This is an original story (M/M, Adult Friends, Oral and Anal Sex) based on a real situation and real people. Sadly, the sex is just wishful thinking and pure fiction.
If you like my stories, please consider contributing to Nifty. https://donate.nifty.org/
Help them keep these stories alive.
Bored Games
I was responsible for environmental and safety compliance at several manufacturing plants scattered over half the country. This forced me to travel at least two times a month. I would get as much work done as I could on each visit, but I couldn't really keep up with it.
When I had started, I loved the travel and even loved flying, but after a year of delays at check-in lines, crowded planes with ever-shrinking leg room, and fewer and fewer travel perks, it was starting to wear thin. We had even added a couple new production facilities, so it was only going to get worse.
My General Manager knew I was overworked, and he convinced the company to hire a second EHS person. The plan was that we would eventually split up the portfolio, but the GM decided that we should partner for the first round of site visits.
My new coworker, Kenny, was fresh out of college. He had book learning, but he had no experience in the field. Prior to our trip, he went through an intensive new hire orientation, and I only had a couple days to get to know him and give him the lowdown on the portfolio. He had a typical fresh out of college cockiness, but he seemed like a good guy.
We were both at very different points in our life. Kenny had a live-in girlfriend, and still figuring out if he was ready to settle down. There was apparently a lot of tension at home over his reluctance to propose. On the other hand, my wife and I had gone through a few rounds of up and down, and we had finally reached a comfortable place where we mostly stayed out of each other's way.
With the age and lifestyle difference, I was concerned that we would have very little in common and a long trip might put that to the test.
As it happened, airfares had recently spiked, and the company was complaining about travel costs. Someone in finance did a quick calculation, and figured out that it would be cheaper to have us drive a rental car, even though it would double the length of the trip and the motel stays. They scheduled us to spend two weeks covering the first third of the portfolio. After that we would each take on another group independently.
Given our differences, I was concerned that a long road trip could get uncomfortable, but I was relieved to get a reprieve from flying. Kenny clearly wasn't happy about the travel plan, but he didn't put up a fight.
At least the first day on the road was mellow. We were both in reasonably good spirits and to our mutual surprise we figured out that we both had a shared interest in music, as we took turns sharing our personal playlists.
We had an allowance for lodging that allowed us to get separate rooms, but only if we stayed in low-cost motels. At first, that was okay. We drove from breakfast to bedtime, and we just needed a place to sleep.
On the third day we got to the first work site. We would be staying for two full days and nights, spending a lot of time in our lodging, and we needed workspace, so we both agreed we should pool the allowance and share a suite with double beds.
The first day went long, partly because Kenny was new to it and I had to walk him through everything, but he was a quick study and by day two we made good progress. We even finished up early and had some time to kill.
Unfortunately, we didn't have a lot of options. The plant was in the middle of nowhere. The closest it came to civilization was a Truckstop, just off the highway, with a gas station, all day cafe, and our hotel. So, we decided to get an early dinner and hang out in the room.
Two days in a car had exhausted all the small talk we could muster. So, at first, there was a long stretch of uncomfortable silence that was finally broken by Kenny.
"You seemed happy that we couldn't fly on this trip." His tone was almost accusatory, like it was somehow my fault.
I quickly explained m was also concerned that a long road trip could also wear thin. "I assume you would have preferred to fly... I can imagine you would have preferred a shorter trip."
He shrugged. "I'm going through some shit with my girlfriend, and she was being pissy about how long I would be gone. Truth is, this may be what we need. I need time to figure some shit out."
"I'm sorry to hear that," I answered honestly. "I guess I have the advantage that me and my wife got past all that stuff a long time ago."
He looked up. "Does that mean it gets better?"
I laughed. "Define better? We get along great, but we're more like friends than anything else."
"How is the sex?"
"Sex? What's that?"
This time we both laughed.
"I don't think I could live like that. That's the problem right now." He offered. "When we're fighting we don't have sex, and lately we're fighting all the time. Now I'm gone for the next two weeks. So, it won't get any better."
"Yeah, it can get rough," I agreed. "I even went through a stretch where I thought about trying to hook up with women on these trips but the places we stay don't usually attract the kind of women I would want to meet."
