Previously
After years of unspoken desire and carefully maintained boundaries, Caine claimed Josh not just as a lover, but as his Charge. Through intimacy, ritual, and deliberate control, Josh willingly surrendered himself—body, will, and identity—embracing the role he had instinctively craved since his youth.
Caine outlined the structure of their relationship—submission, denial, discipline, and trust.. Josh accepted every condition with open eyes, discovering that fulfillment came not from his own release, but from pleasing the man who now held authority over him.
Yet even as their connection was consummated, Caine understood something Josh did not fully grasp: this was only the beginning. The key that would one day make Caine a true Keyholder—would not be given freely. Josh would need to earn it for Caine through trials still ahead.
Josh fell asleep wrapped in Caine’s arms, believing he had arrived. In truth, he had only taken his first step.
Chapter 7
Josh woke up in the middle of the night still in Caine’s tight embrace with Caine’s plump cock resting in his hole. He was the happiest young man in the world. No more innuendo, double entrées, or veiled references to obedience and servitude. As Caine himself had said, there was no turning back now.
Moonlight poured through the window. With their bodies intertwined, Josh felt Caine’s deep, steady, breathing on the back of his neck and his plump cock wedged into the cleft between his cheeks. Wanting to keep his cock right where it was, Josh subtly burrowed his ass into Caine to prevent it from slipping out. Although nearly fully softened, Josh could feel the tip of his Master just barely inside him, thrilling him.
Caine sensed the movement as he stirred awake and quietly growled into Josh’s ear, “You’re not going anywhere, mate. I’ve just gotten started.”
“I know Daddy,” Josh purred. “Please fuck me again. I ache for you.”
Those words almost instantly made Caine hard again. Within moments he was nearly fully hard, pushing into the innermost depths of Josh’s welcoming cavity.
“Oh, Daddy, that’s it Daddy, I need it…again…”
Now fully awake, Caine abruptly pulled out and flipped Josh onto his back and threw his ankles over his shoulders. Face to face with the moonlight illuminating their faces, he growled, “Open your mouth”.
Josh did and Caine spat into his mouth and followed it with two firm slaps across the face. “Reminding you who’s in control here”, he spat, “because you’re about to get the fuck of your lifetime. You ready, Little Man?” he asked.
“Fuck me, Sir,” Josh shivered with excitement. “You own me.”
“Damn right I do”, he muttered and—without warning—plunged his now hard cock back into Josh’s hole, pre-lubed with Caine’s earlier load.
“ARGGHHHH!” Josh screamed, looking straight into Caine’s eyes.
Without breaking eye contact, Caine smiled just slight and said quietly, “You like it rough, don’t you boy? You like to be used. You like it when you’re nothing but a hole…..my hole.”
Josh knew he was right, and he was ok with that. In fact, Caine had made feeling that way a source of pride, not a sign of weakness.
With his legs wrapped around Caine’s torso and his ankles crossed together, he whispered, “Use me Sir. Do whatever the fuck you want to do to me.”
Caine was actually a bit of a soft touch and those words meant the world to him. He leaned down, and was centimeters away from a kiss, and whispered the words, “I plan to.”
Josh pulled himself closer to Caine and arched his hips off the mattress to ensure his Master was as deep in him as anatomically possible. Caine reacted in kind and used the opportunity to pinpoint Josh’s g-spot.
Caine scraped Josh’s swollen g-spot with his cock, sending Josh into rapture of pleasure. “Ahhh, looks like I found my little boy’s button”, Caine mocked.
Josh couldn’t control himself and thrust his hips back up and down Caine’s cock to magnify the impact. “Please Sir, please….you’ll make me cum”, he cried.
“Not so fast, Little Man. Only I decide when you cum. Now settle down…”
Josh knew if he continued he’d be seconds away from blasting without even touching his cock, so he reluctantly pulled back. “Yes, Sir” he whimpered, “You decide.”
