Date: Tue, 30 May 2023 15:05:32 -0400 From: Lee Wilson Subject: High School Cum Boy - Chapter 4 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. If you enjoy this or the other stories here, why not donate to keep the fun alive? Donate here: https://donate.nifty.org/ 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 3 "I'm gay too. Mom and dad are going to have to rely on Ernie for grandkids. Natural grandkids anyway." Ernie is our older brother. He's almost 21, lives on his own and has a very long-term girlfriend. By the way, he's Earnest Lawrence Kensington. Bet you can't guess what his nickname is. "Really? But what about Stephanie?" "That was to try and persuade myself into thinking I wasn't gay. We broke up because she wanted to get more physical and by then I knew I couldn't. So she started seeing someone else. I found out and set her free." "Whoa. I guess I couldn't have gone to a better source." "There may be a few in town, but yeah, I was a good choice." "And that's another reason you're not mad, like apparently the rest of the town would be. What about mom and dad. Do they know?" "No, and like you, I want to keep it that way for as long as I can." "Wow. So if I ask Carl to be covert boyfriends, if he's anything like the rest of the town, he might end up hating me?" "I honestly don't think you need to worry about that." He thinks that one over for a while. "Again, how do you know?" "I can't say. Just know he won't start hating you." "But he won't want to be boyfriends either." "That's only something he could tell you. All I can say is he won't 'unfriend you' if he knows you're gay." "OK. Thanks for talking with me, and being understanding." "Well, we're together on the closet gay boy boat, we gotta stick together. And let me know how it goes after you approach Carl." Andre says goodnight, gives me a hug and leaves my room. The hug would normally be a surprise, but after our talk, hardly unexpected. Of course, now I have a dilemma. I just met three gay boys, one of whom my brother likes and may very well become his boyfriend. If Carl says anything in the confidence of the 'club,' and it could have an impact on his relationship with Andre, do I break that confidence and tell Andre, or let my brother be led on by someone who is not being faithful? And here I thought knowing more gay boys would be a good thing. Well as Jim Steinman wrote for Meat Loaf - Two Out of Three Ain't Bad. CHAPTER 4 - The Conundrum Continues A few days go by before Andre brings up the subject of Carl again. "You were right Avery." "I always am, but what specifically this time?" "Carl not hating me." "Good. So, how did the talk go?" "Pretty good. Like we did, he made me vow to secrecy and confirmed that he was gay. As far as going out, he's cool with getting together to do things, but outside our houses we can't be seen as boyfriends. He mentioned that a few years ago a kid got beat up because he was gay and Carl didn't want to risk anything happening to us. I agreed. He'll be sleeping over here Saturday night. I'm hoping for a repeat of last week's overnight, maybe even more." "Good for you. I hope everything works out for you guys. And that you can keep the relationship quiet. I imagine any other gay relationships in town are hidden as well. Half the town could be gay and we'd never know it." "Yeah, I guess." "Well, I'm sure it's not like that. I was exaggerating." "OK, well, you said you wanted to know how it went if/when I talked with Carl. So, I'll see you later." "K." Tomorrow night is going to be interesting. Tom said he invited all the 'guys' over Friday night. His parents were going out of town for a wedding, so nobody else would be there. He said something about initiating me into the club. I'm not worried since he said they wouldn't do anything I didn't want to. It's definitely going to be tricky with Carl. Friday after baseball practice I head over to Tom's. I ended up showing up after everybody else was there, but from the looks of it, nobody did anything. "Hey Avery. Welcome back. I don't know why, but Carl said he wanted to talk to you alone when you got here. Why don't you head up to my room and I'll send him up." "Sure." After waiting in Tom's room for a minute, Carl walks in. "Um, hi Avery." "Hey Carl, how's it going?" "Pretty good. Um, Andre said you guys pretty much share everything. Did he, um, mention anything about me?" "Yes. Congratulations I guess. It puts us in a tricky situation here though. How do I keep the confidence of the club knowing that my brother could be hurt by any actions by you?" "Yeah, that's kind of what I wanted to talk to you about. I asked Tom and he didn't care but I think your opinion is more important." "OK. On what?" "Me inviting Andre into the club." I didn't know what I was expecting, but it sure as shit wasn't that. "Wow. I have to admit I wasn't thinking that. I'm going to have to give that a lot of thought. I was afraid there would be conflicts if I saw you doing something that, well, would affect a relationship with Andre. But, him being there when I did stuff, at least sometimes. Wow. I guess sharing everything leaves a hell of a lot of things out." "Well, you don't have