"So, what do you do?"
I made a tube with my fingers and did a jacking motion. "I mean, I'm usually traveling alone, so I pound one off when it gets bad."
"Oh damn... I guess maybe we should've gotten separate rooms."
"I'm okay for now. I like having the nicer room, but we can figure out what works later in the trip."
The next morning, we hit the road for a half day drive and another two-day site visit. We hit town too late to visit the worksite, so we checked in to our room and settled in. Since we had booked it a couple days ahead, we didn't have the chance to change it to separate rooms.
"Are you going to be okay sharing again?" Kenny asked.
I answered. "Thinking about jacking off in a fleabag motel room was actually kind of depressing. I've gone longer than this, so I'll be okay. How about you?"
"We'll have to see. Since we talked about it I can't shake thinking about it. It's getting pretty bad, but I don't know. I haven't jerked off since I was in high school."
"I wish I could say that. Would you like me to take off for a couple hours and give you some privacy? "I offered.
"Nah," he grunted. I'd rather have the company."
We then had another long stretch of silence, which Kenny again interrupted. "Did you ever goof around with a buddy when you were a kid?"
"How do you mean? Oh... like that..." I finally figured out where he was going. "Sure... I mean... I played doctor with a couple friends. We ran around in our skins. Stuff like that."
"Yeah, same here." He agreed.
"Why you asking?"
He sighed. "I don't know... I guess I just think it's too bad that once we get old enough to know how that shit actually works, we get too uptight to do anything about it.
I can't say I had given it much thought before, but it was rolling around my brain now. "Yeah... I wonder if..."
"What?"
"Would it be weird if we jerked off... I mean, together. You know... at the same time. I know it's still just jerking off..."
"But it wouldn't be alone," he quickly offered.
"Yeah. I guess that's what I was thinking."
"I mean... yeah. It would be weird but... I'm actually thinking it could be okay."
"It's your call, man," I offered. "Or we can just pretend we never had this conversation."
"Too late now," and with that, he turned on the TV and went straight to the cable softcore porn. "So we have something to look at," he explained.
Shit... this was actually happening. When I brought it up, I didn't really think it would. I was so nervous, I wasn't even sure that TV boobs would get me hard, but then I saw that Kenny was stripping off clothes, so I slowly followed suit. When we both got down to our underwear, I think we both paused, probably waiting for one of us to call the whole thing off. But we didn't. So, eventually even those hit the floor.
We were supposed to be watching the naked girls on TV, but we both took a minute to check each other out.
I had never been self-conscious about my body, and I looked pretty good when I was younger, but this was the first time in a long time I was naked with someone, and I had gotten softer and pudgier over the years, and seeing the youthful, trim figure of my roommate made me painfully aware of that.
Over the years, I had seen my share of dicks, at the public pool, or in restrooms, and I was surprised by the variety. Some were bigger, some smaller, and I had not expected all the different shapes. But I suppose you get used to what you're holding when you pee, and I liked the size and shape of my own cock. A furtive glance let me see that Kenny's was very similar, but probably a little bigger. I was relieved that the equipment between our legs was at least close enough that I didn't feel too emasculated.
I could tell that Kenny had been doing a similar scan of me, which brought me right back to feeling soft and out of shape, but he didn't seem put off by it, and I noticed that his dick was even starting to swell. I couldn't say if any of it was because of seeing me, or if it was from the moans and groans coming from the TV.
Kenny had a nervous giggle, then he planted himself on his bed. "Okay... let's do this."
I hopped on my bed and took a deep breath before taking hold of my joint and trying to get it hard. That ended up being easier than I expected, but I knew it wasn't because of the cheesy softcore porn. I was reacting to having my new friend, buck naked on the next bed, stroking a very nice tool.
Once we were both fully hard, another quick glance confirmed that our dicks had a very similar and familiar shape. Kenny's was a good inch longer and noticeably thicker than mine, but rather than being bothered by that comparison, I was completely ignoring the video and I was fixated on his cock.
Kenny was watching me just as closely and I started to have an idea, but I wasn't sure if I had the nerve to mention it. "You know... I wonder... if..."
