The Singlet

by Great Dane

19 Apr 2024 1260 readers Score 9.5 (35 votes) PDF Mobi ePub Txt


Chapter 4

Richard removed his grip on my hands and lowered himself onto me so we were now torso-to-torso, sticky and sweaty.  We couldn’t kiss hard or long enough.   Finally, Richard suggested we get cleaned up so we could go to bed properly and get some sleep.  Just as we were getting out of bed, he reached to his bedside table and pulled out something that looked suspiciously like a butt plug.  He saw the concern on my face and sat back down next to me.  He took my hands and said earnestly, “I want you to do one thing for me…I want you to wear this plug, just for tonight.  When you sleep next to me tonight, I want to know my seed is still inside you.  I will allow you to remove it first thing in the morning. 

I’d never worn (is worn even the right word?) a butt plug so the feeling was strange, although not entirely uncomfortable.  It was just the right size so that it stayed intact without stretching my hole too much and, importantly, didn’t allow Richard’s seed to escape.  We showered together and tenderly sponged each other off, paying close attention to our tired cocks.  When he sponged my hole, he was careful not to dislodge the plug or cause me any pain.   Now exhausted, we dried each other and crawled into bed where he spooned me with a strong bearhug.  With his thick arms around me, his hairy chest caressing my back and his semi-rigid cock pressed against my protected hole, I felt completely at peace.  I wanted to stay awake all night to savor the feeling, but I lost the battle, as the next thing I remember was slowly waking with that strange, yet comforting sensation of an erotically full rectum which I remembered was the butt plug I wore through the night. I quickly realized that Richard, who was still in the position we fell asleep in, was now bent over my head and quietly gazing at me.   Seeing I had awoken, he began to gently caress my arms, chest, shoulder and kissed my ear, neck and cheek. His hand slowly moved down my nude body, up and down my leg, my inner thigh and then he carefully, but firmly encircled my cock with his hand and slowly began to stroke.  Since I was still plugged, his hard cock couldn’t penetrate my hole, but there was no question what he wanted.  And he wasn’t alone.  I was just as hard as he was.  He picked up the pace of his caressing, but finally admitted with a smile, “We both need to pee and we need to get that plug out of you. Let’s head to the bathroom so we can get back to bed!”  In a flash we both hopped out of bed into the bathroom where I sat on the toilet and let the remnants of the night before out of my system.  While it was a relief to remove the plug, in a strange way I regretted losing its sensation given it was a constant reminder of what had resided there earlier, Richard’s cock and seed.  We both took a nice long pee, (he was so hard I had to help aim his cock when he urinated), did a quick tooth brushing and were back in bed in record time.

He rolled on top of me, where I hoped and expected he would mount me again, just like last night, but he had other ideas.   Straddling me, with his cock laying on my chest, he asked rather abruptly, “Remember last night when you came without either of us touching your cock?”

“Yes Daddy, that’s never happened to me before.  I didn’t even know it was a thing.”  I light-heartedly replied.

He smiled initially at my joke, but then suddenly turned stern, “The first time I made you cum, I decided when you would cum.  I edged you until I was ready for you to cum.  I decided.”

“Yes, Sir”, I replied, somewhat confused.

“And when you left that evening, I ordered you not to cum until we saw each other again. Judging from the volume you blasted last night, I know you obeyed.  Am I correct?”

“Yes, Sir”, I replied again, with increasing concern.

“But last night, you came without my permission.”   He paused, noting my uneasiness. “Look, I understand that last night was special. It was special for me as well. But as part of your journey, you need to understand that only I decide when and where you sexually release.   Is that clear Jarod?”

My initial reaction was WTF, but at the same time the authority he was exerting over me was thrilling.  It made me want him more. This dynamic wasn’t anything I had ever contemplated, but when presented with it as I was now, it was a huge fucking turn on.  I realized how much I wanted to please him, and if submitting to his dominance would please him, I was all in. “Of course, Sir, I completely understand.”

“And…?” Richard asked.

Not exactly sure what answer he was looking for, I ventured, “And I will not cum anywhere, anytime without your express permission”.  I guessed right, because at that moment, he leaned down and kissed me tenderly.  That kiss evolved into a passionate, sweaty, cock-grinding make out session, which, like everything else, I didn’t want to stop.  But Richard was in control, not me.  So I shouldn’t have been surprised when he abruptly pulled away from our embrace, rolled on his back and lovingly, but somewhat roughly, grabbed the back of my head and pushed it down to his groin. I could tell he was smiling when he said, “Get going boy, you have work to do”, and pushed my willing face directly onto his now engorged cock.

Being under the covers, between my daddy’s legs, salivating over his cock made me feel like a whore in the best possible way.  My submission was exhilarating.  I couldn’t wrap my mouth around his dripping cock deep enough.  I became a man who hadn’t eaten in weeks with Richard’s cock being the only nourishment available.  I worshipped it.  I longed for it.  I honored it.  I fed on it.  I was so hungry my gag reflex nearly disappeared as I rammed his cock further down my throat than I ever knew possible. 