So began what was nearly an hour of Caine slowly and deliberately teasing Josh’s hole and prostate with his relentlessly hard cock and loving verbal assaults. He’d slide in slowly and ask, “My boy like that?” eliciting a groan from Josh.
Or pull out, then plunging back in followed by, “Take it boy. Don’t be a little bitch.”
And then drive in like a jackhammer, and spitting, “You love this, don’t you boy?”
Or an angry, “Look at me when I fuck you”.
Right after, he’d slow down and purr, “Your hole’s so tight.”
Then, sweating like a madman and showing how mercy, Caine he’d bark, “This is what you were made for, boy,…tell your daddy how much you like it”
The blissful rhythm inside Josh was almost intolerable. He was dangerously close to orgasm, especially given the stated threat of punishment for cumming without permission.
Finally, Josh was reduced to begging, “Please Sir, please breed your hungry little bitch boy. I can’t take any more. I can’t…”
Caine was nearly there himself as Josh begged. Hearing the words “hungry little bitch boy” put him over the edge and he plunged into Josh unrivaled force. “I’m breeding my boy!” he shouted as he pistoned his young lover. “Take Daddy’s seed and don’t spill a drop”, he shouted as he unloaded what may have been the most voluminous orgasm of his life. Rope after rope after rope flooded Josh’s insides, spilled out of his hole, and dripped down his legs, leaving a warm, sticky mess.
Josh unhooked his ankles from behind Caine and dropped back onto the bed. Caine, now nearly lifeless, did the same, dropping full weight onto Josh and letting their sweaty, sticky bodies become one.
When Caine finally caught his breathe, he pulled Josh into an even deeper hug and whispered, “You did good, boy. You didn’t cum and I know that wasn’t easy. You’ll be rewarded for that.”
Caine slid out of Josh, and ignoring the sticky mess, pulled him back into a spoon position with his cock firmly wedged between Josh’s cheeks, and whispered, “A short nap for my boy and then we go again.”
Josh, now fully relaxed (but still rock hard), pushed back into Caine’s hard body and luxuriated in his long-armed embrace, and moaned, “Of course, Sir”, and they were both asleep within seconds.
The rest of the evening became a blissful rhythm of cuddling, kissing, and fucking. Since tomorrow was a holiday, they were both oblivious to time, knowing they could sleep until noon.
Caine fucked Josh spooning from behind and later fucked him like a human scissors. Every time took longer for Caine to reach orgasm, but that just meant more enjoyment for Josh. Every second Caine fucked him confirmed his new status as Caine’s Charge, the man he’d admired—even loved—for over 20 years.
Inexplicably, Caine awoke toward dawn and, somehow erect again, laid on his back, with his head and shoulders propped against the backboard. With his cock pointing straight to the ceiling, he shook Josh awake and nodded to him to climb aboard.
Once Josh seemed was straddled comfortably on Caine’s cock, he asked, “Comfortable Little Man? You’re going to be there for a while”.
Josh pressed his ass down to take him even further and answered, “I could sit on your cock like this forever,” with a groggy smile on his face.
“Me too. What do you say we stay like this…forever?” Caine asked and pulled him in for another kiss. Josh laid against Caine’s chest like that and nearly fell back asleep, he was so at peace.
Caine shook him awake pushed his hips up deeper into Josh and said, “Let’s take a break and talk about us, Little Man. How we got here, where we’re going.”
Josh was completely confused. He was fully (and blissfully) impaled on Caine’s cock and assumed Caine woke him to go another round. Or were about to discuss their future. Could it be both?
“I’ll go first” Caine continued. He came right out with it: “I’ve loved you since you were a very young man, and especially since I coached you in high school. Of course, I couldn’t act on it until you were older, but when I’d see you play with Jake and I taught you to swim competitively, you broke my heart. You were desperate for male attention, anyone to tell you how much you mattered. And I wanted to be that person. As you got older and I coached you in high school, your desire to please me was even more intense. Every word out of my mouth became gospel. How you’d look at me, and how I wanted nothing to do but take care of you. And then in college as I watched you from a distance become a man, I couldn’t stop thinking about you. And yes, how sexy you looked competing in your Speedo,” and to punctuate the point, he playfully swatted Josh’s rock hard little dick sticking up at him.
