The Jockstrap (Patreon)

All characters are 18+

I held his black jockstrap against my mouth and nose, inhaling his scent deeply as my hand worked my shaft. Holy fuck, he smelled amazing. The waft of sweat and musk from his heavy package drifted up my nostrils, a wave of heavenly pleasure rippled through my body.

I pressed them harder against my face, my other hand furiously beating my eighteen-year-old meat. Streaks of silver lined the crotch, and I knew he'd spent time with his girlfriend. This wasn't my first rodeo, and as my hungry tongue lapped at his mess, I basked in the familiar taste of my roommates dried pre-cum.

My toes curled, my back arched and my hand pumped my seven inch cock. I was so close now, my balls ready to release all across my toned stomach. His taste sent me over the edge.

I moaned into his underwear, squeezing my eyes shut as a fountain of hot sperm burst from my pulsing rod and splashed across my stomach and chest.

I inhaled deeper, feeling his aroma pouring into my throat as more cum flooded across my naked body.

I was a big cummer, and my balls weren't even close to being empty yet. I took the crotch of his jockstrap into my mouth again, feeling the wet patches from my tongue, and returning to them eagerly as I wanked my solid pole.

"Are you good?"

The voice felt like a hammer being smashed across my head. My eyes shot open as ropes of thick cum continued to squirt from my helmet and drench my naked torso.

I reached for the bedsheets, dropping my shooting cock so that my mess was now spurting onto the floor beside him, and spitting his underwear onto the bed next to me.

"I'm so sorry!" I moaned, the orgasm still tearing through my body.

Nineteen-year-old Jordan watched, wide eyed as I pulled the sheets over my naked body and continued to orgasm in his presence. There was nothing I could do to stop it, except wait for it to pass. I was sweating profusely, my face red from shame and pleasure and my breathing laboured and rattling.

Finally, after a few painstakingly silent minutes, the pleasure had been replaced by mortified humiliation.

"I didn't hear you come in" I said, unable to look at my roommate as I spoke.

"Clearly" he growled.

I'd fucked up. In my horny state, I'd forgotten to do the one thing that I always did. Lock the damn door.

"Can I have them back?" He said coldly, and I felt my heart sink in my chest.

Jordan and I had been roommates for months, and despite the fact that he was far more popular, far more handsome, and far more athletic than I was, for some reason we'd gotten on quite well. Until now.

"Dude, I'm so sorry" I sighed, as I held out his saliva soaked jockstrap.

I'd never felt shame like this before. From here on, Jordan would know that not only was I gay, but that I was some type of sick pervert too. What type of eighteen-year-old guy goes around stealing and licking their roommates jockstraps?

He held the wet fabric between his thumb and forefinger, examining them closely before throwing them back at me.

"How long have you been doing this?" He asked sternly, and I still couldn't bring myself to look up at him.

Jordan was one of the hottest guys I had ever met. At first I had been reluctant to share a room with him. He had initially seemed like the type of guy who had spent years bullying the kids who were different, or beating people up, and yet I had judged the book by the cover, and found that Jordan was actually a really decent guy.

"I... I don't know" I lied, holding my head in my hands.

"Don't lie to me, Justin" he said calmly.

Without looking at him, I knew that he was watching me with his captivating brown eyes. He was at best, disappointed, and at worst, ready to kick my ass and expose me as a pervert to the whole college.

"A couple of months" I told him, feeling as though I would cry at any minute.

Another painful silence fell, and I stole a glance up at him.

He had always reminded me of a young military man. His black hair was cut short, his chiselled face complimented his dark features perfectly, and his muscular body gave him the appearance of a very handsome soldier.

"You've been lickin' and sniffin' my dirty jocks for months?" He asked, seemingly disgusted by me, and he was right to be.

"I'm sorry" I repeated, flatly. What more could I say?

"Alright, turn around and bend over the bed" he shrugged, and walked toward his own bed.

I looked up now, my heart racing even faster than it had been. Was Jordan about to spank me?

"W... What?" I asked, my voice shaking.

He turned back, looking almost confused.

"I said" he growled "turn around and bend over your bed".

"But... But why?"

"You've just busted a nut, right?" He asked, reaching into his bedside locker.

I couldn't even answer his question as I looked around at my soaking mess.

"Got that post-nut clarity now? Regretting it all? Humiliated?"

I felt my face burn hotter. Jordan was ridiculing me, and he had every right to.

"Dude, I'm sorry" I told him again, still watching as he fished in the locker.

Jordan ignored me before turning back again.

"I won't tell you again" he said, and pointed to my bed.

"Jordan... Please bro" I begged "I won't do it again, you don't need to spank me".

He laughed loudly and turned back, a small bottle in his hand.

"Spank you?" He sneered "I'm not your fucking dad"

I stared at him, my brow furrowed as I tried to work out what on earth was happening.

