Close Your Eyes And Start To Fall || Master Benjamin Aston, slave Connor Ellwood
TAGGING → Master Benjamin Aston, slave Connor Ellwood
TIME FRAME → March 19, 2015, morning
LOCATION → Benjamin’s suite, playroom, bedroom
SUMMARY → Benjamin introduces Connor to sensory deprivation and maintenance punishments
WARNING → Sensory deprivation, tickler, rough sex, spanking, paddling
Benjamin unclipped the leash from the boy's collar and lifted him out of the tub, making sure to steady him on the towel on the floor. "There we go. All clean, for the time being." He chuckled and started gently but firmly toweling the boy off, rubbing a bit longer in some places, and naturally using it as an excuse to group, stroke, and tease Connor's cock. As he did, he chuckled into the boy's ear, making sure to press their bodes as close together as he could without their chests touching. "Such a good boy for Master. You've only been with me ten minutes and already I can feel how much you want me."
Connor felt himself shiver as the man pushed into him, the boy unable to stop his arousal from showing at the hands that had been ghosting over his cock. A few months ago he would've completely denied the idea of such a power balance getting him off, but Benjamin seemed to have successfully changed that perception as Connor felt his cock twitch again at being called a 'good boy.' He didn't feel the need to deny the Master the truth anymore, just blushing a little as he nodded. "I-I... I want you, Master. Read my mind."
Benjamin hummed as he continued stroking the boy, thoroughly enjoying the progress they'd made since he first started talking to Connor. "Good boy. Except Master doesn't want to use you like that just yet. I have other plans for you. So I think I'm going to have to do something to make sure you stay horny for me." He stepped away and nodded at the tub. "Bend over that, reach behind you and spread your cheeks as wide as you can. I want a perfect line of sight to your hole."
Connor let out a small whimper as the hands left him horny and erect with no release. He hadn't been expecting it though, and so followed the Master's line of sight, blushing a little at the idea, but not disobeying it. "Yes, Master." He rhymed off, giving the man a small look before moving to the tub, using his hands to spread his ass cheeks for the other, finding the whole thing a little bit humiliating; meaning it was also quite hot.
Benjamin waited for Connor to get into position before kneeling down behind him and gently blowing on the boy's skin. "Mmmm beautiful. It's going to look even better when I'm done." He reached for a bottle of lube resting on a nearby shelf and quickly popped the lid, drizzling a little bit directly onto his hole. As he did so, he pulled a small plug out of his pocket, removed the plastic wrapped around it, and generously coated it in lube. "Now tell me, do you want my finger first or do you want just the plug without being stretched? You should only feel a slight burn since this one is so small."
Connor felt himself shiver again at the feel of the Master's breath on his pale skin, feeling another small blush rise at being called 'beautiful.' The lube was cold, making the slave give off a tiny gasp as he tried to relax himself again, getting into his submissive headspace as he smiled a little at the idea. "I... I like it when you finger me, Sir... I mean Master." He corrected himself, trying to get the new title into his head, the mistake overshadowing the feelings he would usually have for being so outwardly explicit.
Benjamin slid a finger inside before responding to the slip with a slight smack on one of the boy's cheeks. "That's a warning for you to remember since you caught your mistake. If you need a spanking to help you remember, I will be more than happy to deliver a sound spanking that will leave you unable to sit for weeks without thinking of me." He hummed as he twisted his finger, wiggling it from side to side for a few minutes. "Just about done then we'll be able to move on to more fun things."
Connor let out a small moan at the slap, blushing again because of it. "Sorry, Master. Won't happen again" He didn't want to admit that the idea of being spanked by Benjamin turned him on a little, not that the Master didn't already know that, but Connor decided it was best to stay in the other's good books for now - there were other ways to get his cheeks red later. The finger was certainly doing it's job though, with Connor arching his back to feel a little more pleasure from the experience as he grinned again at the prospect of 'more fun.'
Benjamin leaned back and chucked. "You can't get enough can you? Greedy little thing." He slid his finger out, quickly switching it for the plug and shoving it home in one quick motion. "Let that be a reminder of my fingers." He gave the plug a quick slap before walking to the sink to wash his hands. "Stay. I want to admire my handiwork."
Connor 's redness only furthered with the truthful observation. He opened his mouth to respond, but all that amounted was a loud and sudden moan at the speedy transition from finger to plug that left a sensation buried inside Connor. The slap reminded him to stay whilst drawing another moan, the boy awaiting the other as he kept position.
Benjamin trailed his fingers across Connor's spread cheeks, teasing the plug just slightly. So responsive, especially to his comments, let alone his touch. That could only mean that they were going to have a lot of fun over the next few hours. "Stand up straight and follow me," he ordered, reaching around to grab the boy's cock and squeezed. "We're going to have a bit of fun together, you and I."
Connor smiled at the feeling of the plug being used, the boy once again erect under the Master's hand. He sprung up at the order, gasping again at the hand on his cock as he looked down before slowly surveying up the other's torso to meet his eye, a small grin surfacing on Connor's lips. "I look forward to it, Master."
