Daring Kai - Part 17 (Patreon)

[I went to the park wearing just a pair of shorts and we bumped into a bunch of guys from school. Leo kept pantsing me in front of everyone, but eventually he just took my shorts, but then Freddie (from the rugby team) decided he was being too mean and got everyone to gang up on Leo. They stripped him off and made him walk home in just pants with his hands tied behind his back! It was SO funny!!!]

Kai looked at the message he had written out to Caleb with his finger hovering over the ‘send’ button. He still hadn’t had any messages from Caleb, and this seemed like the perfect opportunity to make contact, but he still held back. Maybe Caleb didn’t want to be reminded of home. After all, he had not been particularly happy the night before he left. With a gentle sigh, Kai deleted the message without sending it.

He dropped his phone down onto the bed and flopped back, groaning at nothing and everything. After they got back from the park, Kai had knocked on Leo’s door twice and been told very bluntly to fuck off both times. Leo had emerged for dinner that evening, but barely spoke a word to anyone and wouldn’t even make eye contact with Kai. As soon as dinner was finished, he disappeared back into his room. Kai had considered just leaving him alone for the rest of the evening, but as the night drew on the whole situation just kept playing on his mind.

Kai knocked on Leo’s door again and was immediately greeted with a very gruff, “Fuck off!”

“No, I’m coming in!” Kai replied as he opened the door. It wasn’t even halfway open when a shoe smacked against the wall beside him. Kai recoiled in shock, reached down to grab the shoe then swung the door open and threw it as hard as he could at Leo, who was sitting on his bed. The shoe sped across the room and hit Leo square in the face.

“FUCK!” Leo yelled as he raised his hands to cover his face in response.

“Hey, you started it,” Kai shrugged as he shut the door, “I’m just a better aim… for once!”

“Fuck off, Kai!” Leo growled through his hands as he held his nose.

“Yeah… no, I don’t think so,” Kai replied, shaking his head as he approached the bed. “How long ya gonna sulk?” he demanded.

“I’m not sulking!” Leo snapped as he lowered his hands and threw the shoe onto the floor.

“You’re totally sulking!” Kai said with a dismissive shrug.

“Yeah, well… fuck off, Kai,” Leo retorted, unable to think of anything more to say.

“So I was thinking,” Kai started as he sat down on the side of the bed, “Your cute lil briefs…” He was suddenly shoved off the bed by Leo’s foot. He fell to the floor but quickly popped back up and just sat on the other end of the bed as he continued, “Miles mentioned they’re a good way to keep a boner under control and you definitely had one.”

“Fuck off!” Leo snapped furiously, shoving Kai again.

Kai fell to the floor but this time he just remained there, leaning against the bed. “Did you EXPECT to get a boner cos of what we were doing? Is that why you wore them?”

Leo gave up on the obscenities and decided to express himself through actions instead as he lunged at Leo, looping an arm around his head as he grabbed him in a headlock and fell on top of him, thudding heavily onto the floor.

“Killing me… won’t change… what happened,” Kai said, gasping slightly from the tight arm around his neck.

Leo released the arm around his brother’s neck and laid limply on the floor as he said sadly, “Just fuck off Kai and leave me alone!”

“I would but I really don’t want to!” Kai replied with a slight smirk.

“Fine!” Leo snapped, “Fine, just… take the piss and be done with it and THEN fuck off!”

“I’m not here to mock you,” Kai said with a frown. He smirked a little as he added, “Well maybe a little bit, but… mostly I just wanted to… make sure you’re okay!”

“Oh fuck off!” Leo huffed.

“Little bit repetitive now,” Kai said wryly.

Leo rolled his eyes as he huffed and sat up, leaning on the bed next to Kai. “I didn’t mean that ‘fuck off’ as in ‘go away’ I meant ‘fuck off, you gotta be kidding me’ or whatever!”

“Oh, much clearer,” Kai said with an eyebrow raise.

Leo scowled at the sarcasm, shook his head and said, “I meant because I basically stripped you in front of, like, ten guys and you’re fine, but it happens to me and you come here to check that I’M okay. You’re such a fucking do-gooder sometimes!”