He kept on, “Why am I telling you this? It’s because I want you to know how genuine and long-standing my feelings for you have been. I don’t want you to think your role as my Charge is something I take lightly. It’s something I’ve given a tremendous amount of thought.”
He stopped to let that sit and noticed a tear running down Josh’s cheek. He lifted his hand and wiped it away with his thumb saying, “I know this is a lot, I hope it’s not more than you can take.”
Josh’s head was spinning he was reacting on so many levels. First and foremost, he was still skewered on Caine’s dick and thought he was heading into the fifth round of their sexual marathon. That alone had his full attention. Then add to that Caine’s heartfelt confession of affection for him, it was nearly too much to bear in one moment, and the tear turned into a flood.
“Of course I feel the same way” he sobbed. “I love you. I’ve ALWAYS loved you. I’d do anything for you. ANYTHING” he wept. Before Caine could speak he added, “You want to know when I fell in love with you? When I knew I was gay? And that you were the reason? It was the afternoon that summer when I was 13 and Jake brought me to the high school for you to teach me to swim competitively. You pulled off your sweats wearing nothing but that fucking Speedo. You had me then and there”, he smiled through his tears.
“And you have me now” Caine added as he pulled Josh down to him to kiss him passionately.
“I love you so much, Daddy,” Josh gargled through tears, snot, and the passionate kisses. “Please tell me this is for real.”
“That’s why we’re here, Little Man.” Motioning to the fact that Josh was sitting on his cock, he continued, “I wanted you to be experiencing my…manhood…when I told you how real this is. Now shut up and let your Daddy fuck you properly.”
“Ohhh….Yes SIR!” Josh groaned as he slid, and then bounced up and down Caine’s cock.
Josh rode Caine until they both were puddles of sweat but every time Josh came close, Caine pulled him off, still not giving him the permission he so desperately sought. Finally, Caine pulled Josh off him and threw him across the bed, face down so he was bent at a 90 degree angle off the foot of the bed, knees on the ground, face down on the mattress. Then he knelt between his legs and buried his face in Josh’s tender, swollen hole. Josh screamed with desire feeling the pressure of Caine’s tongue and stubble scrape against his hole. Pulling his cheeks apart fiercely, Caine proclaimed, “I’m going to suck every drop of my cum out of you, boy, and feed it back to you.”
By this time Caine had deposited four loads into Josh, so there was plenty for the taking, and Caine wasted no time taking what was his. Josh felt his tongue up his hole searching for the remnants of his seed and feeling the suction to pull it out. Before long, Caine retrieved a mouthful and crawled up to Josh to snowball it back and forth with him. Tonight had been a night of firsts, and this was no exception. After they’d fought over and ultimately shared the load, Caine went back and retrieved another, then another, and then a fourth load of his jizz, each more sensual than the first.
Once he’d successfully emptied Josh out, he laid on his back, legs spread, and pointed to his erect cock, said “You knew what to do.” Josh wasn’t sure he knew, but took a chance and crawled between his legs and took his cock in his mouth.
“Oh…..good boy…that’s what Daddy needs….Work me hard and you’ll earn my seed.”
After everything they’d’ been through, Josh was surprisingly ravenous (and not entirely unhappy his hole was getting a rest). He positioned himself comfortably assuming it would take a while for Caine to get off again, but, to his surprise, Caine’s body tightened and he pulled Josh’s head down on him while he blasted down his throat…his fifth orgasm of the night.
As quick as that went, Josh never tired of the feeling of Caine’s thick cock punching the back of his throat and blasts of hot warm cum filling his mouth. He was fulfilling his role—his promise—to Caine. Yes, he was his Charge, his partner, but he was also a receptacle for his passion. Two holes, waiting to be filled, any time, any place, without question.
