Dark turned his back to the flustered Jason and walked a little deeper into the dungeon.

"So... you didn't answer my question. You're hesitating," he pointed out while casually observing his selection of cuffs and collars.

Jason rubbed the back of his head, feverishly thinking what would be a good choice of wording right about now. He didn't want Dark to grow bored and cancel the whole thing.

"It's just that.. I'm nervous."

Jason decided being honest might just be the right path to take. He didn't want to end up in a situation that was too much for him.

"Why are you nervous? I'm not going to hurt you..... if you don't want me to," Dark spoke, a smirk flashing on his face.

"It's not that. I'm just a little lost in this territory," Jason replied, cursing his tail which showed his anxiety by fluffing up.

"Mhmm.. I see. How experienced are you?" Dark asked going over his equipment, picking up a riding crop and turning it around in his hands.

Jason swallowed nervously. "Um. I haven't really done it with a guy before."

He was ashamed to admit it for some reason. Maybe it was Dark's experience level that intimidated him slightly. And he was afraid he'd just tell him to get out and stop wasting his time. That response never came. Dark just nodded slightly in approval and picked up a few things from his collection of kinky equipment.

"So have you ever been penetrated in any way?"

Jason flushed bright red. "Wha-what?!"

Dark turned to him lifting his eyebrow. "I need to know this before we start. I don't want to hurt you in any way."

Jason was amazed how casually Dark was discussing this. Sure Jay, himself had his own dirty thoughts and he had done things in his past but it was speaking of the acts that caused him to fluster. Especially when it was put as bluntly as Dark had done.

"Well, I- I kinda have- I mean not by someone else- I mean I have-.."

Dark chuckled slightly. "So you've used something on yourself then, I take it? Were you able to take it all the way?"

Was there no end to his torture?! At this point the actual act didn't scare him at all anymore. He'd much rather jump into it and be done with this awkward third degree.

"Y-yeah.. I.. yeah mostly," Jason stammered.

"Good. Means we aren't starting from exactly nothing in here tonight."

Dark moved closer to Jason who was avoiding eye contact out of embarrassment. He had NOT just admitted to using a toy on himself. He had never freely discussed this part of his sexuality with anyone and it felt odd to say these things out loud.

"Alright, lets go over a few things I cover with my pets before we start. First of all, you have the right to tell me to stop at any point if you feel the need to. This is supposed to be enjoyable for both of us. You are to call me master, addressing me with anything else will get you punished. I will use harsh language on you but take it as role-play. And what else.. oh yeah. Undress."

The sudden command took Jason off-guard. His heart started racing as this was the start to something he had no idea about. Shyly he started taking his clothes off while Dark watched him approvingly.

"Mmm.. very nice," he commented which made Jason blush a bit once again. He knew his body wasn't too bad and it was worth showing off but hearing such compliment from another male...

For a moment Jason stood in front of Dark completely undressed, still not daring to take eye contact. He felt Dark's eyes all over himself as he surveyed his latest prey. He walked slowly around the blond hybrid, taking in the whole view of him. He stopped behind Jason untying his hair, letting it fall loose.

"That's better. Makes you look a little more relaxed," Dark whispered rubbing Jason's shoulders a bit. Jason took a deep breath closing his eyes. He tried to relax the best he could.

Suddenly Dark's hands pushed him downward forcefully. "On your knees!" He commanded. Jason knelt quickly at Dark's foot. The demon looked him over tapping the riding crop he still held at Jason's thighs.

"Legs apart. Hands on your knees and palms upward." Dark continued sternly.

Jason obeyed the commands trying his best to avoid having to make closer acquaintance with the crop which he suspected was the punishment Dark had mentioned.

"That's a good slave," Dark complimented him on his fast actions.

For a second Jason was at a loss again. Was he supposed to answer? Was he allowed to answer?

Before he could do anything Dark spoke again. "At this point a slave thanks his master. A compliment from the master can never be wasted with silence. Your body is my property now. Anything I do to it, you thank me for. As a symbol of the ownership-" Dark reached to a table close by. "-is this collar. You wear it with honor because it's a privilege."

