I love Nifty, and I'm sure you do too. If you have the means, please help them by donating so we can continue to read what we love! Just a few dollars go a long way to keeping these stories freely available.
Also, feel free to email me with feedback, comments, suggestions, or really anything. I love chatting with you!
This is the last chapter of this story. Sorry it took so long, but to hopefully make up for it, this one is (much) longer than the others and it's my favorite one so far ;) I do plan on writing more stories though, I have some ideas that I can't wait to start on. Hope you enjoy :)
Chapter 5: The Morning After
I suddenly woke up, jolting awake. I had the craziest dream, I thought, thinking about what happened between myself, Myles and Grayson in bed. Seconds later, I realized where I woke up, noticing it wasn't my room. I then noticed the two boys pressed against me. In my morning haze, I questioned if it was a dream or what parts of my memory happened in real life. That's when I noticed I was shirtless, and the two boys pressed against my side were also shirtless.
My heart pounded, realizing that what I thought was a dream had actually happened. As my mind continued to wake up, thoughts raced through my head. I couldn't believe it... I had jerked off with another guy, and that boy happened to be my good friend Myles! I then noticed I had morning wood and that it was pressed up against Grayson's leg. In fact, my whole body was pressed up against him- I was totally cuddling and spooning him, we were facing each other with my arm wrapped around him and my leg on top of his. He remained asleep despite the room being bathed in the morning sun.
Despite the position being incredibly hot, with my morning wood throbbing into him, I needed to move away since he would wake up any minute now. I carefully removed myself from him, swinging my leg off the 15-year-old and removing my throbbing morning wood away from his body. I detached my arm from around him, our bodies still close but I wasn't embracing him anymore.
I decided to turn around and face Myles, who was lying on his back. I quietly and carefully rotated myself and rested my head on Myles' shirtless shoulder, hearing him snoring softly. I examined him, seeing several wipe marks across his chest from the night prior. Poking up from underneath the sheets, I noticed a bulge in his boxers. He must also have morning wood!
I then darted my eyes across the room, bright from the morning sun. I noticed Jacob sleeping across the room, and I adjusted my head, which rested on Myles, to glance at him. I noticed he was awake with his eyes open. I squinted pretending my eyes were closed when I noticed something... he was making movements under his covers!
My eyes opened wide, and I stared at Jacob who was definitely jerking off. He was trying to be conspicuous by doing it under his covers, but I could see his shaking movement along with a look of ecstasy on his face. My cock throbbed in my underwear against sleeping Myles as I watched my friend pleasure himself.
Secretly watching Jacob jerk off was only making my morning wood harder, throbbing into Myles and itching to be touched. I slowly pulled my hardness away from Myles to give myself room to play as the urge to touch myself became unbearable. Still looking at Jacob conspicuously, I slowly reached my hand into my underwear and wrapped my hand softly around my raging boner, exhaling. I shuddered, pulling further away from Myles as not to wake him from what I was doing next.
Behind me, my backside made contact with Grayson, who was still asleep facing me. I was careful not to push into him too hard, but as I was slowly moving backward I realized what my ass was touching, and it was stiff. It was right in line with Grayson's crotch and I could feel his boner touching me. This turned me on even more and I squeezed my rod, resisting my urge to moan. My head was still resting on Myles' shoulder, I could see Jacob pleasuring himself under his covers, and I could feel Grayson's morning wood on my ass.
Jacob's eyes were mostly closed while he was pleasuring himself, and when his eyes did open, they were rolled back into his head from ecstasy. I adjusted my head closer towards Myles' neck then maneuvered my ass to feel Grayson a bit better. After learning where his erection faced, I let his bulge fall right between my crack, pushing closer into him. His dick was now pressed between my cheeks putting pressure on my hole, two layers of clothing from my asshole.
I started making the smallest movements up and down my dick, feeling its entirety with my fingers. The tip was soaking wet from precum, and I spread the liquid as much as I could along the length of my member. I watched Jacob intently as he furiously stroked himself when suddenly he stopped. I squinted my eyes so if he looked at me he wouldn't notice my voyeurism.
Jacob pulled down the covers and his dick revealed itself to the room. Quite hard, it looked around 4 inches, smaller but cuter than I thought it would be. He was uncut like myself with a pubic bush not quite fully grown. I started moving my ass up and down, attempting to pleasure Grayson in his sleep as my wet bulge continued to throb in my hand. All three boys around me were turning me on what felt like even more than last night as I continued edging and touching myself.
Jacob then continued stroking himself, no longer covered by his sheets. I continued to watch the eye candy as I rubbed myself against the two sleeping teenage boys beside me. I started stroking myself, starting slow and soft, careful not to let myself release like it wanted to. All of a sudden I felt Myles' breathing change and he stirred, making wake-up noises. I shut my eyes and stopped moving instinctively, but my head still rested on his shoulder against his neck. Remembering Jacob, I squinted my eyes back open and saw him throw his sheets over himself noticing Myles, his eyes shut as he pretended to be asleep.
I could feel Myles was awake, but he didn't know I was yet. I cautiously moved my hand out of my underwear and lied it on his shirtless tummy, and he jumped slightly at my touch. I moved my head slightly to glance at him and our eyes met. He smiled, and I smirked back. I scooted closer into him, softly pressing my horny bulge back into his side as I slid my pinky beneath his waistband. He exhaled forcefully, and I could feel his cock stirring an inch from my finger.
