Upgrade

by Bill Drake

15 Nov 2020 10591 readers Score 9.3 (289 votes) PDF Mobi ePub Txt


Tom Larson was on the early Sunday morning plane to Raleigh-Durham. The 32 year old worked for a tech company and had a meeting on Monday he couldn't miss. And given the wave of storms rolling across the eastern part of the country, combined with the holiday travel after the Thanksgiving holiday, that meant switching to an earlier flight. He didn't relish cutting short his weekend or getting up early, but by now he was used to the compromises and demands of travel. A recent promotion and raise helped salve the sting.

He was seated in an early boarding group, relaxing into the aisle business class seat. Dressed in a button-down plaid shirt, jeans, and dark brown leather boots, he was mentally preparing for the winter weather mess. He checked email on his phone, and looked up the weather forecast. Light snow predicted in the afternoon, maybe mix to freezing rain. North Carolina being North Carolina, either would mean the whole place would be crippled for a day, at least. Thankfully his meeting was a quick drive from his Research Triangle hotel. Tom just hoped the meeting wouldn't be canceled.

Idly, Tom scrolled through his phone. Opened a folder of apps hidden in a back screen. He paused his finger over the Grindr button but decided not to open it right there and then.

Just two days ago, while his wife went Black Friday shopping, he'd hooked up with another discreet married dude. Tom wasn't proud of his actions, but he felt compelled. He'd been married since he and Kay were 25, and that seven year itch was kicking in in a major way. Making him wonder about the man-on-man side of his sexuality that he hadn't indulged since college. The 6'1" built suburban man particularly loved anal. Getting fucked was such a turn on for him, so different than hetero sex. Fucking Kay was loving, tender. Feeling another man's cock inside him made Tom feel primal, and his orgasm felt deeper than anything else.

His first post-marriage hookup had been a spontaneous one during a business trip, but since then he'd arranged something, maybe once a month, give or take.

Larson's hole was still sore, felt a little battered even, but in a good way. His fucker has been an older guy, about fifteen pounds overweight and not conventionally handsome, but the man had a nice thick tool on him and knew how to use it. It was fun as hell for Tom to have a nice hard no-strings fuck, and get his wandering eye out of his system.

Only maybe it wasn't out of his system. As he sat in his business class seat he couldn't help but think the hair of the dog was just what he needed. Particularly as a college dude strutted into the plane. A smidge taller than Tom, about 6-foot-2, with a nice compact bod, not a real athlete's body, but what looked the result of a regular gym routine and intramural sports or pickup games. The young man was wearing Duke sweatpants and a plain gray hoodie with bulky headphones draped around his neck.

Tom sneaked in a glance as the collegiate stud stopped at row 4 and started to stash his duffel bag in the overhead and remove his hoodie, revealing a white T-shirt that showed off his body well. The kid looked like one of those cornfed Minnesota boys, all right, broad shouldered, dirty blond, blue eyed, ruddy cheeks, dimples. Cute as fuck.

He gave Tom a hello and acknowledgement as he scooted past to the window seat.

The kid was talkative, for sure. "First time flying business," he said to Tom. "They bumped me up." From anyone else the chattiness would be annoying as fuck, but Tom encouraged him, responding, making small talk. Turns out he was a junior at Duke but was back in the Twin Cities visiting home for Thanksgiving. Econ major, planning to go into finance like his older brother....

"Say, I didn't get your name." Cute Duke Guy definitely had a Minnesota accent.

"Tom," the older man offered.

"Mike," the kid shook Tom's hand. "You got business in Raleigh-Durham?"

Tom nodded. "Yeah, and the fuckers had to schedule it the Monday after Thanksgiving."

His cursing streak didn't always go over well with Minnesota Nice, but it got a laugh out of cute Mike. "Yeah, if I didn't have to fly today, I wouldn't. But I have to say the front of the plane is a lot comfier." He settled into the seat, his lean muscular body looking relaxed.