“Damn boy, your hole never gets old. I planned to use you for the next hours but you wrecked me. See what you fucking do to me!”
Josh’s mouth was so full of cum he could barely answer, but he sighed and managed to grunt out the words, “Thank you, Master. I love you.”
“I love you too, Little Man”, Caine replied as he pulled Josh up into the bed with him and pulled him into a hug, surrounding him with his massively long arms that wouldn’t move until they woke up hours later.
*****
The following morning began much as last night had ended, with Caine clutching Josh from behind holding on to him like he feared he’d be snatched any moment. Waking up to this, Josh felt more protected and loved than he ever had before. (And Caine’s hardening cock nestled between his cheeks was difficult to ignore). He laid there warm and content, and had it not been for the need to pee, he would’ve been happy to lay there all afternoon.
But Caine seemed to be rousing as well, as Josh noticed a change in his breathing and some motion from behind (most notably the swelling of his cock). Before long, Josh felt Caine’s breath in his ear, “Good morning, Little Man.”
“Good morning, Sir”, Josh pressed his ass into him to let him know he’d be up for anything.
“I’d love to, boy, but today is all about you. We’ve got a lot of territory to cover,” and he pushed himself over Josh to lay flatly on top of him and kiss him good morning.
Josh, particularly horny after being denied during five sessions last night, curled his arms and legs around Caine, hoping he’d take him right there. Caine pushed himself away, gently grabbed Josh’s cock and balls and said, “I’ve got plans for this”, he smiled. “Big plans, but that’ll have to wait. Shower and breakfast first,” he said as he popped out of bed and headed to the bathroom.
Listening from the bedroom, Josh could hear Caine pee and start the shower. As he entered, he called out, get in here Little Man, NOW!”, seemingly with a smile on his face.
Josh padded in, did his business and cautiously joined Caine in the oversized shower. Given the events of the last 48 hours, it would’ve been an invitation for a morning blow job, but Caine had made clear that today would be different.
Caine was waiting with a sudsy loofa brush and used it to aggressively clean Josh. Every cranny and crevice was lovingly tended to, and when he got to Josh’s hole, he switched to a softer cloth to gently massage it clean. “This took a beating last night, Little Man”, he said softly. “I’m going to make that up to you later…” leaving Josh breathless.
“Now me”, he said and handed over the cleaning equipment to Josh. Josh took the task seriously and meticulously cleaned his Master. Although Caine’s cock was fully erect, he gave no indication he was going to put it to use.
As they dried and dressed, Caine explained it would be a quiet day. Lounging by the pool, early dinner downstairs where he had some “topics” to cover with Josh, and home early to allow ample time for Josh as he’d promised.
The pool was sublime. Perfect summer sunshine, both in breathtaking speedos, along with the other Keyholders and Charges poolside in equally alluring swimwear. Interestingly, for the first time, Caine made a point of engaging all the other male couples and introducing Josh. Surprisingly, they all greeted him as if they had been waiting to be introduced and this was simply a formality.
Afternoon drifted into dinner in the restaurant where Josh noticed the same engagement between Caine and the other residents in the restaurant. There were at least four other tables occupied, couples of Keyholders and Charges that Josh had seen before but never interacted with. And they all seemed to know exactly who Josh was when introduced. Josh couldn’t help but assume that everyone had anticipated the events of the previous 48 hours—Caine’s commitment to be his Keyholder—and that Josh was the last to know.
Caine settled in with the routine that Josh had come to love…ordering the wine, the appetizers, the entrees. Once the wine was poured, Caine became uncharacteristically solemn. He started with a request directed to Josh, “Tell me what happened this weekend.”
Josh, wondering if this was a trick question, answered with the only thing that mattered, “You asked me to be your Charge, Sir…and I accepted with no second thoughts….then, or now.”
Smiling broadly, Caine continued, “Now tell me what that means, in English”.
“Dom/Sub?” Josh asked with some uncertainty.
“Exactly!” Caine responded. “And tonight, I want to explain in more detail what that will mean for you, and why it’s important to me.”