to worry about my actions tonight, I'll just jerk off, but I was planning to ask Andre about the club tomorrow when I sleep over. That way, we can come and talk to you afterward." "OK. Well, I'll be distracted for whatever may happen tonight, but let me think about it and we can talk again later." "Thanks Avery. I can't really ask for more than that. I considered dropping out, I don't want to, but, well, I can still do that if Andre doesn't want to be part of it." "OK. Well, let's get downstairs, the rest of the guys are probably coming down with a nasty case of blue balls." "Ha ha. Yeah, you're probably right." So we head back down to Tom's family room. Tom, David, and Patrick are sitting there in their underwear. Tom's in black boxer briefs, David in red boxer briefs, and Patrick in dark blue bikini briefs. I have to admit to myself, they all look very good. Carl gives them a shot. "I'm glad you guys didn't start without us. Or are you already done?" "Funny. No we waited. Everything cool with you guys?" "So far, I have some thinking to do Tom, but Carl and I are on the same page." "Cool." David and Patrick are looking at the rest of us like we all have two heads, so I fill them in, sort of. "Um, it's about 'club membership.' We'll share when a decision has been made." "More people, or less people?" "Right Patrick." "No, I mean... Oh, I get it, the decision will determine if we grow or shrink." "Right, but looking at that bulge in your shorts, I'm not sure it would be possible for you to grow any more." We all laugh about that and then Tom gets things rolling. "So for Avery's first time with us, I thought we might just want to take it slow tonight and just do some mutual masturbation, so Avery can get used to everybody. Later, if anybody wants, they can pair off and do more, if desired. Sound good?" Carl and I look at each other. He gives a little nod, hopefully indicating the masturbation part will be OK. I nod back. It'll be weird playing with my brother's boyfriend's dick, and vice versa, but I'm sure we'll keep it short. Carl shares a little more with the guys. "Avery and I will just do a little. I'm, um, starting a new relationship and I don't want to do anything to jeopardize it before it gets started, so don't be surprised if we don't do much." "No sweat. You can always do as little or as much as you want. I'm guessing this relationship is behind the 'club membership' item?" "Right Patrick." I hope that doesn't give too much away, since Carl and I spoke before coming down. Patrick's real smart, it wouldn't surprise me if he figured it out. Tom knows and I don't know David well enough to say one way or the other. Anyway, Carl and I strip down to our underwear as well. He's in black bikini briefs and I put on my light blue boxer briefs. I always thought I looked pretty good in them. The lighter color shows of my equipment better. "Any preference on who you want to jerk off and jerk off with Avery? As if we can't guess." Tom obviously means Patrick so I throw a curve. "Well, since Carl and me won't take too long with each other, I think getting that out of the way first is best. OK Carl?" Carl answers by taking is underwear off, sporting a thick, slightly bigger than 5 inch boner. Damn, if he wasn't going to be my brother's boyfriend, I'd be all over that. He shaves his pubes and his dick just looks, well, good enough to eat. I strip off as well and my almost 6 inches is standing proud as well. We sit on the couch together and start stroking each other. Once again, neither of us wants to push it so after about a minute he gets up. "Who's next Avery?" "What you all assumed before. Come on over Patrick." Patrick comes over to the couch and slips his underwear off as he sits next to me. My god. He's got to have 9 inches and it's fucking huge around. "Pretty impressive, huh Avery?" "No. Pretty impressive is a massive understatement Tom." Patrick and I reach for each other's cocks. I can barely get my hand all the way around his dick. We stroke each other for a couple minutes before Patrick hits the wall. "I'm gonna cum Avery." I speed up a little and Patrick shoots about 6 or 7 ropes of cum on his chest, stomach, and my hand. "Oh, man, that was good. Thanks Avery. I usually don't shoot that far unless the other guy is using two hands." "I have to say, I enjoyed it too. I need to rest a little or I'll cum for David and cheat Tom out of his turn." I lift my hand to my mouth and lick off Patrick's cum. He tastes pretty good. "OK, let me run up and get a bottle of pop and some cups. That was real hot watching that you guys." "Thanks Tom." "Thanks." Tom comes back down with the cups and pop and we spend a few minutes talking about sports, and other guys in school we think are hot. I don't mention Connor, even though he's, in my mind, probably the second hottest senior behind Patrick. "So, all rested up Avery? Ready for your next session?" "Getting impatient David?" "Well, yeah. I want to see what that dick of yours feels like." "David Anderson, come on down!!" "What is the, the price is right?" "No. The dick is right. Ha ha." David comes over to the couch, drops his underpants. He's not very big, but has a shitload