High School Cum Boy
This story is an original work of gay fiction. None of the people or events are real. While some of the town names used may be real, any other geographic references (school, events) are purely fictional. Any resemblance to persons living or dead is completely coincidental. This story depicts sexual situations between minor males. If reading this is illegal where you reside, or you are not at least 18 years of age, you are reading at your own risk. This work is the property of the author, Lee R Wilson, and shall not be reproduced and/or re-posted without his permission. Story ©2023 Lee R Wilson.
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Key characters: Avery Kensington - 18 Connor Markham - 18 Tom Seiver - 16 Patrick Marks - 17 David Anderson - 16 Andre Kensington - 15 Carl Tipton - 15
From Chapter 5
Carl moves so he's facing my dick. He starts licking it and I moan quietly again. He puts his mouth on it and I gasp at the wonderful feeling. As he's working his way up and down my shaft, he's licking me as well. It's almost too much to take. No, it is too much to take. I feel the pressure building.
"I'm gonna cum."
"Yes, please."
I let loose with 5 shots of my own, Carl swallowing every drop. He looks up at me, smiling.
"Oh, God that was amazing Carl. I've never felt anything like that before. I want to do it again and again, but you wore me out. Let's just lie here for a little while, get dressed for bed and go get a snack."
"Hmmmf. My cum wasn't a good enough snack for you?"
"Yeah, but..."
"I'm kidding. Man does not live by cum alone."
We laugh at that for a bit and go down to the kitchen to scrounge for a drink and a snack. Mom and dad are in the living room watching a movie.
"Taking a break from destroying the world?"
"Yeah dad. Playing video games is hunger inducing, thirsty work."
"Ha ha. Well, as long as you're having fun."
Carl and I try not to laugh, knowing our fun was nothing like my dad was envisioning.
"Yeah. We're having fun. We'll probably play a few more games then hit the sack. Goodnight mom, dad."
Yeah, goodnight Mr. and Mrs. K."
"Goodnight boys, we'll see you in the morning."
As we walk away we hear my mom tell my dad she's happy that Carl is such a nice friend for me to have. Oh boy, if she ever knew.
We go back up to my room and again, lie together on my bed. This time just enjoying being together. I'm thinking about my first time with the club. I'm nervous now. But as I think more and more about it, I know Carl will be there with me and nothing bad will happen.
CHAPTER 6 - Andre's Initiation
Once again, Friday works as a good day to get the guys together to bring Andre into the fold. We'll continue to remain inside Andre's head.
Ding dong.
"Oh, hey Carl."
"Hi Andre. Ready?"
"No, but as long as you're with me, I think I can handle it. But Avery isn't home yet. Did you bring?..."
"He's meeing us there. Yes, we can run up to your room for a minute so you can put them on."
After I put on the underwear Carl brought me we hop on our bikes and I follow Carl to where 'the club' will be meeting. I see Avery's car, so I'm guessing everyone else is here.
Dum dum dum DUMMMMM.
"Interesting doorbell."
"Yeah, Tom's parents are pretty into classical music."
"Tom?"
At this point the door opens.
"Hi Carl, Andre."
"Tom? You're gay too?"
"Um, get inside and don't announce it to the world."
"Oh shit. Sorry."
Tom leads us into what I guess is his family room. I don't know the other two guys there.
"OK, everybody. Say hello to Andre Kensington."
"Hi." "Hello." "Hey Bro."
"Andre, this is David Anderson. He's in 11th grade like me... And this is Patrick Marks. He's a senior like Avery."
Holy shit Patrick is hot.
"Hi guys."
"Don't be nervous Andre, we won't bite. Unless and until you want us to."
"Ha ha David. Well, I've been nervous about this since Carl told me about it, so it'll take a while to get comfortable."
"We figured. That's why we aren't already naked. Ha ha."
"OK, David. Give the kid a break."
"Sorry Avery."
"OK, anyway. Carl, Andre, would you like something to drink?"
"Sure, whatever." "I'll take the usual."
Tom leaves for a minute to go get the drinks.
"Sit down, relax."
"Thanks, um, Patrick."
"Wow, he is just like a smaller version of you Avery. You drooled when you saw me here too."
"Um. Oh. Sorry, I din't mean to..."
"It's cool. Just trying to lighten the mood. And show you you're not unique in your obvious opinion of me."
"Um yeah. You're gorgeous."
"Thanks."
"Carl, your sprite. Andre, I hope coke is OK?"
"Yeah, that's fine."
"OK, for Andre's benefit, I'll go over a few things. First, the idea is to have fun. So no pressure to do anything. The goal is to have some kind of sex in a safe environment. Andre, I assume you've been told about the risks of being 'out' in Maple Mills?"
"Yeah."
