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Note – Once again it's been a while since the last chapter. Hopefully it's been worth the wait and there won't be such a long break until the next one (but I said that last time). Anyway, thanks for your support. Comments, feedback, praise and constructive criticism are welcome as always to matterotica@hotmail.co.uk
Benny Takes Control
Chapter 21
Josh smiled happily as he shifted slightly on the bed, Dale's naked body pressed against his back, the young man's strong arms wrapped around him. Every now and then, he felt gentle kisses on his neck. He glanced over at the clock and groaned.
"I can't believe we've been here for almost an hour." Josh moaned with a mix of contentment and disappointment.
"Hey, don't worry, I can see plenty more of this in out future." Dale whispered into Josh's ear.
Josh grinned as he turned to face his lover. "Our future? I like that!" He planted a quick kiss on Dale's lips.
Dale rolled onto his back while Josh shifted down slightly to rest his head on the young man's firm chest. Dale's words filled him with joy, but at the same time a sharp pang of disappointment. The week was speeding rapidly towards its end and while he had endured some horrible tasks, with more still to come, it had been amazing to share in the experience with so many guys.
The things that had happened with Nick were beyond anything he had imagined and had helped to rebuild a relationship he hadn't even realised he had lost. Spending time with his youngest brother, Corey had also been more enjoyable than he had ever expected. Warren had appeared so suddenly in his life and the few experiences Josh had enjoyed alone with the boy had built a quick but long-lasting bond. It almost felt like the boy had become a third little brother to him. Then there was Dale. Sexy, sweet, caring, beautiful Dale. He knew he was getting ahead of himself, the two of them not having even had a single official date yet, but he could tell they had something special.
Finally, above all of the others there was Benny. The first male he had ever been with, his first master... his first love. But he couldn't think about that now, he had thought about it for far too long over the last couple of days.
"You okay?" Dale asked.
"Yeah." Josh replied, emerging from his thoughts. "Just... thinking about what else I've got to come." It was only a half-lie. His concern over the remaining three hours had been constantly at the back of his mind during his time with Dale.
Dale chuckled a little. "I don't think the others are gonna go quite as easy on you as I have."
"No, I guess not." Josh said back, his voice tinged with fear. The thought of his imminent torture did start to have an effect though. His cock had occasionally stiffened while he was with Dale, but for the most-part it had remained soft, allowing it time to recover from the hour-long edge Nick had ordered. It was most definitely on its way back up now.
"Come on, let's head back downstairs." Dale said. He kissed Josh on the top of his head before getting up and starting to get dressed.
There was plenty of noise coming from downstairs, the younger boys had definitely been enjoying their time away from the older members of the group. As Josh and Dale walked in, they saw Nick on the floor in the middle of the room, Benny sat on top of him while Corey and Warren were struggling to restrain his arms and legs.
"I probably don't want to know what you're doing, do I?" Josh said with a smile as they saw him.
"Nah, wouldn't want to ruin your surprise." Corey said with a fiendish grin as he let go of Nick and jumped back onto the sofa.
Josh felt his cock twitch once again.
"Okay then." Dale said as he approached Nick and picked him up as if he weighed nothing. He threw the boy over his shoulder, much to Nick's annoyance. "Who's going next?" As Nick continued to struggle, Dale turned to face Warren who had got up and sat in one of the armchairs. He pulled Nick down and dropped him into Warren's lap. "I believe this is yours!"
"Thanks, I wondered where I put that." Warren laughed as his older brother deposited the boy.
"Your brother's a dick!" Nick said, attempting to feign annoyance, but failing miserably because he couldn't stop smiling at Warren.
"I'm next!" Benny said through the noise of the others.
Josh was surprised. He had expected Benny to take the last slot as he was likely to be the most mean, but getting it out of the way early was probably a good idea. "So... where are we going?" Josh asked, edging towards the door in hope that they were going upstairs, somewhere more private again.
"Get back here!" Benny snapped, seeing Josh's slight movements.
Sheepishly Josh moved back towards his master.
"I'm feeling charitable." Benny said, almost sounding sincere. "I'm gonna use my hour to give all of us a treat. Josh, down on your knees, everyone else get undressed and gather round."
Less than a minute later, Josh was surrounded by five naked boys. Benny, Corey and Warren were already hard and it didn't look like Dale and Nick were far behind.
"Okay Josh, here's the deal. I'm sure you know that the best way to make a cock go down is to make it cum, so that's what you've gotta do. Make us ALL go down. You can use just your hands and mouth. Once you've made us all cum, if anyone is hard again, you make them cum again. If at any time in the hour you've managed to make us all soft at the same time, you win. If we get to the end of the hour and there's always been at least one of us with a boner, you lose." Benny explained.
The explanation alone was enough to get Dale and Nick up too. Josh was now surrounded by five eager erections.
"What does he get if he wins? Nick asked.
"If he wins, I'll go easy on him when we make him cum." Benny replied.
"And if he loses?" Corey asked, almost bouncing with excitement.
"Well let's just say I'll be a bit... less kind." Benny said cryptically. Josh looked at him quizzically so he added, "Remember Monday!"
Both Nick and Josh gasped quietly, eyes widening with fear. Josh's mind rushed back three days to the torture Benny had inflicted on his younger brother. The two siblings eyes met for a moment, both remembering the painful incident.
"Fuck, what did you guys do on Monday?" Warren asked with a grin as he saw their expressions.
"Hopefully you won't need to find out." Benny said. "Oh, and your hour begins now!"
Josh was shaken out of his daze. He looked round and without giving it much thought, lunged forward to take Benny's cock in his mouth while reaching up to the two cock's either side of him, Warren to Benny's left and Nick to his right.