of hair. I'd say he's around 4 inches, maybe a little more. Of course, I don't say anything about his size except... "You've got a nice one too David. I may need to taste it later." "I know you're just saying that. It's small, go ahead and make fun of me." "No, really. I bet it only looks smaller because of that bush it's hiding in. I do, really, like it. Now sit down so I can see if I can make it cum." "Oh, I'm sure you will be able to. I already watched you with Car and Patrick. It won't take me too long." He sits down and we reach for each other's dicks. His actually fits in my hand real nice. The size isn't bothering me at all. He grabs a hold of mine and starts jerking. I follow suit, and as promised, about two minutes later he's cumming all over my hand and his pubic hair. He doesn't shoot very far, but holy fuck does he shoot a lot. "Oh my God David. I didn't think it was ever going to stop. I definitely want to taste it at some point. I'll try a small sample now though." I lick the cum that is on my hand off. The sample is fine. I can't wait for the main course. David gets up and Tom sits next to me with his almost 7 inches. "Let me know when you're close Avery. I'll stop and then you can pick who you want to finish you off. Then we'll relax a little while and anybody can do what, or who, they want." Meanwhile, all this time Carl has been slowly jerking his cock. I almost feel sorry for him. Everyone else is cumming. I'm sure one of the other guys will help him out soon. Tom and I start jerking each other off. After four different people have given me a partial hand job, I don't last long. "Keep going Tom. I'm close but I don't want it to stop." We both speed up our ministrations and I start cumming, shooting 5 spurts, the first one almost reaching my face. Tom starts cumming right after I do. I point his dick toward me so he cums on my stomach. "Ooooooh, man. What a rush. Thanks you guys. It's so awesome both feeling your dicks and having four different hands on mine." They all say some form of you're welcome. Carl stands up. "Can I cum on you too Avery?" "Um, sure." Two seconds later Carl is blasting my chest and stomach with what has to be 10 shots of cum. He almost collapses, but Tom, still sitting next to me catches him as he falls into me. Everybody sits back down, Carl is starting to feel guilty. "Um, Avery. I shouldn't have done that. Can you, um, not tell anyone else?" I know exactly who he means. "No problem Carl. It wasn't anything to get worked up over, but your secret's safe with me. And you know what. Yes, invite him. I think it may be hot watching the two of you together." "Cool. Thanks Avery." Patrick shows his genius by guessing what that means. "I'm going to go out on a limb here, but because you asked Avery about who you want to invite, it's got to be his little brother, right?" Carl blushes a bright red. "Yeah. I guess it wasn't too hard to figure out." "Cool. Any chance we'll get to see some brother on brother action?" "Um, I doubt it David. If he and Carl are going to be getting closer, there's no way I'm getting in the middle of it. That, and, ewwwwwwww, with my brother?" "Don't knock it until you've tried it." "I'm guessing you have a brother and have had your own brother on brother action?" "Yes Avery. But nothing too outrageous. Like we've never fucked. But, just about everything else." At this point, Carl gets up and starts putting his clothes on. "OK guys, I'm going to head out, so whatever else you guys do, I won't be tempted to join in more than I did with Tom and Avery. I need to rest up for my sleepover tomorrow night with Andre." "I'll walk you out. I want to ask you something else." "Um, sure Tom." Listening in as invisible observers we know what they're talking about, even if the other guys don't. As Carl is leaving, Tom asks "Are you really going to be OK with having a boyfriend and still doing things with them.?" "Yes, it will be fine. If me and Andre are together doing whatever, it won't bother me as much. We're still horny teenagers and if it gets really serious, things may have to change. I'm inviting him tomorrow night, and since I'm sleeping over at his house, we can make sure everything is cool with him and Avery." Tom comes back into the family room and sits back down, pouring himself another Coke. We're all still naked but nobody seems bothered by it. As a matter of fact, it appears Patrick is extremely OK with it. "Well, I see Patrick is ready for round two, but I think we should talk about Andre for a bit. I know this was sprung on you all tonight. I guess we heard Avery is pretty much OK with it. What about you two?" Patrick starts. "Well, he's young, pretty much the same age as Carl, even though he's still a freshman." "He's actually going to be 15 on Sunday." "Thanks Avery. With us being over 16 and him being under, I don't want us to get into any trouble, that is if any of us actually do anything with him besides Carl. Do you think he'll be able to keep our secret Avery?" "Yeah, I'm sure of it. I didn't share names or anything, but I almost scared him out of asking Carl to 'go out with him' after telling him about the chance of getting beat or worse if it