“Let me start with what I hope is obvious. Josh, I love you. I’m in love with you. And I believe you’re in love with me. Can I safely assume that?
“Of course, Old Man” he responded and picked up Caine’s hand from the table and kissed it.
“Here are the ways we will show each other our love”.
Placing his hand on Josh’s heart, he said, “First, and most obvious, is you’ll feel my love here in your heart, day in and day out. And if the day arrives that you stop feeling it, I want to know immediately.”
Josh started to speak, thinking he should respond in some way, but Caine gently placed his thumb over his lips and continued, “I have the floor…” with a smile.
“The second way is your submission. The selflessness you exhibit at the firm, in our home, and…in our bed. Your willingness to surrender, to put my needs ahead of yours. And you do it so naturally, so effortlessly, so willingly. You give yourself to me in every possible way.”
“I believe you enjoy giving yourself to me that way. I think it’s an important way you show your love to me. Am I correct?”
Josh nearly melted, “I’ll give myself to you every minute of every day if it makes me feel like I do right now. If that’s ‘showing my love’, sign me up.”
“Good boy”, Caine responded, seeming to know the impact those words had on Josh.
“The third way we feel each other’s love…and this gets more difficult….is by your sexual denial, and this is at the heart of any Keyholder-Charge relationship. Your sacrifice gives me great pleasure. The more you’re denied, the more pleasure I receive. I don’t have to remind you that in the past 36 hours, I had the best sex of my life, and you haven’t cum once. That wasn’t accidental. That’s how this works. I could feel your need, your desire grow as the hours went on. But you took pleasure from denial. I can feel it in our lovemaking. It’s our way of showing our love to one another.
There’s more to come on this particular topic, but I’ll save that for another time.”
Josh, listening closely, could only wonder what “…more to come…” could mean, but he knew not to ask.
“The fourth way we’ll experience each other’s love…and this will sound counterintuitive…is…pain. We haven’t gone there yet, but it will be integral to our relationship. When you experience pain, it will help you grow, to experience sensations that are outside the conventional sexual pleasure. Your pain will become my sexual pleasure and knowing how it indulges me will satisfy you even more. You will come to desire every nipple clamp, flogging, restraint, knowing how much pleasure it gives me. This isn’t optional; it’s mandatory if you’re committed to our relationship.”
Josh, taken aback, felt he had to know more. “Sir, where and how does this happen? And, what if I can’t?”
Expecting this reaction, Caine spoke firmly, “I promise, Little Man, I will never demand more than you can give; you have my word on that. You’ll be surprised how much you have to give, how deep that reservoir is, and how rewarding you’ll find it. As for how and when, in the next few days I will take you where this occurs here in The Club. It’s hidden away on the top floor and rarely talked about, so you’d have no reason to be aware of it. Only Club Members know it’s there and are allowed to use it”.
“As for ‘who’, this may surprise you. You may have wondered about Jason’s role as a Keyholder, given he doesn’t have a Charge. Jason is a skilled BDSM Master, who administers the….” searching for the right word…”’discipline’ to the Charges when needed.”
Stunned, Josh remained speechless, his mind spinning wondering if he’d really be able to endure what might be at the end of Jason’s whip.
“The final way we will experience our love is by me pleasuring you. Occasionally as a reward for your good behavior, I will put your pleasure ahead of mine. This won’t occur often because you will already be intensely gratified with everything we’ve covered here tonight. But from time to time, I will make it all about you, and tonight is one of those times.”
Caine leaned over the table, and brought Josh’s hand to his own face, and said, “Josh, these past 36 hours you’ve demonstrated your submission beyond doubt. On several occasions you willed away your own orgasm away so as not to detract from my pleasure. Tonight, it will be all about you.”
“Well, I’ve been doing all the talking”, Caine laughed. “I bet you have some questions.”
Josh found himself speechless. He was struck by the extent of thought and insight that Caine had shared with him tonight. And once again, he was nearly brought to tears with the knowledge that the man he’d idolized for over two decades, was this devoted to him.
