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TRUE FIRST TIME TALES
Lucas's First Time TaleRated: X ages 15
I had just turned fifteen. My best friend, Josh, had just had his fifteenth birthday party and I was staying over again, this time just the two of us. School was out, so we were going to have all day Monday alone at his place.
I loved that idea. I was gay, and had told my parents, and Josh, but no one else. I was considering which of my other friends I could tell also.
So, Josh's party was Saturday night, and several of us had stayed over after his party and had a great time. His folks had a great rec room downstairs with all the goodies, including a full-sized pool table and some upright arcade games. Real throwback stuff like Asteroids and Centipede kind of stuff. Yeah, our folks are loaded, we're lucky that way.
What we're not lucky with is our looks. Josh and I and our friends are kind of dorky. Smart, but geeks. A couple of our friends are total dweebs, but Josh sure wasn't. He was nearly normal enough to fit in with the 'normies' if he wanted to give up gaming and other dorky pursuits. But he didn't, and I was very glad of that fact.
Josh was actually hot as far as I'm concerned. He looked a lot like this guy. Sort of like Anthony Michael Hall. A bit. I was more like this guy. I didn't look like anyone famous. And I sure liked how Josh looked. Every year I wished he was in my gym class, so I could see him naked, but so far no luck.
Anyway, I'd told Josh I was gay, and he was pretty cool with it, like I knew he'd be. He was not only my best friend, he was the coolest guy I knew. So we'd talked about it a few times, and I liked talking to him about being gay, but I didn't want to push my load onto him, so I refrained from telling him very much and tried not to talk to him about it very much.
I sure couldn't tell him how much I liked him. I was pretty much in love with him. He was simply such a great guy, and he was so cute.
Back to the day after his party and sleepover. Most of the guys left by noon, the rest were gone by dinner. His folks ordered in some great Chinese and we had a great time. His folks were cool, and Josh said I should tell them I was gay. But then I'd feel weird about being over at his place and his folks knowing that I was gay, and probably wondering if we were... you know. So I didn't want to tell them. Not yet, anyway.
So, Sunday evening, after dinner, as we're heading up to his room, his mom tells him to try on the clothes his grandparents sent. She wanted to know if they fit and if he liked them, or if she should go exchange them. Josh goes, "Yeah, okay, fine."
So we get to his room and mess around for a while, and his mom stops by on her way to bed.
"Did you try on those clothes?"
"Well, do it. I want to take them to work with me tomorrow so I can exchange them on the way home."
"I mean it. If you don't have them sorted in the morning, you'll be stuck with them."
"Okay. I will."
She leaves, I win the game we're playing, and Josh gets up and heads to the stack of clothes. He takes off his shirt, then his jeans, and then tries on clothes one at a time, asking me my opinion. Some of them are awful, some are okay, a couple are really nice.
The best part is seeing Josh in his boxerbriefs. It was a rare treat! We'd changed in front of each other a few times, no big deal, but it was really sort of different now that he knew I was gay and probably suspected how much I liked it now. It was pretty cool of him to do it in front of me now. It proved to me he wasn't worried about me being gay or anything.
Man, Josh was hot. Kind of skinny, but not overly so. Lean and trim, and pretty smooth and clean. I already liked a clean look and not hairy.
So he tries on pants and shirts, giving me a lot of time to see his body in those tight boxerbriefs he likes.
There was no way to not know he was well hung. It wasn't hard or anything, it was just that his soft, cotton boxerbriefs didn't hide anything. It hung and swayed with his balls, and it was pretty clear it was hanging down something like five inches or so.
What a great show! I don't have to tell you I was boned solid.
When he'd tried on all the clothes, he gives me this look, standing there in just his boxerbriefs.
"What?" I ask, all suspicious.
"Well, it's just..."
He laughs, then picks up a new package of underwear - the kind he doesn't wear - white Hanes briefs. He holds them up, grinning and laughing.
I laugh with him, and say, "You don't wear those."
