Good boys never cum

Author: Huggiemonster
Title: Good boys never cum
Date: 04 September 2018

He should have known better, the boy had been locked in chastity for just 2 weeks and one evening, he had asked if he could cum.

His master hadn't said no, just, “Let’s get you upstairs” So, the boy thought he was in for a chance.

Once upstairs, he master had him strip as he was standing up, removed the chastity belt, before applying a big palmful of lotion to the boys swelling bits “bend over the bed boy”
The boy did and his master cuffed him with his arms spread to the side of the bed. Next came a thick gag on a leather strap, which was slipped into the boys mouth and buckled shut, then a thick strap over the boys lower back holding him down to the bed. In between the restraints master kept fondling his boys swollen balls and now solid cock teasingly, causing the boy to squirm and moan, his cock leaking precum heavily.

The master then sat on the bed in front of the boy, in his hands was a thick black plastic bag. “When I said I was going to put you in chastity and hold your keys, that means I hold them until im ready, not you. Understand?”

The boy nodded and mumbled into the gag.”Good, now we’re going to make sure you don’t forget your position again” The master popped the bag open and gave it a shake, before lifting the boys head by the strap on the gag and sliding the bag over his head plunging him into darkness. A quick release collar was snapped into place to seal the bag, which started to suck in and out as the boy breathed.

The master picked up a thick cane, strode around behind the boy, rested it on his cheeks and brought it down in one long swipe. No warmup. The bag sucked in hard and a muffled yelp came from the gagged and bagged boy. The master paused, 3 seconds and swung again, landing a blow just below the first. Another yelp and a tug on the straps, but they held firm. 3 more seconds, and the next blow came, and the next. By 20 strokes the boy was struggling around, the bag flapping in and out, inflating into a shiny black balloon, before suckiung back as the cane came down.

At 40 strokes the inflation was subsiding, the bag mostly staying plastered against the boys face as he tried to suck air out of the bag that wasn't there anymore. The boys rump was a series of criss cross lines and strokes, some raised lines bumping out from a wholly reddened backside.

At 60 strokes the boy was thrashing about , held down only by the restraints, his top half jerking up and the bag not moving at all. There was no more air left to make noises as he was beaten, only the swish of the cane every few seconds. When he was done, the master put the cane down. “So, do you want to cum” the boys head writhed from side to side, the plastic forming a perfect outline of his face and the gag.

The master undid the collar, letting air into the bag. The boy was breathing heavily, swallowing deep lungfuls in around the gag, struggling to get air in fast enough between the gag and the bag.

The master put the cane down and picked up the thick leather tawse and some leather oil, which he began to rub into the leather to make it more supple and heavier. The boy was still struggling and fussing, a little whine escaping as his air returned. Eventually he settled down, and the master reached in taking the collar and tightening it closed again. The boy let out a loud whine and tried to wiggle his head away with no success. The bag was sealed tight, and as soon as it was, the tawse came down hard against the boys already redeemed ass.

The added weight from the oil and the sting of the thick leather resulted in a full scream from the boy, the gag barely muffling the noise at all. Three seconds and another heavy blow and another scream. Two thick lines crisscrossed the boys rump and the bag was already sucking hard against the boys face with each blow and he inhaled deeply. But it didn’t stop the thrashing, the third blow crossed both cheeks and the boy tried to bolt upright against the straps. He barely made it back face down on the bed before the next heavy blow landed causing the boy to struggle again, screaming into the gag.

The tawse was a hard instrument, and the boy was never going to last 3 minutes bagged with this level of whipping. After only 20 strokes he was pulling hard on the cuffs, his legs trying to kick him up an away from the bed until the tawse slapped him back down again. There was no air left at all at 35, and the bag was tight puffing in and out every second as the boy writhed. The mater got to 40 strokes, by which time the boys ass was a mess of dark red welts, nearly bruising.

“Still want to cum boy?” The boy almost screamed an audible no as he shook his head, writhing against his restraints. The master reached in and undid the bag, pulling it lightly away from the boys face, the sweat and condensation in the bag was sticking it against his face now.

“You can stay there and think about if you ever want to cum again boy. I’ll be back in an hour”

The boy was left strapped to the beg, his reddened ass bent high in the air, his face still on the bag making ihs breathing laboured as he lay face down with the gag still tightly in place.

