Jeff's Bachelor Vacation

By Bill Drake - Laureate Author

Published on Dec 15, 2017

Gay

JEFF'S BACHELOR VACATION Bill Drake (billdrake@hotmail.com)

FOR ADULTS ONLY. The following contains depictions of sexual acts between men. If this is inappropriate for your age or offends you, go no further. The story is fiction.

Thanks to those who've written in for past stories. If you like this one, feel free to send me a note: billdrake@hotmail.com.

Please consider making a donation to the Nifty Archive to support all the great work they do.

Jeff's Bachelor Vacation

Chapter 5

Jeff slept in. He almost never slept in, but it felt wonderful, like a deep relaxation had settled into his body. This is what vacation is supposed to be he, thought, as he roused his fit body up and walked to the shower. He relished the trophy of Ed the Corporate Daddy's dried cum on his torso in his crack, but it also felt great to rinse it off in the shower. As he lathered up and massaged his muscles, Jeff felt the memory of the previous night come back to him and his prick firmed up. Seemed his libido was real keyed up.

"Damn," he laughed, thwacking his morning wood against his belly.

Maybe Ed would come by for a morning fuck, like yesterday. But it was almost 10AM, and Jeff knew he'd have a visit by that point. Besides, given the heaviness of the load the man had shot in Jeff the night before, Ed probably needed some recovery time.

Horny, Jeff reached back and prodded his crack, slipping his digit into the soapy hole. It felt great. Not as great as Ed's rim job, but a familiar comfort. He pushed deeper. As he pulled out, a thick drop of semen dripped out. It made a splat on the shower tile that resonated above the sound of the running water.

"Fuck!" Jeff gasped and pushed his finger in again, deeper and faster to work up the internal deposit and sure enough a fuller amount rushed out, trickling down the hairy insides of his thighs. He repeated the action and soon there was a cascade of cum flowing between his legs. It was a surprise that Ed hadn't fathered more kids given the fullness of his loads.

He looked at himself in the mirror, just like he had the first day of his vacation. The same fit 27-year old body, the same boyishly handsome face. The only physical difference was the rich walnut tan he was getting. Inside, though, he realized he was different, more carefree, that the last few days had made him realize that he should go after what he wanted.

He put on his swim trunks and grabbed a book, towel, and sunscreen and headed off to the large veranda of the resort. The breakfast rush had passed so it was quiet there, and Jeff enjoyed just being in the moment. Who cares if he'd ended up at this family resort, he loved being by the water and in the warmth before heading back to Boston.

The morning whiled away, and Jeff thought he should at least get some exercise in that day. So he made his way to the fitness center and got an ab and lower body workout in.

After a hearty lunch, he went down to the beach. It was packed with a number of families were there, including Ed's, camped out several yards down from Jeff. The Corporate Daddy didn't acknowledge Jeff but didn't seem embarrassed by his presence. It was like he was learning to be low-key about their connection. Jeff took advantage of his sunglasses to take in the sight of Ed's meaty body, thick with muscle in the right places, and the man's well-endowed crotch. A perfect man, as far as Jeff was concerned, and that much hotter because he didn't seem aware of his masculine beauty.

Setting down his towel on the sand, Jeff waded into the refreshing water and started to swim.

After swimming and dozing on the beach, Jeff awoke to see the afternoon sun starting to fade. He'd probably gotten too much sun, even with the sunscreen, but it had been a relaxing day. He picked up his stuff and made his way back to the hotel. An instinct made him stop by the pool area and indeed Ed was sitting at the bar, nursing a beer and looking out over the ocean.

Jeff's heart pounded a little. He couldn't be sure this hot married stud was waiting for him, but it felt like it. He made his way over to the bar.

"This seat free, big guy?" Jeff asked as he pulled back the stool next to Ed.

"Sure thing, buddy." Ed was all smiles and clearly had been expecting Jeff. "I almost thought you weren't gonna show up today."

"I wanted to get some beach time in."

"You're sure getting a tan," Ed said, raking his eyes up and down Jeff's fit body. "And I'll say this. If nothing else, you've given me some inspiration to hit the gym when I get back home."

Jeff leaned forward. "Dude, you're perfect," he whispered. "I'm serious man. You are."

Ed grinned, his embarrassment turning to a sly cockiness. "It's my last night here, buddy. You gonna help me get into some trouble?"