Tom thought maybe Mike would rest for a nap on the flight. The businessman often did work on these flights but not on a Sunday morning. He had a Kindle with a spy novel he was in the middle of. Only Mike continued chatting, some asking Tom about what he did, and they discussed Tom's Crossfit routine. Mike was visibly impressed with the 32-year-old's body, which would give some men's magazine models some competition. Flat stomach, rounded pecs, sculpted shoulders, huge arms. Tom was justifiably proud of his physique and ate up the attention.

"You got a pretty good body, too, man," Tom said in the most non-lecherous way he could manage. Mike did look amazing, too. A young collegiate Adonis. Now that the hoodie was removed, Mike's physique definitely showed a lot of time spent at the university gym. That and some great genetics.

Their talk turned to sports, particularly the Vikings. The chance of a wild card slot, whether Cousins was a franchise QB, Zimmer's play calling, and on and on.

Thing was, after a while, Tom was zoning out of whatever the kid was saying. Particularly once he noticed a very firm and very large ridge in the crotch of his sweats. Mike had an obscene, man-sized hardon.

When he pulled his eyes back up, Tom saw the kid was apologetic. "Sorry, man," he nodded sheepishly down to his crotch. "I did that No Nut November challenge."

Tom thought for a second and then realized what Mike was talking about. No sex, no jerking off for a whole month. "You mean... fuck... you got through a whole month?" The idea was unbelievable to Larson.

Mike smiled, now proud. "Hardest month of my life," he chuckled. "But I did it. I had assumed I'd relieve myself the minute December 1st rolled around."

"Yeah?" Tom prodded. It was December 1st now.

"Only... well, I had to get up early for this flight, and this sounds crazy, but after waiting that long I didn't just want a quick tug, you know?" Mike settled back into his seat looking forward, and Tom took the occasion to look at that erection once more. College Mike was definitely hung. Thick ridge of cock meat, and long, too. At least eight inches, maybe nine. The tip nudged up against the waistband of those Duke sweats.

When Mike looked back he caught Tom's eyes on his crotch once more, but if it phased him he didn't let on. His demeanor was 100% Midwestern and friendly. "What's the longest you ever gone without nutting, man?" he asked in a quiet, conspiratorial voice.

Tom had to think. He shrugged his shoulders. "I don't know... maybe four days? Even then I was climbing the walls."

Mike laughed. "The first week's the toughest actually. Almost had a close call."

Tom couldn't believe how unselfconscious the young man was about his boner. "You must be popping wood all the time, huh?"

Mike nodded, his expression more serious. "Pretty much. It's led to a few embarrassing situations." He went silent then added, with a sly expression. "I hope it doesn't bug you, man, cause I doubt this puppy's going down for the rest of the flight." He reached down and quickly gripped his rod before letting go just as quickly.

Tom was definitely getting turned on. There was no hint that anything was going on between them, but then again Mike felt very at ease showing off for the man. Very open and forthright.

"Nah, it doesn't bug me. Besides, boners are contagious," he admitted and blushed as Mike looked down to his jeans and saw a smaller but very firm erection there.

"Cool," he muttered. "Your wife didn't take care of you before you left?" Maybe it Tom's imagination, but the kid's cheeks seemed flusher, almost red with excitement.

Tom grinned. "I don't know what misconceptions you have about marriage, buddy, but I can assure you my wife doesn't get up early for anything."

Mike laughed. "Ha, I guess the grass is always greener."

They sat quiet for a bit, and Tom worried he'd broken the spell. He wanted to start up the conversation again, but didn't want to weird the guy out. But Mike didn't seem concerned about talking about sex, and Tom was pretty sure he'd been caught checking out the guy's crotch. He took a chance.

"So... you got a girlfriend in Durham to help you out when you land?" the handsome businessman asked.

Mike grinned a goofy grin and shook his head no. "Nah, no girlfriend. I thought I'd see if I had any luck with Tinder, but it's not like ordering takeout, you know?"

"I guess not," Tom said. He'd met Kay online but before Tinder had really taken off. He imagined dating now was a whole new world.

Mike leaned in and said, "But man I'M SO hard up right now. I wanna get laid bad."

