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Chapter 4: Myles
Myles and I kissed and touched each other for a few minutes before breaking apart. While our lips were inches apart, he whispered to me.
"That was so hot," he said.
"I can't believe he's still asleep," I replied as quietly as I could.
Myles then placed his hand on my bulge under the covers, still incredibly hard from successfully fulfilling my fantasy of playing with Grayson. I followed his lead and did the same, noticing his bulge felt bigger than mine. Myles must really be packing, I noted. Soon I would find out for sure.
"I wish I made him cum," I admitted to Myles, glad to be able to share my secret with someone else.
"Why didn't you keep going?" He asked.
"I... got scared," I told him. Myles used his other hand to pull the covers off us and lifted up my shirt, exposing my belly and chest to the cool air of his room. He moved his hand from my bulge to feel my body, my skin tingling. I grabbed his bulge more firmly. Before I knew it, Myles pulled down my sweatpants, at least over my bulge. This revealed my boxer briefs, similar to Grayson's but not as small. I removed my hand from his bulge in surprise with a slight gasp.
"Shhh," he uttered. "Let me do this, you deserve it." I nodded. Myles then adjusted my cock in my underwear, the leaky tip almost popping out the top of my waistband. He ran his fingers across the tip a few times through my underwear, over a wet spot. Time was a blur since getting into bed, but I had been edging for a while now.
Myles carefully pulled down my underwear and my cock popped out, the full 6.1 inches so hard it felt like seven. A trail of precum was hanging from the tip of my erection.
I could see the outline of Myles' smile and he wrapped his hand around my member, stroking a few times. I had to resist any soft moans that wanted to escape. He continued stroking a few more times until he paused, letting my cock throb in the open. The pleasure was incredible! Being this close to innocent sleeping Grayson, as well as Jacob being asleep elsewhere in the room, turned me on even more.
This already was the furthest I ever went with a guy. I wondered how far Myles had gone before. Myles then adjusted his boner in his pj's which gave me an idea. I wanted to see his cock, it would actually be the first time I've laid eyes on another penis. I reached over and pulled down his pj's, and with a bit of help from him, I pulled down his boxers too. His cock sprung out at me, definitely bigger than mine. In the low light, I estimated he was probably 7 or 7.5 inches, about the same thickness as me so pretty thin. We were still facing each other, hard teenage dicks now out and mere inches from each other.
"Take your shirt off," he whispered. I obliged, taking it off with as few movements as possible and throwing it across the room somewhere in Jacob's direction. Now shirtless, I gained confidence and grabbed his cock, mesmerized at the comparative length to mine. It was warm and firm in my hand. I started slowly stroking him, hearing his breathing quicken. As I was pleasuring him, he brought his hand back to mine and stroked my cock at the same time.
"This is so hot," He muttered to me. I responded with a soft moan. We continued jerking each other off for a minute, pleasure hastily building until I felt very close to cumming. Before I could, my mind raced back to reality momentarily. I wondered where I would shoot my load, somewhere Grayson (or Jacob) wouldn't find in the morning. Myles seemed to read my mind, pausing his movements and I followed suit.
"I'm gonna cum soon," I whispered.
"Me too," he admitted. We stayed quiet for a few seconds until suddenly there was movement behind me from Grayson. I locked eyes with Myles and both our eyes widened, Myles pulling the bed's comforter over mine and his exposed members. My shirt was still off. Careful not to move and pretending to be asleep, I felt Grayson move onto his back then turning once again on his side to now face me. My thoughts raced. Were Myles and I too loud? Would he notice I was shirtless? Would he somehow realize his cock had been played with? Luckily, I heard Grayson's soft snores resume. He must have been adjusting himself in his sleep. A wave of relief washed over me.
Even still, I didn't dare move. Myles was the first to do anything, minutes later pulling the sheets back down to once again expose our members. Despite how horny I was, the scare had brought me down to a semi. Feeling the cool air and Myles' hand returning to its spot around my shaft, I was quickly hard again. I could feel Grayson's breath on my neck with each snore.
While lying in bed, Myles slowly started stroking me again, being extra quiet and careful after the last close call. Being on his back, Myles was using his right hand to stroke my cock facing him and started stroking his own with his left. As Myles was pleasuring me, I slowly inched backward to feel exactly where Grayson was sleeping. After scooting back a few times, I felt his bare chest radiating heat onto my shirtless back until we made contact, my body perfectly fitting in front of him, now essentially being spooned by Grayson.