Benjamin gave the boy's cock a squeeze before leading the way out to the playroom and towards a small bench next to an unmarked door. "Kneel," he indicated the floor next to the bench which held a series of items already laid out. "On the floor, not the bench."
Connor couldn't help but glance over the items as he followed, intimidated but also excited by the array. He was quick to hit the floor when instructed, looking up at the Master; anticipating where this was going.
Benjamin ran a hand through Connor's hair with a smirk and held up the blindfold. "This time I will be locking this into place so it can't slide down or up. You will have to trust me to be your guide and obey me without hesitation." He leaned down and pressed the blindfold against Connor's eyes and buckled the straps together, making sure it was as tight as possible before clipping a small key lock onto the buckle and closing it.
Connor enjoyed that small touch to his hair, finding a comfort in it which made the blindfold seem a lot less intimidating. He wouldn't have refused it anyway, his vision suddenly engulfed in darkness as he felt the other work the lock behind. He still followed the noise though, a little nervous at not knowing what could happen next.
Benjamin held the boy's head straight, keeping his hands entangled in his hair. "Good boy. This is the first step of your new training. I have half a mind to put in a claim for you, but for me to do so, I need to know that you can handle all my needs and desires. It's not enough to enjoy sucking my cock or wanting me to fuck you. I need your complete obedience." He stepped forward until his crotch was mere inches from the boy's face. "Take me out and show me how much you want it."
Connor twisted his head forward again under the Master's guidance, a rather noticeable grin spreading on his face at the prospect of being claimed now. Those words however also came with a challenge, the slave knowing he had to now impress the Master enough to become a permanent fixture in his life. Therefore when he felt the closeness of the other and the scent of his crotch, Connor didn't hesitate to obey his orders. He stretched his hands out first, having to feel around for the Master's belt, undoing it after a few moments, taking out his trouser buttons in the process. The boy then slowly shifted his lips, finding an indent in the other's underwear which he began sucking through without any hesitation, placing his hands on the back of Benjamin's legs to support himself. "I-I want it Master, want it bad." He whispered against the fabric, making sure to give enough foreplay before locating the underwear to pull down and reveal... well Connor couldn't be too sure under the blindfold.
Benjamin ran his hands through Connor's hair, waiting to see what he would do next. This was a test to see how well Connor could obey and take initiative and he wouldn't help it along in the slightest. So far he seemed eager to please, if the grin on his face was anything to go by, he was enjoying it as well. He continued to run his hands through the boy's hair, keeping still and quiet, waiting to see how far he would go on his own.
Connor allowed a brief pause for instruction, but noticing that noticing that nothing came he decided to risk moving forward again, his lips finding the middle of the Master's member. From there, Connor let his lips trail downward to reach the other's balls as he began lapping at them, building up to fit both inside his mouth as he hummed a little. He would have been asked to stop if this was disobedient right? Having focused on the balls for a few minutes, the slave then came off them, using his tongue to locate the top of Benjamin's cock again as he moved to place just the head in his mouth, sucking gently to begin with.
Benjamin continued stroking the boy's hair, watching him carefully. He was so eager to please but Benjamin wasn't going to help him or guide him in the slightest. Connor had to learn what to do to please him and since Benjamin loved being sucked off, this training was more pleasure than training. At least for him. "Hmmm" he hummed in a neutral tone, raising an eyebrow at the near timid way Connor took him in his mouth. That would have to be trained out of him.
Connor slowly worked his way down the Master's cock from there, hearing the humming from above and unable to read it's tone; the man's hand was in his hair though so Connor assumed if he was doing something wrong then he would be corrected. Once he got to about the back of his throat, Connor rose himself up again, slowly building a motion to bob his head to as he sucked in around the member, swirling his tongue a little as he got going.
Benjamin gave the boy a few minutes to build up a rhythm, waiting until the boy's nose was nearly buried in his crotch before pausing him and keeping a hand on the back of his head to hold him in place. "Good but I think we're missing something." He picked up a pair of noise cancelling headphones from the bench and twirled them in his hands. "Stay. I will tell you when you can move again. If you feel like gagging, relax your throat."
Connor felt himself cough a little as he tried to compose himself to stay in place, attempting to breath through his nose as he hummed a little in response to the Master. He could hear something being moved around, but he tried to keep his focus, bidding Benjamin's advice as he spluttered once more before attempting to relax his jaw through calmed breathing.
Benjamin carefully fitted the headphones on the boy and started moving his head with his hands to give him the signal that he could move again. "Such a good boy," he crooned, running his hands through the boy's hair, forcing him to turn his face upwards so he could get a better look. Oh yes, much better. He grabbed both sides of Connor's head and started thrusting into his mouth, keeping his head still and slightly turned upwards.
Connor felt the headphones slip on, not knowing what they were but knowing now that he couldn't really hear anything too clearly. The feeling of the hands on his head again though gave the boy all the order he needed, starting to bob again as he felt himself be dragged up. Connor felt a small panic at the lack of control, but also a bit of excitement now at the level of trust he had to have with the Master. Therefore the boy continued to suck at the other's cock, not expecting the sudden increased intensity but also not complaining as the force picked up a little; with Connor having to compose himself after a small splutter.