"You're all drained and embarrassed after your weird little jerk off session, so I'm going to fuck you".

My brain seemed to instantly go blank. Had I just heard him correctly? Did Jordan Anderson just say what I thought he said?

"W... What?" I asked, open mouthed.

"Dude, if you're not bent over that bed in the next ten seconds, I'll drag you straight to the office and demand a new roommate".

"Okay, okay" I gasped, pulling the bedsheets away from my naked body.

Was Jordan threatening me? Did the handsome young man really think that I'd have any reservations about letting him fuck me? Sure, I was no longer horny, but this was an opportunity that I would never in a million years turn down.

There was simply no way that he wasn't fucking with me. Surely this was just a ploy to see how perverted I really was, and it was working.

He watched me closely as I slid naked from the bed and stood up.

"Bend" he snarled and I lifted my hands to show surrender as I shuffled nervously back toward the bed and bent over.

I rested on my elbows, feeling ridiculous as I presented my plump naked ass. I could hear him behind me, walking around, preparing for something.

My heart was beating so hard that it hurt. Was he going to simply beat the shit out of me anyway? Maybe he wanted me to be as defenceless as possible when he began the attack, not that I would have ever been able to defend myself from the muscular man anyway.

"Stay still" he hissed, and now he stood directly behind me.

My eyes widened as I felt a cold squirt of liquid pouring down the crease of my ass. Instantly, my legs began to tremble.

"I said" he snarled, spanking me hard across my right ass cheek "stay still!"

I gasped, trying to steady my legs as the lube slid across my virgin hole and then winced as his finger pushed inside me.

"Get these in your mouth" he added, reaching forward with his finger still knuckle deep inside me and grabbing his wet jocks.

I didn't need to do a thing. Jordan shoved his used underwear back into my mouth, and it felt much more humiliating now that he was 'forcing' me to do it.

I groaned into them as he pushed a second finger inside me. I was too tight for it, and my sphincter burned against him.

"Not feeling so brave now, are you?" He asked, drilling his fingers in and out of my sore hole.

I mumbled back to him.

"I always knew you were a little perv" he snarled, the sound of his sloshing filling the room.

"But sucking my dirty jockstrap?" He added "that's just disgusting".

My hole had no time to relax as he yanked his fingers out of me, and I felt his helmet replace them.

"I'm gonna fuck the nut out of you" he told me, grabbing my waist and dragging me backwards so that his thick cock head began to squeeze inside me.

I moaned now, wincing as the pain began.

"And I'm not gonna stop until we've both finished".

"Oh" he continued, his fingers digging into my smooth flesh "and don't expect me to go easy on you" he told me "this is a punishment fuck".

With one foul thrust, at least three inches of his thick, veiny rod ripped inside me and caused a wave of pain to fill my body.

I cried out, groaning into his jockstrap as he pushed further.

"You think you can just steal my underwear?" He grunted, slamming deeper into my rectum and pushing my sphincter viciously apart.

I tried to respond through the pain, but my words were dulled and muffled.

"Now you just keep sucking on my filth" he breathed "and keep offering up this pussy, and I'll consider keeping your little fetish a secret".

Jordan rammed his cock deeper, and I whimpered as he held me in place, wondering how many inches were left to go.

I'd never seen his cock before, other than the bulge in his underwear, but I knew it was huge.

My virgin hole was being brutally tortured, and all I could do was moan and gasp. My own cock had hardened again, and a trail of milky fluid was pouring from the tip.

I felt his bush rub against my smooth skin, but Jordan didn't give me a second to acclimatise to his full girth. He was serious about one thing, this was a punishment fuck.

He dragged his long cock almost fully from my pained hole and drilled it back inside me. I squealed into his jockstrap.

"Yeah, you're gonna learn to take this" he grunted "all eight inches of it"

He rammed me again, causing another blast of pain to tear through my asshole.

Each time he fucked me, my cock sparked with pleasure, sending more fluid from my slit. Through the pain, there was an undeniable pleasure. Sure, I was being punished, but I couldn't think of a better punishment to take.

"I wanna hear you moan, you little pervert" he snarled, grabbing a handful of hair and dragging my head back.

He didn't need to ask twice. I was already moaning, though his firm grasp made me moan louder.

Jordan was fucking me violently now, not only taking my virginity, but destroying it. His balls slammed against me, his cock slid furiously in and out of me, punching my prostate with each thrust and forcing more pre-cum from my aching cock.

"Remember, bitch boy" he growled "I aint stopping until I see another load come out of you".

I groaned as he fucked me harder. The pain was almost completely gone now, replaced by a mouth watering pleasure that was making me dizzy. But I had already cum, less than five minutes ago, in fact, and the chances of another orgasm so soon after, were slim.

Jordan punctured my opening repeatedly, jamming his eight inch, pulsating pole deep into my bowels and ripping it back out again with unimaginable speed.

