The Kinksters are Alright

Chapter 15

Brayden & Jarrin

Jack needed to get together with Brayden and Jarrin one night to go over some big things with them. As he continued to liquidate his empire, he was passing along some assets to them. This would probably be a bit of a surprise to them since they are relatively new to the family. Brayden wanted to show off all that he and Jarrin had done with the club and the area around it, so he invited them to come to their place instead of meeting elsewhere.

The club was doing very well under Brayden and Jarrin’s leadership. It had become one of the most popular destinations in Chicago and was revitalizing a neighborhood. Randeez was a dump in the middle of a dangerous, rundown area. The Playground, as it was now called, was still in a rundown area, but that was changing. The club itself was far nicer and was a place people didn’t mind sharing they were going to - or bringing friends. 

The Playground consisted of several venues. The strip club was still in action, only it became an after hours dance club after the shows. There was a larger dance club next to it. Both clubs were connected to an upstairs lounge with private rooms for the hustlers to bring their clients. There were also rooms where people could watch boys dance, but not touch them, for much less money than the one on one experiences. There was a cocktail bar as well. Taco and pizza trucks were outside of the venue on most nights offering late night food. A sex club was in the works. Arrangements had been made through Samuel to provide party supplies and security so the police would not have to worry about things. It was all very well run and organized. Even the local elected officials were pleased.

Brayden and Jarrin were probably the last people you’d expect to be successful developers, but that was another part of their plans. They’d renovated several warehouses and buildings to be cool loft apartments, including several very affordable units. It was completely sold out and they were building more. They were moving on to the next phase of cafes, restaurants, retail and more. They had created a new destination neighborhood for queer folks.

It was quite a change from where they were more than a year ago. So desperate for money, they were willing to do the terrible things Joshua paid them to do. Their years of being second rate porn stars and living trashy lives were long gone. They lived well and treated others well as a result of their good fortune. Now, in their mid 30’s, they were building a community and living their best lives.

***

When Billy Keene was growing up in rural Illinois, he was a chubby brat of a kid who picked on others. His family life was miserable and, being as poor as they were, wasn’t really going to get any better. Billy was on his own a lot. As a teenager, Billy was a very horny boy. He tried to find sex, but could only get blow jobs from a girl at school. Billy liked boys, but this was good enough. He was never very nice to her, but she seemed to want his cock enough that she put up with it. He worked out a lot and ended up losing weight and looking quite cute. 

Billy got tired of small town life and went to Chicago. Things weren’t exactly easy for a boy who had no money, no skills and no education. He found a room to rent in a house full of boys who did variously illegal or bad things. He was finally having sex like he wanted, but that was about it. Finding a job was much tougher. Billy ended up dancing and turning tricks at a seedy bar, one that was way trashier than what Randeez was. There, he met a man who said he worked in porn and offered him an audition.

The audition turned out to be the pervert’s way of getting Billy to fuck him on video, for his own enjoyment. But, that trick turned out to be a connection to porn anyway, albeit an indirect one. Not able to sleep, Billy went through the guy’s video collection and found his twink porn. He was into the boys he was seeing on one particular studio’s videos - TwinXXX Studios. Upon further inspection, he saw their address was in Chicago. Billy immediately left the man’s apartment and went to the studio. He had another ‘audition’, but was actually hired to make videos. They gave him his stage name - Brayden Knight. 

Eighteen year old, big dicked Brayden was a hit and was cast in six scenes. It was the seventh shoot where he met the new boy that was just hired - Jarrin North. He instantly fell for the skinny, cute, sweet boy with the receding hairline. Jarrin had just arrived in Chicago himself a few days earlier, specifically to come to TwinXXX and audition. 

Jarrin was only 17, but the studio didn’t care. They faked some documents to have on file that said he was 18. Jarrin grew up pretty poor as well. His father had left when he was a baby and his mother died when he was five. He was raised by his grandparents. They were nice people, but also religious. Augie Bergmann, which was his real name, couldn’t wait to move on from there.

The director had paired Brayden and Jarrin for a scene. Jarrin was nervous and had trouble getting hard. He also was clumsy and just couldn’t get it together for the scene. The director was kind of a dick about it, so Brayden intervened. He suggested they let the two of them spend some time together so they could be more comfortable with one another. The director reluctantly agreed since Brayden was a hot commodity at the moment. He rescheduled them for the next day. Of course, this was also Brayden’s way of getting close to Jarrin for other reasons.

“Thank you for bailing me out of that back there. I’m suddenly really nervous and all those guys standing around and cameras and stuff. That was tough.”

“No worries, buddy. I was nervous my first time too. That director is a dick anyway.”

“Yeah, he seems like it. At least they gave you a cool name. I don’t know what the fuck a ‘Jarrin’ is.”

“I don’t either, but I think it’s cute. Just like you. You are really fucking cute.”

“Aww, thanks. You’re a hottie. I was so happy when I walked in and they said you were going to be my partner. I saw a couple of other guys that were ok, but not as hot as you.”

“Thanks, man. So, now do you feel comfortable enough with me, or would you like to rehearse our scene first?”

Brayden started to kiss Jarrin. The both of them instantly felt a real connection. They made out for a while before they started getting more and more handsy with one another. Clothes were soon shed and things got hot pretty quickly. Jarrin went down on Brayden and licked and stroked his big cock. He’d given blow jobs before, but never anyone this big. It took him some effort, but it wasn’t long before Jarrin was bobbing up and down enthusiastically on Brayden’s rod. As he slurped the big tool, he gently rolled Brayden’s balls in his hands. Brayden was feeling like he made a very smart decision to grab this boy.

As Jarrin sucked, he let his fingers continue to explore and was rubbing Brayden’s very tight hole. Brayden was mostly a top and had only been fucked a few times, so the slightest poke from Jarrin’s skinny fingers was enough to make him yelp. This didn’t dissuade Jarrin. He pushed Brayden’s legs up and started eating his ass. Brayden seemed slightly apprehensive so Jarrin eased his concern.