Benjamin started guiding the boy to take more of him in his mouth with each thrust. He didn't expect to get the boy to deep throat him the first few attempts, but he could at least introduce the boy to it. Sooner or later he would be able to deepthroat with ease, so this was a nice test run to see just how far he could go. "Take it. Take all of me down your throat," he growled, putting more pressure on the back of Connor's head.
Connor felt more and more challenged by each thrust, trying his best to take as much as the Master was giving. It was a challenge though, a small splutter or cough amounting every so often as Connor continued his focus, still uncertain what was on his ears but knowing that he had orders and until forced off the cock; that was where he planned to stay.
Benjamin thrust a few more times into the boy's mouth before pulling out and holding the boy in place. He was a quick learner but he didn't want to cum. Not just yet. Instead, he reached down and slid his fingers under the collar around the boy's neck and pulled upwards to let him know to stand. A spider gag and suspending him from the ceiling would make the picture in front of him perfect and would make the boy completely dependent and helpless. Perfect.
Connor panted a little at the release of his mouth, steadying his breathing after the noticeable change of pace. He didn't really have time to think though, his collar being pulled upon which Connor took the initiative to mean he had to stand. The boy complied, deciding that maybe his hearing had been cut off after all due to the lack of aural instruction.
Benjamin took a step back to admire the image in front of him. The boy was so trusting and he really hadn't done that much to push him in that direction. Whomever else had worked with him had done a good job setting the ground work. He reached forward and grabbed the boy's cock and balls, gripping them tightly with one hand, the other hand digging into his pocket for a cock ring. It didn't take him long to work the ring onto the boy and as a reward, Benjamin started stroking Connor, stepping closer so their chests were touching. "Good boy," he breathed, despite the fact that Connor couldn't hear him and only feel his breath on his skin. "I am going to have so much fun with you."
Connor let out a sudden gasp at the tight grip, still completely unaware of what was going on but trusting the Master to look after him now - no matter the amount of pain inflicted. He felt the ring move round his cock, furrowing a brow despite it not being visible as he tried to figure out what exactly was going on. But then the stroking started, and Connor certainly had other things to think about. He felt the body draw closer, his lips letting out a small moan at the feeling of the Master's skin upon his own - slowly moving into a small smile as he continued to melt into Benjamin's touch.
Benjamin chuckled and pulled the boy closer. "My boy." He let go of the boy's cock and reached around to start kneading and playing with his ass. Hearing him moan simply by touching him made the blood rush straight to his cock and he knew he was going to need to do something about it before he ended up being so hard it hurt. Although, he couldn't get over how perfect Connor's ass was. No matter what he did to it, somehow it was perfectly pert and round and oh so fuckable. He pulled away and turned the boy around, forcing him forward just enough so he could lift his arms to attach them to chains hanging from the ceiling.
Connor 's smile only widened as Benjamin's hands drifted to the other side of his body. He wouldn't have admitted it the first few times, but he really enjoyed the Master's almost possessive nature when it came to his rear; Connor actually pushing into the touch a little - trying not to look as needy as he felt. The sudden shift from the sensual touching to the repositioning of his body left Connor feeling pretty aroused, a small whimper surfacing because of this. He knew it wouldn't be a fast release with Benjamin though, the boy feeling the new restraint and quietly testing it, intrigued as to where this was leading.
Benjamin stood behind Connor and let his hands roam across the slave's body, squeezing his ass and cock any time his fingers came close. He loved the whimpers and how responsive he was to everything Benjamin did - something that only solidified in his mind more reasons for considering this slave for his own. He ghosted his fingers over the boy's abdomen before pulling away and walking a few feet away to his toy closet and slipping inside, leaving the door open. Benjamin leaned against the door frame, crossing his arms across his chest and waited to see how the boy would react.
Connor was loving this attention, leaning into every little touch he was given as Benjamin kept the boy in a constant state of arousal. However as the touches grew less and less frequent, Connor felt himself thrusting into the air a little in panic; that fear of abandonment which came with his claustraphobia once again setting it. He jerked a little harded against the restraints once the touches had altogether disappeared, trying to find the other body but to no avail as the panic became more apparent on his face. "M-Master?" he weakly called out, his level of trust not expanding this far.
Benjamin gave the boy a full sixty seconds after his first whimper of fear before he walked back over to the boy and wrapped his hand around the boy's throat and pulled him backwards flush against his body. There was something so flattering about how quickly the boy noticed his lack of presence, yet it was contradictory to what Benjamin was currently aiming for. No matter, that was what training was for anyway. "Mine," he breathed, squeezing the boy's neck and thrusting his hips up into Connor's ass. He repeated the motion a few more times before backing away back into the closet to watch -this time grabbing a toy and having it at the ready.
Connor let out a surprised but short grunt as he felt his body pushed back into the Master, a little ashamed of his outbreak of fear. The hand on his throat was something that always made Connor feel a little nervous, his breath a lot shorter now as he felt the intensity of the situation despite the lack of visual or aural aid. However, the intensity of Benjamin's movements just made the loss of contact all the more noticeable as he felt himself slouch a little as the chains held him up. He tried his best this time to keep calm, steadying a shaky breath as he awaited to see if the Master would approve more.
