The Investment Society

Matt's team are the top investors that month and they are rewarded in a surprising way. He then spends the evening with Tom and Liam.

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  • 18 Min Read

The Monthly Champions, and After

Matt's life settled down into this new normal for a few weeks. He worked at his job, met with his group every morning and watched the value of their portfolios rise and rise. They did some selling – which was the point – and made a nice chunk of cash between the four of them and for the Society, who took a cut.

Sexually speaking, he jerked off online with Rory often and spent a few evenings a week with Tom, who was eager and inventive and, to Matt's delight, equally affectionate. Matt was really in to both of them.

Spring had finally come and the last of the snow faded away overnight. He got up on the last Saturday of April to a beautiful, clear, warm day. He wished Rory was with him to enjoy it. As he sat with his coffee watching the sunlight pour in his kitchen window, his phone pinged. It was from Jack, of course. He wanted everyone to come to a meeting at the Society offices in two hours.

Annoyed, he wondered why Jack thought he could just make demands like that. People had lives, didn't they? But he knew he had to go along with it or the money to be made could dry up. He had a nice chunk already, well on the way to buying a house.

In the shower, just in case, he paid extra attention to cleanliness since he knew that with Jack anything could happen, anything could be demanded of him. He decided to dress a bit more casual: tight jeans, a nice linen shirt. He was getting used to looking in the mirror and admiring himself, feeling sexy – wanting to be attractive.

As he finished his coffee, he had the thought that Jack was asking for total sexual openness but without the affection, the feeling, the closeness. With Tom, or Rory, or Nicholas and Liam, things felt friendly and warm, and, he was almost afraid to think, especially with Tom and Rory, loving. He wasn't sure about Marco yet, but he was curious to find out. But Jack was all business and uncomplicated sex: just getting off. What occurred to Matt was the question of whether there might be another way of bonding the Society members together rather than using sex as a tool of control or reward.

In the meantime, he made his way downtown to the Society office. Tom was there, and they had a nice kiss in the foyer before Matt went into the main boardroom.

Once everyone was settled, Jack said, “I've called this meeting to honour the group who has made the most gains in the last month: Matt, Liam, Marco and Nicholas. Congratulations! Give them some applause.”

Matt was stunned. As he watched the other members smile at them, he realized he no idea they were doing that well.

Jack started to speak again. “And to reward them, as we always do, we get to watch them fuck the team who didn't do so well last month. Remember, this is not a punishment so much as motivation. And the ones on top fuck the ones at the bottom and everyone has a good time.

There was a bit of laughter and Matt could tell this was a ritual that some of the members looked forward to. For his part, he felt uncomfortable. It felt like a punishment for the other team. A public humiliation. And he also wondered where this fucking would take place.

“So the team at the bottom last month was Dave, Charles, Martin and Frank.”

Matt looked over at Frank Chiang who seemed a bit stunned. Dave did as well, who looked at him, shrugging with a rueful grin on his face as if to so, 'you can't win them all.'

But Matt realized he was looking forward to a bit of payback. Not in a nasty way, but he wanted to fuck Dave to even the score and he realized he was getting excited. Frank he knew, and liked, and was looking forward to seeing his body again. The other two were new to him.

Then Jack said, “You know what to do, gentlemen.”

Everyone stood up and pulled the chairs away from the table. He turned to Nicholas hoping for some guidance. He was grinning,  and he said, “Oh right, you haven't seen this before. The four guys at the bottom have to get on the table and we get up and fuck them. It's fun.”

Matt wasn't so sure, and the thought of publicly fucking the guys scared him a little. Then Liam put his hand on his shoulder and said, “And everyone else has to be naked, so it's not just us. Sometimes it gets a little crazy.”

Matt was starting to see the possibilities. He looked around and everyone was indeed pulling off their pants and shirts, folding them and putting them in little piles around the room. A little awkwardly, he followed along, watching Nicholas shed his underwear, admiring his strong, slim legs, his dick already swelling. And Liam's pale skin and red bush, and his big dick which he knew better now. Marco's tight, energetic frame. He realized he was getting really excited, his own prick hardening fast.

