Daring Kai - Part 14 (Patreon)

Nobody likes a cliffhanger with a disappointing payoff, so imagine Kai’s disappointment when he found himself naked and aroused in front a showering football team who had just discovered he liked dares, only to have them go all shy and quiet.

None of them wanted to speak up and suggest something filthy, mostly because it would reveal that was what they were thinking. All of them stood around hoping somebody else would speak up, most of them thinking similar thoughts with none of them bold enough to put them into words. Instead, Kai found himself surrounded by a suddenly-quiet group of nervously-giggling and whispering teens who were making no attempt to embarrass him.

“Well, that’s a relief,” Kai said as he looked around at the uncomfortable teens. His eyes lingered a few moments extra on each of the boys from his school, enjoying the rare chance to see them naked, as showers were usually skipped after PE lessons. He knew he could have just left it and nothing would have happened, but by now he knew even the toughest dares and most humiliating tasks ended up enjoyable for him. He decided not to leave it! “I thought you were gonna make me do something with this!” he said, gesturing to his own erection.

“You should!” one of them called out, emboldened by Kai breaking the silence.

“Yeah,” another agreed, not really adding to the conversation but maintaining the momentum.

“Do it!” another called out.

“He should knock one out!”

“I’ll knock YOU out!”

“Kai should jerk it!”

“Come on cheerleader boy, go for it!”

Leo sniggered as he heard the sentiment gathering energy. “The crowd has spoken, LITTLE bro!” he teased.

“Fuck,” Kai muttered, cursing himself for prompting them. He could have just been the guy who showed up in a cheerleader outfit and popped a boner in the shower – which was admittedly still pretty bad – but now he would be the guy who had shown up in a cheerleader outfit, got a boner in the shower and then jerked off. He would never live it down. It was awful. It was humiliating. He couldn’t do it. It was impossible! He… was already wanking! “Fuck my life,” he whispered to himself, smirking as he stroked.

“Oh my god, he’s actually doing it!”

“Wanker!”

“Think he’ll do that at our next match? It’ll definitely get the crowd going!”

“It’s getting ME going!”

“Anyone notice he’s jerking off in front of his own brother?”

“That’s sick!”

“He’s actually wanking!”

“Oh, like you don’t do it!”

The banter flying around Kai should have been utterly devastating him, but it was having the opposite effect. He was hornier than ever. Jerking off in front of his brother, in front of one of his best friends, in front of half a dozen guys from school, in front of relative strangers. It was terrifying and exciting and embarrassing and thrilling. As Kai stood openly masturbating, he was doing everything he could to slow himself down. Wanking in the showers was a tough reputation to live with, but being a premature ejaculator on top of it… he didn’t need that!

The toy buzzing inside him seemed to have been weakening and finally stopped, presumably from the battery dying. The timing was fortuitous as it helped him hold back from shooting too soon, but just having it inside him was stimulating enough, even without the vibrations.

“Oh my god, Smithy’s getting a boner!” someone suddenly called out.

Everyone looked round at a boy Kai knew from school called Zack Smith who looked absolutely mortified as he clasped his hands in front of his crotch. “No, I’m not! Fuck off!” he said defensively.

“Hey, move your hands then!” another boy demanded.

“No, fuck off. I don’t want you fucking pervs staring at my junk!” Zack said defensively.

“Yeah, they’re the words of a guy with a boner!” Oz teased.

Feeling a little bad for the other boy, Kai decided to help him out as he declared, “FUCK, I’M CUMMING!” Understandably, all attention was back on him in an instant. With over a dozen naked teens staring at him, Kai unleashed a sensational array of spurts, sending several shots of spunk streaming sensationally across the shower room. With the football team letting out a deafening cacophony of cheers, laughs and taunts all around him, Kai stroked his way to the conclusion of his ejaculation and then just stood limply, arms dangling by his side as his cock began to deflate, relieved at last.

