Daddy issues

by Bill Drake

2 Jun 2021 3859 readers Score 9.6 (88 votes) PDF Mobi ePub Txt


Their second date was more casual, the very next day. The two men had texted back and forth and finally talked on Sunday morning.

"Any interest in meeting up tonight?" Ryan asked. "I have a basketball game this afternoon but if you don't mind playing it by ear, we could meet up after. Maybe around 5?"

Josh felt excited but tried to act as nonchalant and laid back as Ryan came across. "Sounds good. I'll be in the East Village with some buddies. Wanna just text me when you're done?"

"Sound like a plan. Maybe we can go to the burger joint this time."

“Sure. My treat this time,” Josh said.

* * * *

It was quarter of 6 before Josh got a text.

Ryan: "Sorry, big guy. Running late. Just got done."

Josh: "That's OK. No rush."

Ryan: "If want to come over to come over to my place, you can hang out while I get ready. Shouldn't take long."

Josh: "All right."

Ryan texted the address.

By now, Josh had spilled the beans to his friends that he'd gone on a date. He'd alluded to the fact the guy was older but didn't mention how much older. So when he said he had to go, the fellas started teasing him. "Don't do anything I wouldn't do," Darren said, as Josh shut the door to Darren's walkup apartment and bounded down the stairs. Damn, he was acting like an excited schoolgirl but he couldn't help it. He'd been on a number of dates the last couple of years, but never could he remember going on a date with someone he was actually excited about. Something about Mr. Miller pushed every button and checked every box for Josh - and then some.

It didn't take Josh long to get to Chelsea, and when he got to Ryan's place it turns out his date had just gotten home. His shirt was sweat-soaked and his short hair matted wet. Josh was starting to think it was impossible for the man not to look hot. He gave Josh a quick peck as he let him inside. "Sorry I'm a sweaty mess, bud. I'll shower up. You can watch TV while I get ready," he said. He peeled off his T-shirt and Josh almost gasped at the sight of the man's chest. It was mostly smooth, clearly manscaped with tufts of trimmed soft hairs on his pecs. Those pecs were large and pumped shelves of muscle, even more impressive bared than they'd been bulging in Ryan's shirts. Best of all they were capped by large, meaty red-brown aureoles, which stuck out at the end of the muscle swells. "Feel free to change channels," Ryan said, smirking a little as he ate up the young man's attention.

"Yeah, sure," Josh said, plopping on the couch, turning his attention to a preseason baseball game that was on.

When Ryan had left the room and gone down the hall to get ready, Josh reached down and grabbed his hard prick, pinching the base to get it to go down a little. "Easy there, buddy," he thought.

He was starting to follow the game - Royals versus Tigers - when Ryan appeared, fresh from his shower and nude as the news. Fuck, his body was magnificent, thought Josh, transfixed as the man walked in front of him, a hard prick swaying firmly with each step. He'd seen that cock, that first night, the fat hard marvelous strength of it, but here, now, he could openly examine the massive hard dick. In the light, the tool was veiny and ridged with a large urethra giving it all a more triangular shape. The head was not a mushroom head but the glans was large, fitting the girth of the cock. The end flared open slightly and a pearly sap collected at the slit.

"I wanted to get to this last night," Ryan said hoarsely. "I keep thinking about that blowjob you gave me."

Josh grinned and reached forward to grasp that prick. Heavy, hot to the touch, already dripping. He brought it to his mouth and licked the tip, swirling his tongue around the head to gather up the precum.

"Fuck, yes, like that, man." Ryan's chest heaved as he breathed in and out. His hand reached up and started stroking Josh's head, encouraging him. "You're so good at this buddy," he growled as his prick popped into his date's mouth, filling up the 23 year old's craw.

"Hot damn. Suck it. Suck me, buddy. Eat that cock." Ryan was definitely a verbal guy, and Josh was discovering that he liked verbal. A lot. His throat opened up and he craned his head down to wedge more in. Ryan Miller's fat dick pushed in deeper, into the snugness of Josh's throat. "Holy crap." Now Josh's tongue was fluttering against his cock base, pushing Ryan closer to coming.

Reluctantly, the older man pulled out, his heavy cock plopping free with a pop of suction as it now stood rigid and ready to shoot, and dripping with Josh's spit. "Not yet," was all he instructed. He leaned down and gave Josh a heavy kiss, their tongues battling. Finally, he gripped Josh's arms and pulled him up. "Here," he said, turning the young man around. Roughly, he reached around the young stud's waist and fiddled with the button and zipper to his jeans. With a shove, he pushed them down Josh's thighs.

