Jeff's Bachelor Vacation

By Bill Drake - Laureate Author

Published on Nov 25, 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.

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Jeff's Bachelor Vacation

Chapter 2

It wasn't early but it was still before 10AM. Jeff was getting out of the shower when he heard a knock. Opening the door, he saw Ed, the Corporate Daddy from yesterday, standing there. He was in just his swim trunks, his powerful chest streaked with sunblock. He gestured with his head, as if to signal a silent question.

Jeff got it and showed him into his room.

This time it was Ed who wasted no time, he pulled the velcro open and let his trunks drop. His dick was fully hard and ready and his hands grabbed Jeff's shoulders and urged him down.

He went right to it, starting a quick and brutal face fuck. He was harder than yesterday, but Jeff was determined to take it. Thankfully he came more quickly. The dude had been thinking about that first blow job, Jeff could tell.

"Fuck," Ed said, "Thanks for that."

"Anytime," Jeff said affably, standing up with the hardon he would take care of once Ed left.

That was the extent of their conversation that morning. Ed pulled up his swim trunks and laced them. He gave a flirty wink then was out the door, ready to join his family at the beach for the day.


It was about 4 o clock when Jeff decided to head to the bar. He could get used to the lazy lifestyle of the beach. When he got down there, Ed was already there, halfway through a Corona. Jeff's gut clenched up, worrying this would be awkward. He thought of turning around, but Ed spotted him and pulled back the bar stool next to him. All smiles.

"Hi ya, bud," he called out. "Come join me. My treat this time."

Jeff sat down and grinned when he saw the bartender put a frosty bottle in front of him.

"This is the life, huh?" Ed said as they raised their glasses. "A week away from work and the shitty winter we've been having."

"You can say that again," Jeff said, happy to have their initial camaraderie back. "Not sure I'll be ready to go back."

Ed gripped Jeff's shoulder in a playful, brotherly way. His voice low again. "Well, buddy you've made my week already. I feel twenty pounds lighter." He patted his beer belly. "Now to lose the actual twenty pounds," he laughed.

Jeff shrugged his shoulders. "You look awesome." A simple statement but the truth. This guy and his body really did something for Jeff.

Ed looked at him to see if he was on the level. He broke into a big smile. "You're serious aren't ya bub? You like my body."

Jeff blushed. "That piss you off?"

"You kidding? You're the biggest ego boost a married dude could have." He looked Jeff over. "Especially coming from a guy like you. How often you work out?"

"Cardio or weights? About 3 times a week each, at least. Usually 4."

"Fuck that. Maybe I'm glad I'm just a married schmuck. I'm too fucking lazy."

"You got a great upper body," Jeff said, now feeling his admiration wouldn't meet any resistance. "Love your chest and your shoulders. And those arms are huge."

Ed grinned and flexed his guns. "Like these puppies? I played football in college, still hit the gym from time to time."

"You're beautiful, man," Jeff said softly.

"Damn," Ed swore as he picked up his beer for another sip. "You make me feel I'm back in college. You know, young again."

He laughed as we watched Jeff's eyes drawn to his biceps, which he flexed teasingly. "You're all right, bud," he said. Then he paused, taking a drink, reflecting on something. "I don't know about the gay stuff, I guess, but I'm thinking your ex must be a pretty stupid guy."

"How so?" He wasn't expecting relationship advice from this guy.

He lowered his voice, lewdly. "The way you give head, buddy. You're the best. It's all I can do to keep from taking advantage of that mouth right now."

Jeff raised his eyebrows suggestively.

"Don't tempt me buddy," Ed laughed. "My wife's over there."

"Oh well," Jeff laughed. "Maybe later. I like doing it."

"That what you and your ex did?" He seemed intrigued about Jeff's dating and sex life.

Jeff shrugged. "That and a lot more. Actually bottoming is my favorite activity."

"You mean... letting the guy fuck you, right?" Unsure if he had the terminology right.

"Yeah."

"Anal, huh? I tried that a couple of times. Had this girlfriend in college. She was pretty wild and we tried it. Tightest fuck I've ever had."

They sat there silent, but Jeff knew what he was thinking. "Fuck I can't believe this," Ed finally sighed. His cock had chubbed up in his trunks. "Listen. Give me fifteen, twenty minutes. I'll make up some excuse and come by your room."

Jeff was grinning like the Cheshire Cat by this point. He hadn't even considered the possibility of getting fucked on this trip, and here this megahot daddy was making arrangements for a clandestine fuck date.

Back in his room, Jeff prepped and lubed up. Wrapped a towel around his waist. When he opened the hotel room door for him, he had the naughtiest smirk on his face.

As he stepped out of his trunks, Jeff dropped the towel and lay face down on the bed, figuring that Ed, as someone new to dude-sex, would prefer the view from behind. The 26 year old was definitely all man, but Ed could focus visually on his ass rather than his cock.

