Gloryhole With My Friend 09
Added 2025-09-05 11:00:15 +0000 UTCEveryone in this story is 18+ and fully consenting.
Chapter 9: Back to School
The last few weeks of summer, it felt different now that the seal had been broken with Charlie and Rugger. I found myself glued to Rugger more than ever. It was still us laughing, hanging out, talking shit like always, but now there was sex, and sitting close to each other on the couch, and touching each other’s boners casually. I leaned on him in a way I never had before, but I suddenly had less need for someone to lean on once I discovered the joy of sharing our bodies together.
Charlie was a different story. He doubled down on his chaos, and I didn’t hate it. He kept pulling me into wilder scenarios that made me nervous at first but had me grinning by the end. We almost got caught by our mom a dozen times. He was reckless and bold, and it honestly rubbed off on me. When Rugger and Charlie started fucking me together sometimes, mostly because Charlie would just barge in while Rugger was over, I took so much dick in my ass that I leared what an anal orgasm was. The first time it happened, it just oozed out slowly, and it was like a slow, loooong orgasm that I could feel up to my chest. It was fucking glorious.
Rugger was a shoulder to lean on as well as a big dick to play with, while Charlie was a maniac who used me at all hours of day and night at his whim, at school and at home. Rugger was my main man, but I liked having both.
For a brief period, Charlie started to regularly wake me up with his dick for quickies, and it briefly became a morning and night ritual to make him cum, even if Rugger was over, who would just join in. But I started refusing Charlie when I wasn’t in the mood. Rugger had become all I needed most of the time. Charlie acted cool about it, but I could tell he had gotten used to the free use and was itching to have it again.
Then classes started again, and the rhythm of the first day hit hard. The hallways were packed, everyone showing off new shit they got over the summer. I saw people that I forgot existed, even some people I really liked. Teachers handed out syllabi and acted like this was going to be the year we got serious. For me, it just meant thinking of all the little windows I would have during the day to sneak off with Rugger and do something naughty for the thrill of it. It was the same old routine on the surface, but underneath, it felt like everything had changed.
And being out of the house meant I would hopefully be able to avoid Charlie’s schemes to get in my mouth during the day, even if he was at school with me. If I was lucky, my mornings would become split between books and blowjobs, my afternoons between football practice and figuring out how to keep my head straight when I had two dicks that couldn’t get enough of me. As weird as it sounds, I got completely used to the idea that my genetic lookalike to whom I always thought of myself as a quiet role model was now using me to get off, and loving it.
When I left first period, I saw Rugger being hounded by a couple blonde girls in the hall by his locker. I kept my distance to watch. They flirted with him like crazy, obviously trying to make him look at their boobs, and he couldn’t help but flirt back a bit. One of them actually kissed him on the cheek and gave him a smirk. I wasn’t even jealous. I had what I wanted, and it was kind of fun that he was playing along with them.
When the girls left, I walked up behind him and poked him in the back. He turned around and smiled when he saw it was me. He immediately put a hand on my hip and said, "What's up?"
I looked around. "Dude, people are gonna see."
"Who cares?" he said, smiling big, then planting a kiss right on my lips.
The funny thing was, believe it or not, people would not assume we were gay from this. Guys at my school, especially jocks, had pushed gay jokes so far that there was basically a constitutive undercurrent among the males of ironic gay jokes. It would take more before anyone paid any more attention than a slight chuckle. When we split up for lunch, I poked him in the dick, just to get him back for holding my hip in public. He flinched for a second and laughed. "Later," he said.
I gave him a nod and turned around for my next class.
—[]—
After the last class, Rugger and I met at my locker. After a few minutes of chatting about our classes, he looked at his watch. "Time for practice."
We both played football, so we headed to the locker rooms together. He smacked my ass on the way in and smiled at me. But I was immediately thrown by the barrage of male bodies in front of me.
The locker room had that familiar scent, stale sweat mixed with body spray. When we got closer to the actual lockers, I could smell the warm and sweaty males, reigniting the interest I had discovered this summer.
Over the last few months, I had basically gone through a second puberty, but this time for men. I got hard quickly and tried to hide it. I took a locker in the corner and changed fast, trying not to look, but my eyes worked against my better judgment and kept scanning the rest of the locker room at crotch level. I looked at my friends’ dicks and butts like they were brand new. I compared them in my head, and I couldn’t stop wondering how big they got when they were hard.
It had always been a pleasant part of my life that I spent time with my male friends, but Rugger and Charlie had turned male bodies into an addiction, and being this close to this many dicks made me fiend.
I pulled Rugger aside during practice. "Don't hate me for this, but I've suddenly developed an acute fantasy of getting used by a group of guys."
He smiled incredulously. "You what??" I had actually surprised him.
I asked if he could find some guys who might be interested. He said, "It could probably be done, all these horny virgins who are desperate to know what a blowjob feels like." He paused and grinned. “That sounds kinda fun. I’ll do it if you want to.”
“Yeah,” I said, “anyone who’s hot.” He smirked.
During the rest of practice, he told some guys quietly that I liked sucking dick, and by the end of practice a couple guys not only expressed interest, but they had expectations. Rugger had suddenly added a dimension to our relationship, beyond sexual best friend, he was now also like a wingman, or a pimp.