"Yeah," Kenny blurted. "Maybe we can do each other."
Apparently, we were on the same page.
I got up and crossed to his bed, while he scooted over to make space. Once I got settled in, it took us a minute to work up the nerve to reach across and handle each other's unit. I don't remember who made the first move, but the next thing I knew we were both cautiously beginning to stroke each other.
His cock was bigger, but not so much as to make it feel unfamiliar. I really liked holding it in my fist, but without any lube I was concerned I might rub it raw, so I just softly stroked the skin. Kenny apparently had a similar concern. However, he came up with a different solution. He rolled to his side and scooted down the bed.
"Screw it," he grunted. "If we're going to do this, I'm doing it right."
I was reluctant to let go of him, but his change in position pulled his dick from my grip. So, I watched him, curious about what he had planned, and to my shock and surprise I watched his lips drop over my cock knob. He took me deep into his mouth, which was a feeling I had almost forgotten, but instantly embraced.
"Oh, fuck yeah..." I groaned.
That was it. I was onboard. I only had to think about it for a second before I twisted so that he could still suck me, but now I could also reach him. I wasn't sure I even knew what to do, but I took him into my mouth.
Looking back on it, this was one hell of a progression, going from just thinking about jacking off in a private room to doing a 69 with my travel mate. It occurred to me that we had not worked out the logistics of what we would do when we reached climax, but I decided to go with the flow and just see how it worked out.
As it happened, I came first. I pulled off him long enough to warn him of what was about to happen, and to my delight he didn't pull away. So, when I did unload, it was into his mouth. He pulled back just enough to keep from choking but then used his fist and mouth to pump me dry.
It then seemed that my orgasm triggered his, and without warning my mouth was filled with a warm creamy flood. Unlike him, I did choke a little and had to swallow quickly to keep from drowning in it, but I refused to let him go.
That was the best orgasm I had experienced in years. Better than any of my solo efforts, and better than most of the times I could remember with my wife.
We both finished cumming, the last pulses becoming a pleasant memory, and we suckled each other until we had softened and gotten too sensitive to continue.
Stretched out in opposite directions on the bed, breathing deeply as our bodies calmed down, I still held Kenny's soft dick in my hand, reluctant to let it go.
"Holy shit..." Kenny moaned. "That was very unexpected."
"Yeah," I agreed. "I didn't think we'd be doing that."
"Well... thanks. I really needed it."
I nodded. "I guess I did too. How are you feeling about it?"
Kenny sighed, "Well, this is a long road trip... and if you want to keep sharing a room... I don't think I would mind that."
"Cool... me too," I agreed and sat up. "But we do have an early start tomorrow. We better get some sleep."
Reluctantly, I returned to my bed and settled in for the night. The next morning, we ate a big breakfast and then spent the better part of the day going over compliance reports and training records.
With both of us doing the work, we got everything finished in one day, and we could have cut our stay short, but we were on a set schedule with the various plants, who needed the time to pull their files together. So, we had a full day with nothing to do.
We got up the next morning, had hotel breakfast and then went back to the room.
"There's nothing on TV," Kenny noted. "Just soap operas and local news. This motel doesn't even have cable."
I huffed. "The closest town is 20 miles away, and there's not much to see there. Just a couple restaurants."
"Well, we can go there for dinner, but that doesn't help us now."
"I mean... I know what I'd like to do..." I cryptically admitted.
"Yeah," Kenny quickly answered, knowing exactly what I meant, "But even if we take our time, what do we do after that?"
"Yeah..."
"They have some board games," Kenny offered, grabbing a box from a stack.
"I don't know." I sighed. "I'm not much of a game guy."
After a short pause, Kenny said, "What if we make it more interesting?"
"Interesting, how?"
"Well, I think we are both thinking we would like a... rerun of what happened before."
I think I may have blushed, but I agreed. "Okay... so what are you thinking?"
"What if the game has some stakes attached to it?"
"So, winner gets a prize?"
He nodded. "Yeah... sort of, but I'm thinking we can pick a game that has stuff happening while you're still playing, and we attach rewards to those."
