Crime and punishment

Chris had been to see me a couple of times but his attendance was less than reliable. He is a cute, blond sub boy of about 20. Once he does arrive he is very submissive and has very few boundaries. Obviously he can’t have any marks that show but he has shown a liking for some pain and discomfort.

The last three times we had arranged a meet he had cried off with a very weak excuse at the last minute. I was starting to lose patience so I messaged him and arranged for him to visit the following day. He was going to have to learn who was boss.

Surprisingly he turned up on time, a little contrite but obviously assuming that I would just be grateful that he had not cancelled.

As was usual I collared him immediately and stripped him off. I tied his hands up to his collar and, once again, admired his toned body, lightly tanned and sporting an impressive erection, as usual. I stood behind him and, pressing my hard cock into his back, whispered in his ear.

“Your misbehaviour has got out of control and you need to be disciplined”

“Yes, sir” I think he assumed I was going to just tie him up, edge him and then fuck his tight hole. But he was in for shock. This was going to be a lesson he would never forget.

Although he had visited several times I had never taken him into my ‘playroom’. This was a room devoted entirely to my more ‘specialised’ toys. I took him as far as the door and then hooded him. He uttered a querying squeak. He knew not to question me but was aware that this was not going to be a normal session. Looking down I could see his cock was even harder, the foreskin stretched back taut and dripping pre-cum.

I opened the door and led him in, his bare feet stumbling a little as they encountered the textured rubber floor. Hanging down from the middle of the ceiling was a chain, sited specifically to allow boys to be attached to it, arms hefted high and almost on tip toes. I took his cuffed hands and clipped them too the chain as high as I could get them. His hard cock bounced as he stretched, his ample balls jumped a little. I spun him round several times to disorientate him and when he stopped I ran my hands over his taut body, down between his legs and round to his eagerly pulsing hole. He couldn’t spread his legs so my fingers couldn’t penetrate very far, but far enough for him to groan appreciatively. As I fingered his sphincter my other hand was playing with his nipples and then drifting down to his cock. He groaned again.

“Sir?”

“Shut up!” I gagged him, a rubber ball gag tied very tight around his head. I wanted no dissent, no pleading.

I walked away from him and left him hanging there, waiting for whatever was to come. I left him for a full 5 minutes and during that time his hard on didn’t waver. The pre-cum accumulated around his head until it overflowed and ran down the shaft, drenching his balls before dripping onto the floor.

His ass was about to take a beating but what to use? Normally I would start with my hand and work up to a cane if the boy could take it. But normally the pain was for pleasure. This time it was punishment so I decided to go straight for the paddle.

I rubbed the wide blade across his ass cheeks, first one then the other. He flinched a little as he realised what was going to happen. Slap! Slap! A red patch appeared on each cheek as he flinched. Slap! Slap! The red patches got deeper in colour. His cock was bouncing and his balls were retracting. He mumbled through the gag. I went close to his ear

“This will teach you to let me down”

Two more slaps of the paddle and he fell forward as far as he could, away from the paddle. I let him hang for a minute, giving his ass cheeks time to recover. Then I lowered him from the chain, just enough so he wasn’t stretched. I needed to let his ass quieten down before the next stage so I got out my electro kit.

There is a small bullet that is inserted into his hole. He had never experienced it before so knew nothing about it. There are two outlets on my e-stim so the other I used to attach contacts to his still hard cock. I taped them on with masking tape, one on either side just below the head. Then I slowly turned the current up on the one on his cock. It gives out a pulse, the speed can be varied. I could see every time it came on because his cock jerked and he moaned. I turned the speed up til his cock was bouncing like a jackhammer. Drips of pre-cum started again. Next I turned on the bullet in his ass. That he was not expecting and his groin thrust forward on each blast. His groans had turned to moans. I made him endure about 5 minutes of that til I turned it all off and removed the contacts leaving him exhausted.

I unhooked him from the chain and he sagged in my arms. I manhandled him over to a padded gym horse and put him face down while I secured his wrists to hooks at the bottom. I attached straps to his ankles and, spreading his legs, manacled them to the other side, his ass was open to me and he was helpless.

Although I have fucked him and although I am bigger than average he was still quite tight. I brought out a selection of butt plugs. They ranged from finger sized right up to fist size. But first his cock needed attention. I got a CBT harness and applied it, pulling it very tight. Next I needed to lube his hole up for the first plug.

I wasn’t about to make it easy for him with liberal applications of KY. My tongue found his cherry bud and worked it round and round til he relaxed enough for the tip to reach that pink, sensitive sphincter. He reared up as much as he could as I hit one of his pleasure spots, his hole flared and I pushed a finger deep in, immediately locating his prostate. That made him moan!

Now I had loosened him up I inserted my smallest butt plug, barely bigger than my thumb. It went in easily enough so I immediately changed it for the next size, about the size of two fingers. That made him clench but I kept pushing until the rim slid into place and his ass held it tight. After a few minutes he relaxed as his ass got used to the plug. It was wider than my cock so this was progress.

To ready him for the next size up, a plug that was nearly as wide as my fist, I started to slide the butt plug in and out of his ass, like I was fucking him. Gradually his hole widened until the plug came out easily. Reaching round I was gratified to find his cock was flooding pre-cum out despite the harness preventing him getting hard.

Finally I started to ease my biggest plug in. It took a while but he eventually took it all. I waited a few minutes for him to get used to it and then went back to work with my paddle. His ass cheeks were getting very red and threatening to break the skin so I stopped.

I untied him and manoeuvred him over to a St Andrews cross I have mounted on one wall. I quickly strapped him up, his arms outstretched and his legs spread. I released his cock and balls from the harness and his cock immediately sprung up.

I started to tease him, my hands working his cock. He was getting close and I kept up the rhythm until he exploded in my hand, a huge load of hot, thick spunk. With my other hand I lifted the hood and removed the gag so his mouth was exposed and wiped his own cum all over his face. He instinctively licked it from round his mouth as I watched his erection subside.

“Thank you, Sir. Sorry, Sir” He was expecting that to be it but I had other ideas.

I unbuckled him but, before he could move away I had him over the gym horse again, secured. His ass was presented to me and I removed the butt plug carefully. He breathed a sigh of relief. His hole slowly closed up as it returned to normal. Except it wasn’t. I was already naked and the preceding disciplining had stirred my juices and my cock was begging for some attention. His current predicament meant that his hole was at exactly the right height for me to slide into him. As he had already cum he wasn’t exactly welcoming being fucked. As my cock slid into him he protested

“But, Sir, I am so tight …”

I ignored him and forced my way in. I was so hot that my erection went in further than ever before

“Sir, that is too much”

That spurred me on. I started to pound his ass. I could feel my cock hardening, lengthening as I got closer and closer to cumming. Suddenly my balls gave a lurch and an enormous ejaculation spurted forth as I pushed deeper and deeper. I pulled out and put a plug back into his hole so he didn’t lose any of my cum, and  left him there for another 20 minutes.

When I finally released him and removed the hood he sagged to the floor, spent.

“Well,” I said “tell me why you have been punished”

“Because I let you down, sir”

“Correct, and if you ever let me down again you will get the same”

He looked up at me, those puppy dog eyes urging me to forgive him. Getting to his knees he opened his mouth and took my flaccid cock in it. He knew how to get round me, and how to get a second load of my cum, this time in his mouth.