Getting Close
Jack looked at him a moment, then said, “Sure, have a seat.” He shifted on the sofa and Matt sat down. Then Jack said, “I get the feeling you don't approve of the way I do things.”
Not surprised that Jack took a head-on approach, he said, “I wouldn't say that. The way you manage all the investment groups is amazing and you give us freedom and, as you know, this had had results. We're making some amazing profits.”
With a nod, Jack said, “You are. It's impressive.”
Then Matt knew he had to make his pitch, but he wasn't sure what form it would take. “But Jack...the sexual freedom between us all is awesome. There's no doubt about it...” And he ran his hand up Jack's leg, just below his balls and stopped. Jack's skin was warm. “But I've discovered that it's not just about sex, is it? At least not for me.”
With that he slid a little closer to him so their legs were touching. Jack had a strange look on his face as if he wasn't sure what Matt was doing. He ran his hand from Jack's thigh, lightly over his balls, then over his cock, then continued up his flat belly to his strong chest with all kinds of trimmed dark hair, to Jack's face. He traced the outline of his jaw. He finally said, “It's about this...”
He leaned over and his lips met Jack's very softly, then a little more firmly, then he opened his mouth and Jack responded. He let his tongue slide into Jack's mouth and again Jack responded, their tongues soon wrapping all over each other. Jack tasted of coffee.
At first he couldn't believe he was doing it. Partly because he realized he wasn't that turned on by Jack but knew that had more to do with resenting him than whether or not he was actually attracted to him. But now, his mouth learning all kinds of things, he felt himself becoming turned on. Really excited. He but his hand on Jack's chest, exploring one of his nipples, pinching it, running his finger over it. Jack moaned into his mouth. He leaned closer and pushed Jack down so he was lying on his back on the sofa. Matt got on top of him and their bodies met, from their cocks to their mouths.
Matt started to grind against him, and Jack responded, and their dicks pushed against each other while they kissed, Jack's bigger, thicker prick feeling strong and exciting against his own.
Matt had sucked Jack's cock before and didn't think he needed to – not right now – but instead, taking a chance, he pulled his body forward until his own dick – dripping now, and hard as iron – was right over Jack's face. And the chance he took was to push the head into Jack's mouth who, to his amazement, let him. In fact pulled it into his mouth so Matt's cock was engulfed and warm, and he felt Jack's tongue digging into the cleft just below the head.
“Fuck Jack, your mouth feels amazing on my cock.”
Jack just moaned. Matt wasn't sure how this was possible. Jack was taking his dick. He pulled out of Jack's mouth and leaned down and they kissed more, with more energy. Then he took the chance that he had wanted to take all along. He leaned back and slipped his hand between Jack's legs and nudged a few fingers against his hole.
Jack seemed surprised, but let him. “Jack...I'm going to fuck you. And I think you're going to let me...”
He pushed Jack's strong legs apart, admiring all the curly black hair around his cock, his muscular fucking cock that was, he realized, beautiful. He leaned down and sucked on the head while his fingers continued to press against Jack's ass, then they gradually slipped in as he tasted the juices flowing from his hot piece of flesh.
Matt sat up and spat on his cock which was still slick from Jack's mouth and pressed it at Jack's hole. Jack made a sound that wasn't quite a moan but he didn't stop him. He was going to let Matt fuck him.
As his cock slid slowly in, helped by Matt swivelling his hips, he heard a sound from behind him. He turned and saw Nicholas and Charles with Gene in between them. “Hey, you two. We thought we should join you.”
Matt turned to Jack and leaned down kissing him a few times and said in his ear, “Jack, we're all with you. We want to be close to you. I want to be close to you.” He started to thrust. He was fucking Jack, and Jack was letting him. Jack's face had a curious expression as if he wasn't sure what was happening, but he pulled Matt's face to his and kissed him back, kissed him properly as Matt continued to slide his cock deep. He felt Jack relax and let him in even more, and he fucked him more smoothly.
Then he felt hands on his ass as it moved and then he realized Andre was getting behind him, pushing his dick into his asshole, so he slowed until Andre's long dick was fully in him so that he could move again, but being fucked by Andre, a position he was beginning to love: being taken while fucking. He kissed Jack more, and Jack wrapped his arms around him and Andre together and they seemed to move as one.
He glanced beside him and Gene was being fucked by Charles while Nicholas was feeding his cock to him, and Gene seemed excited and was making all kinds of sounds. Then he saw Marco come into the room and he came over and slid his dick in between his mouth and Jack's, running his hands through their hair. No one said anything and the moment felt almost sacred. He felt like Jack was letting himself be shared by all of them, something he hoped for, but hadn't quiet expected.