"Yeah, I know. But, what if I like them?"
"You never wore them. You always wore boxers, and then those boxerbriefs."
"Yeah. I don't think I ever tried these."
He ripped them open.
"Now you can't return them."
"That's okay," he laughed.
He pulled a pair out and held them up in front of his waist.
"What'cha think?" he asked, grinning at me.
"Looks funny. Never seen you in those kind."
"They're what you wear, right?"
"Not white ones," I pointed out.
"No, but briefs, right?"
He shrugged, then pushed his boxerbriefs down.
He had the lightest blond pubes I'd ever seen! Well, one guy in my gym class last year had light ones too. Seeing Josh's light-blond pubes was a major turn-on! So was seeing his meat hanging there like that. It was at least five inches, for sure. Long and lean and straight, with a nicely shaped head. And his balls looked great too. Nice and hanging and swaying, even if they were just barely hanging. He was fifteen, they weren't exactly dangling down several inches or anything.
But everything about his naked body was as good as I'd hoped. Smooth and slim and straight.
God, damn, I was boned up now!
He pulled a pair of those Hanes up his legs, making his dick and balls move around. He tucked them up and held his arms out.
"Well?" he asked.
"You look weird," I laughed.
He actually looked incredibly hot! I mean, I could see it so clearly. Those things were thin and almost see-through. The shapes of everything were outlined tightly.
He turned around, and asked, "How's my ass?" He wiggled it.
"Nice," I replied with a laugh.
He turned around again, and adjusted his dick and balls in the briefs, then said, "They feel so tight. How can you stand it?"
"Your boxerbriefs hold everything tight, too."
"Not this tight," he complained, cupping and pulling his balls. "I don't like 'em."
"I'll take 'em."
"You can have 'em."
He pulled them off and threw them at me. I caught them, feeling like an idiot. What was I going to do with them right then?
"Try 'em on," he told me as he pulled his usual boxerbriefs back on.
"Try 'em on. See if they fit."
I'm boned up! I thought to myself in horror.
"Don't worry if you're boned, I don't care."
Was he reading my mind?
"Try 'em on. I wanna see if they fit."
"Not now," I answered, putting them on the bed.
"Right now," he said firmly. "Or I'll get dressed again."
"Try 'em on, and I'll stay in these," he said, tugging the waistband. "Otherwise, I'll just have to get dressed."
"Are you pulling my leg?" I asked.
"No. Try 'em on."
He crossed his arms and stood there waiting.
So I got up, slowly undid my belt, then jeans, then slid them down. I was so embarrassed, and thankfully my erection was fleeing, not fast enough, but it was going. So by the time I was dropping my briefs, it wasn't obviously boned up anymore. I pulled on the new briefs.
"They fit fine," I said.
"Yeah, they do," he said, uncrossing his arms, then walking toward me.
"You look pretty good in them," he said, looking right at my waist.
He smiled, then reached out and cupped my nuts. I think I nearly jumped through the roof! He pulled, gently, and tugged, and rearranged things. He was making me grow hard! I pushed his hands away.
"They fit you pretty good," he said, stepping back one step.
"Good enough, I guess," I agreed, ready to get my jeans back on.
As I reached for them, he sat down on the bed next to me and asked, "Can I ask you something?"
"Sure, I guess, what?"
As I stepped into my jeans, he grabbed my arm and looked up at me and said, "Sit down."
I started to step into my jeans, but he said, "Don't. Not yet."
"Just sit down."
So I sat down next to him, holding my jeans.
He looked right at me, and said, "Have you ever thought about doing stuff with me?"
I thought I had to be hearing him wrong. Or something. So I asked, "What'd'ya mean?"
"Have you ever thought about messing around? With me?"
I felt my face get hot. I didn't want to lie to him, but I didn't want to admit to it, either.
"It's okay if you have," he went on. "I sort of have."
"What?" I choked.
"Well, come on. You're gay. Right?"
He waited, so I nodded.