It felt like a jackhammer had been shoved in my ass, and I simply lay there, taking it as he grunted and snarled above me, sounding like a ravaged animal.

On and on he went, and I knew that my once-tight hole, would likely never be the same again. My body was now covered in a layer of sweat as Jordan brutalised me. His strong hands held my waist again, keeping me firmly in place so that he could get us both off.

"I can go forever" he hissed "so don't think you're getting out of this easy".

I had no intentions of getting out of it. Jordan had just ticked off my list, the greatest fantasy of my life, and he had no idea.

It had been at least fifteen minutes since Jordan first entered me, and he showed no signs of slowing down. My prostate was now so delicate and sensitive, that each thrust had become painfully arousing, but my cock seemed unable, or unwilling to shoot.

"Get your hands away from it!" He barked, spanking my butt again as I reached for my pole.

"I told you" he spat "I'm fucking the nut out of you".

I was exhausted, and every time Jordan fucked his cock deep inside me, another wave of overly sensitive pleasure coursed through my body.

"I... I can't" I whimpered through his jock, as we reached twenty-five minutes of non-stop, constant fucking.

"Then I'll fuck you until you pass out" Jordan snarled, and rammed his tool deeper inside me than he'd gone before.

I yelped, but Jordan remained inside me.

Perhaps I would pass out sooner than I'd cum, but either way, Jordan was a fucking machine. He was breathless and gasping, but he still showed no signs of slowing down, and my hole no longer felt tight around his throbbing erection.

He'd loosened me completely, wrecking my sphincter muscles in the process, and was now using me like a loose old Fleshlight.

The idea of being nothing more than a slutty toy for Jordan began to cause something to brew inside of me. His firm hands refused to allow any movement from me, but I didn't need to move now. I didn't even need to reach for my pouring cock.

"Mmmph!" I moaned, as a feeling unlike any I had ever experienced before, began to spread through me like wild fire.

"Yeah, that's it" he breathed heavily.

He angled his long, fat cock and began to punch against my painful prostate.

"MMMPH!" I squealed again.

It was intense. No, it was more than intense. There were no words to explain the feeling, but it swarmed me instantly. It was as though my entire body was being electrocuted, but it wasn't painful, it was exhilarating, and exciting and it made every hair on my body stand to attention.

Jordan grabbed my naked shoulders now, sliding me further back as he violated me rapidly.

I moaned out, spewing unintelligible sounds from my throat as a powerful orgasm began to explode inside me. I was cumming, I knew I was, and yet I hadn't even touched my cock. I could feel it burst from my pole and pool beneath me.

Jordan growled, his fingers digging into my flesh as he, rather unbelievably, sped up.

The sound of sex, moaning, slapping, grunting and groaning filled the room as Jordan quite literally fucked the nut out of me.

"Now you're gonna take this" he gasped "and you're gonna keep it in you until I say otherwise".

His words made me instantly horny, despite the fact that my second load was now drained from my exhausted body.

Jordan groaned like a feral beast, low and angry, until I felt the first splash of hot sperm pour inside me. He stopped fucking, allowing his seed to fill me and then slammed harshly inside me, just once. He waited for more cum to burst inside. Then rammed me again. On it continued, with Jordan pulling halfway out of my battered ring and shooting, before pumping it deep into my bowels. He wanted to fuck his sperm as far inside me as he possibly could, and he was doing a good job of it.

I remained in place, sweating, exhausted and panting as he emptied his sack too deep inside me for it to spill out, and finally he stepped back, breathless.

"Stay there" he gasped, and I didn't dare disobey him.

He walked away for a moment before returning.

"This will keep you nice and full" he sneered, still out of breath.

I felt something push against my gaped, red hole and slip inside me.

"I bought it for my girlfriend" he smirked, throwing the empty plastic package beside me. "But I think I'll have more use for it with you".

It was a butt plug, a thick black one that was now embedded in my rectum, preventing any of Jordan's seed from spilling out.

"Now" he said, and I felt his strong hands on my body as he turned me around.

I eyed his huge, leaking cock which was now flaccid once more. It was beautiful, dark and hanging from a bush of thick pubic hair.

"From now on, no more stealing my underwear, you got that?" He asked, yanking his soaking jockstrap from my open mouth.

I nodded.

"Instead, you'll strip off and wait for me to come and get you off, and if you're lucky, I will"

I nodded again.

"If you're not lucky, I'll just leave you there, with your wrecked pussy on show like the pathetic little fuck-slut that you are".

Jordan grabbed my face between his thumb and fingers and sneered at me.

"You've fucked up Justin, and now you'll pay for it".

He stood up once more, wiping his wet cock with his jockstrap and dropping it onto the floor.

"No touching" he winked and walked half naked, into the bathroom.

I remained frozen in place, covered in my own juice and panting. Perhaps Jordan thought that this was some form of humiliating punishment, but for me, I had just died and gone to heaven.