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The New Toy
“That’s….that’s too big.”, he said and put his hand over his mouth.
I turned the butt plug in my hands and looked at it. “No, I don’t think so. It’s bigger than the last one, yes, but not too big. I’m sure it will fit perfectly, boy.” I smiled and looked at him again. “And it’s got a little extra.” My eyes flashed.
He got a nervous look. “What’s that?”
“Think, beauty.”, I grinned. “What could butt plugs possibly do?”
“Mngghh…”, he made and let his head fall back on the pillow. He rubbed his hands over his eyes and asked: “Will you at least unlock me, Sir?”
I chuckled amused. “And take the fun away? Boy, you know me. I could never do that.”
“Yes, you’re right.”, he answered sarcastically. “Silly me.”
I crawled on the bed and kissed the inner side of his leg. “I forgive you. Now turn around, boy.”
“Yes, Sir.”, he answered obediently and did as he was told.
I let my hands slide slowly from his neck over his back down to his sweet, little butt. My hands rested a while on the still by his briefs covered cheeks, before I carefully took the waistband of them and pulled them down. I took my time. I enjoyed it every time anew to let both cheeks appear in front of me. Two perfectly smooth and round bubbles. I groaned turned on and began to knead them as if they were some kind of cake dough.
“Do you like it, Sir?”, he asked a question to which he already knew the answer of course.
“Oh, yes, boy.”, I said and placed a short smack on his right cheek, causing him to yelp in surprise. I spread them apart and revealed his smooth, little hole. “It will be a pleasure to see you filled all day long.”, I said with sudden lust in my eyes and buried my face into him.
He gasped and grabbed the blanket with his hands. I felt my cock grew hard in seconds as my tongue explored his sweet backside, causing him to meow like a baby cat. But I forced myself to pull away.
I took the bottle of lube and began to prepare the plug considerating. I didn’t want him to feel actual pain. After I was done, I laid my hand on his back. “Ready, boy?”
He nodded, closed his eyes and raised his butt slightly, inviting me to put inside what I wanted.
I smiled and carefully began to push the plug inside while slowly turning it from one side to another. I watched the back of his head and tried to read any sign of too much pain but he endured. As it reached the middle of the plug his grip around the blanket tightened a little but he pressed his teeth together and didn’t say a word. Just two seconds later his butt took the plug by itself. It caused him to open his mouth and eyes and let a sound of surprise and pleasure escape.
“Done.”, I said and caressed his cheeks. “Brave, little boy.”
“It…feels good.”, he said and smiled with closed eyes again.
I put a finger on the end of the plug and pushed slightly. That made him moan already. “There’s someone in heat, right, little one?”, I teased. And yes, he was. His trapped erection around the cage said more than words could. “Let’s see what happens when I turn on the little extra.”
“Hmmm, please, Sir…”, he said anticipated.
I took the little remote control and pushed the button.
A quiet buzzing broke the anticipated silence, causing him to rub his face over the pillow and to wiggle his body slowly. “Sir…that’s…oh…good…ahh…”, he moaned weakly. “I think…mmhh…I might even cum that way…”.
“But not without permission, right, boy?”, I saked, rubbing his back.
“No Sir…ah…of course not…never…”, he answered.
“Good boy.”, I praised him and already saw the first drop of precum leaving the tip of his caged dick. “We’re going to have a lot of fun today, boy.”, I said grinning and increased the vibrations by one level.
Watching his face become a mask of pleasure and need confirmed how right I was.
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The Naughty Boy
Every boy gets what they deserve.
One of my favourite things is to have a boy securely strapped down over a padded bench with his pert ass cheeks covered in tight white PT shorts. I blindfold him and leave him for at least half an hour to salivate about how I’m going to deal with him.
This happened a few days ago. My boy is calm but sweating slightly. He is listening acutely for any indication of movement and I don’t disappoint him, occasionally brushing past him or rattling a chain or swatting something with a leather paddle. Each time this makes him tremble with eager anticipation.
It is very tempting to leave the lad stretched over the bench for longer. I have put on a pair of thin black leather gloves and let my hand brush his cheek, the back of his neck, and then trail my hands down his back and over the material clad globes for his pert rounded ass. He whimpers and squirms, straining against the tightness of his bonds. I let my hand follow the crease of his arse crack, the shorts are moist with his perspiration, and I am not surprised to find a pair of tight nuts and a significant erection encased in his shorts. Damn! I should have fitted a chastity cage before securing him to the bench, I think to myself, but it’s too late now, perhaps I can think of some other inventive way of dealing with his cock and balls later. It’s still early in this session and anticipation is all part of the excitement. For the moment I’ll leave him to wallow in his predicament and try to predict what will happen next.
