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 7
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.
CHAPTER 8 - The Kensington Boys Take Another Step, and a New Venue
A few days later, Andre goes over Carl's house after school. He has something he wants to ask Carl.
"Hey Carl."
"Hi Andre, come on in. Dad's still at work, so why don't we get a snack and talk in the kitchen?"
"Works for me."
After settling in with snacks and drinks, Carl asks what Andre wants to talk about.
"It's kind of about last Friday night."
"OK. Anything wrong? You seemed to be OK with everything."
"Yeah. No, nothing is wrong. Um, I was really turned on watching you fuck Tom, ah, I was wondering, um. How do I say this? Fuck it, out with it Andre. I want to know if you'd fuck me?"
"No."
"Huh?"
"I'll make love to you, but I won't simply fuck you. As long as you're sure you really want to. I know you said you were falling in love with me, but it's a pretty big step for you."
"I know, and I am pretty sure I love you. You've done it with other guys, and if there's ever a chance I will, I want to make sure you're my first. Both ways if you're OK being bottom too."
"Oh, Andre, I'd definitely bottom for you. We can do it that way first, I think it will be easier for you to see how it all works from that side before trying the other. It's less stressful being the top. Having your ass invaded for the first time can be difficult in more ways than one."
"Yeah, I guess so. I know it would be better with you than anyone else, except maybe Avery, at least from a trust perspective. I don't think I'd ever want to do that with him though."
"I get it. Even David says he hasn't fucked his brother, although I think the odds of that happening are way better than you and Avery. Anyway, I'm here for you whenever you want to try."
"That's good. Just asking about it was tough, so I'm not thinking right now. But hopefully before we all get together as a group again?"
"Sure. Like I said, I'm yours when you're ready."
"Thanks Carl. With Avery having games now, I think it'll be a bit before we can find a time to get over to Tom's anyway, but maybe we can have another sleepover here this weekend?"
"Sounds good. I'm getting hard just thinking about it. And I was thinking about the scheduling with the guys. My dad goes out with his boyfriend pretty often. If I can find out a few days in advance, a day Avery doesn't have a game, and see if dad is going, or will go out. I'm sure I can make that work faster than waiting for a day Tom's parents just happen to go out."
"Yeah, I guess your dad being gay and knowing you are would make that easier. But not until after we do it. At least me making love to you?"
"No problemo. You get Avery's game schedule, then I'll talk to Tom to arrange the 'change of venue.' He he."
"Very good counselor. If you're getting hard, I can take care of that for you."
Andre and Carl trade blowjobs again. Both think it was better than the first two times. Now with Carl and Andre set up for their first lovemaking session, Avery has been thinking the same thing. Although already having fucked Tom, he was really thinking about how to accomplish getting fucked. Fortunately for Avery, an opportunity he wasn't expecting falls into his lap, so to speak. Ring ring.
"Hello?"
"Hey Avery, Connor."
"Hi Connor, what's up?"
"Me. Ha ha. I've been thinking about that time together at Cupids, and maybe us getting together again? I've been really horny lately and jerking off just isn't cutting it. Do you think we can make something work?"
"Yeah, that'd be cool. We have that tournament this weekend. We'll be staying in the hotel for two nights. If we can arrange to room together we'll have all the privacy we need."
"Shit, that's this weekend? I thought it was next. Yeah, that'd be awesome. Um, I was also wondering, um, if maybe you'd want to try more?"
"More than just blowjobs?"
"Yeah. I mean, I'm really desperate to get laid, if you're up for it. I don't know anybody else I could even hope would be willing. Aside from at Cupid's and I definitely don't want to go that route. Sorry if this is putting pressure on you. Don't worry about saying no. I understand it might be a big step for you."
"Yeah, it is, but I've been thinking about how I can try that, so your timing is pretty good."
"Really? You want to try being a bottom? We can both get our dicks wet if you want. I would like to get fucked too. This could be an awesome weekend."
"It definitely sounds like it has possibilities. I think maybe you being the star, you requesting to room with me might go over better with coach."
"Yeah. Cool. I'll ask at practice tomorrow. You're the best Avery. See you in school."
"OK. Bye."