“Don’t worry. I don’t want to fuck you. I just want to taste your hole. I love to eat ass and yours is perfect.”

Brayden loosened up as Jarrin masterfully rimmed his hole. He became more and more relaxed letting Jarrin dig his tongue in as deep as he could go. For a moment, Brayden thought Jarrin was looking for something and he was thinking of giving it to him, but they just met not even an hour ago. That didn’t seem like a good idea.

Finally, Jarrin moved on from his ass eating. He climbed up onto Brayden and spit in his hands. He slicked up his hole and Brayden’s cock, which was also providing its own lubrication from his leaking precum. “Nice, I like a boy who knows what he wants and goes for it.” Brayden said as he pulled Jarrin in for a kiss. Jarrin eased himself down on Brayden’s cock while he kissed him. He slid all the way down and then just started riding the thick pole. 

Wanting a little more control, Brayden grabbed the skinny boy’s ass and held him in place while he shoved his cock up into him. He fucked Jarrin like this for a bit before he lifted him up and pushed him down on his back. Brayden now started to really power fuck Jarrin, showing him everything he had to offer. Jarrin stared right up at his dream boy, reveling in the feeling of his thick eight inches pounding deep into him. Brayden gave Jarrin a solid, hard fucking for another ten minutes. 

Neither boy could hold out any longer and almost to the second, they both exploded. Jarrin showered himself with his cum as it blasted from his cock and all over his chest. Brayden pumped a thick load of cum deep into Jarrin’s gut. He pulled his softening cock out of Jarrin’s ass and they cuddled each other for a while.

“Do you have plans tonight?” Brayden asked.

“No. Nothing at all. I don’t know anyone here.”

“I know this is backwards since we just fucked and all, but would you like to go on a date with me? You know, like dinner and a movie or something?”

“You’re too cute. Yes. I would love that. 

***

Things didn’t go well for Brayden and Jarrin for a long time. They stayed in porn together for a year. They might have gone longer, but they had gotten into a steady meth habit. Brayden was also drinking quite a bit. The studio fired Brayden, who had really started to look like the mess he was. Jarrin was able to get another couple of months out of it, but soon was having his own problems. They both tricked to make money. Brayden sold meth as well. They managed to keep a tiny, filthy apartment in a bad part of town. They were doing anything and everything with their tricks.

One night, Brayden got arrested. He was caught selling meth at a bar. At the same time, Jarrin was being raped by a trick that turned bad. He was so high though, he could do nothing to stop it. They were separated from one another for more than ten days. Brayden was eventually released and the charges were dropped. He lucked out since the arresting officer turned out to not be on the level and tried to have sex with him. Brayden managed to convince the officer to let him go and he would let him fuck him as much as he wanted. The officer agreed and Brayden met him regularly to get fucked by him. He was very worried when he couldn’t find Jarrin.

Jarrin was left in a hotel room by the trick. A housekeeper found him there and thought he was dead. When she saw he wasn’t, she helped him get cleaned up and got him some help from a friend who was a social worker. He eventually made it home and was reunited with Brayden. Unfortunately, these incidents didn’t change much. They both continued to be fuck ups for a few more years, barely surviving in the city.

One thing that was good was their dedication and love for one another. They stuck together through all of this misery which seemed to only make their bond even stronger. Jarrin was especially hopeful that things would get better at some point. They had a sort of D/s type of relationship, though it wasn’t very strict. Brayden was the more dominant one. Jarrin was happy to submit to him in every way, including some very raunchy ways. Eventually things would finally fall apart enough that they had to leave the city. Brayden wanted no part of his family. Jarrin suggested they go live with his grandmother in Wisconsin. Brayden didn’t love the idea, but it was all they had. 

While their lives didn’t significantly improve, the move to the tiny town was good for them. Brayden decided to change his name legally to his porn name. He didn’t even want his family’s name and liked his stage name. Jarrin decided to join him in solidarity and legally changed his name too. He didn’t like being called Augie anyway.

They got off the drugs, were no longer putting themselves in danger and were able to get jobs. They weren’t great jobs, but they were legit. Brayden eventually came up with the idea that they could do BDSM escorting and fulfill their interests while making some decent money. It worked out for them and they even were flown to St. Croix by a wealthy trick who brought them there to use and abuse him for a weekend. That is how they fell in love with St. Croix and focused on getting back there again. They hoped to live there permanently.

Brayden had dreams of being successful at something. He never really knew what since he didn’t go to school. Jarrin had no idea what to dream about either. They just knew they wanted to do something that made people happy and maybe even did some good. While they tried to improve their lives and not put themselves in tough spots, Brayden and Jarrin still did some questionable things. Which is how they were found by Joshua. 

***

After a tour of everything they had done, they settled in Brayden and Jarrin’s loft where they were treated to cocktails and food. Their little slave boy, Donovan, wearing nothing but his collar, was the one taking care of the hospitality.

“Look at you two fuckers. Living fucking large and making fucking things happen. You’ve even got a fucking cute little fucking slave boy!” Wagner barked out as he smacked Donovan on the ass. 

“Ah, the lovely, poetic language of Wagner Michaels.” Jack said sarcastically.

“Thanks guys for everything, I hope we’re doing you proud. We’re really excited about all of this.” Brayden responded excitedly, “and yeah, Donovan is a cutie, though we try not to treat him like a plaything.”

“Well fuck me! I won’t fucking touch your fucking property again.”

“Ok, Wagner. When we’re done here, you can go back to the club where there are plenty of boys you can pay handsomely to smack their asses.” Jack said, trying to bring things back to the task at hand. “And thanks for this Donovan. This is a very well made Manhattan.”

“Thank you, Mr. Holden! I’ve been having a lot of fun learning how to make cocktails!” Donovan responded in his usual, very chipper, way, “I’ll be back with your snacks! Oh, and if anyone needs to go to the bathroom, let me know!”

