Daring Kai

By Matterotica

Published on Nov 27, 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 09


Reality seemed to be warping around Kai. It was like everything around him was falling into slow motion, like something terrible was about to happen. Actually, the bus was just slowing down, but it still felt very dramatic! He had just been ordered to remove his speedo, the one item of clothing he had been permitted to wear for the journey home from their day at the Blue Lagoon water park.

He had been standing on the bus for the whole journey, not permitted to sit and get a seat wet, and had remained in the central aisle as his friends sat facing him on the back row of the bus. As he had been ordered to strip, he stepped aside, concealing himself from the waist down from the other people on the bus as he slid his speedo down to his ankles and lifted it with one foot. Leo had instantly snatched them away, watching in anticipation as they neared the bus stop.

"Guys, please," Kai pleaded desperately as he stood nude on the slowing bus.

"We're getting off here and walking the rest of the way," Leo explained, having pushed the button to get off at the bus stop before their usual one. "You can get off with us here, or go it alone to the last stop that's closer to home. Your call!" he said, not even bothering to wait for a response as he started making his way down the aisle.

Caleb and Miles remained silent, amused and aroused by their friend's predicament while making no attempt to either help or hinder.

"Fuck fuck fuck," Kai growled through gritted teeth. "Fine, fuck you!" he said petulantly as he ducked down to hide behind the seat.

As the bus doors opened and the three boys climbed off, they looked back to see if Kai was following and started sniggering as they realised he had clearly chosen to stay on.

"Run!" Leo instructed as the doors closed. The next stop, the one they would usually get off at, wasn't that far away and was actually visible further on down the long straight road. Though they would be able to see Kai get off anyway, they wanted a closer look, particularly Leo who had resumed recording the dares now that he was no longer involved in them.

As the three boys sprinted down the road, they all wondered if Kai might chicken out completely and stay hidden on the bus. That would mean he could end up miles away, stranded naked. Surely he wouldn't be that stupid...

The bus indicated to pull over and came to a stop. Suddenly they heard shouts, yells and laughter from the bus, followed moments later by a naked Kai dashing out the door. With one hand clasped over his dick and balls and the other covering his butt, Kai made a dash for home. Annoyed that the direction he had to run had him facing his brother and friends, he glared as he saw them running towards him, Leo's camera held out to capture the moment.

"Oh wait, slow down," Leo said as they saw Kai head down their street. Grinning, he explained, "He doesn't have keys, does he! Let's take our time!"

"You're such a dick," Miles laughed, clearly not meaning it in a harsh way.

"We really gonna fuck with him like this all summer?" Caleb asked curiously.

"You kidding? Why stop at the end of summer. Think of the dares we can put him through AT SCHOOL!" Leo said, almost bouncing with excitement.

"Fuck!" Caleb grunted. It was getting confusing to think about Kai. On one hand, he kept helping him, pushed by sympathy and... something else!? Yet at the same time, he knew his friend was enjoying the whole thing on some level, while Caleb himself enjoyed seeing the various humiliations. It was definitely messing with his head, but the thought of seeing Kai humiliated at school made him adjust the position of the bag he was carrying to conceal his erection. "What about when I go away next week? Or when Miles is away after that?" he asked curiously.

"Hmm, well... maybe we only mess with him when we're all here to do it," Leo suggested. "After all, we all gotta take turns doing the dares too!"

Miles shrugged as he said, "Works for me!"

"So aside from ongoing shit like no... umm... y'know," Caleb trailed off, giving a wanking gesture to avoid saying it, "The dares take a break when one of us is away?"

"Yeah," Leo agreed, "Guess that kinda helps him, like... recover or whatever so we don't break him completely!"

"Yeah, let's only break him a little bit," Miles sniggered.

"Where is he?" Caleb asked curiously as they reached the Robinson house and wandered down the driveway with Kai nowhere in sight. They looked around Mrs Robinson's car, which often got left behind when Kai and Leo's parents drove to work together in Mr Robinson's car. He wasn't hiding anywhere near it.