“Oh, well excuse me for caring about my brother!” Kai snapped back at him as he started climbing to his feet, “I’ll leave you to sulk in peace then!”

“No, wait,” Leo said as he reached out, grabbed Kai’s wrist and pulled him back. “Thank you for… for… checking up on me!”

Kai hummed thoughtfully for a moment, then glanced down at the hand still gripping onto his wrist. He sniggered a little as Leo realised he was still holding on at the same time and pulled his hand away, blushing awkwardly. Kai exhaled sharply and asked, “Leo, what’s going on with you?”

Leo hesitated for just a moment before replying, “There’s nothing going on!”

“Come on. All this dare stuff that you’re REALLY getting into, arguing with Miles even more than normal, being… meaner than usual to me. I know we’re always mean to each other, y’know, cos it’s fun and that’s how we communicate, but something’s up and I wish you’d tell me what it is,” Kai explained. When Leo didn’t reply immediately, Kai sighed softly and said, “I really miss the days when we told each other everything!”

“There’s… nothing to tell,” Leo replied, lying very poorly. He took a breath and added, “And we still tell each other things!”

“You mostly just tell me stuff to try and piss me off or call me scrawny!” Kai said curtly.

“Well, you ARE scrawny!” Leo replied without really thinking, “You’re my LITTLE brother!”

“Y’see! That!” Kai said, recoiling as he pointed at Leo accusingly. “You always say that and I know it’s just to piss me off! You know I’m actually ten minutes older than you!”

“I don’t say it to piss you off,” Leo said defensively, “You’re smaller than me… by a LOT. You ARE my little brother and… well… I don’t think that’s a bad thing!”

“Oh!” Kai said, deflated slightly, “I thought… I dunno, sorry I guess!”

“The fact it pisses you off is just funny most of the time,” Leo said with a broad grin.

“Dickhead,” Kai replied, shaking his head despite the smile spreading across his face.

“But if it really bothers you that much, I’ll stop!” Leo offered.

Kai thought for a moment as he shifted back to sit beside his twin, hummed pensively and asked, “You… really don’t mean it as a bad thing?” As Leo shook his head, Kai gave a meek smile and said, “Well… fine, okay. Call me that if you like then! Just… remember I’m actually the big brother cos I was born first, okay!”

“Whatever ya say, BIG bro!” Leo said with a gentle chuckle as he teasingly tilted his head to the side to rest on Kai’s shoulder for a moment before it was nudged away in amongst some annoyed laughter. “I forgot how good you are at cheering me up!” he said serenely.

“Good,” Kai replied, then frowned a little and said, “I mean… good that I’ve cheered you up, not good that you forgot!”

“I got that,” Leo replied with a nod, “I just… ugh, I don’t wanna deal with the bullshit from the guys after what they did earlier!”

“Hmm, I wouldn’t worry too much about that,” Kai suggested, “You may get a bit of teasing but I doubt it’ll last long or get too big. After all, what they threatened YOU with works against them too. Anyone finds out they stripped a guy almost naked and made him walk around embarrassing himself, they’d get in trouble too!”

“Yeah, good point,” Leo replied, looking thoughtful for a moment. “Hey, umm…” he started, trailing off slightly. As he looked awkwardly at Kai who just smiled back expectantly, he took a breath and continued, “When you do that stuff, it… it… umm… gets you going, right? Like… it… umm…”

Kai smirked at the awkwardness and helped out by suggesting, “It turns me on?” He paused to nod a little and said, “Yeah, seems like it. Totally not what I thought’d happen but… hey, here we are!”

“Isn’t that… weird?” Leo asked, his brow heavily furrowed.

“Yeah,” Kai replied directly. When a few moments of silence followed, he asked, “Is ‘weird’ a bad thing to you?”

Leo looked at Kai and cocked his head slightly confusedly, like a dog watching a magic trick. “Oh, I… I hadn’t really thought about that. I guess it should be, but… maybe!? I don’t know! It’s really confusing!”

“Welcome to my world,” Kai smirked, “At this point I’m just kinda going with it!”

