My Descent into Cock Sluthood by literotica4all,literotica4all Part 1
I had just bought a new jockstrap off the internet. I wanted to wear it to the gym today as I was feeling adventurous, and I figured this might be the way that I could get a guy to notice it and perhaps get him to have some fun with me. After all, this was my last year before turning twenty, and I wanted to experience some action as soon as possible. I slipped the jockstrap on, loving how the strap accentuated my cheeks and also my bulge. I made sure to let a bit of the top part of the strap show while wearing my low-waisted shorts, in case anyone at the gym dare notice what I was wearing underneath. This decision would set me on a course I would have never imagined I would experience in my wildest dreams.
When I went to the gym I was disappointed to see it was quite sparse, mostly filled with a few elderly women doing some zumba and one guy who was not exactly my type who seemed quite engrossed in his own workout. I figured today was not meant to be as I started performing my reps of squats. I must’ve been really engrossed as somewhere through my third set I heard a deep voice coming from behind me, “Hey I couldn’t help from noticing, but your squatting technique could use a little fine tuning to avoid future injuries–do you mind if I help you fix some small issues?”
Startled I turned around to see a well-built man around 6’2″ in his 40s with nicely-kept shortish hair with slight graying around his temples, wearing a well-fitted tank top clearly showing off his muscles. I think my jaw dropped to the floor as I stood there and gawked. With a smirk he said, “I take that as a ‘yes’,” and he got behind me and instructed me to try again. As I started my squat, he positioned himself behind me such that my back was practically touching his front, and I could smell the scent of his sweat. “Alright I’ll be behind you to gently adjust your form when needed. So when you go back up from your squat, you’d want to keep your back flexed and not arched like you were doing earlier to avoid injury, and feet slightly farther apart from each other around shoulder width to give more stability and balance.”
As I started going back up again I felt a difference with my adjusted technique and felt less strain on my back. He said, “Good, now again,” as I started going back down again. The second time I noticed he had shifted closer to me such that I could start to feel something pressing in between my ass cheeks as I was going back up. I froze mid-squat but he whispered in my ear, “You be a good boy and keep on going. Don’t think I didn’t notice your jockstrap. I can recognize Andrew Christian from anywhere.” I realized I was caught.
But I wanted to get caught. And I liked how things were going. As I continued on in my set, I continued to feel his member press ever so slightly into my ass, and I could feel my precum leaking out and soaking my jock. Every time I’d be standing up from my squat, he’d press a little harder against me to help me “balance” better, and I would feel his monster poking my hole through our shorts. He then whispered, “How would you like it if I were to bring you back home and let you experience me in all my glory, unrestrained and bare?”
I was in uncharted territory at this point, but before I could chicken out, I nodded and he smiled and said, “Good boy. We are going to have so much fun together. You ever done something with a man before?”
I nodded no, and he then said, “Damn I’m surprised you even wore that jockstrap in the first place! Bold move for a first timer.” I blushed and told him that a big part of me wearing the jockstrap was to get out of my comfort zone and to see if I could catch anyone’s attention. “Well you certainly caught mine,” he laughed.
We exchanged numbers, and he texted me his address. “It’ll only take 10 or so minutes to drive to my place–it’s a pretty short drive from here.” I nodded, and then just like that he left.
When I arrived at his place, a modest single story house in a quiet suburban neighborhood with a well-trimmed lawn, I calmed myself down with a few deep breaths and before I could chicken out, I quickly ran his doorbell.
By this point he had changed into a navy blue bathrobe, and he welcomed me in. As soon as I stepped in he quickly shut the door, locked it, and trained his sights on me, almost like a predator moments before he sinks his teeth into the prey. He grabbed me and pulled me in for a tight embrace and started making out with me. I couldn’t believe what was happening, and not before long he shed his robe, and that’s when I saw it in all of its glory–his cock looked like it was a least seven inches long and quite thick, which was what really scared me. Its veins were completely engorged. I could tell he wanted me, bad. Or at least wanted to be inside me. Either way, I did not mind. He took my hand and led me to the bedroom.
