"You look so big, maybe I should start with Connor? He's smaller." Jake looked a bit concerned.
"I think you'll be fine, Phil is very talented and gentle."
Lacking lube, Phil wet his cock liberally with spit and then positioned himself in front of Jake's open and wet hole. He looked down at Jake, who was looking back at him. Phil began to gently push, then harder and harder still. His head popped through the clenched opening of Jake's sphincter. Connor whispered in his ear, "relax, breath out and push like you're trying to push him out."
Jake took a couple of deep breaths then exhaled heavily and pushed, which had the effect of opening his ass and allowing Phil to sink in deeper. Phil rested there, holding his cock in place while he breathed with Jake.
Connor kissed him again, tongues wrapped around each other, he reached down and grasped onto Jakes cock, a pool of precum lay on his lower belly from where he'd been leaking since Phil's tongue touched his ass. Connor ran his fingers through it and used that as lube to stroke Jake's cock. Jake bucked at the touch and moaned loudly, his ass opening further for Phil, who slid a little bit further in. Then further still until his pubic hairs were tickling Jake's balls. Then he slowly started to withdraw until just the head remained before he let himself sink back into Jake's ass. Connor flipped around and presented his cock, once again, to Jake's waiting lips and at the same time took Jake's 8 inches into his own mouth. Jake moaned loudly and sucked Connor's cock to the base.
"I think those two are going at it again, can you hear all that moaning," came Karl's voice from the hall. Phil looked over his shoulder and saw Karl standing in the open door, mouth agape, as he watched his friends fucking. Phil signalled for him to come over. Karl waited for a few moments before he began to shed his clothing and joined them on Jake's bed. He positioned his cock for Jake to suck him. Like Jake, Karl was between 7 and 8 inches hard, but he was uncut and thick. Certainly, the thickest of the four of them. Jake pulled off Connor's cock and tried to take Karl but he was just too big for Jake to take more than an inch or two. It didn't seem to bother Karl, he slowly started to fuck Jake's mouth. Connor stood up and tapped Phil on the shoulder, "My turn" he said.
Phil pulled out and allowed Connor to take his place. Connor slid right in with no resistance at all. And he began to pound Jake's ass, where Phil had gone slow, Connor pounded, slamming his thighs into Jake's ass. Karl had managed to get half his cock into Jake's mouth by this point. Phil stood up on the bed and presented his cock to Karl. Karl leaned down and engulfed it without hesitation.
Jake was in heaven. Cock in his ass, cock in his mouth and watching his friend suck Phil's cock. In moments, Phil warned Karl that he was about to cum, the tightness that was Jake's ass had brought him right to the edge before Connor swapped him out and he couldn't hold out.
Karl did not pull off but took the first two pulses of Phil's load into his throat then let the cock slip from his mouth and let Phil finish by splashing the last few pulses across Jake's chest. Connor, seeing Phil cum let loose his own load, filling Jake's ass. Karl was ready for more though and he took Connor's place, using Connor's cum as lube, he was able to slide in. Jake moaned and cried that it was too big but Karl just continued to let it slide in, greased by Connor's load. When he was buried balls deep, he leaned down and kissed Jake, the two men embraced, and Jake wrapped his arms around Karl.
Karl started to rock, ever so slowly, while still kissing Jake. The slow rocking turned into movement of his cock, slowly out then back in, as they rocked together. After a few minutes, Karl leaned back up, bracing his weight on his arms, and looked down at Jake. "Are you ready?" he asked.
Jake just moaned, but finally managed a "yes, fuck me" which Karl did. He started to fuck into Jake, slow steady strokes, then fast, and faster still, bodies slamming together, Jake's cock dancing with it's need to cum. No one was touching it though, as both Phil and Connor had withdrawn to watch the action. Jake's cock bounced unattended until Karl took it in hand and began stroking it. That was all that Jake needed. Pulse after pulse jetted from his cock. The first blast hitting his chin, the second covering his left nipple. The balance spilling across his belly and pubic hair.