Leo nodded and looked down at his own hands, fidgeting in his lap.

“It… seemed to ‘get you going’ too!” Kai observed cautiously. Leo didn’t react aside from a sudden reddening of his cheeks. “Have you… umm… taken care of that since we got back?”

Again, Leo didn’t react, aside from the redness intensifying as his gaze remained fixed on his own hands.

“I could… help!” Kai said as he gingerly reached over and placed his hand on his brother’s thigh. He heard a gentle gasp, but Leo didn’t pull away. He pursed his lips briefly and said, “I was gonna take the silence as an okay to go on, but… umm, well you remember that talk we had at school? I’d rather hear it. Should I go on?”

Leo ventured a brief moment of side-eye to his twin, then nodded and said almost inaudibly, “Yeah!”

Kai slide his fingers over, beneath Leo’s fidgeting hands which quickly pulled away to make space for him. He felt a strange thrill as his fingers found the bulge of his brother’s cock, smiling slightly as he could feel it engorging at his touch. Emboldened by Leo’s obvious but quiet eagerness, he began to suggest, “Y’know, if you want, you could always…”

Kai hadn’t even finished the question before Leo’s hand shot to the side and onto Kai’s crotch. It got a mixture of shocked gasp and pleasured moan as his fingers grazed the growing tumescence in his brother’s shorts.

For a few minutes, both boys just gently rubbed and groped each other through their shorts. Once again it ended up being Kai taking the lead as he moved his hand up and under the front of Leo’s t-shirt. He felt the firmness of his brother’s abs and the warm softness of his skin as the slight tuft of hair tickled his fingers slightly. The stomach was only a glancing touch, as the exploring hand was soon headed back downwards, this time inside of Leo’s shorts.

As Leo felt the fingers work their way inside the waistband of his underwear and finally make direct contact with his swollen prick, he let out a gentle gasp and reached across to slip his hand into Kai’s shorts in return.

“No briefs this time!” Kai said with a slight smirk. “Sorry,” he added as he suppressed the smile when he received a momentary glare from his twin. “Ahh fuck,” he gasped as Leo’s fingers wrapped around his cock.

It was a strange mix of sensations for them to be jerking each other off – exciting but wrong, naughty but nice, inappropriate but apposite. It felt like something they should have done together long before, but also something they should never explore, as confusing as it was enjoyable.

Soon enough, their stroking began to move both boys towards the inevitable conclusion as balls ached in expectation of release. Excited by his brother’s touch, Leo’s hand sped up. Aroused by Leo’s eagerness, Kai’s hand sped up in response. A cycle of excitement fuelling excitement that had both boys frantically pumping away at each other until Leo, followed moments later by Kai, began to ejaculate inside their underwear.

Panting and moaning with unbridled and uncensored pleasure, both boys shot their loads and continued stroking each other through the dual orgasms until Leo finally reached his limit and yelped, “Stop, stop, stop!”

Kai stopped stroking and felt Leo do the same, though neither boy pulled their hands away yet. They sat holding each other’s semi-hard, wet, sticky pricks as they panted their way back to regular breathing. As the post-orgasmic glow slowly faded, the reality of their position crept back in, slowly making the shared contact increasingly awkward.

“I, umm…. You should go,” Leo said as he yanked his hand out, looking at the remnants of his brother’s cum on it with a mix of intrigue and disgust. “I… need to clean up,” he said awkwardly as he began to get up.

Bizarrely, Kai found himself thinking of Caleb. The awkwardness and sudden switch from intimate contact to total detachment reminded him so much of their last night before he went away. Sighing softly at the thought of scaring off another boy, albeit his own brother, Kai stood up and nodded gently even though Leo wasn’t looking at him. “Yeah, I… I’ll… see you later then,” he said softly as he headed for the door.

*****

[Any more pics?]

[UR cute. Wanna see my dick?]

[Clearly an attention seeker. Delete your account!]

[U got an OnlyFans??]

[This morning’s pic was SO hot. Sneak peek of tomorrows?]