"I bet buddy," Tom said, sweeping his eyes back down to that beautiful, massive erection. "Don't take this the wrong way, but... you ever let a guy take care of you?"

Mike grinned and Tom knew immediately he had. "A couple times, yeah. There's this dude in Kappa Sig who'll blow me when he gets drunk." He puffed out his chest and sighed at the memory of it. "But I'm pretty sure I'd drown him with the load I got backed up."

Tom laughed. "Probably."

They were quiet again, until Mike spoke up. "What about you, man? I know you're married, but ever, uh, you know... with a dude?"

Tom nodded. It was the first time he was thinking that fuck, this might actually happen. "I have. Not proud of it, but sometimes I need that kind of release."

"A lot less bullshit, isn't there?" Mike said, more stating than asking.

Maybe it was the way Mike said it, but the words emboldened Tom. "I don't know what you're doing today but I'd love to take care of that load for you."

Mike wasn't shocked, it was almost as if he expected the come on. But he replied, "Yeah? You're hotter than my Kappa Sig buddy for sure."

Tom felt relief at the compliment. His body visibly relaxed.

"So..." Mike asked in a hushed voice. "What are we talking about? A blowjob?"

"I could definitely do that," Tom whispered. "Only... I'd love to take that big dick in my ass."

Mike's blue eyes twinkled. "Never done that. Always wanted to try it though." He looked at Tom intently. Crazy well-built masculine stud. Yeah, tangling with this dude would be a hot experience. "Fuck... I gotta fly business class more often," he joked.

Just then the pilot announced their initial descent into Raleigh-Durham. There was a good bit of turbulence and the plane was fairly quiet.

Excitement coursed through Tom's veins. Everything about this Mike stud brought out his sex drive. Tom was a hot man himself, and had usually hooked up with attractive, fit men. But Mike was the biggest score he'd landed to date. Maybe it was the kid's laidback college dude demeanor. Maybe it was that cock, bigger than a guy had a right to be hung.

They didn't talk any more about sex for the rest of the flight or as they deplaned. But Tom noticed Mike held his duffel bag in front to hide his crotch. The younger man seemed to be walking funny, even.

"You OK?" Tom asked as they made their way toward Ground Transportation.

Mike winced then nodded. "Yeah I'm fine. But the blue balls are kicking in. Bad. It's like they know, man," he chuckled.

"So..." Tom said, realizing they hadn't specified their plan, "I don't know if you wanna come to my hotel. I can give you a ride either way. Unless you have a car."

"No car. Was gonna take the shuttle to campus. But I got nowhere to be this afternoon."

Tom smiled. This would probably be a fuck and go situation, and he'd happily drive Mike anywhere after. But he was glad the college stud was relaxed and easygoing, not uptight about hooking up.

"You check a bag?" Tom was wheeling a small carryon behind.

"Nope, I'm good to go." Mike replied.

Tom had never been more thankful for his gold status with the car rental agency. He went and got his key and like that the two were on their way to an upgraded sedan.

The car door wasn't even shut when Mike said, "Man, this is wild. Wasn't expecting this for sure." He buckled his belt as Tom checked the mirror and put the car in reverse. His hand shook a little in excitement and he was eager to get to the hotel.

"I don't do this often," Tom said in his deep voice. It was true, he didn't do this much, but he blushed to remember it had been only two days since the last time.

"It's cool, man," Mike said, picking up on Tom's misgivings. "You're cool. Only you better not change your mind now," he teased. "My nuts are hurting like crazy now."

"Not backing out, bud," Tom reassured him. He took a glance over to the passenger seat. "Damn, you're a hot stud."

Mike smiled. With an impish expression he peeled down his sweatpants and out plopped a rigid massive erection.

Tom took a look over, alternating his gaze between the road and the cock on display. "Fuck!"

"I wanted to show this to you on the plane."

"Jesus you're huge!" Tom gulped.

"Second thoughts?"

"On the contrary, buddy. Only promise you'll go easy on my ass."