Wow. I'm going to fuck Connor, and have him fuck me. I'd love to do it with Patrick, but I know his dick would hurt. A lot. At least Connor's dick is human sized, not gorilla sized.
Friday, immediately after school
After a short workout, coach starts trying to move us along a little faster.
"OK guys, stop the horsing around. We need to get on the bus to head for the tournament. Hopefully you all remembered to pack everything, we're not coming back if you forgot anything."
A round of 'yeah coach' and 'I'm good' responses occur.
"OK, ladies. Then get your asses out to the bus. I'll give you your room assignments on the way."
Connor and Avery are anxious about the trip in more ways than one. Fortunately everybody's excited about a road trip so their level of excitement isn't noticed. It's about a three hour drive to the tournament, including a short stop for dinner on the way. Once they get to the hotel, coach has a few more announcements.
"OK. Our first game is at 9 tomorrow morning. You can check out the amenities in the hotel but curfew is 10:00. I'm walking around at that time. I find anyone out of his room, it's going to be a long weekend of riding the pine. And as you all know, we can't afford to have anybody not available to play. So it won't just be me you'll have upset with you. Breakfast starts at 6, but since the school is almost just around the corner, we don't have to leave until 8:15. Make sure you get back down to breakfast early enough to eat and get back upstairs to get ready to go. 7:30 is probably about your deadline to start. Have a good night. See you in the morning, and hopefully not before."
Another round of 'OK coach' and 'good night' responses follow. Connor and Avery head straight to their room, with only a short stop at the vending machines. They have no desire to check out anything other than each other's bodies.
"Oh man. I thought coach was never gonna shut up. I'm hornier than I think I've ever been. You sure you're OK with this Avery?"
"Definitely. I took a trip to Cupid's yesterday and bought some condoms and lube. We don't necessarily have to use the condoms, but I figured just in case."
"I get it. I know I want my first time to be the whole package, cumming in your ass and you cumming in mine."
"You OK with a little kissing first?"
"Yeah, I was just about to ask you the same thing. Except maybe a lot of kissing."
Avery and Connor do just that, start with a lot of kissing while undressing each other. Once they're naked, Avery strokes Connor's cock a few times to make sure it's as hard as it can get and rubs some lube all over it. At the same time, Connor is lubing Avery's ass hole.
"Take it slow please Connor. I don't mind the little pain I expect, but let's not ruin it by going too fast."
"Definitely. I want this to feel good for both of us. If I thrust too fast now, you'll return the favor and then neither us will be able to walk tomorrow."
Connor pushes his dick up against Avery's anus, just hard enough for the head to pass his sphincter.
"Ahhhhh. OK, stop for a minute."
Connor waits until Avery gives him the go ahead then starts pushing into Avery slowly, stopping for a short period after every inch or so. After a couple minutes, Connor's cock has completely penetrated Avery's ass and Avery is ready for Connor to start fucking him. Connor starts fucking slowly but increases speed as Avery gets more comfortable with the anal invasion.
"God Avery, you're so tight. I'm not going to last long."
"That's OK. I'm ready to feel your cum inside me."
Saying that sends Connor over the edge. He fills Avery's ass with 7 shots of cum. Both are quite wiped out. Fortunately they grabbed those couple pops out of the vending machine.
"You OK Avery?"
"Yeah, that was great. At first it felt kind of weird, but after a little while, it was, well, amazing."
"Cool. I hope I like getting fucked just as much, as good as you make it sound."
"I hope you will too. Kiss me some more so I can return the favor."
"You don't have to ask twice."
The process is completed a second time with one difference. Avery hit Connor's sweet spot enough times so when he shoved in for the last time to cum, Connor came again.
"Oh my God. You made me come. I've heard of that happening, but didn't know how real it was. That was fuckin' awesome."
"Yeah, this was an awesome night. Let's just lie here together for a while before we head to sleep."
It's only a little while after Connor and Avery begin their fun that Carl and Andre get started at Carl's house. We'll let Andre drive the narration for a while.
"You look nervous, no, maybe scared Andre. You cool with making love tonight?"
"Yeah. I want to do it, but like you noticed a little scared. Mostly that I won't do a good job."