Leo glanced over to the side of the house and said, "Probably hiding round the back!" His eyes widened as he grinned and said, "Quick, hurry, I got an idea!" He rushed for the door and unlocked it, let the others in, then locked it behind him.

As they got inside, they heard knocking at the back door. They all rushed back and, rather than unlocking it, waved to the naked boy desperately covering up as he tried to stay hidden from the neighbouring houses.

"Let me in!" Kai demanded.

"Hmm, maybe in a minute. I reckon you need a bit more edging!" Leo said, looking to Miles then Caleb.

"Oh yeah, totally!" Miles agreed.

"Sure," Caleb shrugged.

"No, just let me in!" Kai snapped angrily, "You just made me expose myself in front of a busload of people! And run down the fucking street naked in broad daylight!"

"Yeah, and if it's that actually mean, then maybe we SHOULD let you in," Leo said, surprising everyone with his sympathy, though it quickly became apparent why as he grinned wickedly and added, "But if you enjoyed it like the little perv we know you are, then you're totally boned up right now and if you are... then you clearly want more!"

"I... I... I..." Kai stuttered, unsure how to answer as he stood with his erection concealed behind his hands. "I hate you so much," he pouted as he took a step back and revealed himself to the sound of muted laughter through the door. Grabbing his dick, he started stroking, glaring furiously at the phone pointed his way. "Fuck, I'm already close!" he whimpered, stroking for a few more seconds before he let go.

Caleb, Miles and Leo laughed at the sight of Kai's twitching cock oozing precum as he released it, though all three were absolutely hiding erections of their own.

"Happy now?" Kai pouted.

"Not as happy as you!" Leo replied, getting more laughs from everyone except the naked teen. "And no. Go again!" he instructed.

Kai was beyond arguing now, he just wanted to get inside and get dressed, so he grabbed his dick and shuddered at the feeling of his own precum getting massaged into his throbbing tool. It took barely more than a dozen strokes before he was on the edge and stopping again.

"And again, but this time over on the patio!" Leo instructed.

Kai growled, looking back at the patio which was more visible to the nearby houses. He rushed over, keen to get it done before he got spotted. Another dozen strokes, another twitching non-orgasm of precum and he was finished. "And now?" he asked petulantly.

"Now... you go round the front!" Leo said and promptly disappeared along with the others.

Kai huffed and walked down the pathway at the side of the house. He was concealed from the neighbours by a high fence, but ahead of him he could see straight down the driveway to the street. As if to emphasise the risk, a car sped past, clearly too fast to see him, but it was still a scare. He reached the corner and looked round, but there was no sign of the others. He headed to the front door and saw Leo standing at the window beside it.

"Another edge!" Leo ordered.

"Fuck you, Leo," Kai snapped, but immediately started wanking, looking round to make sure nobody was passing by on the street. "Ah, fuck, fuck, fuck," he groaned as he almost ejaculated, tensing his whole body to hold back.

"Okay, last one, I promise!" Leo said excitedly.

Kai gave an incredulous glare.

"Don't worry, I'll make him honour it!" Caleb said, offering Kai a little reassurance.

"Fine," Kai sighed, "Where now?"

"Mum's car!" Leo said, eyes flashing mischievously. "Stand on the roof and edge THREE times!" he said, reaching down with his free hand to grab at his own erection without even realising he was doing it.

They had all expected Kai to object, but he just looked round at the car, glanced round at the neighbourhood and nodded. He rushed over to the car, climbed on and clambered up on the roof. Squatting down at first, feeling his hard, sticky cock pressing against his stomach, Kai looked round nervously then climbed to his feet and turned to face the house.

Leo unlocked the door and stepped out, moving closer to record from a better angle as Kai started wanking again.

"Ah fuck," Kai gasped as he hit the edge within moments. He watched as precum dripped onto the roof of the car. "Oh god, fuck!" he yelped as he saw an approaching car. He had no idea why he did it, but as the car approached, he turned to face it, exposing himself to the passers-by. The car honked its horn in recognition but didn't stop.

