Should Have Listened

"Hey Justin, what's that?"

Justin looked up from his computer to his friend with a look of irritation.

"Conner how many times do I have to tell you not to come into my workshop while I’m building things?"

“We’ve gotta leave now if we’re gonna get to school on time.”

"Oh, ok, just give me ten more minutes to finish this and I'll be right with you."

All his life, Justin had always been gifted when it came to building things. He hoped to one day patent some of the things he wanted to invent, but that was still far in the future.

"No problem," Conner said cheerfully. "But what's this for?"

The boy leaned over, scrutinising the device standing in the middle of the room. It looked like a futuristic dentist's chair with lots of attachments. Conner reached to touch a part of the device.

"Stop! What have I told you about not touching things in here?"

Conner stopped in his tracks, his hand outstretched. He turned and looked at his friend, a sheepish grin on his face. He made as if to touch the device again and made a staccato noise.

"Ah."

He reached a bit closer.

"No Conner."

"Ahhh"

Closer still.

"No!"

"Ah ah ah ahhh."

Conner reached out till his hand was a centimetre from the device. His friend grinned at his friend's sense of humour and slapped his friend's hand away with a grin.

"So what is it?" Conner asked again, standing upright and moving his hand away.

"It's umm, sort of an entertainment machine."

"An entertainment device? It looks like a dentist's chair. How does it work?"

Justin looked at his friend and debated whether or not he should tell him the truth. He was 15 so he would probably understand why he built it, but would it be too awkward to explain? Then again, they’ve known each other for years. Justin was a year and a half older than Conner, but they always hung out together. Besides, on many a sleepover, Justin had seen Conner wake up and walk around in his underwear oblivious of the morning wood tenting his briefs. He decided it would be ok.

"Well, to be honest, it's a masturbation machine. Do you know what masturbation is?"

Conner grinned and made a tiny pumping gesture with his fist. Justin couldn't help but wonder if the size of the gesture indicated what his friend had to work with. He resisted the urge to ask. Instead he smiled back.

"That's right.”

Conner was beyond fascinated.

"What does it do?"

His friend repeated the same masturbation gesture Conner had just used. His friend's jaw opened wide as the implications occurred to him.

"How does it work?"

Justin pointed to a plastic hood over the mid-point of the chair.

"That comes down over the guy's junk. His dick goes inside."

"Then what?"

"Then it sucks him."

"Sucks?"

The thought of someone getting their penis sucked was nor even a part of Conner's experience yet.

"Yes, in a manner of speaking."

Conner thought about it for a while.

"Have you… Have you tried it out yet?"

Justin smiled.

"Yes a few times. I have to make sure it works."

Conner's eyes grew wide.

"What does it feel like?"

Justin's smile widened.

"Extremely good actually."

Justin noticed a lump had appeared in the front of his friend's shorts.

"Does it um… adjust to different sizes?"

Justin looked at his friend.

"I know what you're thinking Conner. Just forget it. I don't want you in my workshop. I've told you that a hundred times."

"Thinking? I don't know what you mean," Conner lied, blushing. "I was just wondering if it works on… different sized wieners."

"It can adjust just fine. It's all automatic."

Justin shut down his PC and stood up.

"C'mon Conner, let’s get to class."

It took five weeks before Conner's friend finally left him on his own for long enough to allow the boy to get a proper look at the device. Justin had a sporting event and Conner knew that he could convince Justin’s mom that they planned a sleepover and that he would wait for Justin to come home. She was about to leave for her night shift job anyway.

"Okay, I've gotta go now but Justin should be home around 9. Call me if you have any problems okay?"

"No problem."

Conner barely glanced up from the TV, playing it casual, but as soon as the front door closed behind Justin’s mom, he was on his feet and sprinting to the window which overlooked the drive. He watched from behind the blinds as his friend’s mom pulled out of the drive and continued watching as her car proceeded along the quiet suburban street. It was only when the vehicle turned at the intersection 200 yards away that Conner ran back downstairs to his friend's workshop. It was an extension at the back of the house, big enough to contain a large SUV, although it had never housed a vehicle. It was soundproofed so that he could work day or night without disturbing anyone.