Benjamin watched as the boy visibly struggled to keep himself calm. Good to know he could take silent commands as well as verbal ones. Quietly he stepped closer and reached out with the tickler and slowly started dragging it over the boy's skin to see what the reaction would be and if he'd be as receptive.
Connor jumped a little at the first touch to his skin after the period of stillness. He tried to relax into it though, knowing that it meant the Master was still there which gave the younger slave a lot of relief. However, as the touches continued, Connor couldn't help but squirm a little, the material clearly not being skin as his ticklish nature came out, the red head having to hold in a nervous laugh.
Benjamin circled around the boy, letting the tickler drift across his skin, making sure it never stayed in the same place for very long. "So responsive," he mused, making sure the tickler traced faint outlines of muscle on the boy's legs as well. He raised an eyebrow at the nervous laugh and stepped closer, moving the tickler just a bit faster.
Connor couldn't hold it once the pace increased, a small noise of laughter escaping his mouth as he blushed again. His legs flailed a little against the device, his ticklishness having always been a weakness that he couldn't resist as he attempted to escape the Master's teasing touch.
Benjamin slowed the pace down and just barely ran it over the boy's arm muscles before gently making his way back down to his legs. Carefully, and agonizingly slowly, he began a circuit across the boy's skin, looking to find what areas were more ticklish than others.
Connor was rather receptive to the small feathers, a smile not leaving his face as constant giggles were drawn from him. He tried his best not to flail too much, but as the device was used closer to his thighs and hips he couldn't help but fight a little against the restraint again, twisting his legs as his laughter filled the room again.
Benjamin raised and eyebrow and stepped closer to the boy, using one hand to guide the tickler back up to his arms and sliding a hand between the boy's thighs. "Sensitive there, are we?" he mused, being sure to keep the tickler moving.
Connor let out a breathy gasp at the feel of skin once more, leaning into the Master's touch as he let out another laugh in his direction. The tickler was certainly doing it's job, the boy flailing once again at the feel of it near his armpits.
Benjamin ghosted his fingers over the boy's thigh, focusing the tickler on the boy's armpits. He alternated between the two, dragging the tickler down to the boy's abdomen between each armpit. His other hand, he let trail upwards but never get close enough to touch anything before letting it trail back down towards his knee.
Connor felt himself flail again, the tickling really causing him to laugh due to his oversensitive body. As the process continued, it only furthered the laughter to the point Connor's throat almost hurt as he attempted to bite on his lip but to no avail. The boy did feel desperate though from that other hand, a small whimper slipping out between all his laughter as he tried to maneuver himself into the Master's touch.
Benjamin casually switched hands, taking the tickler in the hand he'd been trailing along Connor's thighs and moved to stand behind him once more. He pressed his entire body up against his back and slid his free hand back down to the boy's thighs, circling around his cock and balls, gently teasing but never touching. "Such a good boy," he breathed against Connor's neck, letting the tickler gently brush against one of his armpits
Connor felt himself instinctively push into the body behind him, finding comfort in the Master's presence once more. The hand near his balls had caused a small whining in the still aroused boy as he tried his best to locate what his eyes couldn't see; a source of pleasure. However, then the tickling started again and Connor couldn't help but let out a small and shaky breath of laughter as he tried his best not to flail or accidentally knock harshly into the body behind him.
Benjamin thrust his hips upwards, pulling the boy closer to him by his thighs, taking to circling and barely ghosting over his cock and balls, the tickler falling to the floor unnecessary at this point. He let his now free hand trail along the boy's skin, making sure that it was never still and constantly in motion.
Connor let out a small grunt as they were brought closer, pushing himself further into the man's grip as the contact got a lot more physical. The hand on his skin made him shiver a little, the slave grinning again at the ticklishness was exchanged for intimacy. The teasing was getting more and more to Connor, unable to restrain himself now as he moaned out quietly and desperately; "M-Master."
Benjamin grinned. Finally. He lifted up one side of the headphones and leaned close until his lips were touching the boy's ear. "Tell Master what you want. Beg for it." He licked the boy's ear before letting the headphone fall back into place, sending the boy back into silence. He wouldn't do a single thing more unless he begged for it.
Connor almost jumped at his first audible sound in what seemed like forever, a small shiver running through him at the seductive voice followed by the use of his tongue. He let a small grin creep up again, his skin flushing red at the expletives he was about to speak. "P-Please, Master." He began, his voice barely a whisper. "I want you... i-inside me. I wanna be used, be f--f--fucked by you." Accompanying this he pressed his ass back into the other, letting out a moan as his cock grew harder again.
Benjamin didn't need to hear a single thing else from the boy. He pulled back, reached for the bottle of lube sitting on the bench and quickly coated himself with it, adding a few extra drops to his fingertips. He yanked the plug from the boy's ass and swiftly lined himself up before snapping his hips forward. Within seconds he was fully sheathed and he grabbed the boy's cock and squeezed it so that he could feel Connor's reaction from inside and out.