“Let’s hear it for cheerleader boy!” Oz called out, getting a surprisingly non-mocking cheer from the team.

“He actually did it!”

“He’s got balls!”

“Good for him!”

“Cheerleader boy’s a brave lil fucker!”

“I go to school with him!”

“Weirdly hot!”

“So embarrassing!”

Fifteen minutes – and a lot more comments – later, the team were all dried off, dressed and heading their own ways. Miles had been waiting anxiously outside, feeling rather guilty about what had happened to Kai with the group of thugs. He was quite relieved when Kai, Leo and Caleb all emerged – in good spirits – but quite annoyed when he found out what he had missed in the showers. While Leo and Caleb had considered making Kai walk home in his wet cheerleading outfit, they showed mercy and loaned him some regular clothes to wear instead.

Making their way home as they chatted excitedly about the match as well as Kai’s embarrassing but enjoyable forfeit (and its aftermath), the group headed for Kai and Leo’s place to spend the rest of their Saturday together. It was shortly after lunch when the dare bag was finally pulled out once again.

“I was kinda hoping we were done for the day!” Kai sighed. He smirked a little as he said, “If you pull out a piece of paper that says ‘wank off in front of a football team’ I think we can agree I got that covered!”

“Still can’t believe you did that!” Leo said, shaking his head.

“I can’t believe Zack Smith got a boner watching it!” Caleb said, blushing a little as he remembered the relief in the moment. He had been starting to get an erection of his own and the Zack incident had distracted anyone from spotting it.

“I can totally believe it. He’s always checking me out in the showers. Total perv but I can’t blame him!” Leo said confidently.

“Yeah, he’s clearly attracted to your humility,” Miles said with a wry grin, getting a snigger from the other two. “Anyway, next dare’s yours so let’s see what ya got!”

“Fuck,” Leo grunted as he reached into the bag. He pulled out a piece of paper, but just before he unfolded it, Caleb grabbed his arm to stop him. “What?” Leo asked anxiously.

“Before he does his dare, Leo’s got a forfeit he’s gotta do!” Caleb said with a massive grin.

“Fuck, I was hoping you’d forgotten,” Leo grumbled as he put the paper back in the bag.

“Yeah, I don’t think so!” Caleb said, looking almost giddy. As Kai and Miles looked at them both curiously, he said, “Leo lost a bet yesterday, and for his forfeit, he has to give you both a blow job!”

“Nuh-uh, I have to OFFER to give them both one!” Leo said defensively.

Caleb rolled his eyes and said, “Whatever, same difference!”

“Not really. They could say no!” Leo argued back.

“I’m not saying no!” Miles and Kai both said at the time before laughing at it.

“But you gotta do what it says first,” Miles continued. As Leo looked at him questioningly, he explained, “You have to OFFER. That means we need to hear you SAY it!”

“Oooh, nice, I like it!” Caleb cackled.

“What? Fine. Whatever!” Leo said awkwardly, “You… I… do you… want it?”

“I don’t know what he’s talking about,” Kai said, always happy to turn the tables on his twin, “I think I need to hear the full offer, don’t you?”

“Oh totally!” Miles agreed, casually draping an arm around Kai as they stared at Leo expectantly with Caleb sniggering behind him.

“Fuck you both!” Leo complained.

“That’s a different bet!” Caleb chimed in, causing more laughs from the others and an even angrier glare from Leo.

Huffing as he turned back to Kai and Miles, Leo stated, “Fine. I would like to offer you both a blow job! There, happy now?”

“Yes, very!” Miles said with a broad smile, but Kai looked less enthused.

Just as Caleb was about to question Kai on the face he was making, Leo let out a gasp. “I just paid up!” he stated.

“What?” Caleb frowned.

“The bet was that I have to OFFER them… THAT. I just did it. I offered it to them. It didn’t say anything about actually doing it!”

“It was implied!” Caleb said, annoyed at the attempt to weasel out of it.