When we got there, all I could do was continue to stare at his beautiful manhood. “Lie down boy,” he commanded as he broke my trance in adoration of his giant meat. “You like what you see?” I could only nod as my vocal cords weren’t working at this point. Little did I know my vocal cords would become much more hoarse by the end of the night.
“Flip over. I want you facing up with your head dangling over the side of the bed,” as he patted the edge of the bed, motioning exactly where he wanted me to be. I complied, quivering in anticipation of the hot mess that I was about to get myself into.
“Put your hands underneath your ass,” he instructed. I did as I was told, and he then said, “Now lay your head here over the edge.” I knew where this was going. I had seen clips where boys would take turns skull fucking each other as one of them would thrust their cock down the throat of the other boy over and over again until that poor boy ran out of breath or would gag. But that had seemed such a distant possibility, not something that would actually happen to me–until now.
I leaned my head back obediently, and he gently massaged my throat, almost lovingly, tenderly caressing my Adam’s apple until he said, “Open up.”
I opened my mouth wide, and from my point of view I saw his big balls dangling down toward my nose as he aimed his shaft toward my open mouth. He swirled the tip of his cock around my lips for a bit as I got to taste all his precum, and then he did it–he started inching his cock slowly down my throat. I could only take the first three or so inches before I started to choke. “Shh shh it’s ok, you got this,” he cooed encouragingly as I tried looking up at him through my now teary eyes. He pulled his cock back out just a little as I gasped for air, strands of my thick saliva coating his cock as he patiently waited for me to get my bearings again.
“Ready?” he asked me. I nodded as he started advancing his cock down my throat again. This time for whatever reason (probably the fact that his dick was coated with my slime), his cock slid in easier, as I felt a slight groan escape from his lips as he pushed his cock deeper and deeper down my throat. Before I knew it, his balls were lodged tight against my nostrils, and all I could smell was his sweat and manly essence. He then held his cock there for what seemed like an eternity before I started gagging again. That was his cue to slowly go back out again.
But this time he didn’t wait for me to take all those deep breaths–no, he slammed his cock back down my throat and started bucking his hips stronger and faster. At this point I felt I was choking and tried to remove my hands from behind my back to push him away, but he knew what I was about to do clearly because he leaned forward, thrusting all his weight right into my face and his cock down my throat before using his hands to grab onto mine to shove them back down onto the bed. My lungs screamed for air as he continued his brutal assault on my throat.
I could barely make out him saying, “Take that boy. Without a little pain you will never grow to become a better cocksucker. I’m going to make you such a good cocksucker you won’t even need to gasp for air for minutes by the time I’m through with you!” He kept going and going and I felt I was about to black out when he finally pulled out. He let go of my hands, and immediately I propped myself up on his bed as I gasped for air. At this point I was a total mess, spit drooling everywhere down and up my face and eyes watering as if I were about to cry. I felt humiliated at this time trying to wipe away my slobber and tears but he looked at me and said, “That was so fucking hot. Your struggling and helplessness will forever be ingrained in my memory. Good job you slut.”
With his words of encouragement, I started feeling like a champ, and I was relieved I at least turned him on. He gave me a few moments to freshen up before he then asked, “Are you ready for round two?”
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Part 2
“Lie down on your belly, boy,” he commanded me, “This is the easiest position for someone just starting out.” I obeyed him, and lay there as I heard him pop open a bottle of what I assumed to be lube. I heard him slathering that substance onto his cock, stroking it a solid few times before he settled down, pressing his body into mine. He whispered, “I know this is going to be uncomfortable especially for your first time, but I want you to remember that ultimately this pain will turn into pleasure, and you’ll be begging for my dick soon in no time.” And with that, I felt him sink his weight into me as the tip of his manhood probed at the gates to my insides.
My gates were pretty tight, but his giant mushroom head was relentless. It wanted to get inside, to explore every last nook and cranny of me. I started moaning in pain as he gently stuffed three of his fingers into my mouth where his cock had just been in earlier to quiet me down. At this point I was past the point of no return as he had used his entire body weight to pin me utterly helpless against the bed, so even if I wanted to escape there was nowhere to go.