"Promise," Mike said as he pulled the sweatpants back up over his hardon. "Seriously, I've always wandered what it would be like to fuck an ass."

"It's tighter than a pussy," Tom said. "It takes a little more work on your part, getting in, getting me used to the size."

"I'm up for the challenge," the collegiate stud replied.

They pulled up to the Marriott just as the rain was starting to mix with snow. It was a quick dash from their parking space to the entrance.

It took Tom a minute to check in but soon the two men were on their way to room 138. Tom removed his down coat as Mike set down his duffle bag and peeled off his hoodie.

"So, I've never done a hook up like this before," Mike announced before stepping up to Tom and reaching behind his head, drawing the older man into a soft kiss. The college dude's tongue work thrilled Tom and made his erection come roaring back. Mike definitely knew what he was doing.

"Is this OK?" Mike asked softly. Seeking confirmation.

"Oh yeah," Tom sighed excitedly. He hadn't pegged Mike to be the kissing type. He himself wasn't always, to be honest. But fuck this felt right.

Their lips connected again.

Mike's fingers undid one button at a time on Tom's shirt. There was no undershirt and he could immediately feel the heat and hardness of the older man's chest and abdominal muscle against his knuckle. Jesse, his Kappa Sig buddy, was fun to play with and explore dude sex, but this Tom guy was in another league. Hardbodied, masculine stud. The shirt buttons undone, Mike roughly tugged the tails out of the man's jeans, revealing a perfect body.

Mike stepped back and ran his hands possessively along the bared chest, lightly dusted in trimmed brown hair. "Don't take this the wrong way, man, but I wouldn't peg you as the kind to bend over for another dude."

Tom had been wondering for a good solid year and a half what made him exactly that kind of man. But now that he was alone in a hotel room with a young college hunk as hot as Mike, he didn't give a fuck. He was thankful, even. Impishly he reached forward and grabbed the crowbar hard prick in the crotch of Mike's sweats. "Bud you got what it takes to make practically any guy bend over."

Mike grinned but then winced, jerking his body backward and out of Tom's grip. "Easy dude. Fuck! It's been a month, and I don't wanna cum just yet."

Tom lifted up his hands, innocently. "All right, man, no touching. Promise."

Mike kicked off his shoes and peeled off his shirt.

"Damn, you got a hell of a body on you," Tom growled, now bending over barechested to remove his boots.

The college hunk paused for effect as he ran his fingers through the band of his sweats, then lifted them and his briefs over his boner and slid them down and off.

The cock was beautiful, Tom thought. There was no other way to put it. Long, a slight curve up, veiny, fat as fuck. Two large balls were pulled up tightly against the stalk. "How long is it going to take you to cum?" Tom asked.

"Not long," Mike hissed. "I'll be lucky to last thirty seconds." He kicked off his sweats and stood, legs spread slightly, hands on his hips and massive cock jutting forward. "I'm leaking already."

Tom nodded, horny beyond belief, taking in the sight of the sex god in front of him. "Don't want to make you wait longer, buddy," he said as he undid his jeans and got out of them hurriedly. He reached in his carryon and fumbled for his toiletries bag.

Mike watched, rapt and excited, as he saw the muscular, medium-hairy stud plop open a tube and squirt some liquid in his hand, then reach behind and apply it deep in his crack. The older man was clearly horny, too, he realized as he leaned back on the bed and slowly lifted his legs up.

"Remember your promise, man," Tom reminded him, "Go easy on me. At least going in."

"Yeah," Mike acknowledged, stepping up to the bed. His balls gave another jolt of aching pain, but that quickly went away. As he pushed his cock down to the right position he saw his pissslit dilate and a large dewy drop of precum pulse out, falling right onto the hairy married dude's pucker. Quickly, Mike jammed his prickhead to the spot, rubbing the natural lubrication around on the greased up ring.

"Oh fuck," Tom hissed in a deep voice. "That feels good."

"Yeah?" Mike grinned. He had loved this part of the gay sex with Jesse, the verbal adulation, the feedback. This Tom guy was even better at it.

