Previously
Josh meets his fantasy leather daddy in The Eagle who asks, “Josh, do you trust me?” Josh looked down to his lap, then up back into Sir’s eyes, “I want to, Sir. Can I?”
Sir smiled and placed this hand on Josh’s cheek and replied, “Yes you can, boy. I promise you, you can.”
The man continued slowly, but with great authority, “Josh, do you want to taste another man? Suck another man’s cock? Savor another man’s hole? Feel a man’s cock inside you?” Pausing, he added, “Serve another man?”
Josh’s heart leapt, “Yes! Yes! Yes! And FUCK YES!!!” Josh cried, trying in vain to contain his enthusiasm.
Sir let it sit. Then grasped Josh’s two hands and said quietly, “You’re coming home with me. I’ll go slow. I promise I won’t do anything you don’t want to. You’ll leave a new man. A real man. ”Josh squeezed both Sir’s hands and simply replied, in a whisper, “Yes, Sir.”
Sir said little on the way home, escalating the tension. In the bench seat of his Ford pickup, he pulled Josh close to him and placed Josh’s hand on his hardening bulge.
“You like that boy?” he asked.
“Fuck yes, Sir” Josh smiled, as if he had won the lottery. Silence consumed the remainder of the ride, with Josh squeezing Sir’s bulge just enough to let him know how much he wanted it.
As Josh entered Sir’s modest, yet comfortable mid-century ranch house, he immediately noticed the portrait of Sir in the entry hall. Leather vest, leather jock strap, boots, nipple rings, pure Tom of Finland. Sir knew exactly who he was and owned it; his unapologetic certainty shook Josh to his core.
Sir guided him into the living room past where the portrait hung and immediately took control, settling into a comfortable lazy chair leaving Josh standing awkwardly.
“Let’s see what this sexy boy has under that jacket and jeans.”
Josh wasn’t quite sure what he was being told to do and before he could ask, Sir bellowed, “Strip boy.”
Josh’s mind went into overdrive. Had he been led into a trap, or was he living his fantasy? Sir had done such a convincing job earning his trust, he allowed himself to believe the latter and began to lose the leather jacket.
“Mmmmm, damn, boy. You work out, don’t you? Where’d you get those muscles you sexy little man?”
Josh, disbelieving this was actually happening, had no choice but to answer, “I’m a college swimmer, sir. We’re required to workout daily.”
“Damn, boy. It shows. And a swimmer! Does that mean you wear those sexy Speedos when you compete.”
Josh smiled to himself, given his history and the strange turn this conversation was taking. “Yes, Sir. And my teammates do as well.”
“No doubt you’re the sexiest one on the team; I’m sorry I don’t have one to make you put on. I’d love to see you squeezed into one. In the meantime, let’s see what’s under those clothes. Now get those pants off,” he ordered.
Josh was nearly paralyzed. He was in the home of a leather daddy, being ordered to strip. Surprisingly, the first thing that came to mind was how proud he was of his body, so he secretly relished every second of his strip tease. This moment made every 4-hour training session, every pull up, every squat worth it.
“Turn around, you’re fucking beautiful”, Sir said, almost with astonishment. “That skin…did you oil it up for tonight? It fucking glows! Those muscles, that ass, that cute little cock of yours standing at attention”, making Josh blush as it had now risen to full mast. Josh thought his head would explode. Nude in the presence of this leather god was beyond even his most outlandish fantasy.
Ridge had fully intended to make the boy work hard for his cock but was having trouble containing his enthusiasm.
Still fully clothed, he opened his legs, stretched out his arms and said, “Get in here boy. Come to Daddy.”
Sir pulled him into an aggressive bear hug and caressed his back, torso, ass, and wasted no time finding Josh’s hole with his middle finger. “I don’t usually move this fast boy, but you’re the sexiest fucking little package I’ve seen in a long time. You know that?”