His mushroom head had still barely entered me but he could feel me clenching down hard, so he commanded me, “Breathe. Take some deep breaths. Relax into me. I want you to swallow me up on your own timing. Your ass is going to invite me in all on its own. I simply nudged my cock in to get the process started.” He kissed my neck and down my back as I started to relax. When he felt my hole loosen up, slowly, almost too painfully slowly, he inched his way farther inside me. As he was busy burying himself into me, I was holding my breath tensing up, not knowing how long he was going to keep advancing his snake into me.
I didn’t realize I had almost blacked out, because soon after he told me, “Breathe. I’m all in you now boy. You’re doing such a great job.” He remained still in that final resting position for at least a minute or two as I got accustomed to this strange foreign sensation in my ass. Then he started slowly gyrating his hips around and around, and I could feel that fullness thump against my prostate again and again. I started moaning with his fingers still inside me. He asked, “You like that boy?” But all I could do was moan louder. “Yeah that’s right boy you know you want this,” as he chuckled under his breath watching me practically melt into his firm pinning embrace, violating every fiber of my being with his rock solid cock.
Soon he slipped three more fingers from his other hand into my mouth, and by now he really started to work his fingers in and out of my mouth, deeper and deeper, lightly throat fucking me this time with his long fingers, making me gag. While he was doing that, I noticed him start to pull back bit by bit until his cock was almost fully out of my ass. I could feel my asshole pulling hard on his meat as he was sliding out, before he, in one swift motion, inserted his entire length back into me again. I yelped and braced for impact, and although pain was coarsing through my body, this time my now more stretched-out hole could take his cock easier than the last time, and he moaned in approval as my ass started welcoming him more and more. “Yeah that’s right boy. You’re starting to like this cock all up in your ass don’t you?” He asked as I nodded and tried to speak with all his fingers stretching my mouth wide jammed down my throat. He would then pull almost all the way out, then slide back in. Out and in, again and again, sometimes even taking his entire length out of my ass before jamming it back in. Those strokes were what sent jolts through my body as my prostate was relentlessly pounded the hardest during those moments.
Soon, I noticed him picking up the pace as he shouted, “I’m getting close, I’m getting so close!” But clearly he didn’t want the fun to end there, because he abruptly pulled out before he finished, leaving a gaping hole and a trail of destruction in his wake. It almost felt strange not having something stretching my insides as I turned to look back at him puzzled.
“It’s ok, we’re just getting started. What’s the fun in fucking if I’m doing all the action? I want you to work for my cum boy!” he growled at me, and honestly at that point I was willing to do whatever he commanded of me. But as I stared back at his throbbing member, I must have looked terrified because he then whispered, “I believe in you boy. I think you can fuck yourself real good this time.” I gulped, not knowing how I could possibly take that whole thing in if not for him forcing it inside me, but I was resolved to try.
I saw him get up then reposition himself such that he was leaning back against his pillows, one arm comfortably resting behind his head, biceps flexed in all its glory–what a sight to behold! At this moment I wanted nothing more than to please this man to oblivion. He must have seen my thirst, for with his other hand he grasped his thick cock and wiggled it a bit before telling me, “Now I want you to sit on my cock boy.”
I figured, how hard could this be? He had already ravaged my ass for a good amount of time, and I was determined to conquer his cock. So I climbed on top of him facing him and started lowering myself slowly down onto his cock. Again I felt his mushroom head poking at my hole, and this time I felt a slight ease with which it penetrated me that I was not able to feel the first time.
He looked at me hungrily as he watched me slowly impale myself onto him. I managed to get the first few inches in pretty easily after that. After a while, I thought I had almost gotten to the base, but looking down I realized there was still a long ways to go. As he saw my hesitation, he coaxed, “You’re doing good boy, you’re doing good. Nice and slow. Good job.”
I wanted to please him more than ever, and taking a deep breath, I plunged myself further down onto his cock. “Mhhh,” he moaned, as I sank myself closer and closer to the base. “Now you’re almost there boy. Just the final few inches left. You got this.”