Richard’s response was equally ravenous.  He moaned, he cried, he whelped, he bucked his hips, he ordered me to stop.  He ordered me to never stop.  He ordered me to lick his hole.  He ordered me to lick his balls.  We both were insatiable.   And even though I was the sub in this scenario, I knew I was momentarily in control of his orgasm, and I wanted this to last. So I pulled off him and slid back up so we were face to face.

Putting both hands on each side of my face, nearly with tears in his eyes, he said, “Oh my boy, you are out of this world.   Why did you stop?  I tell you when to stop.  I was about to unload on that beautiful face of yours.”

I had the courage to reply, “I know Sir, and forgive me for asking, but I want us to suck each other together.  I want us to 69.   And I want us both to take a hit of poppers when we do.  Can we, Daddy, please?” I pleaded.

“Fuck yeah, boy” he smiled and ruffled my hair in a fatherly way.

I had suspected it and he, indeed, had a fresh bottle at his bedside.   He carefully opened it and offered it to me.  We each took two long hits before we laid on our sides, mouths-to-cocks and lovingly began to lick each other’s cocks and balls.  Fortunately, both of our cocks bent forward enough so the 69-ing wasn’t uncomfortable.  The poppers sent us into a heightened state where our cocks, and our cocks alone, became each other’s world.  Everything else disappeared.   We sucked and slurped with alternating tenderness and lust, but always on the same wavelength.  

After what may have been the most blissful period of my life, our mutual orgasm was in sight, but not quite imminent.  Unexpectedly, he pulled away and said, “That’s enough.   You’ll finish me off, but as punishment for cumming last night without my permission, you’ll have to wait.  I have plans for you for later tonight, but as for now, my cum all you get”.

I was so fucking close to cumming I didn’t quite know what to make of it.  My balls ached they were so full.  But when my hormones gave way to sanity, I realized this was part of my training….learning to submit. And I still had Richard’s wonderfully veiny cock to feast on, which I relished.  Sensing my disappointment, Richard added, “But if you’d like another hit while you finish me off…” and offered me the bottle of poppers.  I was more than happy to take two more long hits, which made the finale of the morning session even more exquisite.  As horny as I was, I was equally satisfied just concentrating on nothing but getting this larger-than-life cock to explode in my mouth.  Poppers take you to a wonderfully strange place, and I was totally getting off on worshiping this man’s penis.   It was me, and only me who got to savor and swallow his creamy load.   That thought took me to an even higher level of passion and when I got him to his point of no return, he erupted with a force that, after last night, amazed me.  His orgasm was epic, and I was the one, the one, who was the recipient of it.   There was no question in my mind that even though he didn’t allow me to cum, I enjoyed it as much as he did. 

Continuing the precedent we had established in our short time together, after he collected himself, he smiled, “I hope you saved some for me”.   I knew exactly what he meant so I slid up and kissed him with a mouthful of his cum.  We lovingly sloshed it around our mouths, passing it back and forth until we both gave up and swallowed his load. 

I needed a nap after this exertion, but it was Saturday morning, and Richard jumped out of bed and announced, “Let’s go young man, I have a big day planned for you”. 

Richard had a script for the day in which I happily played the leading role.   We started with a casual quick breakfast which was followed with some shopping in which he insisted he buy me some clothes for that night when he’d take me to his favorite club.  Our final stop was a gay novelty shop in his neighborhood that included, among other things, a wide variety of leather gear.  He noticed the quizzical look on my face when we stepped into the leather section and asked, “Ever done this?” 

“Not really”, I responded, but added, “not that I wouldn’t be interested.  I just never had the opportunity.”

“You’ll need it for tonight”, he replied nonchalantly. 

He knew exactly what he wanted for me that night and spoke to the guys there, who he seemed to know, privately and they assembled several items that he agreed were “just right” for me that evening.   I didn’t see them but when packaged and presented to Richard, he simply looked at me and said, “You’ll like these, I promise.”  I was curious, maybe even suspicious, but Richard had done nothing to betray my trust, so I was all in.  ‘Bring it on’ I thought to myself.

The two of us had spent a delightful day together eating, shopping, and getting to know each other.  The time I spent with him outside his loft that day was every bit as enjoyable and uplifting as the intimate times we had spent together inside it.  At every turn, he inspired me with his sophistication and mentorship, and he was equally taken with my youthfulness and world view.   We were proving to be a good match.

Upon arriving home, although we were exhausted, he shared the plan for that evening.  Quiet, not fancy dinner at home, out to a club to meet a few of his buddies, and then back to his place for the next step in my journey to heal.

He had never given me reason to distrust him so I amiably complied with the plan.  After a lovely, low-key dinner with a few glasses of wine to warm us both up, Richard said, “Ok sport, time to get ready to meet my friends.   I’m looking forward to seeing you in your new gear.  I have it waiting for you on my bed.”  