"Damn, you're hard," Ryan growled, manhandling Josh's prick, which was exposed now, since he'd gone commando. "And you're ready, too. Nice." Ryan's tongue was practically fucking Josh's ear before he pulled away and knelt down. His breath was the only advance warning of what was about to come.

"Jesus!" It was Josh's turn to swear as Ryan's talented tongue began licking along his crack. Nice, wide swipes up and down, first exploring the new territory before finding its target, Josh's drumtight pucker, and starting a fluttering drill motion with the tongue tip. "Oh man," Josh whimpered. He'd been eaten out before, but this felt like the first time. Intense, possessive, and experienced. Tears were streaming down his face and his prick twitched in neglect. The sensation was an overload, and the stud didn't know how much more he could take.

Ryan leaned back a little, his sight still firmly on the magnificent jock hole in front of him. "Open up the endtable drawer," he commanded. He leaned forward and started munch butt again.

It took Josh a second to look around, but he saw. Next to him. He reached over and opened the drawer. Ryan was prepared all right. A big bottle of lubricant and a few Magnums were there. As best he could with Ryan eating him out, he pulled out the provisions and set them on the couch.

Ryan now took a break and leaned back. "Tell me you want this, big guy," he said, already reaching for the rubber. "I wanna fuck you bad." He tore the foil packet in his teeth.

"Yeah," Josh hissed. "Go for it man."

He'd barely answered when a squirt of lube covered his hole, quickly succeeded by a probing finger. "Tight, man," Ryan observed, now almost in a sex trance. "I can barely fit two in there." But he did, pushing and finally twisting his digits so they both plopped in, eliciting a gasp from Josh. As Ryan pushed them in and out, the hole gradually loosened. A little. At that moment, Josh wish he'd had more experience bottoming. It had been too long, and he felt tight and almost virgin again.

Ryan didn't seem to be complaining. His finger fucking became more aggressive, till he held still and gently shoehorned another finger inside. Three fat fingers. Pushing into that creamy smooth bubble butt. "You cherry?" he grunted.

"No, sir," Josh said meekly. "But, fuck, you make me feel that way again."

Now turned on beyond patience, Ryan Miller stood up, his hardon not willing to wait anymore. He rolled on the Magnum and pinched the reservoir tip a little before slathering on a sheen of lubricant. "We're gonna play safe, then," he said.

"Definitely," Josh agreed. Part of him would love to feel this man's bare cock drilling into him, but he, like Ryan, had his wits with him.

"Take off your shirt," the older man, said, and Josh complied, feeling Ryan's powerful hands run up and down the lengths of his sides and around the front. "Perfect body, big guy," he said approvingly as he stepped in, nestling his condom-covered cock in Josh's crack. "Did you play ball in college?"

"Lacrosse," Josh grunted.

Ryan was kissing the back of his neck. "Perfect. I'm gonna fuck a lacrosse jock." Reaching down he nudged his erection at Josh's back entrance. "Don't worry, bud, I know how to take my time."

And he did. By the time Ryan's fat cock finally invaded Josh's rectum the young man was waiting for it and relaxed. Ready. More rapidly now, that massive prick sunk inside him and he leaned forward, bracing himself on the couch cushion.

"You sure this ass isn't cherry? I can't remember the last time I fucked a hole this tight."

"You're a big guy," Josh observed, taking deep breaths in and out but still enjoying the welcome sensation of being penetrated.

"I got enough equipment to get the job done," Ryan laughed, then pulled back a little, before pushing in again. Now thrusting. Fucking Josh. "I don't know if I can take my time this go around, though, buddy," he huffed, working up his pace now. "I may need to go for the sprint."

"Go ahead. Fuck me," Josh urged. "Like that. Just like that."

Josh could practically hear the proud sneer on the man's face as he battered his large rod in and out. The pace and angle was punching something deep inside Josh. "Oh fuck," he cried, his voice pitched higher.

"My boy gonna come?" Ryan's deep voice, particularly the word Boy, pierced through Josh's psychic defenses.

"Yessir..." he grunted and just in time Ryan's large mitt cupped against Josh's spasming dickhead as the young man ejaculated in the most intense orgasm of his life. After he rode out his cum, Ryan grabbed his chest from behind and started smearing the fresh sperm all over as he gripped and held the young man.