With a final few big pushes into Jack's ass, Matt swallowed Marco's cock and felt himself explode into Jack, his whole body on fire. Jack said all low and sexy, “Fuck Matt. I don't let many people fuck me, but that was awesome.” He leaned up and kissed Marco's cock as it slid into Matt's mouth just as Marco's cum started to spew into his mouth, slide down his throat, so much that Matt couldn't really take it so that some ran out of his mouth, dripping down to Jack, who slurped it up hungrily.
Behind him, Andre started to thrust really fast and Matt let him go, let him push his whole body into Jack's, fucking fast and deep until Andre cried out, gasping and Matt felt his body tremble behind him, imagining his whole body filled with Andre's juice.
Andre pulled out and said, “Matt, let's get him off.”
Matt knew exactly what he meant and they both leaned down to Jack's big two-by-four of a cock and Matt fisted it while Andre sucked on the end, and soon Jack bellowed, and cum started to blast
Andre's mouth and then he shared it with Matt and Marco, who were licking the sides, collecting the last few spurts and then in a three-way kiss, traded Jack's cum between them.
Matt moved up and said to Jack, quietly, “Thanks, Jack. Thanks for this.” And he kissed him for a while. Short kisses, long ones with tongue, longer ones where their lips just moved against each other. When Matt finally sat up, he ran his hand over Jack's face affectionately.
He looked beside them and Gene was on his back with cum running out of his ass and Matt wasn't sure whose it was, but he looked happy. Charles and Nicholas were fucking beside him, Charles jackrabbiting into Nicholas's hole which looked stretched and as he watched Charles pulled out and sprayed cum all over Nicholas' face, then shoved his cock in his mouth. Soon they were both laughing and kissing. It all felt playful and happy. They were like kids in holiday.
But Matt left the room and went back downstairs and found Tom who was cleaning up. He embraced him and said, “How are you doing? I was hoping you would come and join us.”
Tom turned and kissed him and said, “You taste like cock. Very nice.”
With a laugh, Matt said, “We were busy upstairs.”
Just then, Gene walked in, clearly looking for his clothes. He saw the two of them and gave them a tired smile.
Matt said, “Hey, Gene. Are you doing all right?”
He laughed a little, then said, “As well as you might expect.”
Matt turned to Tom, putting his arm on his shoulder. “Tom...why don't you take Gene home and give him some tlc. I think he could use it.”
Gene looked suddenly relieved and Tom went over to him, putting his arms around him and kissing his cheek, then turned to Matt. “You know...I think you're right.”
Matt slid his pants on, and found his shirt. He was tired but satisfied and, more importantly, happy. Happy that Jack seemed to get it, and in fact went with it, letting himself not just be fucked, but welcome all the care and affection that the group had to give.
At their Monday meeting, he greeted his group happily, and they celebrated yet another increase in value of their portfolio that was reaping dividends Matt had only ever dreamed of. He now had a healthy six figures in his house account and could get to half a million in another few months if this kept up.
Just before signing off, he said to them, “So I'm taking a coupe of weeks off, you guys. Rory and I are going away. I'll see you in August.”
Liam said, “You two are going to fuck for the whole time!”
Laughing, Matt said, “Yeah, and hike. But certainly fuck.”
“I'm envious...”
“Yeah, well, next time, Liam. We'll have you all sandwiched up.”
They signed off and Matt went to work. His job, at this point, felt empty and pointless. He knew that if the value of their portfolio kept increasing, he could see himself leaving his job and focusing full time on the investments. Jack had done it, Liam had done it. Why couldn't he?
The resort was perched on a big granite outcropping on Georgian Bay. Matt had never heard of the place before, but Rory had been there before. It wasn't huge, but very well-appointed and Matt decided he didn't care how much it cost: they would worry about that when they checked out.
The place itself was made of granite, and had big polished wooden stairs to the upper floors. The lobby was big and smelled of pine. It had pine beams on the ceiling and the reception desk was long and was also polished pine. They got their room key from a nice guy who, Matt was sure, gave them both a look, and went upstairs.
They had booked the biggest room they could afford which overlooked the water, with a big deck off the main room with lounge chairs. Once in the room, Rory immediately threw Matt on the bed and kissed him, while sliding his hands in his pants, which Matt quickly shucked. They were naked fast, and Matt, feeling hungry for Rory, pushed him down on the bed and lapped at his dick, squeezing his balls, and getting his mouth all over his pale pubic hair, sucking on each ball. Not to be outdone, Rory tugged at Matt's legs and pulled him over so he could do the same and they simultaneously sucked each other deep, finding a nice pace where their hips thrust so they could take each other's cock deep.