“Yes, Daddy,” I complied, only having a vague idea of what I’d find there.  Laid out on his bed was my gear for the evening:  black leather jockstrap with a removeable pouch, work boots, leather choker, and finally a leather harness with a strap that dropped from the harness to a cock ring at the end which, when worn, disappeared under my jock.  And, finally, a pair of tight jeans.  Seeing the look on my face, Richard pulled me into him and walked me through each item and reassured me he wasn’t taking me to some kinky dungeon where I’d be held hostage, just that it was leather night at the bar where he was meeting his friends, and he wanted me to feel comfortable.   “I’m proud of you, Jarod.  I want my buddies to see who I’ve been talking about these past few weeks so they can meet you. The real fun will start when we get back”, he said mischievously. 

Once again, he reassured me this all was a necessary step on my journey.  “Let’s do it, Daddy”, I smiled.

Richard could transform from therapist to lover in an instant.  Now he magically transformed into concerned father as he helped me dress in this unfamiliar gear.  We started with the leather harness that, if I say so myself, sexily framed my muscular shoulders, pecs, and abs.   I’d never see this before, but dropping from the sternum of the harness was a leather strap with a cock ring attached to the bottom.   Seeing my confused look, Richard slid the cock ring around my (thankfully) still soft cock and balls, which, once in place, began to harden.  Handing me the jockstrap next, it covered my junk which was now pulled up (and made more pronounced) by the cock ring.   He turned me to the mirror and I got it immediately.  The strap that dropped from the center of my chest and disappeared behind the leather jockstrap was incredibly suggestive.  Like a treasure trail, it begged you to fantasize what was behind the leather pouch.  “Everyone will know what that strap is holding up,” he said, referring the now hidden cock ring.  He saved the leather choker for last and, was almost ceremonial about latching it in the back of my neck.  “I own you when you’re wearing this.”  Nothing else needed to be said.

He quickly changed himself into jeans, boots, a similar leather harness and a leather armband around his right bicep.  I didn’t need to know leather code to know what his right bicep meant; he had made that abundantly clear last night.   Fuck, did he look hot.  For having virtually no experience in the leather scene, I could feel my dick rapidly hardening inside my leather jock. Thank god the pouch was removeable; if I kept going at this pace it might just pop off.

Richard grabbed me by the leather strap that connected the harness to my balls and said, “Let’s go, boy.  And remember, I own you.”

It was a short ride to the bar where we’d meet his friends, The Ramrod (the name came as no surprise to me).  His hand was clasped to the collar in the back of my head as we walked in, clearly signaling ownership and said, “Remember, short evening here.  I just want my friends to get a good look at you.  I’ll tell you more about that in coming days.”   I should’ve been more curious about what that meant, but having just entered the dark bar crowded with so many leather clad (and barely clad) hot men, I was distracted, to say the least.  Many older, in various shapes and sizes and most of them incredibly hot.  The smell of beer, leather, cigar smoke and the faint undertone of what smelled suspiciously like cum was intoxicating.  My senses were assaulted in the best possible way.  I could feel myself getting harder by the second and was thankful the leather jock, while uncomfortably confining my erection, at least concealed it.

We walked through the long bar and, not seeing them, Richard remarked, “They’re probably out on the deck” and led me out the door to an elevated deck which was less crowded.  “Hey, you assholes,” Richard greeted them and gave them each a big hug.  I stood back and couldn’t help but check each one out closely.  Before I could make a real assessment, Richard grabbed me by the leather strap running down my torso and pulled me over to them saying, “Here he is gentlemen.  This is young Jarod. I was right, wasn’t I?”  he asked.  I could only assume that was a compliment, so I went with it and brought my hand up to greet them each with a handshake.  There were three sets of eyeballs intensely scrutinizing me and their reaction ranged from curiosity to intrigue to lust. “Fuck yeah Daddy,” one of them remarked.  A second one, caressing my naked, muscled chest under my harness said, “Now that’s one smooooooth young lad.”  The last one finally added “He’ll do just fine Richard, just fine.”  WTF were they talking about?   Before I could contemplate the innuendo, I was getting an eyeful of what a sexy trio of men they were.   All in the expected leather/jeans uniform and all insanely hot, each in their own way.   Richard introduced me first to Steve, an exceptionally tall, magnificently muscled, astonishingly beautiful black man.   Early 50s, think Idris Elba, but gay, rough, and even more muscled.  He wore tight jeans and was shirtless.  I don’t know if he was sweating or he had intentionally oiled himself, but the muscles in his arms and torso glistened in the moonlight.   And just like Richard, broad shoulders, narrow waist, with huge veins protruding down each bicep.  I tried my best, but I couldn’t resist looking down.  I was embarrassed that I so obviously was checking him out, and I wasn’t disappointed.   He had a bulge in his jeans that he was clearly proud of and had every right to be.   Standing next to Steve, Richard then introduced me to “Little Marco”.   Presumably he was “little” because at about 5’9”, he was dwarfed by his friends.  I learned Marco, who looked late 40s, was a former rugby player which explained his thick legs and incredibly muscled ass.  His Italian heritage explained the rest…thick, black curly hair, 5 o’clock shadow which was either styled to look like that or he just needed a shave.  Either way it was hot.   And chest, arms and legs covered in curly black hair.   He was even more charming than Steve and when he greeted me I couldn’t help but think of Mark Ruffalo, but beefier.  It was hard to take my eyes off him because, like Steve he was shirtless, but he was wearing a leather jockstrap and chaps.  Just as I noticed that, Richard laughed, “C’mon Marco, turn around and show Jarod that sweet ass of yours.”  Marco happily turned around to reveal he was, indeed wearing assless chaps and a jock strap which beautifully framed his ass to everyone in the bar.    Lastly, Richard introduced Beast, whose name accurately captured his physical presence.   6’2”ish, probably 275 pounds of muscle.  Not body building muscle, but that big, round solid muscle.  Grey buzz cut, short trimmed grey beard, and wearing a black leather biker cap, he looked like he was about Richard’s age, late 50s.  He had a burning cigar gripped in his teeth which he removed with one of his bear-like hairy hands and extended the other to greet me.   Like the others he was shirtless, and I saw that both nipples were pierced with what appeared to be circular barbells.  His appearance signaled that he was rough, almost scary, but he pulled me into him with a warm bear hug and whispered, “Keep doing whatever you’re doing young Jarod.  I’ve never seen Richard happier.”  Then he cupped my ass and pressed his middle finger through my jeans into my hole and added, “And I’d love a piece of that too, boy.”   He gave me one more squeeze before letting me go and gave me a wink as I released.  He reminded me of a kinky Santa Clause. 