Connor let out a very sudden groan that quickly melted into a moan; the events happening all so quickly and therefore the pleasure overload almost setting him to shoot right then and there. He didn't though, instead his head dipping back as his body got over the initial tension and slowly adjusted to the sudden intrusion of his ass. "Th-Thank-You, Master." He managed to spill out, a tremor running through him as he completely fell under Benjamin's control.
Benjamin kept one hand on Connor's cock and moved the other up to wrap around Connor's collar, putting extra pressure so he understood the possessive gesture. Once he was sure that moving wouldn't hurt the boy, he set up a grueling fast pace, going for quick pleasure over long, drawn out, and sensual. "You're mine and you don't even realize it do you little one?" he grunted even as he pulled Connor's head back to rest on his shoulder.
Connor let out a breathy grunt as the pace started, feeling himself be pulled back and honestly just being more aroused by it. He didn't know why or when, but that possessive nature of Benjamin was starting to become a real turn on. As the thrusts began, so too did a lot more of Connor's moans as he matched the pace; his cock only growing harder and harder into the man's hands.
Benjamin slowly released his hold on the boy as he slammed in and out of him, instead gripping his hips hard enough to bruise. With the extra force moving Connor, it didn't take Benjamin long to start to feel the tell tale signs of his orgasm. He let out a growl and started jerking the boy off, deciding in that moment to grant him an orgasm providing he didn't come first. Seconds later, he felt his control slip and his orgasm slammed into him, causing his moments on the boy's cock to still while he rode it out.
Connor loved the roughness that came with Benjamin, letting out a much louder and audible moan as he was slammed into. The boy was so on edge, so close to cumming but then all that went away as his body tensed around Benjamin's orgasm and the hands were removed - causing a loud whine from Connor as he thrusted to try and find that last ounce of frction needed to feel the same pleasure his Master was receiving right now.
Benjamin chuckled when he realized the boy was trying to fuck himself onto Benjamin's softening cock and gave him a few more hard thrusts and jerks to push him over the edge. He loved how desperate the boy was for release and filed the image away to play with later.
Connor let out a satisfied moaning sound as he reached his climax into Benjamin's hand, melting into the body behind him gleefully as he allowed himself to relax after what had certainly been an intense session.
Benjamin pulled out and picked up a larger plug that was waiting on the bench before sliding it inside of him, making sure not to let a drop of his cum drip out. Carefully he undid the cuffs holding the boy's hands above his head and lowered him back to his knees. He gave the boy's cheek a soft caress before removing the headphones and blindfold.
Connor let out another gasp at the plug, taking a moment to adjust himself to the larger feeling. He felt himself smirk a little, falling into the Master's grip as he was loosened from his physical, visual and auditory restraints - leaning into that touch as he watched the other carefully. Whispering; "Thank-You, Master."
Benjamin gestured for the boy to come to him and ran his fingers through his hair when he could reach. "You did really well today little one. Master's proud of you."
Connor softly smiled now, nuzzling his head into the hand in his hair as he took in the praise. "Thank-You, Master." He repeated, a little louder this time as his confidence grew.
Benjamin pulled the boy close until his nose was nuzzled in his crotch and continued stroking his hair. "That's my good boy. You've earned a moment to catch your breath. You did much better than I was expecting."
Connor just let his head rest there, enjoying the showering of praise as he relaxed with each stroke. "W-What were you expecting, Master?" He asked a little coyly, looking up.
Benjamin looked down at the boy with a raised eyebrow. "I was expecting you to completely fall apart when I left you alone after you were blindfolded and had the headphones on. After how you reacted to the cage the very first time, I wouldn't have been surprised if you had been a blubbering mess. I'm glad to find that's not the case."
Connor blushed a little, recalling his initial panic with a frown. "I-I was scared, Master." He admitted, looking down now. "But I-I dunno why, I really do trust you. I just... I knew you wouldn't leave me there."
Benjamin tilted the boy's chin upwards. "You will learn to trust me without question. If I leave you alone after tying you up and dulling your senses, I have a good reason for it. Everything I do has purpose and meaning. Questioning anything, in your mind or vocally indicates that you don't trust me. If I give you an order and you don't understand, that is the only time you are permitted to question me. Do you understand?"
Connor locked with the Master's eyes, listening to his speech with a little fear. That's what claustrophobia was right? That little voice in his head of doubt? He didn't know if they could quite shake that, but yet he wanted to try his best for Benjamin and so nodded slowly. "I understand, Master."
Benjamin smiled and gave the boy one last pat on the head before pulling his hand away. "Good boy. Now, there's one more bit of your training that must be taken care of today. For that, we need to move to the bedroom." He bent down and slid his arms under Connor, making eye contact and holding his gaze, preparing to lift the boy into his arms. "Do not fight me."
Connor kept the gaze, nodding slowly as he relaxed into the others arms. "Promise I won't Master." He added, assuming a movement to the bedroom could only bring pleasure with it.
Benjamin lifted the boy with ease and carried him to the bedroom, setting him down on the ground in front of the foot of the bed. "Stand and bend over the bed, arms stretched out to your sides."
Connor watched the other from the ground, giving a firm nod as he got into the position instructed; draping his body over the bed but leaving his ass exposed as he looked back. "Like this, Master?"