“But not stated!” Leo said, folding his arms petulantly.

“Come on, I love a good loophole as much as the next guy…” Miles started.

“You mean BUMhole!” Caleb joked, getting a snort of laughter from Leo.

Miles rolled his eyes and went on, “But you KNOW that wasn’t the intention of the bet, so you’re going through with it!”

“Oh, now you WANT a blow job from me do you?” Leo asked, clearly in an attempt to tease, though he actually looked almost eager himself.

Miles just stared back at him silently.

Caleb and Kai both sensed the awkwardness and kept silently out of it.

“You made a bet, so you pay up,” Miles said flatly.

“Fine. Then… I’m doing YOU now and I’ll do… HIM later,” Leo said, gesturing first to Miles and then to Kai, “But the bet didn’t say I had to let anyone else watch, so we’re going to my room!”

“Fine,” Miles said coldly as he stormed out.

“What was that about?” Caleb asked with a confused shrug as the door slammed.

“No idea,” Kai replied with a headshake.

“Oh wait, more important, what was with that face you pulled?” Caleb asked, “When you said you’d let him blow you! You… looked funny!”

“Oh, it’s nothing,” Kai mumbled unconvincingly.

Caleb smiled as he approached, then stood looking down at Kai and asked, “Do I gotta hug it out of you?”

“No,” Kai replied, but leaned in for a hug anyway. He sighed softly and said, “I missed this!”

“Me too,” Caleb said softly, then pulled back a little and asked, “Come on then, what is it?”

Kai took a deep breath and exhaled slowly as he walked over to his bed and sat down. “It’s just…” he started, pausing to try and think how to explain it, “Well… I’ve never… done that before, I mean… not THAT way round. I’ve sucked but never… y’know, the other way!”

“Oh, so you’re nervous about how it feels?” Caleb asked curiously.

“No, I… I know what a mouth on it feels like!” Kai explained, then blushed as he realised what he had admitted. Miles had sucked him very briefly, but it was just a couple of seconds and not something anyone else knew about. He quickly added, “Don’t ask, cos I won’t tell!” As Caleb smirked and nodded, Kai continued, “I just… don’t know if I want my own brother to be my first blow job!”

“Oh!” Caleb said, nodding thoughtfully, “Yeah, that’s… probably a reasonable concern! You could just say no!”

“I know, and… I might, but… I dunno, it’s a chance to make him suffer a bit and also, y’know… free blow job, woohoo!” Kai shrugged. “I just… don’t want it to be my first!” he said a little glumly.

“I… I could… be your first!” Caleb stated gingerly, blushing profusely.

“You wanna blow me?” Kai asked, a lot more bluntly than he intended.

Caleb found entirely new shades of red to turn at the question, but shook his head and said, “It’s more that I wanna… HELP you with this! That’s all! If it’s weird or you don’t want to…”

“I do!” Kai said, jumping to his feet, “I… I really do. I’d like that!”

“Umm, okay… now?” Caleb asked, visibly anxious already.

Kai stood, pursing his lips thoughtfully for a moment before he suggested, “I could… shower, and you could… supervise like you did the other day and we can… I dunno… take it from there!”

Caleb nodded and quickly followed Kai out, both silent, keen to avoid being caught in a compromising position by the other two. Kai was already stripped off with the shower turned on by the time Caleb locked the door. He watched the smaller boy get into the shower and smirked as he let out a quiet yelp as the hot water wasn’t flowing quite yet.

“Wow, showering with an audience of just one feels like a downgrade,” Kai joked. As he saw Caleb looking a little glum, he quickly added, “But it’s okay, I like this audience!” As he got a timid smile back, he cocked his head and said, “Audience participation is encouraged!”

“Yeah, sorry,” Caleb said as he pulled off his t-shirt.

“Oh, I don’t mean to ruin the mood with the timing here, but I hadn’t had a chance to get you alone. Any news on your gran?” Kai asked softly.

