Daring Kai

By Matterotica

Published on Nov 6, 2024

Gay

Author's Note – If you have any questions or comments, my email is always open at matterotica@hotmail.co.uk.

Nifty is a wonderful site that has been home to my writing for over a decade. Please consider a donation to help support it - http://donate.nifty.org/donate.html

This story will continue to post weekly until its conclusion at chapter 50. If you're impatient and want to read it in full, it is already posted on my patreon page at patreon.com/matterotica

Finally, check out the links at the end for details of my other stories. For any fans of my previously posted story `The Humiliation Games', the sequel story is currently in progress on my patreon, why patrons can vote each week on what happens next. As always, the story will be posted on Nifty once complete too, because Nifty is great (did I mention, consider donating!!)


Daring Kai


Chapter 06


Kai was in the closet. That wasn't a metaphor, regardless of its accuracy, he was literally in the closet. On his knees, blindfolded and waiting for Miles, he was just glad that this time he was at least free to move while sucking his friend. The punishment did only state he had to be available to suck them once a day, and Miles had used his turn up that morning, but Kai wasn't really going to complain about it.

"Don't say anything, just grab my dick and go to town on it!" That was what Miles had instructed, so when Kai heard the door open and Miles walked in, he just reached out to grab him, pulled him close and grabbed at his dick. He heard the door close.

He gave it a quick stroke, taking in the size of it properly now. The last two times, while he had been restrained on his bed with Miles straddling him, he hadn't been able to gauge its size, but as he held it now it felt a little bigger than his own, probably a similar size to Caleb's. Nice as it felt, it was a little disheartening for Kai to know that he was probably the smallest of his group... unless Leo was smaller, though he quickly moved his thoughts on from his brother's penis.

Giving the cock a few more strokes to make sure it was fully up, he leaned in and repeated what he had done with Caleb the previous day. He started with a lick, then paused for reaction. He heard nothing, but he also didn't pull away, so... probably a good sign? He pressed his tongue to the head again and slid his tongue down, noticing the slight difference in the way it felt from Caleb's. Again he got little reaction beyond heavy breaths from above.

After sliding his tongue back up the full six inches once again, Kai opened his mouth and took the throbbing penis between his lips. He pushed down as far as he could, getting about four inches into his mouth before feeling a slight hint of his gag reflex going off. He pulled back, not wanting to start spluttering and coughing. He slid down again before pulling back, massaging the shaft with his lips as his tongue probed at the solid phallus, his hand gently massaging the base. He could feel wiry hairs above the cock, and a few speckling the balls that his other hand had found its way onto.

Kai's own dick throbbed. He wanted to play with it, but knew if he tried to, Miles would make him stop, and probably request a punishment from Leo for it afterwards, so he resisted. He had cum twice a few hours earlier out on the street, but just being around the other three and knowing the things that lay in store for him was keeping him painfully aroused every moment of the day. It was confusing to hate the games they were playing, yet enjoy them at the same time. The questions Caleb had asked yesterday about why he was doing it still floated through his mind, though the answers to them remained elusive.

Hearing the breathing form above gradually getting deeper and louder, Kai suspected an orgasm was imminent. Knowing Miles's penchant for cumming on his face, he had expected the dick to be pulled from between his lips ready for the explosion, so it was quite a surprise when the spurts of spunk began filling his mouth. Kai froze, unsure whether he was supposed to spit or swallow, unsure if he WANTED to spit or swallow.

"Ah fuck that's so freaky!" Kai suddenly heard from the doorway. He grabbed off his blindfold with the dick still in his mouth and flinched at the bright light but could just make out Miles standing there holding his phone.

With a feeling of abject dread, Kai slowly cast his eyes upwards at the exact same moment Leo looked down. Their eyes met on a shared moment of realisation, and they pulled apart from each other. As the cock slid from Kai's mouth and he went to yell out in disgust, the cum dribbled out and dripped down onto his bare chest.

"Oh, that's fucking mental!" Miles called out, laughing hysterically at Kai dribbling his own twin's spunk.

"Miles, what... what..." Leo stuttered, seemingly as surprised by the arrangement as Kai.

Miles slammed the closet door and disappeared.

