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 6
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! 😈
CHAPTER 7 - Brotherly Love and Initiation Part 2
Wednesday night rolls around, Avery and Andre are preparing for bed.
"So, Query, want to spend a little time with me tonight after the 'rents go to sleep?"
"Sure. I'm guessing you mean for what we talked about Saturday night?"
"Yeah. Next step in improving my sexual comfort levels."
"Sounds good. I haven't jerked off in a couple days. Yeah, I know, youre looking at me like 'how does that happen?' Just too damn tired after baseball practice. I'm glad the coach gives us the occasional day off. And that usually Fridays are light workouts."
"So every night it's either baseball practice or two-ball practice?"
"He he, yeah, I guess so. But the bat is bigger for two-ball practice."
"Yeah, you wish! I'll see you in a while - your room is bigger."
"Cool."
They wait a couple more hours, it's around 11 when Andre quietly heads to Avery's room.
"You sure you're ready for this?"
"No. But I gotta start trying. I know Carl enjoys being with you guys and I don't want to keep that from him by being a wimp."
"You know he did say he's fine with not being part of the group anymore if you don't really want to be."
"Yeah, but if he's willing to give it up for me, I need to be willing to at least give it a serious try."
"OK. I guess it's time to unleash the beasts. You want to sit next to me on the bed, or on my desk chair?"
"I'll try sitting next to you."
They get undressed and sit next to each other on Avery's bed. Andre wants to be close, but not too close, so they're just far enough apart for him to be comfortable, about 8 inches. They start jerking themselves off, both their boners quickly growing to full size. Andre is actually feeling quite comfortable. As they watch each other's dicks, Andre decides to step it up a bit.
"Can I try jerking you? Touching Tom is what set me off on Friday. I'm not real sure just jerking together will be enough since I'm not nervous or anything right now."
"Um, yeah. OK. But grab the garbage pail, just in case?"
"Sure. Asshole."
Andre puts the garbage pail in front of himself and reaches for Avery's cock. First contact, so far so good. Andre starts slowly jerking on Avery's cock.
"Will you do it to me too?"
"Sure."
Avery reaches for Andre's cock. He initially just puts his hand on it, taking it slow until he sees how Andre reacts. He seems to be OK so far so Avery starts jerking Andre as well. After a couple minutes, Andre reaches for the tissues.
"I'm close. Keep going, maybe a little faster?"
Avery speeds up a bit. Andre starts breathing heavier, thrusting his cock upward into Avery's hand.
"Ah, ah, ahhhhh, I'm cumming!!!!"
Andre holds the tissues in front of his dick. At the same time, Avery reaches for the tissues as well.
"Yeah, keep going Ark. Aaaaaah, here it cuuuuuuums!!!!!"
They clean themselves up a little and Avery looks at Andre.
"So, looks like you enjoyed that as much as I did. How you feeling?"
"I'm good. It was a little weird, but I wasn't as nervous or scared as Friday. I guess maybe because I trust you more than any of the others, besides maybe Carl. I'm not sure how much we'll do this in the future, but thanks for tonight."
"It's all good bro."
Andre gets up to leave.
"OK. Thanks again, goodnight Ave."
"Night Andre."
Avery sits for a couple minutes considering what they just did. 'Hmm, maybe it wouldn't be so bad if we did do that some more. Little bro's sure got a nice bod...'
Back in Andre's room, he sends Carl a short text.
Andre: Mission accomplished. No vomit involved.
Carl: Awesome. See you in school tomorrow.
The next few days pass without too much fanfare. Saturday night Andre is sleeping over at Carl's again.
"So, you had a good time with Avery?"
"Yeah. I have to tell you a little more about it though."
"Oh? What happened?"
"After we got started jerking ourselves off, I got brave and we ended up jerking each other off and both got the other to cum."
"Whoa. Two big steps. Cool dude."
"Yeah... Um, I was wondering if maybe tonight I can go a third step?"
"I guess, but so I'm not assuming anything, what exactly were you thinking?"
"I want us to try sucking each other. I don't think I want you to cum in my mouth yet, but can we at least do it a little?"
"Little Carl just jumped. I think he likes the idea. Just so you know, I have no problem if you want to cum in my mouth. You can finish me off by hand. No worries."
"OK. Well, we'll start just jerking. Let me make the next move?"
"Sure thing."
So they begin jerking each other off. After a minute or so, they add kissing to the equation. Andre breaks the kiss a short time later and leans down toward Carl's dick.
"I've obviously never done this, so just bear with me. I'm sure I'll go slow."
"No problem Andre. I think it will be awesome no matter how you do it."
Andre kisses the tip of Carl's dick. A little pre-cum has accumulated there. Andre licks it off Carl's dick, not hating the taste. He opens his mouth and slowly takes Carl's cock in. He slowly works his way down Carl's cock, stopping just as it gets deep enough where he feels about to gag. Andre licks Carl's dick on the way back up and repeats the downward motion, knowing now where he can stop and still be comfortable.
