The Circle Jerk

All characters are consenting adults (18+)

This is a commission for a member on the Legendary Tier. Names and themes are chosen by the requester. 

We’d been eagerly waiting for the trip for weeks. Other than the fact that as eighteen year olds, we were still going to be monitored by school staff, an overseas trip to Fiji was the highlight of most of our young lives up to that point.

Most of the students had already decided on their sleeping arrangements, and we were no different. Each room slept four students, and naturally enough, they were split into male and female dorms. Nick and I had vowed to stay together given our close friendship, and Anakin and his best friend, Calvin, did the same. As we were all quite close, it was decided that we’d share a room together, and boy am I glad we did.

When we arrived, we were shown to our rooms, and almost instantly, we fought for the better beds. Truth be told, there wasn’t much difference between any of them. Two bunk beds sat opposite each other, but the one nearest the window was the prize.

As boisterous young men, we wrestled for control of the favourable bunk until Mr. Rhodes banged loudly on the door and told us to behave ourselves and remember our manners. The four of us sniggered silently until he left, and ultimately, Anakin and Calvin won the war.

As far as teenage boys went, we were as normal as anybody could expect. We spoke regularly about the hot young ladies in school, but had yet to reach the level of maturity to do so with any sort of grace. Ironically, we were also four virgins, so our crude descriptions were derived straight from the porn videos we all watched, rather than any of our own experiences.

I found it strange that the other three were virgins. We were all quite handsome, and each with our own special assets. Anakin was incredibly good looking, as were the other two, and none of us were particularly lacking in female attention. I guess we were all just waiting for the ‘right time’.

The first night was sleepless and filled with mischievous excitement. When lights out came around, we began a game of dares which resulted in Calvin tip toeing over to the girls dorms in just his boxer briefs, and asking for toilet paper. The result was a lot of giggling and Mrs. Hobart chasing him off. When Mr. Rhodes barged into our room, we all lay sleeping, and cracked up when he left to find the culprit.

On my go, Nick dared me to do a set of pull ups on the bunk bed. Being quite athletic, I was more than up for the task, and half way through, my underwear was yanked to my ankles, and my dick and balls bared for everyone to see. It took me almost twenty minutes before the embarrassment wore off, and I was able to see the funny side.

One thing I noticed that first night, was that the dares became increasingly homoerotic. Backsides were shown, balls and cock heads were flashed, and when Nick dared Calvin to kiss Anakin’s ass, the young man burst into a frenzy of homophobic drivel. Evidently, Calvin was far less interested in our nude antics than the rest of us, and so we went to sleep, and I wondered if I was the only one to do so with an erection.

The next day, we followed the group along for some mindless sight seeing. Of course, Fiji was breathtakingly beautiful, and as Mr. Rhodes repeatedly reminded us, steeped in history, but we were far more interested in spending as much time as humanly possible with the hottest girls who had come along.

Kristyn was arguably the most beautiful young woman any of us had ever known. Everything about her was insanely pretty, from her perfect eyes and face, to her smoking hot body. What made it all the better, was that Kristyn, along with her friends, had decided to wear nothing more than skimpy bikinis beneath their light, silk covers. It took less than three seconds before all of us noticed, and the devious grins and crotch adjustments had us all hot and bothered.

The sight of the young women had kept the majority of us on edge for the entire day. Chicks had that effect on incessantly horny young men, and I admit that the arousal turned us all frustrated by the time we returned to the hotel.

“I’ve got fucking blue balls after that” Nick told me, as we crawled onto our respective beds and reminisced over the stunning sights that had nothing to do with Fiji.

“Did you see Kristyn’s tits, bro?” He gasped, as though we hadn’t all made it very obvious that Kristyn’s tits were possibly the only thing we’d seen on our sightseeing trip. “I’d stick my face right between them and just…” He made a motor boat sound with his lips, that copped a laugh from all of us.

Calvin sat up on his elbows and said, “never mind licking them, I wanna shove my dick between them”.

We all agreed, though none of us spoke of our confusion at the way in which something like that would be possible. Alas, we concluded that it must be, and said no more about the subject.

“I can’t believe we have to do freaking project work on this trip” Anakin groaned, and peeled off his t-shirt which had been stuck to him with sweat.

“Right?” I nodded, wanting nothing more than to have the room to myself to ease the erection that had hardly dwindled since the previous night.

Rather than sit there and complain about the looming deadline, Nick and I decided to get a start, whilst the other two lay lifelessly in their beds, sweltering in the evening heat.

An hour or so passed, and although neither of us had gotten much work done, we decided to take it easy on ourselves, and took a break. Calvin was snoring gently, and Anakin had drool down the side of his cheek.

“I can’t lie, man” Nick said, “I don’t know how I’m gonna last this entire trip without jerking off if I have to see Kristyn every day”. He bit down on his fist and rolled his eyes, and I stifled a laugh.

“I know, dude, I feel the same. If I don’t crank one out soon, I think my nuts are gonna’ explode”.

We both laughed now, but did our best to keep it quiet.

“I’d give anything to spend an hour with her” he told me, and I guess he did it without realising, but Nick rubbed the bulge in his pants, and only caught himself when it was too late. “Shit, I didn’t mean that” he said, his face becoming red.