Leo threw the door open and dashed out after him but hesitated between his need to hurt Miles and his need to cover up his nudity in front of Kai. Ultimately, he opted for the latter and yanked the covers off of his bed to wrap around himself and cover up.

Kai stood and stepped out of the closet just in time to see Leo approaching Miles, who yelled out, "Too late. Saved to the cloud. You can hurt me or break my phone but it's saved!"

"Fucking delete it!" Leo growled, readying himself to pounce.

"No, and you can't make me!" Miles said petulantly, positioning himself to try and dodge whichever way Leo came at him.

"Wanna bet?" Leo snarled as he grabbed he lunged at Miles, easily catching the slower, smaller boy before pulling him into a headlock.

Miles gagged and choked from the tightness of the grip.

"You probably shouldn't kill him!" Kai said as he stepped out of the closet, wincing as he felt the mix of saliva and his brother's semen dripping down his body. The drop that splashed down onto his own erection felt... unpleasantly pleasant!

"Fucking delete it, Miles!" Leo insisted as he let Miles go.

"Not yet," Miles said, shaking his head, "You lucked out today, but you've still got another dare you HAVE to do from your bet with Cay. I just wanted some... insurance, to make sure you don't crap out on us if it's a hard one!"

"I said I'll do it and I'll fucking do it. Delete it!" Leo said, barely containing his rage, "That's... my brother. It's sick!"

"Wait, if you didn't know it was me, who did ya think was doing it?" Kai asked curiously, cocking his head at his twin.

Leo, who was already flushed from the orgasm, shock and confrontation, turned a brighter red as he glared at Miles.

"Yeah, Leo. Who did ya THINK was doing it?" Miles sniggered.

Kai looked back and forth between them for a moment, confused about what was happening before he asked, "Wait, where's Caleb?"

Miles shrugged and said, "No idea. Said he didn't wanna be around for this. He said it was my idea so I gotta deal with Leo getting all angry and stompy!"

"If you two are gonna be fighting, I'm leaving!" Kai said as he started to get dressed.

"Not on your own, you're not!" Leo said, turning his anger to his brother.

"Ugh, whatever, I'll go find Caleb so he can `supervise' me or whatever!" Kai huffed as he finished pulling on his t-shirt and left Leo's room. The moment he shut the door he heard raised voices from inside. He did briefly consider sneaking off to wank, he could probably get away with it, but it really wasn't worth the risk. As he paused for a moment, he could hear the shower running. As his parents weren't home, it could only be Caleb in there, so Kai headed for the bathroom.

The door lock was one that could be opened from the outside in case of emergencies, though in Kai's experience it was mainly used by Leo to prank him or just be a bit of a dick. He unlocked it quietly and opened the door before peering in. The shape of the person beyond the shower screen was undeniably Caleb. "Hey," he said casually as he walked in and locked the door again.

"Jesus, Kai!" Caleb yelped as he jumped, "I'm kinda showering here y'know!"

"Oh, that would explain all the water!" Kai said sarcastically as he headed for the sink.

"Very funny, I mean go away!" Caleb said moodily.

"Can't, I need to be supervised and Leo and Miles are busy fighting!" Kai said with a shrug as he squeezed some toothpaste onto his toothbrush.

"So Leo took it well then!" Caleb stated rhetorically.

"Pretty much," Kai replied with a smirk. "You've been weird today!" he said accusingly before shoving the brush into his mouth.

"Yeah, well you're weird every day!" Caleb replied flippantly.

Kai pulled the brush from his mouth for a moment. "Did I do something wrong?" he asked, ignoring the playful insult before shoving the brush back in.

"No!" Caleb insisted, then went silent. There was nothing but the sound of running water for a few moments before he said, "I just, these last couple of days, they've... been really weird!"

Kai smirked as he brushed for a moment then pulled it out again and said, "I'm literally cleaning the taste of my brother's dick and jizz from my mouth. Weird is relative!" He heard an immediate laugh from the shower.

"Okay, fair point," Caleb replied. The shower turned off and the gentle tapping of water dripping from his body echoed around accompanied by the sound of Kai brushing. He reached out to grab his towel, then wrapped it around his waist as he stepped out and said, "You know what I mean though. Things have... happened!"

Kai froze with the brush in his mouth, staring wide-eyed at the wet, thick torso before him, the pained expression and the mess of wet hair. He turned, spat into the sink and turned back as he said, "Jesus, you look like a fucking model or something!"