"Right, that's one reason why, once I discovered who a couple of gay kids were, I started this group. OK, next. Since this is your first time joining us, we don't expect you to do anything outrageous. We normally just start out with mutual handjobs so we can get used to you, and you can get used to us."
"Um, like I have to cum for everybody?"
"No, not exactly. You'll determine who you want to jerk off and jerk you off first. After everybody has had their turn, you decide who you want to make you cum. You may be the youngest here, but I doubt even you can cum 5 times in a row."
"OK. And I don't have to do anything with Avery?"
"No. And if for some ungodly reason you didn't want to do anything with Patrick, you wouldn't have to. But of course, nobody passes up doing ANYTHING with Patrick. OK, feel comfortable enough for us all to strip down to our underwear?"
"Yeah, I guess so."
We all take evrything but our underpants off. I'm glad I asked Carl to borrow a pair of his bikini briefs, nobody else has tightie whities. He brought me red ones.
"Whoa bro. I haven't seen those in the laundry before."
"Um, yeah. I didn't want to look stupid with my white ones so I asked Carl to borrow a pair."
"You look good in them."
"Um. Thanks. Not too awkward having your brother tell you that you look good in underwear."
"Ha ha. You'll loosen up. I'm sure of it."
"OK. So now, who do you want to jerk off with first?"
"Well, I think it'll be easier for me if I pick Carl."
"OK. Pretend the rest of us aren't here. We'll just watch quietly."
Carl takes off his underwear. Obviously no hesitation because he's done it before with these guys. Me, I'm experiencing a lot of hesitation.
"Do you want me to help?"
"Um. Yeah Carl. I think that would work."
Carl comes over to me and slowly pulls my underwear down. I'm starting to freak out a little, but I tell myself, Carl's here, he won't let anything bad happen. We sit down on a love seat and he starts rubbing my chest. He leans in to kiss me and I return the kiss and start feeling more comfortable. We reach for each other's cocks. He starts slowly, obviously not wanting to make me cum right away. I do as well but he encourages me to go faster. I start jerking harder and faster and after a couple minutes, Carl is cumming over my hand and his stomach. He stops jerking me and I once again become aware that we're not alone.
"Mmmm, that was a good one Andre. Thanks."
"Um, you're welcome Carl."
"Ready for your next one?"
"Um, yeah, I guess so Tom. Um. I guess I know you a little bit from your being Avery's friend, so I guess you can be next."
Carl gets up and Tom comes over to sit down next to me, dropping his underwear as he sits. His is only the second hard dick I've ever seen. Before this, just Carl. The guys are always soft in the locker room at school. I reach out to put my hand on it and he reaches for me. When I touch him, my nervousness and fear hit me like a hurricane. I can't help myself, but I lean forward and vomit on the floor.
"Oh. God. I'm so sorry. Shit. I thought I was ready for this..."
"Hey, it's OK. Um, I'll just go get something to clean this up with. Why don't the rest of you guys head up to my room for a bit?"
"I'll stay and help."
"Thanks Carl."
I'm just sitting there, more embarrassed than I can ever remember being.
"Come on Andre, let's go in the bathroom and I'll help clean you up."
Avery came back with a towel, me not realizing until that moment that my shins and feet are covered in my vomit. He wipes them off and I follow him to the bathroom.
"Oh, God Avery. I'm so sorry. They're all going to think I'm a pussy or something."
"Shhh. Don't worry. Let's just get you cleaned up and we'll go back in and you'll see they're not going to hate you."
Avery washes me off. I just realize I'm still naked and try to cover myself.
"Too late, I've seen it. Don't worry bro."
After he dries me off. I break down crying and he pulls me into his arms. At this point, I don't even care that my brother is hugging me naked, with him just in his boxer briefs. After a few minutes, I compose myself a little and follow him back into the family room. Tom and Carl have cleaned up my mess. Fortunately the carpet wasn't in front of the love seat I was sitting at. David and Patrick are back as well, but all I can do is look at the floor. Carl hands me my/his underpants and helps me put them back on.
"I-I'm really sorry guys. I thought I was OK with doing this."
"Hey, don't worry Andre. It could happen to anyone. We're not going to think less of you because you couldn't handle a new situation. Shit happens. And, well, I guess puke does too."
I actually chuckle a little bit at Patrick's joke.
"Thanks for understanding. Um, I think I need to go home now though. I'm still not feeling all that well."
"Whatever you want dude. I can bring your bike back in my mom's SUV if you want Avery to drive you home?"
"Um, no. I think the fresh air and being alone for the few minutes it will take to get home will do me good. Thanks."
"Do you want me to come with you?"
"Um. No Carl. I just need to be alone. Stay and have fun. If you all can."
Tom walks me out and I get on my bike and ride home.