Starting to get the gist of it, I offered, "So it isn't one and done... The rewards would be incremental?"
"Yeah! Exactly."
We then spent the next twenty minutes picking out a game that would fit our plan and eventually agreed on the game Battleship.
"So, how is this going to work?" I asked, excited at the prospect of getting another blowjob, but maybe even more excited knowing that I would get another shot at my new friend's impressive meat.
"Maybe anytime someone gets a hit they have to blow the other guy for a minute. Not long enough to finish, but enough to keep you interested."
"So, what happens when you blow up a ship?"
"You get blown until you blow?"
"Maybe..." I pondered. "But there are five ships and I'm pretty sure I don't have five loads in me. You might, but I know I don't."
"I probably don't either... but we do need to make the game last as long as we can."
"So, maybe the first couple ships get the ball rolling. Maybe ship one is worth five minutes and ship two is worth ten, but we still don't do it all the way to a finish."
Kenny liked that idea and it seemed to fuel his own imagination. "So, you get to sit back and relax while the other guy takes his time without making you shoot!"
I laughed.
"What's so funny?"
I shook my head. "I just can't believe we are talking like this. Before this trip, can you imagine either one of us plotting out how long we would be giving another guy a blowjob?"
Kenny chuckled. "No, definitely not... but now I'm getting hard just thinking about it."
"Yeah, me too," I admitted. "So, what about the other boats?"
"Well, at some point there has to be a happy ending."
"Okay..." I agreed, "but if we're cumming at boat three, there needs to be some kind of break in between, or I won't make it."
We both puzzled over that for a minute. Then Kenny offered a solution. "So, maybe boat three is worth an orgasm, because we're probably both going to need it by then, but boat four is something totally different."
"Different how? That close to cumming, I'm not sure I will even be hard."
Kenny was shaking his head. "No, if you get four boats, nothing happens, but you get to choose."
"Choose what?"
He smiled. "Whatever happens if you get boat five."
It took me a minute to fully understand the potential of that proposal. "Whatever happens?"
He nodded. "Whatever!"
I don't think I had ever been more nervous and turned on at the same time.
"Fuck it... Game on."
We hadn't been playing for very long before I got a hit on one of Kenny's boats. True to his word, I got 60 seconds of heaven. When he pulled off my cock, I was desperate to have him continue, but accepted that this was the whole point. We were working up to the finale.
We traded back and forth a few times, including some extended play after we each blew up the first couple boats. It had been incredibly difficult not cumming during the longer sessions, and I can't remember ever being that hard for that long.
I finally got Kenny's third boat, and without any hesitation he went down on me, only this time his goal was to get me off, and I didn't really have a choice in the matter. By that time, I was so worked up, it didn't take more than a couple minutes for me to blast a load of dick snot down my buddy's throat, and Kenny swallowed like a starving man.
I knew he must also be dying to let loose. So, we quickly went back to the game and, and if I could have given him a clue to hit one of my boats, I would have. I really wanted to return the favor.
Luckily, Kenny got a hit and he only needed two more to sink the boat. He got lucky and he got all three hits, one right after another.
I was still puzzled by how much I was looking forward to bringing my new friend to orgasm. He was smiling like a clown, obviously desperate to cum and relieved that it was about to happen. I enthusiastically went to work, sucking his cock, using my hand and my mouth to give him a good workout. He still held off longer than I did, but it was only about ten minutes before he filled my mouth with spooge.
I was actually proud of myself, swallowing all of it without coughing or spilling a drop.
"Fuck damn! I needed that!" Kenny crowed loudly.
"And now apparently everyone in the hotel knows," I laughed.
He chuckled and then looked over at the clock. "Not too bad," he said. "It actually killed two hours."
"It practically killed me!" I admitted. "That's probably as horny as I have ever been."
"Yeah, me too." Kenny agreed, nodding. "I think we're on to something with this game."
"We still have two boats each, and we have time to kill before dinner, but I think I need something to eat before we get started again." I explained.
"Good plan," Kenny agreed.