"Ready for me to come, boy? Ready for me to get my nut? You're gonna push me there. Real fast. I'm gonna.. Oh Christ! Ugh!" In contrast to his commanding, in-control sex talk and his tenor voice, Ryan Miller's ejaculations were accompanied by high, choked guttural noises.

"Damn," he swore as he came down, now gently rubbing Josh's muscular torso, down to the rockhard eight pack. "Sorry, big guy, I couldn't wait for that. Been thinking about you all day." He pulled back and dislodged his prick, which had shot a heavy deposit of semen in the rubber. He peeled it off and showed Josh. There had to be almost a half cup of sperm in there. "See?"

Josh leaned up, rubbing his ass and shaking out the kinks in his legs. He turned around and nodded to the used condom, heavy with jizz. "Wow. You always shoot that much?" He thought back to that first time, when Ryan had shot down his throat. It had seemed like a lot, but he wasn't sure if he had any basis for comparison, having swallowed the load before.

Ryan gave a toothy grin. "Well, you got me kinda worked up there. How ya doing? I hope it wasn't too much."

Josh met him in a quick kiss. "Perfect. It was a little intense, but awesome, too."

"You hungry? I think we earned those burgers."

"Mind if I use your shower?" Josh said. "I feel all sticky and lubey."

"Be my guest."

* * * *

"So you play basketball?" Josh asked as the two men sat and ate their burgers. "Pick up games?"

"On a team. In the gay sports league," Ryan answered. "A couple of my buddies are on it and asked me to join. And at 43 you can use all the cardio you can get."

"Oh c'mon," Josh protested at the man's self-consciousness about his age.

"Nah, I'm serious. I'm not trying to have a pity party, but it's just facts. Young guys like you have a different metabolism. I gotta bust my butt nonstop and I still won't ever have the stomach you got."

Josh blushed. "Well," he said softly, "I think you're perfect. Honest."

Ryan bumped his knee against his date's. "Thanks, big guy. Coming from you that means a lot. Really."

"Well count me as the newest member of the Ryan Miller fan club."

"I didn't know I had a fan club," Ryan chuckled.

"I find that hard to believe," Josh flirted. "Don't tell me you haven't left a string of broken hearts behind."

Ryan fixed Josh with his blue eyes, with a gaze Josh couldn't tell was serious or joking. "I've dated my share of men, if that's what you're asking. Some of their hearts I'm sure I broke but it's gone the other way, too." He popped a french fry in his mouth, and pushed them away, to get the remainder out of reach. "What about you? At 23 I had zero serious dating experience."

"A little," admitted Josh. "Never nothing more than a couple of weeks."

"Not looking to date long term?"

"Sure. But it hasn't clicked yet."

"But you're open to it?"

"Definitely. What about you? What are you looking for?"

"I'd like something serious. A lot. It's been tough, cause since my last big breakup, I find myself going for younger guys. Like half my age." Ryan took a drink of beer as he gathered what he wanted to say. "And don't get me wrong, it's incredible to meet a guy like you, but I never know how the age difference is going to play out."

Josh felt defeated. Deflated, even. "Are you saying you don't want to go on any more dates?"

"Hell no. I'm loving this. I'd be thrilled if you wanted to go out with me again. It's what I've been missing really. I love the connection between us. Already."

Josh relaxed but something still didn't feel right. "Sounds like you got more on your mind, though."

"We just gotta feel this out. That's all I'm saying. I've never had a successful relationship with someone this much younger than me. Probably my own shit..."

"It's not me, it's you," Josh interjected a little mockingly. He couldn't help it.

Ryan bit his lip. "Man, I'm such a dick. You're right."

"No, you're not," said Josh. "Well, maybe just a little," he laughed. "I didn't expect to have this conversation so soon, but it's all good. It's good to know where you're coming from, actually."

"I only have one regret so far."

"What?"

"I would love to have you over to spend the night, big guy. But I have to travel tomorrow for work, bright and early."

"Yeah, it is a school night," Josh sighed, wishing he could go over to Ryan's. It would be a first, at least with an older guy, and he didn't realize how much he craved it.

"I'll make it up to you next weekend, I promise." The happy-go-lucky, flirty Ryan Miller had returned.

"Yeah?" said Josh. "How?"

"It's a surprise," the man smirked. "Just keep your Friday evening open. And your Saturday morning, too."

Josh laughed. "Yessir." He had no idea if the upcoming week would seem longer or shorter than the interminable wait of the previous one.

by Bill Drake

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