When the master returned the boys was laying still, his ass had some deep red welts over but it hadn’t bruised. The master rolled up the bag slightly until he could reach the buckle and undid the gag. As soon as it came out the boy was begging “I’m sorry sir, sorry, Please, no more” The master pulled the bag down quickly and tugged it hard against the boy’s face from behind, scrunching it up so that there was no air left “Shut up. I am going to bag you up and beat you again, and every time I swing the cane, you will say “Good boys never cum”. If you don't, I will hit you again, but it won’t count. You can have the bag off when I have finished 40 strokes, not before. Understand?”

A hesitation, the lack of air in the bag preventing too much further thought, the boy nodded and the master released the bag letting the boy catch his breath as he picked up the thickest cane, more of a rod. He then rebuckled the bag tightly around the boys neck and swung the cane with a loud swish.

The cane landed with a loud thwack onto the already tenderized behind. The boy cried out hard, flailed a little and tried to say something, but it wasn't clear.

“Clearer boy, that doesn't count” the cane came down again just as hard. Again a Yelp and a mumbled phrase with the word Cum barely comprehensible.

“You're not even trying boy, this is gonna be a long night if you pass out before I'm done” again the cane dropped, and this time a weak, “argghgood boys never cum”. Without a pause the cane came down “hnnngoood boys never cum” heavy panting followed each stroke, talking in the thin air of the bag wasn't easy, and it wasn't gonna get easier. Again the cane came down, this time there was no noise, just an intake of breath and “good boys never cum”

By the 30th stroke the boys ass was beginning to go purple and as he said the phrase, the bag would inflate, and when the cane lashed down he would inhale all of the air in the bag, before letting it out again to speak.

By stroke 35 he was barely in time with the cane, he seemed to just be repeating the phrase fast to get it over with, the puffs of the bag now mistimed with the cane, which continued its relentless beating. The boy was clearly using all of his air to speak, barely any was wasted on a struggle.

At stroke 40, the master stopped, and the boy kept repeating “good boys never cum, good boys never cum” but breathlessly, the air in the bag all spent. His head was buried face down in the bed and only the slick sweat and condensation allowed it to be tugged up and away from the boys face so that he got some fresh air, but still the boy was whispering his new mantra.

Again the boy was left alone, strapped tight to the bed, a now purple and welted ass in the air. He was exhausted from the punishment and had clearly learnt his lesson. But the master had other ideas. When he returned this time the boy was quiet, no begging. It was clearly not going to help, it may just end up with him bagged again. The master picked up a long thin whippy cane, nothing too brutal, he wanted the boy to speak clearly this time

“This is the same as before boy, but this time you will say 'please lock my cock back into chastity sir’ each time. Understand?” The boys answer was clear, but defeated, “yes sir” his head sinking back into the bed. The master grasped the bag, pulled it down over the boys face again and sealed it tight with the collar before bringing the whippy cane down.

It was the least brutal of the implements so far, but with the boys backside already wrecked and the thin supple cane whipped hard across the already tender flesh. There was a struggle and then “Please lock my cock back into chastity sir” Another quick and hard swipe of the cane and the boy clenched hard “Please lock my cock back into chastity sir” The cane was already coming down as he said “Chastity” and the strike of the cane sounded like punctuation, but the boy was ready again “Please lock my cock back into chastity sir”.
It didn’t last long though, it was a long sentence and it was taking up all of his air. By barely halfway through the responses were getting quiet and the boy was starting to struggle again. The master gave up waiting and just whacked out the last 20 strokes without the responses. The boy was trying to keep up but by the end was just struggling against the bag.

The master let him suffer for another 20 seconds and then unclipped the bag, rolling it up to leave the back plastic over the boys eyes as he hasn't seen light for a few hours. He then undid the cuffs and the straps, pushing the boy up onto the bed, rolling him onto his back he started to refit the chastity belt, locking it tightly into place. He had decided it was going to be there for at least 3 months, until he learned his place. Once everything was in place, he rolled his boy onto his front and rubbed some lotion into the boys ruined butt. The boy moaned half happily, half in pain, but he wasn't moving much, he didn't have the energy.

The master checked the bag was rolled up and out of the way just over the boys eyes, tucked him into the bed and turned the light out to let him sleep it off. He had a long 3 months ahead of him.