The Singlet

Chapter 8

And then I felt the unimaginable….I could feel Steve’s balls grazing my ass.  I knew he was all the way in.  A sex god was inside me.  All the way.  There are no words to describe the feeling.  It was like I was impaled on a telephone pole of sexual energy that was radiating electricity through my rectum that spread up into my entire body.  And I never wanted it to go away.  In fact, I wanted him to pound me.  I needed to feel even more of him. I knew I wouldn’t be able to endure much, but I still wanted more. I wanted the he-man who was violating me to take me to my limit.  I wanted him to feel what I was feeling.  I wanted his seed so far up my hole that I’d taste it when he shot.

But before I knew it, Richard had joined Steve down between my legs and told him, “Thank you Steve, you’ve worked your magic.  Now I’ll take over.”

Steve, who had been ready to explode, reluctantly acknowledged Richard and slowly pulled out of me.   My hole felt emptier than it ever had before.  Still flying on the poppers, I wanted anyone, anything back in my hole. I whimpered and bucked my hips begging for more.

But then Richard’s and my eyes met, and my head cleared a bit.  The man who had made all this possible was taking control.   I was still ravenously horny, but things always turned out well when Richard took charge.  I knew this would be no different.

My daddy gave me a look that said, ‘Hang on boy, now you’re going to see what real pleasure is.'

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Richard was amazed at the events since he had met Jarod, both how he had fallen for this young man, and how much progress Jarod was making in dealing with his emotions toward his abusive father.   Richard had offered to use therapy to help Jarod resolve these issues, but the relationship had moved with more speed and intensity than Richard could’ve imagined.

When Richard met Jarod he took his breath away.  Richard flirtatiously (and inappropriately) encouraged Jarod to schedule an appointment to begin therapy.  Jarod, equally as intrigued with Richard, complied.  During the first therapy session when Jarod broke down sobbing, Richard took the opportunity to physically embrace the taut young athlete.  By the end of that session, Jarod was nude on Richard’s therapy couch with Richard giving “therapy” to the young athlete’s cock.  Richard knew he had crossed a line, but Jarod came back for more. 

Things moved even faster during Session 2 where they ended up in Richard’s bedroom with Richard administering a “fatherly fuck” so intense Jarod’s cock blew without even touching himself.  Much to Richard’s amazement (and relief) Jarod continued to respond well to these “sessions”.

Session 3 took an unexpected twist for Jarod when Richard exposed his boy to his Darkroom to test his limits.  Jarod was learning surprising new things about himself, the first being his affinity for submission.  He found that submitting to a mature man like Richard was as sexually satisfying (even more?) than the sex itself.  It came as natural to him as breathing.  It made him feel complete.  But even more surprisingly, Jarod not only tolerated Richard’s bondage sessions, he reveled in them.  Before this time, Jarod had been curious about bondage but had never explicitly fantasized about it because he was afraid he wasn’t man enough to endure it.  That changed in Session 3.  But the real shocker for Richard was Jarod’s response to the “revenge fuck”.  Richard ordered Jarod to restrain him to a bondage bed and vengefully fuck Richard as a proxy for Jarod’s father.  Jarod didn’t hold back and fucked his father/Richard with animalistic debauchery.  Richard was stunned with Jarod’s progress and his response to Richard, both professionally and personally.

Session 4, where Richard found himself now, was a game changer.  Jarod had far exceeded Richard’s expectations for healing, and Richard had now completely fallen for Jarod.  He considered them a unit and saw a future for the two of them.  Mentor/student, teacher/learner, leader/follower, dom/sub, daddy/boy.   But Richard needed Jarod to pass one important test to show his commitment.  Was he willing to sexually submit to Richard’s fuck-buddies wearing only his high school wrestling singlet which had become a symbol of his troubled relationship with his father.