Josh’s head was ready to explode. This was happening so fast. He didn’t know how to respond and that was just as well, as he was so overwhelmed he was unable to speak anyway. When he had looked at himself in the mirror, especially in a Speedo, he knew he was hot. But this was a whole new level. A leather daddy calling him the sexiest fucking little package he’d seen in a long time. He’d never received this level of recognition. Not in his studies, not in swimming, and certainly not sexually. He reveled in Sir’s approval.
As Sir circled Josh’s hole with the middle finger of his right hand, he used his left to pull Josh into a warm, intense kiss. Josh had never kissed a man like this, but instinct (and his rich porn history) kicked in and their tongues were quickly battling. It was like two men’s lives depending on tasting the back of the other’s throat. Ridge continued to slide his finger in and out of Josh’s hole making him whimper while nearly swallowing him with his mouth.
Out of nowhere, Sir lifted Josh as if he were carrying a toddler and said, “Enough of this warmup shit. We’re taking this in the bedroom,” and slung Josh over his shoulder and carried him into the other room.
“We gotta slow down boy”, Sir said—to himself as much as Josh—when he put hm down. “This isn’t like me, but you’re so fucking sexy.”
But Ridge didn’t slow down a bit. He stripped off everything but his black Nasty Pig jock and laid down on the bed with his back against the headboard. He pointed between his spread legs and said, “Climb in”.
Josh knelt between his legs, believing he should wait for further instructions. He was right.
Sir grabbed the back of Josh’s head and pointed his head down so he looked straight into the huge bulge of the jock. He gripped his hefty package and, looking Josh in the eye, said, “This is what you want, isn’t it boy?”
Josh gulped, but there was no denying it. “Yes, Sir”, he uttered.
“You’re going to have to work for it…earn it. You ready for that?”
“Yes, Sir…YES SIR,” Josh pleaded thinking these past few minutes alone had been the most erotic moments of his life.
Again, without warning, he grabbed Josh’s head and pushed his face into his sweaty, crusty, jock-covered bulge. The smell was intoxicating. If lust had a fragrance, this was it. Sweat, musk, precum, and a slight hint of urine. The lusty cocktail was intoxicating. “You want this boy?”
“Oh yes, SIR!” Josh exclaimed.
“Take it off with your teeth,” he commanded
Josh couldn’t believe this. He was starring in his own porn fantasy. Without being told, he boldly (and courageously) leaned down and licked the entire surface of the jock.
“You’re a hungry little slut, aren’t you Josh?”
Looking up into Sir’s eyes, he responded, “Yes, Sir”, with a big smile.
“Good. Now get the jock off and if you’re good, I’ll give you a taste of the real thing.”
Like a madman, Josh seized the waistband of the jock with his teeth and pulled it down, leaving room for Sir’s straining cock to be released without harm. Sir assisted him by lifting his hips requiring Josh to go under him to pull down the back waistband of the jock with his teeth as well. It wasn’t lost on either of them that Josh’s face slid down Sir’s ass crack to get the job done.
Now with Sir nude, Josh knelt between his knees waiting for direction.
“You want that, don’t you boy?” Sir taunted him.
“Yes Sir. More than anything Sir”, Josh replied not wanting the opportunity to pass.
“You’re going to have to earn it, you know that, right?”
“Yes, SIR!”
“Look what you’re doing to me boy. Look at the tip of my cock. What do you see?”
“I think it’s pre-cum, Sir”
“You’re damn right it is, because that’s what you’re doing to me you sexy little cocksucker. You’re making your Daddy pre-cum. Now what are you going to do about it?”
Josh paused, wondering what the right answer was. Fuck it, he was going for it. “Suck it, Sir?”
“Good boy, but just the tip. You haven’t earned more than that yet.” Every time Sir referred to Josh as ‘good boy’ it sent chills up and down his spine. He longed for that type of recognition, even validation, but didn’t know how much until now.
Josh leaned down, hungry to taste the glistening tip, yet afraid a slipup could jeopardize the encounter. He pointed his tongue as best he could, took aim, and licked just the tip of his cock. The taste was exquisite. Sweet, hot, and just a bit salty.