I started grinding against his side as I escalated, lowering my finger to touch the tip of his cock. Still both under the bedsheets, I started stroking it in Myles' underwear. I realized Jacob would notice my movements from his spot in the corner of the room, but I didn't care. In fact, I was hoping he would notice. I knew he was horny, and this was my test to see if he was turned on by it or not.
I decided to quietly remove the sheets, partially to give Jacob a better view if he was in fact watching, but also because the friction was making noise and Grayson was still asleep. I was almost sure Grayson, the innocent straight boy he was, would get weirded or even creeped out by what Myles and I were doing.
Now exposed to the sunlit room, I continued pleasuring Myles, this time stroking him on the outside of his underwear. I kept grinding my stiff member into his side, my cock full of energy and excitement. My heart raced with nervousness for Jacob's reaction, and I gained the courage to take a peek.
Trying to be discreet, I moved my head against Myles and glanced over at Jacob. His eyes were locked onto Myles' bulge that I was playing with. Jacob's hands were occupied, one feeling up and down his shirtless body with the other furiously stroking his exposed cock as he lied on his guest bed. I quickly looked away to avoid him noticing my staring, and my whole body raced with excitement. Jacob was enjoying the show!
With this in mind, I formulated a plan, not only how to get Jacob to join in, but also how I would get cute Grayson involved, the boy I really wanted to play with after I made him unknowingly cum in his sleep last night. I needed to get Jacob's attention.
Still jerking Myles off in full view, I moved my head so one eye was staring right at him. I watched the teenager pleasure himself, scanning his whole body. I watched his cute perky uncut 4 inch dick as the foreskin slid up and down his cockhead. I took a moment to appreciate Jacob, his still-maturing cock and body in full view. He was really cute and seeing him in pure ecstasy furiously masturbating made my cock ache. At this point I didn't care if Jacob noticed me staring, in fact, I was hoping he would notice. He was completely oblivious to my staring as his eyes were rolled back into his head, his body shuddering with whatever filled his imagination.
I clutched Myles next to me and let out a soft moan, which Jacob heard... he looked over at me, and our eyes locked with each other. What Jacob saw was myself clutching near-asleep Myles's dick with my own bulge grinding against him, Grayson still asleep in contact behind me. I moaned again, and all three of our dicks were harder than ever.
Suddenly Jacob quietly stood up, his dick bobbing up and down as he walked towards our crowded bed. I put my hands above my head, my entire body exposed to my friend. Lust was in both our eyes, and Myles took notice. He opened his eyes and looked at the both of us, all three in silent agreement.
Grayson somehow was still asleep, but I had a feeling that would change as soon as Jacob got any closer. Sure enough, the eager boy climbed onto the bed, sitting himself at the foot of the bed right in front of me. I was in heaven, my heart racing.
Then, the inevitable happened-- Grayson stirred in his sleep, slowly awakening due to the movement. His eyes fluttered open and he looked over, his eyes widening. The 15-year-old froze, seeing three shirtless boys in front of him with rock-hard cocks. Nobody moved for what was 10 seconds but felt like an eternity. I could sense fear and shock in Grayson's eyes, and I could tell he was just completely dumbfounded about what he woke up to.
I could tell he needed some guidance, and I was extremely turned on. I slowly moved my hand to caress his belly, and he jolted.
"This is like... gay... what's happening?" The boy said shakily, finally speaking. I needed to reassure him and convince him this was okay.
"It's not gay we just all woke up horny," I said smoothly. "It's just bros helping each other out, nobody has to know!" I assured. He still looked frightened, and I knew I needed to convince him some more. Jacob started stroking himself as he sat there, jumping in.
"I woke up and it was hard, does that happen to you?" Jacob inquired. I scooted closer to Grayson.
"Yeah sometimes," he admitted, blushing. We were cracking him.
"Well is right now one of those times?" I asked him, smirking. I of course knew the answer, as I had felt him in his sleep just moments ago.
"Why do you need to know?" he jabbed defensively. That answered my question. I ignored him, pressing further.
"Have you ever jerked off before? Y'know, you ever do something with that morning wood?" I asked. My hand moved lower, right on his belly button, and Grayson flinched.
"...Sometimes," he admitted softly, his face turning redder. Myles next to me started stroking himself as well, having stayed silent the whole time up until now.
"It feels good when you stroke it, right?" Myles purred, trying to push Grayson to confess. The teen nodded, still skeptical and somewhat afraid. "Well it feels even better," he continued, "If someone else touches it. Or even uses other body parts to pleasure it."
"Isn't that what you're supposed to do with girls?" Grayson asked.
"Girls are hard to get," Jacob answered. "If you do it with the homies, we can do it whenever," he continued to entice. "It's only gay if you want a boyfriend, but none of us are. We are just friends doing each other a favor."
Grayson closed his eyes. I pulled him close to me and I could feel him resist slightly. I needed him, desperately, right now, but I could tell he wasn't ready. I started to whisper in his ear, holding him into me more forcefully as he squirmed. "You don't have to join us, I would never make you, but I know you want to," I whispered seductively. I moved my pinky lower into his waistband, and he stopped moving around. "I know you're curious, nobody but us has to know," I continued. He moaned slightly, and I pulled him in closer.
"I'm not gay," he stated, Grayson's mind split two ways. I paused for a moment, holding him in my arms. I could tell he was curious and turned on, but firmly straight, scared of the thought of anyone finding out about this gay shit. I knew I wouldn't take no for an answer- I didn't just want him, I needed him, and now. It was so hot seeing him resist while his body got turned on by our contact.