"Jesus, Kai!" Caleb exclaimed in shock, with a hint of admiration.

"Oh god, fuck," Kai whimpered as he just gripped his cock and immediately hit the edge. "I'm SO fucking close," he gasped shamelessly.

"One more, one more!" Miles called out happily.

Kai waited a few seconds to come back from the edge before stroking again. He wanted to cum more than he ever had in his life. Not just because he had spent the whole day horny, frustrated and on edge, but because he was also in the most daring position he had ever been in, wanking openly before the three boys and whoever else in the neighbourhood happened to be looking out their windows. Despite the desire, and arousal, and desperation, Kai held back and pressed his lips together while he watched his cock twitch and dance its way through his final edge. "Th... there, happy now?" he asked shakily.

"Fuck yeah, let's go!" Leo said, gesturing back to the house.

Kai quickly climbed down and rushed inside the house, breathing an audible sigh of relief as he got to safety at last.

"Okay, well I'd say the dare's over," Leo said with a nod as he closed the door, "Which leads us on to punishments!"

"What? I didn't do anything wrong!" Kai whimpered, looking close to tears.

"Yeah, come on Leo, don't be a dick, he did great!" Miles said, patting Kai on the back with a gentle slap.

"Relax, bitches," Leo scoffed, "I was gonna say... for once you didn't earn any, so... well done, I guess!"

"Oh," Kai said, a little taken aback. As pissed off as he was with his brother, for so many things, he felt a warm, pleasant sensation in his stomach as his twin actually looked a little proud.

"Well done to you too," Caleb nodded, doing his best to sound sincere. "You did your dare too and didn't back out of it!" he said to Leo, offering a fist bump.

"Yeah I did," Leo said happily, reciprocating the gesture and grinning cockily, "That's how it's done, losers!"

"So humble," Miles said sarcastically.

Leo smirked and looked to the stairs, suddenly very conscious of his own nudity. "Anyway, if I'm not being punished, I assume that means I can go and get dressed!" he said hopefully.

"Not quite yet," Leo said, smirking again, "If you're not being punished then... oh, would ya look at the time... it's Dare o'clock!"

"Come on," Kai whined, "We JUST got back!"

Leo smirked as he opened his bag and pulled out the dare bag. "Exactly," he stated, "So let's not waste any time. Caleb, you're up next, right!" Conscious they were lingering in the hallway, Leo headed to the kitchen, intending to get a drink, the others followed.

Caleb didn't look happy as he trailed behind. He was so used to focusing on Kai doing dares he had almost forgotten he would get them too. "Fine, let's do this!" he said as he reached into the bag. He let out a groan as he read it, then sighed at the expectant looks from the others and said, "Butt crack, dick, nipples. Pick one body part each for the other three and lick whipped cream from it!"

"Aww no fair, why've we ALL gotta be in it?" Miles grumbled.

"Oh relax, I'm the one stuck doing the fucking licking!" Caleb groaned.

"Only if you choose to do it!" Kai said with a shrug.

"Fuck. Yes! I forgot that. I pass!" Caleb said eagerly.

Leo looked disappointed as he started, "But if you do it we could..."

"No! Not this time. I'm out. Make Kai do it, it's bad enough already!" Caleb explained.

"Ugh, boring," Leo complained.

"Yeah, just a boring everyday whipped-cream butt crack licking challenge. Total snoozefest!" Kai said sarcastically.

"He's got a point," Miles smirked, though he suddenly looked panicked as he said, "You should choose Leo for the dick one. We already saw you licking that!"

"That's a good point," Caleb agreed.

Leo scowled at Miles, who just grinned back at him.

"Okay, whatever, Leo for dick then," Kai said, happy to be annoying his brother after the lie he had told their friends earlier in the day when they were caught mid-blowjob.

"You should totally pick me for nipples!" Miles said urgently, mostly keen not to have whipped cream and his friend's tongue in his butt crack.

"Umm, why would he do that?" Caleb asked, hoping to get the nipple option and avoid exposing himself too much.