Kai rolled his eyes as he scrolled through the new DMs. As usual, most were nice, though far too many crossed over into a bit ‘too’ nice, and a few were nasty, but they mostly failed to capture Kai’s interest. He thought about Oz, the guy from Leo’s football team and thought for a moment about messaging him (flirting with him!?) though he decided against it, adding another name to the list of people he wished would message him first, along with Caleb and Luca. Nearing the end of the list, he spotted a name that made him smile.

[Hey this is Freddie] the message started. It was from Freddie… obviously! [Just checkin 2 mk sure Leo didnt take revenge n kill u or sumfink!]

[Hey Freddie!] Kai typed back, [No revenge thankfully. I kinda got the feeling the guys will listen to you. Any chance you can ask them to go easy on Leo after what happened? I know it was funny and he deserved it, but he’s not a total dick, I swear!]

It seemed Freddie wasn’t currently online, so Kai put down his phone with nothing left to keep his attention. It was getting later anyway and probably time to be going to sleep. Just as he clicked his lamp off, the door opened so he clicked it back on. “Hey, whassup?” he asked cautiously as he saw Leo. They had stayed in their own rooms since their mutual wank, so he was unsure if this would be related.

“Just come to put you to bed,” Leo said gruffly as he shut the door behind him. He was holding a hand behind his back, unsubtly concealing something.

“I’m kinda already in bed!” Kai said with a slight shrug. He saw Leo’s eyes dart to the restraints that had previously been used on him at night and promptly shook his head. “Nuh-uh, I told you I’m done with those!” he insisted.

“Yeah, well I say you’re not!” Leo said back petulantly.

“And I say I am!” Kai argued, scowling as Leo approached. “What’s that?” he asked as he saw Leo squat down briefly and place whatever he was carrying beside the bed. He started leaning over to try and look.

“None of your business yet,” Leo said as he pushed Kai back. He grabbed at his brother’s wrist and began pulling it to the top corner of the bed.

“No, get off!” Kai objected, struggling to get free. He grunted as he felt the weight of his brother jump onto his chest. Even without the weight of the bigger boy holding him down Kai would have struggled to free himself from the much stronger grip, though he continued to pull and tug, determined not to make it easy for Leo. Annoyingly, his hand was soon tied in place and, more annoyingly, his cock was rock hard and pressing against his brother’s back.

“Can’t believe this shit turns you on!” Leo said a little derisively.

“Yeah, well it turns you on too,” Kai said accusingly as he stared at his brother’s crotch, “You’ve probably just got pants on under there to hide it again!”

“Fuck you, Kai,” Leo said angrily at the reminder of the incident as he got the smaller boy’s other hand restrained.

As Leo climbed off and removed his twin’s underwear, Kai considered kicking him as his legs were free, but decided against it. He was annoyed to be restrained in bed again, but he couldn’t help thinking this was some kind of reaction to what they had done together rather than just an attempt to antagonise. He was just about to ask if something was wrong when he saw Leo reach down beside the bed. His eyes widened as he saw what his brother had been concealing – it was the toy that had been slipped inside him last weekend when he was cheerleading - a vibrating butt plug! “No!” he quickly objected, squirming to try and get free.

“Stay still or you’re gonna get hurt,” Leo said flatly.

“How about I tie you up, threaten you with that thing and see how still YOU stay!” Kai snapped in sheer frustration. “Where did you guys even get that thing?” he asked as he shook his head.

“None of your business, now shut up and stay still or I put it in without lubricant!” Leo threatened.

“Twat,” Kai growled as he stopped struggling and watched as Leo squeezed some gel from a small bottle and rubbed it over the small plug.

“Lift your legs up!” Leo ordered.

“Untie me and I’ll put it in myself,” Kai objected, blushing heavily at the thought of exposing his hole to his brother.

“Fuck’s sake, Kai. Why d’ya gotta make everything so fucking difficult?” Leo huffed, shaking his head as he climbed onto the bed and used his free hand to lift one of his brother’s legs.

“What, you think I should be making this EASY for you?” Kai demanded in return, clenching his buttocks as his leg raised.