“Ah, he’s that fucking kind of fucking slave.” Wagner mumbled.

Before anyone could say another word, Jack started speaking. “Soooooooo, Brayden, Jarrin, our introduction wasn’t exactly smooth, but it didn’t take long to realize you were both pretty good people. When I handed the keys to Randeez to you, I fully expected Justin and Dillon to have to bring you both up to speed and monitor things. As it turned out, they didn’t need to. You two took control and have done a fucking amazing job. I’m totally fucking impressed with what you’ve done.”

“Thanks, Jack! We are so appreciative of you and Justin, Dillon and Wagner. You guys have been fucking amazing! We couldn’t have done any of this without your help. I hope it is as profitable as you need it to be. We’re having a blast.”

“We really are. I’m also super excited that we are doing some good stuff here. You know? We’re making a difference.”

“You are Jarrin. That’s why I pulled us together and am making us suffer through Wagner.”

“Maybe I haven’t told you to fuck off today, Jack?”

“You have, about a dozen times.” Jack blew a kiss at Wagner as everyone giggled. While Donovan delivered hors d'oeuvres to the group, Jack explained his liquidation plans. With a little prodding from Wagner, he got to the point. “All of this is to say that I am transferring this whole project out of my portfolio.” Brayden and Jarrin’s faces dropped when Jack said that. “Hold on, don’t get upset. I’m transferring it all to you two.”

Jarrin could barely contain himself and did all he could to not leap out of his chair. Brayden was just shocked. He couldn’t believe what he just heard. “Wait, did you just say you were giving this to us? Like as in, completely ours? We fucking own it all?”

“That is basically what Jack is fucking saying. You fuckers are now fucking developers and fucking bar owners. Good fucking luck.”

“As Harrison would say, yeppers! It’s all yours.” Jack turned to Wagner and remarked, “I feel like Willy Wonka.”

“Pure fucking imagination, Jack.”

“Would you guys excuse us for a moment?” Brayden jumped out of his chair, grabbed Jarrin and hugged him. He cried on his shoulder and as he sobbed, said, “I can’t believe this is happening to us. We finally made it. We finally did something right! I fucking love you! You always knew things would work out.”

“Yeah, baby, I believed in you. I believed in us. We deserve good shit and we’re finally getting it!” Jarrin saw Donovan standing nearby looking as if he felt left out. “Come over here boy,” he said as he waved him over, “this is yours too. You’re our family and you get to be a part of this celebration.” The three of them hugged for a few more minutes before turning to Jack and Wagner.

“Can I hug you? Both of you?” Brayden asked Jack and Wagner.

“Only if I can fucking grab your tight fucking asses!” responded Wagner in typical fashion.

“You can grab any fucking thing you want!” Jarrin shouted back.

Everyone hugged and celebrated the moment. After they calmed down a bit, Jack went on to explain how things would work and what would happen next. He told them about how Dillon and Justin would always be available to them to guide them, that Wagner would always be available and that they would be set up with significant trust accounts to ensure they never had to worry about money. Jack was not only giving them the physical assets, he was giving them huge amounts of money. They were instant billionaires.

“I’ll always be here for you for anything you need. I know you’re going to do great things with all of this. You have to make me one promise, and that is that you will use your fortune to do good for others. Wagner will help you set things up, but you should think about creating a foundation or some other way to help others just like you guys.” 

“Absolutely, Jack. We will never forget where we came from. You can count on us to pay this forward.” Jarrin said as he jumped in Jack’s arms for another hug. As he pulled away, he gave Jack a seductive look.

Wagner nudged Jack and said under is breath, “don’t fucking forget the last fucking part.”

“Yes, right. Donovan, come over here.” Donovan scurried over to Jack. “I didn’t forget about you. I’m making sure you are taken care of too. I know these boys have been good to you and you’ve accepted this life as a slave, but I want you to be protected just in case something happens. You’re all really young and have a long time ahead of you. Anything can happen. And, if it doesn’t, you will still have your own resources to do anything you want without having to ask permission. Wagner will fill you in on the details, but you’re now the richest slave boy in Chicago and beyond.”

Donovan just about fainted. He was even more overwhelmed than his Masters. His life had been horribly difficult until he met them and this was something he never expected. “Wow. Um, wow. I don’t know what to say. Really? Me? You’re doing this for me?” Donovan was in tears. He got very quiet and softly said to Jack, “thank you. Thank you so much, Mr. Holden. You don’t know what this means to me. You’re really fucking amazing, Mr. Holden. I promise I will not let you, or you,” he motioned over to Brayden and Jarrin, “down. I love you guys.” He gave Jack a huge hug.

“Ok, let’s fucking put this fucking Hallmark moment to fucking bed. I need another fucking drink.”

The group spent about another hour celebrating. Wagner was chatting up Brayden and Donovan was taking care of Jarrin, who had to piss. Donovan was, in fact, that kind of slave among other things. Brayden and Jarrin actively used Donovan as a toilet slave. Jack had to step away for a moment to take a quick call from Dillon. He was standing in the area sectioned off for their bedroom and the room they referred to as a bathroom. This was a room allocated to bathroom duties, but with Donovan, not an actual toilet. Jack was sending a text when Jarrin and Donovan emerged from the room. 

“Thanks, boy. Please make sure Wagner and Bray have what they need, ok?”

“Yes, Master Jarrin!”

“He’s quite the eager boy.” Jack said without looking up from his phone.

“Yeah, it’s really adorable. I love it.”

“I’m guessing he is ‘that kind of slave’?”

“Pretty much. We don’t use him exclusively, but definitely a lot and definitely as a urinal, which used to be my job with Brayden. He gets used for, um, other things, on occasion. More by Bray than by me. It’s astounding. He fucking loves it. I’ve never met someone who loves being a slave as much as he does.”

“If I had masters who were as good to me at that age as you are to him, I would probably be very happy as a slave.”