Once again, Jarod not only rose to the occasion, he nailed it.  All while wearing the despised singlet, he sucked all three of Richard’s buddies’ cocks loving every cock-sucking minute of it.  He bent over the couch and took it up the ass from Beast while making out with Marco, who was likewise impaled on Steve’s massive cock.  He outwitted all three of them and won the edging contest while hanging on a St. Andrew’s Cross.  Now he was on his back in a sling with Steve impaling him with his full 10++ inches, Richard coaching him every step of the way.   Although Richard’s intent for tonight was to test Jarod’s resolve, Jarod thrived on the submission to these three sexy DILFs.  He was fulfilling fantasies he never even knew he had.  Just being on his knees servicing three cocks was insanely hot.  Being hung on a St. Andrew’s Cross wearing only his shredded singlet was a level of eroticism he didn’t know existed.   And being the guy in the sling getting fucked by three rotating man-cocks was the pinnacle of his sexual life.   And all in one evening. 

Throughout the gangbang, off in the shadows, Richard was quietly observing the orgy wearing nothing but a sheer jockstrap and stroking his cock.  He was now more than ready to participate himself.  Steve was getting close to blowing his load in Jarod when Richard stepped in. 

Richard and his buddies had largely choreographed the gang bang…the cock sucking, couch fuck, St. Andrew’s Cross and now the sling.   And now the finale.   Richard knew that after an evening of abuse, Jarod was owed a slow, deliberate, and rewarding fuck.  And he wanted his buddies to play a role as well.

Richard stared down at this specimen of a young man.  His singlet was covered in sweat and clung to his body making his musculature even more pronounced.   The crotch was now shredded exposing his granite-like cock, weighty balls, and hungry hole.   He writhed like an animal in heat and the expression on his face begged for sexual release.  His cock was so hard it looked like it could erupt any minute.  Based on the stream of precum leaking from the tip, it probably would.

Richard knew that Jarod didn’t need more stimulation, he needed soothing before the big ending for all of them.  He looked down at Jarod’s hole and saw its red, swollen appearance and decided it needed immediate attention.  He squatted down and approached the wounded rosebud and started the healing process with a long, slow, affectionate lick.

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I had taken Steve’s cock further than any of us thought possible.  Of course, the poppers helped, but I was ravenous for his cock.  I wanted him to destroy my hole.  I was insane.

Then Richard stepped in and took over.  When Steve pulled out I felt empty and destroyed, but Richard, who had steadfastly guided me through my new sexual landscape, was taking over so I knew he’d successfully pick up where Steve left off.

And he did, but differently.

He stood quietly for some time and gazed down at me.  I must’ve been a mess.   A sweating, writhing mess. My singlet soaked with sweat and clinging to my body, except for my crotch which had been torn apart in the gangbang.   These guys knew what they wanted and they took it, unapologetically.   Their superior attitude made me want to cum so badly I thought I’d explode.   But Richard appeared to be preoccupied with my sad, sore hole which had seen more action tonight than my lifetime of previous sexual experiences combined. Without saying a word, he squatted down between my legs and, oh-so-gently began to lick my sore ass.  He went to work and his tongue was immediately soothing.  I wanted to acknowledge my appreciation so I intentionally moaned and grinded my hips for more.  That had its desired impact as he grabbed my hips to stabilize them so he could focus just on my hole and gently fuck me with his tongue.  No matter how sore my hole felt a few minutes ago, his tongue had cured that and more.  My hole was now as hungry for cock as it was when Steve pulled out.  But there was a bonus.  I knew it would be Richard who would claim it.  “More,” I begged.  “Please Daddy, please fuck your boy.  Please, I need you so bad”.  I could see the other three staring down at me from each corner of the sling, slowly jerking themselves off.  I didn’t care if I looked and sounded like a whore.  When you’re that horny, when you need cock that back, when it’s finally your Daddy who’s going to blow his load in and all over you, everything else fades away.  In fact, having them witness me at my sluttiest made the scene even hotter.

“Richard, you gotta take him,” Beast pronounced. “He can’t go much longer”.

“Beast is right, Daddy.   FUCKING FUCK ME NOW!!!” I was losing control.