Dave and the other three got on the table, looking sheepish. He admired Dave's body which was more muscular than his, and more hairy with dark swirls of fur on his chest and around his groin. And his cock – he'd forgotten his nice thick dick.

Charles was a guy he hadn't really noticed before. Shorter, but muscular, with buzzed brown hair and big brown eyes, a healthy muscular ass and a big piece of meat hanging between his legs. Martin was smaller and Matt admiring his legs which were slim, but toned, with darker skin and dark, trimmed pubes and delectable uncut dick that was already swelling up. He clearly liked this ritual. He admired Frank's smooth body again, his long legs and his long cock which almost made his mouth water.

He watched as a naked Tom came in with one of those big pump bottles of lube and put it on the table. He turned to Liam and said, “Well?”

Liam laughed and hopped on the table, followed by Marco and Nicholas. Matt pulled himself up and turned to Marco and said quietly in his ear, “So how does this work? Who fucks who?”

Marco grinned at him and to his surprise, reached over and gripped his prick which was already hard. “Nice wood, Matt...anyway, start with whoever you want because we switch around until we all come. There's no prize for coming first or last, just go with it.”

Marco let go of his dick and went over to Dave, stopping to lube up his cock, then slid some slippery fingers in Dave's ass. Matt decided to start with Frank. After getting lubed, he leaned down and said in Frank's ear, “Nice to see you again.” He kissed his cheek sweetly and Frank ginned at him.

Liam got behind Charles, who seemed a little small compared to Liam's big, pale form, but Liam was slimmer, and his freckles contrasted with Charles' brown hair. Martin turned and watched Nicholas squirt lube on his prick, then come over and slap his ass affectionately. Matt could tell they'd done this before.

“Gentlemen, start your engines.”

With a chuckle, Nicholas slid his cock into Martin who gasped, but clearly happily and started thrust, so Matt did the same, pushing his dick deep into Frank, bracing himself on Frank's smooth back. He looked to both sides and watched the other guy's dicks go deep, especially into Dave's ass and he couldn't wait to switch.

They fucked for a few minutes until Nicholas said, “Let's switch.”

As if by unspoken agreement, they moved to the left and Matt slid into Martin, enjoying his tanned butt, his surprisingly tight hole which enveloped his prick in a nice way. He braced himself and fucked a little harder. Liam was now fucking Dave and Matt became fascinated watching Liam's big dick in Dave's hole, something he would never have imagined.

Nicholas told them to switch again – he was clearly the master of ceremonies – and Matt was finally at Dave, finally able to slide his cock in, nice and slow, enjoying the warmth, the silky feel of Dave's insides. He leaned down and bit the back of Dave's neck, saying, “It's nice to get to know you in a new way Dave. My cock is very happy to be in your ass.”

Dave turned with a tight smile. “Yeah, well, I guess this is payback.”

Matt fucked him intensely and Dave was making sounds that suggested he was enjoying himself. The four of them worked hard, hips pounding, but then Liam started to breathe really heavily and jammed himself really deep into Martin, clearly dumping a load. His eyes were shut and his head was thrown back.

When he finally pulled out, Martin collapsed on his back, panting. Nicholas said, “Switch.”

Since one of them had cum, it became clear to Matt, watching the others, that he could fuck anyone. In fact he looked out at the guys watching, he saw Jack on top of someone he barely knew, he saw Tom sucking off another guy and a few other combinations. He still didn't know everyone yet, but he was hoping to. He turned to Charles and said, “Can I?”

Charles laughed and got on his back with his legs spread. “Sure.”

He got between his legs and enjoyed rubbing his dick all over Charles' prick, liking the feel of his brown pubes prickling his cock. He leaned down and met his mouth with his tongue as he slid into him, and Charles groaned and bit his lip which only made Matt more excited. He began to push his hips forward, loving the feeling of Charles' ass massaging him. He slowed down, teasing himself, then sped up again. He pulled back and said, “You have an awesome ass, Charles. I can't wait to fill it.”

