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“Seriously? You guys are both busy tonight?” Cory pouted from his seat at lunch.
“Yeah, sorry boy,” Derek apologized. “I forgot I told Tricia I’d take her to see that new Oceans 8 movie tonight.”
“And I finally got Amy Palladino to let me take her out,” Nic added. “Sorry Cor, but there’s no way I am passing up on a chance at that.”
Tricia Helfer had been Derek’s on and off girlfriend for a couple of years. His usual date to school events and dances, they were both popular, both from wealthy families, and both incredibly attractive. It only seemed natural that the two of them would be together, though they were never quite serious enough to ever make it official. Amy Palladino was the current captain of the varsity cheerleading squad, and someone Nic has been trying to hook up with since she transferred here sophomore year.
“It just sucks,” Cory explained. “You guys both told me we were hanging out tonight.” Cory paused and looked around to make sure no one was close enough to hear them. “It’s been almost a week since we’ve been able to…” he trailed off. After their visit to Good Vibrations last week, the boys quickly found their free time eaten up. Between school work, football practice, and unexpected family obligations, the only “intimate” time any of them could find were for hurried blowjobs at or right after school. And now girls were getting in the way too. Cory was horny and frustrated.
“I know boy, I know,” Derek tried to reassure him. “We’ll make it up to you, promise.”
“Okay,” Cory continued pouting from his seat. He didn’t want them to make it up to him. He wanted them to spend time with him. He wanted them to fuck him.
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Things seemed to fall in place easy enough over the next few weeks. The boys resumed their normal routine - school together in the mornings, hanging out together, and studying. The only difference now was that sometimes, Cory would find himself either on his knees or his back when either Derek or Nic required some ”service“ from him.
Blowjobs around school were not uncommon, one of the boys hustling Cory into a bathroom or other spot where they knew they could get some privacy. Cory’s oral skills had only improved after so much practice, and he now felt fairly adept in his ability to swallow down cock. His gag reflex was still a little bit of a problem, but it really only affected him these days when Nic or Derek really wanted to fuck his face, and he found that he didn’t really mind it that much anyway.
Cory’s other hole had gotten it’s fair share of training as well. It hadn’t happened at school yet, and Cory hoped it would stay that way. As hot as it was to think about, he had learned multiple times over the previous week just how…involved getting fucked was. He wasn’t sure how it had happened, but that night at the cabin was a total fluke. Between the lube, the stretching, figuring out positions, finding places to even do it, and oh god the mess…it almost wasn’t worth it.
(It was definitely worth it.)
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“Dude, you suck at this game. Just give up and go get me a drink.”
“No, you suck at this game. I’m kicking Cor’s ass.”
“Are you high? No, you’re not.”
It was a typical Friday night. Derek, Nic, and Cory were spending a weekend alone at Derek’s family’s cabin, as they had for the past 3 years. They had been coming out here a lot longer than that, but it was only after their first year of high school that Derek’s parents started letting them use it alone.
The three had been friends for almost 10 years. They met in the 3rd grade and quickly bonded over a mutual love of cartoons, video games, and superhero movies. Over the years their interests began to differ, things like girls and sports entered the picture, but through it all the three remained close. Now in their last year of high school, though the boys seemed to run in different social groups they still found time to spend together.
Derek was the oldest, though only by a few months. Not quite a jock but still athletic, at 5’10” and with dark brown hair he had his pick of girls at school. Nic was even taller at 6’0”, and being on the football team meant he also rarely had to look far for a girl. His latino background gifted him with tan olive skin and jet black hair. Hair that went everywhere. People often expected a much louder and brash personality, but he largely preferred keeping his emotions in check and to himself. Finally, the youngest of the group by a couple of months was Cory. Just a little chubby, any interest he had in sports went out the window as soon as his mom got him his first computer. Now he spent most of his afternoons indoors, his curly brown hair growing shaggier and the lack of sun not doing his pale skin any favors.
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It was a Friday night and I was hanging out at home with my roommate and Daddy D. Daddy and I had continued to see each other when we could though I think we were both realizing the realities and limits of our situation. Still, when we did see each other, we always had an amazing time together.