Benjamin nodded and pulled out restraints that were hidden below the frame. "Just like that little one. That's perfect." He buckled one arm into place before moving over to buckle the second and stepped back to admire Connor. "Spread your legs a little bit and test those and let me see how much movement you have."
Connor was a little surprised by the restraints but also a lot excited as he tested them a little with his hands - able to move quite freely but not far from the bed. He obliged with the movement of his legs, almost smiling at how different this all was than the first time he'd been asked to spread himself. "There's a little bit... Is that too much?" He indicated at the slack with his head.
Benjamin frowned and tested the restraints himself before adjusting the chain to allow two links less movement. "For this, yes. There's a bit too much. Give me a second to adjust and then we can begin."
Connor nodded, testing again and noticing a lot less movement in the chains. He looked up again, offering a small smile. "Better?"
Benjamin nodded and ran a finger down Connor's spine. "Much. Now. You won't like what I'm about to do next but it is a necessary event that you will soon learn to live with instead of fight." He walked over to the wall just out of Connor's line of vision and selected a paddle, keeping it behind his back as he walked back over to the bed. "You've been a good boy for me, but as a Master, it's my job to make sure you remember it. Reminders may feel like punishments but they're the easiest way we can find to help the body and mind remember."
Connor felt himself shiver as the Master's hand ghosted over his spine, enjoying the feeling a lot. The words made him a little nervous though, then curious and finally angry as he tested the restraint for a different reason now. "Wait... What? I-I'm getting punished? For what?" He'd heard of maintenance punishments before and knew for certain he disagreed with them.
Benjamin shushed the boy and moved into his line of vision. "There are two different types of punishments little one. The one you're thinking of, which is to punish for a wrongdoing. The other kind of a punishment is one that comes with being a slave. Even the best slave acts up from time to time. It happens, we accept it and deal with it. The best way to prevent slip ups is to have a system in place that constantly reminds the slave of their place. Those are maintenance punishments. As of right now, you're not my claim, therefore I don't have to start you on them just yet but why wait? The sooner you're settled, the sooner your training will become merely upkeep." He grabbed a cheek and squeezed it. "You are being punished so you remember to be good. You are being punished so you remember that when you mess up, bad things happen. I am doing this because I want you to be the best you can be, and I want you to be my good boy.
Connor really didn't want to have to argue with his Master, knowing his intentions were good, but not able to fully understand the logic in them. He liked the hand on his cheek, but had to look past that now for his own understanding. "I-I haven't done anything wrong though." He frowned, looking at the other almost ashamed. "It just... I mean if I was doing something wrong then yeah, this-this would be fine... Cause I'd have forgotten my place as your slave. But I-I haven't, Master. That's why I'm being good... I don't think I need a reminder or to be punished for that." He winced, almost fearful of the response.
Benjamin knelt on the bed and ran his hands through Connor's hair. "You have been a good boy, but this is necessary. You will disobey me in the future even if you haven't right now. I won't be near you all the time to know when you've been bad so think of these as punishments for anything you've done wrong that you weren't punished for at the time. Use this first punishment to atone for anything you've done up until now that would have disappointed me. Everyone needs reminders, don't think of this as a bad thing. Quite the contrary. By the time we're finished, you'll feel much better and if you take your punishment without any more complaints or whining, I'll give you a treat as a reward."
Connor leant into the hands, finding comfort from what was being spoken in the touch. He didn't want to disagree with the Master, he really didn't want the confrontation, but he also couldn't help himself when it came to these 'maintenance punishments.' The younger slave let out a sigh, chewing on his lip a little as he considered his argument. "I just..." He hesitated, the worry now creeping in. "Listen, I'll uh... I'll take the punishment, Master. I will. Just... I still don't like what they're for. It just... It seems like the complete wrong way of thinking." He frowned, trying not to make eye contact through the small shame he felt for questioning Benjamin so soon after being told not to.
Benjamin sighed and straightened up. "And that little one is why you need them. You're still questioning me. A good slave takes whatever the master gives them and thanks the master for helping them strive for perfection. My slave will look forward to these session because it reminds them that they belong to me." He moved to stand behind the boy and squeezed his ass. "You will count each as they land. You will say the count and then 'Thank you Master.' At any pause, unless I say we're finished, you are to ask for more. Say 'Yes Master' if you understand. Failure to comply will double your punishment."
Connor nodded though didn't accept the reasoning yet, still very skeptical about the whole thing. The squeeze did cause a small grunt though, reminding the boy that this was happening no matter what his opinion was; and honestly he shouldn't have complained too much as he could think of things a lot worse than a spanking to receive from Benjamin. "Yes Master." He let out after a moments consideration, knowing a struggle was futile now.
Benjamin give a pat to the boy's cheeks. "Good boy." He walked over to the closet, opened the doors and pulled out a drawer. He stared down at the instruments inside before deciding on a typical paddle. It was Connor's first maintenance punishment so he could afford to be nicer. Benjamin walked back over to Connor and laid the paddle on his back, across the shoulder blades. He rolled his shoulders before landing the first smack against Connor's ass.