The thirty-something man's body was now freckled red-tan from the week, its girth now relaxed as Ed leaned back and spread his powerful hairy thighs, almost in a natural manspreading fashion but it gave Jeff the opportunity to get an up-close view of how packed the trunks were.

"Trouble?" Jeff asked in a teasing fashion.

Ed's response was jovial. "That's what you are buddy. Capital T trouble. Good thing I don't live near you."

"Or what?" Jeff was having fun with this.

Ed leaned closer and growled in Jeff's ears. "Or I'd be fucking your hot hole nonstop, man."

"I'd like that," Jeff said, feeling his horniness building.

His reply made Ed take in a deep breath of air and lean back in his chair, shaking his head. "Damn..." he said.

Just then the chair pulled back next to Jeff. "Gentlemen, mind if I join you?"

"Shit!" Jeff thought, frustrated at the interruption but as he turned to his left he saw an imposing six-foot-two figure of buff middle-aged muscle, wearing trunks cut slimmer than Ed's but longer than Jeff's speedo. His torso was bared and the perfect daddy muscle was covered with thick blond and silver fur. And those immediately recognizable sea-blue eyes greeted Jeff's gaze. It was Captain Steve Cantrell from the previous night. "Sure," Jeff smiled. Then realizing the men didn't know each other, he introduced them. "Ed, this is Captain Cantrell, Captain this is Ed."

"Call me Steve," the Army man said as he shook Ed's hand firmly. "Let me get this round," he announced.

Jeff was beside himself being next to two hot men, each attractive in their different way. The Captain a lean, mean figure of DILF fitness, Ed, a powerhouse of a young suburban dad who didn't realize how sexy he was, beer gut and all. The one problem was the presence of each man was going to keep anything from happening. Jeff tried to be a little flirtatious and attentive in conversation with each in turn, but he couldn't be too direct. He was worried, too, that Ed was going to be scared off, and Jeff desperately wanted to hook up with the Corporate Daddy one time before he flew back to Chicago.

But Ed didn't seem eager to go anywhere, even as a second beer turned into a third. Maybe he was hoping that the Captain would leave. And the Captain seemed equally tenacious. Jeff was glad he could see the Army officer up close in the daylight, half nude. The man's chest and shoulders were a sight to die for.

It was like the Captain was staring into his eyes now, looking for a sign. Finally he took a swig of beer and looked directly at Ed. "Tell me if I'm off base, man, but I get the feeling we're barking up the same tree."

Ed have Steve a cautious look. "Yeah?" Non committal. "How so?"

The Captain, placed his hand on Jeff's bare shoulder and the contact made Jeff break out in goosepimples. "You know, to take advantage of this man's talents."

"You could say that," Ed admitted, adjusting his crotch, which had been on the edge of blue balls for the last hour.

"Thought so," Steve smiled. "Why don't we take this little party indoors. Whadya say Jeff?"

"Sounds awesome, give me ten minutes," Jeff replied, nervous and excited at once. This was definitely not how he expected the afternoon to play out.

The air conditioning of his room felt cool, particularly as Jeff stepped out of the shower, all cleaned up. He wasn't sure if anal sex would freak the Captain out, but he had a sense Ed would want to do him. Maybe after Steve got his nut and left....

The knock at the door came like clockwork. Both men had sly grins as Jeff ushered them indoors.

"You ready to suck some dick?" The Captain growled as he undid his trunks and shucked them, giving Jeff a quick kiss all the while.

"Yeah, man," Jeff huffed, getting to his knees and starting to lick up and down the officer's cock. He still couldn't believe how amazingly fat the six-incher was. His fingers couldn't circle the base as he held it steady and plopped the double-wide cock in his mouth.

"Fuck man, that's hot," Ed said stepping up to the position next to Steve and unlacing his own trunks.

"You had his mouth yet?"

"Yeah," Ed croaked, excited as hell, and his own prick surging up to full erection, ready for attention.

"He's pretty fucking good at this, isn't he?"

Jeff didn't feel like he deserved the praise, since he was having a hard time stuffing more than three inches of the officer's girth in his mouth. Still, Steve ran his fingers through the cocksucker's hair appreciatively.

"Amazing," Ed said. "Didn't think I'd be into it, now I can't get enough."