“Mmmmm, good boy”, sighed Sir. “Perfect. Keep that up and there’ll be more where that came from. Now move to my balls.”
“Oh, thank you Sir” Josh couldn’t help himself. He was beyond horny and what was unfolding—a man of authority allowing him to serve him—was beyond his imagination.
He got down on all fours and slid his tongue under Sir’s huge ball sack and licked like his life depended on Sir’s pleasure. He took it slow and methodically and quickly knew he was doing it right as Sir moaned, “Oh, what a good boy….yeah, just like that you little slut….yeah, now don’t forget the taint…” as he lifted his hips.
Josh couldn’t believe his ears and tongue. Sir’s balls were sweaty and delicious and he dived into his taint like he was given the gift of life. “Fuck boy, you’re good….” Sir moaned as Josh lapped up and down his taint with his tongue, hoping he’d be ordered to move to his hole.
Again, without warning, Sir took Josh by the face with both hands, pulled him up to him and kissed him passionately. Ridge wasn’t quite sure what had overtaken him, there was just something about this boy’s sexy, shiny body, his sinewy muscles, his perfect ass, and his overwhelming willingness to please that took that seasoned old bastard to a new place.
Pulling away from him, Ridge pointed Josh’s face back down to his cock, and said, “You’ve earned it boy. But go slow, we have all night.”
Josh looked down to appraise what he believed was the most beautiful cock he’d ever laid eyes on. Sticking out proudly from Sir’s grey, untrimmed bush was a thick, cut, almost torpedo-like cock, drooling pre-cum.
Josh took a breath and chanted to himself “Take it slow…take it slow…” as he lowered his tongue to the base of Sir’s cock and, with one long swipe, tasted its entirety finishing by sucking the tip dry of its copious precum. “That’s it boy, keep it up” Sir moaned.
Josh repeated it and every time found a new helping of precum waiting to be swallowed. After several swipes, Josh couldn’t take it anymore, but knew he’d better ask permission for the next step. He pulled away and, looking Sir in the eye, asked, “May I suck it Sir?”
“Good boy”, Sir responded with Josh’ two new favorite words. “Yes, you may.”
That’s all it took. Josh inhaled Sir’s cock like his life depended on it. And Josh was in such a mental state, he may have believed it did.
Josh surprised even himself how deeply he took Sir’s cock. He’d had a few encounters of giving and receiving head so this wasn’t a first, but it was the first that mattered and he wanted to do it right. He took a few deep sucks to get warmed up, loving the taste and warmth of Sir’s cock and then went in for the hit. After taking a deep breath, he swallowed Sir so deep he could feel his cock reach the back of his throat, and after some gagging, he resolved to take it as long as he could. While down there, he felt Sir’s hand firmly planted on the back of his head keeping him there and heard him groan, “Oh fuck….keep it up and I’ll shoot right down your throat.”
But out of nowhere, Sir pulled Josh off his cock by his hair, pulled his face to his, slapped him across the face, and spit directly into Josh’s waiting mouth.
Josh was stunned, but knew it was an act of approval, if not affection. Josh replied, “Thank you Sir” and dropped again to his cock motivated to take him even deeper.
This continued until Sir was dangerously close to cumming. He didn’t know what had gotten into him. This eager young man, this athletic, Asian swimmer with the incandescent skin tightly covering his muscled body and rounded ass had done something to him.
Unable to wait, Sir pulled Josh up by the hair again, kissed him harder than before, then said, “I’m taking you now. I’ll be as gentle as possible but I can’t promise anything. You’re such a sexy boy I may not be able to control myself.” Sir pushed him away and growled, “All fours, NOW!”
Josh knew exactly what to do and could only hope Sir would use plenty of lube. Without warning, Josh felt what he was hoping for, but certainly not expecting. Behind him now, Sir stretched his glutes apart with his rough hands, followed by a long, rough swipe of his tongue from his taint to the top of his ass crack.
“Oh…my….god…” Josh whimpered.
“You like that boy?” Sir asked, smilingly.
“Oh, fuck yes, Sir…” he continued to groan.