Ed was a heavy guy and his bulk felt magnificent against Jeff's back, skin touching skin, and weighing him down. He was hard, real hard, and he thrust his prick up and along the younger man's crack. "You lubed already," he observed as he felt the slickness.

Jeff pushed his head down and hiked his butt up, aligning his hole with Ed's cock. The big guy groaned appreciatively as his dickhead teased the ring. He seemed to be awfully cautious and for a minute Jeff thought this might not work.

Then suddenly, it pushed in, that thick dick. Hard, heavy, wet. Jeff was getting fucked by this big married guy. If he was turned on by the guy's beer belly before it felt even better now, against the small of his back as he fucked more dick inside.

"Holy fuck, so tight," Ed growled. He started thrusting good and regular now, not urgent but definitely horned up. Jeff envied his wife getting this treatment whenever she wanted it. Ed might not know about gay sex but he had the well-hone instincts of a guy who enjoyed fucking. The pounding of the inner gland was too much and Jeff started ejaculating.

"Fuck, did you just come?" he asked, before answering his own question. "You just came! Wow."

He started fucking me more, harder, then paused. Suddenly concerned. "You need me to stop?" He pulled back, removing his dick and leaning up.

Jeff took advantage of his change of position to scramble up on all fours. "Put it back in, bud," he urged. "Keep fucking me."

With a growl Ed was back on him, drilling into him. "Oh God," he moaned. "Fucking you like a dog. My wife never lets me do this. Says it's degrading."

"I like degrading," Jeff replied and that spurred the dude on. He was really getting pounded now and it took every bit of his upper body strength to hold his body steady as this beefy man pummeled him.

Before he knew it, Ed's hands were gripping Jeff's waist real tight then the bottom heard him cry out in orgasm or quickly on his way there. Then with a thud, his weight fell on Jeff's back, pushing him into the mattress. Ed rode out his nut, grinding his pelvis into Jeff's ass and kissing madly along his neck, choking back grunts the whole time.

Jeff had come a second time and was actually happy when Ed removed his large cock.

"Fuck, I gotta get back," Ed sighed as he got up and slipped his trunks back on. He paused looking down on me as Jeff flipped over. The big man seemed like he wanted to say something, but just turned and went out the door.

Jeff wondered if it was worth the emotional side effects, fooling around with a married guy, but as he lay back in a fresh pool of two amazing sperm loads he'd just shot, he thought fuck yes.


That was just a preamble of the cold shoulder Jeff got the next day. He'd gone to the same bar at the same time, late afternoon. Optimistically he thought Ed might want another blow job or at least be up for chatting. In a weird fucked up way that's what he looked forward to as much as the sex, just the low-key male bonding and bullshit small talk.

Ed seemed visibly upset when Jeff walked to the bar area. He was chatting with another guy, older, maybe early to mid-40s. Unlike Ed he was trim and defined in his build, dark haired salt and pepper. Another married father.

If Jeff didn't get the vibe to give Ed his distance, the hateful glare he shot Jeff was enough to warn him off. What the fuck. Jeff went over to the pool area and did some laps. The sun was in the full heat of the day still but the kids had cleared out of the pool at least. Swimming helped me take his mind off things, off this shitty vacation and the weird cheating married guys with guilt complexes.

And when Jeff was done, Ed had long gone. The older married man was still there, working on his drink. Jeff kept a decent distance, going to four stools down at the bar. Only the guy spoke up. "Wanna join me? Kinda quiet in here."

Nervously Jeff pulled up a seat next to him and ordered a beer. They introduced themselves and made small talk.

He finally said, with a quiet laugh. "You know that guy who was here earlier told me to beware of you. Said you were propositioning all the married guys here for a blow job."

Jeff was feeling pretty livid but tried not to reveal too much. "He did, did he?"

"Aw don't worry about it, man. Dude didn't realize but he was doing me a favor."

Jeff must have had a confused look on his face.

He whispered. "I love to play on the side. I don't know if you go for an older guy like me, but well... I thought I'd throw that out there."

Man, did Jeff go for him. He was a DILF extraordinaire, lean and muscular in a way not a lot of guys his age are. The contrast between his toned bod and his rougher skin and gray hairs was a potent combo. The silver wedding band was just an additional aphrodisiac.

"That's OK," he said, mistaking Jeff's stunned silence for a turn down. "If I'm not you're type I get it."

"Oh you're my type all right. Just wasn't expecting this."

His eyes lit up. "Yeah? Think you might want to have some fun? I bought myself an extra hour when I saw you get out of the pool. I was kinda hoping."

So they exchanged lusty looks and quickly finished their beers. Paid the tab and Jeff went first, heading up to his room.

What surprised him was how mutual DILF guy was as they did it. They didn't fuck, but the guy sucked Jeff, Jeff sucked him, they even did a rim 69 that got them both off. As they showered off, making out lazily, Jeff asked him about it.

"I enjoy sex. I don't see the reason for hangup about it."

God, if he could only roll DILF Guy and Ed the Corporate Daddy into one guy!

Next: Chapter 3


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