“Gee, I knew you were a sub, but didn’t think you were willing to go that far. Well, he’s much more than a slave to us. He’s a part of us, a boyfriend if you will. Maybe like you and Harrison with Aidan?”

“Maybe. It's good that you guys love him. I hope you’ll give him a chance to be his own person too. I don’t think I’d ever be that anymore, but at one time that is exactly what I wanted. Things didn’t go as planned.”

“Yeah, you’re a billionaire now. Tough break.” Jarrin laughed. He moved in a little closer to Jack, who was finally putting his phone away. “I mean, a very sexy billionaire,” he purred as he ran his fingers down Jack’s back.

“Are you flirting with me?”

“I’m more than flirting, Jack. For the life of me, I can’t figure out how we’ve gone this long without having any fun with you.”

“Yeah, really. I’m kind of surprised by that too.” Jack smiled back at Jarrin, taking his hand and locking fingers, “actually, I have something else I want to share with you. It’s more personal, so I’m waiting for Wagner to take off.”

“Oooh, personal? That sounds intriguing. Bray and I were planning to ask you to stick around anyway. Assuming you’re able to. I don’t know if you have plans with your boys or not.”

“Harrison and Aidan are at the COIN concert in Milwaukee, so my plans are flexible.”

“As flexible as I hope you can be.” Jarrin realized he was pushing things, “sorry, Jack. I shouldn’t be so, uh…pushy with you. It’s probably inappropriate anyway.”

Jack laughed, “have you met me? You’re fine. I think some time with the three of you would be fun.”

“Cool. We sh–” Jarrin was interrupted by Wagner’s yelling from the other room.

“You two fucking back there? Come on Jack, let’s go fuck some club boys!”

“Now you can fuck off Wags, I was just chatting with Jarrin. Why don’t you go over there ahead of me. I need to go over something else with these boys.”

Brayden looked over at Jarrin, who gave him a thumbs up.

“Seriously? Why don’t you fucking just say you’re gonna get in their fucking sling and get fucking fisted all night. I gotta piss, am I supposed to fucking tell the boy?”

“Don’t worry, Sir! Here I come!” Donovan eagerly shouted as he ran towards Wagner.

Jack and Jarrin joined Brayden near the bar. “I have something else I want to tell both of you, but I’d rather do it when Wagner is gone. It’s something special from me to you. I’d love to hang out for a while as well, if you boys would like me to.”

“Jack, we would really like you to do more than just hang out. I hope that isn’t too forward of us.”

“No, Brayden. Wagner is the one who is too forward. You’re good. I’m sure you know by now that I’m always up for some fun.”

“Sweet. We were beginning to think you weren’t into us.”

“Oh no, that isn’t the issue. I think I just have a lot on my hands, including two very horny boys to keep up with.”

“For tonight you’re going to have three horny boys to keep up with.”

“Jarr is right, I hope you’re, hmmmm, hungry?”

“Fuck! I love a fucking boy toilet! I’ll fucking see you later, Jack. Enjoy your fucking fisting or whatever the fuck you’re gonna let these fucking boys do to you. Make sure you fucking piss in the fucking toilet’s mouth. It’s fucking hot. Later!”

“He is so extra.” Jarrin commented. “I can’t imagine being his husband.”

“Wagner is a great guy. He wants you to think he’s the biggest asshole, but he’s really a softie. He is completely different with Bon. He practically worships the ground he walks on. He treats him like a king. But yeah, he is very extra.”

“Well, you and Jack make some more drinks, I’m going to go use Donovan.” Brayden said as he walked out of the room. 

“Right behind you, Sir!” Donovan shouted as he left the kitchen.

“I’m glad you stuck around,” Jarrin said as he put his arms around Jack’s neck and pulled him in for a kiss, “oh, uh, is this ok?”

“You don’t have to ask if anything is ok. Just do what you want.”

“Mmmmm, I like the sound of that.” Jarrin began making out with Jack with one hand on the back of Jack’s head and the other finding its way into Jack’s pants. “I knew you were a good kisser.” 

“So are you. I’m sure all of you boys are good at kissing and much more.”

Brayden was done pissing down Donovan’s throat and wandered back into the living area with him in tow. “Couldn’t wait for me to get started, huh babe?”

“I literally just started. Come on, he’s all yours.”

“No, no. Keep at it. I’ll slip in back here.” Brayden stepped behind Jack and wrapped his arms around his waist. He started kissing Jack’s neck and unbuttoning Jack’s shirt. Jarrin also began kissing Jack’s neck and soon made contact with Brayden. They began to make out, holding Jack tightly between them, their hands roving all over his body and working to remove his clothes. Donovan knew his place and was on his knees nearby, awaiting instruction.

“I’m sure you have to piss too, don’t you Jack?” Jarrin whispered into his ear.

“I kinda do. I was trying to give Donovan a break.”

“He doesn’t need one. He’s that good, Jack.” Brayden offered.

“Yeah, but he’s getting one anyway,” Jarrin said as he slipped down in front of Jack and pulled his pants and underwear down. He slowly slid his mouth over Jack’s small, erect tool. Jack let himself go and began to piss down Jarrin’s mouth. Jarrin swallowed the warm, salty drink with his usual skill. Meanwhile, Brayden had removed Jack’s shirt and was nibbling at his shoulders, rubbing his chest and tweaking his nipples. He motioned for Donovan to come over and kiss Jack. 

Donovan stood over Jarrin, still sucking on Jack’s cock, and grabbed his head, pulled it towards him and shoved his tongue into Jack’s mouth. After the abrupt entry, he settled into a nice, passionate kiss with Jack. Brayden was fingering Jack’s hole as he continued to bite and suck on his neck and shoulders. Jack was never one to control himself and was ready to explode. Without warning, he blasted his cum deep into Jarrin’s throat - this didn’t stop him from sucking Jack’s cock. He went at Jack’s cock with even more zeal, squeezing his balls in the process. Brayden joined Jarrin down below and started to slide his tongue up and down Jack’s ass.