“You ain’t seen nothing yet”, Sir continued to lick, closer and closer to Josh’s virgin rosebud hole. Once Sir got it good and wet, he pulled the cheeks apart to inspect it even closer. “This is a beautiful hole boy. I will respect it—and you—by fucking the living hell out of it and then breeding you. You understand?” And not waiting for a response, he spit a wad right into the target.
Feeling the human lube hit his hole, Josh pantingly replied, “Yes Sir. PLEASE SIR! Fuck me hard, I’m just your little slut”.
“Yup, you’re a slut all right, and tonight you’re my slut. Get ready.”
Thankfully Sir, pulled out some lube and carefully inserted one and then two lubed fingers to open Josh up. The pain was significant, but Josh groaned with approval and thought to himself that if the night ended right now, he would’ve gone home happy.
But it didn’t.
The next thing he felt was what had to have been the tip of Sir’s cock pressing gently at his hole. Josh, knowing this was the moment he’d been waiting for a long time, took a deep breath and, unable to stop himself, said, “Please Daddy, fuck me. Fuck your boy.”
Sir didn’t answer but simply pushed his steel-hard torpedo-shaped rod in about an inch. Josh experienced more burn than pain, but Sir just held it there letting the sensation subside. When he felt Josh relax, he went in another inch. More burn, some pain, and then just an erotically delightful fullness. Josh became less able to hide how much he loved it as he subtly began to arch his back to take more. Sir responded with another inch. More pain, more fullness. This continued until Sir’s balls tickled Josh’s and knew he was fully penetrated. The fullness was unlike anything Josh had experienced or even anticipated. Another man was inside him; they were one. As if to prove this was happening, Josh squeezed Sir’s cock with his hole, coaxing Sir to respond, “That’s my boy. My boy loves his Daddy’s cock up him, doesn’t he?”
Josh was speechless. All he could do was grind down harder and then finally grunt, “Yes Daddy”
Sir stayed in that position, motionless and wordless and finally pulled Josh’s torso into his while he pushed into him deeper to express their “oneness”. “You have the finest cunt on the planet, boy, and I should know.” Sir whispered as he began to withdraw and push back in.
Meanwhile, Josh was stupefied. He’d never experienced such erotic bliss. Even in his wildest fantasies, he’d never imagined this level of ecstasy was possible. Yet he wanted more. He continued to arch his back to allow Sir to get even one millimeter deeper. He realized at that moment that—as erotic as the moment was—it came more from his commitment to make this the most meaningful sex Sir had ever experienced. It was about Sir, not him. This realization confirmed what Josh had sensed all along; he got more satisfaction from giving than getting.
Sir quickened his assault, and Josh begged for more. “Deeper, daddy, fuck me deeper”, he begged.
That turned Sir into an animal. He pulled back and thrust into Josh with a force that surprised even him. Feeling real pain, but welcoming it, Josh screamed, “YES! YES! YES! Daddy. Fuck your boy!!!”
Sir continued but before long, he was again dangerously close to cumming. He pulled out and—with near violence—flipped Josh on his back. “I’m gonna breed you now, boy; I want to see your face when I do”, he said. He straddled Josh with his knees between his outstretched legs, reached out and forcefully slapped Josh across the face again, once…twice…three times, then pinched open his jaws with the same hand and spit another wad into his mouth. Not saying a word, he lined up his cock at Josh’s hole and slammed it into him, reaching full depth.
Josh was in stimulus overload: shocked at being slapped, surprised at being spit into again, and in pain with the intense entry. Reclaiming his senses, Sir, paused to let Josh catch up. It was so unlike Ridge to lose control, but there was something about young Josh that drove him over the edge. He’d never experienced a partner with such a genuine desire to please.
Just then Josh began to relax into the new position, once again grinding for more. Sir slowly pulled out and began to slowly thrust. In…and…out. Ridge had never felt such a luxurious hole. Although he couldn’t actually see the inside of it, he imagined it having the same glow that Josh’s skin did. It was on fire, in the best possible way.