"Fuck yeah. Big horse cock stud gonna treat my ass right."

Horny now, Mike pushed in, a good solid inch of cock slipping past the slick barrier.

"Oh fuck yeah," Tom grunted, glad now that that married dude had opened his hole up a couple of days ago. "That's it, man. Nice and slow. Feed me that beautiful cock."

Mike nodded and proceeded to do just that. The first few inches took time. "You're right, man," he hissed. "So much tighter than pussy."

"Yeah... Your first ass to tap. You like it, buddy?"

"Hell fuckin yes, I like it.... love it," Mike said excitedly and starting pushing in more, faster, now that he felt that hole opening up a little for him. Tom was still incredibly tight but that ass also seemed to welcome him in all the way. Balls deep. "Fuck!!!" he growled as he hit bottom. "Holy FUCK, that's good! Hot fucking ass."

"Fuck me, stud," Tom encouraged, but already the college junior was pounding away. Horny, out of control, unstoppable now that his nuts knew relief was in sight.

Tom was surprised Mike lasted as long as he did. A solid minute of good hard fucking. The young man's hips working in overdrive, his strong arms reaching down to rub Tom's torso as he got closer. That huge dick felt like a battering ram, but Tom just braced himself and took it.

All of a sudden, horny Mike was cumming, officially ending his No Nut November nine inches inside Tom's ass. Tom could feel the brute force of the orgasm, the heavy spray of semen against his interior ass walls, the clenching power of Mike's body, determined to seed his conquest, and the stud's heavy grunts.

It kept coming too. More jism discharged in him, in an ejaculation that lasted longer than Tom thought possible. He knew that this one college dude had just given the equivalent of a few men's loads worth.

The very idea excited the man, who gripped his own hard on and tugged at it. The shock of the hard fucking had abated and it all felt amazing. Mike's thick meat wedged deep in his hole, the slickness of the young stallion's seed, the heat emanating off their bodies. Tom's prick quivered and shot its load all over his chest.

"Nice," Mike exclaimed, his hips now still and his prick now softening inside Tom. He playfully gave a light punch of his fists against Tom's firm pectoral muscles, then stepped back to dismount the married man.

Tom was still feeling lightheaded from his orgasm and his ass still felt stretched. He grunted a little when he felt that truncheon of a cock slip out of him. He tried to clench down and stop the cum from oozing out, but it just flowed right out of the well fucked hole, a river of thick, potent semen slipping down his crack and onto the bedspread.

Mike smiled a smile of contentment as he looked down. "Thanks, dude, I needed that," he sighed. "Mind if I rinse off?"

Tom nodded his assent, unable to form words. He lay there a minute and finally got the energy to stand up. He felt more cum ooze out of him, running down his leg. Instinctively he reached down with his hand to wipe it off his thigh. How much jizz did that stud produce, he thought, as he brought his hand up to inspect the pearly white sheen coating his fingers. Unable to resist, he brought his hand to his mouth and sucked off the nectar. Salty-sweet and floral. If he hadn't been so fucked out at that moment, Tom would have boned from the taste.

He padded to the bathroom after Mike stepped out. Tom didn't take a long shower but a minute under the spray helped wash off the sweat and sex fluids and helped refresh him. He wrapped a towel around his waist and stepped back out.

Mike had his Duke sweatpants back on but was shirtless. He definitely had a college kid's build - lithe still, with a tapered back rather than a more rounded, bulkier one like Tom's. Even in those sweats Tom could make out the dimpled bubble ass.

The younger man was looking out the window. "It's snowing now."

As Tom stepped up he saw that in fact a thin coating of white covered the parking lot. "I should get you home," he said wistfully. Tom rarely felt like this. Usually after a fuck he was emotionally disconnected. With that older dude from Black Friday, for instance, it had been about two men getting their rocks off and going their separate ways.

It was about hot sex here, too, Tom realized, but something about Mike felt different. No small part of it was physical, the way that huge dick had challenged Tom but ultimately gave him an incredible orgasm.