"See! That! That's what I mean. Weird!" Caleb said accusingly as he pointed at Kai. "You... you never used to SAY things like that. You'd just, like... look when you thought nobody was looking but you'd never say that sorta stuff!"

"You... saw me looking?" Kai blushed. Feeling a little backfooted, he pointed back and said just as accusingly, "YOU were looking today! I saw you!"

"Mate, you were prancing around in a fucking mini skirt. What was I meant to do? NOT look? It was hilarious!" Caleb said defensively.

Kai shrugged and said, "Fine, whatever, well... sorry things are weird or whatever, but that's not exactly my fault. I just wanted to play a game. It's you guys who've made it... bigger!" As he said the final word, his eyes subconsciously roamed down Caleb's body to the slight bulge in his towel.

"Stop that!" Caleb said firmly, holding his hands over the bulge.

"Sorry," Kai blushed. "I just thought... you haven't... taken your turn today!" he said shakily.

"No, but Leo has now," Caleb said, finally managing a grin. "What was it like sucking your own brother?" he asked teasingly.

"Well, it's not like I knew I was doing!" Kai said evasively with a shrug.

"But now you do! How does it feel?" Caleb asked curiously.

"It feels... weird!" Kai said, giving a wry smile at his choice of words.

"Weird is relative!" Caleb sniggered back.

"No, weird is BLOWING a relative!" Kai joked, then winced as he added, "Okay, that was bad!"

"No, it was funny," Caleb laughed. Silence lingered for a few seconds before he said, "I... don't think I wanna take my turn today, y'know, doing... you-know-what!"

"Okay," Kai said with a nod. "I guess... plenty of days left if you do!" Blushing profusely as he looked awkwardly down at the floor, he pivoted slightly on one foot as he said, "I, uh... we could... umm... do the other things we did yesterday!"

"Run around naked outside?" Caleb asked with a teasing grin, "Hey, that may well be the next dare!"

"No," Kai pouted, "I meant..."

"I know what you meant!" Caleb interjected. He stepped closer to Kai and raised his arms just a little as he said, "I'm okay with doing that if you don't mind getting a bit wet!"

"Make me as wet as you like!" Kai insisted, then cringed as he said, "That really came out dirtier than I meant it!"

Caleb laughed loudly as he stepped forward and pulled Kai into a hug.

Kai let out a long, slow sigh as he felt the strong arms around him again, as well as the thick chest against his cheek, the skin warm and wet and soft. He reached around and grasped his hands together, holding them against Caleb's muscled back. "I really like hugging you!" he said dreamily. "Sorry if that's more weirdness. I don't know if I like hugging you or just hugging in general, I don't have much experience! We're not... a very huggy family."

"Weirdly enough, me neither," Caleb muttered, getting a sympathetic sigh from Kai over his family issues. He smiled quickly as he added, "But yeah, I like hugging too. And I like hugging you!"

"Good," Kai sighed. He opened his eyes and glanced towards the door. "You wanna bet they're still fighting?" he asked bemusedly.

"Probably," Caleb replied, "But I guess that just means we can stay like this a bit longer!"

"Yay," Kai said happily as he held on tightly.


To say the mood was tense in Leo's room was an understatement. Whatever had gone down between Leo and Miles was staying between them, much like the intimate moment between Kai and Caleb, while the awkwardness between the twins was almost palpable over their enjoyable but unintended blowjob.

The evening was drawing on and it would soon be time to either head to bed or head home, but they had decided to get the dare bag out again and pick one more for the day. It was Miles's turn and he had opted to pick his own one out, so he reached into the bag as Caleb held it out then pulled the paper out and stared down at it.

"Aww no, not this," Miles pouted, "Eat a spoonful of the hottest chilli sauce in the house!"

The others started laughing. Miles's aversion to spicy food was exceptionally well known, he literally couldn't handle heat at all, so it was amusingly appropriate that he had been the one to draw it.

"I can't do it," Miles groaned, shaking his head.

"Not even if it means we get to do something worse to Kai?" Leo asked, then leaned over and whispered something in Miles's ear.

"Oooh, that's nasty!" Miles gasped.

"What? What's nasty?" Kai asked nervously.