Searching for the words that would convey his awe, his gratitude, and his reciprocal love and lust, Josh was at a loss for words. “I, I don’t know what to say Sir”, he choked out,
“Just say you love me, and that you’ll take this journey with me.”
“Of-fucking-course Sir” Josh said so loudly he caught the attention of the other diners.
“Good”, Caine replied. “Now let’s get this boy upstairs, get him naked, and let me take care of him the way he’s been taking care of me.”
They made their way to the condo, wordless. There was nothing left to say.
Upon entering the apartment, Caine said quietly, “Make sure you’re good and clean and, when you are, lay on the bed, face up in your sexiest Speedo”.
Josh knew that was code for douche and Caine had said seeing Josh in his speedo always made him hard, so between the two, he knew it was going to be a good night.
Josh was squeaky clean, inside and out in no time, and knew exactly which speedo Caine was referring to…a white Bang, extremely low cut suit that revealed the top half of Josh’s bush and barely held his junk in place.
After showering and stretching the suit over his raging hard on, Josh entered the bedroom and immediately noticed the four candles creating a romantic ambiance and the four cuffed straps emanating from each of the corners of the bad. He looked down at his mid-section and saw a wet spot was already forming in the front of his sheer white speedo.
“You ready in there?” Caine shouted from the other room.
“Yes Sir,” Josh responded, trying to disguise the smile on his face.
It wasn’t Caine who walked entered the room, it was his high school coach in his competitive Speedo, Coach Barrows. He stood there, inspecting Josh, who was, as ordered, sprawled on the bed, arms and legs extended, drawing immediate attention to his tented white Bang bikini.
“Tanaka!” Caine bellowed, assuming his role as Josh’s high school coach. He was the only one who addressed Josh that way. Having his beloved coach, dressed only in his speedo, witness Josh like this almost made him cum on the spot.
“Yes, Coach?” he asked meekly, wisely choosing to play along.
“Your breast stroke…it’s too tight. You’re not focused out there. You’re not concentrating. We need to loosen you up.”
By now, Coach/Caine was standing at the foot of the bed, legs spread, arms on his hips, hovering over Josh like a real life Michael Phelps poster, rendering Josh speechless.
“You need a massage, Tanaka. Unfortunately, Bobby, the physical therapist, is off duty, so it’s gonna have to be me”, he said as he crouched down on the bed at Josh’s feet. First, I need to secure your legs and arms. The tighter you are when I work, the more benefit your muscles will receive. I’ll loosen you up one way or another. Coach Caine efficiently cuffed and restrained Josh’s wrists and ankles, circling him twice while systematically tightening the restraints, and then stepped back to assess him.
“You’re looking good, Tanaka” Coach said as he evaluated him. He grazed Josh’s torso, biceps, and thighs and said, “Strong in all the right places…” and then stopped abruptly, seemingly surprised and said, “What the fuck is this, Tanaka?” and swatted the huge tent in Josh’s speedo.
Josh, mortified as if this were the real thing, whispered, “Sorry Coach. Sometimes…I just can’t seem to control my body.”
Coach/Caine leaned over him and clutched Josh’s massive hardon and said, “This may be your problem, Tanaka. The reason you’re having so much trouble concentrating. We’re gonna have to take care of this.”
Coach Caine returned to the foot of the bed where he squatted between Josh’s spread legs, grabbed his left foot and ankle and began to massage. “That better, boy?” he asked as he moved up to Josh’s left calf.
“Yes Sir,” he exhaled, knowing exactly where this was going.
Coach Caine methodically massaged Josh’s foot, ankle, calf muscle and then slid his oiled hands up to Josh’s thighs, hamstrings, and, finally, his inner thighs. With every stroke up his legs, his fingers reached closer to the Josh’s taint and balls which were still being guarded by his white Speedo. Coach was relentless. His hands slid up Josh’s inner thighs countless times stopping just short of his crotch. Josh kept thinking, hoping, praying, that the next time would be the time his fingertips would reach his taint. But Coach teased him unmercifully.