After a while, Brayden jumped up and wanted to move to their playroom. “Ok, boys, let’s get this going in the playroom.” 

Jarrin helped Jack get out of his clothes and then stripped himself. Brayden was doing the same, dropping articles of clothing as he led the way to the playroom. Brayden had set up quite an impressive playroom. It had every kind of apparatus imaginable, as well as toys and all of the accessories. In the middle of the room was a large, low table with a soft vinyl covering. Brayden told Jack to lay back on it. As soon as he did, the boys went to work.

Brayden pulled Jack along the table so that his head hung off the edge. He tied a soft rope around Jack’s head and then secured it to a hook in the floor, keeping Jack’s head pulled back. While he was doing that, Donovan was securing Jack’s arms, stretching them out to either corner of the table. Jarrin was doing the same with Jack’s legs, tying them to the same cormers as his arms, pulling his legs up over his head and his ass up in the air. Brayden told Jarrin to fuck Jack while he fucked Jack’s throat. He had Donovan suck Jack’s cock. 

The whole scene escalated quickly and took off like wildfire from there. Jack didn’t mind at all. He loved being overtaken by these three boys and getting used hard by them. Brayden started slowly, easing his thick eight inches in and out of Jack’s throat, getting him used to it. Jack gagged as he slid in and out, starting to cough up phlegm and snot. Jarrin just plunged into Jack’s loose ass and began pounding him hard and fast. Donovan swallowed Jack’s cock and sucked it eagerly. Brayden started to really work Jack’s throat, fucking him harder and making him choke, spitting up more and more bile and liquid. It was almost as if he were being waterboarded with the gunk running down his face over his nose.

Jarrin kept pounding away, fucking Jack excitedly. He’d been wanting to fuck Jack ever since he’d met him, though he wanted him to himself. Donovan finally had to piss, having drunk so much earlier. He stood up and held his dick in front of Jarrin who gladly accepted it into his mouth and swallowed his high volume of piss as he continued to fuck Jack. Once Jarrin was done drinking from their boy, he and Donovan switched places and Donovan began fucking Jack. Donovan was a very solid top with a sturdy nine inch dick, and was good at working a bottom hard. Jarrin got next to Brayden and they made out as he got to fuck Jack’s face. 

This was raw, aggressive action with no safe word and not even a way for Jack to signal a need to stop. In other words, it was the perfect situation for Jack. Young Donovan was really enjoying Jack’s ass and thrusting his cock as hard as he could, stretching Jack’s hole and digging deep into him. The boy was a machine and pounded with a hard, fast rhythm. Jarrin held his cock in Jack’s throat as he bent over and let Brayden into his ass. Brayden was effectively fucking Jarrin and fucking Jack’s throat with his movements. Every thrust into Jarrin’s ass was a thrust into Jack’s mouth. 

Jack was puking up a mess while he was being assaulted on both ends. Between the gunk and a cock in his throat, breathing was difficult, but he managed to keep going. His legs were numb from being held upward like that. His throat burned from the relentless action. His ass taking a severe pummeling from the anxious boy full of stamina. Brayden pulled Jarrin away figuring he needed to give Jack a break. He bent his boy over a bench just behind them and railed Jarrin with all of his might. Donovan knew this rig well and wanted to see Jack’s face. He slowed his fucking so he could reach down and force the soft rope off his neck. The rope slid away easily and Jack lifted his head, coughing and panting, trying to pull himself together. His face was a sloppy mess, which made little pig boy Donovan smile. 

While Brayden fucked Jarrin with abandon, wrapping his hands around his face and pulling on the sides of his mouth, arcing his head back, Donovan was enjoying having Jack to himself. He leaned down and licked Jack’s face, licking the funky mess off him. He kissed Jack some more as he continued his unrelenting fucking. Jack’s head was in a haze. This had already been going on for about 15 minutes and it was just the beginning. Donovan kissed Jack some more and licked more of the mess from his face. 

Finally, Brayden pulled out of Jarrin and they started to untie Jack. Donovan had to also pull out and help release Jack from his bindings. Jarrin went to get water for everyone.

“How are you doing, Jack? You good?”

Breathlessly, Jack responded, “oh fuck yes. This is fucking awesome.”

“I know you can handle a lot, but should we ease up on anything at all?”

“Fuck no. Do whatever you want. Don’t hold back.” Jack drank some of the water Jarrin brought over. After everyone had some, Brayden moved the action to their bedroom.

The lovers all piled onto the bed and began to get busy with one another once again. They were all over each other kissing, groping, sucking, fucking. Each boy took turns fucking Jack’s ass and throat. Jack was in his glory with three hot boys working him over. Brayden went to reach for more rope to restrain Jack on the bed.

“Bray, do we really need to tie him up? He’s so willing. He doesn’t care what we do to him. Let’s just keep him free so we can put him in whatever position we want.”

“Oh, Jarr, you’re right again. Fine. I think Jack needs to get stretched some more, don’t you Jack?”

With a mouth full of Donovan’s cock, Jack nodded affirmatively. 

“I figured as much. Get on top of Donovan and ride that beast.” Donovan was already lying on his back. Jack climbed up on top of him and easily slid down on his hard pole. Donovan held Jack’s ass in his hands as he thrust his cock up into him, fucking him from below. Meanwhile, Jarrin and Brayden were doing ‘rock, paper, scissors’ to see who would get to add their cock to Donovan’s first. Jarrin won.

Pouring a healthy glob of lube on his cock, Jarrin stroked it a bit and positioned himself behind Jack. Donovan pulled Jack down and kissed him. He liked being able to see Jack’s face. Jarrin nudged his cock into Jack’s already occupied hole until just his cock head was pushing through. Unlike their own DP sessions, Jack’s ass was much easier to shove a second cock into. Jarrin started pushing his dick forward into Jack, easily joining Donovan’s larger, fatter cock. Jarrin was almost always the bottom, so he took pleasure in being able to top, especially this way. Donovan and Jarrin got into a rhythm and fucked Jack’s well used hole in unison. 