"Oh God. Your mouth feels so good on me Andre."
Andre keeps up the up and down, in and out motion for another couple minutes.
"Oh, God. I'm getting close. Pull off."
Andre considers it for a moment, but continues.
"Ahhhh, Ahhhh, last chance to stop..."
Andre doesn't stop. He feels the first spurt of Carl's cum going into his mouth. He has to fight the sensation to gag and keeps himself from losing his dinner. Carl continues to shoot into Andre's mouth, Andre now swallowing Carl's cum. After a few more spurts, Carl stops, Andre swallows once more and lifts his head of Carl's lap.
"Oh man dude. That was amazing. Even for your first time, you did great. I can't believe you let me cum in your mouth. I thought you didn't want that."
"I wasn't sure beforehand, but after you warned me the first time, I thought about stopping, but thought to myself, 'no, keep going, this is Carl. I can do this.' I had to fight a gag, but I won the battle."
"Way to go dude. Now, you need to be rewarded for your excellent blowjob. Lie down on the bed."
Andre lies down. Carl starts by licking up and down Andre's shaft. He takes Andre's cock into his mouth for the first time, swirling his tongue all around it as he goes lower and lower. Carl begins moving up and down Andre's cock, licking continuously.
"Oh God Carl. That feels so good.. I'm not going to last much longer."
Carl speed up his ministrations. It quickly becomes more than Andre can take.
"Oooooh, I'm cummmming. Aaaahhhrrrgghhh."
Carl goes deep, taking Andre's cock all the way back and into his throat. Andre blasts his cum into Carl's throat, shot after shot. He doesn't think he'll ever stop cumming, but nature prevails and he does. Carl licks his cock clean and lifts off.
"Oh, man Carl, that was, was, ahhh, the greatest thing ever."
"I enjoyed it almost as much as you."
They lie down together on the bed and make out for a few minutes before they decide they need a drink. They put on their shorts and head to Carl's kitchen. Carl's father is sitting in the living room as they pass by.
"Having fun boys?"
"Yeah dad. Just playing some video games."
"OK. It sounded like there were some pretty excting battles going on."
"Um. Yeah. Andre learned some new moves in Mortal Combat. It was pretty cool."
"I bet. Just be careful about those new moves. You probably don't want to take them too far, without, ah, making sure you're safe."
"Yeah. Thanks dad."
They continue into the kitchen before Andre dies of embarrassment..
"Oh, fuck. Your father knows what we were doing. Well, maybe not exactly, but in general terms."
"Yeah, I'm kind of surprised he only hinted at it. He's usually a lot more blunt."
"You mean...."
"Yes. He knows I'm gay. Obviously doesn't have a problem with it. He was basically just telling us if we go far enough, to use protection."
"Oh my God. How am I going to be able to face him? Nobody but you guys know I'm gay. I'd die if my parents found out."
"Chill, you look like you're ready to hurl again. He'll be cool about it. I'll tell him nobody knows about you and he'll keep it to himself."
"Oh God. Oh God. Oh, God"
"ANDRE. CHILL. It'll be OK. Really. Wait here."
Carl goes back out into the living room. Andre is quietly freaking out in the kitchen.
"That was not cool dad. Andre's a mess now. Nobody knows he's gay. He wanted to keep it that way. I didn't realize we were that loud, so I'm sorry about that, but..."
"OK, I understand son. Why don't you bring him back in. We'll talk and I'll assure him that his secret is safe with me."
Carl goes back into the kitchen. He literally has to drag Andre back out into the living room. There is apparently something on the floor that is dominating Andre's interest.
"I'm sorry if I embarrassed you Andre. I've known Carl was gay for a while now. I accept him as he is. I suspected there was more between you than just being friends. You don't have to worry. I'm not going to share your secret. Andre, look at me, so you can see I'm being honest with you."
Andre finally looks up.
"I know being gay is an extremely personal thing and can be very uncomfortable when people find out. I'd never let anybody know someone else is gay. That's a decision only you can make as to who and when to share it. You're a great kid and I'm happy Carl has someone like you to be as good a friend as you obviously are."
"Um, OK Mr. Tipton. I, I'm sorry if we were too loud, and if it made you uncomfortable."
"Not at all Andre. I''m going to be brutally honest with you. You know Carl's mother isn't around any more. The reason is that I stopped hiding from the real me. I told her I was uncomfortable with our relationship. I'd been hiding being gay for so long, but I just couldn't continue being dishonest with myself, her, and Carl. Once I came out to her, well, she obviously couldn't handle it. When Carl confirmed he was gay as well... Well, she took off, filed for divorce, and didn't fight for custody over Carl. It was tough for a while, but I think we're all happier now."