It wasn't long before the three boys were all moaning happily under Josh's stimulation. Sensing Benny was right on the verge of cumming, Josh stopped. At first the young tormentor thought this was Josh's attempt at getting a little revenge, but he soon realised his slave actually had a plan. He turned round and took Dale's cock in his mouth, one hand moving onto Corey's small erection while the other continued working on Nick, who seemed furthest from orgasm. Instead of making all five boys cum as soon as possible, he was attempting to time it so that they would all be at once.
Benny was secretly disappointed that Josh had come up with a plan so quickly. He had been hoping to maximise Josh's suffering later in the evening. At least it was some consolation that he would shortly see Josh covered in five loads. The thought of it was almost enough to make him cum right there. Being left so close to orgasm and then having to watch the naked boys in front of him was torturous. He felt a momentary pang of sympathy for Josh's much-longer suffering but it soon passed as Josh moved once again.
The older boy now had Warren's rigid cock in his mouth, with a hand back on Benny's, the third playing with Dale. Josh continued working, switching positions over and over, the moaning of the five standing boys gradually increasing in intensity until it became obvious that they were all on the brink.
"Oh fuck!" Corey yelled out as Josh's stroking pushed him over the edge. The youngest boy shot a small load onto his big brother's cheek.
Seeing the boy cum was enough for Benny too. His cock, currently sliding back and forth between Josh's lips began to fill the young man's mouth.
Before Benny had even finished shooting, Josh moved once again. He took Dale's throbbing boner in his mouth then reached round to stroke Nick and Warren simultaneously. Less than a minute later, the two teens were adding their loads to Corey's, dripping down Josh's face. Dale was last to cum, about a minute after the younger boys, groaning deeply as he shot deep into his lover's throat.
Sucking the last few drops of Dale's seed, Josh pulled the softening prick out of his mouth and smiled up at the breathless young man. "All done." Josh said happily.
"Not quite yet!" Benny replied happily.
Josh looked round to see Benny pointing at Corey's crotch. Despite cumming mere minutes before, the boy was already sporting a raging erection once again.
"You gotta be fucking kidding me!" Josh moaned, looking up at his little brother who appeared completely unapologetic. Not wasting any time, he turned and began to suck once again. For a few minutes he sucked frantically, desperate to get the boy soft and avoid his punishment.
With his cock still sensitive from the previous orgasm and enduring one of the most intense blow jobs of his life, Corey was moaning wildly. His knees were getting weak and it was only by holding onto the boys either side of him that he remained upright.
Unfortunately, the sight of Corey enduring such intense pleasure was enough to get Warren going again. Moments later, the boy moved forward enough to tap Josh on the shoulder with his erection. Josh looked round, still sucking Corey, and saw the boner. He started stroking it and realised exactly how things were going. No doubt the others wouldn't be far behind.
Josh was right. Within minutes, all five cocks were rigid once again. He resumed his previous technique, intending to get another simultaneous five-way orgasm. Sucking and tugging on each cock over and over. Time was growing short, but he could tell they were once again getting close.
The cumming started once again, this time starting with Dale, followed by Nick and Benny, Warren shortly behind them. Just Corey left to go, the boy was seconds from cumming again.
"Time's up!" Benny called out, almost bouncing with excitement.
"Fuck!" Josh called out, releasing his youngest brother's erection from between his lips.
"I'm so close. Finish me off!" Corey demanded.
"Hey, you don't tell me what to do until you have your hour!" Josh snapped, annoyed that he had so narrowly missed out on beating Benny's challenge.
The younger boy glared at him, angry at the refusal, but remained silent.
"Nice try, boy, but you failed." Benny taunted Josh.
"Whatever." Josh said, trying to act casual. In reality, his mind was racing. On top of two more hours of torture at the hands of Warren and Corey, he now knew what he would have to endure when he was finally allowed to cum. He couldn't stop thinking about Monday, Nick's screams of pleasure and pain, how the boy had sobbed helplessly, begged for mercy, and now it would be him in that position. Frustratingly, his cock throbbed at the thought of it.
"My turn now." Warren said. Josh turned to face him and found the boy was getting dressed. "Get your clothes on, we're going out!"
"All of us?" Corey asked hopefully.
"Afraid not, just me and your bro." Warren replied, now fully dressed. "Hurry up Josh, meet me outside, and bring your car keys." He walked out, leaving Josh curious about what was planned and the rest of the boys disappointed that they would be missing out.
A few minutes later, Josh left the house to find Warren stood impatiently by his car. Josh unlocked it and they got in. "Where we going?" Josh asked.
"I'll direct you." was all Warren replied. He spent the next ten minutes directing Josh, saying nothing else, until they reached a familiar area. "Turn in here."
Josh smiled despite his nervousness as he realised where they were. They were back on the quiet road where Benny had brought them after their day at the pool, the spot where the two of them had first... interacted! Josh stopped the car and turned off the engine, plunging the two boys into darkness.
Josh heard Warren take off his seatbelt. Moments later the boy had jumped across, straddled his lap and started to kiss him. Several minutes passed as the two kissed, fast then slow, their hands exploring each other's bodies.
They finally parted. "You know, we could have done this without leaving the house!" Josh joked.
"This wasn't what I brought you here for, it just felt like a good opportunity to do it. Figured it's probably my last chance!" Warren explained as he climbed off.
"Yeah, a lot of that going round tonight!" Josh said quietly, remembering Nick's similar comments.
"Huh?" Warren enquired, not following.
"Never mind." Josh said, not wanting to explain the private moment he had shared with his little brother. "So why are we here then?"
"Turn the headlights on and get out." Warren ordered. They got out of the car simultaneously and met in the light ahead of the car.
"Now what?" Josh asked, shuddering slightly.
Warren said nothing. Instead he started to strip Josh. Last time they had been there, it had been the other way round. Josh had loved that moment, but was finding this one even more exciting. He moved around enough to help the boy strip him, but mostly stayed still, awaiting his orders.
"Now do me!" Warren ordered, taking a step back. Josh undressed the boy, staring straight into his eyes the whole time, both of them breathing heavily in anticipation.