"So, have you ever thought about, you know, messing around. With me. Not anything, you know, for real, just... messing around."
"Okay, what do you mean by messing around?"
He sighed, then said, "I mean, have you ever thought about, you know, maybe giving each other a hand-job? Or something?"
Okay, he'd brought it up, and I suddenly felt like being open about it, so I said, "Yes. I've thought about jacking you off a thousand times. Okay? You happy?"
"Don't get all defensive," he sighed. Then he reached over and grabbed my package. He looked right at me as he said, "You know I'm straight, right?"
"Well, it's okay to sort of mess around with a buddy. Right? Experiment?"
I'd thought about using that line a thousand times to try to get him to mess around. But here he was using it on me!
"Why are you bringing this up?" I asked.
"Because, come one. Look at me. I'll be lucky to get laid before I'm twenty. Unless I pay for it."
"You're hot, Jase. Chicks would be crazy to not want to mess around with you."
"Yeah, right!" he laughed. "I'm a total dork. We both know it. So, if I have any chance of any action, it's probably with... well... you."
"Wait, are you for real?" I asked, feeling like maybe a con was on.
"No. I'm serious. How else am I ever gonna get any action? I mean, come on. And besides, it could sure be worse than messing around with my best friend."
Another line I'd thought about using to get him to mess around. It was like he'd been reading my mind as I lay in bed at night trying to figure out a way to get him to 'experiment' with me.
"So, you're like, asking me if I want to, well... do some stuff?"
"Yeah. I mean, come on. What other chance do I have. And, besides, I've got this sort of theory."
"Oh? What's that?"
"That a guy can probably give head better than a chick."
"Yeah. Think about it. How can a chick know what feels good? She has to get around, and have guys tell her, and that's probably different for different guys. The kind of chick I'll probably end up going out with will probably never have gotten any, or ever gave head. But a guy knows, because he's got a dick, ya know? So who's gonna know better than a guy how to..."
He looked sort of surprised now. Like he'd slipped and said too much. And I saw how he had. He'd gone from experimenting, to jacking off, to giving head.
And let me tell you, I was all in for it!
So, I said, "I think the same thing. I bet the both of us could give better head our first times than any chick could her first time."
He smiled, then said, "Yeah, see? I mean, I'm not gay, right? But, fuck, I'll suck a dick, a good friend's dick, anyway, if I get a blow-job too. So long as the guy won't ever tell anyone."
"Oh, I won't!"
He smiled some more, then said, "So, um, you wanna?"
I felt my insides crumble into a pile of quivering goo!
So then we sat there, awkward and silent. I had no idea what to say next.
"Do we just..." I asked.
"I think we should sort of start out easy," he said. "How about we just, you now, try jerking it first."
So then we sat there again, awkward and silent again. I had no idea what to say next now either.
He sort of laughed, then said, "How about we start with taking off everything?"
So we both took off our underwear. I was really happy to see he was fully hard! I mean, at least he wasn't kidding around. And, boy, was he hung. That thing was easily over six inches. Maybe even seven. If he kept growing, it was going to be eight or nine inches!
"So, um, do we just..."
"Yeah, guess so," I said as he tentatively reached over.
As I reached out for his, my entire body was tingling! I felt like I was short of breath.
We both grabbed each other's dicks at about the same time.
His was so huge! It was way thicker than mine, too, not just way longer. So hard, too. Mine was rapidly reaching full hardness in his hand. His first strokes were tight and firm, but then he loosened his grip and barely contacted it, brushing his skin along my skin and the edges of my head. I'd never done it that way. It felt really good! Very different, too. I liked it instantly. I copied it on his, finding it awkward discovering the right tightness to use. It took me a while before I was stroking his the way he was mine. It even felt kind of hot to do it to his that way. Sort of gentle and soft. Slower than I usually did it too.
I got wet first, no surprise. I was kind of surprised that he didn't wipe it off or something. Instead, he rubbed it all over my head, making me squirm. He laughed.