"Um. I don't know what to say."
"No need to say anything Andre. I shared that so you would be sure that I wasn't going to out you. I've heard the stories in town, and fortunately am able to take care of myself so nobody gives me a hard time. There's no way I'd ever risk anyone else having to deal with this town's idiots."
"Thanks. I guess that makes me feel a little better. But wow. I'd never have guessed in a million years that you were gay too."
"I don't necessarily hide it, but I'm also not renting billboards announcing it either.
"Ha ha. OK. Well, thanks for sharing that, and again, I'm sorry for being too loud."
"No worries. Have a good night. But like I said, be careful. And not just amongst yourselves. Around town too. Good night boys."
"Goodnight Mr. T."
"You can call me Alex if you want. Knowing each other's secrets, I think we can be on a first name basis."
"OK. Thanks again Alex."
Andre and Carl retire to Carl's room.
"Holy fuck Carl! Your dad's like 6'5" 250 pounds. I can't believe he's gay."
"275. Believe it. I've met his boyfriend. And no, I'm not saying who it is."
"Shit. No, I wouldn't expect you to. I'm like completely floored though. Between being freaked out knowing he found out and being totally surprised about him, I'm emotionally spent. Let's just cuddle and go to sleep?"
"Sure thing Andre. Goodnight."
"Goodnight Carl."
They kiss for a minute more then crawl into bed.
On Monday, Carl tells Tom that he thinks Andre is ready for another try with the guys. As usual, Tom's parents have plans for Friday night so they let the others know to meet at his house around 7, after Avery will be done with baseball practice. Things will get a little trickier starting next week when games begin, but they figure they can still make something work.
Friday.
"Hey Avery, Andre. Everyone else is here, come on downstairs."
"Hi Tom." "Hey."
"Welcome back Andre. How are you doing?"
"I'm good Pat. Thanks."
"Cool."
"Tom told us you've been talking to Carl and your brother and feel more comfortable about this?"
"Yeah, David. I think I've moved a few steps closer to taking part fully in the evening's festivities."
"Ha ha, at least three."
"Yeah Carl. Hopefully step 4 gets taken tonight, doing something with each of you I haven't done anything with. Or maybe that's steps 4 through 7."
"1, 2... Not 4 through 8? One for each of us?"
"Well, Tom, no. Steps 1 and 2 were actually both with one of you, specifically Avery."
"Oh. That's a surprise. I thought you didn't want to do anything with your brother."
"I hadn't planned on it, but then after realizing a big part of my discomfort was doing things in front of Avery, I took care of that at home."
"OK, now I'm curious, wouldn't that just be one step?"
"Yes, if all it was, was doing something in front of Avery. Doing with was step 2 Pat."
"Damn, we missed the brother on brother action."
"Funny David. I'm kind of curious why you're so interested in that."
"Oh, you weren't here yet Andre. I've done a few things with my brother, so I just thought it'd be cool to watch another set."
"Well, if you're a good boy maybe you'll get your wish."
"So, should we continue what we started last time, you one-on-one with each of us?"
"Yeah, I guess so. Although this time, I'll move Carl to the back of the line, along with Avery."
"Sure, send the black guy to the back of the bus. I thought you liked me Andre."
We all get a laugh out of Carl's joke.
"No Carl, I don't like you, can't stand you. That's why we traded cum last weekend."
"I think we just figured out what step 3 was. You really are making good progress Andre."
"Thanks Pat. Yeah, it is what you think it is. Oh, sorry Carl, I should have asked before I shared that."
"No worries. If we're not open with each other, who can we be open with?"
"So, who's first tonight Andre?"
"I'll stick with my initial plan and do it with you next Tom."
"Got the mop and bucket handy Tom?"
"Funny David. Fuck you too!"
"I'm hoping you will at some point Andre."
So Tom and Andre sit on the loveseat after stripping down to nothing. Tom puts his hand on Andre's dick first, just leaving it there, still, for the moment, making sure Andre gets eased into things. Andre grabs Tom's dick and immediately starts jerking him. Tom responds the same, although slowly so as to not make Andre cum too soon. Having another new hand on his dick is turning Tom on quite a bit. He's hard and leaking almost immediately. They continue stroking each other until finally Tom is shaking, his legs tense, his dick throbs and a half-dozen shots later, Andre has drained his balls.
"Mmmmm, that was good Andre. It's always awesome when it's a new hand. But even without too much experience, you did a good job."
"Thanks Tom. Um, I'll work my way up through the grades. You're next David."
David was naked and sitting next to Andre almost before Andre said his name. Another repeat of the session with Tom. David slowly jerking Andre's dick, Andre moving faster. A couple minutes later, David is spewing his seed all over Andre's stomach.
"Wow. You were right Tom. He's a natural."