Josh gulped as he stood facing the naked boy, both of them now erect. "Now what?"
"Do you... remember Saturday morning?" Warren asked nervously.
"Of course I do." Josh smiled. "I'll never forget that. Why?"
"Do you remember what I asked you to do?" Warren asked.
Josh thought for a moment. They had discussed, and done, quite a few things during their brief encounter that morning, but one thing definitely stuck most on his mind. The young boy had asked Josh to fuck him. Josh had refused, not wanting to hurt him. "Do you mean.... when you asked me to... to fuck you?"
Warren nodded. "Yeah. I... still want you to. I'm way more experienced than I was then so you can't use that as an excuse this time. Plus I can order you to do it."
"Yeah, you can." Josh replied, then reached up and placed his hands on the boy's shoulders. "But just so you know, that wasn't an excuse, I really didn't want to hurt you. I really like you Warren, a lot, and I'd never want to hurt you."
"You won't. But please... do it." the younger boy looked up at him, his eyes wide with anticipation, excitement and a fairly heavy dose of nervousness. He knelt down for a moment and reached into a pocket of his discarded clothing, producing a small tube of lubricant. "You'll need this." the trembling boy said quietly, his voice seeming exceptionally loud in the extreme quietness enveloping them.
Josh reached out to take it but kept hold of the boy's hand as he did it. Neither of them said anything, their eyes just fixed on each other in the dim light of the car. The older boy was unusually nervous. It wasn't like he hadn't done this sort of thing, extensively, over the last few days, it was something else. He was fairly certain he was falling in love with Dale, he definitely loved Benny, his master, and the love he felt for his two little brothers had only increased because of their recent activities. Then there was Warren. This sweet, beautiful, sexy boy standing naked before him, wanting so desperately to fuck.
The older teen couldn't help himself. He leant over and pressed his lips against Warren's. The kiss was brief, gentle, tender. It caught the younger boy off guard, but just for a moment, then he kissed back. Josh pulled away, but just a little He held the boy's neck with one hand, his forehead and nose pressed right against Warren's.
"Warren... I...." Josh whispered, but he didn't know what to say.
Josh's heart was melting. His feelings were impossible to put into words, but it seemed he didn't need to anyway. Whatever it was he was feeling, it seemed to be mutual.
They let go of each other after a few more moments. Warren turned and bent over the car, signalling to Josh that he wanted to proceed. Josh opened the lube, squeezed out a little then reached towards the boy's pearly white rear. He thought back to the day in the pool, how he had watched the perfect ass walking up the steps to the water slide. His cock twitched, a small drop of precum trickled down the shaft. He pushed his finger between the cheeks, finding the boy's hole. As he swiped his finger across it, Warren let out a satisfied moan which turned into a high-pitched whimper as the digit began to push its way inside.
Next Josh squeezed out a little more lube and gingerly took hold of his own erection. His breath caught in his throat. It was so sensitive that he thought he might cum just from lubing his rigid shaft.
"I don't know how long I'll be able to do this. I'm still not allowed to cum, remember." Josh reminded the boy.
"I don't care. Ten minutes or ten seconds, it doesn't matter. I just wanna feel you...." The sentence fading into nothingness, Warren's voice fading as he stopped himself saying more.
Josh paused. He had figured that this was just about the sex, that the boy wanted to be fucked and nothing more. However, the moment they had just shared, what the boy had almost said, Josh knew what he had to do. He reached out and grabbed Warren's arms, making him stand, then turned him around and pushed him back. Josh made him lay on his back, then lifted the young teen's legs into the air, revealing his ass. Josh's cock found it's way to the hole, pushing gently.
"If it hurts, tell me to stop." Josh whispered.
"Okay." Warren replied, nodding nervously.
Josh pushed slowly, his cock sliding millimetre after millimetre inside the warm opening.
"Oh God, Josh." Warren whimpered as he felt the older boy's rigid dick filling him. "Keep going."
Josh was teetering somewhere between pleasure and torture. Being inside Warren felt exquisite, but he was so close to cumming that he didn't know if he was going to be able to hold back. He was so distracted by the sensations that he barely even noticed when the boy's ass pressed against him. He was all the way in. How something so big could fit inside someone so small astounded him, but from the expression on Warren's face any discomfort he was feeling was eclipsed by the pleasure.
"I don't think... I can... fuck you." Josh stuttered breathlessly. Just staying still inside the boy was enough to keep him dangerously on edge. Sliding his cock out and back in again would easily push him over the edge.
"I don't care, this feels amazing." Warren moaned happily.
They stood like that for a few minutes. Eventually Josh calmed down a little and he was able to move again. Reaching forwards he slid his hands under Warren's back, lifting him into a sitting position, then lifted him completely. He was now holding the boy against him, his cock still deep inside.
Warren wrapped his legs around Josh's waist and his arms around the older teen's back. Then they were kissing again. Several minutes passed, Warren squirming slightly up and down on Josh's cock as they embraced.
Josh pulled away from the kiss. "I can't... I can't... any more... I'm gonna..." He couldn't even form a coherent sentence, but Warren knew what he was trying to say.
As they moved back towards the car, Warren released his grip and fell back. Josh quickly pulled out, leaving the younger boy suddenly feeling very empty. Both boys were panting, cocks rigid.
"Are you gonna...." Warren started, sitting up.
"I just... I just need a minute." Josh panted back. "To... calm down."
"Oh." Warren said with a grin. "Then you probably shouldn't watch this!" He lay back again, one hand sliding across his chest and finding a nipple, the other one taking hold of his erection.
"Jesus Warren. You fucking tease!" Josh said, grinning back at him. It took every ounce of self control he had not to join in and stroke his own cock while watching the boy.