“Stop fucking clenching, Kai. I don’t wanna hurt you!” Leo growled.

Kai shook his head in frustration and snapped back, “Then don’t shove a fucking butt plug inside me!”

“Okay, maybe I wanna hurt you a bit,” Leo said quietly with a wry smirk, then shook his head and looked stern again as he said, “Come on, you know I don’t, but I’m doing this, so… don’t make it worse!”

“Ugh, fine. FINE!” Kai barked back at him. He raised his other leg and relaxed his buttocks, then winced as he watched his brother reach down to part them. He quickly looked away, not wanting to watch what was happening or see whatever look would appear on his twin’s face as he looked at his most intimate part. His eyes closed as he felt the cold firmness against his hole then let out a gentle grunt as he felt it slide into him. Having seen the toy when it was removed the previous weekend, Kai knew it wasn’t huge, but it certainly felt big inside him.

“How does it feel?” Leo asked curiously as he dropped Kai’s leg.

“Pretty fucking embarrassing,” Kai grumbled.

Leo rolled his eyes and started, “No, I mean how does it feel…” He paused, as if the question itself was the embarrassing part. Blushing a little, he finished, “… having something… y’know… IN you?”

“Oh, umm… I guess… it’s a bit…” Kai mumbled, then stopped and cocked his head as he let his legs rest on the bed, getting used to the feeling of the toy inside him, “Wait, have you never tried it? Like… not even a finger?”

“No!” Leo replied, recoiling a little, looking scandalised at the suggestion. “I’m not into that stuff!” he said defensively.

“Well… it mostly feels good,” Kai said as he eyed his brother suspiciously. “Hurts a bit going in and can ache after a while… though maybe that’s only if you try cheerleading with it in…”

Leo smirked at the comment.

“But yeah, it’s mostly good. I’m… guessing you’re gonna turn me on, too!” Kai said, rolling his eyes. He flushed bright red and looked a little shocked as he realised what he had said and quickly corrected himself, “Turn IT on. The… the… toy, I mean. To make it buzz!”

“Oh, yeah,” Leo said as he reached down and pushed a button to make the butt plug start vibrating.

“Oh fuck,” Kai gasped as he felt the sensation in his rectum, his dick twitching in response. He panted slightly, blushing even more as he saw Leo staring at his crotch, then said, “Well at least… I know the battery… doesn’t last that long!”

Leo grinned as he said, “Well it wasn’t fully charged last time!” It got a groan from Kai, that got even louder as he reached down to grab something else, revealing a long cable as he explained, “And it’s rechargeable, so… I figure I’ll just leave it plugged in to let it go ALL night long!”

“Ah, Leo, come on, no!” Kai whimpered. What was most annoying about it was how good it felt, not only the sensation of having the vibrations rippling through him, but also the thought of being helplessly restrained and stimulated all night. He knew he would be a crazy, horny mess by the morning and probably wouldn’t sleep, but the thought of it still excited him.

“Damn, you are SO into this!” Leo smirked as he watched Kai’s cock throb.

“Yeah, well… so are you!” Kai said breathlessly as he watched Leo stand. While he had been joking earlier, he thought he may have actually been right about Leo wearing briefs to conceal an erection.

“Fuck you, no I’m not!” Leo snapped moodily as he reached down to plug in the charger and connect it to the toy. Clearly wanting to get away from the annoying accusation, Leo promptly threw the covers over Kai, clicked off the lamp and said derisively, “Sleep tight!”

“Yeah, whatever, ya dickhead,” Kai huffed.

Leo sighed softly as he stood in the doorway. Looking slightly melancholy at the comment, he said softly, “Sweet dreams… little brother!”

Kai watched his twin leave and shut the door. He was annoyed that Leo had gone right back to antagonising him but calling him ‘little brother’ was confusing. Was he reclaiming it as a way to piss him off or was it an unsubtle throwback to the brief tender moment earlier. Kai likely would have mulled it over even more were it not for the fact he was distracted by the pleasurable vibrations he knew he would have to endure for the next several hours. “Fuck,” he whispered to himself as he began a probably futile attempt to sleep.