Conner didn't really understand why so much of his friend's work seemed to be based around sex machines and in the past he hadn't cared much about it, but just recently, the thought of his friend's work had become a source of great curiosity to him. In fact, it made him feel a little turned on when he thought about it. His friend had prohibited him repeatedly from entering his workshop alone, but Conner just had to see more of what his friend was building.

The boy entered the large workshop and turned on the overhead light. To the right, stood his friend's desk, its surface cluttered with paper. There was also a computer monitor and keyboard. But Conner was only interested in one thing – the large device in the centre of the room. He walked over and examined it. The main component was a black vinyl padded chair itself which was tilted backwards at an angle of 45 degrees. It had two separate padded leg supports with a raised divide between them.

But the bit that most interested Conner was the part that was suspended two feet over the mid-section of the chair where the user's groin would be. It looked like an oversized codpiece attached to a series articulated arms. The edge was rimmed with soft padded vinyl. Conner dropped to his knees to look inside. Six inches in was a latex rubber cup with an opening at the far end. It didn't take much effort to imagine where the cup was designed to fit. It gave Conner a boner just thinking about it. Then he remembered that his friend had tested the device. His friend's dick had gone in there. Conner's erection got even harder. He adjusted it in his shorts, breathing heavily.

He continued examining the device for a further five minutes before he decided that he was going to risk giving it a try. If his friend had already used it, it must be safe. There was a power switch on the front nearest his friend's desk. Conner turned it on hoping that it would not record his use. A light next to the switch lit up and a female voice came from a speaker near the head of the chair.

"Unit activated. Please register operator."

Conner looked at the speaker, surprised. What did "Register operator" mean?

"Umm, help?"

"Unit help. Please register operator first. Please state your name."

"Errr, Justin?” he lied. He hoped it wasn’t advanced enough to tell the difference between their voices.

"Operator Justin. Engaged. Help summary: say “Program start" to activate unit. "Stop" to pause current activity. "Program cancel" to cancel current program. "Change operator" to change or add a registered operator. All other commands are interactive during program commencement."

It seemed almost too simple. Conner decided to test the program.

"Program start."

"No subject present. A subject must be seated before program can commence."

Conner was not surprised but he had really hoped to see how the chair operated before committing fully to it. He tried one more ploy in order to trick the chair into revealing its secrets. Still wearing shorts, he sat on the chair with his knees either side of the central divide.

"Program start."

A blue/white scanning light shone from an overhead emitter and swept down his body in a three-foot wide strip.

"User is clothed. Please remove clothes before activation."

Conner swallowed. He was not going to able to fool the device into giving up its secrets unless he was willing to commit fully to it. He was nervous and excited in equal measure. He clambered from the chair and pulled off his T-shirt, then he pushed his shorts and underwear down his ankles and shimmied them to the floor. His erection had disappeared. He looked down at his dick – two and a half inches. An average length for his age, but it was thicker than most kids in his grade. It looked like a short chipolata hanging between his legs. Like the rest of his body it had a lightly tanned colour that erroneously suggested that Conner spent time nude in the sun. Even his circumcised glans was exactly the same colour.

Naked now, Conner sat on the seat and tried again.

"Program start."

The same light scanned him.

"Subject present. Number of wet orgasms?"

Conner had never had more than one at a time. He had no idea how it felt to have more, but he was eager to find out. What was a good number? It usually only took him five minutes to jack off. He had three hours till his friend got home. He decided to start small.

"Ten."

That would give him plenty of spare time and if he enjoyed it, he would still have time for lots more.

"Program paused Subject must grip side handles. Say "Resume" to continue."

Side handles? He leaned to the right and scanned the chair's stand. There was a motorcycle-style handgrip two-and-a-half feet beneath his shoulder. He gripped first one then the other grip. His arms were dangling straight back at the shoulders.

"Resume."