Caleb let out a gentle sigh as he continued stripping. “My parents were thinking of cancelling our holiday as they reckon she could go any time now, but for now she’s hanging on. Thanks for asking though.”

Kai replied with a gesture rather than words, holding his arms out. Naked once again, Caleb stepped forward and slipped his arms around Kai, hugging him tightly as his head rested on the shorter boy’s shoulder.

“You know your ‘daily blow job’ offer,” Caleb said as he pulled away. As he got a nod from Kai, he blushed a little and said, “Mind if I trade it for a daily hug?”

“Oh my god that’s so cute I might die!” Kai grinned, then looked a little mortified as he said, “Oh my god, that was literally the WORST choice of words, I’m sorry!”

Caleb laughed and gave Kai another brief hug. “As much as I’d love to stand here naked and hugging you all day, we should do this thing before those two come looking!”

Kai lost himself for a moment in imagining spending all day naked and hugging Caleb but shook himself back to reality as he remembered what they were planning. “Yeah, yeah, okay, if you’re okay with it!” he said, trying to sound casual.

“For my lil hug buddy,” Caleb said, mussing Kai’s hair, “I’m happy to help!”

Kai giggled sweetly as Caleb knelt down. As he saw the look of concern on the other boy’s face, he said, “I know I’ve only got, like, four more days experience at this than you but the way I did it…”

“Which was really good!” Caleb interrupted.

“Thanks,” Kai blushed, “But the way I thought of it was that I’d just do to you whatever I thought would feel good to me and… well, it turns out it did!”

“Okay,” Caleb said with a nod, then eyed Kai’s erect cock wearily. Reaching out with one hand, he wrapped his fingers around it and gave it a quick stroke. It was… well he couldn’t put into words, it just WAS. The happy gasp he heard from above spurred him on, as did the thought of being caught in the bathroom with Leo’s brother so he took the plunge… literally! He plunged the full length of Kai’s cock into his mouth, gagged a little and started coughing.

“Yeah, you might wanna take it slow,” Kai said as he placed a hand on Caleb’s shoulder.

“Sorry,” Caleb said, still spluttering slightly. He tried again, this time just taking the head into his mouth, closing his lips around the base of it.

“Ahh yeah,” Kai gasped. It wasn’t really that long since he had cum in the football showers, but nowadays his recovery time seemed to be measured in minutes, especially when Caleb was involved. The physical sensation of a mouth around his dick felt just as pleasurable as the brief moment with Miles, but this time it also felt… different. It wasn’t just a mouth; it was Caleb’s mouth. “Oh my god,” he gasped shakily as the thought of who was sucking him shot through his mind.

Caleb was sucking on the raging erection wearily, but with slowly increasing enthusiasm. The caution and fear of what he was doing and how it felt was holding him back a little, but his own swollen prick and the happy whimpers from above were holding the negative thoughts at bay, allowing him to enjoy the sucking as much as Kai seemed to be.

“I don’t think… it’ll take me… very long,” Kai gasped, slightly embarrassed and worried about looking premature as he had earlier, but less bothered about it now that it wasn’t with such a large audience.

Caleb reached round and grasped at Kai’s fleshy buttocks, his fingertips pressing into them as he gripped the boy tightly, keeping him in place as his head bobbed back and forth to suck on the straining cock.

“Caleb, I’m… I’m getting… really close!” Kai gasped shakily, grabbing Caleb’s shoulders to steady himself.

Caleb sped up just a little more.

“Oh, oh, fuck. Cay, Cay, I’m gonna shoot, Caleb!” Kai gasped, pulling back a little.

Caleb kept Kai in place as he continued sucking and as he began to shoot, gulped down every drop of spunk as it shot into his mouth.

“Oh my fucking god,” Kai gasped as he convulsed with pleasure from the eager suck. “You… you…” he gasped in disbelief.