I had been chatting to the guy online for several weeks. He had told me that he was in his mid twenties, had a good job, his own flat and car, but no one special in his life at that point. I got the impression that he wanted an older man to talk to about his sexual needs. I was soon aware that he was definitely masturbating as we chatted and I challenged him about this and slowly began to orchestrate his sessions. After a few days he commented that he was a “naughty boy” referring to his habitual wanking habit and I started to refer to his naughtiness in our conversations. Eventually I asked him, “What happens to naughty boys?” His response was immediate, “They get their bottoms smacked!” So there it was, he could get off on fantasies and chat about punishment and discipline leading to orgasm. I used this in our conversations over the next few days and now here he was secured over the bench waiting to live out his dreams.
For some guys there is a large gulf between fantasy and reality, but so far, this guy seemed to be totally enjoying his predicament. It was time to start to warm up his delightful bottom and to decide if he was to be given the opportunity to cum at the end of the session.I had a devious plan in mind.
I started to warm up the boy’s cheeks over his shorts with a fairly gentle spanking using my leather gloved hands. Now, I have fairly small hands (also small feet, and, in case you’re wondering, not overly large in other areas as well), so prolonged hand spanking will prove painful for me a long time before the boy is ready. I decided to check this arousal level, so remove the gloves and check out his penis. The area of his shorts around his knob is slick with sticky gunk, boy can this lad precum! The friction between his dick and tight fabric of the shorts will have allowed him to pleasure himself whilst I’ve been attending to his rear end. This could allow him to cum far too quickly and adds another level to my plan. I tell him that he’s free to cum at any time and he probably realizes that as the discipline continues the constant rubbing of his cock against his shorts will fetch him off. I like to administer discipline in short bursts over a period of time. It gives the boy time to think about what’s happened and what might happen next. So four to five minutes of action followed by ten or so minutes of reflection, repeated every fifteen minutes work well and we can achieve several of these in the time we have, him trying desperately to cum and me trying to prevent it.
I find my leather covered paddle, this will be a good substitute for my hand. I deliver several hefty swats, first to the left cheek, then to the right. Then ten in quick succession across both cheeks. He is able to flex enough to rub hs cock in his shorts. This won’t do! I deliver ten more, very slowly, coming upward to catch him where his buttocks and thighs meet. He moans in pleasure. I check him again – even more gunk, this really won’t do. I find a pair of scissors and deftly snip the waistband at the center of his shorts, then tear the fabric down the crease of his bum revealing a pinkish arse.I then snip the fabric at the legs and am able to pull away the precum soaked shorts. They are really wet. I walk round to his head and tell him to open his mouth and then push the shorts into his mouth and instruct him to keep them there. His pink ass shows some fine, pale hairs on his cheeks and a greater cluster along his arse crack. I find a new razor and systematically shave his cheeks and crack until completely smooth, and then I apply a liberal amount of aftershave. It stings a lot and that will momentarily take his mind off the sensations in his cock, which deflates slightly. After just a few minutes though he’s back to full stretch and it’s time to leather his ass again. Slow and systematic this time so that he can work out when the next one is coming. He jerks each time and I suddenly realize that he’s managing to catch his cock on the underside of the padding on the bench, I need to put a stop to that or he’ll make himself cum.
Now I know that there are some guys who can cum whilst receiving discipline and without direct friction. They seem to be able to flex their cock with each swat of the strap until they lose control, sometimes resulting in a ruined orgasm, sometimes a full blown one, although this is hard to achieve without some direct stimulation. I need to stop him from rubbing himself on the bench and so I wind a lace around his nut sack, secure it, pull it downwards and tie it off to the bar under the bench. Then it’s back to the paddle. Ten to the right, ten to the left, no regular time pattern. He struggles in his bonds and his cock still swings wildly and he’s still fuckin’ able to hit his knob on the underside of the bench and he’s drooling precum. I deliver another twenty random strokes and his pre drips to form a pool on the floor. “Shit”, I have to slow him down! I use another lace which I loop round his dick right on the ridge just behind his knob, pull it tight and tie it off under the bench so that his cock is now pointing to the floor and he can’t hit it on the bench. I leave him to consider this new predicament for a few minutes.