Dark knelt down to Jason's level and wrapped a black leather collar around his neck. It's weight felt awkward at first but he was sure he'd soon forget he was wearing it at all...

"There we go," Dark said getting up, clearly satisfied with his latest pet.

"Do you understand your position, slave?" he questioned still to make sure Jason had understood everything.

"Yes."

The crop lash came really suddenly and landed on Jason's rear end with an audible slap.

He bit his lip to not make a sound.

"Yes who?" Dark demanded.

"Yes, master," Jason answered, his voice slightly less audible this time.

"Good boy. You'll learn soon enough," Dark answered with a softer tone.

Jason's rear felt hot from the sudden pain and he made a mental note to never forget to address his master again.

Dark moved away from him once more and picked up a pair of handcuffs from the table. He played with them in his hands for a while until he commanded Jason to lift his hands to him. Skillfully Dark snapped the cuffs around Jason's wrists. The hybrid felt a little uneasy at first but reminded himself Dark was not out to hurt him.

"And then the final touch..." Dark spoke as if to himself while he lifted a black scarf from the table into Jason's view. Dark moved behind him and securely fastened the soft fabric over Jason's eyes blocking his view completely.

"This all will put you into the mindset of a slave, and object I own. You're bound by me and you are going to be used by me. I will enjoy training you into my personal little slut. I want you to discard all inhibitions you have. I want to enjoy you to the fullest. And you don't want to disappoint your master, do you?"

"No master," Jason answered almost automatically. Damn this whole role-play thing was getting to him fast. He couldn't help but feel slightly aroused at the thought of being someone's pleasure slave. Even if it was just for one time only.

"That's a good slave. Now.. lets see what you can do.."

Jason was really nervous now. He couldn't see anything because of the scarf but he could have sworn he had heard a zipper..

And suddenly he felt something warm against his muzzle. "Open your mouth."

Obeying Jason opened his mouth and felt the warmness slipping inside. His tongue caressed the hard member of his master. He couldn't help but blush madly at this. He couldn't believe Dark had just pretty much shoved his cock in his mouth.

"Suck it off like the good little slut you are.." Dark commanded and Jason began to pop his head back and forth with as much experience as he had.

Dark moaned a little to reward his pet for his efforts. He had to admit Jason wasn't bad at this. Though it made him wonder how exactly did he know how to give a blow job.

The dungeon was filled with slight moans and a sound of suckling for a good while. Dark rested his hand on Jason's head, keeping his eyes on the action. Since he was doing so well Dark decided to test Jason a bit.

Suddenly he grabbed Jay's hair and pushed his head towards himself. Jason gagged a little at the sudden sensation of Dark's cock hitting the back of his mouth. He put his hand on Dark's leg instinctively trying to push away but Dark help him in place for a few more moments until pulling him away by his hair. A string of saliva connected Jason's mouth with his erect member.

"That was good... lets try that again," Dark almost whispered as he pushed Jason's mouth onto his cock once more forcing him to take it all in at once. This time he gagged less but he still held his hand in place on his master's thigh. Dark pulled him away again. This time even more saliva was left behind. Dark smirked and rubbed his member on Jason's lips. He extended his tongue slightly out of his mouth and Dark slapped his member against it gently. It made a wet slapping sound on contact and Jason moaned audibly, obviously getting into the mood of things.

"You're such a messy little slut," Dark said and without letting Jason answer in any way, he pushed his cock once more into his mouth.

"Lets see how you can handle this."

Dark kept Jason's head in place by his hair but kept thrusting into his mouth rather forcefully.

Jason moaned low as his master thrusted in and out. He never went too deep to make him feel like choking but his rhythm was something Jay was not prepared for. He tried to keep up with it as best as he could sliding his tongue against the member in his mouth. Judging by the moans Dark was making he wasn't doing too bad, he thought. Then suddenly Dark stopped and pulled his cock out of his slave's mouth.

He breathed heavily for a second and then spoke between breaths.

"Not bad. You're good at this, slave. But I don't want to cum just yet."

Jason sensed Dark moving a bit further away again. He was left to wonder what his master had in store next. After a few seconds Dark was next to him again. He grabbed Jason's hair and forced him into a crawling position.