Richard didn’t need to be asked twice.  As he stood up, he gave a nod to the others, which I took as a pre-arranged signal for them to participate.   I felt the tip of Richard’s hard cock touch my hole and I jumped like I had been electrocuted.  My hole was starving and Richard’s cock was the food it demanded.  At the same time, Beast laid his generously thick cock across my mouth, almost covering my entire face, presumably for me to take in my mouth.  I sensed Steve and Marco kneeling at my sides, one slightly biting one of my nips, and the other kissing up and down my torso getting dangerously close to my cock. 

“Please Daddy, please fuck me,” I begged as his cock hovered over my hole.  

“Ok boy, here we go”, he said, and began a slow, steady penetration up my hole. I hadn’t seen it, but he must’ve applied a generous amount of lube because it slid up there like it had found its long-lost home.  

“Ooooohhhhh”, I groaned.  “that’s it Daddy, that’s it.  Please breed me.  I need your cum”.   Again, I didn’t give a fuck how depraved I must’ve sounded.  I was going on 1000% testosterone and the only thing that mattered was for him to nut in me and for me to shoot, ideally at the same time.  I was officially crazed.

Without direction from Richard, Steve grabbed a handle on the side of the sling which lowered my head so I was now parallel with the floor, rather than being tilted with my head higher than my hips.  “Oh, better angle,” moaned Richard.  “The tip of my cock is hitting his prostate.”  As if he were a college professor lecturing his students, he added, “Gentlemen, observe his cock ooze precum every time I do it,” and they all stopped for a moment and watched Richard slowly and methodically thrust in and out of me.  They could see exactly what he was talking about….every time his cock hit my prostate, drops of pre-cum emerged from the tip of my dick.  Not only could we all see it, but I felt exactly what he was talking about.  Oh. My. Fucking. God. I was going to explode at any minute.  If my hands hadn’t been restrained in the sling, I wouldn’t have been able to stop myself from grabbing my dick and jacking.  I’d never been this close without actually cumming.   And the fact that this sex act was being witnessed by these naked, sweating DILF’s was inexplicably erotic.  

“Back to work, gentlemen,” Richard commanded them.  The order, along with my groaning provoked them to even more aggressively assault me.   Beast’s cock was now thrusting in and out of my mouth, Steve was biting hard at my nipples, and Marco was teasing my cock with his tongue.  Richard, who by now had fully penetrated me, continued to slowly long dick me.  My guess was he wanted to keep that up for a long time, but he, too, was quickly losing control; his balls were full and too close to shooting.   Finally, while thrusting into me he yelled, “Guys, it’s time. I gotta cum”.

That must’ve been the signal, because the three of them hopped up on their feet and hovered directly over and around me so my only line-of-sight was three massive cocks being furiously jerked directly over me. 

“ARGGGHHHH…”  Richard screamed when he blasted up my ass.   The sensation of his warm jizz exploding inside me was heightened by the sight of all three cocks erupt at the same time.   The three of them exploded simultaneously, hitting my face, chest, torso, even down my legs.  It was raining cum and I fucking loved it.

But they weren’t alone.  For only the second time in my life, (the first being only two weeks ago), I came without anything or anyone touching my dick.  My cock exploded with the force of a volcano and shot all the way over me and, I later learned, hit Steve square in the face.   “Yeah boy,” shouted Richard while he was cumming too.  “Blow your fucking load over all of us”. 

Knowing how much Richard and I love to share our cum, he quickly pulled out and jerked our two cocks with his hand so we were shooting together all over my torso.  I was getting blasted with the cum from four different guys, plus myself.  It was pure animal hedonism.  All I wanted was cum and cock, and more cum and more cock.

Looking straight up at the three massive fire hoses pumping down on me, I could see they were starting to subside.  Richard had re-inserted his still hard cock into my hole and continued to pump, albeit less vigorously.   And my cock, now softening was still dribbling copious amounts of cum onto my stomach.  It was all but over.