Sir continued to thrust and Josh responded by arching his hips to take more. He wanted Sir to fuck him all the way up to his throat. “Take me sir, take me hard. Fuck your boy….breed your boy.”
Ridge pulled Josh’s ankles over his shoulders to take him even deeper and, with their faces inches apart, Josh opened his mouth wide, wordlessly begging for Sir’s spit. Sir heaved another one in and together they shared it in a kiss.
That’s what it took to put both of them over the edge. Sir began to piston with near violence, bouncing Josh up and down the mattress. Josh crossed his ankles behind Sir to take him even deeper.
“I’m gonna breed you now boy….you’re gonna take daddy’s seed….Here…it…cums….” and with that Josh could feel one thing only…ropes and ropes of hot, sticky cum driving up his hole. Josh simultaneously came hands free between what little space was left between the two of them. Josh’s cum splattered into their faces and between their sweat-covered torsos with the remainder dribbling non-stop from Josh’s cock.
After a few moments, Sir dropped, full weight, onto Josh ignoring the stickiness of the warm cum coating their bodies. Although this was Josh’s first meaningful sexual experience, and the only one with a remotely dom/sub context, Josh understood full well how he had pleased Sir. Yes, the sexual satisfaction Josh received was beyond measure, but he felt something he’d long suspected, but never knew for sure—pleasing his partner provided more gratification than his own physical release.
After several minutes, Sir rolled off Josh and pulled him into a spoon, with Josh’s back to his still sticky torso. “You’re staying here tonight”, Sir said, half order, half question.
Josh sighed and replied simply, “Yes, Sir…” and fell into a deep sleep, nestled in Sir’s arms.
2021 – Stone & Ash, Week 2
Josh learned about the Thursday night dinners with Caine the way he learned most things about Caine Barrows—without preamble, without negotiation, and with the quiet understanding that the decision had already been made.
“Thursday nights,” Caine said, midweek, as if continuing a conversation that had started somewhere else. They were standing outside Caine’s office after a late afternoon strategy meeting, the hallway mostly emptied of associates. Reminding Josh of the purpose of the dinners, he started, “You and I will meet for dinner, outside the office. The purpose is to discuss your development, both professional and personal.”
Josh nodded automatically. “Of course.”
Caine regarded him for a beat longer than strictly necessary. “It’s part of my mentorship program. Not all the mentors do it. In my world, it’s mandatory. Professional development doesn’t happen in a vacuum. Neither does personal discipline.”
The word discipline landed low in Josh’s body, familiar and charged.
“Where?” Josh asked.
Caine’s mouth curved—not quite a smile. “The Keyholders Club.”
Josh waited for more, but Caine was already reaching for his phone, attention shifting as decisively as it always did.
“It’s private, discreet and secluded,” Caine added, almost as an afterthought. “Dress accordingly.”
That was all.
The Keyholders Club—a private men’s club and residence—sat on a quiet, tree-lined street, its entrance understated to the point of anonymity. No signage beyond a small brass plaque. No windows. Just a dark wood door, immaculate and imposing, with a uniformed attendant who greeted Caine by name.
Inside, the space unfolded with restrained luxury. Deep leather chairs. Low lighting. Wood paneling polished to a soft glow. The air smelled faintly of cedar and something darker Josh couldn’t place. It felt old money, deliberate, steeped in tradition.
And yet—there was an edge to it. A sense of rules that weren’t posted.
Caine moved through the space with effortless authority, nodding to a few members with great familiarity. Josh followed half a step behind, acutely aware of his own posture, his breathing, the way his body responded to being guided without being touched.
They were shown to a private dining room—small, intimate, enclosed by frosted glass.
“Comfortable mate?” Craig asked as they sat.
“Yes,” Josh said, truthfully. Too comfortable. Josh couldn’t help but notice that in the quiet little dining room, only two other tables were occupied, each occupied by pairs of men—one around Crain’s age and a younger man closer to Josh’s age. He wondered if these were development dinners like his own.