Nearly begging at this point, I whispered manipulatively in his ear. "Nobody will find out. What happens in this room stays in this room." I lowered my hand halfway into his underwear, the tip of my finger making contact with his firm shaft. He yelped.
I looked into his watery eyes, trying to comfort him. I smiled at him, and I leaned into his ear. "I promise it will feel so good. Let us show you. I need a yes or no from you." The others in the room nodded backing me up, still slowly stroking their bulging meat. Grayson whimpered, finally giving in.
"I-- I guess," he stuttered quietly. I smirked.
"Good," I assured him. "I got you Grayson," I soothed. He nodded-- I took this as my cue and moved my hand fully into his undies, releasing him slightly from my grasp to give him some air. I grasped his small cock, it was hot and smooth to the touch. He grunted, I could tell he was frightened but horny, he didn't tell me to stop.
Meanwhile, beside me, Jacob climbed onto Myles, grinding into each other as they started to make out. I appreciated that they gave me some alone time with Grayson to warm him up and build his trust. I stroked him a few times, before removing my hand to pull down his sheets. His smooth, hairless 15-year-old body was exposed to my eyes and I checked him out, his bulge visible in his pjs.
The straight young teen remained silent as I played with him, stroking his bulge
and feeling his body. My cock was throbbing, begging to be played with. I wanted Grayson's mouth on my cock so bad but I needed to pleasure the nervous kid first before there was any chance of that happening.
I wanted to see his cute cock with my own eyes, and I needed better access. I decided to pull down his pajamas and underwear suddenly, and his dick bounced out. It was a bit thinner than it felt in my hand, a little over half an inch in diameter and a mere 4 inches in length, noticeably smaller than Jacob's. It pointed straight out like an arrow. His uncut hood covered his entire cock head and more, a bit of his foreskin bunched at the tip of his full erection. I wondered if he ever pulled it all the way down.
Unsure how much he has experimented on his own, I decided to start slow. I laid him on the bed and pulled his pyjamas and underwear further down to his knees. My face was 6 inches from his crotch as I observed his cute package further. I noted his thin wispy pubes forming at the base of his shaft, and the fuzzy hairs forming on his plump, tight balls, pulled in close to his body. Looking below them, I could see his taint leading towards his pink, hairless hole. Going further still, his thighs were free of hair, and I could barely see his leg hair starting to form around his knees and below.
I looked up at him and he was watching me intently, biting his lip and holding the sheets in his fists. I wanted to do so much to him but knew he was uncomfortable and skeptical about this whole thing. I needed to convince him through demonstration.
I edged my fingers towards his beckoning pecker and softly pinched his cock between two fingers, pulling down slightly. He whimpered and his cock already throbbed at the lightest possible touch, poking above his smooth, hairless tummy. I could only imagine what his body would do when I pleasured him fully.
I started slowly stroking his member with my two fingers, making small movements at first, but going further up and down each time. With each downward stroke I was pulling down his foreskin to reveal the light red tip of his dick, and each time I went upward my fingers crossed the ridge to his head, sending more pleasure into him. The sophomore groaned and grunted with his eyes locked on the action, itching for more.
"Feels good, huh?" I probed. He whimpered. I was so turned on seeing the naked boy give into his desires. Jacob got up from the bed and stood behind the headboard, getting an aerial view of the teenager from behind his head. Jacob's 4 inches, noticeably larger than Grayson's cock, was sticking out above him. Jacob leaned down and grabbed the adolescent's arms, holding them above his head.
I kept teasing Grayson by stroking him slowly as I admired his exposed body. His nipples were pink and perky, resting on a smooth skinny chest where I could just see the outline of his ribs. There was a slight valley down the center of his chest leading to his tummy, where his dick had begun to leak drops of precum down into his belly button. He had no hair on his body, perhaps a bit of invisible peach fuzz, until the base of his erect dick, where his thin blonde wispy pubes were maturing.
Looking back up at his skin, I admired the soft outline defining what you could call his muscles. His armpits had the same wispy hairs beginning to form, exposed from his raised arms with Jacob behind him. I looked at Grayson's dreamlike face and perfect blonde hair, his eyes closed in bliss.
I noticed Jacob admiring the view, with his cock poking out just above the headboard I could tell he was enjoying it. I looked at Myles who was in bed with Grayson. He had closed the gap where I had been between them, taking a close look up and down the sophomore and me leaning over his covered legs, pleasuring him. All three of us were staring in awe at the 10/10 cute boy in front of us, meanwhile, he was in his own world unaware of his surroundings.
The best part is this was just the beginning. I had only begun to stroke him and he was already loving it. What was even better was that I was surrounded by two cute guys who were the subject of my jerk-off fantasies since I started having sleepovers. I could tell that Myles and Jacob were incredibly turned on and excited to see what would come next.
"It feels good, right?" I asked him, obviously knowing the answer. "It doesn't matter that we're dudes, it isn't gay and guys do this stuff all the time," I assured him.
"What happens in my room stays in this room," Myles added as he scooted closer to Grayson's nearly-naked body, making contact.
"This feels... so good... I don't care," Grayson responded softly, looking back down at me stroking him. I reacted to him finally giving in by taking his cock fully in my hand and jerking him off normally like I would do to my own. It perfectly fit in my hand, with only a bit of his tip poking out the top.
He reacted by nearly squealing as his body squirmed momentarily. He was breathing hard, moaning softly with every breath.
"Ahhh keep going," he blurted. I smirked, looking up at Jacob who was still standing above him. He was now stroking his hard dick, enjoying the aerial view. Seeing his dick up close was hot too, as if Grayson wasn't making my dick harder and wetter than ever. These boys were going to make me cum hands-free if I wasn't careful!