I was covered, hair, face, neck, chest, stomach, in the cum of a gangbang.  There was so much of it you couldn’t distinguish whose was whose and everyone wanted a taste of the action.  Richard pulled out of me, squatted at my side and started lapping his jizz off my softened cock.  The other three quickly followed suit and, using their fingers and tongues, licked off every drop that was on me.  Richard scooped up the largest pool of it off my stomach, fed it to me with his fingers, and nudged Marco out of the way so he could follow it up with a loving, cum-swapping kiss.

After I had been sufficiently cleaned up, Richard stood and announced, “Help me get the lad over to the bed, then you guys can hit the shower, I’ll take it from here.”  As if removing a fragile statue from its podium, the four of them lifted me and carried me to the giant bed in the middle of the room.  Richard gently laid down next to me and pulled me into his embrace. With my head on his chest and my body wrapped around his, he lovingly whispered, “I’m so proud of you, my man.  Yes, my man.  You’ll always be my boy, but tonight you proved what a man you really are.”   And he followed that with an even more intense squeeze.

I didn’t have the right words, so I simply looked up into his eyes and replied, “Thank you, Daddy.  Thank you.”

I laid contentedly in his arms and before long we heard the showers go off and then heard some unidentifiable activity coming from the shower room.  Shortly thereafter, my three gang-bangers re-appeared, fully dressed to say their goodbyes.  Richard and I stayed on the bed in our embrace, and each of the three of them squatted down to give me a special goodbye kiss, thank you, and a playful tousling of my hair.

Once Richard was certain they had departed, he pulled me up to my feet and said, “Now time for our cleanup”.   He pulled me up to a full stand beside the bed, put his hands on my shoulders and looking me square in the eye, began to remove the singlet.   He started by pulling it off my shoulders and down my torso.  Lowering it to my ankles, I stepped out of it, all without a word between us.  Finally, I stood there nude, in front of him and he placed his hands on either side of my face and said, “Jarod, you’ve done it.  You’ve shed your past.   You’ll never have to see that singlet again, but more importantly, the memories are gone as well.  Tonight you proved you are a man infinitely superior to the person your father led you to believe you were.”   As he finished, I felt my eyes fill with tears, much like our first session together when I told him my story.   We were back where we had started, but I had won.  I could declare victory over my past.  And I owed it to Richard.  I took a step toward him and he pulled me into a loving embrace where I sobbed like a baby. 

We stayed like that for minutes until I finally regained control and Richard whispered, “Let’s enjoy the rest of the evening”, and turned us around to face the shower room.   But unlike the last time when it was lit with bright white lights, this time there was a warm orange glow illuminating it.  I turned to Richard quizzically and he simply said, “One last surprise”, with a gentle grin on his face.

We walked to the glass-enclosed room where he opened the door to reveal several lit candles surrounding the Japanese soaking tub that was left unused the last time I was there.  It was the height of romance.  He looked at me, grinned and said, “The boys did a good job, didn’t they?”, and with his arm around my waist pulled me toward the tub filled with hot, steaming water.  He stepped in first with an audible “Aaaaahhhh”.   Once submerged up to his neck, he spread his legs and motioned for me to join him between his legs with my back pressed against his torso.  I happily did, uttered the same “Ahhhh” as I descended into the just-right hot water, and completely relaxed into him.   He simultaneously wrapped his arms around my shoulders and torso with his legs around mine so we were almost one person.   We stayed like this for a long time before he took a soapy sponge in his hand and began to bathe us both.  The hot water had removed the lion’s share of the cum, sweat, and grime and the sponging assured us we were as clean as possible.  Toward the end, he had me close my eyes and carefully washed and rinsed my hair.  I was clean head-to-toe.

After the sponge bath, I fully leaned back into him, relaxed, and prayed we’d never have to leave this tub.

Sensing my sense of total satisfaction, he took the opportunity to share with me, “Jarod, I’ve said this before, but now it’s official.  I have positively fallen for you.  I want you, and everything about you.  I want your mind, your sense of humor, your curiosity, and, yes, I want your body.  These last few weeks have been the most meaningful of my life.  I’ve seen you courageously shake off the demons of your past.  I know this journey hasn’t been easy.  Your submission to me, your willingness to travel outside your comfort zone, and the bravery you showed tonight.  I know how much pain that caused you and now you’ve put it in your past.  You’ve demonstrated everything I could’ve hoped for and more.  What I’m telling you is that I want us to play a pivotal role in each other’s future.  I hope you feel the same…I think you do, and no need to answer yes or no.  I just want you to know how I feel.”