gets out." "OK. I think it will be OK. Especially with him and Carl becoming boyfriends, they'll probably be a little reluctant to do much with the rest of us. David?" "Yeah, I guess I feel the same way. And the fact that Carl said Andre looks like Avery makes it an interesting prospect seeing them both naked together." "Cool. I probably should have asked you guys first, before Carl left so he could not invite him if it wasn't OK with everybody, but he wanted to talk to Avery first. So, Avery, were you serious about tasting David?" "Yeah. Obviously I'd love to get it on with you two as well, but there's time for that and I want to see how much of his load I can swallow. Heh heh." "Well then, can join Patrick on the couch, and David, you and Avery can have the love seat. We're going to need a little more room than the love seat offers." "Yeah." "Fine." So we all play musical chairs and start up. Tom and Patrick are starting to kiss passionatley. It's pretty obvious they've done this before. "Are you OK with kissing Avery?" "Yeah. Funny, I've sucked a few cocks, but haven't ever kissed a boy." David and I start slowly. Kissing each other softly initially. We reach down and take each other's cocks in our hands. His cock still feels real good in my hand. I'm thinking how it will feel in my mouth. I break the kiss and start kissing downward on his body. First his neck, then down to his chest, one-by-one teasing each of his nipples. This may be a first for me, foreplay, but I'm really getting into it. I continue moving down his body. I put my fingers in in bush when I get down to just above his dick. I open my mouth and look up at him to make sure he's OK with me continuing. He smiles and nods so I take his dick into my mouth slowly. I continue slowly massaging his dick and balls with my tongue but gradually get more and more intense. I'm sucking his cock like I won't ever get a chance to do it again. Finally he warns me he's about to cum. "Oh, God Avery. I'm going to cum." "Mmm hmmm." I mumble telling him it's OK. He explodes in my mouth, again, shooting rope after rope of his cum into me. I almost keep up swallowing, but the last couple squirts escape through my lips. "Come up here and kiss me. I want to taste your lips with my cum on them." I do so and while we're kissing again, his hand moves slowly down my body, finally reaching my dick. He gives it a couple strokes to make sure I'm hard then basically dives on it with his mouth, not taking his time getting there like I did. Once my dick is in his mouth, I'm not worried about how fast he got there. Just amazingly happy that he did. After a couple minutes of teasing my cock and balls, I warn him I'm getting close. He pulls off momentarily. "Yes, give it to me." With that, I cum for the second time that night. This time none is wasted on chests or stomachs as he's swallowing right along with each throb of by dick releasing its cum. After a moment he comes back up to sit next to me and we decide to watch the show going on at the couch. Tom is lying back on his back and Patrick is ramming his cock into Tom's ass. I can hardly believe it fits in there, at least without pain. I't patently obvious Tom is not feeling any pain. Patrick starts grunting and thrusts deeper ito Tom's anal cavity. His ass muscles tensing and releasing. "Oh God. I'm cumming too Patrick. Go deep." Tom grunts a few times, Patrick complies and pushed in as hard as he can, then flops down on top of Tom. Both of them breathing heavy. I can't help but to compliment them. "Oh, man you guys. That was so hot. Yeah, I've seen guys fucking on the internet, but being right here. Damn, I'm hard again." "Get over here and fuck me too Avery." Knowing how much Tom liked getting fucked from us stumbling across each other at Cupid's, I jump at the chance. His ass is still wide open from Patrick's cock so I slide in easily. "Oh yes. Give me another dose of cum." I'm pounding away at his ass, having never fucked anything other than my hand and a sock, I cum groaning within a couple minutes. Tom looks over at David. "You want to give me more David?" David doesn't even answer, gently nudging me away and sliding his cock into Tom's ass. I hadn't moved very far, so my face is only a foot or two away from the action. Patrick is paying close attention as well. It takes David a little bit longer to cum, but he grunts and cums in Tom's ass, giving Tom his third load. Tom is panting, furiously jerking his dick and starts cumming before David is done. At this point, we're all totally wiped out. "Oh, wow, that was fuckin' unbelievable. I've never been fucked three times in a row before. I can't believe I came along with David. You guys are the best!!!" "I'd have to say is was awesome. I've never fucked anybody before. I didn't even think about it when you told me to get over there." "Oh, sweet. I took Avery's cherry. I wonder who will be the first to fuck him?" "Whoa, slow down there. I don't think I'm quite ready for that. I'm even surprised I took the top, but I'm glad I did. When's the next time your parents are going to be away?" Next Up - "A Sleepover and a Discussion" 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