“Oh, fuck yes boys…uhhhhhhhh…so good…I love it…” Jack murmured just before Donovan pulled him down to kiss him some more.

Jack loved to get his hole stretched any way he could. Even as well used as his ass was, he still felt the mix of pain with pleasure. He was enjoying the trio using him so hard, especially young Donovan. His eagerness was a big turn on for Jack. Donovan wanted to do everything and do it all as much as possible. Brayden gave Jarrin a poke so he could take his turn. Kneeling between Jack and Donovan’s legs he held his thick, hard pole and guided it towards Jack’s cock filled ass and began to push gently, easily sliding his cock in on top of Donovan’s.

“I love this so much!” Donovan shouted excitedly. Before he had a chance to say anything else, Jarrin shoved his cock into the boy’s mouth and began making out with Jack. Brayden began to fuck harder and faster. After a few minutes both he and Donovan were embedded deep inside Jack’s ass, they began to thrust at different times, not necessarily in sync. Brayden was able to really pound and took full advantage of his position. The four of them maintained this action for a short while before Jarrin stepped away.

Brayden was still pummelling away at Jack’s loose hole, making Jack scream out in ecstasy, "OH YES FUCK ME!!!!!" 

“Don’t you fucking worry about that, man. You are going to get fucked all night!” Brayden barked back at him, still pounding away. 

Jarrin returned with a bunch of dildos and dropped them on the bed. “Oh yeah, nice call!” Donovan shouted. Brayden pulled his cock from Jack’s ass and pushed him over so he could get on his back. He jumped off the bed and pulled Jack to the edge. “We can probably use all of them on him at once!” 

“That is very possible,” Brayden said, “ok, Jarrin, you too.” Brayden pointed to the space next to Jack. He was planning to use both of their asses. “Pick three Donny and get them lubed up!”

Of the five dildos Jarrin brought over, Donovan picked the three thickest and longest. Each was at least 14 inches long and no less than six inches around. The biggest was 18 inches long and nine inches around. Brayden pointed to the biggest one first and grabbed it from Donovan. He held it over Jack and Jarrin waving over each of them, deciding who would get it first. “Please, babe, me first,” Jarrin cooed.

“Ok, baby, here it comes!” Brayden wiped some lube on Jarrin’s ass and some more on the dildo. He pushed it against Jarrin’s hole and started to push. Jarrin was a very experienced bottom, but nothing like Jack. This monster toy still took some effort to push in. Jarrin grit his teeth and winced in pain as Brayden, very slowly, pushed through his sphincter, stretching it wide open. Jarrin knew he could take it, he had many times before, but it was an effort at first. Pain tore through him as Brayden continued to push further and further into him, his eyes filling with tears. Eventually, Brayden had it all inside of his boy and began to fuck him with it. 

“Yeah, Bray! Yeah! Fuck me baby! Stretch my hole! Please…please baby, yeah!”

Meanwhile, as Donovan watched in amazement, he was lubing up Jack’s hole and got the first toy ready for his ass. He took the smallest of the three, 14 inches long and six inches around, and effortlessly shoved it into Jack’s gaping hole. “Wow! Did you even feel that? That was too easy!” He picked up the second one, 15 inches long and eight inches around, and lubed it up. Before shoving it in, Donovan ran his fingers along the inside of Jack’s hole and felt it stretch. “Your ass is so soft and loose. I love it so much! I can’t wait to stretch it even more!” 

Brayden rolled his eyes at the boy’s earnestness. It was an endearing quality of his. Jarrin was squirming and whimpering as Brayden fucked him. With both hands at the base, Brayden was using the giant dildo like a battering ram, forcing it into Jarrin’s ass with brute force. Each time pulling it out and shoving it back in mercilessly. 

“Are you ready, Jack?” Donovan asked cheerfully. Jack nodded and Donovan pushed the second dildo into Jack’s ass. While there was some resistance, it still slid in with ease. Donovan took hold of both dildos and began to piston them in and out, alternating their movements. He was having a lot of fun working Jack’s ass like this. Jack loved it as well as he softly moaned.

The relentless ass abuse went on for several more minutes. Brayden and Donovan smiled at each other and encouraged each other to go faster or harder. Jack and Jarrin held hands and slid their heads together, occasionally kissing each other as they savored getting their holes stretched. Brayden shot Donovan a seductive smirk and somehow he knew the silent message meant they should switch toys. Now, Jack was getting battered with the giant dildo and Jarrin was taking the other two. They dildo fucked their bottoms for a good long time, switching them back and forth and using them in different combinations. 

Initially, Brayden had all sorts of plans to dominate Jack, but this round of wild assplay was very satisfying to him. He was ready for more. He motioned to Donovan for them to switch places. He got behind Jack and pulled the two dildos from his ass and began lubing up his hands and arms. Jack smiled, as he knew what was coming. His hole was so loose at this point that Brayden had no trouble shoving his fist into Jack’s hungry hole. He pistoned in and out for a bit before he pushed in further. He was up to his elbow in no time.

Not wanting to be left out, Jarrin begged Donovan to fist him, which he happily obliged. Jarrin’s ass was also pretty loose and Donovan’s hand was quickly swallowed up into its depths. Donovan went for depth right away and pushed in up to his elbow. He slowly and deeply fisted Jarrin, making him wail with pleasure. He grabbed onto the bed with one hand and Jack’s arm with the other as he endured the deep fisting.

Brayden wanted to push Jack as far as he could. He knew he could go deep, but he wondered how wide he could go, so he started working his other hand in. He slid his hands in and out, back and forth and then started pushing them in together. He locked his fingers together to form a thick double fist and pushed into Jack’s ass. Jack let out yelps of pleasure as Brayden stretched him wider and wider. Brayden wanted to see how far both arms would go and pushed deeper. He was amazed at how much Jack’s hole could take. He was nearly up to his elbows with both arms. 