Richard left to get a round of beers so I was on my own with his friends.   They worked hard to make me comfortable.  Maybe too hard?  Was I imagining they were coming on to me?   At one point Steve asked if Richard liked to “share”.   Little Marco kept telling me how he loves to go assless at places like this, saying suggestively, “Fresh air on my hole is one of my many turn-ons.   But fresh air isn’t the only thing I like touching my hole”.    After Beast’s comment earlier, was there some nefarious reason I was meeting these guys?

About then Richard arrived with our beers and the conversation lightened up to more generic topics, but I couldn’t help but feel that, although we hadn’t been there long, Richard was antsy to get going.   I had mixed feelings.  On one hand, the vibe at the leather bar was hot and I enjoyed getting to experience it.   But on the other, Richard had made insinuations that what he had in store for me that night was even hotter than the previous nights.  The very thought of what may happen made me hard.

In no time Richard gulped the rest of his beer, pulled me into him and gave me a passionate open-mouth kiss on the lips.   “Eat your hearts out men” he chided Steve, Marco and Beast.   “Jarod and I have business to attend to”.   Then, he turned to me, grabbed the back of my collar and ordered, “Let’s go, boy.”  

Although the drive home was short, it seemed to drag on forever.  I just wanted to be nude, on my back, legs spread, with my Daddy fucking me.  Hard.  There wasn’t anything I wouldn’t do for him that night.  And I learned quickly that what he was planning would make a rough fuck look like a peck on the cheek.

We said little on the car ride home, but when we finally arrived back in his condo, he stopped me, put his hands on my shoulders, looked me in the eyes, and said, “Jarod, tonight we’re taking the next step.  And it’s significant.  Tonight you learn that you can turn the pain your father inflicted on you into pleasure.  It won’t be easy, but I believe you will not only endure it, but it will expand your horizons and you will be a better man because of it.”

Not knowing what to expect, I was at a loss for words.   Richard spoke again, “I’ll go slow, I promise.   And I will stop anytime you say the word.  The word you will say to have me stop is ‘red’.  If you say that word, I stop.  No questions asked.   Are you ready to go forward?”

Breathless, I choked out the words, “Yes, sir.”

I didn’t realize it, but as he was saying these words, he had his arm around my waist and was guiding me to a specific destination in his condo.  Now standing directly in front of the solid wall with the closed door I’d noticed in this otherwise open-plan loft, he said, “Good, son.   See the door?”

“Yes Sir,” I answered more as a question, than in the affirmative.

“Behind that door is the next step in your journey.   I’m going to go through it now and prepare.  You will remove your jeans but keep everything else on.  Let me know when you’re ready and I will buzz you in”.

I was spellbound.  I didn’t know what to say other than, “Yes, sir”.

 Good luck, Jarod,” he said, which sounded ominous.  “I believe I have earned your trust, so you have my continued promise that you won’t be harmed.  And remember, I’ll stop immediately if you use the word ‘red’…but I don’t think you will.”  

With that, he buzzed the door open, walked through it, and closed it behind him without looking back.

 

--------------------------------------------------//----------------------------------------------

 

Richard believed his plan for tonight would not only accelerate Jarod’s progress, and as importantly, he was eager to show Jarod the joys and passion of leather BDSM.  He had no intention of roughing the boy up…he knew how erotic even light floggings and gently applied nipple clamps could be.  The pain he inflicted didn’t need to be intense.   He knew exactly how to use toys to create a powerful master/sub vibe and arouse them both.  Richard knew they’d both get off on what he had planned, but the most important thing was for Jarod to learn how to turn pain into pleasure.  Richard would make sure Jarod learned.    And learned it well.