"Just keep showering and don't leave when you're done," he whispered to me as we walked naked as a group into the showers. I had to cover my dick with my towel to hide my aching erection.
I quickly faced a wall in the dark corner in the back as I for everyone to clear out except our special buddies, whoever they were going to be. The steam filled the room so much that we could barely see each other, but when it was down to Rugger, me and two guys I had known from the team but wasn't close with, Nate and Keir, Rugger gave me a nod. I could see through the steam that he was tugging on his dick, probably proud to show off his size and thickness to the others.
Keir was a built dude with the biggest pecs on the team. He was a couple inches taller than me, and tanned from the summer. His reddish blonde hair was wet and spiking up on his head. He glanced at Nate nervously. Nate was a skinny dude, more of a skater boy than a football jock, and he seemed a bit nervous as well. Two straight dudes just looking for a blowjob, desperate enough that they didn't care if it was a dude giving it to them. I was excited to give them what they wanted. I stayed in my dark corner of the room, wondering how this was going to get started.
When Rugger stepped forward and fully revealed his massive erection to the group, that was my cue to drop down to my knees.
Keir and Nate both dropped an exhale of relief, apparently confirming that it wasn't some sort of prank, and started rubbing their dicks. I looked at them hungrily, and Rugger was the first to step forward and put his dick to my lips. He was fully hard, his dick standing on its own, pointing straight forward, as thick as my arm. I licked the familiarly thick head, and showed the other two what I could do. They stepped forward and revealed their own half hard dicks. Keir had an average dick, that got thicker at the head, and I was immediately curious what that would feel like going down my throat. Nate had a hefty cock that stood out against his thinner body.
I moved to Nate. Call me a bigot, but the bigger dicks get serviced first. I put my hands on his hips as he crossed his arms, sort of reserved as he was about to have his first blowjob but also his first gay experience. Rugger gently played with my hair and guided my head a bit as I slurped up Nate's cock and rolled it around on my tongue, feeling it get hard in pulses until it stretched my lips. Once I had the firm structure ready, I proceeded to bob on his hardness and shove it down my throat repeatedly. He wasn't ready for that kind of sensation, and he gasped and put his hands on my head after just a few seconds, but he didn't say anything. I pressed forward against them and shoved his dick back down my throat, as he started to pulse inside me. Sorry dude, if you're gonna nut early, then you're gonna nut early.
I held his taut, little ass and felt it tense as he gave in and pressed into me, his hands tight on the sides of my head. His ass reminded me of Charlie's.
By the time I pulled off, Keir was impatient and pulled me over to him. I held Rugger's dick in my hand as I slowly bobbed on Keir's dick. It was like sucking on a lollipop. All the girth was at the end. It was interesting. He did not have the reservations that Nate had. He held my head and slowly rocked his hips into me. For a total virgin, he had a good instinct for how to use his hips.
I switched back and forth between Keir and Rugger, and surprisingly, Nate stayed for another round. I guess he came too quickly and had another one in him. Soon I was servicing all three. I felt so lucky that I had Rugger in my life. He had the balls to set something up like this. I went from walking into a locker room to fulfilling my sexual desire thanks to him.
Within a couple minutes, I was on my back on the floor while they took turns on my mouth. Nate had come out of his shell and was jerking me off while he poked my mouth with his dick, begging for attention. I sucked it intermittently. I sucked dicks and balls and even ate out Keir when he got extra wild. I told them when I was ready.
"I want your cum," I said as I jerked off Keir, as he squatted over my face. I looked at his hairless, pink hole as it contracted along with his cock. His balls bounced back and forth across my tongue as I jerked him rapidly. He shifted to aim his cock at my face and held my head in place. Rugger and Nate joined him and soon I was water-boarded with cum going across my face, up my nose and into my open mouth. Nate shoved his dick in my mouth to finish his load and I swirled my tongue, making him flinch in his post orgasmic state, and milked out the last drop of his seed.
Nate and Keir got up to rinse off quickly and head out, chatting to each other casually.
The last one left was Rugger. I worked my mouth over his shaft as he thrust back against me. He took over jerking me off and made me cum on my abs. Then he squatted over my face, his legs spread, his cock hard and thick as my arm, throbbing, his balls hanging low, his pubes dark brown and shiny.
“Not gonna lie, this time it’s for me, dude.” He gave me what I wanted and used my throat like a pussy. I almost passed out from not breathing as he hammered me until he came. It was so hot I felt like I was going to either cry or literally pass out. When he was done, it took me a moment to come to my senses and catch my breath.
Just as he was getting off me, and I was starting to stand up, Mr. Sempre, a new teacher this year, young, male, and clearly a gym enjoyer, about twenty-five, rounded the corner. He had a decent sized, manly cock hanging between his legs, with plenty of well-trimmed bush. His legs and chest had hair on them. His eyebrows raised, as he shifted his hips, inadvertently making his cock jiggle and settle in a new position. Rugger and I stared at him, our faces showing that we had been up to something naughty. Mr. Sempre's eyes lingered on our bodies, up and down for a moment.
“You boys getting into trouble?”