Warren's hand was pumping away fast. His other hand let go of the nipple then slid down his body, down past his cock to finger his still-slick hole. "Ah yeah, yes, oh yes!" he moaned as he stroked, his eyes still fixed on the aroused older boy. "Suck me!"
That was all the instruction Josh required. He lunged forward, pushed the boy's hand aside and took the rigid cock between his lips. It only took a few seconds of sucking before the boy was shooting a small load into Josh's mouth.
"Holy fuck!" Warren muttered as his cock slid out of Josh's mouth.
Josh stood back up, happy at the boy's release but still craving his own. "So what now, boss?" he asked cheekily. "We've still got about fifteen minutes before we need to start driving back."
"Get dressed." Warren said with a smile. The two boys dressed then Warren directed Josh to get into the back seat of the car and followed him in.
"What are we doing?" Josh asked nervously.
"Relax, I can tell you can't take any more without cumming and I definitely don't have another load in me tonight. We're just gonna have a break." Warren explained. He leaned against the older boy who lifted his arm and placed it around him.
Mere seconds later, Josh looked down and saw that Warren had fallen asleep, exhausted. He gently kissed the top of the boy's head then looked at the clock on the dashboard. His earlier estimate had been right. They now had about fifteen minutes before they would have to head back. He didn't want to risk being late. He could barely imagine what punishment Benny would inflict on him for that on top of the tasks still to come.
The fifteen minutes passed far too quickly for Josh's liking but he soon found himself having to wake Warren. He briefly considered seeing if he could slide out and drive back without waking the boy, but he had a feeling Warren wouldn't want to miss the rest of his hour. "Hey, hey Warren." Josh whispered, nudging the boy gently.
Warren woke up and rubbed his eyes, then looked round at the clock before turning an angry gaze on Josh. "How could you let me fall asleep? I missed..." his voice trailed again.
"Cuddles?" Josh finished the sentence for him. Warren blushed. "Warren, I'm dating your brother, you're dating mine, I think we'll be seeing plenty of each other from now on. I will always have cuddles for you." He kissed him on the forehead.
Warren continued blushing, but nodded his understanding.
"Now let's get back." Josh said, getting out of the car and moving into the driver's seat.
The drive back was almost silent. Josh's sense of impending dread suppressing any desire to chat. Warren could sense it too and thought it best not to try and force a conversation. He may not have been able to talk much anyway as he struggled to keep his eyes open.
When they pulled up on Benny's driveway, Warren looked over at the older boy. "You ready for this?"
"No." Josh replied honestly with a weak smile. "You got any idea what he's got planned?"
Warren shook his head. "Nah, he wasn't giving anything away."
Josh took a deep breath. "Let's get this over with." He got out of the car and headed inside, closely followed by Warren. "We're back." Josh called as he got inside.
"Shh!" Dale hissed at him, emerging from the lounge. Josh gave him a questioning look, then walked over as Dale gestured for him to approach. Josh peeked inside the lounge and saw Benny and Corey curled up asleep on separate armchairs while Nick was asleep on the sofa.
Dale pulled the door closed then led Josh and Warren into the kitchen. "Should we wake them?" Josh asked.
Warren and Dale answered simultaneously. Warren said yes while Dale said no. The two brothers glared at each other.
"Corey's gotta take his turn, then we've gotta make Josh cum!" Warren insisted.
"We can just do that tomorrow. They're exhausted!" Dale replied.
"No, we should..." Warren started, but Josh cut him off.
"You need sleep!" Josh insisted, giving the boy a stern look. He didn't need to bring up how quickly Warren had fallen asleep earlier, the younger boy knew Josh was right.
"Fine." Warren snapped. "But you're still not allowed to cum!"
Josh shrugged. By now he was almost getting used to being told that. Warren turned and headed to the lounge. He sat beside Nick, who stirred slightly, just enough to see Warren next to him. The two boys cuddled up together and were soon fast asleep once again.
Josh looked at the four sleeping boys and smiled at how sweet they all looked before pulling the door closed. He walked back into the kitchen and approached Dale. "Alone at last!"
Dale pulled Josh into a kiss. When they pulled apart, Dale said, "I'm kinda pissed that you're still not allowed to cum yet, but it's nice to have you to myself for a while."
Josh laughed slightly.
"What's so funny?" Dale asked, not sure whether to be offended or not.
"This. All of it. A week ago I hadn't even thought about doing anything with a guy. Now I'm virtually a total cock-slut! And I appear to have a boyfriend. It's just... weird!" Josh explained.
"Appear to?" Dale enquired, pulling away and raising an eyebrow.
"Well we've not even had a proper date yet. I didn't want to just assume..." Josh attempted to explain.
Now it was Dale's turn to laugh. "You're okay to assume. I like you Josh, a lot. And yeah, it probably is waaaay too soon to call you my boyfriend, but that's what I want you to be, ya know, eventually!"
Josh just smiled in response and gave the young man a peck on the lips. "Whadda you say we head upstairs and have an early night? A long drive followed by a day at the beach with those four little animals... I think we're gonna need all the energy we can get!"
Dale took Josh's hands and stared into his eyes, then smiled sweetly. "I've got a better idea."
Josh should have been worried. If this week had taught him anything, it was that 'ideas' rarely ended well for him, but the look on Dale's face was so innocent he knew he had nothing to be concerned about.
"Okay, you go wait in Benny's room. I'll come and get you when it's all ready." Dale said, pushing Josh towards the door.
"All what's ready?" Josh asked, pushing back against Dale.
"You'll just have to wait and see!" Dale insisted, pushing him back again. "Now fuck off, I've got things to do!"
Josh gave up his resistance and headed upstairs. He went into Benny's room and sat down on the bed. He did his best not to listen to what Dale was doing. As curious as he was, it was clear that he wanted it to be a surprise.