Conner felt something wrapping around each closed fist, securing his hands to the grips, then the grips moved downwards pulling his shoulder blades against the chair.

"I'd better test that I can cancel it before it goes too far," he thought.

"Program stop."

"Program paused. Please say "Resume" to continue or "Program cancel" to exit cycle."

Satisfied that he could stop the program at any time, Conner said, "Resume."

Restraints emerged from the chair between his thighs and around his waist before retracting and pulling him firmly against the chair. He was becoming mildly concerned by the restraint. He couldn't understand why a user would need to be locked in, but he reassured himself yet again, that the device was not meant for anything nefarious; it was for pleasure. More restraints emerged, trapping his knees against the inner divider.

Two rollers lowered in front of his face, each six inches wide but no thicker than a finger. One of the foam-covered metal rollers moved in underneath his nose, whilst the other pressed the curve between his chin and his bottom lip. Conner watched, bemused. Pressing firmly against his face, the two rollers started to move apart, one up and one down. They were forcing his mouth open. Suddenly he recognised the danger.

"Ogang Oh!" he yelled.

Without the use of his lips, he could not enunciate the stop command. He tried again, panicking now.

"Ohhh ghang oh!"

No matter how carefully he tried, he just couldn't enunciate the hard confriendants that would make his words intelligible.

A rubber ball gag lowered into sight. Conner had never seen one before and he didn't recognise its purpose. It was pushed firmly into his mouth and held there, silencing any further attempts he might make to cancel the program, and pinning his head back against the headrest. Conner realised now that he was strapped down for the entire duration of the program. He only hoped it would be a pleasant experience.

The computer said, "Securing testicles."

Conner felt the divider between his knees splitting and the two halves moving apart, rotating at a pivot point beneath his bottom. It was not at all surprising that the device would move his legs apart. After all, it provided better access to his package. But it still increased his feeling of vulnerability.

Conner's nuts drooped heavy between his legs. He felt that they were his best feature. Not quite man-sized, but much larger and heavier than his friends. Some of their nuts were barely visible, and the best of them were little larger than small grapes, whilst Conner's were twice as large as that, and they hung low and loose in his smooth sack.

To his dismay, he felt something gripping his sack now. It rummaged around as though searching for something then he felt each of his testicles being gripped. The experience was all the more unsettling for the fact that he couldn't even look down at his groin to see what was happening.

“Inserting probe.”

Conner felt a very thin metal rod inserted in his ass.

"Inducing erection."

Conner felt a pulsing sensation deep inside where the probe was touching him. It was not a movement, but the low throbbing of an A/C current applied directly to the boy's prostate and it had a rapid effect. Conner's thick young penis was curled between his legs, but its head raised, then it straightened, and in almost no time it was straining between his legs. He'd been hard a lot recently. He hadn't try jacking it yet, but he liked the feeling of being hard, and he often toyed with it when it got like that. Now it was straining hard, standing at right angles between his legs.

He felt a soft vacuum gripping his shaft, pulling it towards the rubber hood. Then there was the quiet sound of motors activating as the hood was lowered into place. Conner felt his helmet touch the soft rubber cup within. The cup pressed firmly against his glans then wrapped around it, surrounding his sensitive boyflesh with soft rubber. It felt warm and sticky.

The image of his friend's penis in exactly the same position as his own popped into Conner's head. He felt strangely connected to his friend by the knowledge. How wondered how large his friend's boner was. Considering how loose the hood felt before it adjusted to his own size, he realized that Justin must be secretly packing. Conner wondered if his friend got the same shivering feelings in his dick as the cup wrapped around his dick head, or was it simply because it was Conner's first time being touched there? The base of Conner's cock clenched involuntarily as he thought about his friend's boner.

The hood continued moving lower, pressing against the front of Conner's pelvis, pressing the boy into the chair, making it impossible for the naive fifteen-year-old to lift move away from the probe, or to escape the cup that enfolded his glans.

"Commencing cycle."