Connor was a little confused when he felt the implement placed on his back, looking round to see what it was before looking forward again. The distraction on his back made the first spank come as a surprise though, Connor letting out a sudden and loud yelp - blushing from his reaction as he hesitated before remembering his orders. "One. Thank-you Master."
Benjamin quickly landed the next slap, giving only enough time for the boy to follow orders before landing the next few slaps in quick succession. Taking a step back, he paused for a moment to see if the boy had been paying attention to all of his order or had just caught the first part.
Connor could feel himself reddening at both ends, his cheeks stinging quite a bit from the Master's blows - one thing was for sure, the Master wasn't holding back. "Six. Thank-You, Master." He managed out, yelping a little from the contact as he closed his eyes, only looking up once the spanking had seemed to halt. Concerned he had done something wrong, Connor looked round at the Master and bit his lip.
Benjamin raised an eyebrow at the boy. "What did you forget?" he asked mildly, keeping his expression as blank as possible. If the boy remembered, he wouldn't follow through on his threat to double the punishment, but if the boy forgot, well then there was nothing Benjamin could do but enjoy each bounce his ass made when struck.
Connor bit his lip, thinking hard for a minute before his eyebrows raised in panic. "Crap. Uh... Wasn't it something like... Can you spank me more, Master?" He blushed, the words coming out jumbled due to his uncertainty and inability to read the other.
Benjamin nodded, squeezing one of the boy's cheeks as hard as he could, digging his nails into the skin. "You were ordered to request more each time I stopped until I told you we were finished. What was the punishment if you failed?"
Connor let out a groan in reaction, his head dipping back slightly as he felt himself unwillingly pull at the restraint. "I uh.." He groaned again at the nails, gritting his teeth. "I'd get double the uh... double the punishment, Master."
Benjamin hummed. So the boy was listening to him. "And do you deserve to have your punishment doubled little one?" He let his finger trace an idle pattern on the boy's ass, circling the redness that had started to appear.
Connor felt himself flush again, not entirely certain what the right answer was to his Master's question. He bit his lip, just enjoying the hand on his ass for a second while he contemplated before shaking his head. "I don't think so, Master... I did remember eventually. But uh..." He blushed again, gulping a little. "It's up to you."
Benjamin walked around to the edge of the bed and reached down to turn the boy's face towards him. "You remembered after I prodded you to remember. So tell me. Since you don't think you deserve to have your punishment doubled, what do you deserve?"
Connor gulped as he met the Master's gaze, unable to look away as he realised that maybe he's not given the correct answer after all. "I... Uh... Maybe one and a half punishments as opposed to two, Master?" He bit his lip, not liking the idea but not risking aiming too low.
Benjamin considered Connor's suggestion and nodded after a few minutes. "I will double how many I give you from the paddle and that will be your punishment for forgetting. If you forget anything else, I will make sure that you will be unable to sit down for a week. Am I understood?"
Connor bit his lip before adding a "Understood, Master" for safety. The idea of being hit by the paddle wasn't one he particularly enjoyed, preferring the hand over it... but he wouldn't complain now, knowing there was no point in irritating his Master further than he already had.
Benjamin straightened up and brought his hand down on the boy's ass, a bit softer than before. "Since your spanking was interrupted, we will continue the count from where we stopped. The last think you said was 'Six, Thank you Master.' Continue from there. Remember, if you slip up again, I will ensure that you will be unable to sit down for a week."
Connor only let out a small "ow" as the hand connected with his skin again. He was quick to respond though, knowing what Bejamin was capable of and therefore knowing that the threat was not empty. "Seven, Thank-You Master!"s, making sure the last one was the hardest yet before picking up the paddle that was still lying across Connor's back. He held it a few inches above Connor's ass, admiring the slight coloration in spots along his ass and waited.
Connor was quick to proceed with his "Ten, Thank-You Master!" Making sure to be fast in following his orders to avoid anymore slip ups; focusing on the sting only afterwards as it was left to linger. The weight of the paddle lifting from his shoulders made the boy only more attentive, knowing this was going to hurt and therefore preparing himself to make sure that he could minimise that hurt. However, after the small pause, he learnt from his mistake, not taking any chances as he asked quietly; "Can you spank me more, Master?"
Benjamin nodded and patted the boy on the small of the back. "Good boy. Yes, Master will spank you more. If you run out of time between spanks, you are to continue counting properly. I will stop if you've completely messed up, otherwise do not stop counting. Am I understood little one? This will not be enjoyable. For you at least."
Connor felt a small blush but also a smile creep onto his face at the praise. The orders brought back small nerves though, understanding that the Master was not going to go easy on him despite the praise - this was about to hurt. He nodded nonetheless though, accepting Benjamin's judgement. "Understood, Master."
Benjamin brought down the paddle, making sure to bring it down at only half strength. If the boy handled it well, he'd adjust but since he'd never used a paddle before, he needed to judge Connor's reaction before really letting loose with the paddle.
Connor let out a small grunt upon impact, feeling his body thrust a little in the follow through. He didn't let the pain get to him though, quick to get out his orders; "Eleven, thank-you Master."