As it turned out, Josh found it quite easy to think about other things. He thought back to what he'd been doing on that very bed just a week ago. The torture Benny had inflicted on him, his own surprise at the way his body, and mind, had responded to the horny boy's machinations. It was weird to think that these desires had been inside him all this time. They had to have been. Doing something gay doesn't turn you gay. Josh was far from a expert in homosexuality, but he at least knew enough to realise it didn't work that way.
'Did I... always like this stuff?' he asked himself. 'Did I choose to ignore it or did I just never think about it?' His mind wandered back over the years. The girls he'd been with, the wank fantasies, the porn he'd watched. Were there clues? Had he missed them? How could kids as young as Warren and Benny already know this much about themselves when he had been so clueless about his own desires?
'Whatever.' he dismissed the questions racing through his head. 'No denying it now. Fuck, do I have to tell Mum and Dad? They're gonna flip. Well, maybe. I mean, they know a few gay people, but it's gotta be different when it's your own kid. Kids actually. Me and Nick anyway. Maybe Corey too.'
Josh was shaken from his thoughts by a knock at the door. "Come in." he called out, wondering why anyone would bother to knock. They knocked again so he got up and walked over to the door, pulling it open gingerly. Dale was stood there, smiling nervously and holding a small bunch of flowers that had clearly just been picked from the garden. "Dale?" he asked.
Dale held out the flowers and asked, "Hi Josh, would you... like to go on a date with me?" He clearly knew Josh was going to say yes, there was no other possible outcome, but he still sounded nervous. He swallowed heavily as he awaited the response.
Dale had always been so strong and confident. Seeing him stood there so exposed and intimidated made his heart feel like it was going to thump right through his ribcage. "Of course." Josh said, his voice barely a whisper.
Dale stood aside to let Josh out into the hallway then the two of them headed along to the stairs in silence. Dale still looked nervous so Josh decided to try and put him at ease a little. About halfway down the stairs, he reached out and took the anxious young man's hand in his own. "So where are we going?" Josh asked.
The hand-holding and silence-breaking seemed to relax Dale a little. Smiling once again, he said coyly, "I know a little place nearby." He led Josh back into the kitchen and through the patio door out to the garden.
The back garden was fairly large, about thirty feet wide and stretching back almost twice that. Both sides were lined by tall fences that were obscured by a range of plants, shrubs and small trees. The first third of the garden was wooden decking, the rest was lawn. Out on the grass a blanket was spread on the ground with a few pillows on it. In each of the corners sat a lit candle.
Josh stopped dead as he saw it. He had made a few romantic gestures over the years with girls he had liked, tiny things really, but he had always been the one putting in the work. To see something like this done just for him almost brought a tear to his eye. "Dale, this is..." Josh started, but the words failed him.
"You don't like it? Oh God, you think this whole thing's lame, don't you?" Dale said, panicking. He turned and started to walk away, but was held back by Josh who still had a firm grip on his hand.
"It's not lame. It's... amazing!" Josh said, pulling Dale back towards him and into a kiss.
"Really?"
"Really!"
Ecstatic that Josh liked his idea, Dale led him over to the blanket and the two of them sat down. Once they were comfortable, Dale reached over to a small box beside him. He pulled out a couple of bottles of beer and a bag of pretzels. "It's not exactly champagne and fine dining, but it was the best I could do on such short notice." Dale explained, blushing a little.
"It's perfect." Josh said happily, popping the caps off of the bottles.
"It's just stuff I got for the beach tomorrow. I guess we can stop and pick up some more stuff on the way." Dale explained awkwardly.
"Dale, relax. This is already the sweetest thing anyone has ever done for me." Josh beamed. "Cheers!" He lifted his bottle.
"Cheers." Dale said in return, raising his bottle and clinking it against Josh's.
They sat there for hours, chatting quietly, laughing, asking each other things. It really did feel like a first date, but without the paralysing nervousness of not knowing if there would be a second date. It was obvious there would be, and a third, fourth, fifth.
Eventually, Dale blew the candles out. They still had a while to burn but the last thing he wanted was to set the garden on fire. Dale moved round and lay flat on the ground, gesturing in the twilight for Josh to join him. The other teen turned round and lay alongside him, resting his head on Dale's shoulder.
"Wow. Starry night!" Josh whispered as looked straight up. There wasn't a cloud to be seen so the sky was filled with a blanket of twinkling little lights.
Dale said nothing, just reached round him and squeezed him gently. Laying there together, they eventually drifted off to sleep.
"They're out here!" someone called out, waking Josh and Dale with a start.
Josh sat up quickly and looked back towards the house. It was morning, but still quite early it seemed. The call had come from Benny who stood on the decking. The boy looked out at the two young men, saw the blanket and the candles and his face dropped just a little, but soon lit up again with a slightly pained smile.
"Get packed up and come inside. We've got things to do." Benny ordered before turning back to go into the house, just as Corey was heading out the patio door. Benny barked an order at him too. "Get back inside. They'll be in soon." Then they were gone.
"God, did you see his face?" Josh asked as he turned back to look down at Dale who had sat up, looking at the spot where Benny had just been.
"Yeah. He's totally into you. It's gotta be killing him seeing us together." Dale said quietly.
"Yeah, but he knows the deal." Josh said, climbing up onto his feet. He reached down and helped Dale up.
Dale started picking up the blanket and other things from the ground. "Yeah, but it's still gotta be tough."
"Well how about this, then. Let's have our second date some time next week and until then, we'll just be friends." Josh suggested.
"Okay." Dale said with an understanding smile before kissing Josh. "Starting now!"
The two of them headed inside to find all four of the boys very much awake in the lounge. Dale sat down in one of the armchairs. Corey was sat in the other, so Josh picked him up and almost threw him onto Dale. Corey put up a token show of resistance, but once he was sat on Dale's lap, he seemed quite happy to stay there.
Josh looked up at the clock and saw that it was only half six. He yawned, as if realising how early it was made him feel even more tired. "So what's so urgent we needed to be up this early?"