Myles meanwhile rested his hand on Grayson's tummy and rubbed it up and down, feeling him up. I could see Myles' bulge rubbing against Grayson's side just like mine had not even an hour ago. I stroked Grayson faster causing him to squirm more but Myles held him firmly.
Jacob, with one hand still stroking his diamond-hard cock, reached down with his other hand and started rubbing Grayson's nipples. With even more pleasure the 15-year-old was now making indescribable pleasure noises. He was in pure ecstasy, somewhere up in the clouds feeling more pleasure than he'd ever had in his life.
Keeping this in mind, I knew I could level it up even more than his poor innocent brain could imagine. I stopped stroking him suddenly and let go of his cock, and it throbbed pointing straight up in the air. His balls were plump and ready to burst, and the outline of his foreskin-covered cockhead was larger than before. Grayson opened his eyes wide and looked directly at me, dumbfounded about why I had stopped.
I smirked at him. Out of the corner of my eye, I noticed Myles taking his cock out into view beside Grayson, wet and messy at the tip it was a youthful, attractive cock. As Grayson started to open his mouth I put my plan into action. I moved my mouth quickly towards his beckoning erection and took a nice lick up the length of his dick before engulfing his entire member skillfully into my mouth.
The teen gasped loudly and his whole body shook from the sudden warmth of my mouth surrounding his pecker. Myles held Grayson's squirming body close and rested his hot member on the side of his torso. Jacob was running one hand through Grayson's soft blonde hair as he edged his own bulging dick with the other. I made a mental note that Jacob was a voyeur, or at least he enjoyed watching the action from further away. His view must be amazing-- an aerial top-down view of Grayson being worshipped by two of his older and very horny friends.
Seconds after engulfing Grayson's entire manhood in my mouth, I started giving the best blowjob I could muster knowing he would finish at any moment. I sucked and ran my tongue and lips up and down his entire length, bobbing my hand up and down taking in his aroma. His sweet dick was incredibly smooth and slippery as I felt every ridge in my mouth.
I bobbed up and down just a couple of times before removing my mouth from his slobbery erection down to his balls. I essentially french kissed them, getting them wet with my tongue and lips, eventually taking his entire ball sack into my mouth. After getting it nice and wet I went back to his dick, teasing his head slightly before letting it enter my mouth once again.
Since I started, Grayson has been squirming and making a diverse assortment of cute pleasure noises. Myles was holding onto the sophomore the entire time and the movement of the squirming teen was rubbing and pressing against his dick. However, Myles must have wanted more because he grabbed one of Grayson's nearly flailing arms, bringing the teen's hand down towards Myles' stiff cock.
Myles peeled Grayson's fingers open and placed them around his member, using Grayson's distracted hand to jerk himself off. He placed his own hand around Grayson's limp hand and started stroking, to which Myles began to groan. After showing Grayson subconsciously what to do, he let go and Grayson continued to softly stroke Myles on his own while his mind was elsewhere due to the intense pleasure of my mouth. Myles used his now-free hand to touch and caress Grayson.
Focusing back on my blowjob, I decided I wanted to do one final thing before letting him cum. As his cock was in my mouth, I used my hand to pull down on Grayson's foreskin, exposing more of his head. The sudden jolt of pleasure increase caused him to squirm nonstop, moaning and nearly squealing as I felt him near his orgasm.
I stroked him up and down with one hand, my other playing with his small, plump saliva-covered balls while I used my tongue, lips, and suction to their full extent. I could feel Grayson was more than ready as his moaning quickened and his body shook harder than before. His balls began to draw closer into him, his head grew larger, and then at the last possible moment I withdrew my mouth, still stroking him, and he began to shoot.
Spurts of cum erupted from the tip of his 4 inches and splashed against his chest, sending volley after volley of boycum across his tummy. His body was shuddering and he was squealing with pure pleasure as he came rope after rope, undeniably more than ever in his life.
Just as Grayson calmed down from his intense orgasm, Myles groaned. He was now stroking himself off directly next to the 15-year-old and his cum must have sent him over the edge. Myles erupted just moments after Grayson, sending volley after volley of thick cum into the air landing mostly on Grayson, their fluids mixing together.
Suddenly a shower of even more cum rained down on all three of us when Jacob, who I nearly forgot was there, finished his edging session and came completely hands-free. Looking up at him, his cock bobbed up and down with each spurt. The shots sprayed across Grayson's body and in his hair, even landing on myself and Myles' bare bodies. Having edged the entire time, it felt like Jacob's cum shower never stopped.
When Jacob's orgasm finally subsided, I took a moment to take in the scene. The generous coating of cum from three teenagers was slathered across Grayson's gentle chest, now running down the sides of his torso. Jacob, standing above and behind Grayson, squeezed the last drops of semen from his dick, landing in the teen's hair. Myles, with his deflated dick still pressing against Grayson's adolescent body, was taking a close look at him and had begun mindlessly playing with the communal coating of cum.
Looking at Grayson myself, I noticed his expression was hard to read. He seemed to be deep in thought, unsure what to make of what had just happened. I remembered that this was new to him and thought back to just how reluctant he was to try something like this. I realized he might be having post-nut clarity. His mind wasn't there in the room like the rest of ours.
As he lied there sticky and distracted, I felt my own dick still diamond-hard in my underwear. I realized I was so focused on pleasuring Grayson and observing the others that I never even came, and my dick was in my underwear ever since Grayson woke up. Not that you could tell I didn't finish-- my smooth undies were so soaked with precum, it looked like I jizzed in them.