The sight didn’t offend me. If I was being honest, I’d thought about Nick in ways that I shouldn’t have before. I put it down to confused horniness, but there was something quite striking about my best friend.

“It’s cool, man” I shrugged, “forget about it”.

Nick looked over at our sleeping room-mates and whispered “I can’t forget about it”. He looked down at his crotch, and now I could see why. The outline of his boner was clear to see, and the image did little to help my own one. Nervously excited, I squeezed mine through my pants, and Nick’s eyes widened.

“Would it be weird if –”

“No” I said, because if he was thinking what I was thinking, there’d be nothing weird about it at all.

We stared at each other for a moment, both of us trying to work out if we were on the same page. Neither of us wanted to make the first move, in case we weren’t, until Nick finally shrugged and said “fuck it”.

Fuck it. Those were the exact words I wanted to hear. I watched my best friend as he dragged his t-shirt over his head, bundled it into a ball, and threw it behind the bed. He stole another glance over at Anakin and Calvin, who were both still soundly sleeping, and lifted his ass as he pulled down his shorts.

“Don’t tell anyone about this” he warned in a whisper, and when his shorts came off and he sat only in his warm, worn boxer briefs, I decided to join him.

Both of us half naked, now watched the other. We were hard, and it wasn’t difficult to tell now that we’d stripped to our underwear. He touched himself first, as though he was giving me permission to do the same, and both of us began to jerk ourselves through the fabric.

We didn’t speak. There wasn’t much we could see at such a delicate moment. Did this make us gay? Or was it simply a masculine, bonding moment between two friends? Either way, I was enjoying it, and judging by the growing wet patch, so was he.

“I can’t do it like this” he whispered, and without warning, he rolled his underwear down his legs, and I took my first look at my best friend’s cock.

It was thicker than I expected it to be, with a mushroom type head that was already glistening with pre-cum. He had a splashing of black pubic hair, and his balls were equally as furry, and contained in a tight, wrinkled sack. His toes clenched as he began to stroke, and before long, I removed the last of my modesty, and joined him.

Perhaps it should have felt slightly more awkward than it did. We’d known each other for many years, after all, and had never even dared bring up anything like this, but there was something very natural about the whole thing. We were showing each other our comfort in the other’s presence, and in that moment, our friendship became even stronger.

“Imagine Kristyn was here to help” he grinned, his eyes half closed as he imagined it himself.

Kristyn was now the last person I wanted in the room to help. The only person who I truly wanted to help, was sitting directly across from me.

“What would you have her do?” I asked, edging myself more to the sight than the fantasy that he spoke.

“Jerk it first” he said, his voice low and filled with desire, “nice and slow, up and down my cock head”.

I watched him do the same thing with his own hand. Twisting it around as he lathered his palm in juices.

“How about you?” He asked, slightly breathless.

“Same”.

I had no other words to give him. I was now desperately considering doing something rather bizarre, and although I didn’t consider myself gay, it didn’t feel gay. It felt like lending a helping hand to my best friend, so without thinking anymore about it, I reached over, and Nick watched as I lowered my hand and closed it around his.

“How about we help each other out?” I whispered, and his breath caught in his throat for a moment, before he slowly moved his hand and allowed me to close mine around his warm, wet cock.

“Fuck” he said, exhaling as I began to stroke. It took only seconds before he returned the favour.

This was our first time doing anything sexual, so neither of us had any idea what to expect, but as Nick ran his hand up my shaft, and I did the same to his, we both shivered with pleasure. Now I could see why people enjoyed it so much.

“Oh shit, that feels so good” he moaned, his head hanging back as we sped up.

Our breathing quickened and became deeper. The sound of wet sloshing filled the room, and I was almost certain that I was going to cum, when something caught my eye, and I froze in place as Anakin gawped.

“What the fuck are you two doing?!” He asked, though he didn’t shout, and kept his voice low enough that Calvin continued to snore.

I pulled my hand away from Nick’s cock, but much to my surprise, Nick kept his closed around mine.

“Jerking” he said, as though it was completely normal, “come join”.

And that was that. He needed almost no encouragement. He crawled out of bed, his boxers tented as he approached, and as confident as you like, Anakin pulled them down and exposed a cock larger than both of ours.

“Show off” Nick grinned, and the three of us sat in a circle and began to stroke ourselves.

I was eager to help the two of them out, but I continued jerking myself until Nick reached over and plucked my cock into his hand again. I watched in awe as Anakin nonchalantly grabbed Nick’s, and then I was left with no choice but to take Anakin’s, and so began a mesmerising circle jerk.

“What if I cum?” I asked, slightly worried.

“Then you lose” Nick shrugged.

“Yeah, you lose” Anakin added, and I cocked a brow.

“What do I lose?” I whispered, verging closer and closer to orgasm.

“The game” Nick told me, as though it was obvious. Anakin nodded.

“Game? What game?”

“The first person to cum loses game” he chuckled, and I rolled my eyes before our circle jerk was violently disrupted.