"Okay, I'll do it," Miles said with a nod. As Leo got up, clearly intending to go and get the chilli sauce, Miles added, "Bring milk too please! Lots of it!"

"What's he planning?" Kai asked anxiously. Caleb simply shrugged while Miles sniggered without revealing anything.

A few moments later, Leo was back, loaded up with the chilli sauce, milk and a couple of spoons which he dropped down onto the floor in the middle of the circle they were sat in. He immediately grabbed one of the spoons and opened the chilli sauce bottle to fill it up.

"Open wide!" Leo said as he offered the spoon to the other boy.

Miles winced and hesitated, holding back as he stared at the dark red fluid. "I hope you appreciate this!" he said to Leo hopefully.

Leo just sniggered as he shoved the spoon into Miles's mouth as he held it open. Miles closed his lips around it and took in the sauce then immediately swallowed it down.

"Muh... no, no, no!" Miles gasped out almost instantly as he felt the initial hit of heat. He frantically reached out for the milk but Leo grabbed him and pinned him to the floor. "Get off, get off, get off, get off!" he yelped out, struggling to get free as his entire face turned red and his eyes watered.

"Oh, I love revenge!" Leo said happily as he easily kept Miles down, clearly getting him back for the earlier set-up.

"Aww, that's so mean," Caleb laughed, shaking his head.

"Then help me," Miles whimpered. "Please, it burns!" he gasped, poking out his tongue. Seeing Caleb not moving to help, he looked over to Kai and pleaded, "Kai, please, help me!"

Kai remained still, smirked and said, "I'm a pretty pink princess, I can't possibly get involved!" It got raucous laughter from Leo and Caleb, who also offered him a congratulatory high-five for the clever retort.

"Nice!" Caleb guffawed.

"That wasn't even me that made you say that," Miles whimpered, muffled slightly by his tongue wagging out of his mouth in the desperate hope for relief.

"Close enough," Kai shrugged. As he saw Miles seemed to be in genuine pain though, he reached out and grabbed Leo's arm gently, shaking his head.

"Fine," Leo huffed as he let go.

Miles immediately jumped up and grabbed the milk, gulping down a couple of mouthfuls before filling his mouth and swirling it around to try and ease the burn. He swallowed and took another gulp with the other still laughing, then pouted, "You're a buncha cunts!"

"I feel so sorry for the terrible ordeals you have endured," Kai said flatly, getting more laughs, even Miles this time.

"That's funny," Leo chuckled, "I almost feel bad for what's coming next!" His eyes narrowed sinisterly as he looked at Kai and repeated, "Almost!"

"Ugh, you guys suck," Kai grumbled.

"You're the one doing all the sucking," Miles smirked, then nudged Leo and added, "Right?"

"I think someone wants another spoonful!" Leo growled.

Miles immediately recoiled, covering his mouth with both hands.

"Come on, let's hear your suggestion then, time's running out!" Leo said eagerly.

Kai had been thinking about it ever since the dare came out. He could suggest being made to drink the whole bottle, though that would almost certainly make him sick, so not that. The only other idea he had was not one he relished. Even though he could tolerate spice a little better than Miles, he still struggled to handle anything quite as hot as the sauce Leo had retrieved, so it was with a healthy dose of fear he stated, "I'm not allowed to drink anything to cool it off after!"

"Oof, damn," Miles said sympathetically as he shook his head, "But you heard him!"

"Come on then, let's hear it," Kai grumbled.

"Nah, we'll discuss it privately. For now, why don't you go get ready for bed," Leo stated.

Kai groaned at the suggestion. The thought of being made to eat the sauce, then be tied down to his bed for the night was not a pleasant one but he guessed that was the way it was going.

Several minutes later, Kai was in his room, stripped to his underwear and sitting on his bed expectantly. The other three soon barged in, brandishing the bottle of sauce.

"Right, tie him down," Leo instructed. "Boxers off too," he added as Miles and Caleb got to work, with Miles showing Caleb how Kai had been restrained the previous night.

Kai was anxious about what was about to happen, but also managed to get embarrassed at the same time as he watched his penis stiffen as he was tied up.

"He really likes going to bed, huh!" Miles joked, getting titters from Caleb and Leo.

"Okay, little bro," Leo said as he stood over Kai.

"Don't call me that!" Kai scowled, annoyed as always at his twin's use of the term.

"Well, it's certainly not BIG... bro!" Leo smirked as he looked down at the five-inch erection. "Now, let's get you tucked in for the night," he said as he squirted some chilli sauce out onto his fingers.

"What... what are you doing?" Kai asked as he watched Leo approach. He let out a gasp as he felt the slippery fingers grasp at one nipple and then the other, rubbing the sauce in to the sensitive spots. "No!" he gasped as he felt the tingling begin. Leo squeezed out a bit more sauce, then reached down to rub it into Kai's balls as he continued to yelp in protest.

Leo had been so caught up in how it would torment his brother that he hadn't even stopped to think what it entailed, until he felt Kai's smooth ball sack in his hand. Massaging it gently to rub in the chilli sauce, he gulped nervously as he realised Miles and Caleb were both staring. He cleared his throat awkwardly as he pulled away, his eyes fixed on his brother's erection.

"Oh my god, that's horrible." Kai whimpered, squirming as he felt the heat and tingling begin building in his balls.

"And finally," Leo said as he went to squeeze out a little more, looking down between Kai's legs.

"No, please, Leo, no!" Kai begged. "This already stings like a bitch. Please... not there!" he pleaded desperately.

Leo looked to the other two, but for a change it was Miles who shook his head, seemingly feeling a little sympathy having dealt with his own burn.

"Fine, tits and balls it is then!" Leo shrugged. "Well, sleep tight, LITTLE bro!" he said as he casually turned to head to the door, clicking off the light on the way. Caleb and Miles rushed out after him.

Kai pulled at his restraints, though he knew it was futile. His nipples felt like they were on fire and the stinging in his balls was just getting worse by the second. It took all of his willpower not to just burst into tears from the unpleasant sensation.

He wasn't sure how long he had been lying in pain when the door opened and quickly closed.

"I'm staying over tonight, gonna use your spare bed if that's okay!" Caleb stated. "Those two are... I dunno, arguing or whatever, so I convinced them to stay in Leo's room."

Kai sniffled slightly and said, "Okay."

"Hey," Caleb said as he clicked on the lamp beside the bed on the other side of the room, "Don't worry, I can help!" He approached Kai and knelt down beside the bed, then dabbed a wet cloth onto each of the nipples a few times, then repeated the gesture on his balls, being careful not to rub and spread the burning sensation around more. "I googled best things to do and this was what they recommended," he explained softly.

"Thank you!" Kai sighed, feeling the pain ease off significantly.

"This'll help, but might feel... weird!" Caleb stated, chuckling a little awkwardly at the reminder of their earlier conversation.

"What will?" Kai asked but let out a shuddery gasp as he felt an ice cube touch each nipple. They both stiffened almost instantly as he felt the ice circling them. His cock had shrunk down as soon as he felt the first twinges of pain, but as he laid helplessly with Caleb icing his nipples, it began to twitch back to life.

"I'm gonna... do down there now," Caleb stated, pausing until he got a nod from Kai to go on. He moved the ice cubes down and ran them across the restrained boy's balls.

"Oh jesus," Kai gasped as he felt the cold wetness, "That feels so much better!"

"Yeah, I can tell!" Caleb sniggered, playfully tapping at Kai's new erection with the back of his fingers.

They suddenly made eye contact as the same idea occurred to them both. "Don't do it!" Kai said sternly.

"Oh, you know I'm gonna!" Caleb said, grinning mischievously. Moments later, both ice cubes were pressed on the shaft of Kai's cock, causing him to laugh and whimper all in one.

"Oh my god, you're such a dick!" Kai said shakily as the ice cubes were moved back up to his nipples again.

"True," Caleb replied with a lop-sided smile. After a few moments on the nipples, the ice now melting rapidly, he gave the balls one more turn before placing the final remnants into Kai' penis, getting more laughs and groans. As the ice finished melting away, Caleb found his hand resting straight on the underside of the shaft of his friend's boner. He slid his hand up a little, and back down, and up, and back down.

"Ah, Caleb," Kai gasped as he felt himself getting wanked, his dick pressed between his own stomach and Caleb's fingers. He continued to gasp and shudder and moan as the masturbating continued before he let out a high-pitched squeak and spurted spunk all over his stomach and chest.