Richard closed the door behind him and turned on the master light switch.  The room, which he called The Darkroom, was his pride and joy.  For Richard, BDSM was more theatre and suspense than it was pain and torture.  Lighting and the proper placement of the sex toys were paramount.  With a designer’s eye he created a room that dramatically showcased his unique brand of punishment.  Since Richard owned the entire top floor of his building, he had plenty of room to work with and he used it well.   The space that he transformed into The Darkroom was about a 30’ x 50’ oval with no natural light, so artificial lighting played a critical role in creating the right mood.  Around the perimeter of the oval shaped room were five individual instruments of torture mounted to the floor or hanging from the ceiling.  In the middle of the room, laid a 14’x14’ mattress on a low pedestal, covered in leather which was large enough itself to host an orgy and had straps in each corner to be used as restraints.  But what was most remarkable about the space was the lighting.  The only illumination in this genuinely dark room were floodlights embedded in the ceiling, each spotlighting one of the sex toys. The brightest (although still relatively dim) showcased the pedestal bed in the middle of the room.

If the room were a clock, you entered at 6 o’clock.  Circling the perimeter from the left was a leather sling at 8 o’clock, a padded table with restraints at 10 o’clock, a St. Andrew’s Cross at 2 o’clock, and a bondage bed, also with restraints, at 4 o’clock.  At high noon, or midnight (depending on your level of kink) were two padded wrist cuffs hanging from the ceiling waiting patiently for their next victim.  Directly below the cuffs on the floor was a steel spreader bar with ankle restraints on each end.  And finally, alone in the shadows, was a comfortable leather easy chair which Richard had created for those who cared to watch rather than participate.

Richard was particularly proud this wasn’t just a playroom, but rather a sophisticated venue for the erotic.  You didn’t necessarily have to be into leather or BDSM to get turned on by this environment. Whenever he entered The Darkroom his cock twitched.  This time he got a full-on erection.   Knowing Jarod was seconds away from his submission made Richard dizzy.  He quickly stripped off his jeans, leaving him only in his leather jock strap, harness, arm band and work boots.   He walked to the other end of the room, high noon/midnight, and carefully placed his hands in the suspension cuffs and waited for Jarod yell “ready.”  At almost that very moment, he heard what he was waiting for and, using the buzzer in his hand, buzzed him the door open.    

 

---------------------------------------------//--------------------------------------------------

 

I had taken off my jeans at Richard’s instructions leaving me only in my leather harness with cock strap that attached to my cock ring.  Beyond that, I wore only my leather jock strap and boots. I had to admit, the feeling and smell of leather gear was intensely erotic.  It made me feel like a dirty whore and that feeling was excitingly raw. 

While I waited for Richard’s ok from the other side of the door, two conflicting ideas were battling for supremacy in my mind.  On one hand, the leather and the mystery of the locked door made it crystal clear what I was walking into…some form of BDSM.  But on the other, leather and BDSM were things I’d only seen in porn and although I had periodically fantasized about it, I’d always put it out of my mind because I never thought I’d be man enough to endure it.  Once when I was alone, I tried a pair of nipple clamps but removed them quickly because of the pain.  I felt like such a wuss.  Was I really going to be able to please Richard tonight with what was, until now, an out-of-reach fantasy?

Continuing my mental back-and-forth, I thought to myself, ‘I may never get a chance like this again, especially with a god like Richard’.  I then took a deep breath and yelled (louder than I intended to), “Ready.  Sir”.

Time froze.  Nothing.  And then it happened….”buzz”.

As I slowly pushed the door open, I reminded myself that because of Richard I had experienced sexual acts I’d never even dreamed of.  And while he had always pushed me hard, he’d done it respectfully and thoughtfully. And he had assured me that today, all I had to do was say “red” if I wanted him to stop.  That gave me the courage to step into the room.

I took a deep breath, walked in, and looked up.   What I saw was beyond anything I had ever imagined.  A dark, circular room with a handful of what were clearly sex toys, each dramatically lit, each poised to claim its next sexual victim.  There was so much to take in my eyes couldn’t land on just one thing; they bounced from the St. Andrews’ Cross to the leather sling to the bondage chair to the biggest mattress I’d ever seen to the leather table with restraints.  Now in a state of over-stimulation, I heard a voice from the end of the room call, “Jarod, down here”.   I looked to where the voice originated and saw the most amazingly erotic sight:  my sexy daddy wearing only a leather jock strap and harness, suspended from leather cuffs, illuminated by a spotlight.   It took me a moment to internalize what I was looking at, but when I figured it out, he commanded, “Come down here, boy.”

In a daze, I walked toward the leather god at the end of the room. “Well boy, what do you think?” he asked.

“I don’t have words” was all I could think of to say.   At least I was being honest.   And without thinking added, “Sir, are you going to use all this on me?”

“I haven’t decided yet Jarod. Remember, tonight is about turning pain into pleasure. You’re learning to be a man, and to do that you need to understand your limits.  Your ability to tolerate pain.   Remember, I’ll keep my promise that I won’t take you farther than you can go.  But I think you’ll surprise yourself”.   