The first course arrived. Wine was poured. Conversation stayed, at least on the surface, exactly where it should.
Craig asked about Josh’s caseload. His impressions of the firm. His long-term ambitions. He listened closely, correcting gently when Josh was imprecise, pushing when answers came too easily.
“I know from your swimming career you’re capable of more than mediocrity,” Caine said calmly. “I don’t tolerate ‘average’. Not from myself, and not from those I invest in.”
“I understand,” Josh replied.
“I know you understand,” Caine said, eyes steady. “I need you to execute. To anticipate. Your goal should be to please me with your work.”
There it was.
The phrase please me sat between them, unacknowledged yet unmistakable. He couldn’t help but flash back to being coached by Caine and his encounter with Ridge where he was driven, both times, by his desire to please.
Josh swallowed. “I will.”
Caine studied him, “I know you won’t disappoint me” he said with an edge that Josh more aggressive than when he was a young swimmer being coached but couldn’t put his finger on.
As the meal continued, Caine’s tone softened—not his authority, but the way it wrapped itself around expectation. He spoke of growth, of control, of the satisfaction that came from meeting a standard so high it reshaped you.
“Structure is a gift,” Craig said. “Most men resist it. The smart ones learn to lean into it.”
The words rang true to Josh. So true, he found no need to respond, just listen.
Caine continued, “As men, we’re trained to lead, to command, to drive. That’s well and good for some of us. But it takes more strength to listen, obey, and meet the expectations that are set for us.”
Josh felt the words echo against memories he hadn’t consciously summoned.
The heat of approval. The grounding rightness of pleasing someone who mattered. It was at odds with his strict Japanese upbringing, but it made his heart full to hear him not only acknowledged but assured it was ok, even an expectation.
Josh shifted in his seat, acutely aware of his body, of the tension coiling low in his spine. He focused on Caine’s hands—large, steady, precise—as they cut his food.
“You respond well to guidance, direction, expectation,” Caine said suddenly.
“Yes, Sir” Josh said, the words leaving him before he’d fully considered it.
Caine’s eyes flicked up, caught his. Something unspoken passed between them.
“That’s good,” he continued. “I don’t waste time on men who don’t.”
The check was settled without ceremony. As Caine stood, Josh fumbled looking for a way to stay seated, as the conversation had resonated sexually sending blood straight to his cock. He awkwardly bent at the waist to pretend to tie his shoe giving his cock a moment to relax and then carefully stood up, praying his excitement would go unnoticed. As they were leaving, Caine placed a brief, firm hand at the small of Josh’s back—purely directional, entirely professional, and yet it sent a jolt straight through him.
At the door, Caine paused.
“You did well tonight,” he said quietly.
Josh’s breath caught.
“Good boy.”
The words hit Josh like a current. Ridge, now Caine.
For a split second, the room tilted. The club. The firm. Time itself seemed to compress into that phrase—Good boy—charged with history, desire—and promise.
Caine seemed to realize it the same instant he said it. His expression tightened—not with regret, exactly, but with restraint.
He stepped back. “I’ll see you tomorrow morning”, pointing the way to the front door exit. Josh paused assuming Caine was heading outside with him, but he stopped and laughed, pointing to the elevator, “I live upstairs. There are condos here too, for Club members. Have a good evening.”
Josh walked out into the night buzzing, aroused, his thoughts racing. He told himself he was projecting. Reading into things. And yet his body told a different story—hopeful, aching, alive with anticipation he didn’t dare name.
From the elevator lobby Caine watched him leave, his jaw set.
Josh was beautiful. Focused. Open in a way that was both compelling and dangerous.
Caine knew the line. Had built his life around never crossing it.
But as he turned back into the Club, the words echoed in his own mind, unbidden.
Good boy.
And for the first time in years, Caine Barrows wasn’t entirely sure he could keep himself in check.
-To be continued-
FEEDBACK! I love hearing from readers, positive or constructively otherwise. Feedback from readers is often my inspiration for what's next. Please reach out to me at [email protected].
To get in touch with the author, send them an email.