I didn’t need a second to respond, “YES! I feel exactly the same Richard.  These past weeks have been momentous.  You helped me get over my issues with my father that have haunted me for years.  And you’ve given me sexual experiences I never knew existed.  But most importantly, is you.  If you’ll take me, I have you.”

He squeezed me from behind so hard I though my ribs would crack.  “You’re stuck with me young man.”  He laughed.   “And please note, I didn’t say ‘boy’.  You’ve graduated to ‘young man’ forever with me.”

He then turned my head as far as it could stretch in his direction, gave me a warm kiss from that side, and said, “Sadly, the water is cooling off.   But my bed…excuse me…our bed, is nice and warm.  Let’s get dried off and get some much-deserved rest.”

Reluctantly, we pulled ourselves out of the tub, pulled on the warm robes the guys had left for us, blew out the candles and headed for bed.   Damn, I loved it when he said…”our bed”.

When we got to the bedroom, the bed was turned down, one final touch left for us by my three handsome assaulters.  We dropped our robes, climbed into bed into and couldn’t get close enough to each other.  Both on our right sides, Richard’s right arm in the crook of my neck and wrapped around my torso, his left hand encircling my left shoulder and torso, and his flaccid-but-still-sexy junk pressed into my crack.  If he held me any tighter I wouldn’t have been able to breathe.

“Goodnight, Champ,” he whispered in my ear. 

“Goodnight, Coach,” I replied and backed even further into him so there was absolutely no space between us.

The End 

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Epilogue

I woke up a few hours later in exactly the same position we had fallen asleep, but with two important differences.   Richard’s cock was no longer flaccid.  In fact, it was nearly fully hard and resting nicely in my crack.  Similarly, I had my typical morning woodie.  Waking up like this hit me like a thunderbolt.  Last night wasn’t a dream.   This was real.  Richard’s last words to me last night as we fell asleep were “Goodnight, Champ”.   He had been instrumental in my transformation from traumatized young adult to a champion.   I’d never be able to repay him.

But I could start.  I subtly adjusted myself in bed so that the tip of his hardening cock perfectly aligned with my hole.   I wanted him to wake up to the knowledge that I was his to use however he see fit.  My slight stirring seemed to be all it took for Richard to awake and get my message.  I felt him slowly push his cock into my hole and easily enter it (presumably due to the leftover lube and cum from last night).  I groaned quietly which prompted him to take my left hand with his and intertwine our fingers.   As he pushed himself into me he took our now two-hands-as-one, circled my cock with it and started stroking it.  Still not having said a word, he began to methodically thrust into me while using our intertwined hands to jerk me off.   Given the intensity of last night, and the intimacy of this morning, it didn’t take long for both of us to near climax.  In the moments before I came, I went into a state of bliss that was nearly otherworldly.  The fullness in my rectum, the rubbing of his cock against my prostate and our joined hands coaxing every drop of cum from my balls were beyond description. Richard, who routinely demonstrates mastery at almost everything, timed it perfectly so that we both came at exactly the same moment.   I had the luxury of feeling his warm seed invade my intestines while, at the same time, shooting my own load into our joined hands.

Still, no words were spoken.  The act itself spoke volumes.  His cock remained in my hole, staying nice and warm and, like so many times before, he lifted our hands to our mouths so we could savor the taste of each other’s affection.

I nestled back into him, hopefully signifying my happiness.

Finally, he spoke.   “I love you, Champ”

“I love you too, Daddy”.

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Author’s Note

Thank you for making it through this with me…all eight chapters.  It was a labor of love.

If you enjoyed The Singlet, I have two other stories on Gaydemon:   CrossFit Competitors and Pook and Pete.  And again, any and all feedback is welcome.  [email protected]

Warm regards,  

Great Dane