"Avery, that's why they call it making love. There is no good or bad. It's two people sharing their love for each other in a very special way. Listen to me as we go along and everything will be great."
"That's one reason why I love you Carl. You're always so confident about everything. Me, I'm a worry wart. Sometimes I worry too much, like the first time with the rest of the guys."
"And I love you too, it's just you and me. Nothing to worry about. Get over here and kiss me."
"Your wish is my command."
Carl and I kiss for a while. Hell, we make out like crazy. We're both getting hornier by the minute. Carl has a bottle of lube and starts rubbing it on my dick. He explains how I should prepare his ass and I comply. After a couple minutes of me fingering his asshole...
"I need to feel you inside me Andre. Just go slow. If I say stop, or wait, just hold where you are until I'm ready for you to go further. I've only done this a couple times, so it'll be the same when I make love to you. Go ahead and start to push into me."
I do as Carl asks. The feeling of having his ass wrapped around my dick, even at first when it's just the head is almost indescribable. It looks like it hurts him, but Carl tells me to keep going so I guess it can't be that bad. I inch my way into Carl's ass, each time pulling back and pushing further in until my cock is completely buried in his ass. Carl is on his back and I'm on top of him, he beckons me down for a kiss then tells me to start moving in and out in longer strokes than I have been doing in order to reach bottom. Again, I pay attention to what he's telling me so when my turn comes, I can react properly. After a minute or so of my thrusting, it no longer looks like Carl is feeling any pain. As a matter of fact, I see his dick getting harder and harder as I go faster and harder at his request. It's my first time with my dick inside anyone else so I'm reaching my climax quickly.
"Oh God Carl, this feels so good. I'm getting close."
"Mmmmm. Yes. Yes. When you start cumming, push in as far and as hard as you can."
"OK... Ahhhhh, here it comes!!!"
I push in hard and deep like Carl asked. I start shooting my sperm deep in his bowels. I can't help it but I'm groaning loudly. I'm about 3 shots into my orgasm when Carl starts cumming, without ever touching his dick. Holy shit that's hot. I keep cumming right along with Carl until I'm drained and I collapse on top of him.
"Oh my God Andre. That was awesome. Like I said, I've only done this a couple times before, but I've never cum just from, sorry to say it this way, but from being fucked. I can't wait to do that again with you."
"It was pretty awesome for me too. I think I shot more times even after seeing you cum than I ever have before, and I was already three shots in at that point."
"Yes. I felt and loved every one."
I lean down to kiss Carl, my dick still hard and deep in his ass. After a minute it softens and falls out but we continue kissing.
"I think we need at least a drink. Are you prepared for some comments from my dad? You were pretty loud so I think you can expect some teasing."
"Let him tease. I don't care that he knows we made love."
"Good. I need to stop in the bathroom first, then we'll hit the kitchen."
"Wait, you're not getting dressed?"
"Naaah, no reason. Like you said, he's going to know what we were doing. He's seen me naked countless times and I bet he'd love to see that beautiful cock of yours anyway."
"Wow. Um. OK. Another new experience for Andre."
We leave Carl's room and stop in the bathroom so he can expel most of my cum from his ass and clean up a bit. I try to mentally prepare myself to be naked in front of Carl's father, but then I figure, if I can do it in front of the rest of the guys, is this really any different? We pass through the living room on the way to the kitchen.
"That sounded like you boys had a real good time. And seeing as you're both naked, nice body by the way Andre, I have no doubts you'll be having that kind of good time again. I'll admit, hearing you turned me on quite a bit. So I thank you for that."
I blush at the compliment and the fact that we turned Carl's father on so much. His boner is quite evident even though he's still fully dressed.
"Um. Thanks, and you're welcome?"
"We were just going to get a couple drinks. before we play some video games for a while."
"If all you're going to do is play video games, I think I'll go take care of something in my room now that the entertainment is over. He he. Have a good rest of the night boys."
"Goodnight Dad." "'Night Alex."
Is it bad that I'm wondering what it would be like to watch him jerk off?
Next Up - "More Six-way Adventures"
Author's Note
I was hoping to get a little ahead on my active stories, alas, 'twas not meant to be. I'll be away next week and likely will not be able to post new chapters of this story until after my return on June 26. Apologies for any delays.
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