“More, more, more!” Jarrin kept moaning, wanting Donovan to go deeper. Donovan adjusted his position and began to plumb the depths of Jarrin’s body even further. Once he was past his elbow, he didn’t hold back and continued until he was almost halfway up his bicep. Jarrin cried out loud, abrupt noises and kept begging for more. Perhaps it was the presence of Jack, but Jarrin was going well beyond what he had done with Brayden and Donovan before. 

Jack was in a state of bliss, softly moaning and writhing ever so slightly, his eyes closed and his hands locked behind his head. Brayden had increased his pace and was rapidly pushing his arms in and out. He would slow down every once in a while and slide both arms in as far as he could go, right to the elbow. He had reached the point where he could not physically go any further. He told Jack and Jarrin to move closer together and told Jack to roll over. Jack and Jarrin were next to each other, but now face to face.

Not knowing what Brayden had in mind, Donovan slowed his fisting. Brayden told Donovan to hold out his left arm. He poured a huge glob of lube on it. He pumped lube into Jack’s ass and then all over his hands and arms.

“You said not to hold back, right Jack?”

“That’s right. You’re doing great so far.” 

“I’ve always wanted to go for three fists. Is that possible?”

“It is. It definitely is.”

“Whoa! Three fists! No way!”

Jarrin pulled himself away from Donovan’s arm and knelt over Jack. “I need to see this. Maybe even do this.”

“Fuck yeah, boys, here we go.” Brayden worked his arms back into Jack’s ass again. He slid back and forth getting a good feel for how loose Jack’s ass was. “Be ready Donny, when I nod, I want you to work your hand in here. Right here, between mine, ok?”

“Totally! This is unbelievable!” 

Jarrin wanted in on this and had an idea. He climbed over Jack and straddled him. “Move your hands a sec,” he told Brayden. He then plunged the fingers from both hands into Jack’s hole and pulled it open.

“Fuck yeah, babe! That just might help!” Brayden resumed his double fisting with Jarrin pulling on Jack’s hole. Jack lurched forward a little, but quickly pushed himself back. It had been a while since he’d done this. It was something he was thinking of with Harrison and Aidan. 

“God damn! Work that hole…harder…deeper…uhhhhhh. Wider!!” Jack was crossing into a zone, his head was spinning, he was panting, he felt himself falling into a trance. “Ohhhhhhh fuck boys…”

That was when Brayden nodded and Donovan began to work his hand in with both of Brayden’s. This was the most resistance Jack’s ass had all night. Slightly incoherently, Jack kept begging the boys to keep going. 

“That’s it boy, you got it. Nice and easy. Don’t rush. We can do this.” Brayden held his arms in place while Donovan worked himself in. Jarrin pulled on Jack’s hole just above Donovan’s hand. He used his free hand to add more lube. Donovan was able to get just past his knuckles, he only had a little more to go. “Yeah, boy. Almost there!”

The stars eventually aligned. Donovan’s hand slid in just past his wrist. Brayden had moved one of his arms just enough to create the perfect opportunity. There were now three hands in Jack’s hole. Jack cried out as daggers of pain shot through his body.  He felt like his ass would just tear open. “Do you want us to stop? Jack? You ok?”

“D-D-Don’t…ssssstop. Don’t…”

Jarrin laid down so he could caress Jack’s face and kiss him. “You’re so amazing Jack. This is fucking amazing. We are triple fisting you!” Jack just smiled with a strained look on his face.

Brayden moved his hands up and down a bit and encouraged Donovan to push in further. He was able to get as far as his mid forearm. “Oh my God! How is this possible? This is wild! Can I fist fuck now, Master Brayden?”

“Yeah, boy. Nice and easy.” 

Brayden held his arms in place as Donovan slowly eased his hand back and then pushed it back in. Jack’s moans were no longer the sounds of someone in pain, they were the sounds of someone in total ecstasy. Jarrin added more lube as Donovan fist fucked Jack’s wide open ass in between Brayden’s arms. Brayden pushed in a little more and tried to ease his arms up and down. Jack continued to moan. Jarrin held him by his head and kept kissing him.

Finally, Jack had enough. He nodded his head back and forth. “Ok…no more…”

“Guys, he’s had enough. You gotta pull out!” Jarrin yelled.

“Easy boy, don’t go too fast,” Brayden advised Donovan. After Donovan was out, Brayden slowly pulled his arms out, one by one. Jack’s ass just gaped open. The boys could see his insides.

“This is the most amazing thing I’ve ever done. Wow. You can see inside of him!”

Jack stretched his body out and rolled over. Jarrin got water for him and towels for the boys. “Are you ok, Jack? That was incredible.”

“I am. I’m gonna need a few minutes to collect myself.”

“Jack. Fucking wow. I’ve seen it online, but damn. Doing it is fucking wild!”

“I cried the first time Brayden put one hand in my ass - which I can handle easily now, but three! I want to do that again. I bet you could do it Master Jarrin!”

“I’m willing to try. Jack, how about a nice warm bath? I remember how it helped when that crazy bastard raped my ass. I still have more of the stuff the doc gave me.”

“Perfect, Jarrin. Dr. Tern’s little magic powders work wonders. Thanks. If it isn’t a problem for you boys, can I stay here tonight?”

“Fuck yeah, Jack! We can give you some well deserved cuddle time.”

“Thanks, Brayden. If someone can get my phone so I can make sure Harrison and Aidan know I’m staying.”

“Wasn’t there something else you wanted to talk about?”

“God damn it. Yes, Jarrin there is. That will be the first thing we do in the morning. Well, at least the second. Or third.”