Every time Coach Caine’s hands got closer to Josh’s balls, Josh momentarily stopped breathing, until, finally, Coach Caine’s fingers moved up only slightly higher and grazed Josh’s taint.
“0000hhhh!” he groaned and thrust his hips into the air, at least as far as his restraints would allow.
Emboldened, Coach Caine began the same therapy on Josh’s right leg, starting with his foot, ankle moving up to his calf, his thigh, his hamstring, his inner thigh and BOOM! Even though Josh was still wearing his speedo, even the subtle grazing of Coach’s fingertips between his legs sent him into orbit.
“OOOOhhhhhh!’ Josh cried again.
“Seems we’re getting close to the source of your problems, Tanaka”, Coach sneered.
Nearly out of his mind, all Josh could do was beg, “Please Coach, please…”
Coach knew they had all the time in the world so taunted Josh with his massage. He methodically repeated the left leg up to his crotch, and every time he reached it he let his hands graze his speedo-covered bulge more deliberately. Then the right: up the leg…taint…bulge.
Over and over again until Josh, now covered in sweat, begged again..”Please Coach, PLEASE”
he urged, not know what he was asking for.
Pretending he was frustrated with not having direct access to Josh’s cock and balls, Coach Caine snapped the waistband of Josh’s speedo and said, “Tanaka, I gotta get to the heart of your problem, these come off…” pulling them down his legs, and tossing them aside, all the while, keeping Josh’s ankles restrained.
Looking down at Josh, Coach swatted Josh’s fully engorged cock and declared, as if he were a doctor discovering the real issue, “Now here’s the problem! We gotta take care of this”, and wrapped his fist around Josh’s cock and balls.
Josh groaned uncontrollably, “Coach!” he yelped….
“Suck it up, Tanaka”, he ordered, playing his role as his high school coach to the hilt. “We gotta get you fixed!” Then added, “We’re gonna do this my way.”
Coach Caine walked behind Josh, out of his view, and is sounded like he was taking off his speedo. Josh’s suspicion was confirmed when he saw it fly across the room and Coach announced, “Now, I have work to do.”
With Josh still fully restrained and spread eagle on the bed, Coach straddled his head with his head facing the foot of the bed and began to massage his torso, erotically playing with his nipples every time he passed over them, and reached all the way down to Josh’s engorged cock. Of course, every time Coach stretched over Josh from behind him, his cock “accidentally” grazed Josh’s face. Now ravenous, Josh kept trying to capture Coach’s meat in his mouth as it passed by, but Coach moved too fast.
Coach massaged down from Josh’s chest to his waist to his pubic bones where he pressed his thumbs and used his fingers to point Josh’s engorged cock straight into the air.
“Oooohhhhh….” Josh would wail every time Coach’s hands enveloped his cock and balls.
As he repeatedly massaged Josh’s torso he intentionally allowed his balls to graze Josh’s face. Josh tried desperately to raise his head into them, but his restraints prevented it. But the heat of Coach’s groin—just out of reach—was driving him wild.
Coach’s warm, lubed hands travelled up and down Josh’s torso countless times, always landing on Josh’s cock and balls, inspecting them as if searching for the problem. Although pretending it was a therapeutic procedure, they both knew that Caine was pushing Josh to the edge.
“I think we’re getting to the source of the problem, Tanaka” he sneered. Tapping Josh’s balls with his fingers, he taunted him, “These are as big as tennis balls. When’s the last time you came? No wonder you can’t swim.”
Josh, out of his mind, could only answer, “Coach, please coach. PLEASE”.
“No, that’s too easy”, Coach declared. “I need to get down there and see what’s going on.”
Still fully nude, Coach climbed to the side of the bed, knelt over Josh’s groin, and bent down over it. Carefully placing his lubed finger at the entrance of Josh’s hole, he added, “Let’s see what’s going in here…”
“OOOOhhhh Coach…” Josh whimpered, now beyond words.