The probe had served its purpose in inducing the boy's erection, now it moved on to its primary function. It began to pulse with a low current of electricity that blade Conner want to thrust, but he was immobilized. And the changing current was enough to ensure that, no matter how hard he tried, his boner was locked at full mast against his will.

Simultaneously, the cup around his glans sparked into life. His five-inch salami was held immobile within the hood. Inside the cup closed and opened like a sea anemone trapping food then extending its tentacles. Within, the analogy was even more similar. What had superficially appeared to Conner to be a single rubber surface was in fact comprised of hundreds of soft nodules, each of which rippled and swayed slimily across the surface of his glans. Lubricant oozed between them, ensuring that the tip of each nodule produced minimal friction whilst stimulating the hyper-sensitive nerves in the boy's glans. Conner's former casual penis play had stayed away from touching the surface of his glans. He'd mostly moved his penis from side to side, enjoying its hardness, and on a few occasions had toyed with rudimentary masturbatory pumping using his thumb and first two fingers. It had been enjoyable enough at that the time, but had fallen a million miles of what he was now experiencing. Every millimetre of his glans, and behind its small streamlined corona was lit up with tiny zaps of sensation, each walking the narrow line between pleasure and pain. He squirmed, his body instinctively attempting to pull his stubby cock away from the source of such overwhelming feelings, but. He know it was no use.

"Oh god!" he groaned unintelligibly, as he experienced feelings and emotions he had never even known existed before now.

Conner had heard that sex was pleasurable but it had never in his wildest imagination occurred to him that it could be so all-consumingly pleasurable; so incapacitating.

He pulled at the handles, tensing in sublime agony as his body was forced to a peak of ecstasy beyond his former imagination. His eyes screwed tight shut, mouth in a wide grimace, facing towards the ceiling as the machine worked his body over better than Mr Miyagi on Daniel's knee.

Then testicle shakers kicked in. Each testicle started shaking, moving in centimetre long lines, vibrating in opposition to each other. Conner had always known that his balls were a vulnerability in a fight, but now he realised in an instant that they could be just as disabling at the height of pleasure. He let out a squealing throat groan that went on and on, for over 30 seconds, his young vocal chords caught halfway between the treble of childhood and the deeper pitch of young adulthood. It felt like there was a surging wave of joy spreading from his balls.

In a few days, Conner would ponder whether the premature size of his testicles had contributed to the power of the feelings he experienced, but right now, he couldn't even think. His eyelids fluttered open and he gazed off on a thousand-mile stare, his vision focussed on a point far beyond the room he was in.

His boyish biceps strained as he pulled at handles with all the strength in his young arms. His inexperienced cock was aglow with ecstasy, then he felt something new, something his young body had never experienced to this extent before; a surging rush, a rising tide of pleasure. His groan became a continuous strangled boyish gurgle, then it happened. He felt it squirting from him. High pressure up his urethra and a repeated clenching in balls as Conner had experienced an orgasm like this. He writhed as though he had been dropped into a vat of boiling water, but nothing he could do removed his hole or his balls or his dickhead away from the devices that were relentlessly milking him.

"Orgasm number one."

The machine's words somehow penetrated the fog of his euphoria. Number one? How many were there going to… Oh god no! He'd set it to ten. There was no way he could go through nine more of those! Conner HAD to get his mouth free and cancel the program. For 30 seconds he struggled as though his life depended upon it, desperately trying to twist his head or push the gag away using his neck muscles. The braces in his mouth bit deeply into his lips and he could taste the blood flowing, but that was nothing to the feeling in his penis. Now that he had ejaculated, the rim of the cap switched to a gentle back and forth twisting motion teasing the rear of his corona. The machine didn't allow him a single second's rest and his dick was incredibly sensitive.

Conner couldn't move his head from the head rest at the back of the chair nor could he push the gag away, but now he felt all his strength draining away as a mixture of orgasmic bliss and refractory sensitivity made him weak as a kitten. He collapsed, trembling like a frightened animal as his friend's machine relentlessly continued expertly masturbating him, arousing him with greater precision than any human could ever possibly manage, tirelessly repeating the perfect actions to maintain the boy at maximum arousal.