"Tell me about it. I haven't been able to think about anything else for the last 18 hours."

Jeff concentrated on blowing the Captain, getting off on the gentle thrusts of the man's pelvis, slowing inching another couple of centimeters deeper.

Finally, Steve pulled him off. "Time for Eddie boy here to get some love."

"Fuck yeah!" Ed let out a loud hiss as Jeff sank his mouth down on his bone. The man wasn't as fat as the army officer, but his dick was thick and longer. He leaked more too. Jeff made love to the fat prick, licking up and down between intense bobs on the eager pole.

Suddenly, Ed stood back, making his prick plop out, and Steve took his place, now thrusting in and coaxing submission out of Jeff's throat.

"Oh buddy, that's fucking hot! Swallow my fucking cock, man." And sure enough, soon Jeff's nose buried into the man's blond pubes and the heavy nuts felt warm a half inch from his chin. After a few minutes, Steve withdrew and guided Jeff's head onto Ed's neglected erection.

Ed took charge more, now, getting into the face fucking he'd indulged in a couple of days ago. "You got me so close, buddy," he hissed, finally pulling back his quivering dick, which spurted a little pre as it wavered in front of Jeff's face. "Almost shot, man," he said. "Why don't you get on the bed?" he growled, helping Jeff up and guiding him back.

Jeff lay back but Ed's strong hands guided him to flip over. "You can take his mouth," Ed said to Steve as he crawled up into a hunching position over Jeff's perfect round buns. Gripping the toned muscle with his hands, he pried the cheeks apart and descended.

"Fuck!" Jeff cried as Ed's tongue started licking his crack. "Eat me out, man!"

"You guys are wild," Steve grinned, kneeling on the bed in front of Jeff and offering his beer-can prick for service. Jeff scarfed it up eagerly now, turned on by the rim job sending pleasurable sensations through his body. He almost didn't hear Captain Cantrell above him, speaking to Ed. "You really get into that, man?"

"Turns out, yeah," Ed answered, not bothering to remove his face from the spit-soaked crack completely. "Besides, it turns Jeffy here on like mad."

"Ha," Steve laughed, putting his hand on the back of Jeff's head to pull him on more of his prick. He watched Ed lean up and reach over for some lubricant on the bedside table. "You gonna fuck him?" he asked, knowing the answer but still surprised.

Jeff grunted on Steve's big cock while Ed fingered his hole, applying the lubricant inside and out. The fat fingers felt good and Jeff found himself bucking his ass back and forth on them. First two, then three.

"He's hot to trot, all right," Ed huffed and crawled up and mounted the handsome 27-year-old. "Goddamn, that's nice and tight," he hissed. He gave Jeff just a few seconds to accommodate the intrusion and started thrusting with steady and smooth, but hard thrusts.

Jeff was in heaven. He felt possessed body and soul by these two men. Especially as he felt Ed's belly nestled against his back and the power of his pounding strokes inside him, getting faster and more impetuous. He had a feeling Ed wouldn't last long and he didn't.

"I'm fucking coming man," he announced as he pounded his ejaculation deep inside Jeff's guts with steady regular jackhammer thrusts. "Fuck!" he hissed as he finally rode out his orgasm, his body locked in a rigid position on top of Jeff. He gave his fuckee a quick kiss between the shoulder blades and climbed off.

"Your turn, man," Ed said to Steve, "If you wanna."

"Oh yeah, I wanna," the Captain said, pulling out of Jeff's mouth.

Ed plopped next to Jeff, a goofy smile on his face. "Thanks, buddy, that was so awesome." Their faces met in a kiss, playful at first, then slower. Ed was getting into kissing all right.

Jeff felt Captain Cantrell cover his body with a firmer, more muscular and toned one. Such a contrast to Ed, but both felt awesome.

"Go slow, please," Jeff urged. The Captain was real thick. Jeff was glad Ed had gone first, to prime the pump, but it was still going to take some adjustment. But the man was patient and slowly penetrated the now-relaxed ring, coaxing it even looser to accommodate the incredible girth.

"Nice," Steve moaned, then speaking to Ed. "You shot one hell of a load, buddy, Jeff's so fucking wet inside."

Ed gave a proud smile and nodded. "I wanted to lube your way man."