Caleb's hand immediately pulled away and he walked across the room to strip off for bed without saying a word.

"Umm... any chance... you could clean me up?" Kai asked awkwardly as he felt the cum and remnants of the ice cube beginning to dribble down his side.

"Oh, umm..." Caleb said as he moved back across to Kai. He looked at the other boy's spunk and, rather than clean it up directly, he untied one of Kai's hands and offered him some tissues.

"Thanks," Kai said quietly, appreciative of the mercy, but also the dignity of cleaning himself up.

"No problem," Caleb replied before heading to the other bed again. He waited a few moments until Kai had finished cleaning up, then clicked off the light.

Several silent moments passed in the darkness before Kai finally spoke up, "Umm... as it's just us again, did you... want another hug?"

"If... if it's in bed," Caleb started awkwardly, "Would it technically count as... a cuddle?"

"Oh, I'd never, umm..." Kai mumbled, confused by the question and wondering whether it was actually just a way to avoid answering. He decided to be direct and said, "Well if it is, then... did you... want to cuddle?"

"Umm, no," Caleb replied. "Night!" he said bluntly.

"G'night," Kai said back, immensely thankful that he didn't have to try and sleep with his nipples and balls burning, but a little sad at the rejection.

Several minutes later, just as Kai was beginning to drift off to sleep he felt the mattress dip a little. He started slightly, unsure what was happening as he returned to full consciousness. Still spread-eagled and restrained by one wrist and both ankles, he took up most of the bed, so Caleb slipped in at his side, slid one arm under his neck and rested the other over his bare torso.

"Is this okay?" Caleb whispered as he wrapped himself around the other boy.

"Very!" Kai replied as he felt Caleb's head on his shoulder. He tilted his head to the side to rest against and repeated, "This is very okay!"


Thank you for reading, I hope you enjoyed. New chapters will post weekly, so be back same time next week for more!

If you have any questions or comments, my email is always open at matterotica@hotmail.co.uk. Alternatively, I can be found on patreon where I also post my stories, along with bonus content and exclusives, at patreon.com/matterotica

If you wish to read any of my other stories, please see below for links


The Kingswood Saga


Tales from Kingswood (Book 1)– https://new.nifty.org/stories/tales-from-kingswood-05107/

Half-Term at Kingswood (Book 1 bonus story) – https://new.nifty.org/stories/half-term-at-kingswood-02038/

The Kingswood Eight (Book 2) - https://new.nifty.org/stories/the-kingswood-eight-72284/

A Very Kingswood Easter (Book 2 bonus story) - https://new.nifty.org/stories/a-very-kingswood-easter-59761/

The Kingswood Effect (Book 3) - https://new.nifty.org/stories/the-kingswood-effect-64914/

Chris and Danny's Super Sexy Summer (Book 3 bonus story) - https://new.nifty.org/stories/chris-and-dannys-super-sexy-summer-98673/

The Kingswood Complication (Book 4) - https://new.nifty.org/stories/the-kingswood-complication-63298/

The Benny Saga (in reading order)


Benny Takes Control – https://new.nifty.org/stories/benny-takes-control-42615/

The Dangers of Desire – https://new.nifty.org/stories/the-dangers-of-desire-57149/

Benny's House – https://new.nifty.org/stories/bennys-house-65127/

Other Series


Possession – https://new.nifty.org/stories/possession-25306/

Phil's Naked Adventures – https://new.nifty.org/stories/phils-naked-adventures-02988/

The Humiliation Games - https://new.nifty.org/stories/the-humiliation-games-31885/

One-shots


The Art of Seduction – https://www.nifty.org/nifty/gay/adult-youth/the-art-of-seduction

Jake's Exposure – https://new.nifty.org/stories/jakes-exposure-73714/

Becoming an Internet Master – https://new.nifty.org/stories/becoming-an-internet-master-13630/

Brian's Big Mistake – https://new.nifty.org/stories/brians-big-mistake-31378/

And Then It Got Worse – https://new.nifty.org/stories/and-then-it-got-worse-05003/

Missed Opportunity – https://www.nifty.org/nifty/gay/young-friends/missed-opportunity

There's a Naked Alfie in the Garden - https://new.nifty.org/stories/theres-a-naked-alfie-in-the-garden-35531/

Next: Chapter 7


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