Charles just gave him a wicked smile and pulled him down so they could neck some more. He felt Charles' hand massaging his butt, then he begin to slide a finger into him, which was all he needed. He almost stopped breathing as his ball exploded, his skin on fire, and he could feel a river of cum leaving his body, his dick trembling and pumping.

When he started to breath again, he realized he had been the last one to come, the others were lying around on the table, catching their breath. There was a cheer and Jack said, “OK, guys. Show's over for this month. Nice work.”

Kissing Charles affectionately, Matt sat up, and realized the room smelled of guy and cum. People began to pick up their clothes and dress, chatting about normal things which felt a little surreal given what they had just done. Nicholas came up to him and offered a big wet kiss and slapped his ass. “Talk Monday.” Then Marco did the same thing but also whispered in his ear, “You and I have should get to know each other a bit more, don't you think?” Matt looked into his mischievous eyes and felt him grip his cock – soft now – and knew exactly what he was saying.

“Not today, Marco, but soon. Let's text.”

Marco slapped his ass and let go of his cock and pinched his nipple, before walking away. Matt felt like he was part of something and he liked it. Kind of like a fraternity with benefits.

He put his underwear on and felt someone's hands on his ass, massaging. He turned and Tom was there, grinning. “You want to come over for dinner? I asked Liam as well.”

Matt hugged him and kissed his neck. “Sure.” That felt nice. More solidarity and affection. He realized he had felt little of that in his adult life. Straight guys were so stiff sometimes, so inhibited. If he was learning anything it was how to be expressive and ask for support or comfort.

As he slipped on his jeans, Jack walked up to him. He was just wearing really tight briefs which was distracting, his big, muscular dark-skinned body seeming to loom over him, his briefs full of his big meaty cock that was clearly still leaking, leaving a big dark spot on the fabric. “Matt, can I talk to you for a sec?”

“Sure, Jack.” He tried to sound casual but he felt like he was a kid about to get in trouble from the school principal. They walked into one of the little rooms off the boardroom and Jack shut the door and sat down, but didn't ask Matt to sit, which was confusing.

“Congratulations on this month's numbers. Well done.”

“Hey, thanks, Jack. I appreciate it. We're pretty stoked.”

“I bet you are. But I wanted to mention something. I've noticed you're getting pretty close with some of they guys – on your team, Tom - which is cool and all, but we're not here to be all lovey-dovey, Matt. We're here to fuck and make money. Don't get distracted.”

At first Matt didn't know what to say. He felt stunned and confused. Lovey-dovey? What the hell was that supposed to mean? But he didn't know the group well enough, and he certainly didn't know Jack well enough to try and ask him more.

Then Jack totally floored him. “So, since we're here, Matt. Why don't you suck my cock? I still have a load in there somewhere.”

Matt knew this wasn't just about getting off. Jack was saying something about who was in charge, who had control. But he didn't feel like he could say no. He wished Tom was there to explain it, or talk Jack out of it. He was all for sucking dick now – that was clear – but right that very moment? Jack's?

But Jack had pulled his briefs down and was stroking his big pole which was already juicy from fucking some other guy, so he knew he had no choice. At least for now. So he got on his knees and remembered the first day taking this thing and prepared his throat.

He relaxed and sucked on the end, remembering all the goo that Jack produced which actually tasted kind of nice, but then Jack took charge and pushed his head down, forcing this monster into his throat. He could taste more precum, but also the taste of the other guy, whoever he was. At least, some part of him managed to think, I know how to do this now. He opened his throat and decided to go with it. Jack thrust up into his face and each time his dick pushed against the back of his throat. Gagging was really close, but he managed to swallow it. Jack worked faster and it was overwhelming, just like the last time. He lips felt stretched, his throat was sore, and he couldn't breathe. But he was getting angry and decided to take charge. He pulled off, pushing Jack back and took the base of his cock in his hand so he would have some control. Now, jacking as well as sucking, he could manage the speed and the pressure in his throat.