Benjamin nodded and brought down the paddle five more times in rapid succession slowly increasing the strength behind each one. After the fifth one, he paused for a moment to makes sure that Connor was keeping up with the count.
Connor had to quicken the pace of his orders, just managing to bark out the numbers between each blow. "Sixteen, thank-you Master!" He yelped, feeling his body shiver a little now as the pain started to sink in - the paddle certainly being worse than the hand. The pause made him nervous, not risking it as he quietly asked again; "Can I have more, Master?"
Benjamin ran a soothing had over the boy's back before picking the paddle up again and bringing down six more swats, still increasing the severity until he was just over three quarters strength. "What's the count slave?" he asked, keeping his voice hard. They were past the initial punishment he was going to give the boy and he was determined to make this lesson stick.
Connor leaned into the hand, needing the encouragement now as the stinging from the spanking seemed to make the paddling harder on the boy. The next few swats his yelping increase a bit, with a pained shout leaving the slave before Benjamin's question. "Twenty-Two Master. Th-Thank-You, Master." He was hurting now, fearful he would be able to take the next few swats without crying like he had done the first time.
Benjamin brought down the paddle now at full strength, sensing the boy was about to start crying which was what he was aiming for. Four swats later, he paused and laid the paddle down on top of the boy's now red hot ass.
Connor let out a proper yell with the next paddle, biting hard on his lip to stop himself from crying... but three more later he couldn't stop the tears from running down his cheeks as he practically screamed out a "Thank-You, Master. Twenty-Six!" He let himself breathe for a small moment, noticing the hesitation and closing his eyes as he realised what he had to do. "Can... Can I have some more, Master?" His voice was shaky now, the tears still flowing.
Benjamin waited a few more seconds before picking up the paddle and holding it to the boy's ass. "Don't lose the count," he warned before bringing the paddle down as hard as he could, thoroughly enjoying watching the boy's ass bounce from the force of the smack. Four more like this wouldn't hurt him too much, but it would leave a blistering reminder for the next day.
Connor nodded at the instruction, knowing he couldn't afford to do that now if he ever wanted to sit down again. The impact made him thrust forward again, letting out a sob. "Twenty-Seven, Master. Thank-You." He said weakly after a pause, letting his head fall into the bed for a small second as he awaited the next smack.
Benjamin brought down the last three as hard as he could, back to back to back, before bringing his hand down in a smack and grabbing an ass cheek., digging into it with his fingernails. He dropped the paddle on the group and grabbed the other cheek with his now free hand, squeezing it and pulling the globes apart just to see Connor's reaction.
Connor felt the tears flowing down his cheeks now, sobbing openly as he finished with his "Th-Thirty, Master. Thank-You, Master." With that, he let his head flop into the bedsheets, only to have it shoot back up again at the feel of finger nails in his skin - yelping as his face screwed up once more; especially once the cheeks began to separate. Connor panicked a little, uncertain if this counted as a pause or not, biting hard on his lip now as he whimpered.
Benjamin gave the boy five more semi gentle smack on the behind with his hand. The boy was crying too hard to remember that the paddle wasn't the end but that was okay. The remaining ten swats weren't so much for punishment as they were to drive the message home completely. He let the boy's cheeks fall back together and delivered the remaining swats, a bit harder than before, squeezing them when he finished.
Connor just accepted them by now, crying into the mattress as he stumbled through the last few counts, almost sighing with relief upon saying; "Thank-you, Master. Forty." His ass stung like mad now, probably as red as his face from all the tears as he let out another tiny whimper at the squeezing, looking back at Benjamin.
Benjamin gently began massaging the boy's ass, pulling a bottle of lotion out of a drawer on the dresser. He squirted a generous amount onto the boy's ass and gently rubbed it in. "There, there. It's okay little one. Punishment is over. Do you have anything you need to say to Master?"
Connor just let himself sob into the bedsheets for a few moments, relaxing into the cold lotion as he began to recompose. "I... Just that I'm sorry for questioning you, Master. Really sorry."
Benjamin finished rubbing the lotion into the boy's skin before carefully undoing the restraints and sitting on the bed, pulling the boy into his lap. "Master knows best little one. Never ever forget that. Everything I do and tell you to do is so that you can become the best you can possibly become, and also so you can learn how to please me without my having to speak a word."
Connor cuddled himself into the Master, leaning onto his chest. "I understand, Master... I really do, I know that you want whats best and I... I'm sorry that I sometime forget that." He felt a small blush, but more so comfort from admitting that.
Benjamin ran his hand through Connor's hair shushing him. "You're my good boy but you need to learn to trust me. I haven't led you wrong yet and I never will. You took everything I threw at you like a champ and I'm so very proud of you."
Connor always found that touch reassuring, nuzzling his head into the touch as he nodded against Benjamin's chest. "Thank-you, Master. I'm learning to trust, slowly but surely... I promise."
Benjamin wrapped his arms around Connor, shushing him and rocking slightly. "Just stay my good boy and these punishments will be gentle reminders instead of the harsh one you ended up getting. All I want is your unquestioning obedience, your mind, body, and soul. We'll get there little one. Don't you worry. Just let Master worry about the details and let go. You'll fall right into my arms."