The instant he got wet, I did the same to him. Damn, it felt nice to have his warm, slippery pre-jizz on my hand! It was even better to be smearing it all over his hot head!
This was awesome!
I was going to blow soon! It was building up and tingling and my balls were surging!
"If you want to try... something else, we'd better soon," I warned.
He stopped, so I did too.
"Um... do we, you know... do a sixty-nine?" he asked.
Oh, hell yeah!
"Um, I guess," I said as casually as I could.
He pulled himself up onto the bed and stretched out on his back. So I swung a leg over and got into position. I'd seen it done in enough pornos, ya know?
Having a cock in front of me was awesome! A nice one, too! Straight, firm, lengthy, smelling of pre-cum. I opened my mouth and closed my lips over it. So warm! I explored it with my tongue. It was something! The head was so silky and spongy! It seemed impossibly awesome feeling. The shaft was nice and firm, smooth, but with small textures and shapes along it. That thick tube on the underside was so cool. As I sucked, I felt his body shiver, and I heard him softly gasp, "Oh, wow!"
Then I felt his warm, wet mouth close over my head. That felt so good. So did the way his lips slid along the shaft. I couldn't feel his tongue, but I was happy enough he was doing this much! Those soft lips slid along my shaft like pure buttery velvetiness. The way they felt as they brushed over the edges of my head was so intense that I twitched all over.
I sucked him harder, and was rewarded with a wash of warm, thick, musky pre-jizz. Yes, I loved that taste! I loved everything about sucking dick! It was pure awesomeness!
I was really enjoying this. Then I felt the most intense, fuzzy, warm pulsing sensation deep in my dick! It was the best thing I'd ever felt! I suddenly realized he was finally sucking on it!
That did it! In a sudden way, like never before, I was blowing off a load that felt like heavy cream! I didn't even get a chance to warn him! I felt so bad! His mouth was instantly gone, but that didn't stop me from shooting at least ten times. Big, heavy, thick ones, too. Well, I was fifteen, so it wasn't all that much, but it sure felt like it!
In no way did I stop sucking and licking his wonderful cock. Not for a second! I absolutely loved the way it felt in my mouth. I loved the taste and the smell. I loved how I felt inside with his cock in my mouth. Everything about giving head was just fucking awesome!
"I'm going to cum!" he hissed.
Go for it! I thought. I couldn't wait! I sucked harder, licked more, bobbed up and down faster.
"Luke! Cumming, man!" he hissed.
I thought that maybe he was expecting me to get out of the way, but I wasn't going to. I wanted that load!
I decided to take the entire thing, if I could. I slid down, down, further, but there was at least another few inches to go when his head hit the back of my throat and gagged me. I almost stopped sucking it, but barely managed to keep it together. At that instant, he filled my mouth with hot, thick, musky cum! I barely avoided choking on it. I mean, barely! I sort of did, but only for a second. I managed to swallow just as more hot cum exploded into my mouth. I swallowed, sucked, and kept at it, adoring the way his cock flexed and swelled as he came. I didn't stop, not until he pulled his hips back and pushed my hips away, saying, "No more! Stop!"
I rolled onto my side, he did too, and we laughed for a few seconds.
I felt great! I'd sucked a dick! Jason's dick! And it had rocked! I was pretty sure I'd done a good job of it, too.
"Dude. If any chick can do that, I'll marry her!"
We talked a bit, got dressed, talked some more. He made it pretty clear it had been awesome, but he didn't think he'd ever do it again.
"Maybe, some day. But I'm not gay. I just wanted to get some action."
I was more than a little let down.
I asked several times a month, but he never wanted to repeat.
We never did it again.
Halfway through senior year, I got friendly with a guy named Kyle who I was pretty sure was interested. By the end of the school year we were secretly dating. Josh thought it was cool. I liked Kyle enough, he was great, but I often fantasized it was Jason on top of me, or in my mouth, or beneath me.