Conner came again and the machine intoned "Orgasm number two."

He knew now that he was powerless to resist. That the machine would continue forcing him to give up his boyish semen until he had jizzed ten times. He felt drool leaking from his mouth past the ball gag. All he could do was recline motionless and try to endure the sensations. He hoped that if he didn't resist, his orgasms would come easier but he was mistaken.

After a few minutes, the machine announced what he already knew.

"Orgasm number three."

It was another five minutes before the rush that he knew would precede the next announcement. His orgasms were getting further apart. His mind was consumed by the bittersweet pleasure his body was experiencing, held at constant plateau that made it hard to think. But some part of him noticed that something was wrong. Where was the announcement? He struggled through the mind-haze to think. Had he somehow missed it?

The machine continued working him, and after another five minutes he felt the rushing feeling. And again, the machine was silent.

"What's wrong?!" he thought. "Come on, you've got to count!! I can't take much more of this."

What Conner didn’t realize was that he had set the machine to stop at ten wet orgasms, but it would not register his inevitable dry orgasms... and he was now all out of cum.

The machine continued, heedless of his concerns or his inability to produce any more semen. It implacably continued milking the boy, waiting patiently for his fourth wet orgasm.

Two hours after Conner's first orgasm, his friend entered the workshop. He took one glance at his friend immobilised in his machine and blew his top. His friend's hairless nuts were vibrating between his legs.

"Conner what the fuck are you doing? I told you not to play with my equipment. This isn't a toy for you to jerk off with for fuck sake!"

He glanced at the readout by Conner's head. It read "Wet orgasms 4. Dry orgasms 17."

Conner was staring back at him with weary, scared eyes. The boy whimpered pitifully. Justin frowned.

"You got stuck in the machine?"

Conner whimpered his acknowledgement.

"Now you understand why I tell you not to mess with my stuff."

Conner whimpered again, desperate for his friend to switch off the machine. But he knew that he had to endure any "told you so" lectures his friend cared to deliver first. He just prayed that they'd be qui… The counter increased to 18. His friend grinned.

"Just came again huh? 22 times. You must be losing your mind in there Conner huh?"

Conner could only moan. Justin turned on his computer and switched it on, deliberately taking his time. When it had powered up, he loaded the Milker's settings program.

"You know that thing has lots more settings. It's only on 25% right now. What say we turn it all the way up to 100?"

Conner squealed, desperately trying to deter his angry friend. Then everything went into overdrive and he came again almost instantly as a thermonuclear blast of pleasure radiated from his balls. Justin looked at the counter with a grin.

"I think I'll leave you here for another hour on full. Perhaps that'll teach you not to mess with things that you shouldn't. Conner's brown wet doe eyes grew wide as saucers, imploring his friend to cancel the program. His friend stood, still angry, with his hands on his hips, watching him. The counter ticked over to 19. It had barely been two minutes since the last one. Justin grinned maliciously then

left the room, turning off the light and closing the door. He knew that sitting in total darkness, his friend's orgasms would be even more powerful.

He planned to only leave Conner to suffer for fifteen minutes before turning him off. Another five or ten orgasms would hopefully be enough to teach the kid forever to stay away from his workshop.

Justin sighed angrily. And sat on his bed reading a comic book...

Daylight streamed through the blinds. Justin's eyes flickered open. He was on his bed, when had he fallen asleep on… Conner! He suddenly realised his friend had been left in the machine all night. He leapt to his feet and sprinted to the workshop turning the light on as he entered. The machine was still running and Conner was staring catatonically up at the ceiling. Rivers of drool hung from his chin. The counter increased by one. Wet orgasms 8. Dry orgasms 728.

"Oh god Conner, I'm sorry."

Conner didn't respond.

"I've got to shut it down with the computer. It's locked to your voice. If I just turn it off, you'll be trapped inside it."