We ordered chicken wings from room service, and they showed up about twenty minutes later. Kenny put on some pajama bottoms, and I hid in the bathroom while the food was brought in. When the waiter left, Kenny stripped again, and we sat across from each other and chowed down. Kenny had a smile on his face while he was eating.
"What's so funny?" I asked.
"The dude who brought the food in was looking around the room and I guess he figured out sex was happening here. He asked me if I was fueling up for some more fun."
"No shit?" I laughed. "What did you tell him?"
"I told him to get the fuck out of our room so we could get back to it."
We quickly finished the wings, but then we both needed a short siesta. So, we decided to lie down on Kenny's bed and take a nap. I was still looking forward to finishing the game, but I was more tired than I even realized, and I quickly dozed off.
It was probably no more than 30 minutes later I woke up. Kenny was softly snoring, so I knew he slept. He had also shifted position and he was now spooned behind me. He was still soft, but the body position carried an obvious connotation, and when Kenny woke up, he quickly picked up on that.
"Geez... I didn't fuck you while we were napping... did I?"
I laughed. "You better not have. You have to win first."
While it may have been implied earlier, that was actually the first time that fucking was mentioned as an option in the game. I felt a shiver run up my spine and then felt Kenny's dick plumping up a bit between my butt cheeks, but before he could actually get hard, he pulled back and sat up."
"Well, if I'm going to win this, I guess we better get back to it." He grunted, and after a quick bathroom break, we resettled at the game.
This latest twist created a whole different level of tension, and you could see that we were both playing with more focus. There was now a lot more at stake. We also both decided that we weren't going to waste any time on the two-minute blowjobs. We were playing toward a goal now.
The first few rounds drew blanks, but then Kenny was the first to take another boat, sinking my destroyer.
"Do you want me to say what I want?" He asked.
I decided that I wasn't ready to hear it. "No," I answered. "Write it down and reveal it if you win."
"Okay," he agreed, and tore a couple pieces of paper from the notepad by the phone. He wrote on one and folded it in half. Then he handed me the blank piece. "Just in case you need it."
It turned out that I did. Within five turns I found a boat and it took four shots to sink it. I considered what I wanted and wrote it down. Then I folded my paper and set it aside.
"So, I guess this is really happening." Kenny noted.
"I guess so," I agreed.
"We can stop now, you know... I mean... if you don't want to finish this."
I looked him in the eye. "Why? Are you scared?"
"Hah! Fuck yeah, I'm scared."
"But do you want to quit?" I asked.
He looked back at me. "Not even a little."
"Well, okay then."
It actually took some time before one of us got another hit. You would have thought there wouldn't be much empty space left, but it was taking longer than expected.
Kenny got the first hit, and I could see him smile, though I know he was trying to look cool about it. He had found my last boat and he just needed to figure out which direction it was pointing.
But then karma must have kicked in because I got a hit on my next turn. We were really down to it, but we both knew that he had the advantage. He only needed two more hits on my submarine, but I needed four to sink his aircraft carrier. He rightly felt confident, and I could see it on his face.
He took a shot.
"Miss," I sighed with relief.
I took a shot.
"Hit... fuck," he grunted. "My turn."
"Miss."
"Fuck..."
I took my turn.
"Hit..."
We were now tied, but Kenny still had the advantage, and he took his next turn.
"Hit!" I confirmed.
Kenny only needed one more and I needed two. I took my shot.
"Fuck... another hit!"
I was on a roll and now we were dead even, but again it was his turn, and he had a 50/50 shot.
"Prepare to meet your fate." Kenny smirked and took his turn.
He looked at me expectantly, and I looked up at him after setting the peg in the space he had guessed.
"I'm not sure how to say this." I mumbled. "That was a miss."
I could see his jaw drop and he looked deflated, and a little scared. It all came down to my next move and I now had the 50/50 shot. Either way, in less than two moves, one of us getting fucked.
I took my shot and knew the answer before Kenny even said a word. I could see it on his face.
"Fuck... It's a hit."
I know that he had played the odds that he would win, and he probably hadn't resolved how he would handle it if he lost, but I credit him with being a man about it.
He sighed. "Well hell... go ahead... show me what you wrote down."
"You first," I proposed. "I'm kind of curious if we were both thinking of the same thing."