But sure enough, seeing literally the cutest straight guy ever covered in not just his own massive load but the load of two other cute boys, I couldn't stand it anymore. I needed release, and after all this, my hand seemed like an underwhelming finish. My dick was hard and throbbing to the point where it was almost painful, and my mind was full of perverted thoughts.
I knew what I wanted. I looked at Grayson's blemish-free face, his messy blonde hair with cum in it, his beautiful blue eyes lost in thought, and his pink perky lips. I needed those lips around my dick. Now was probably the only chance I would get since there was no way the straight boy would be convinced to do something like what happened this morning again.
I formulated a plan. I could come from the angle of comfort and care, since I was the one that walked him through this whole process he probably trusted me the most. Alternatively, I could come from the angle that he owes me, since I was the one who sucked him off. I decided I could combine the two, and after a few moments of thought, I put my plan into action before it was too late. Jacob had silently walked over to his bed and watched the aftermath from a distance, still semi-hard even after his unbelievably hefty spray of cum.
Finally, I moved and lied on the opposite side of Grayson from Myles. He was sandwiched between the two of us. The movement snapped him out of his trance and he was very much present, his eyes wide and his expression anxious. I was the first to speak.
"Hey... did that feel good?" I soothed. He opened his mouth to speak, but nothing came out for several seconds.
"Uhh, yeah I've never felt anything like it," he responded softly. A moment passed. "At the time I didn't even care that you were a guy, like you said," he continued. "Now it feels... weird," he admitted sheepishly.
I hated that he was right about it being weird-- this wasn't something straight friends just do, and I felt kind of bad for basically lying to him. I looked at him, with his body coated in cum. My eyes made their way up to his lips, so pink and kissable. I felt my cock twitch in my soaking wet underwear as I thought of them wrapped around my bulging erection. I looked into his eyes and doubled down.
"Don't worry Grayson," I assured him. "This is what friends do, we help each other out. If one of us is horny, a good friend is willing to step up and help them out because they care. I care about you and that's why I wanted to show you what you're missing out on."
I could see his expression relax slightly, he was calming down. Somehow though I needed a way to flip this situation around, and get his lips around my beckoning dick.
"Y-yeah, thank you," he responded. "It still feels weird though. I've never done anything like this before. I've only ever used my hand to make myself shoot, and I only started doing that a couple of months ago."
"Here Grayson, think of it this way. You trusted me to make you feel good and I did. I made sure, above all else, to give you as much pleasure as possible for your first time fooling around with the homies."
I reached my hand towards his face, and with my finger, I wiped a small dollop of cum from his cheek.
"It's because I like you and care about you. I know you're young and inexperienced, to a point I am too, but I knew to put you first and do everything I could to give you pleasure even above myself."
Myles jumped in, catching my drift. The whole time we had been talking, he was staring at the very wet and throbbing bulge in my underwear. I think he realized I hadn't cum yet and backed me up.
"Jacob and I got off this morning. I don't know if you noticed but Henry didn't climax yet. I think he was so focused on caring for you, teaching you, and providing you pleasure that he put himself aside," he added. This was going in the direction I wanted it to. Myles wasn't lying, and it could be said that Grayson owed me for putting him first, even if I only did it to get myself off.
"Oh I didn't realize--" Grayson said sheepishly, his face turning more flushed. "I... thought you did since it's wet... uh... thank you for helping me," he stuttered. I smiled at him lovingly.
"No problem, really," I shrugged, scooting closer to him affectionately. I gestured towards my throbbing wet bulge. "That's just precum, stuff that comes out before you cum," I explained. I then removed another drip of semen from his face which only turned him redder.
He remained silent. I think this was the time to press him, seeing him hot and bothered only added to my lust for his mouth around my bulging member.
"I'm happy I made you shoot. I feel lucky to have been the first one to taste your really cute and attractive dick. It felt so smooth and tasty in my mouth, and I had a lot of fun making you squirm around in ecstasy. It also helps that... you're a really cute guy, dude." He blushed a deeper shade of red at my comments.
"The only thing is... I kinda need to finish," I said cautiously, gesturing towards my throbbing underwear. Grayson looked down at it shyly. He raised an eyebrow. I don't think he was picking up what I was putting down.
"There are some things I haven't shown you yet. It's still early in the morning, Myles' parents won't be up for a while. You trusted me earlier and I can tell you had a really good time. Do you trust me now?" I asked apprehensively. He thought for a moment. I was scared he would back out. Seconds felt like minutes while I awaited his response. Finally, his curiosity won out like I knew it would.
"Nobody can find out about this. You said what happens in this room stays in this room. Like you said it's just friends messing around, right? It's not gay? Only because I owe you?" He said, justifying the decision, clearly nervous even after everything we'd already done. I grinned at him.
"Of course Grayson. What happens here stays here, and we are just friends," I assured him. My cock was nearly busting out of its fabric at the news, I could tell his mouth was just moments away. However, since he was so reluctant, I knew I couldn't just make him suck me off right away. Luckily I had other ideas.
I glanced at Myles who was still in bed with Grayson and me. We locked eyes and I silently asked him to go over by Jacob. This would be between myself and my younger friend, I could tell having it be a group with three older teenagers was making him more nervous. He was no longer fueled by pleasure as I (literally) sucked it all out of him-- he was now only willing to continue based on my convincing words.