"Follow me, slave." he said and started gently tugging Jason along. He crawled on the hard stone floor for a bit until Dark told him to stand up. As he did, his master lifted his arms higher up and slipped the chain connecting the handcuffs into a hook of some sort.

Jason was left standing against a pole with his arms lifted slightly above his head in a pose which made him bend over a bit. Dark couldn't help but notice Jason's arousal at this point. "I knew I'd get you into the mood," he chuckled standing behind the slave and grabbing his hard on. Jason gasped loudly. Dark started moving his hand up and down sloooowly, rubbing the head of his slave's erection with each stroke. Jason hung his head down between his raised arms and moaned deeply. Dark sure knew what he was doing, that was for sure.

"You're big.. " he whispered his observation. "And I'm liking the piercing.. You naughty little slut.." "Th-thank you, mmh-master.." Jason moaned trying to keep his breathing under control.

His master's hands worked on his shaft pleasuring him with each movement, skillfully. Dark kept close eye on Jason's body language determining when to stop. He didn't want his slave to cum too soon either. But he also needed him to relax further before he could proceed.

"Master, I.. I'm close.." Jason managed between moans and Dark withdrew his hand and let his slave get a hold of himself once more.

While he let Jason calm a bit, Dark slipped out of his remaining clothes. He was ready to go but since Jason was practically a first timer he needer to train him a bit before he could use him to his full potential. To do that he needed one of the smaller dildos in his collection of equipment. Dark lubricated the toy up and set it on a table close by ready for what was to follow. He took a look at his newest toy all bound up and waiting. Dark walked closer and placed him hands on Jason's rear end.

"You have a great ass.." Dark complimented, squeezing Jason's firm butt a little. "Thank you, master" Jason replied still hanging his head down.

Dark slapped Jason's ass with force leaving a slight red mark on it. He admired the firmness of it by squeezing it again followed by another slap. Jason moaned this time. This urged Dark to slap his ass once more, the redness increasing with each strike. Jason didn't feel pain from the slaps anymore. It was a weird tingling sensation and he liked it. After few more slaps rewarded by moans from his slave, Dark paused to admire his work. He ran his hand along Jason's ass stopping when his thumb met with his slave's entrance.

"Mmh.. look at that ass.. I'm gonna have fun with this.." Dark murmured.

Slowly he inserted his thumb into Jason's ass. Jay jumped a little at the sudden intrusion. "Relax.." Dark coaxed his pet to calm down as he moved his finger in and out. After a while of this, Dark deemed his slave ready to go one step further. Jason felt Dark pull his finger out and start rubbing at his lower back. Inward he knew what was to follow and tried to keep his calm. Last time he had tried this alone he had hurt himself pretty bad. Dark reached for the toy he had lubed up earlier while preparing his pet to the following.

"Just relax, keep your muscles relaxed and don't tense up," he spoke softly placing the toy below Jay's tail. Jason took a deep breath and Dark took this as his cue to proceed. He started pushing the toy in slowly. Jason moaned loud at the sensation. The toy spread him open and it hurt a little. "Just calm down.. It'll get better soon," Dark tried to keep him calm as best as he could. He needed to go through this to be able to take his master eventually.

Dark moved the dildo back and forth while pushing it in further, the bumps on it were rubbing Jason's inside creating a twisted mixture of pleasure and pain. Dark added a little more lube to ease the insertion and persistently continuing to push the toy in further inch by inch. Jason was clenching his eyes shut under the scarf breathing heavily. The insertion seemed to last forever until finally he heard his master say "It's all in."

Jason couldn't believe it. He had managed to take it fully after all. His master didn't let him revel on that thought for long before he started moving the toy in and out. Jason gasped once again, this time not so much from pain but from the pleasure the different bumps on the toy were creating as it moved in and out, in and out, in and out... All the time more freely as Jason's body stopped trying to reject it. He even realized he was pushing into the toy each time his master pushed it back in. Dark rested his hand on the reddened ass cheek of Jason's and worked the toy in and out of his surprisingly welcoming slave. Dark watched him sway his body back and forth in time with the sticky sounds the lubricated dildo was making. He couldn't help but grin widely at how easy it had been to get Jason to submit.