He opened his piece of paper and set it on the table. It read, 'I want to fuck your ass'.
"Yeah, that's what I expected." I told him. I set my paper down on the table. It read, 'fuck my ass'.
Based on Kenny's reaction, it wasn't quite registering. He looked back and forth at the two notes, until the sudden flash of understanding took over.
"Are you serious?"
"Heaven help me, but... yeah."
"Because I assumed you would want... you know..."
"Yeah." I agreed. "You'd think I would have gone that way. Maybe I still should..."
"No! I mean... it's too late now." He quickly established. "You won... and you made your choice. I mean... we have to honor that."
I chuckled. "That's so very noble of you."
I could see Kenny blush.
"Seriously though," he offered, "You don't have to do it."
"I don't have to... but I still want to." I explained. I've been thinking about it ever since I woke up with your dick stuffed between my cheeks."
"I didn't do that on purpose..."
"I know. I don't care." I told him. "For some damn reason, I want to try it. I guess I need to know what it feels like."
Kenny nodded agreement. "We'll need something for lube. I don't think I have anything..."
I reached into my overnight bag and pulled out a jar of Vaseline. "I told you. I jack off sometimes."
"You know," he said, "if you had brought that out the first time we might have never..."
"Huh... You're probably right." I agreed. "I was so nervous then, I forgot I even had it."
I opened the jar and he reached for it, but I held it back and scooped out a glob of the gel. "Let me do it." I said, as I reached out to slick up his rod.
I had held his cock several times by then, but as my hand slid the length of his shaft, knowing where it was going, the size of his cock began to register in my brain more seriously. He wasn't massive, but he was still big. I tried to remember if any of my more epic bowel movements had been comparable, but I knew that those were always heading in the other direction.
It didn't matter. I still wanted it, but I recognized that it would likely be a challenge and it would require some patience. it was a good thing we had to kill some time.
I had him resume the spoon position we had been in before, thinking this would let me have some control and take my time. I settled into the little spoon and eased back, still holding his cock to align it with the target.
Now that he was hard, he felt significantly different between my cheeks. His cock head nestled in the soft pucker of my anus, and I felt a sudden short punch against my hole, that made me clench tight, but he immediately pulled back.
"I'm sorry... I wasn't trying to do that... it just felt..."
"It's okay," I told him. Just don't do it again... Not unless I ask you to."
This time I was the one who pressed us closer together. It was just enough to test the tensile strength of my sphincter without forcing it.
I could feel the tight muscle flex over the thick knob. It was clear that this was going to take a minute or two... or three. I kept pressing back and slowly, slowly felt the tight ring spreading open, letting the head of his cock gradually slip inside. That took a very long time, but when it actually breached, that part happened suddenly.
I could feel a soft flutter of the muscle relenting, and then it snapped tight again, only now it was wrapped around the neck of his cock. There was still a long ways to go, but he was unquestionably inside of me now.
"Oh fuck..." Kenny groaned. "Are you okay?"
I grunted. "Hard to say. I'm not sure I was convinced we could even get this far."
"And now?"
I sort of shrugged. "In for a penny..." And I pushed back again.
This was untested territory, but we had apparently cleared the biggest hurdle. Kenny's cock felt huge as it slowly slid into me, but now that my sphincter had given in, there wasn't any pain associated with it. I quickly confirmed that even with my most epic dump, I had not felt as filled as I was with only half of Kenny's dick stuffed up my bum.
Then there was a sensation I definitely never associated with a bowel movement. His knob passed over my prostate and I almost lost it.
"Mother fu..." I groaned, my entire body shaking.
"Are you okay?" Kenny asked again.
"Yeah... yeah," I assured him. "I'm good... I'm better than good."
"Cool."
I cleared my throat and gave my pulse time to settle. Then I reminded Kenny. "Remember, I said not to push unless I ask you to."
"Okay," he confirmed. "I won't..."
I interrupted. "You now have permission."
This time Kenny was much quicker on the uptake, and he pushed until he was balls deep inside my ass. We both sighed.
"This is honestly... I never felt anything..."
"Yeah," I agreed. "This is... different from what I expected."