The computer took two minutes to boot and another 30 seconds for Justin to load the control software. He clicked the icon labelled Program Cancel, and the machine finally stopped masturbating his friend. Justin turned to the boy. The machine was withdrawing the restraints that had held him captive. Conner remained motionless, then his head slowly lolled lifelessly to the side. Justin glanced again at the counter. It had increased by four in the time it took him to turn the program off. Justin leaned forwards and lightly slapped his friend on the cheek.

"Hey Conner, bud, you in there?"

The boy showed no signs that he had heard. His friend slapped him harder.

"Conner!"

The boy's eyes turned to his friend's face with infinite slowness, as though they were dragging heavy weights. Justin held his friend's face between the fingers of one hand.

"That's it. Are you alright?"

The boy's eyes slowly focussed, and lips moved as sluggishly as his eyes had. No sound came out.

"Conner I'm so sorry I left you all night. It… it was an accident."

His friend's lips moved again, as though building up momentum. Eventually in a hoarse voice Conner said, "No more orgasm."

"No, no more orgasms. I turned it off."

Justin looked down. His friend's chub was still hard and twitching, as though he was still coming. The boy's testicles were bright pink, the flesh of his scrotum abraded by eleven hours of shaking. Justin reached down and cupped his friend's testicles. They were hot to the touch.

"Coming for that long has probably short-circuited or overheated them," he reafriended.

"Are your balls hurting?" he asked.

"No. More. Orgasm," Conner repeated pitifully, each word an effort.

Justin scooped his friend out of the chair and lifted him into his arms.

"Wrap your arms and legs around me Conner."

Conner complied, moving in slow motion, and resting his head against his friend's shoulder. Justin could feel his friend's stiff cock pressing against his stomach. He carried his friend out of the workshop then upstairs to his own room. Conner breathed slowly and deeply.

Justin laid the boy on his bed. Conner looked at him through heavy-lidded eyes as though struggling to stay awake.

"No more orgasm. Turn it off." he moaned

Justin frowned.

"It IS off Conner. You're in my bed."

"No more orgasm. Can't stop. Don't want to cum anymore."

His cock twitched again several times.

"Conner are you still cum.. Are you still having an orgasm?"

"Yes. No more. Turn it off. Please."

"I'll be back in a few moments Conner."

Justin left the room and returned a minute later carrying a mixing bowl of cold water, a wash cloth, and a glass of water for Conner to drink. He lifted his friend's head and proffered the water.

"Here you go bud. Drink this water. You must be thirsty."

Conner slurped at the water, gulping it down as quickly as his friend would allow him.

"I'll get more in a minute," Justin said.

Justin felt incredibly remorseful. He knew how intense the machine was on full power. He had not even managed five minutes before he had to turn it off. Punishing his friend with fifteen minutes would have been spiteful in the extreme, but to fall asleep and leave him for nine hours was totally unforgivable.

Justin picked up the wash cloth and dampened it in the bowl of water before tenderly washing his friend's face. Conner's lips were slimed wet with drool, and snail trails ran down the kid's chin.

Justin rinsed the cloth and looked down at his friend's dick, the kid's stumpy fat cock was still twitching and bouncing and now he looked closer, Justin could see small pulsations in the kid's nuts almost like a facial tic.

"Conner are you still having orgasms?"

"Yes," the boy answered in a small helpless voice. "Make them stop pleeeease."

Justin drenched the wash cloth in cold water then gripped the boy's nuts with his cloth-covered hand. Conner inhaled in a series of shuddering breaths. Justin held his friend's balls for a minute until the cloth started to lose its chill. Then he wrapped his cloth covered fist around his friend's hard cock and wiped its short length a few times.

He reloaded the cloth with more cool water and repeated the operation, using the water to cool his friend's balls. On the third wash cloth reload, Conner's boner finally started to wilt, much to Justin's considerable relief. He had no desire call an ambulance and have to explain what had happened to him.

"Have they stopped Conner?"

"Unhhhhhhhhhh," boy acknowledged sleepily. Then before he fell into a deep slumber he added, "I don't ever want an cum again."

Justin tucked the boy into his bed and smerked, “I’m sure you’ll change your mind one day.”