"Hi Andre, you're home early."
"Yeah, I wasn't feeling well. Lunch must have had something spoiled in it, made me sick. I'm going to go lie down."
"OK, let me know if you need anything."
"I'll be OK Ma. Thanks."
I head up to my room and lie down on my bed. Dejected, embarrassed, and hating myself for being such a pussy.
Carl calls me on Saturday to see how I am doing.
"Everything OK?"
"Yeah, I guess. I still feel stupid for throwing up."
"OK if i come over?"
"Yeah, I'll be here."
A little while later Carl arrives.
"Don't worry about throwing up. After you left last night, we talked a little more about it. Nobody thinks you're a pussy for throwing up. I should have seen how difficult it was going to be for you."
"I don't think you could have. I thought I was mostly OK until I touched Tom's dick. Yours is the only one I ever touched before. So, did you guys do anything after I left?"
"I know I didn't stay too long. I couldn't have done anything after your little escapade."
"Well, I guess I appreciate you leaving, but I don't want to get in the way of you having any fun."
"Like I essentially said, we either do it together or not at all. I'm sticking with that."
"Thanks. Anyway, now maybe I'll be more comfortable with someone else."
"Can I make a suggestion you may not like?"
"Um. OK."
"Why don't you try jerking off with Avery? I bet part of the reason you hurled was because he was there."
"Yeah, maybe. You really think doing it with Avery will help?"
"You did say it would be uncomfortable if he was there. So maybe if you can jerk off in front of him..."
"I don't know. I guess I'll think about it. But, um, do I just ask him?"
"Not out of the blue, but yeah. Talk to him about what happened, and then you can bring up the idea. You don't have to tell him I suggested it."
"Maybe."
"So, you want to play video games, maybe head to the park and shoot hoops?"
"I don't know. I don't really feel like doing anything."
"That's not an option. You need to pick yourself back up, put last night behind you and move on. Nobody died. Nobody got hurt. Hey, nobody else even barfed. You could have caused a chain reaction. No harm, no foul. Now let's go so I can whip your ass in one-on-one."
I give in and head to the park with Carl. Even though he's older, I'm about 2 inches taller than him. He still whipped my ass, as promised.
Avery got hone from baseball practice but it was almost dinner time, so I waited until we finished cleaning up from dinner before I followed him to his room.
"Can we talk?"
"Sure. I figured you would want to after last night."
We go into his room and he closes the door.
"So did I ruin everybody's night or did you guys get to have fun after I left? Carl told me he only stayed long enough to talk a while."
"You didn't ruin anything for anybody. We all understood that it was probably too much to expect from you, having only done a little bit with Carl. Nobody's mad at you. You're welcome to come again when you're ready."
"You think you can do something for me to help me be ready?"
"Yeah, I guess so. What do you have in mind?"
"One of the things I was, well am, uncomfortable with was doing anything in front of you. I'm thinking if maybe we jerked off together some time, that will ease things a little for me."
"Um, yeah, I suppose I can help you out that way. I mean if you had stayed last night we would have essentially jerked off together. Maybe a smaller crowd will help."
"Smaller crowd?"
"Just us two. I guess crowd wasn't the best choice of words."
"Yeah, OK. So maybe one night this week we can do it?"
"Sure thing."
"Thanks, have a good night, I'm going to go chat with Carl for a while."
"Take it easy Ark."
"You too, query."
I head over to my room and text Carl to see if he's busy.
Andre: Busy?
Carl: Nope, not really, what up?
Andre: I talked to Avery, he's willing to help me by jerking off together.
Carl: That's good. Hopefully your next effort will be successful once you get past the `not with Avery' block.
Andre: Yeah, hopefully.
We continued chatting for a while longer about school and a bunch of other things. It's Saturday night and I have nowhere to go so I play some video games but soon get bored with that. We keep a call list of friends and things in the kitchen so I go down to get Tom's number. I feel like I need to apologize again.
Andre: Hi Tom, it's Andre.
Tom: Hey Andre. How you feeling tonight?
Andre: Better. I had talks with Carl and Avery. Thought of a way to ease into things. But I really just wanted to apologize again for messing up everybody's night.
Tom: It's no big deal, I'm sure Carl and Avery told you none of us were bothered by it. Whenever you feel ready, we're all willing to take you back.
Andre: Thanks. Well, take it easy.
Tom: I take it any way I can get it! 😈
Next Up - "Brotherly Love and Initiation Part 2"
Author's Note
Feel free to drop me a line if you haven't already. I appreciate the comments, good or bad.
If you liked this, check out my other stories on nifty: https://www.nifty.org/nifty/gay/young-friends/look-but-dont-look/ https://www.nifty.org/nifty/gay/young-friends/my-roommate-teaches-me/
LRW