"Is it okay if I..."
I moved against him. "If you don't, I will."
With that, Kenny started to fuck me.
As his thick shaft sliced between my butt cheeks, the head of his cock repeatedly discovered the sweet spot that triggered my prostate, and just like the first time, each time it happened I felt a full body shiver and what I can only describe as a micro-orgasm. The sensation wasn't micro, though. It was almost as intense as a full-on orgasm, but it was just short of blasting a load.
Still, I was dripping precum like a leaky gasket and I could already tell that the slightest change was likely to trigger the whole shebang.
So, naturally Kenny decided to make a change.
"I got to do this..." Kenny grunted.
Not knowing exactly what that meant, I think I mumbled in the affirmative, and that's all he needed.
Kenny forcefully rolled us, so that I was belly down on the bed and he was on top of me. His legs were straddling mine, while he plowed into my ass. The squeeze of his legs increased the squeeze of my ass, and somehow we both benefitted from that added friction. It was also exactly the trigger that I had been anticipating.
My balls pulled up tight and I fired off a load, wetting down the bed under my belly. Each hard plunge of his cock seeming to pump another shot of my spooge, but each shot was slightly less that the last, until I was still trembling from the sensations of orgasm but shooting blanks.
Kenny showed no sign of slowing, and luckily, I realized I didn't mind. I just had a mind-blowing orgasm, but I was still fully aroused, and it seemed like I would be, just as long as Kenny was fucking me.
That was a first. I was used to cumming and then completely deflating. So, staying hard after my orgasm was unexpected, but pleasant. Especially since it seemed like Kenny was just getting started.
He shifted position again, this time moving his legs between mine, spreading them apart. I instantly realized that this let him punch even deeper up my ass and he took advantage of every inch of the real estate he had gained, sliding the full length of his shaft in and out, in a steady pace and pattern.
He wasn't fucking to finish yet. He was fucking for the thrill of the ride. And it was a sweet ride. I wondered why no one had ever bothered to tell me it would feel this good to be screwed like a dog in heat. I suppose it wasn't this good for everyone. So, maybe, I was a natural. Now that I knew, there was no way I would ever want to stop doing this. I wasn't sure how that was going to work out with Kenny, but for now I was just enjoying the moment.
"Does it... feel good?" Kenny was huffing and puffing from the exertion.
I nodded my head and also gasped out, "Yeah... yeah... it feels amazing..."
"Are you going to cum?"
I laughed and lifted slightly, feeling to sticky soaked spot under my belly. "I already did."
"No shit?" He sighed, still pumping into me. "Can you cum again?"
I nodded again. "Yeah... I think so... I actually feel pretty close..."
Suddenly, Kenny lifted off me, and flipped me over onto my back. "I want to see it," he explained, as he climbed between my legs and slipped back into me.
My legs wrapped around Kenny's back, and he went back to work, punching my guts with that perfect cock. In this position, I was surprised to discover that the strokes across my prostate were even more pronounced. What had been a sense that I was getting close to cumming, was now an undeniable sprint to the finish. The bigger question was how long I could hold it back.
I looked between my legs and saw part of his shaft revealed with each back stroke. Then I looked up and saw Kenny looking down at me, his eyes focused on my throbbing dick, apparently waiting to see the fireworks. He didn't have long to wait.
One plunge caused a strong tremor that went straight to my cock and balls, and the next plunge opened the fire hose. Even after cumming once already, I still shot one of the biggest loads of my life, spray painting my stomach in a buckshot pattern.
"Fuck, yeah!" Kenny growled and plugged himself ball deep up my ass. That had been what he was waiting for, because a moment later, I felt the soft pulse of his cock as he sent a million unborn babies to their final resting place in my bowels.
Just knowing I was being filled with my friend's sperm, was enough to add a couple extra tremors to my own orgasm.
Fully spent, Kenny fell across me, and we lay like that until we had both cooled down. Then Kenny reluctantly slipped his softening meat from my hole, and rolled next to me, at the same time discovering the wet spot I had left behind.
He lifted slightly. "Fuck! You weren't lying about cumming." Then he shrugged and settled back down again.