Karl scooped up some of the cum and pulled his cock out of Jake and rubbed the cum onto his cock before shoving it back to the hilt into Jake. He kept fucking, alternating his pace, slow than fast, hard then soft. Deep then shallow. He seemed like he could go all night. Jake had not gone soft.
Phil and Connor rejoined them on the bed and both positioned their cocks near Jake's mouth and he took turns taking each of them into his mouth. Phil leaned down and stroked Jake's hard cock. It did not take long before Jake was shooting another load. This one pulled Karl over the edge and Karl deposited his seed deep in Jake's ass. Phil and Connor jerked off over Jake and both splashed their second load over Jake's face and into his mouth.
All four collapsed onto the bed, Jake a mess of cum and sweat. Karl crawled up Jake's body and lay on top of him, kissing him deeply. They ended up in a four-way kiss fest, with all of them kissing each other.
When everyone had caught their breath, they got up and adjourned to the kitchen to grab some beer. Jake still covered in cum, he seemed reluctant to clean it off, though he'd been offered a towel and a washcloth. Instead, he rubbed the loads into his skin, licking his fingers clean. Cum dribbled from his ass and down his inner thighs but he also fingered that up and sucked his fingers clean.
Watching that, Karl's cock began to get hard again. And Jake just took it into his mouth, tasting his ass and Karl's last load on it. Karl held Jake's head and began to face fuck him. Jake managed almost the whole cock this time. Phil noticed that Connor was hardening as well, and he took Connor's cock into his own mouth.
The four of them sat at the island, Karl and Connor receiving blow jobs. Both came at almost the same time, and Phil and Jake swallowed all that they were given.
Finally spent, the four relaxed naked through the evening, there was lots of fondling of soft cocks, some ass fingering and a few suckling attempts to stir limp cocks. The beer flowed, the fish was cooked and they had lovely dinner. Jake had still not showered or cleaned off and he smelled of cum. It was turning Karl on again. The four talked about the afternoon's events and what this meant going forward.
For Karl and Jake, they would continue to see their ladies, especially as there were children involved. They decided that these activities were "fishing trip" only events and that once back in the city they would go back to their straight lives.
Phil and Connor both doubted that it would happen that way but kept their thoughts to themselves.
The rest of their stay was spent fucking and sucking each other. Phil managed to get fucked by Karl, though he wasn't sure he could take him. Jake proved to be an accommodating bottom, with no desire to top. All three took turns topping him. Phil fucked Connor while Karl and Jake watched and then flipped with Connor fucking him. Karl even took a turn topping Connor but he was too big for Connor's comfort, so they cut it short. By the time they were ready to head back to the city, they were all a little raw from fucking and sucking each other.
They'd been back in the city almost a week when Karl called up Connor and asked if he and Jake could come by. Connor said of course, and when they arrived, they all fucked again for several hours. Phil knew that the fishing trip only plan wouldn't last.
In November, Jake married his fiancé, they all attended the wedding, and there was a bachelor party that they walked away from bull legged. They enjoyed the wedding and reception. Jake's wife delivered a healthy baby boy, Jacob. Karl's wife announced her second pregnancy. Life continued. The next spring, as the guys headed south, Phil remained behind. He watched the spring training games when he could and couldn't help but admire his three men in their tight uniforms, sprinting around the field. He'd jerk off watching them play. Connor would call nightly and sometime Jake and Karl would join him, and the three would play for Phil over the webcam. Phil even managed to fly down a couple of weekends and joined them in person.
Together the four of them enjoyed that year and the season before Karl was traded and shortly after that, Jake as well. They still managed their post season fishing trips but the easy access from being on the same team was gone. Connor retired the next year and Phil's business had taken off, so he was able to hire agents to do most of the leg work, freeing he and Connor to travel, especially during the baseball season. Road trip games were always exciting.