"Well apparently the beach is about a two hour drive away so if we wanna make the most of the day we wanna leave early." Benny started.
"What? The beach is barely an hour away." Dale said back, confused.
"Not the one we're going to." Corey replied, looking up at the bigger boy.
"But we've got some other business to take care of before that." Benny continued, ignoring the interruption. "Now Corey has kindly agreed to postpone his hour with you until tonight, Josh. But there's still the small matter of finally letting you cum!"
There was a cheer from the other four boys. Josh had almost forgotten about it. It had been nearly a week now since he had cum.
"Aaaaand...." Benny continued. "If you recall, you failed my challenge last night, so you know what that means!"
"Fuck, good luck bro." Nick said sympathetically.
Benny pulled a deck of cards out of his pocket. "You remember the game?" he asked, looking at Josh wickedly.
Josh took a deep breath, closed his eyes for a moment then looked at Benny and nodded. "Same rules as last time?"
"Yup." Benny said, he sat on the floor with the cards in front of him.
The two of them started playing while Nick explained it to Dale, Warren and Corey. "So they go through the deck. Josh has to guess what suit each card is. Each wrong answer adds a minute to the penalty. Then they draw one more card to determine what we actually do to him. If he does it like before, he'll allow Josh to gamble too." They all looked just as confused. "Just... watch, it'll make sense."
The game continued, the four spectators cheering every time Josh got one wrong, which seemed to be most of them. Once the deck was cleared, Benny counted them up. "Forty-two wrong!" he called out happily.
"Fuck!" Josh muttered. "Let's just draw the card and get this over with."
"Not this time. We'll do whatever we want to you this time, but I'll give you one chance to make things a bit easier on you." Benny said, his now all-too-common wicked grin returning.
"Or possibly worse, I'm guessing." Josh said, scowling outwardly whilst attempting to hide his admiration for the boy's seemingly endless aptitude for torture.
"Possibly." Benny said happily. "Draw one card. If it's a spade, your time gets tripled, a heart and it's doubled, a diamond and it stays the same, a club and it's halved. You gonna risk it?"
Josh thought for a moment, then looked round at the others. "It's only a fifty-fifty chance of it getting worse. They're not bad odds." Dale suggested. The others seemed to nod in agreement.
Josh turned back to Benny and nodded reluctantly, the reached out to the deck of cards.
"Wait!" Corey called out. He dashed forwards and whispered for a few moments in Benny's ear.
Benny laughed. Never a good sign. "Okay, new twist. As well as the suit, if you draw a picture card - jack, queen, king or ace – then you won't be suffering alone. Corey is jack, Warren is queen, Nick is king and Dale is ace. Draw one of their cards and they get half of your time!"
Josh looked thoroughly confused now. "You've lost me. I'm just gonna pick a card and you can tell me what'll happen!"
"Fine." Benny said, happy to get things moving. He fanned out the cards. "Draw."
Josh picked a card and discretely looked at it without letting anyone else see. "Fuck." he murmured.
Benny's face lit up at seeing his slave's reaction. "Show us!" he ordered. Josh revealed the card – the ace of hearts.
"Wait, so... what does that mean?" Dale asked. He had been confused by Benny's seemingly endless list of rules, but he knew he had been designated the ace, so this was definitely not going to be good for him.
"Well the heart means his time is doubled, but the ace means you get half of it!" Benny explained.
Dale smirked. "Oh no, forty-two minutes, what ever will I do?!" he exclaimed sarcastically.
Nick just looked round at him, an almost haunted look on his face. "It's not as easy as it sounds. They don't stop if you cum, they just keep going. Have you ever tried keeping going after you cum?" he asked.
Dale continued to look smug. "Whatever, let's just get it over with." he started to undress without any further instruction. Josh followed his lead.
Once they were naked, Benny had them both lay on their backs on the floor along the length of the room, theirr heads together in the middle. "Arms out to the sides." he instructed. Both young men did as instructed, then Benny reached into his box of toys and pulled out two pairs of handcuffs. Josh and Dale's hands were cuffed to each other on both sides meaning neither of them could pull their arms back down to their sides without causing extreme pain to the other.
Josh was already fully erect before they even started. Knowing the discomfort he was about to endure did nothing to lessen his excitement at finally being able to cum.
"Okay boys, do whatever you like to them, just so long as they've both got someone wanking or sucking them the whole time." Benny explained. The other three boys quickly took position, Nick and Benny kneeling either side of a still-confident looking Dale while Warren and Corey knelt beside Josh. "And, begin!"
Nick virtually dove onto Dale's cock, taking it straight into his mouth. The sudden stimulation made the older boy gasp, his dick rapidly hardening at the boy's touch. Benny went for his chest, fingers running through the fine hair while his lips settled onto a nipple which stiffened almost as quickly. Dale closed his eyes, enjoying the range of sensations. He squirmed upwards slightly, his head moving beside Josh's. It felt nice having him close by.
Josh found himself enduring much of the same treatment. His engorged member currently in Warren's mouth while Corey focused on his chest. His youngest brother was being far from gentle though. Amongst the licks to his nipples, Corey occasionally bit them causing Josh to wince with pain. It was not all bad though, as each wince of pain also seemed to be accompanied by a twinge of pleasure down to his cock.
Benny sat up from Dale's chest and looked over at Warren who was sucking away eagerly. "Not too fast. Let's make him suffer for a while." The young master moved over to take Warren's place. Warren moved up to Josh's chest, taking the right nipple between his lips while Corey continued to torture the left.
"Oh fuck!" Josh moaned. Tilting his head back, he could see Nick working on Dale's cock, the older boy moaning contentedly as it continued. That only served to heighten his arousal as the assault on his chest and crotch continued. "Oh God, I'm so close!" he whimpered.
"Good!" Benny said happily, pulling his mouth away and replacing it with his hand. As he did so, he slipped his other hand down below Josh's balls to his hole and slipped two fingers inside.