The laces I have used have a small amount of elastic in them so there is the potential for movement. After I’ve given him ten minutes to consider his situation I move behind him to inspect his now bright pink bottom. I always aim to achieve an all over hue and try to avoid line and certainly have no wish to break the skin. This is more about pleasure than pain although it is sometimes necessary to endure some pain with your pleasure. I check the laces and tighten them where necessary. It is now time to move to the final stages of this session.
I remove the shorts from his mouth and explain that up to now he has received short bursts of punishment followed but with time for recovery and reflection, but now the attention to his ass will be continuous, more intense, and will only end when he says “Stop” or when I am satisfied with his performance. He nods in agreement. I tell him that his ass is now blushing pink and I intend to bright red. I select a wide, supple, leather strap, soft enough to caress the contours off the boy’s ass yet rigid enough to be delivered with varying degrees of severity. I also choose a crop with a soft leather tongue and I plan to use the two.
I start by smacking the strap over his arse several times. He whimpers and groans, he hasn’t been very vocal so far, but I expect more moaning from now on. Another ten thwacks across his rump, evenly spaced and medium pressure. I now inspect his knob to see it slick with precum. Another ten slightly harder. The lace holding his cock down bounces with each whack and he drools copiously. I use the crop to gently tap his nut sack and then run it up and down his shaft, he wriggles and moans in pleasure. Another ten, harder again and then the crop on his balls and shaft. I calculate that he will have been counting and now expects the whacks in sets of ten. He’s in for a surprise! I take the next ten slowly and evenly spaced, he moans heavily and sighs with relief after no ten. Just when he’s expecting the crop on his nuts I hit him hard with number eleven, then twelve and so on up to twenty. He squirms and moans, almost hyperventilating, short, sharp breaths trying to induce an orgasm. His cock is dribbling a stream of juice and I am sure that the next set could well get him to the point of no return. I start slow, irregular thwacks with the belt and gentle taps on his shaft with the crop. After about fifteen thwacks I hear him whimper “Again”. He’s nearly there! I hit his bright, rosy, red arse again, and then again. “Harder”, he shouts and I let him have some full force blows. His whole body goes rigid and tenses against the next whack. I slow it down, he stays taut over the bench, he’s running with precum, or is it cum? One more hard thwack and a dribble of cum oozes out of his dick. I stop immediately and allow his spunk to run out and pool on the floor. Ruined orgasm successfully achieved. Well done lad.But it’s not over yet!
He is slumped over the bench, a trail of sweat beads along his spine up to the back of his neck and his hair is wet with perspiration. I release the laces holding his cock and nuts and remove them. This cock has wilted slightly. A pool of jizz is on the floor under the bench, he’ll be required to clean that up shortly. I ask him if he’s been a naught boy and he agree that he is. I ask him what happens to naughty boys?
“They get their bottoms smacked,” he replies.
His bottom glows and radiates heat, I might get some ice to cool it down, but not yet. I tell him that he is right and that he now needs to experience a post milking punishment which might be quite different from what he’s already taken.
I tell him that he’s going to get another ten from the belt and this time he’ll be expected to count each one and thank me for it. I see his body tense at the thought as I make him wait for the first stroke. I bring the belt down hard across his rump, he yelps, but remembers to splutter out, “One, thank you Sir”. I wait a short while and then deliver three more hard strokes, at an uneven pace. He manages to respond each time. I make him wait, number five is the hardest yet, he gasps and there’s a sharp intake of breath. “Five, thank you Sir.” I’m impressed and decide to deliver the remaining strokes with each one getting gradually lighter. He completes his responses and I go to get some ice to cool his burning bottom. I rub the ice cubes over his inflamed cheeks and as each cube reduces to a smaller lozenge shape I work it round his ass hole before slipping it quickly inside, cooling him from the inside as well as out. I note that his cock is rock hard again!
I release him from the bench, instruct him to mop up his jizz using his tattered shorts and help him to the shower to wash and refresh. Once he’s dried himself I get him to lay over the bench again and apply ample cream to his rump and then tell him to get dressed. He pulls on his white tee shirt, skinny jeans and trainers. I then insist that he has a drink before leaving. He declines the invitation for him to sit down. He’s going to feel the tenderness there for at least a couple of days and I expect him to spend more time standing than sitting and that he will be sleeping on his front. I show him to the door and he thanks me for my time.
The question is, will he be back? I venture to think that he will, and probably sooner rather than later.
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Mastery of the Mind 