Looking down to the floor, not sure whether to run away or go full-force into this new level of depravity, all I could think to say was, “Yes, sir. I trust you.”

“Ok”, Richard said, “Let’s get started”, and with that pulled his hands out of the cuffs, embraced me and gave me a long, wet, passionate kiss. The kiss alone was hot but, but making out, wearing nothing but leather jockstraps and harnesses was a new level of hot.  I instantly wanted to be bad. To have him use me. To be his whore.  I craved raunch.

Sensing my growing arousal, Richard pulled away and calmly said, “Turn around, hands behind your back.”

‘Here we go’ I thought, but I was already so turned on I didn’t give shit what he did to me. I heard him rumble through some gear in the adjacent cabinet and pull something out.   I could then feel leather cuffs encase my wrists and he pulled them together tightly behind my back.  I was helpless.  And the helplessness made my cock harder than I think it’s ever been.

Richard went back to the rings that were hanging from the ceiling and placed his hands back in the leather cuffs.  With his head, he motioned for me to approach him.  When I did, he stared me in the eyes, and said “On your knees.” 

I said nothing and slowly dropped to my knees and looked up at him.  When our eyes met, he added, “Lick my jock.  Get it good and wet so it’ll be easy to pull off with your teeth.”

I didn’t have to be coaxed.  I thrust my head forward into his leathered crotch and inhaled his essence.  It was a cocktail of rawhide, sweat, and lust, and I was already out of mind with the latter.  I opened my mouth and licked and gnawed his leather package.  I’d never felt this way before…completely submissive and shamelessly ravenous.  I wanted to devour the leather basket of meat in front of me.  I would’ve been happy to be on my knees the entire evening worshiping this man’s goods, but, as Richard would say, his stiff leather jock was just the amuse bouchée.  Long before I was ready to move on he said, “Look up at me, boy.”   When I did, I must’ve had the biggest grin on my face because he said, “Oh look, the boy likes his daddy’s package.  More where that came from boy.”

His next order was clear and concise: “Remove my pouch with your teeth. And be careful.   Go slow, savor your prize.”   He then added, “I’ve been saving this just for you.  You’ve earned this.”

That last comment hit me hard.   Again, the eroticism of the moment was taking me to the stratosphere, but the heartfelt affection Richard offered me made the moment even more important and memorable.

I couldn’t rip that pouch off fast enough.   There were three clasps that I’d have to undo with my teeth and it made sense to begin with the one at the bottom, right between his legs, under his balls where his prostate lives.  I cocked my head to get under it and reach it with my teeth and got an intoxicating essence of leather, sweat and just a little funk.   I stopped and took three deep breaths hoping I’d never forget the smell.   I took the opportunity to crank my head even further so I could lick his taint, right up to the bottom of his crack.  I continued until his moaning was almost out of control so it was time to attack the two other clasps.  I unclasped both of them with remarkable speed and the leather pouch dropped to the floor.   Now I was face-to-cock with Richard’s beautiful, 8”, semi-thick and veiny circumcised cock.  And it was all mine.  Mine.  He had chosen me.  This was no time for subtlety, and even if it were, I didn’t have the self-control.  I ravaged him.  I swallowed that cock like it was the first meal I’d had in a month.  I challenged myself to swallow him even deeper than I had the night before.  I simply couldn’t get enough of him.  And still new to me was the sensation of being restrained.  All of this was happening with my hands cuffed behind my back.   My helplessness only heightened my lust.

Richard may have been close to cumming because he abruptly withdrew his cock from my mouth, and said, “Oh, what a good boy.   But Daddy needs a rest.”  With that, he pulled his hands out of the padded gloves and reached down, pulled me up off my knees and gave me another passionate kiss.  

“You’re doing well, boy.   Ready for more?”  he asked.

“Fuck yes, Daddy.   Bring it on.”   Clearly, I was becoming emboldened.   The leather was an aphrodisiac and the service I just provided this handsome god bolstered my confidence enormously.

“Good”, he replied as he carefully removed the cuffs from my wrists and pulled me by the cock strap to the padded table, the instrument of torture positioned at 4 o’clock.   “On your back”, he instructed me.

Happy to stretch my legs out, I laid down on the table, but the relaxation didn’t last long.   Once situated, Richard fastened each of my wrists at my side to restraints and then spread my legs and secured my ankles to leather restraints at the bottom corners of the table.  

This time I found myself fully immobilized and even more vulnerable.   And the feeling engorged my cock so profoundly the leather jock almost exploded.  Unable (or unwilling) to ignore that, Richard reached over with his right hand and grasped my leather-constrained package and methodically massaged it.  I groaned audibly which made him smile.   He continued for enough time that I could feel the sticky precum rubbing against the inside of the leather pouch. 