"Holy shit!" Josh screamed out. Nipples, cock, hole and Dale's pleasured moans. It was almost too much to take. His cock twitched wildly in Benny's grip, the boy's expert touch keeping him right on edge. "Benny. Benny please." he pleaded desperately.
The four younger boys, already aroused by their own actions found their own cocks begging for attention at the sound of Josh's desperation. Nick, Warren and Corey were all tugging slowly on their own cocks through their clothing as they continued. Had one of Benny's hands been free, he would have been doing the same.
"Beg for it boy, and use my proper name." Benny snarled, ramming his fingers so hard into Josh that the rest of his hand almost followed.
"Please, please. I'm begging you." Josh moaned, not caring how pathetic he sounded in front of the other boys. "Master, please. Please Sir, you have to let me cum. Pleeeeease!"
Benny smiled cruelly. "I think it's time."
The other boys stopped what they were doing, Nick pulled Dale's cock from his mouth but continued stroking it with his free hand while the older boy tilted his head back. Despite all the things they had done together, Dale had still not seen Josh cum yet and after so much build up he definitely didn't want to miss it.
"You ready, boy?" Benny asked.
"Yes Sir!" Josh snapped, his hips thrusting upwards to increase the movement of his cock between the boy's fingers.
"Here we go then." Benny said, looking from one boy to another, each of them wide-eyed in anticipation.
It only took a few more rapid strokes and it began. Josh's pleasured whimpers turned into an ecstatic scream as the eruption began. First came a thick heavy stream that stretched from the middle of his chest down to his stomach. Next came several long distance shots, flying clear over his head. One hit Dale's own cock, the next splatted heavily onto Dale's chest, the next couple landing across Dale and Josh's heads, a few more covering Josh's chest. The cock continued to twitch as the last few drops oozed out. None of the boys had seen a load like it in their lives, the sheer volume of it boggling their minds and stiffening their already rigid dicks. Josh's whole body was still convulsing with pleasure.
"No need to stop!" Benny snapped at the stunned boys.
Nick continued stroking Dale, but now with the added lubricant of Josh's semen. Warren started licking the load off of Josh's stomach, following it up his body and face, then retrieving the thick puddles of it sitting amongst Dale's body hair. The excitement of Josh's orgasm compounded by the sensation of Nick's slippery stroking and his little brother licking cum from his chest was enough for Dale. With a loud grunt he began shooting his own load. Warren moved out of the way just in time, allowing the new squirts of cum to cover the newly-licked-clean face and body of Dale.
Before the last drops had dripped out, Warren had got to work licking his brother clean once again. As he did it, both Benny and Nick got back to work on the cocks of Josh and Dale respectively.
"FUCK!" the two older boys called out in unison. The young mouths on their massively sensitive tools was excruciating.
"See what I mean now?" Nick smirked to Dale who just stared back in terrified realisation. "And you've still got another half hour of this.
The two young men squirmed, but between the boys holding them down and their restrained arms, there was little they could do to get away. Dale was the first to start pleading. "No, please no more. It's... ah, it's too much!"
Both cocks were now only semi-hard, but that didn't stop the younger boys' assaults. Corey took over from Benny, taking his big brother's sensitive organ into his mouth, while Warren swapped with Nick, licking at Dale's dick torturously.
"Ah, ah..." Josh stuttered, attempting to beg but the words caught in his throat.
Gradually over the next ten minutes the discomfort died down and instead was replaced only by pleasure as the sensitivity subsided. Once again they were both up to full hardness.
Warren let go of Dale for a moment, pulled Nick close and whispered something to him. The other boy smiled back then the two of them stood and quickly pulled off their clothes. Warren stepped over to Josh and gently nudged Corey aside while Nick stood over Dale. In unison, the two boys straddled the moaning young men then squatted. Reaching down, they directed the erections into their own holes, sliding down slowly until they were both inside them completely.
Corey and Benny looked on in excitement. Seeing the two young boys each riding their own brother's boyfriend was an absolute thrill.
Warren looked down at Josh and smiled. Josh grinned back. This would be different from last night. For a start, he would be allowed to cum, which seemed to be what Warren desperately wanted from the way he was already speeding up. This time, though, Warren was completely in control. The way Josh held held Warren the previous night, the tenderness, the passion, all gone, replaced instead by pure animalistic lust.
Nick seemed to be having a similar experience as he rode Dale, the older boy looking up excitedly at the younger as he pumped away. Warren and Nick made eye contact, grinned at each other then leant forward into a kiss.
Despite the focus being on Josh and Dale, Benny couldn't hold himself back. Seeing the four boys going at each other like that was too much for him. He leant forward, squeezing his head in between Dale and Nick's bodies, taking the younger boy's cock into his mouth. Corey copied, sucking on Warren's wildly bouncing erection.
Dale and Josh both lay there, completely pinned down by the mass of limbs atop them, both edging closer and closer to another orgasm as they slid in and out of the tight young holes.
Breathlessly, Josh called out, "Oh God, I'm cumming!"
"Me too. Me too!" Dale called in response.
Neither Nick nor Warren stopped what they were doing, more than happy for the older boys to cum inside them. With almost perfect synchronisation, they both felt the warmth of a much smaller second load inside them. As if the seed filling their asses was some kind of trigger, the two boys began squirting their own loads into the mouths of Benny and Corey. Benny swallowed Nick's load eagerly, while Corey pulled away and spat Warren's jizz onto Josh's chest.
Panting and sweaty, they all moved apart, Warren and Nick standing up to pull the cocks from their rears. Warren looked down at his own load, now on Josh's chest thanks to Corey. Without a second thought, he leant down and sucked that up too.
"You really are a little cum-whore, aren't you!" Josh said through ragged breaths. Before he could say any more or hear any response from Warren, a sudden jolt of electricity shot through him as he felt a hand stroke his cock, now more sensitive than ever.