"Cos let's be honest, Kai. I get you kissing my butt and am I EVER gonna let you forget about it?" Miles said with a wry grin.

"He's not wrong," Kai said with a sigh, "Sorry Cay!"

"Whatever, let's just do it. I don't fancy having your mum and dad walk in when we're in the middle of this!" Caleb grumbled.

"You get up here and get your dick out," Miles instructed, "Kai, grab the cream!"

Kai headed to the fridge and opened it, pulling out a can of squirty cream. It was usually used to top their hot chocolates, though he would almost certainly never look at the drinks the same way again! As he turned, he saw his brother was already in place, t-shirt pulled up to mid-stomach while his shorts and underwear were at mid-thigh. Lying on the breakfast bar, he had his hands clasped over his crotch.

"I'll take that," Mile said happily as he accepted the can from Kai, then swatted Leo's hands away his crotch.

The unhappy-looking teen just stared up at the ceiling, avidly avoiding eye contact as his soft, seven-centimetre penis was exposed, nestled in the patch of dark pubes, resting gently on his plump balls. He felt a sudden jolt of coldness as he heard the squirting of the can. It went on a little longer than expected and as he looked down he saw his entire dick, balls and bush concealed with the white goo. "Fuck, that's way too much!" he complained.

"Whatever, can we just do this," Kai said, not keen to lick his brother in front of the others, though he did get a certain level of enjoyment at the thought of his brother's unhappiness. He leaned in and buried his face in his twin's crotch. As he began lapping up the cream, he could feel the surface beneath his mouth changing and by the time he had most of it licked away, it became apparent that Leo was getting an erection.

"Wow, lemme guess, you just REALLY like cream!" Caleb teased.

"Oh my god, fuck off," Leo snapped, shoving Kai away as he blushed and sat up. He winced at the feeling of the remnants of cream around his crotch as he pulled his clothes back on.

"Mate, we saw you blow your load over him earlier! You really think it's a surprise that you get boned up from a good lick?" Miles stated. It wasn't clear whether he was being deliberately embarrassing or actually trying to help, but all it did was make Leo look more annoyed. "Come on, you go, ya little ginger cunt!" he snapped.

"Wow, big talk for a brother-fucker!" Mile said back moodily.

"WE DIDN'T FUCK!" Leo snapped furiously, "And... I told you what happened!"

"And I told you what REALLY happened," Kai muttered, wiping cream from around his mouth. It earned him a furious glare from his twin and sniggers from Caleb and Miles.

"Come on Kai, lick my nips!" Miles said shamelessly as he laid down on the breakfast bar with his shirt lifted.

Leo got his revenge by covering most of Miles' chest with cream, though he got annoyed when neither Miles nor Kai looked particularly bothered by it. Kai licked it all up, paying extra attention to Miles's nipples as per the dare just to avoid any chance of punishment.

"Hnnh, that was kinda fun," Miles chuckled as he stood up. "Thanks," he said to Kai, offering a gracious fist-bump that served to irritate Leo even more.

"Fine, well... it's arse time!" Leo said unhappily, hoping at least somebody would end up as annoyed as he was. "And the arse is licking Caleb's butt crack," he joked poorly.

"Funny," Caleb said flatly, "And whatever." He shrugged as he climbed onto the breakfast bar, lying face down as he pulled the back of his shorts and boxer briefs down to reveal his butt.

Still annoyed, Leo began squirting the cream and filled Caleb's crack like it was some kind of hairy banana split. Just to emphasise his annoyance, he pushed the nozzle a little further between Caleb's cheeks and squirted more as he said, "Oh no, you'll have to get your tongue right in there!" He shot Kai a derisive smile.

Kai looked his brother up and down, sneered and said, "I'm about to lick a butt crack, and yet it's only the SECOND most disgusting thing I'll have had in my mouth today!"

"Oooooooh!" Miles called out in amusement, "BURRRRRRN!"

"Nice one," Caleb chuckled, offering a hand to Kai who fist-bumped it.

"Fuck you!" Leo scowled, "Just fucking lick him!"