“S… sorry,” Caleb said as he released the post-orgasmic prick from between his lips. “Just… thought your first time should be… y’know… good or whatever!”

“Good!?” Kai gasped, “It was fucking amazing!”

Caleb blushed as he reluctantly smiled at the positive review, though it quickly turned to blushing as he stood. His erection bobbed in front of him.

“I know you traded it for a hug,” Kai said as he reached out and gingerly wrapped his fingers around Caleb’s dick, “But I could… return the favour!”

“I’m ready to blow!” Caleb said, looking excited and embarrassed all at the same time.

“Oh, then let’s do it!” Kai said with a smirk. He immediately leaned down and took Caleb’s cock between his lips. The taller boy had really meant what he said. Unsure whether he had been stroking while he sucked, or whether he had just REALLY enjoyed what he was doing, Caleb shot his load less than thirty seconds after Kai started sucking him.

“Ah, Kai, fuck,” Caleb gasped, reaching out to steady himself as his legs wobbled a little. Kai was sucking down his load just as eagerly as Caleb had done to his own.

“Safe to say you enjoyed that then,” Kai said with a grin as he stood back up, wiping his mouth.

“Umm, I… I dunno,” Caleb said shakily as he turned and stepped out of the shower. He grabbed a towel and started drying off.

Kai followed, and not another words was spoken between them until they were back in Kai’s room. A few minutes later, Miles and Leo both returned, neither of them looking particularly happy.

“Umm, everything okay?” Caleb asked curiously.

“It’s fine!” Miles and Leo said at the same time, rather sharply.

“O… kay then,” Caleb said, shooting Kai a bemused smirk.

“S’pose you wanna do this now!” Leo said moodily to his twin.

“Umm, we can do it another time if you like,” Kai said, not sure he had another load in the tank QUITE so soon.

“Oh sure, can’t wait,” Leo said flippantly.

“Is this a bad time to remind you it’s still your dare next?” Caleb said, holding back a laugh at Leo’s foul mood.

“Fuck my life,” Leo snapped, shaking his head, “Fine, let’s see what bullshit I gotta do now!” He snatched the bag from Miles who offered it to him and reached inside. “Ugh, y’know what, you read it!” he said as he threw the bag and the piece of paper at Miles and flopped moodily down onto Kai’s desk chair.

Miles scowled back at him, put the bag aside and reached to the floor to grab the paper he had failed to catch. Unfolding it as he stood, he smirked and said, “Hnnh, I think we can guess who write this one!”

“Fuck’s sake,” Leo huffed, “What is it?”

“Be Kai’s slave for one hour!” Miles read out.

Leo immediately turned to glare at Kai, who immediately shrugged and said, “Hey, YOU drew it out!”

“You know what. Fine. Fine. I’m Kai’s fucking slave for the next hour. Do your fucking worst!” Leo snapped.

“No, not when you’re in this kind of mood,” Kai said back, shaking his head.

“Oh sorry, am I meant to be HAPPY about it?” Leo asked sharply before putting on a sing-songy voice to continue, “Oh yeah, my brother gets to fuck me over and use me. It’s like a dream come true. Yay for slavery!”

“Jesus, who shat in your cornflakes?” Caleb demanded sharply.

“Eww, we agreed never to use that phrase!” Miles complained.

“And nobody… shat in anything. Just forget it. Let’s just do it!” Leo insisted, shaking his head.

“Fine, okay, go get us some drinks!” Kai commanded.

“Your wish is my command,” Leo sneered as he headed out of the bedroom.

“God, he’s such a dick sometimes!” Caleb grumbled.

“SOMEtimes?” Miles said, shaking his head.

“Whatever, he’ll get over it,” Kai said, annoyed at the mood but mildly concerned too.

“What you gonna make him do?” Miles asked eagerly.

Kai shrugged as he replied, “I dunno, probably just shit like grabbing us drinks and that sorta thing. Maybe give us foot rubs or something. Nothing too bad.”