All the while Jason felt like he was getting dangerously close to release. His moans got more and more ragged and he pushed into the toy at a faster pace. Finally Dark decided it was time to pull it out. Jason groaned with disappointment as he felt his master pull the dildo away. He had gotten so close...

"Calm down, slave! Like I said I don't want you to cum just yet. Not before I've had my way with you," Dark reminded him. He placed the used toy back on the table and grabbed the lube once more. He rubbed some of it onto his own member to ensure his pet would be able to take the bigger intrusion just as well. Dark grabbed Jay's hips and leaned into him nipping at his neck a little.

"Alright.. this is what you came here for, slave.. Are you ready?" he whispered and planted a trail of kisses on Jason's back along his spine. Jason shivered slightly. He felt his master's erection pressing against him and was eager to take it all.

"Yes master, I'm ready. Use me." "As you wish, slave."

Dark pushed his cock against Jason's opening which was still a bit gaping from the previous entry. The penetration was rather easy as he had expected.

"Ooooh.. goood.. "Jason gasped at the new feeling. His master was indeed bigger. The familiar sting was there but it wasn't as bad as previously. Dark grinned his trademark grin listening to his slave's reactions. Mercilessly he pushed deeper and deeper into his willing slave.

"Mmmmmhhh... oh shi-..."

Jason felt so many new sensations he couldn't concentrate on them separately. He still couldn't believe he was actually doing this finally. There were no regrets in his mind.

Dark began to thrust in and out of Jason, slowly at first but increasing the pace little by little holding him firmly in place by his hips. He grabbed the hybrid's fluffy tail and pulled it out of the way of his view. He enjoyed watching the sex, his cock going in and out of his slave...

"You enjoy this, don't you? You enjoy being used like the little slut you are, huh?" "Yes.. yes master- yes.. use me!" Jason moaned in the rhythm his master was doing him in. He was sweating and drooling but he didn't give a damn. It felt so good.

Dark pulled at Jason's hips to meet his own with each thrust creating a small slap as their bodies connected. The only other noises in the dungeon were their gasps and moans and the clanking of Jason's binds.

"Faster... please master.. faster." Jason begged and Dark thurst as fast as he could. This made Jay wail out loud in pleasure. He was grabbing the chain on his handcuffs like he was hanging on it for dear life.

"Oh.. yeah.. you're so fucking tight.. making me cum.." Dark grunted partially through clenched teeth as he slammed himself into his pet. He loved aggressive sex. Both of them were totally lost in the moment. Dark enjoyed the unique feel of Jason while Jason was lost in a sea of pleasure he hadn't experienced before. And he was nearing his destination rapidly.

Dark heard Jason's moans growing in volume little by little. He slapped him on the ass and yelled out.

"Don't you dare cum before you master!"

Dark felt his peak nearing too and did a fast series of thrusts into Jason.

"Oooh fuuck!!" he exclaimed as he came inside his slave giving him permission to release too.

Jay reached his climax soon after. He came with a loud moan of pleasure and as their love making calmed down to a stop, he was shaking a bit.

Dark pulled out of him and undid his bindings letting sit down to the floor. He was out of breathe and still shaking a tad but he felt really good.

Dark sat down next to him and took his blindfold off. Jay's brushed his tussled hair off his face where it was sticking because of the sweat.

"So, how was that?" Dark asked cheekily. Jason was still catching his breath but managed to answer the question. "That was.. wow.. amazing.."

Dark leaned in to kiss Jason which he accepted happily. After a few moments of cleaning up and getting dressed, Jason was about to exit the dungeon but heard Dark call after him. He stopped to see what the demon wanted.

"Same time next week?" he asked winking. Jason blushed a bit but nodded in approval of the idea.

After he had closed the dungeon door with a loud clank, Dark turned his gaze to one of the cages in the corner of the dungeon. His eyes was met with those of his first pet, Knuckles, gazing intently back at his master's.

"And I take it you enjoyed the show."