Mike watched the snow and distractedly scratched his pec muscle. "You sure it's safe to be driving out there? We're not in Minnesota any more... these drivers don't know how to deal with the snow."

Tom chuckled. "I'd feel bad if I kept you here after promising to take you home."

Mike got a sly grin. "Dude, I'm not in a rush to get back... I mean, I probably got another two or so in me. If you want."

"Now?" Tom felt incredulous and more than a little scared at how sore his asshole would be tomorrow.

Mike's eyes brightened. "Well, I could. But maybe we can grab some lunch first. You know, have a snow day."

"Sounds awesome," Tom said.

Their lips connected again, softly, almost romantically. Tom felt Mike's hands slide underneath the towel, undoing the knot and denuding Tom's powerbuilt body.

"Fuck, dude, you got an amazing ass," Mike groaned, kissing the side of Tom's neck affectionately. "Thanks for letting me tap it."

"Your first time doing anal, right?" Tom asked, feeling flattered. "How was it?"

"Amazing," Mike grinned. "Addictive, even."

***

The alarm went off the next morning at 7. Tom hit the snooze and stirred in his hotel bed. He then felt the warm of Mike's lean body behind his, wrapping his arms around the older man. Soft kisses touched the back of his neck.

"Mmmm," Mike said in a deeper morning voice. "We got time for one more man?"

No, they hadn't fucked nonstop. Mike and Tom had spent much of the previous afternoon with an extended oral edging session. Mike seemed to be making up for lost time and even if his other loads were not as full as the first, he was definitely horny. In the evening, after dinner, Mike fucked Tom a second time and the older man had relished the slower pace, the less rushed sex between them. Every nerve in his body felt alive as Mike worked him up to an orgasm before finally dumping his third load of the day inside him.

Tom could feel the rigid oversized erection against his buns now, sticky from the pre-sap leaking from the head. "Yeah," he grunted.

Mike reached over Tom's nude body to the bedstand and grabbed the lube. "Roll on your stomach," he instructed the muscular man. "I wanna fuck you in that position."

Tom complied, a shiver in his body as he felt the college stud climb on top of his body and mount him, slowly but surely. Mike's thrusts were firmer now, more insistent. But somehow the fuck felt easier to take. Even better somehow.

It wasn't rushed, but Mike didn't hold back either. And the position made the fucking seem stronger. Tom sensed Mike was getting closer. The body on top of him tensing, the strokes getting faster. His own orgasm crept on him, but the friction of the bedsheet on his dick and the sensations of Mike's fuck triggered it, big time. Tom gripped the sheets and let out a deep cry as his body gave it up. Just five seconds later, Mike was having his own ejaculation well up inside him.

Once again, Tom felt truly fucked out as Mike crawled off and went to piss and shower off. He heard his phone buzz and saw he had a text from his client. Turns out they'd cancelled the meeting and asked if they could reschedule in a couple of weeks.

Normally Tom would be frustrated for having flown down in vain. But now he smiled and set down his phone just as Mike was stepping out, toweling his hair dry, his meaty dong swaying gently.

"That's the way to start the morning, huh?" he beamed, in a good mood. "I could get used to that every day."

"I'll say," Tom replied in a morning grog as he sat up in the bed. "So... my morning meeting got cancelled. What do you say we grab breakfast and I'll take you back to your place?"

"Sounds great," Mike said, finding his briefs and stepping into them. "Listen... I don't know if this out of line, but maybe I can give you my number, in case you're ever back in town."

Tom smiled. He had never had a repeat with a guy, and he had never wanted one as much as now. He was glad Mike was the one to ask. "Definitely. I'll be back in a couple of weeks in fact."

Mike grinned, a little cockiness in his expression as Tom wrote down his number on the hotel stationery pad. "Fuck, you're hot," the college stud muttered before planting his lips back on Tom's.

Tom relaxed into the kiss, happy, as Mike pushed his tongue into Tom's receptive mouth. The man knew he would spend the next couple of weeks looking forward to his return.

by Bill Drake

Email: [email protected]

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