***

The next morning was rough. The boys had really worked Jack over and he was feeling it. However, this didn’t stop him from letting Donovan fuck him. He felt left out since Brayden was plowing Jarrin right next to him. Young, dorky Donovan went to the guest room where Jack was and offered to take his morning piss. Jack obliged and let the boy toilet drink his pee. Donovan finished his task and snuggled up to Jack.

“Do you need to do anything else?”

“Um, with the workout you boys gave my ass last night, I don’t think that is happening anytime soon.”

“Oh, yeah. That was so much fun! Your ass is like a giant hole! It’s super hot!”

“Giant hole is among the many names people have for my ass. I really enjoyed all of you.” Jack leaned in close to Donovan and whispered, “I really enjoyed you the most.”

“Really? Me? I’m just a dorky slave boy.”

“Who happens to be absolutely adorable, has a huge cock and knows what he’s doing in bed.”

“The guys have taught me a lot. Thanks. Other than they guys, I don’t get called a lot of nice things.”

“That is unfortunate, because you deserve to be called nice things.”

Donovan swooned. Hearing Jack say these things made him tingle inside. “Aww, Jack. You’re too cool. I really wish I could fuck you again. You’ve probably had enough though.”

“There’s never enough dick for Jack Holden. I’d love to get fucked again. Just go slow and easy though. I don’t think I can take any more rough stuff right now.”

“Really? You’re so awesome. I promise I can be gentle. I kinda like it that way sometimes too.”

Donovan rolled over and got on top of Jack. He started kissing him as he reached down for Jack’s legs and slowly brought them up. He spit down on his cock and got it nice and wet. Before he went any further, he just looked down at Jack, taking him in.

“Is something wrong?”

“No, Jack, I’m just in awe of you. What you did for us and then what you did with us. I don’t know, I’m just really into you right now.”

Donovan leaned down and gave Jack a kiss. As he kissed Jack, he gently pushed his way into his battered hole. There was almost no resistance as his big boy cock slid into the warm, slackened cavity. Jack moaned softly as Donovan slowly fucked him, easing himself in and out at a very deliberate pace. Donovan smiled widely. He was so excited to have Jack all to himself. He loved the way his cock felt inside of Jack’s ass. After a few minutes, Brayden called for Donovan.

“Oh, damn. Just a little more.” He said disappointedly. He wanted this to go on much longer. Resigning himself to the fact that he had to be responsive to his Master, he pulled his cock out and started jerking it. “Can I cum on you? Please?”

There was no way Jack was going to say no to such an earnest request from such an adorable boy. He nodded for the boy to continue and before long, Jack was being showered with a healthy load of boy seed.

“Thank you, Jack. That was so awesome.”

“I’ll see you in a few. Thank you, Donovan.”

Jack got himself cleaned up and wandered into the living area. There, he found Brayden sitting on a chair pissing into Donovan’s mouth. Jarrin was in the kitchen making waffles and sausage for breakfast. Jack offered to help Jarrin get breakfast served, which he happily took advantage of.

Their escapades the night before made everyone very hungry. As they devoured their meals, they chatted about random things. Finally, Jack brought up what he wanted to talk to them about.

“So, how did you boys come to love St. Croix so much?”

Jarrin looked over at Brayden and they quietly debated if they should tell the real story. Jack knew about their past, but he didn’t really know everything. Jarrin decided to go for it.

“Well, you know we used to hustle, right? Jack nodded. “So we got away from the trashy guys that found us in the city and got into something a little more lucrative. We did BDSM stuff for pay. We escorted as a couple and individually, but only for guys who wanted BDSM. We used to have guys come to that building in Wisconsin and do shit to them there. It was ok. We did pretty well. One time we were offered $5,000 to go with this guy to St. Croix. We debated not doing it. I was a little worried he’d kidnap us or worse. We got to meet him first and felt ok as long as we had our own tickets to fly there and back. He agreed and we went there. He even paid us up front and took care of expenses while we were there.”

Brayden picked things up from there. “They guy said he wanted us to do all this funky shit to him and instead he had us tie him up and lock him in a closet for four hours at a time with a big butt plug in his ass. He told us we could do whatever we wanted when he was in there, as long as we let him out for an hour and then he wanted to be locked up again. Weird. Anyway, we walked all around and met all kinds of cool people and we just fucking loved it there. It is so beautiful and relaxing and just all around amazing.”

“So we made a pact that we would figure out how to end up there someday and possibly even move there. It’s been a dream of ours that we figured we’d never achieve, but I guess we can actually do it now!”

“Yes, you can. You’re in the position to afford anything you want.” Jack said, “but, I really wanted to do something special for you guys. I’ll always be indebted to you for rescuing Harrison. You didn’t have to do any of that. You could have just ran off and left him for dead. It was a big risk for you to text me and tell me where you were. Joshua would have surely killed you if he found out. You even tried to help him along the way. Your intentions might not have been great going into that situation, but you proved you are good people by doing the right thing at a great risk to your own safety.”

“Of course, Jack. We had to do that. That crazy guy was going to kill him. But you don’t have to do anything for us, you’ve done way more than enough!”

“You’re right, but that’s not how I operate. So, I got you something.” Jack got up from the table and went to find his sport coat from the night before. When he did, he pulled out a very nice envelope and handed it to the boys. Brayden handed it to Jarrin to open. Donovan was peering over their shoulders. 

Once they opened the envelope and saw the photo of a beautiful house on the beach in St. Croix, all of their faces lit up.

“Jack! What is this?” Jarrin hollered. 

“Your new home in St. Croix.”

“Are you fucking serious? You bought us a fucking house in St. Croix?!?” Brayden barked.

“I did. It’s quite nice. You have your own private beach and dock, plus a whole lot of other things.”

Jarrin ran over and gave Jack a big hug, crying tears of joy. Brayden followed and joined in. Donovan was not too far behind. “This is just like last night again!” They all laughed.

“You’re fucking amazing Jack Holden. This is our dream and you made it come true. Thank you so much.” Brayden told Jack.

“You saved my boy’s life. This is the least I could do.”