Coach was careful, and slowly slid his finger up Josh’s hole, searching for his prostate. Josh felt his finger probing, up down, left right and at various angles. Caine played it to the hilt, as if he were hunting for a lost treasure. But they both knew he was quickly zeroing in on it, and—once there—Josh screamed.
“THAT’s the problem, Tanaka!” Coach bellowed. Your balls are packed, we gotta empty these bad boys.”
All Josh could do was moan approvingly, knowing that Caine would drain every bit of sexual desire right out of his body.
“So, let’s make sure I’ve identified the source of the problem” Coach instructed as he, for the second time, zeroed in on Josh’s prostate with his middle finger. “That’s it, right Tanaka?”
Josh, now inadvertently humping Caine’s finger, could only whimper, “Yes….Sir….”
“That’s what I thought. Let me know if this helps”, and he circled the prostate with his finger.
“FUCK…..” Josh cried.
“Watch your language, Tanaka” Coach barked. “But I’ll take that as a yes.”
That was Caine’s cue to begin to massage Josh’s prostate from the inside. He’d circle it one way, then change directions, then massage it back and forth, then up and down, and finally press directly into it, leaving Josh speechless and breathless.
“Tanaka! It’s working. Your little cock is dripping like a leaky faucet. We’ll get this out of you one way or another.”
Josh’s cock was oozing, and Caine used his other hand to scoop it up and feed it to Josh, “Taste this Tanaka, this is what your problem is…”
Josh virtually inhaled Caine’s finger, sucking it down to the knuckle.
“Calm down, Tanaka, there’s plenty more where that came from. Lemme see if I can speed things up a bit here”, and while continuing to aggressively massage his g-spot, Caine leaned down and gently took Josh’s cock in his mouth.
“Ohhhhhhh……Fuck……..” Josh wept. “please Coach, please make me cum…..I…can’t….take….it…”
Caine went for it. As he even more aggressively massaged his prostate, he massaged Josh’s balls with the thumb of his same hand and swallowed his cock down to its base.
Josh was out of control, driving his restrained hips into his Coach’s throat and grinding his ass into his finger. He was dripping with sweat, hands clutching the blanket, unable to moan, much less speak, and taken to a world he had never experienced. A world that revolved around one thing and one thing only: release.
None of this was lost on Caine. Every time Josh’s body would stiffen, Caine would pull back, taking sadistic satisfaction in Josh’s pleas, “Please Sir…PLEASE…”
But Caine also remembered tonight was about Josh, not about him, so he relinquished control sooner that he typically would’ve. “I think we’re about there, Tanaka”, he said as he pulled his mouth off his cock and pressed harder into his prostate. “We’re getting close” and went down to swallow him one last time.
Josh knew there was nothing that could or would stop him now. His coach kept his finger pressed inside him but pulled his mouth away, giving Josh ample room to let it fly.
Josh screamed as he released as if he were being tortured…”Argh….argh…..argh…Oh….my…fucking…..god….arge…..argh….arge….” covering Josh’s hair, face, and torso with his cum. They both lost count of how many spasms there were, but Josh continued to convulse with loads pouring out of him.
It took him several minutes to come back down to earth, while Coach tenderly wiped the cum out of his eyes and off his face. Looking up and smiling at Coach, Josh whispered, “Please Coach, cum too. Right on my face.”
“You sure about that Tanaka?” Coach asked.
“Please sir, that would make this perfect.”
“Ok buddy”, Coach replied and straddled, Josh’s sticky, but satisfied face. Josh opened his mouth as wide as he could to catch every drop of Coach’s jizz. “Fuck….” Coach moaned and shot his load after only three strokes, with most of it right into the bullseye – Josh’s open mouth.
The two of then stayed like that for minutes. Josh continuing to lower his heart rate, and Caine kneeling over the young man who had now become the center of his existence.
Reverting back to his Caine persona, he asked quietly, “You ok, Little Man?”
“Never better….Coach”, smiled Josh
-To be continued-
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