Matt felt the weeks of longing for Rory start to fade into pure love and with just as much lust. He pulled Rory over so his mouth was being fucked, while he slid his fist over Rory's cock at the same time. Rory was jacking his fast and Matt, his mouth full of Rory's hot muscle, started to moan. He shut his eyes from all the sensation but he was desperate to cum, and he wanted a mouthful. He started to swivel his hips up into Rory, his cock going deeper. Rory held onto the base of his cock tightly and Rory's was almost choking his he was fucking so hard into his throat.
Matt squeezed his eyes tightly shut as something overwhelming happened in his body and at the same time he felt Rory's cum start to stream into his throat. He growled and swallowed and came at the same time, feeling Rory jack his cock and he felt his cum spurting. He could hear Rory groaning and swallowing, then sucking the last few spurts as Rory's cock calmed down, just a light drool of more liquid cum running over his tongue.
Breathing heavily, Matt pushed Rory off him and turned around and kissed him for a while, slowly and deeply, reminding himself of the taste of him, the feel of his tongue, the strength of his arms as they wrapped around his body, massaging his back, kneading his ass that he knew would be fucked later. But right now, all he wanted was this: closeness and ease. He pulled away and Rory said, “Fuck Matt. I'm totally falling for you. Like really. Love and all that.”
Matt laughed and kissed Rory's nose. “Yeah. Me too. Love! I love you. It feels awesome.”
They both grinned at each other and Matt also loved that he felt like an idiot or a teenager or both and that was just the right thing. He could still taste Rory's cum and he never wanted to stop tasting it. He liked cum – almost anyone's – but Rory's was the one that felt like more. It was part of him. And now it was in Matt. He smiled.
Rory said, “What are you smiling about?”
“Oh, just how much I love having your cum in my body – and not just my ass.”
With a laugh, Rory said into his mouth, “I feel the same way. I have a belly full of Matt.”
They dozed for a while after pulled the light blanket over them and watched the sun get a bit lower over the insanely blue waters of Lake Superior.
They finally got hungry and found some clothes and and went down to the restaurant which was, Matt realized, very high end. Not so much in atmosphere, but looking at the menu, he knew this was food into which a lot of care was taken. And the prices certainly indicated it as well. But he wasn't going to pay any attention to the prices.
Their server was a young woman who joked with them, but also was smart and informative and they gave her a big tip.
They left the restaurant a little tipsy and as they walked past the front desk the same guy was there. He was tall and dark and Matt decided he must be south Asian. He eyes were bright and he was clearly checking them out.
He said, “I hope you two had a nice dinner.”
Matt grinned and said, “We did, thank you.”
The guy grinned back and he said, “My name is Rami if you need anything.”
Rory looked at him appraisingly. “Well, Rami. We might need you – or your help,” and he looked at Matt for a second, “Tomorrow night. If that's not too inconvenient.”
With a bigger grin, Rami said, “I think I can arrange that. What time were you thinking. I'm done at six.”
Matt laughed, really enjoying the naked flirtation. “Let's say eight. That will give us time to have dinner.”
They went upstairs, chuckling and since the hall was empty, Matt slid his hand in Rory's pants, enjoying the softness of his strong ass, funning a finger up between his cheeks. Rory's moaned and opened the door.
They tore off their clothes again, and this time Rory pushed Matt onto the bed. He got some lube from his bag and said, “I want to do this properly and take my fucking time. We have all the time in the world, right?”
Matt stroked his own cock, excited. “Yeah, we do. And tomorrow we can have some fun with Rami. How nice is that?”
Rory got on the bed and said, “I want you from behind so I can fuck you into the next room.”
Matt jumped up and got on all fours. Rory slicked up his tool with lots of lube, then slid some slippery fingers into Matt's hole, who groaned. Rory spent some time, digging deep, and Matt squirmed and wined, wanting Rory's cock. “You're torturing me...”
“Yeah, that's the idea.”
But Rory finally moved forward and slid his dick in. It went smoothly, now that he was lubed up, and he very slowly – achingly slowly – pushed all the way in. He kissed Matt's back, then just as slowly pulled out. He pulled out all the way and Matt felt he was going to go crazy when he just as slowly pushed himself back in.
“Fuck, Rory. That's awesome...but it's making me nuts.” Matt took hold of his cock and very gently let it slide through his fist, watching a long, shiny drop of precum drip out onto the bed. He felt Rory kiss the back of his neck. Rory pulled him up so he was on his knees and put one of his arms around his chest and fucked with a little more force while pushing Matt's hands away from his cock so his could grip it with his other hands, running his finger over the head.