Shortly after, he turned to pick up something out of the nearby cabinet.  I couldn’t see what he grabbed, but it sounded light and metal.  He laid it on the table next to me, out of my line of sight, and hopped up on the table straddling me, knees on each side of my hips, with his cock rubbing my leather jock pouch.  But it was my nipples he was interested in.  Leaning over, he grabbed both of them between his thumbs and index fingers and methodically squeezed, released, squeezed harder, release, squeeze even harder and release.  Ordinarily, the pressure with which he was squeezing would’ve been painful, but his approach had conditioned my nips to the point where it felt almost pleasurable.  When he achieved what he wanted, he reached down to pick up what he had retrieved from the cabinet.  Taking it in both hands, he wordlessly presented it to me:  It was a pair of nipple clamps connected by a metal chain.  Given my one-time previous experience with these, the look on my face must’ve spoken volumes, because in the most reassuring voice possible he said, “Don’t worry my boy.  I have them on the lightest setting and won’t tighten them any without your agreement.”

I was 50% terrified and 50% turned-on.  I didn’t have enough air in my lungs to utter a response, so I just looked up at him, closed my eyes, nodded, and waited.

He carefully pinched my nipple far down on my pec and placed the clamp there so it squeezed my pec rather than pinched the tip of my nipple.  He repeated it on my right and the feeling was…unexpectedly stimulating.  This was far less painful than when I did it to myself and applied the clamp to the nipple’s very tip.  The sensation was somewhere between pressure and pain and reminded me of the feeling when his cock fully penetrated me last night.  A feeling I’d never experienced before…sexual pleasure, but with an element of kink.  When Richard saw how I responded to the clamps’ application, he rubbed my torso lovingly, then carefully picked up the chain that connected the clamps and gave it slight tug.   I inhaled quickly in reaction to what was now a step closer to real pain.  Yet I still found it surprisingly erotic.  Sensing I might be able to take more, Richard pulled the chain again, this time with slightly more force.   “Uhg”, I whimpered, but I knew I could take more.   I opened my eyes to find him staring into mine.   His eyes asked, ‘more?’, to which I bravely nodded.  Next came tugs numbers 3, 4, 5, and 6 (not that I was counting) each with slightly more force than the one before it.  I was now to the point where I wondered if I could continue, and he seemed to know the answer.  So, without me saying a word he laid the chain down across my torso and gently patted my cheek with his palm.

His other hand went back to my still-hard cock which was straining to be released from its leather prison.  He methodically massaged my leather-clad package and then leaned over and did to me what I had done to him…removed it with his teeth.   With my cock now exposed and pointing at exactly 45 degrees into the air, he tenderly kissed it up and down its length, and spent a little extra time tonguing the wide open slit at the tip.  I groaned with appreciation.  While doing that, he also seemed to be examining my cock ring.  When he got the answer he was apparently looking for, he reached back into the cabinet and pulled out what appeared to be another chain, just like the one connecting the nipple clamps.  He laid that on the side of the table, and, using both hands, carefully removed the leather strap that connected my leather harness to my cock ring, freeing my cock from the harness above it.  I thought for a moment he would completely undress me, but that wasn’t his intent.  He picked up the new chain and attached one end of it to the middle of the chain that connected the two tit clamps.  He then laid the new chain down my torso, gave it a tug to see if it would reach my cock, and when he saw it did, he connected the other end to my cock ring.   ‘Can I do this?’ I thought to myself.   He has physically connected my nipples to my cock.   The straighter I laid on the table the more my nipples and cock tugged at each other.   They went to war to see which would endure less discomfort.  And although I had taken another step toward real pain, it was more a feeling of depraved exhilaration than true pain.

Unexpectedly, Richard removed the restraints from my arms and legs and lifted me to a standing position.  Standing perfectly straight intensified the war between my nipples and cock.  Which would I sacrifice? 

Standing in front of Richard, almost at attention, he once again laid his hands on my shoulders and asked again, “How are you doing, Jarod?”

I bravely stood as straight as possible to evenly distribute the discomfort.  I wanted him to know I was up to the challenge he laid out for me.  Standing again, almost at attention, I said, “Excellent sir.  Ready for more.”

He reached around to embrace me and whispered in my ear, “Good boy, good boy.”

It was apparently time to move on, so Richard began to pull me by the chain that linked my nipples to my cock.  He was careful not to intentionally create more pain, but he clearly was in control.   He led me over to the leather hand cuffs that he was hanging from when I arrived, placed me directly under them, and nodded for me to extend my arms up into them.  I started with my right hand and raised it to the ring carefully because I knew it would increase the tension on my nipples and cock, and it did.   Richard who was taller than me by several inches had no problem securing my wrist into the cuff.   We repeated the same process with my left hand forcing me to take deep breaths to become accustomed to the discomfort which was quickly approaching pain.  I could feel him stoop around my legs where he secured each ankle into shackles at the ends of a bar spreader which was significantly wider than my everyday stance.  Completely immobilized with my arms and legs stretched out in a giant “X” and a chain connecting my cock to clamps on my nipples, I was now approaching my limit.   Richard put his face close to mine and once again asked, “Are you ok?”

I found I had tears in my eyes but didn’t know if it was from the pain or the gratitude that this man was treating me with care and dignity like I had never experienced before tonight.  Blinking the tears back, I whispered, “Yes, Daddy, I’m good.”