Tonight was a quiet evening. I had moved out, into a place with much more tolerable roommates. We were hanging out in the living room together, watching TV and smoking some pot. Daddy was friends with my new roomie, Brian. He introduced us. in fact, and it wasn’t long before the flirting started.
Brian was bigger than me, both in height and weight. A fuzzy bear of a guy, Daddy certainly knew where to keep the cute ones. He was sitting in between the two of us on the couch, in a t-shirt and shorts. I was similarly dressed, and Daddy was in jeans. The show we were watching had just wrapped up, and it seemed Brian had an idea of what to do with the rest of our night.
“Well now that that’s over…you guys wanna come upstairs?” Brian coyly asked us.
Did we ever.
“Lead the way,” Daddy answered before I had a chance.
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Part 1
Part 2
After our impromptu threeway, Jay and I got up to get our day started properly. We had lots of fun plans to get to! I grabbed a quick shower before Jay so that he would be able to assess the damage to his well-used hole, and give himself another cleaning afterwards. I am ever the gentleman.
The first thing on our docket was the beach! No too far from my home is a nice little public beach. And on certain portions of this beach, law enforcement has been kind enough to “look the other way” when it comes to public nudity laws.
We were headed to a nude beach for the afternoon.
Before we went to the beach proper, though, we had a couple of stops to make. The first was just for food - fucking three times in 12 hours builds an appetite. While we grabbed a quick bite, our second stop became apparent when some cute boy started chatting up Jay online. He wanted a piece, and I’m a very generous daddy, so I told Jay to let him know we would be stopping by.
This boy, we will call him Pete, lived not far from where we were headed, so it only took us a few minutes to get there after leaving lunch. He let us in and led us straight to the bedroom. Pete was verse, and he was looking to get both of his itches scratched that afternoon; first I would top him, and then he would top Jay.
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It wasn’t hard falling asleep after a night of sweaty and exhausting sex. And there are many, many benefits to having a boy in your bed overnight. For example, if you happen to wake up in the middle of the night as frequently as I do, you have a nice, warm, still-wet-with-your-cum hole to use. And nothing helps you fall asleep like draining your balls.
So naturally, when I woke up around 4 am and was unable to get back to sleep, I decided to make the best of the situation. Jay was still fast asleep, playing the little spoon to my big spoon. My already hard cock was pressed against his ass, and I ground my hips forward firmly, but gentle enough so as not to wake Jay.
Spitting into my hand, I slicked my cock up quickly and inched my hips closer to Jay’s. Pushing his ass aside with my knuckles, I aimed my cock at his hole and pushed in, finding very little resistance, as expected. I could hear Jay begin to stir as I bottomed out, wrapping an arm around his belly to hold him in place. I held myself in place, buried to the hilt, and flexed my cock a few times, feeling Jay stir more and more each time he felt my cock expand inside him.
As I thrust into his hole, I could hear Jay’s moans being muffled into the bedding. This is far from the first time I’ve used him like this. I’m not even sure he’s fully awake. Not that it would matter. I pulled him tighter to my body as I continued to fuck his hole. Not going for anything fancy or involved, just a good old fashioned breeding and then it’s back to sleep.
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When you were in school, did you ever start crushing on one of your teachers? Getting hard imagining your teacher disciplining you, contemplating the smell of your gym coach’s jockstrap, calling a certain professor “Daddy” in your head. Logistically, you know nothing will ever come of it, but you still fantasize about it. Mostly harmless.
Well, I did it. I fucked my teacher.
This story starts many years ago, when I was still in college. The degree program I was enrolled in was fairly new, and a lot kinks were being worked out as it went along. Along with that, we also had a pretty decent amount of young, or young-ish, professors. Since it was a tech-related program, everyone was pretty nerdy as well.
The subject my professor actually taught isn’t important, but you can be damn sure it was my favorite class. From that very first day, he made an impression on me. Scruffy facial hair, good sense of humor, and many shared interests - he was teaching in my major after all. Instant crush. Then I found out he was gay, and I nearly went all anime nosebleed everywhere. Found out in the middle of class too, so I really had to make sure I kept my shit together. After that, I probably spent the next two or so years hopelessly crushing on Teach. I think knowing he was gay gave me some sort of subconscious false hope that I actually had a shot. But I mean come on, I don’t think someone’s going to want to actually risk their job over some kid who can’t even legally drink yet.
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