He felt Rory's lips on his ear. “I have never wanted to fuck anyone as much as I want to fuck you, Matt.” He seemed to be turning himself on with his own words, because he started to move faster and Matt shut his eyes as little explosions were going off in his body, and his skin felt like it was glowing, his cock felt like it was on fire in Rory's hand.
Rory leg go of his cock and drew it over his chest with the other one, giving his nipples some attention with his fingers, tweaking and pinching. Matt started a low sound in the back of his throat. He wasn't touching his dick, but he could tell that something magical was happening in his balls that somehow radiated to the head of his cock.
“Fuck, Rory...fuck...I love you so much...but this is driving me fucking nuts...”
Rory licked his ear and said, “Good. I want to drive you nuts. Cum for me, Matt. I want to see that cock of yours spew.”
With that Matt started to make a louder sound and his dick got all hard and rigid and he cupped his hand over the head and his body felt like it exploded and went numb at the same time. A long gush of cum spewed out into his hand. It was like he had produced more semen than ever. It filled his hand and he brought it to his lips and slurped, then went back for more. It was running off his chin and back onto his cock. He shut his eyes and he couldn't breath.
At that moment, he felt Rory rear back and fuck him three times so hard he almost fell over and he was choking and swearing behind him. He felt cum dripping out of his ass around Rory's cock as he licked the last of his own off his fingers.
He opened his eyes and fell forward, letting Rory slide out of him and he tuned on to back. He looked up at Rory who seemed frozen, his eyes shut, his cock wet and red and drooling a long rope of cum onto the bed. He leaned forward and lapped it up, then pulled Rory down on top of his. Their cock, their chests, their legs, were all in contact. They were hot and sticky, sweaty and exhausted.
Rory finally kissed him and said, “Matt. That was the best fuck I have every had.”
Matt kissed him, feeling overcome with happiness, love, post-orgasmic bliss and everything in between. He kissed Rory's ear finally and said, “Yeah. It was.”
Matt pulled the sheet over them and they pulled each other closer and he realized Rory had already fallen asleep. He kissed Rory's forehead and tucked his nose under his chin, smelling his body – that smell that only Rory had – and fell asleep.
The dining room was quiet since they got down to breakfast laster than everyone in the hotel, it seemed. Once they got their coffee and ordered, they both drank water in big gulps. Matt finally said, “I think I'm replacing all the cum from last night. I'm dehydrated!”
Laughing, Rory reached under the table and grabbed his cock through his jeans. “You need to replenish. We have a date tonight, remember?”
Matt grinned. “I haven't forgotten. What shall we do with him?”
“Whatever he wants. He's fucking cute.”
Their breakfast arrived, delivered by yet another beautiful guy, this time blonds and young. When he left, Matt said, “Cute as fuck, but I think as little on the young side.”
Rory put down his fork. “Are we dirty old men? Have we come to that stage already?”
Matt shrugged and continued to eat his eggs.
They put on hiking shoes and went to the desk where Rami told them about a part not too far away where they could hike along the edge of Georgian Bay. Just before they walked away, Matt said, “We'll see you at eight, right?”
Rami grinned and nodded. Rory slapped Matt on the ass and said, “Don't be late.”
They drove to the park and spent most of the day in the sun, climbing the granite outcroppings over the impossibly blue water, enjoying the breeze, the smell of cedar and pine. They got to a little inlet that sloped down to the water and Matt stuck his toe into the freezing water. “Yikes. I guess we're not going swimming.”
But instead they sat in a flat granite shelf above the water and took their clothes off, sunning and enjoying the clean air. Rory leaned down and sucked Matt's cock, stroking and slurping out a mouthful, then hiking himself over top of Matt, fucking his face until he spewed cum down his throat. It felt sensual and almost forbidden to be doing it in the outdoors. They saw some hikers from a distance, but otherwise, they were alone.
They ate the sandwiches they brought and drank water from a flask, then packed up, dressed, and drove back to the hotel where they had a long shower together.
They didn't see Rami at the desk when they went back upstairs after dinner, but once in their room, Matt said, “What do we wear?”
Rory said, “Did you bring those light blue boxer briefs?”
“Oh, right. I did.”
He dug in his bag and pulled them out. He tossed his shorts to the floor and pulled them on. They were tight and hugged in all the right places and his cock was very obvious in them. So obvious he started to get excited and it became more obvious. Rory put on some slinky white briefs that barely contained his meaty cock even when it was soft, which it wasn't.
They sat on the chairs when they realized it was just before eight and waited. Right at eight, there was a soft knock.
Matt said sweetly, “Come in.”
Rami opened the door and came in. He was in a very tight pair of shorts and and white shirt. He looked at the two of them and said, “So what's the plan, guys?”