At this point Andre takes a look over at Carl, making sure he's comfortable with watching his boyfriend make a couple other guys cum. He's smiling and has his hand inside his underpants. Satisfied that Carl's OK, Andre calls Pat over. Pat drops his underpants.
"Holy fuck! You're huge!"
"Yes Andre, I am quite lucky in the dick department."
"I hope I can get a hand around that. Ha ha."
"You'll manage, worst case, use both hands."
Andre and Patrick start jerking each other. Andre does indeed need to use two hands to make Patrick fully hard. It takes a little longer than the rest, but Patrick does finally cum by Andre's hands.
"Mmmm, yes, that was nice. Thank you Andre."
"Any time. I'm not sure I'll ever be able to do more than that with it, but is was pretty cool jerking off something that big."
"Quite alright. I'm a little hesitant to do much more than that due to the difference in our ages. But we'll see."
"OK, Avery. Your turn. I want to finish off with Carl."
Avery steps over to the love seat and begins stroking his little brother. David is practically drooling watching the two brothers going at it. Avery says he's getting close. As he starts cumming, David, who has been stroking himself wildly, also starts cumming."
"Oh God, that was so great watching you two."
"It wasn't so bad being watched either, right Andre?"
"Yeah, it's been pretty cool so far. Carl???"
"I'm ready. Watching you jerk off all of these guys is a huge turn-on. I'm probably going to be real quick, unfortnately."
"After jerking 4 of you off, I'm sure I won't take long either."
Andre leans in and whispers something to Carl.
"You sure?"
"Yeah Carl. Tom, Patrick, can we have the couch?"
"Sure. I'm guessing this isn't going to be a double hand-job?"
"Good guess Tom."
Carl lies down on the couch and Andre lays on top of him, preparing for a 69.
"Oh fuck, this is gonna be hot."
"Geez David. First you're nuts about brother-on-brother, now inter-racial is getting you even more hot and bothered?"
"Sorry Pat. I'll admit it, I'm a total perv for things that are slightly kinky."
"I'll give you kinky. Remind me to cum in your ear later."
Everyone but Andre laughs. Andre just has this look of total confusion on his face.
"I'll tell you after you guys are done Andre." And he does.
Andre turns back toward Carl and they quickly take each other's dicks into their mouths. As expected, neither one takes too long, Carl cums in Andre's mouth and as soon as Carl relaxes, Andre feeds Carl his cum.
"Damn, that was indeed hot. But you guys were too quick, I didn't cum again. Ha ha."
"Maybe it's a good thing you saved round 3 up for everyone else's round two."
"You just may be right Tom. Time for refreshments?"
"Sounds good - intermission."
They all go up to the kitchen, nobody dressing since they know Tom's parents aren't home. After snacks and pop, they return to the family room.
"OK, at this point Andre, it's pretty much, we pair up with whoever we want and do, well, whatever we want."
Andre looks around the room. This is going to be yet another step he needs to take in his growing sexual experience. He thinks 'if I freak out, I definitely don't want to do it with Pat, although he indicated doing more than hand-jobs with me may not be something he wants. Once again, Andre whispers something to Carl. This time, we'll listen in.
"You sure you'll be OK with me doing more with someone?"
"Yeah, like I said, let's have as much fun as we can. If we ever get really serious, that may change, but, yeah, go for it. If Tom wants me to fuck him, will that bother you?"
"No, I don't think so, but I may have to pay more attention to that than whatever I'm doing."
Out loud again,
"You seem like a horny mother fucker David. Care to do more with me?"
"Love to."
Andre and David sit on one of the love seats, Carl and Tom on the couch and Avery is with Patrick on the other love seat.
Patrick and Avery start out kissing each other and gradually migrate to a 69. As expected, Tom wants to get fucked and Carl lets him know Andre is cool with it. Finally Andre and David also start kissing and soon are sucking each other. The sounds of three sets of moaning and groaning boys fill the room. Patrick and Avery cum first, Patrick filling Avery's mouth around 15 seconds before Avery starts spurting. Amazingly, David is next with his third cum of the night, followed closely by Andre. At this point, all attention falls on Tom and Carl. Carl is fucking Tom's asshole for all he's worth, knowing Tom likes it as rough as he can be. Carl tenses, shoves his cock into Tom's ass as far as it will go and begins cumming. The last thrust hits Tom's prostate for about the 15th time and he can't hold back any longer, cumming on his own stomach and chest moments before Carl collapses on him.
"Wow. I didn't know how sexy it could be watching your boyfriend fuck someone else. But damn Carl, you really made that look good."
"Thanks Andre."
Everyone else agrees it was quite the show. Everybody relaxes for a while before the party breaks up and everyone goes home.
Next Up - "The Kensington Boys Take Another Step, and a New Venue"
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/
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