Jack seemed to be into it, because he started to breathe faster and mumble under his breath. He spread his legs and reached down and massaged his balls while Matt sucked. Thrusting upward again, the two reached a kind of equilibrium between Matt's fist and Jack's hips and that seemed to do it, because with a roar, Jack started to blast cum into Matt's mouth. Huge ropes it and Matt wondered where he kept it all, since he had probably cum not half an hour before with someone. But it didn't matter. Matt was determined. He swallowed it all, almost enjoying it. His cum was not as sharp as other people and was more liquid. When Jack stopped shooting, Matt sat up and decided to do something unexpected. He bent over to Jack and kissed him, spitting the last of his cum back at him. At first Jack seemed stunned, but then he growled and swallowed and kissed him right back with passion.

Matt stood up and smiled. “I hope that was satisfactory.”

Jack just looked at him as if trying to figure something out. “Yeah. It was really good. You're a champion cocksucker, Matt.”

At first, Matt wondered if he should feel insulted, but decided to take it as a compliment, because he really did enjoy it, even with Jack. His dick was aching but he left it alone, wanting to save himself for Tom and Liam. 

“Thanks, Jack. I am, aren't I?”

He turned and left the room, finishing buttoning his shirt, feeling proud of himself.

Tom and Liam were nowhere to be seen, so he went down the hall and knocked on Tom's door. When the door opened, Tom gave him the brightest smile and kissed him, pulling him in. He was wearing a t-shirt and underwear and Matt felt overdressed, and when he reached the kitchen, Liam was just in his briefs. Clothes, he thought, are optional in this crowd.

Tom said, “You want a beer?”

Letting out a big breath, Matt said, “Fuck, yeah!”

They all laughed and Tom handed him one. He said, “Let's sit in the living room. I'll make us some dinner in a while.”

They sat on Tom's sofa with Tom in the middle, talking about what had happened before. When there was a lull, Matt said, “Jack told me off. Well, first he congratulated me, then he told me off.”

Liam looked surprised. “Why the fuck?”

“He think's I'm being to sweet, or something. Too affectionate. As if you can't make money and be a nice guy who likes people. Like you guys...”

Tom grinned and ruffled his hair. “You are sweet. That Jack. He's a tough one sometimes. I don't think he really gets it, as much as I respect him and am grateful to him.”

Matt said, “One of these days, I'd like to fuck him, just to see what he'd do.”

Tom looked shocked. “Man, I don't know, Matt. Jack is not a bottom. No way.”

Liam finally said, “Maybe that's just it. Maybe if he played both sides it would soften him up a little.”

Shaking his head, Tom said, “I doubt it. I really do.” But then he brightened. “Enough about Jack.” He had little grin on his face. He reached over and undid Matt's jeans. “You're wearing too many things. Right, Liam?”

“You definitely is.” Liam got up and reached for Matt's shirt, unbuttoning it and slid it off his shoulders, but then he stopped and looked at Tom who was in the middle of pulling his jeans down. Matt's underwear was barely containing his cock which was hard as fuck again. “Didn't we forget something?” Matt briefly admired Tom's strong thighs and the light hair on his thighs.

Tom looked mystified, but then Matt could see him remembering something. He got up and ran to the bedroom. Matt noticed his underwear was full of cock as well. He came back with his laptop which he propped on the coffee table. He started zoom and called someone and then Matt figured it out just before seeing Rory's face. “Hi, Matt. Hi guys. I can't wait to watch you.”

Matt got really excited. He knew he was no exhibitionist but the thought of Rory watching him with these two lovely guys did something. He quickly forgot about Jack's angry dick and his angry cum. He just thought about getting really close with these two, and with Rory cheering them on.

On the screen Rory stood up and showed them he was naked and already hard. He stroked his prick a few times just to prove it. Matt realized how much he missed his dick, and how much he missed him. But that was forgotten when Tom hauled his boxer briefs off and threw them at the screen of the laptop.

Then he and Liam began to lick all over Matt's dick, running their lips all over the cut head, kissing with the head between then. Liam slurped down the side and began to bathe his balls with his mouth while Tom plunged his head down, swallowing the whole thing deep. Matt, almost overwhelmed, still watched the screen where Rory's dick was in close-up, his fist sliding up and down it slowly.