Myles stared into my eyes and understood, and with a wink, he got up out of bed and went over by Jacob who, out of the corner of my eye, I noticed was watching this whole conversation with his cock now hard again.
I looked into Grayson's eyes and smiled before getting up on all fours above the naked, cum-covered teen. He looked back into my eyes with more confidence, nodding slightly to signal he was okay. I took this as my cue and lowered my body on top of his, sandwiching the teen cum between the two of us. My chest and belly were now slippery and wet, and I could feel Grayson's warm body beneath me. Our cocks were aligned and making contact, his soft and exposed with mine rock hard and covered by my now sopping-wet undies.
Our faces were inches from each other, and despite Grayson being straight, he was convinced by our talk and there was a layer of trust between us. I lowered my lips against his, closing the gap as I kissed him gently and softly. The younger teen, somewhat surprisingly, responded and kissed me back, sealing in his first-ever kiss.
We pulled away momentarily. His expression was uncertain, but before he could say anything I went in again, further this time. I kissed him progressively harder, my tongue running against his lips, asking for entry. He seemed oblivious and let it slip right in. He wasn't reciprocating fully, probably due to a lack of experience and uncertainty with me being a dude, but I didn't care. I explored his entire mouth with my tongue as I made out forcefully with the 15-year-old.
I started grinding my bulging cock against his, the cum between us making it slippery and incredibly pleasurable for me. I could feel his cock chubbed up a bit but it was still definitely soft beneath mine. I took a break from kissing for some air, putting my head next to his, holding his entire small slippery body tight against mine with a firm embrace.
I then quickly flipped us over, and without letting him go I pulled him on top of me. I resumed making out with him, running one hand through his hair as I held him against me. I kept rubbing my cock up and down between us and felt myself about to cum soon. I needed to wait though, as I wouldn't leave Myles' house without Grayson's slippery teenage mouth around my mast.
I hugged him and felt up and down his whole body on top of me, his sides, his back, his ass. He didn't pull away, he didn't say anything, he just let me continue and do my thing even if I could tell he felt weirded out. I stopped the motion with my dick in fear of finishing early-- I needed to make the move. I moved one hand back to his hair and started pushing him lower, breaking our kiss. It was really easy to slide him downwards, due to the large amount of cum acting as lube between us, as well as his thin, light small frame being easy to push down.
His head was now at my neck level, and not knowing what else to do he started kissing it. Perfect. He kissed all around my neck, then my collarbone, then my chest and nipples. I kept pushing him lower, stroking through his hair warmly between pushes further down.
"Keep going you're perfect," I assured him. He responded by caressing and rubbing his hand on my arm. Pushing him down further still, he continued kissing and licking up the cum on my chest, his half of the load still coating his gooey front. He made it below my ribs and to my tummy, causing me to gasp with how close he was to my awaiting rager.
He licked the cum that filled my belly button, finally reaching where my treasure trail was soon to form. He was now at the waistband of my underwear, right where I wanted him. I think he knew what I wanted as his eyes widened, looking up at me. I ran my hand through his hair, nodding at him. I needed him. With my other hand, I slipped a finger down my waistband, pulling my underwear down slowly revealing my thin adolescent pubes.
Although I was nowhere near fully grown in, I had much more hair there than Grayson whose few pubes were blonde and near-invisible. Then suddenly, to my surprise, Grayson grasped the other side of the waistband and helped me pull my precum-filled underwear down below my erection. Once the waistband fell below the tip, my cock sprung out hitting Grayson's cheek along the way. It was now pointed 45 degrees from my tummy, straight as an arrow, all 6.1 inches in full view of the room.
Grayson gingerly helped pull my underwear to below my knees before turning his attention back to my cock curiously. Although he had seen the two other boys' cocks, he hadn't exactly been close up with them. Even with Myles, who he was jerking off a bit earlier, at the time Grayson's attention was elsewhere and he probably didn't even notice.
But now that Grayson's face was inches from mine, he inspected it curiously. My uncut 6 inches with how hard it was looked more like 6.5 or 7, much larger than his barely 4 inches. My balls were quite a bit larger and matured too, especially now with how full and ready to bust they were. Being so close, Grayson looked fascinated by it. It glistened in the morning light of the room with how wet it still was, especially near the tip where a drop of precum was falling onto my belly.
"Go ahead," I beckoned. "It's yours," I said with a smirk, momentarily forgetting that he was straight. He looked back up at me before he cautiously wrapped his small hand around my shaft, gripping its warmth. My breath was heavy and my cock twitched at his soft touch.
"Try stroking it, see what it does," I suggested. He obliged, stroking it up and down a few times. My cockhead grew in size a bit and started throbbing again. Even after he stopped, it was moving up and down, begging for more. Grayson felt my balls in his hand, barely fitting within it as he cupped them. He felt my pubes, purely out of curiosity, and I guessed he was wondering when his own would be more like mine.
"Yours is bigger than mine," he said uneasily.
"Yours might grow more," I assured him. "Also... I like your size. It looks really cute, plus I can fit it all in my mouth. That might be a struggle for you," I commented. Grayson blushed at the compliment but said nothing. He wrapped his hand against my shaft again, this time a bit higher, right below the head. He cautiously moved his face closer. This was it, he was committed to sucking mine. My dreams were going to be fulfilled!
"Go ahead," I urged, as he started stroking me. He was jerking me off at the perfect spot, he didn't know it but if he kept going I would easily cum in under a minute. "Taste it, Grayson," I insisted. He paused for a second, and reluctantly, he stuck his tongue out to taste the very tip of my cock. A trail of precum strung between the tip and his tongue as he pulled back, before making contact again. He made a circle with his tongue around the tip of my foreskin and I couldn't resist moaning. He was teasing me and he had no idea he was doing it.