It was nice to lie there, enjoying the afterglow of what had been the best sex of my life, but then I looked over at the clock.
"Shit! I didn't realize how late it was."
Kenny looked and then settled down again. "It's too late to drive to town for dinner. We can just get room service."
It was another opportunity for me to hide in the bathroom and for the porter to see even more evidence of sex. This time we ordered a hearty dinner. We were both ravenous. We ate it up and then settled back to digest.
I looked across at my young friend, and I admired the beautiful cock, still fuck plump, that had spent the better part of two hours plunging my depths. It occurred to me that I had been naked for the past 12 hours, and under the circumstances, I felt no need to change that situation.
I did, however, feel sticky, so I got up, my body creaky from the workout Kenny had given me, and I hobbled into the shower. The hot water stung my skin, but felt good, and washed away most of my aches and pains.
Before I finished, Kenny came in and joined me. We then took turns washing each other, mostly so we could touch each other's body. Squeaky clean, we went back to the room and looked at the wet spots that now covered Kenny's bed.
"Maybe we better sleep on my bed." I offered.
"Good plan," he agreed, "unless..."
I laughed. "Buddy, as far as I'm concerned, you can fuck me anytime you want to... but I am dead tired right now and I need some sleep."
Kenny then yawned, and chuckled. "Yeah, me too. It was mostly wishful thinking."
"I promise, if I have anything to say about it, that won't be the last time." I assured him.
The next day we drove to the last site on this trip, but we got there too late to consider any play time. The first day at the plant we figured out that this site was missing a lot of the required records, so we had our hands full getting them caught up and in compliance.
Both days were marathon shifts that left us exhausted by the end of the day. I know we were both hoping for another chance to play, and I know that my ass had recovered to a point where I desperately wanted him to fill it again. But for at least those two days, nothing was going to happen.
We were scheduled for a day and half drive back to homebase, but without any discussion or debate, we found lodging early on the first day, and after a hurried dinner, we went to our room, stripped down and fucked until we had to sleep.
We didn't play any games. We didn't have time for it. The sex was still amazing, but in a strange way, I missed the game. It had contributed to the excitement, and even though we both knew what we wanted, it had been fun to have that element of the unexpected.
We got back to the home office late in the day, and when questioned about why the drive had taken so long, we made excuses for how unexpected road construction had slowed us down.
My wife was happy to see me, and we spent the next couple weeks settling into our usual routine. I only saw Kenny at work and while we were careful not to talk about it, every so often one of us would drop a hint that we should find an excuse to meet up. But before we could make it happen, the GM called us into a last-minute meeting.
"I've had a chance to meet with both of you, and it sounds like the trip went really well."
"Yeah, I think so," I agreed.
"Me too," Kenny added.
"Well," he continued, "even the sites liked it. They appreciated getting the extra attention, and they all reported that you two worked really well together and got a lot done."
That was good to hear, but I wasn't sure where he was going with it.
"So... I'm thinking we should keep you teamed up." I know we had hired Kenny in order to split up the portfolio and reduce travel, but the boss had an answer to that. "With two of you, you were getting more work done and getting finished quicker than usual. So, if you work together, I think we can back off the frequency of visits."
"Um... I suppose that could work. what about the travel?"
"Well, I know you were tired of flying, but fares are dropping. I could still justify giving you two days for each leg. That way you have a day and half to settle in at each location. You can do some work, watch TV, or just decompress. I don't really care, as long as the facilities are in compliance. What do you think?"
Before I could even think about it, Kenny jumped in. "Yeah! I think that's a great idea. I've been learning a lot from him, so I'd love to stay teamed up."
I already knew that I was agreeable, and why. Any excuse to spend time with Kenny was good with me. "Yeah. Let's do it."
The boss was happy. "So, what will you do with the extra time?"
I hesitated to answer, but Kenny jumped in, "We found out we like board games."
"Seriously?" Boss asked.
"Yeah," Kenny answered. "I even stole a Battleship game from one of the places we stayed. I've been hoping we would get a chance to play it again."
"Hey, whatever floats your boat," Boss stated.
"Or sinks it," I answered with some enthusiasm.