Liam took over and bobbed his head on Matt's prick, holding onto the base for stability, while Tom kissed and licked his way to his nipples, biting one playfully while pinching the other. Matt felt lost in a good things and could barely watch the screen. They heard Rory's voice. “Watch this, guys...”

And they saw his thumb collect a big blog of precum and, somehow moving the screen at the same time, bringing it to his mouth where he sucked it with a big grin on his face. Matt managed to say, “I wish I could taste you right now. Fuck!”

Rory smiled, “All in good time. I'm saving myself for you, Matt. For you too, Tom. Maybe for all three of you...”

Liam looked up and said, “Oh, so the whole we're family thing doesn't count any more?”

With a wicked chuckle, Rory said, “It's not like we're having children. And we're only cousins. Cousins used to get married all the time.”

But Liam was busy with Matt's dick again, letting Matt push his face deep onto his really hard prick. Then Tom said, “Enough of that. I want Matt inside me...”

He got on his back and pulled his legs up. Without hesitation, Matt got himself between his smooth, strong legs, his own muscled thighs pushing forward so his dick pushed at Tom's asshole. Tom gripped Matt's ass and pulled it toward him, and Liam got down underneath to watch Matt's cock begin to slide in. He even pushed further and licked Matt's cock as it disappeared into Tom's body. Then he lapped Matt's balls.

Matt started to thrust and Tom started to moan and they looked at each other with all kinds of feelings. Matt turned to the screen and said, “And right now, I would love it if you could fuck me at the same time, Rory...but Liam will do just fine.”

So Liam didn't wait. He lubed himself up and got behind Matt, who slowed his movements long enough to let Matt push back and take his long, pale cock in. Liam put his arms around Matt's torso for traction and let Matt begin to fuck and be fucked at the same time, let him swivel his hips into Tom and then, into Liam. From the screen they heard Rory's voice. “Oh man, this is driving me nuts. I want to fuck all three of you. I want all three of you to fuck me!” His fist moved faster on his dick and it almost seemed like a blur on the screen.

Matt thrust faster and leaned down and he and Tom let their tongues intertwine. Matt managed to reach down and bite Tom's nipples but it made his back hurt, so he sat back up and let Liam turn his head for an awkward kiss. Matt could smell their bodies, their healthy, masculine sex smell, and with the heat they were producing, it made him a little crazy and he fucked faster.

He shut his eyes and could feel the volcano stating to build pressure. He opened them and said, “Fuck, Tom...this is the best fucking sex I've ever had...” And with that his body burst and he could feel his cock spurting into his ass, and behind him, Liam did the same thing, fucking hard and gripping Matt as if he was going into space if he didn't.

Tom pulled away from Matt and got up and pushed his cock into Matt's mouth, jerking hard and soon Matt had a mouthful, Tom's cock like a hose coating the back of his throat. Matt swallowed hungrily, and turned and kissed Liam, trading Tom's juices between them.

Liam's red hair was damp and his face sweaty. Matt licked some of it off his forehead, and ran his hand through his hair. He was struck again by yet another man he felt so much affection for, and wanted to be close with. He threw himself down on the sofa and Tom lay down with his head in his lap. He turned once and licked Matt's softening cock, collecting the last little flow of shiny liquid on his tongue. Liam sat down and put his head on Matt's shoulder. The three of them looked at the screen and watched Rory pump a massive load out that ran all over his hand as it stroked his cock. He shifted the screen and they watched him clean his hand off, then he sat back, grinning. “Really fun, guys. We'll do that in person sometime.”

When Rory signed off, Tom finally got up and went to the kitchen to finish making dinner. They sat at t he table, still nude, and ate delicious pasta and drank wine and talked about normal things, about investment, about life, about nothing much. Matt felt relaxed and comfortable. He thought about Jack and his angry energy, his dismissal of affection and love for what felt like empty sex and making money for its own sake. Surely, he though, taking Tom's hand and kissing it, then Liam's, there was another way.

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