"Not a problem," Kai said casually. Unpleasant as the thought should have been, there were a few positives for him. Firstly, it was Caleb, who was rapidly becoming his `first' for a lot of sexual antics, and someone he was growing increasingly comfortable with. Secondly, rimming was something he had already been curious about, though this was not how he ever imagined exploring it. And lastly, he knew his indifference was irritating his twin, one of Kai's favourite hobbies. He placed his face at the top of Caleb's crack and opened his mouth to start eating the cream.

"Unnh, that's so weird!" Caleb grunted, though his tone really was genuine surprise rather than disgust or unhappiness.

Kai continued working down the crack, surprised at how hairy his friend's arse was. His own, like the rest of his body, was completely bereft of hair. Even his pubes, the one bit of body hair he had managed to grow so far, was long gone. Working his way down between Caleb's legs, which he felt part slightly to let the tongue probe further, Kai tasted the cream mixed with a hint of chlorine from the pool. He suddenly realised how fortunate he had been with the timing of this dare.

With the surface cream licked off, Kai reached up and grasped the two buttocks, which were mostly smooth with the hair concentrated on the crack. He pulled them apart slightly and plunged his tongue deeper. He was sure he heard a pleasured moan from Caleb, though if he WAS enjoying this he would be going out of his way to conceal it from the others. Kai suddenly felt his tongue make contact with... something! It felt different from the rest of the hairy cleft. He realised it was almost certainly Caleb's hole. He plunged his tongue into it as hard as he could, but Caleb immediately jumped away.

"And all done!" Caleb declared as he concealed his rear and climbed down. "Well, I definitely need a shower now. I ain't spending the night with a sticky arse!" he said and rushed out. He moved rather conspicuously in keeping his front pointed away from the others.

"Are we done?" Kai asked his brother moodily.

Leo glared for a moment, then shrugged and said, "Yeah, whatever," then turned to leave too.

"He gets so moody when things don't go his way," Miles sniggered, "Fun dare though!" It got a snigger from Kai. "Y'know, as they're both busy being moody bitches or whatever, why don't I... take my blow for the day!" He was grasping at an erection through his shorts.

"Sure," Kai shrugged. He dropped to his knees, seemingly unbothered about the risk of the location. It was still half an hour until his parents were due home and it seemed unlikely Leo or Caleb would be back any time soon. He grasped at Miles's shorts and underwear and yanked them down, then recoiled slightly as he gasped, "Jesus!"

"What?" Miles asked, looking down anxiously.

"Nothing, I just... well... I hadn't SEEN it yet, only sucked it!" Kai exclaimed. "It's... big!"

"Oh, yeah, I guess," Miles said, blushing a little as he shrugged.

It wasn't massive, but easily stood at around eighteen centimetres (seven inches), and quite thick too. "Definitely the biggest out of all of us!" Kai stated.

"Thanks," Miles said, beaming happily, though it turned to a shaky shudder as he felt Kai's mouth on his dick.

Kai felt his own dick throbbing. He had been hoping his dare would involve cumming, as he needed to do it so badly. If they were done with dares for the day, that meant a painfully frustrating night for him. He wanted to stroke so badly as he blew Miles.

"Hey, if I'm the biggest," Miles said, clearly happy at the revelation, "Then I may have an idea!" As Kai pulled back and looked up, he snapped, "Keep sucking!"

Kai resumed pleasuring the other boy, happier now that he was able to service it properly rather than just being face-fucked. It seemed the day's activities had got Miles quite aroused too as it was only about three minutes into the blow job that he grunted to indicate he was about to cum.

Kai pulled back, still unsure about cum in his mouth... or more specifically, Miles's cum in his mouth. He stroked the dick as it shot over him, wincing as he felt a few drops hitting his own straining erection. Squeezing out the last few drops, he looked up at Miles and asked, "What's the idea?"

"Oh, just something fun for the dare bag. You'll see when it comes out!" Miles said happily. "For now, let's go get cleaned up!"

Kai nodded and followed Miles, happy to finally be heading upstairs and back to actual clothing.


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 10


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