"His cock's gonna pack that load deep," Jeff said, feeling on the edge of discomfort and pleasure at the Captain's endowment. "Gonna push it right up in me."

"Aw fuck," Ed growled and kissed Jeff again.

"He's opening up," Steve announced and rested in full penetration, his body almost in a push up over Jeff. When he started fucking, the technique was so different than Ed's. Shorter, jerkier pumps of his prick, driven more from the hips than the full body, like Ed fucked. The difference was unexpected for Jeff and awesome. His hips swiveled up to allow deeper penetration, the thickness pushing against the prostate inside.

Ed grinned as he saw Jeff clench the sheets and cry out. The bottom was entering an intense orgasm, the jizz fucked out of him in heavy steady spurts against the sheets.

Captain Cantrell relished the tightness against his thrusting cock, and he picked up the pace. He paused all of a sudden and leaned back. Roughly he reached under Jeff and hoisted him to all-fours position. Barely missing a beat, he was back inside the hot stud, fucking steadily as his pleasure built up. Sweat trickled down his chest hair and his head leaned back.

"Oh man, that's it, lick my hole," Steve growled and Jeff realized all of a sudden that Ed had gone behind Steve for a second helping of asseating. "Ah that tongue's gonna get me there.... oh fuck.... oh... Unggh!" he grunted as he shot inside Jeff's hole. Coming back to, Steve had a satisfied look and gave Jeff's butt a gentle pat, withdrawing and stepping off the bed. "Been ages since I've done that, man, but it was incredible. Thanks."

Jeff flipped over and stretched out, feeling the semi-numb sensation in his asshole. He felt used but fully satisfied. Ed now sat back in one of the room chairs, wiping the spit off his mouth.

Captain Cantrell slipped into his trunks and cupped his genitals. "Damn, I feel five pounds lighter," he said. He gave Ed a meaningful look like he was still unsure whether he was happy with what the man just did. But he didn't say anything about the rim job. "See you gentlemen around?"

"Yeah," Ed answered, feeling embarrassed for getting carried away and embarrassed that he was sticking around, but his boner was renewed and he craved more time with Jeff. The minute the officer left he rejoined the bed and rolled his body on top of Jeff's looking soulfully into his eyes and kissing him.

Jeff's hands explored Ed's thick build. "I love your body," he said. "So hot."

"Yeah?" Ed still was surprised at the flattery and relished the caressing touch, sensual yet so different from his wife's. "You've definitely given me some inspiration to hit the gym when I get back home." They made out some more, not in a rush, and rolling from one side of the bed to the other.

"You up for another go?" Ed asked, turned on for a second fuck now.

Jeff nodded. He was stretched and a little sore but he knew he could take Ed again. That he wanted Ed again. He spread his thighs and put a pillow under his hips, elevating his hole to the right height and angle for Ed's penetration. It was slower this time, more loving, and the two men locked eyes as they mated.

"You want my load again?" Ed asked as he got closer.

Jeff grunted. "Fuck yeah, shoot in me."

Ed started thrusting more heavily now. "I wouldn't be surprised if you had my kid with the amount I've shot in you already."

The idea pushed Jeff over the edge. Gripping his rod, he started milking an intense second orgasm, spilling his seed on his toned abs.

"Fuck yeah, buddy," Ed growled and started going for his nut, gripping Jeff's legs tightly as his cock spurted inside the younger man.

They uncoupled and kissed a little more. Jeff wanted to hold the men's seed inside him but it was a lot. He excused himself to the bathroom and felt plops of fresh, white semen hit the water in the toilet boil. At least he knew that some of Ed's first load was packed way up in him and would be inside him for a little while longer.

Ed rinsed off in the shower after Jeff and had a wistful look on his face as he picked up his trunks. "I gotta go, buddy. But thanks for an incredible week. You really opened my mind."

"You made my vacation pretty great, too." Jeff said.

Ed gave one last kiss, then nudged Jeff's chin with his fingers. "Your ex-boyfriend's a fucking idiot." Then he turned and left.

Jeff felt glad for the rest from the sex but also sad to see Ed go. There was something infectious about the married man's need for and love of sex.

Just as he straightened up his room, though, he saw a piece of paper from a writing pad with the hotel logo. On it was scrawled, "Whenever you're in Chicago," and a phone number.

Jeff smiled.


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate