Date: Fri, 9 Jun 2023 19:24:41 +0000 (UTC) From: "wantstrat63@yahoo.com" Subject: Messing Around Buddy Training - Chapter 23 Messing-Around Buddy Training - Chapter Twenty Three Disclaimer: This story is a work of fiction which features sexual activity between pre-teen boys and teenage boys. If you do not want to read such a story, or it is illegal for you to do so because of your age or where you live, I'd recommend that you bail out right here. I'd love to hear from readers and I'll try to write back. My name is Zane. If you want to get in touch, please email me at wantstrat63@yahoo.com If you are enjoying this series, I invite you to read my other works that have been published in Nifty. For an easy way to find those stories, go to the Nifty home page and type WANTSTRAT into the search bar. If you can, please support Nifty with a financial donation - whatever you can afford - so that this archive of stories can remain free and available. Just go to http://donate.nifty.org/ +++++++ !!!!! To my faithful readers!!!!! This is the last chapter of the story. (No, don't go skipping to the end now!) There will be one more installment as soon as I get everything compiled, so don't miss that epilogue, coming soon. THANK YOU for following this saga and a special thanks to those of you who took the time to email me! You kept the juices flowing. "Want it skin to skin?" I don't think I ever answered that question from Jon with a "no," and this time was no exception. To ask first, was one of the unwritten rules between messing-around buddies that he'd taught me during the summer I'd turned 12. I'll say this about Jon, as mysterious as he seemed to be at times, he always stuck to the rules. "Yeah I want it... you too?" He nodded in the affirmative, so we both paused rubbing each other's tented shorts to pull them down, along with our white briefs. I reached for his warm, moist stiffy and began stroking it, just the way he liked it. Jon reached over and cupped my loose ball sac in his hand, lifting it from where it was stuck to my legs. He was gently rolling my tender boy-marbles around inside. It was a hot summer afternoon in the days when we just had fans in the house. My bedroom windows were open, but there was little relief in the way of a breeze. We were both heated up and sweaty as we messed around with each other. There was no hurry, because my dad was at work and my mom wouldn't be home from the new mall for at least an hour. So, Jon and I were pleasuring each other at a leisurely pace, slowly working up to the moment when I knew he'd be asking me for butt stuff. He'd been working on me to do it for weeks and a after an initial checkered startup, a few days ago we'd finally done the deed... I was the "girl" for that session, so Jon owed me. I'd walked funny for a day afterward and when I rode my bike, I pretty much had to stand on the pedals the whole way as we rode around the development. Jon paused stroking my boner to bend down and lick the acorn-shaped head. It felt good when he did that. It was like he was a kitty, lapping up a saucer of milk. His tongue felt rough and good and it got my precum flowing. I fisted his dick and stroked quickly as his mouth engulfed me and it felt like my hard-on was inside a washing machine. The kid sure knew how to suck dick. I learned everything I know about it from him. I was steely-hard as he was bobbing up and down on it and I looked down and could see my cock throbbing when he paused, pulled off and asked the question. "Zane, you ready to find out how it feels to fuck a girl?" I suppose that was his diplomatic way of offering up his ass to me in a way that made it seem less homo. "Yeah, I'm ready." It was all he needed to hear. He finished undressing by pulling off his t-shirt, then he got face-down on my bed and stuck a pillow under his pelvis, raising his smooth butt up to me. He reached back with both hands and opened his ass cheeks. It was so obscene, looking at his winking boy-hole. "Go in the pocket of my shorts and get the tube of Vaseline, Zane. You don't have to lick me if you don't want. Just finger some inside my hole and lube up your dick." I reached for Jon's shorts on the foot of the bed and pulled out the little tube. I squeezed a glop of it right onto my dick and slathered it around my rock-hard shaft. It felt really good to do that. Now it was time to prep his boy hole. I was hesitant and he must have sensed that. "Come on, you can do this. I took a dump this morning and got my shower so it's ready. Don't you know, Zane? If you take it up the ass from a messing-around buddy but don't want to put it to him when it's your turn, that means you like being the girl and you're homo." Damn. Another one of his fucking unwritten rules. Where did he learn all this crap, anyway? I had to admit though, it made sense. What if it ever got out to the guys that I'd put out for a boy but didn't use him to get my fuck? (Jeez I was such a pea-brain back then to come up with that kind of half-assed logic). I squeezed out some lube on my finger and went for Jon's asshole. I started by smearing some around the entrance, watching it flex and wink as I did it. Then, I went in. It was strange, pushing my finger inside his body like that. I could feel the slick anal wall flexing and gripping my finger as I lubricated him. I pushed in as far as I could go and twisted around inside. Jon must have liked that feeling, because he raised his ass up to me while I probed inside him and lubricated his most secret boy-opening. The familiar high-pitched ringing in my ears started up and my dick was really, REALLY hard by now. "Do it man. Get it on. Just go slow when you're pushing inside." I didn't need any more encouragement. I knew I had to do it. I had to fuck him to prove that I wasn't homo! (I know... don't laugh. I was so fucking pea-brained). I straddled his legs and bent my stiffy down, pushing the head against Jon's winking, slicked-up asshole. I thrust out my pelvis and the head slipped right inside! "Aw FUCK yeah!" The way Jon uttered those words told me that it didn't hurt. In fact, I'd say he liked taking it up the ass. I thrusted my hips some more and my boner slid all the way inside him! I looked down and my cock was completely buried inside his body. My little triangle of pubic hairs rested right up against his butt crack. I moved in and out a little... Just as easy as that, I was getting my fuck! "You okay, buddy?" I asked because I was remembering how it had felt when he mounted me the other day. "Yeah, I'm good. Go for it." And he really seemed to be good about it! Now that I look back at it, I'm thinking that my buddy Jon had been practicing for that very moment. Maybe my dick wasn't the first to penetrate him and he'd been rehearsing, like with a carrot or maybe even a cucumber. I didn't need any more motivation. His asshole felt good and tight around my stiff dick. I began thrusting in earnest. It was so slippery inside him and fucking him felt like nothing that I'd ever done. I could feel his anal muscles flex as instinct took over and I fell into a primal, rhythmic fuck-motion. I used him like a bitch, just like it must have felt to him when he'd been pounding my ass just days before. There was that obscene slapping sound... my pelvis pounding against his butt cheeks with each thrust. Jon was making little noises, a kind of grunt/moan each time I pushed my cock deep inside him. It didn't take me long, just a couple of minutes fucking his ass when the urgent feeling in my young loins started to build. I was about to unload and with my sex-fogged mind I thought to myself... "RULES, stupid! WHAT'S THE FUCKING RULE!" "Gonna shoot! Okay if I stay in?" "Yeah, do it." Was my best friend's grunted answer, (but I was already ejaculating my load of jit deep inside his ass by then). The ringing in my ears was almost deafening, and the sex muscles behind my balls clenched down HARD as I released inside his ass. Aw FUCK it felt so good! I thrusted inside his slick hole a couple more times and collapsed on top of him, trying to catch my breath. My head was down beside Jon's and I nuzzled my cheek against his as we lay there, waiting for my boy cock to soften and slip away from his hole. I finally moved when it started to feel awkward with us stuck together like that. I pulled back and my peen slipped out of his ass. It was wet with our fuck-slime and the room air felt cool around it. His hole looked red-rimmed but there was no blood. He clenched closed as I watched it. I moved over on the bed, and Jon quietly got up and padded off to the bathroom. As soon as he got to the toilet I heard the loud, wet farting noise and splatter it makes just after a guy has had homo sex. In a minute, Jon came back in my room and started to get dressed. I wiped my deflated dick with a few tissues then got dressed as well. It felt odd again, just like the first few times I'd messed around with Jon. There was little eye contact and few words spoken between us as we put our clothes on. We got out into the sunshine and rode our bikes like mad around the development until the weirdness wore off. Jon stood up on the pedals most of the way. We had several more butt sessions that summer, however we didn't dare try for the home-run while we were away at summer camp because it just seemed to risky. Jon's father got a job transfer that year and they moved a couple of states away, just as we were poised to begin high school. We didn't have an emotional farewell and we never stayed in touch after that. I don't know, maybe that was for the better. I'd lost complete track of Jon until this past year when I started searching the web, wondering about him and thinking about getting some closure. I found him, I'm sure of that. Jon had gone on to graduate college and worked in a great job. He had a wife and kids, was active in his community and sadly, he died suddenly at age 52. That was pretty much the conventional lifestyle that I'd chosen for myself as well, except it was my good fortune that I'm still around to tell the story. It's been said that practically an entire generation of gay and bi guys was wiped out by AIDS. Turns out, some of us are nevertheless out there. Maybe we are still a bit confused and perhaps we have regrets, but our choice to remain in the closet saved us from that devastating scourge. Given the chance, I'd probably do it all over exactly the same way. I once blamed my old buddy Jon for leading me down such a confusing path when I was a boy, but I've come to terms with all that and I'm feeling at peace. I suppose it's ironic that it turns out we really were practicing to find out how it feels with a girl. Well Jon, we had quite a crazy ride, didn't we? There was a time when I thought I'd somehow get to meet up with you and ask a few questions. The fickle finger of fate has decided that reunion will never happen. Hats off to you, buddy! Something tells me you had few regrets about what we did either. After all, we were just a couple of dumb-ass, pea-brained kids, trying to figure things out, yes? I truly believe we succeeded.