When our skin collided I felt shivers run down my back. He was warm, and I could faintly feel his cock outline on my ass. He felt soft, maybe semi-hard. All this was happening while Myles was stroking his and my cock. He was careful with mine to not disturb Grayson, sensing our close proximity. I focused my attention back on Myles. His shirt was pulled up to his chin exposing his entire front side. This was the first time I saw him shirtless, unfortunately in the dim light of the night. Being my age at 17, he did have a few chest hairs and a slightly muscular build similar to Jacob. His cock was uncut making that three of us.
Myles looked like he was struggling a bit to provide his own pleasure while quietly pleasuring mine, so I took hold of my own cock and started stroking myself. He jerked himself off quicker now, eyes closed in bliss. Feeling my own familiar hand on my cock I could feel myself about to cum, still wary there were two other sleeping boys in the room, one of them right behind me. All Grayson had to do was open his eyes and he would wake up to quite the surprise.
Myles was quickening his pace shaking his bed slightly. I pressed myself back harder into Grayson as I came closer and closer to finishing, feeling his firm but smooth chest behind me and his soft innocent breath on my neck. With just a few more strokes it was happening. I quickly moved close to Myles and away from Grayson.
My whole body tightened and immense pleasure came shooting from my cock. With each stroke, a rope of cum came shooting out the tip of my cock, landing right on Myles. Rope upon rope slathered Myles, some cum landing as high as his face and hair with most on his chest and belly. The pleasure was incredible, hours of edging while playing with the cutest guy I know asleep and having a real jerk-off session with another cute friend finally came to an explosive end. While I was cumming all over him, Myles kept stroking himself moaning softly. My ropes of cum were coming to an end as I locked eyes with my friend as post-nut clarity washed over me, momentarily feeling nervous and worried I went too far. Before those thoughts took control, he nodded quickly signaling his own release.
With a deep grunt, cum suddenly spurted from Myles' cock. The first jet sailed sideways, right over me landing on Grayson's side. The next jet hit me directly on the chin, dripping onto Myles' bed. Several more spurts shot out onto his own belly, reaching as high as his neck. His cum mixed with mine on his body, and although he didn't cum as much as I did, it was already pooling on his belly and dripping onto the bed. Myles and I were nearly panting. This was definitely the most cum I've ever produced.
Reality set in shortly after we both sat there in post-orgasmic bliss. Myles had shot some of his cum on Grayson. I looked around at him and his eyes were still closed, but there was a huge rope of Myles' cum dripping from his side onto his chest. I looked back at Myles who had taken off his shirt to use as a cum rag, apparently unaware of the mark he left on still-sleeping Grayson. I wiped Myles' cum from my chin using my finger, moving it into my mouth. It tasted surprisingly sweet, better than my own. I looked back at Grayson and then, still covered in cum, I turned to face him, moving slowly and carefully of course.
I squinted in the dark to find where exactly Myles' cum had landed. With Grayson on his side, the majority had run down the length of the 15-year-old's chest, settling onto the bed. As I faced him, I set my hand softly on his side right above his waist. I slowly moved my hand up until I felt it wet, then moved my finger down the length of Myles' running cum across Grayson's smooth, slender chest. Satisfied I got it all, I licked my finger once again, then lied on my back. Grayson's eyes were still closed, he really was a deep sleeper!
Myles had finished wiping up the mess as best as he could, still wet and shiny in the moonlight. The shirt looked soaked so it must've been the best he could do. He leaned over the side of the bed and hid the cum soaked shirt underneath. I wondered if Myles would get up to clean himself up better, but I was answered when he pulled the covers over him and myself. The three of us were back under the covers, now all shirtless, Myles and I on our backs and Grayson still on his side facing us two.
As for me, I only had a few jets of Myles' cum slathered on my body, but I liked the feeling of his warm juice on me and decided to leave it. It did get me and the bedsheets wet and sticky, but in the moment I found that incredibly hot.
I grabbed Myles' hand under the covers and gave it a squeeze. He squeezed back. I nestled myself right up against Grayson, feeling his warmth, still hand-in-hand with Myles who moved close enough to me so our bodies were also touching. With the two boys close on my side and only a slight smell of cum in the room, I drifted to sleep.