“Ugh, laaaaaame,” Miles complained.

“It’s my dare, I’ll do what I want with it!” Kai said sharply, but immediately said, “Sorry, didn’t mean to snap. Just… long day!” It got a nod of agreement from the others.

The next hour passed pretty uneventfully as Kai used up his time commanding his brother to do menial tasks to serve him and the others. Once the time was up, Kai prepared himself for the return of Leo’s mood as he said, “Come on then, lemme guess, I have to spend my hour serving ALL of you and I gotta do it naked and I gotta stream it live online or something!”

Miles and Caleb both looked ready to agree with Kai’s comments when Leo interjected with, “No, the dare was to be YOUR slave for an hour and the stuff we add is meant to make it WORSE, not change it completely. We know you ain’t gonna order yourself to do anything bad so we may as well just forget it!”

The proclamation surprised all of the others and Miles eventually shrugged as he said, “He’s kinda right!”

Kai smiled quietly to himself. There was a good chance the others had realised it too, but he knew what had just happened. He had shown Leo mercy during what could have been a REALLY nasty dare, and this was simply his way of returning the favour. But of course, with Leo being Leo, he could never just be overtly nice. Even his kind gestures had to be hidden behind the façade of moodiness. “Well okay then!” Kai said casually. “Then… what d’you guys wanna…” He was cut off by Leo holding up the dare bag. “Fine,” he said, knowing it was likely just an attempt to move things on and avoid being questioned about his niceness.

“My turn then,” Caleb said dejectedly as he reached into the bag. His brow furrowed as he looked at the scrap of paper, then he glanced over at Miles. Smirking a little, he read out, “Have a movie night with Miles picking the movies. You are not allowed to look away! Seriously, Miles?”

“What? You guys never let me pick!” Miles insisted, “Plus all THREE of you are wimps with horror and gore, so I figured that whoever got it, it’d be funny seeing your reactions!” As he saw Kai staring at him, he sniggered and said, “Don’t look so surprised. Not ALL of them are about YOUR dick!”

“Fine. I guess we’re doing what Miles wants,” Leo stated, then muttered, “Again!” It got a furious glare back from Miles.

Just as it seemed things were about to kick off again, Caleb said, “So we still gotta pick stuff to make it harder for Kai.”

“Oh yeah,” Miles nodded, “But… how?” He suddenly gasped and said, “I got mine. Every time Kai looks away cos he can’t handle it, he gets a punishment!”

Kai whimpered a little. He did not do well with scary movies.

“Ha, nice. Cay?” Leo prompted.

“He… has to do it naked!?” Caleb said with a shrug, unsure what else he could really suggest for a dare like that.

“I was hoping you’d say that!” Leo said, finally smiling at last. “Kai has to go and get more drinks and snacks for us between movies… WITHOUT getting dressed!”

“Oooooh!” Miles and Caleb both cooed at the same time as Kai turned bright red.

“B… but… mum and dad’ll still be up!” Kai stuttered.

“Yeah, and so will you, probably!” Miles said as he looked unsubtly at Kai’s crotch, getting raucous laughter from the others.

“Wait, so we didn’t get one from Kai,” Caleb said, grinning at the embarrassed boy. “Come on, make it HARDER!” he said, getting more laughs at the unsubtle double entendre.

“I dunno, I…” Kai paused as a momentary grin flashed across his face before he forced himself to continue looking sullen, “I dunno, maybe I should… have to eat popcorn that I’ve seen all three of you cum on!”

“Ahh, nasty!” Caleb laughed.

“Gross!” Miles groaned.

“Freaky lil bitch!” Leo sniggered.

“I’ll take that as a yes,” Kai said, continuing to fake his look of unhappiness. While he was dreading the riskiness of part of the dare, it seemed the others had been so focused on Kai’s part of the dare that they had overlooked their own – Kai was going to get to see them all cum!