It was Benny. "We're not done yet, remember!" he said.
Corey once again followed Benny's cue and began stroking Dale who screamed out in response. "Fuck, please, not again."
"You've got sixteen minutes left." Benny said, ignoring the boy's pleas. "Let's see how many more loads we can get them, wanking only!"
Dale and Josh both moaned, particularly as the two young boy's seemed to speed up their stroking. Their cocks felt like they were on fire. Neither of them had felt such extreme stimulation before. Warren and Nick stayed back, either needing a break after what they had just done or simply out of sympathy for the older siblings' plight.
"No no no no no no." Josh muttered a couple of minutes of stroking later. "Please not again. Please please please." It wasn't the next orgasm he was dreading. After being denied for so long, the release he was feeling from each load was amazing, it was the sensitivity afterwards that scared him. Each time it seemed to get just a little bit worse. His cock twitched between Benny's fingers as a small load dribbled out onto his stomach, then the intensity renewed once again.
Warren saw the small puddle on Josh's stomach and couldn't resist. He leant over, sucked it into his mouth, but this time moved up to Josh's face. Through the young man's moans of discomfort, Warren kissed him, the cum in his mouth dissolving between their two tongues.
Dale had yet to reach his third orgasm. It seemed his recovery time was substantially longer than Josh's. Instead of the pleasure of an imminent release, the sensitivity following his second load seemed to linger on and on. "You've... you've gotta..." he started between breaths and whimpers. "Gotta.... gotta stop. Oh God... please!" Tears began pooling in his eyes, eventually trickling down his cheeks.
Josh felt the wetness as his cheek pressed against Dale's. He turned his head slightly and started whispering in Dale's ear. "It's almost over. We're nearly there. Just hold on."
"I can't. It's... ah fuck... it's too much, Josh." Dale sobbed.
Josh couldn't take any more. He looked up at Benny and said, as firmly as he could between gasping breaths. "Let him stop. I'll take... I'll take the rest of his time."
Benny looked over at Corey who was waiting for the young master's response. When Benny nodded, Corey immediately released Dale's cock.
"No, Josh, I didn't..." Dale started, before he was cut off.
"It's okay, I can take it." Josh interrupted.
"We'll see about that." Benny said. "Everyone, let's see just how much he can take." He gestured for the others to join in. Warren dove in to kiss Josh again, while Nick and Corey resumed sucking on their brother's nipples. Benny moved between Josh's legs and lifted them slightly to allow access to the slave's sweaty hole. He pushed his rock-hard cock inside as hard as he could. One hand tugged at Josh's balls while the other continued stroking the tired cock.
The assault on his body drove Josh quite literally out of his mind. His senses seemed to fail him, sounds were muffled, his eyes rolled back so hard he couldn't see a thing, his entire body seemed to be alight with sensations of pleasure so intense they hurt. He thought Dale may have been whispering comforting words in his ear, but it was impossible to tell.
On and on it went, a warmth filling him inside. He orgasmed again. There was a brief emptiness momentarily in his ass before he felt something else push inside, something a little smaller. It had to be Corey, he was fucking Josh now. Another orgasm. Another load inside him. Another orgasm, or was it the last one still going? Minutes and seconds became indistinguishable as the pleasured torture went on and on. Another orgasm? It was getting harder and harder to tell. Endless pleasure/pain.
And then... it stopped. Cool air seemed to surround him as the warmth of bodies and hands and mouths left him. As his entire body continued to convulse, Josh realised he was crying. His wrists were free, he hadn't even noticed it happen, he only realised when he noticed Dale was sitting there, cradling the sobbing teen's head in his lap, one hand stroking gently through his hair.
"Dude, I think we went too far. I think we broke him!" Warren said, standing over the sweaty, cum-drenched, convulsing body.
Through his slowing sobs, Josh looked up at Warren, a weak smile spreading across his face. "No... that... was awesome!"
The worried boys all stood around Josh burst into laughter, more from relief than anything else.
"You are one seriously fucked up guy, ya know that, right?" Dale said as he continued holding Josh.
Josh grinned at him. "Yeah, but I'm YOUR fucked up guy." he said quietly.
"You freak." Dale replied, chuckling slightly. He got up and started helping Josh to move. He could barely stand, so they helped him onto the sofa. "Okay, you stay here and recover a bit, I'm gonna load up the car with stuff for the beach." Josh nodded his understanding. "Who wants to help me?" Dale asked.
Nick, Benny and Corey all jumped up, eager to help. They dressed quickly then followed Dale out to start putting things in the car. Warren flopped onto the sofa beside Josh.
"So... I finally fucked you!" Josh said happily, looking round at the boy beside him.
"Totally worth the wait." Warren said back, contentedly. "I know this'll sound awful, cos I know you're with Dale, and I've got Nick, but I..."
"Don't! I...." Josh interrupted him, then sighed. "I know what you're going to say. I nearly said it myself last night, but... look. This week, it's just so much all at once. It's fucking with our heads. You're... like, my new little bro. Can we just be that for now?"
"Yeah." Warren said, kissing Josh on the cheek. "I can live with that."
Two hours later, the six of them were in the car. Amazingly, Dale had only wanted to drive the car off a cliff once following an intentionally annoying round of 'are we nearly there yet?' from the boys in the back. Corey had programmed the GPS with the location of the beach he had chosen and they were just a few minutes away now.
They all continued to chatter excitedly as they pulled into a small car park. They piled out and grabbed their stuff from the back before following a narrow trail towards the sea. As the beach came into view, they stopped dead in their tracks. There were a few people already on the beach - men, women, children, a wide varied mix of people. There was one trait they all shared though. Every one of them was naked.
"Oh yeah." Corey said with an impish chuckle. "I probably should have mentioned this is a nude beach. Let's get naked!"