I moved my hand back to his hair and grabbed it softly, thirsty for more. Hormones and adrenaline raced through my body as the sophomore teen wrapped his lips fully around the head of my cock and it slipped inside his warm, smooth mouth. I groaned as he slid his face further towards my pubes, pulling him in until I felt his lips against them.
Still running my hand through his hair, I couldn't resist gripping it a bit firmly due to the shitload of pleasure coursing through me. Grayson looked up at me, cock buried in his mouth, his blue eyes questioning and nervous.
"Fuck that feels amazing bro," I assured him. "Bob your head up and down. Make sure to watch the teeth." He obliged and moved his head back up, lips barely around my tip, before lowering it again. The movement between the soft skin of my erection and the soft inside of his mouth and tongue felt better than I could have imagined, and I had set my expectations high.
"Now make some suction, almost like a straw," I instructed the amateur. He tried it out and the pleasure doubled in intensity. My body shook and I moaned, closing my eyes for a moment and focusing on the feeling of the cutest guy ever giving me a blowjob. I used my hand to grip his hair again and I guided him up and down, still quite slow, building up my enjoyment.
I tried pushing him further down still and my tip made contact with his throat. A jolt of pleasure shot through my cock momentarily while Grayson, innocent and inexperienced, gagged. He quickly removed his head, coughing, trying to recover.
"Oh shit I'm sorry," I said worryingly. After the coughing subsided, Grayson spoke.
"That wasn't fun," He said. I could tell that he wasn't really enjoying the action of sucking another guy's dick, plus, having your gag reflex kick in isn't fun. "This feels so gay," he added, further confirming my suspicion. I panicked momentarily, worried he would back out, as my edged and nearly blue-balled erection yearned for more.
"It does feel weird," I sympathized. "But for my friends, I'm willing to make the sacrifice. I'll try not to push down that hard again," I told him. I was hoping this would be enough to guilt him into finishing me off. He hesitated for a moment before eventually giving in.
"I guess I do owe you after you did it to me," he said reluctantly before wrapping his lips around my cockhead.
"Good boy," I soothed. I couldn't resist. I moaned as he continued his blowjob. I could tell he wanted to make me finish faster because he was experimenting with new things, twirling his tongue around my tip and stroking me with one hand while he suckled on my head.
While Grayson was doing his thing, I glanced towards Jacob's bed where Myles and he were. They were both watching us intently with their cocks erect, obviously turned on. They had a hand on each other's dicks and were stroking each other, lying close together, and feeling each other's bodies with their other hand. They noticed I was watching and they started to kiss, which soon turned into a heated make-out session. I'm glad they were enjoying the view of me using our younger friend for personal pleasure.
The scene was hot and turned me on more. I could feel I was ready to cum-- I was ready to cum hours ago. I knew Grayson would be too inexperienced to notice just how close I was so I took control again by grabbing his hair and moving his head up and down. I didn't want to push down too far in fear of him backing out again, but I was going to facefuck this kid. I moved him up and down the length of my dick getting progressively faster, my orgasm brewing.
However before I came, an idea came into my head. I couldn't resist edging one more time, and although I would be pushing my luck, I decided to follow through with this idea. Just moments before I shot my giant load into his mouth I removed his head from my dick, holding it up by his hair forcing him to look at me. He looked confused as a drippy trail of saliva ran from his pink lips to my diamond-hard member.
"I have an idea," I informed him. "I know you're new at this. I want to teach you something-- another position," I inquired. After a moment of pondering, I got his response.
"This is weird," he stated. "But I guess we've gone this far, so you can show me." I grinned at him. Myles and Jacob were staring, curious about what I was gonna do. I was feeling dominant, wanting to use him more than I was already. The straight boy might not be a cocksucker but I was making him one.
"Get up," I told him firmly. He climbed up from his lying position, getting up and off the bed, now standing in Myles' room. I followed him and stood next to him as he looked at me worryingly. "Now lie down on your back," I told him. He obliged and walked back towards the bed, and a compulsion coursed through me-- I pushed him down onto the bed somewhat forcefully, a surprised yelp coming from the teen. He still laid down into position, flat on his back in the center of the bed.
I looked over at him, hungry for more. I looked at his cock which was soft but plump, possibly still recovering from the eruption of cum that happened earlier. His hairless chest was still sticky from before, and his hair was messy from the splashes of cum that ended up there and also from my hands grabbing his hair. I've said this before, but this teenager was delightfully adorable.
I dropped my underwear from my knees to the floor, now fully naked with my erect cock standing proud, and climbed back onto the bed with him. I grabbed both his ankles and pulled him down away from the headboard, his head no longer on the pillow. I then climbed on top of him and put myself into position. I kept scooting higher up until his neck was between my thighs and my ass was on his chest as I sat on my knees, careful to give him room to breathe. He was now trapped under me, head locked between my firm legs, with my wet painfully hard erection looming over his face.
His submissive eyes were wide and scared and he gulped. I caressed his face attempting to calm him but I could tell this was overwhelming. My cock and balls filled his vision as I looked down at him, precum dripping onto his face. I ran a hand through his hair again, trying to tidy it, as I let him try to get used to this position. He kept silent, not knowing what to say.