The next thing I saw was Richard step toward a nearby cabinet and reach for a couple more things I couldn’t make out.   He walked back in front of me and, holding his palms out, showed me what he had retrieved…a very thin plastic rope connecting five chrome spheres whose widths ranged from small to very wide, spaced about 3” apart.  The thin rope looked like it was about 15”  long.  I had heard about anal beads but had never seen them in person.   He was carefully observing my face as he placed them on the table, reading my mind…’You’re putting those in me?’ I thought to myself.  Richard, as always, read me correctly because he nodded in the affirmative.   But then he presented a bottle of fresh poppers that he had taken out with the beads and said, “You’ve been remarkably courageous.  To reward you, I’ll allow you some poppers to go with the beads.  I think you’ll find the experience…..most pleasurable”.  

Before giving me a hit, he lubed his fingers, the beads, and my hole. “Please Daddy,” I implored, “lots of lube”.  

“Of course, son”, he replied.  “I want you to enjoy this.  I’ll make sure you do.”

He then picked up the poppers, uncapped them and held them to one nostril saying, “Let’s start with one hit each nostril, the first balls are pretty small.   You can take more when the balls get more….challenging”, he said menacingly.

I took a long hit from one nostril, and exhaled fully so I could take another deep hit from the other.   The poppers immediately began to work their magic.   They quickly transformed the discomfort of the nipple clamps and cock ring into erotic pleasure.  Then I felt him place the first ball against my hole which, due to either the poppers or my rabid horniness, my hole immediately swallowed.   “That went in easily,” he laughed, “let’s go for number 2.”   The poppers were still in full effect when I felt a somewhat larger ball pushing against my hole.  It required just a little more effort, but it went in quickly as well.  Richard stood back and affectionately patted my backside which, along with the pressure from inside my rectum, made me moan.  

“You like that, don’t you boy?” he sneered.

“Yes daddy, please keep going.” I responded.

“Another hit?” he asked.

“Yes, please”, I whispered.

This time he gave me four hits, switching back and forth between my two nostrils.   I was officially flying now. The tit clamps and cock ring now felt like they were my tormenting lovers and I was ravenous for the next ball to invade me.  I didn’t have to wait long.   Number 3 was significantly larger than the previous one and I had to intentionally relax to allow it to enter.   But that’s what poppers are for and they did their job admirably.  Still higher than a kite, I begged, “Keep going, please Daddy.”

Saying nothing, I felt an even larger sphere invade my rectum.  I knew I could do this but would require me to deliberately relax.  Coincidentally, Richard said, “Relax son, let it inside you.”   Hearing his soothing voice coax me like that was all it took and my hole miraculously stretched and allowed it to enter.

Now with four beads, each progressively larger, extending nearly 10” into my rectum, Richard stepped in front of me and placed his fully lubed hand on my throbbing cock.  I thought I was going to explode. I was beyond overstimulated.  Every sexual cell in my body was experiencing a level of pleasure I had never remotely contemplated.    I was in a drug-like state of euphoria.

Apparently to test my limits, Richard grabbed my engorged cock, held it, and stared straight at me.    “One more, boy?” he asked.   “Yes, please daddy.  I can take it.  I want to make you proud”, I pleaded.  That answer pleased him, so he picked up the poppers, gave me a couple more hits, walked behind and pressed the last and largest ball up into my hole.  It didn’t seem like I’d be able to open wide enough, but Richard’s coaxing and the poppers played with my mind.  “Relax boy, open up.  I know you can do it.  Do it for your Daddy”  he whispered in my ear.  I concentrated on one thing…relaxing my hole.  Every time he pushed it in it went a little deeper until finally it popped though my ring creating a sensation just inside my rectum that was indescribable. All five metal balls were inside me, probably 12” deep into my gut.  The gravitational pull and pressure from within my intestine was sublime.  All I could do was hang my head in pure bliss. 

I was so pumped and exhausted from the poppers I didn’t hear or even sense Richard walking to the front of me until I felt his lips envelop my throbbing cock.   The feeling went through me like electricity.  Every time Richard had taken me to a new level of bliss and every time he found a way to take it up another notch.  His warm mouth encircled my rock-hard cock and he relentlessly sucked, and sucked, and sucked.   As pleasurable as that was, the distraction of being suspended with 5 chrome balls up my rectum prevented me from cumming.  That was a relief because I knew what would happen if I came without his permission.

Pulling his mouth off my engorged cock, he reached through my legs and gave the chain hanging out of my hole a final tug and said, “Let’s get those out of you”.   He offered me the popper bottle one last time which was a good thing because the removal was every bit as intense (and pleasurable) as the entry.

Still hanging from the ceiling like a giant “X” he came face to face with me and said, “Jarod, you’re making me proud.   But we have another important step to take, even more challenging than the last.  Are you willing to go forward?


How could I say ‘no’ I thought.  What he had just put me through was the sexual experience of a lifetime…my lifetime anyway.   And, more importantly, he was doing this to help me heal.   Without hesitation, I enthusiastically answered, “Yes, Daddy!”

End of Chapter 4

by Great Dane

Email: [email protected]

Copyright 2024