But try as I might, I just could not seem to swallow any more of him into my tight ass. He then exclaimed, “Looks like you need some assistance boy–here let me help you out.” As he said this, he gently placed his hands around my hips. I could feel him start to exert a slight downward pressure on my pelvis. At first nothing happened, but the more he pushed me downward, I could feel his cock start to slip deeper into my hole. I felt a sudden jolt of pain and panicked as I felt his cock head hit my prostate, and immediately tried to lift myself off his cock. “Not so fast, you’re almost there boy!” he exclaimed as his hands held me firmly, not letting go, even as I whimpered in discomfort.
At this point he sighed almost a sigh of exasperation as I could tell he was starting to grow a bit impatient with how slowly I was progressing, and he said, “Here, I’m going to help you out. You’ll thank me later,” as he bucked his hips upward while at the same time forcing my hips downward with his hands. This time I screamed in pain as the final inches slammed into my ass. “Shh! You’re going to wake up the next door neighbors!” he exclaimed as he quickly let go of my hip with his left hand to get his underwear on his bed that he had shed off earlier and rolled it into a ball, stuffing it into my mouth. “Ufhg” I screamed, but this time muffled, as his lips curled up into a satisfied grin. “Now where were we? Oh right, you were just requiring a bit of assistance impaling yourself onto my dick,” he said as he started bucking his hips up and down with both of his hands now again firmly pressing me down onto his massive cock.
Cry as I might, not a sound escaped unmuffled because of my gag, and at this point he truly started pistoning his cock in and out of my hole. He would slam me so hard that I would bounce back up almost off his cock, but when his cock head would almost escape my ass, he would shove me back down again. It was as if he was dribbling a basketball, except I was the pained basketball and his dick the hard, hard ground. Up and down, up and down he would bounce me, as I screamed again and again into his scrunched up undies. “Yeah–take that! Take that boy!” He yelled as I was reduced to a slobbering mess, shaped to his every whim and desire.
I kept on bouncing up and down the length of his long thick shaft, and soon, I realized that his hands were actually no longer by my hips and that he was no longer bucking his hips upward to meet my ass–rather, I was the one who had continued impaling myself again and again onto his cock. Even as I felt my insides turning to mush, I continued riding him with such fervor, turned on that I could finally begin to handle such an amazing cock and please this man. Staring at myself in disbelief, I realized I had turned into the willing slut that I never knew I could become before today. I then looked at him–he had such a wide smile, and I could tell he was savoring this moment every bit as much as I was, me fucking myself on him non-stop as if my life depended on it.
As what now felt like too soon, he started shouting, “I’m getting close, I’m cumming soon!” as he picked up the rhythm and started bucking his hips up toward me again. But this time, something got a hold of me, and in the heat of the moment, I leaned forward to grab his hands to put them back onto my waist. He chuckled softly to himself muttering under his breath what a good little slut I was before clenching my waist full strength with his hands, slamming me down onto his cock again. I desperately held onto his hands this time, not daring to let go lest he remove his hands again, and he kept slamming into me again and again until I felt him shudder and cry out, bucking his hips so deep and so hard into me and then keeping me in that violated space for many many seconds, before he completely collapsed and let go of me and uttered a final big sigh.
I knew he had just finished in me, but I still felt so horny. I asked him for permission for him to keep his cock inserted in me even after he had cummed, and he laughed and agreed. So for the rest of that night, I lay there curled up under his tight embrace with his cock nestled deep within me, with him teasing me every once in a while by shaking his hips side to side as a painful yet beautiful reminder that his cock was still fully within me, prodding my insides. We kept this up until, at some point, he had fallen asleep and I was starting to doze off too.
The last moments of that night I remembered feeling a sense of exhilaration that I had never felt before, having conquered–and been conquered–by what initially seemed like a giant insurmountable challenge and now by the same measure craving that big challenge to remain in me for as long as possible. I could feel his heartbeat thumping away against my back and cock still buried in my ass as I drifted off to sleep.
Thanks for reading pls vote or comment