"Don't worry I'll be gentle," I assured him as I lowered my balls onto his chin, shaft aligned with the center of his face. "Now look at me, open your mouth, and stretch out your tongue," I insisted. He followed my orders and soon enough his tongue was out, almost like he was begging for a taste. His eyes were locked with mine and I smiled at him before moving my balls across his outstretched tongue.
I breathed softly as another few drops of precum landed on his forehead, which I swiftly smeared with my thumb. I then guided my shaft across his tongue, pushing my erection down to be level with his face. My entire cock was now rubbing across his tongue and face, and I slapped his cheek a few times with it. I was eager to re-enter his mouth, as I had been since I saw him for the first time on the first day of his freshman year.
I guided my stiff cock towards the opening and rested my cockhead on his outstretched tongue. His fearful eyes were locked with mine, and I was so turned on. I rubbed it across his tongue a few times before shoving it further in, his warmth enveloping me. He closed his lips and started to instinctively suck, and I groaned. I started to insert and pull back my dick, pumping in and out of his trapped head.
I adjusted myself a bit so I could get a better angle, now in position to facefuck the teen. I started doing just that, stroking in and out of him as he did his best to pleasure it with his tongue, lips, and suction.
Suddenly, Grayson's eyes opened wide and he started squirming and yelling onto my dick. I was confused as to why he suddenly changed, and that's when I noticed Myles was behind me. I turned around and he was lying down on the bed by Grayson's legs, with his soft adolescent dick in his mouth!
I must have been too focused on the pleasure provided by Grayson to notice him get up from Jacob's bed, but I wasn't about to complain about Myles wanting to get in on the action and suck off Grayson. The moaning and vibration from his voice as my cock still filled his mouth was incredible. Grayson's body was shuddering and squirming from the sudden pleasure but he was trapped beneath me, unable to move or say anything as I shoved my cock in and out of him.
I looked over at Jacob to see if he would join in, but he was staring at us with his cock rock hard, furiously stroking himself. I should have figured, knowing now that he enjoyed just watching the action. My fingers intertwined with Grayson's blonde hair as I used his mouth, the teen still squirming beneath me while Myles pleasured him.
I looked behind me at Grayson's member going in and out of Myles' mouth. He was now mostly hard, his cock enjoying the blowjob. The sight of his smaller member getting sucked on was sending me further over the edge, and with each stroke of mine going deeper into the 15-year-old's mouth, I knew I was going to cum any moment. This time, I could no longer edge myself.
I grabbed his arms and held them above his head, exposing his body and armpits as I humped his face, groaning loudly, while Grayson moaned on my cock. My balls began to stir, and moments later I finally passed the point of no return and began to cum.
The first shot landed forcefully in his throat, followed by 2 more. I then removed my cock from his mouth and I dumped rope after rope across his entire face and hair, spurting cum for what felt like minutes. At least 10 healthy shots of cum were fired against Grayson's innocent face as I groaned. My cock continued dribbling my seed into his open mouth and exposed tongue while I gasped, my body glowing from the intense pent-up orgasm.
I looked down at my prize, Grayson's face covered in a thick white layer of my slathered cum. The boyish teenager was squirming and making faces of pure bliss as I was reminded that Myles was behind me, sucking the boy dry throughout my orgasm. I leaned down towards his thrashing head and started kissing him forcefully, tasting my recently-deposited cum as he got head from Myles.
After tongue-fucking him I pulled away and looked back at his engulfed cock sliding in and out of Myles. Suddenly, he started groaning. Sensing he was going to cum again, I wrapped my arms around him and held the shaking teen hard against me, writhing in my arms as cum shot out his cock for the third time this morning, this time directly into the back of Myles' mouth.
It took the 15-year-old several moments to calm down as I held him close, his body finally relaxing and staying still. I kissed him by surprise once again, to which he barely responded, before releasing the messy teenager from my arms back onto Myles' bed. I noticed Jacob in the corner also had ropes of cum slathered across his chest and belly, having cum after watching from the corner.
"Did I do good?" Grayson inquired.
"Yes, you did," I affirmed. "How are you feeling?" I asked him.
"I feel gross," he admitted. "That was a really weird experience but the pleasure from Myles felt amazing. I just wish it was with girls."
I smiled at him, ignoring the latter comment. "I'm glad we made you feel good. You were amazing for someone so inexperienced," I complimented. He blushed. "Now clean yourself up, we should probably head out," I said, gesturing towards Myles and he nodded in agreement.
"I don't want to use a towel since my parents would notice," he told us. He then went towards his dirty laundry and pulled out a few t-shirts. "Here use these, I do my own laundry," he said, tossing one to each of us. We all used his shirt to wipe the cum from us, granted Grayson was so covered in it that he needed two. The cum that had previously covered both of our chests had dried up, and I put on my own shirt that I found somewhere on my teenage friend's floor to hide it.
Once we all cleaned up, we hugged each other. I pulled each of my friends close in an embrace and thanked them, especially Grayson. I thanked Myles for hosting the previous night's party and apologized for getting his sheets messy, to which he said he didn't mind.
"I hope you enjoyed the view," I told Jacob with a wink. He smirked and winked back. Once I said my goodbyes to everyone, we walked downstairs to leave and went our separate ways, concluding our sleepover fun.
I hope you enjoyed my story :) I'm sure I'll be writing more, I already have a few ideas.
Remember to donate to Nifty if you have the means so we can keep this archive alive!
Lastly, a rating would be appreciated. Thanks to everyone who already rated this story 5 stars. I'd love to hear from you via email for any comments, feedback or future story ideas: imhenryw@proton.me
Until next time! -henry