“That’s fucking disgusting!” This time, the owner of the voice didn’t keep quiet. Calvin bounced from his bed, almost tripping over himself as he scrambled to his feet, and pointed at us as we tried to conceal our twitching erections. “You… You… That’s so fucking gross, man!” He barked, mainly at Anakin. “I’m reporting you!” He snapped, “first thing in the morning… I’m not sleeping in a room with three fucking f… Fucking… with you guys!”

“Oh calm down” Anakin replied, not nearly as panicked as I would have expected. “We’re just jerking off, it’s not like we’re fucking”.

Nick held a laugh, but I was a little too shocked to do anything but hold my dick.

“But… You’re not… You’re not gay right?” He groaned, hope in his voice.

“No” Anakin told him, “but even if I was, who gives a fuck? Stop being so uptight man, and get your damn dick out”.

The words looked as though they physically wounded the underwear clad young man. There wasn’t even a hint of an erection in his pants.

“You’ve got to be fucking kidding me!” He yelped, “I’m not doing that!”

“Fine” Anakin shrugged, “then go back to sleep, because we’re not finished with the game”.

At the mention of the game, Calvin raised a brow.

“What game?”

“Doesn’t matter, you wouldn’t like it anyway”.

I could see the cogs spin in his mind. He sat back on his bed, having evidently calmed down slightly, and glared at us angrily.

“What game?” He growled again, but nobody answered him, and Anakin had already taken his cock back out.

With Calvin’s eyes burning into us, we all resumed what we’d started. I stroked Anakin, he stroked Nick, and Nick stroked me.

“You’re missing out, man” Nick told him, his eyes rolling again.

“I’m not gay” he snarled.

“Neither are any of us” Nick scoffed, “do you have to be gay to help your buds?”

The question lingered in his mind for a moment, but he made no movement.

“Your call, man” Anakin said, rubbing Nick’s wet helmet with his thumb, “but your nut sack is gonna’ blow up if you don’t jerk off”.

I watched Calvin from the corner of my eye. I expected him to turn over and go back to sleep, but instead, he watched intently. It felt quite strange to be studied as I sat naked, with my cock being beaten off by my best friend, but then something happened that truly shocked me.

Calvin, the young man who was indeed, the most homophobic person I knew, stood up from his bed and walked toward us. His face was red, but he sat down next to us.

“What does it feel like?” He asked, his eyes darting from one hard cock to the next.

“Awesome” Anakin moaned, his eyes closed as he relaxed into the handjob.

Another moment of silence, only broken by the squelching of palm and pre-cum.

“Fine” he mumbled, as though he was doing us a favour by joining in. He pulled the front of his underwear down to reveal a short, fat cock that was slowly growing in size. He coaxed an erection himself before Anakin reached over and grabbed it.

“Fuck, man!” He gasped, as he received his first handjob.

Eventually, when Calvin had settled down enough, he took a deep breath and moved his hand slightly closer to me. Nick saw what he was doing, and we readjusted.

Calvin closed his hand around my throbbing boner. I stroked Nick, he jerked Anakin, and Anakin wanked Calvin. None of us could quite believe what we were doing, but we continued to do it as beads of sweat began to glisten on our bodies.

“Shit, I… I think I’m gonna…” Anakin squirmed. His eyes were tightly shut and his chest was moving rapidly. Calvin stared at him with a mixture of disgust and curiosity, and then it happened.

The naked young man gasped and looked down at his own cock as ribbons of sperm squirted from him. His body jerked as he orgasmed. His toes curled, his back arched, and he made noises that, under normal circumstances, we would have teased him over forever. Surprisingly, Calvin kept his hand around his buddy’s cock, even as the warm sperm ran down his fingers, and when it was over, Nick grinned.

“Looks like you lose” he said, and without warning, got to his feet, and took his cock back into his own hand.

“W… What?” Anakin asked, as he watched Nick stand over him, jerking above his face.

“Loser gets a facial from the winners” he shrugged, and I was quite certain that he’d just made that rule up. I waited for Anakin to push him away, but it didn’t happen. The handsome, naked, and now drained young man sat back against the bed and closed his eyes.

Calvin and I jerked each other off, but watched in awe as Nick fucked his own fist until finally releasing a long grunt. He pushed out his hips, beat his cock a little harder, and began to douse Anakin’s face in cum.

The sight alone was enough to send me over the edge. I scrambled to my feet, my cock already twitching, and reached him just in time. With one hand on the upper bunk, and the other wrapped around my cock, I hit Anakin square in the eye with my first cum shot, and continued milking myself until my load covered his face. Sperm leaked down his cheeks and into his ears. Strings of the stuff were caught in his hair, and some of it was even rolling over his lips. He remained in place as Calvin stepped forward, somewhat awkwardly, and pumped his cock.

Nobody spoke as he positioned himself, and when the young man orgasmed, he exploded a massive amount of sperm onto his best friend’s face. Shot after shot, he rained down on the guy, until we could hardly make out Anakin’s features anymore.

“You guys suck” he said, barely opening his mouth.

Nick grinned. I did, too, and then Calvin stepped back and laughed.

“Maybe we could do that next time?” He replied, and the four of us laughed together.