TRUE FIRST TIME TALES
Boyd's First TimeRated: X ages (*)
I love reading the First Time Tales that you write for people and want to tell about my first time.
I was almost sixteen, knew I was gay, and didn't know anyone else who was. A couple of guys at school were rumored to be, but since one was my friend Chase, I knew rumors were not always true. I'd known Chase since we were kids, and I knew how much he hated that rumor, and how much he liked girls. The other guys rumored to be gay didn't seem any different than Chase, so I figured they weren't gay either.
I was over at my friend Trent's place one weekend. I'd known Trent since we started high school just over a year ago, and we'd become really good friends. We ended up talking about Chase and those rumors. He wondered how the rumors got started. I told him Chase and I had talked about that and we'd figured it had been because he had turned down Vicki when she had asked him to go to the eighth-grade dance. He'd wanted to ask this other girl, so he turned Vicki down, and when he asked this other girl, she turned him down and he didn't have the guts to ask Vicki after that.
"So Chase really isn't gay, right?" Trent asked.
"Yeah, he really isn't," I said. Then I asked, "Why?"
Trent sort of shrugged, then I could tell he wanted to say something else, so I asked, "What?"
"Could you keep something secret if I told you?" he asked.
I said, "Sure."
He said, "No, I mean it. You can't tell anyone."
He was really serious, and I was sort of hoping I knew what he wanted to say, so I said, "I know lots of secrets friends have told me and I've never told any of them."
"We've only known each other since the start of last year, but I think we got to be really good friends, and I really trust you. So I think I can tell you something."
"Why don't you tell one of your friends you've had since before high school?" I asked.
"Because I moved here just before high school, and I didn't know anyone when school started."
"I didn't know that," I said. "You seemed to have friends when we met."
He shrugged and said, "I made new friends is all. You weren't the first one. But you sort of became like, the closest one."
"Yeah. I guess you're like my closest friend."
I didn't know that at all. I remember thinking about it, and he really didn't seem to hang around with anyone much, other than me and my friends, other than a very few other guys.
"Oh," was all I could think of to say to that, though I tried to think of something better.
"So, if I told you something, would you promise not to tell anyone?" he asked again.
"Yeah, sure. I can promise that, man."
So I waited, and he seemed to have to think about it a long time. I was hoping I knew exactly what he wanted to say. The thing was, he'd had girlfriends and gone on dates with girls almost more than any of my other friends.
Trent was kind of hot. He sure didn't have any trouble with girls. He was asked on dates and to dances all the time. He'd bragged about sex with most of them, and he'd told us enough that we didn't doubt he was no virgin. The girls even said things that got around, proving he'd done it with them, and supposedly he had a big one.
I had no idea what his dick looked like, but going by his hands and feet, if that was any true indication, he probably had a nice big one. We were both taller than most of our friends, and I had pubes and my growth spurt before most of them. I had pretty big hands and feet, and in the showers at school, I was far from being small down there. I had just over five inches then. I might have even had one of the biggest in my gym class. I was pretty sure his was bigger than mine.
I waited for him to tell his big secret, wishing it was what seemed impossible.
"Thing is," he started, while looking down at the floor, "I've dated a few girls. Like I said that time, I had sex the first time when I was twelve. The thing is..."
He paused here a long time.
"That first time," he continued, "it wasn't with a girl."
"What?" I blurted out before I thought. At least I didn't sound grossed out, just surprised.
He looked up at me, and shrugged, then said, "The first time was with this guy I knew. Sort of one of my best friends. It wasn't sex, not really. It was just, you know, jerking each other off. We did it a few times."
"Yeah. We were twelve. It was just sort of experimenting, ya know? Like they say guys do in health class and shit."
I wished I had experimented with someone.
"Well, it kind of led to blow-jobs after a while."
I remember thinking, WOW!
What I said was, "Really?" about as calmly as I could.
He nodded, still looking at the floor, then went on.
"We sort of messed around until I moved."
We were quiet for a long time. I badly wanted to ask him if he wanted someone to mess around with again, but I kept thinking how he was such a hit with the girls that he probably just wanted someone to confess and get it off his chest.
"So I was asking about Chase, because, well, I sort of miss doing it. You know, with... a friend."
But what I said was, "What about girls? You know, the girls you did it with?"
"It was fun," he said, sort of laughing. "Don't get me wrong, I like girls, it's just... there's something really fun about doing stuff with a guy, too."
He kept looking at the floor, but I could still see how blushed he was.
"You really like doing stuff with guys?" I asked, surprised I could even ask that much.
He looked at me then, and I could see he was worried and probably scared too.
"It's okay with me," I said quickly. But that wasn't enough. I knew I couldn't say what I really wanted to say, so I said, "I really don't care, and I really won't tell anyone. Promise."
"Cool. Thanks. And, yeah, I do like doing stuff with a guy. Did, anyway."
Why did I ask that? I asked myself. Stupid.
He shrugged, then said, "With a guy, well, with my friend, anyway, it was easier. I mean, once you fuck a chick, everything is all about her after that. I mean, you have to spend all your time with her, you have to hang out with her before classes, during lunch, after classes, and if you want to spend time with your friends she gets all cheesed off. And you can't even look at another girl! But, with a guy, or, with my friend, anyway, it wasn't like that. I mean, we'd do stuff, and it would rock, and after, we'd just be friends like before. I didn't have to hang out with him every second of every day, nothing changed, and I could check out chicks all I wanted. We'd do it, and then we'd go back to being friends just like before. It was simpler and better."
"Oh." I needed to say more than that, but I didn't know what would be cool and what wouldn't, so I only asked, "Was it as good as with a girl?"
He kind of laughed, smiled big, and blushed really darkly, then said, "In ways it was way better."
"Hell yeah. I mean, nothing feels like a wet, warm pussy, but girls are so... plain. I mean, my friend and I came up with stuff that was fucking awesome. But I still haven't found a chick who knows any of that good stuff, and if I try to get them to try it, they get all pissy and shit."
Man, did his face turn red then! He laughed a bit, and I could tell he was embarrassed. I was surprised he kept talking about it, let alone what he said next.
"Well, there's this one thing we came up with. When you're about to cum, you stop. Or, I mean, when the other guy is about to shoot, you stop doing what you're doing, and let him come down from it, and then you do it again. Like three or four times. It's fucking torture, but it makes your nut so good you fucking lose your mind!"
It was then that I started getting hard, because I was picturing sucking his dick and stopping before he came, and then sucking it again.
"Girls won't do that?" I asked.
"Well, when I'm fucking them, and I stop, they want me to keep going. And I asked a couple to stop when I was close, when they were like blowing me or jacking me, and they don't want to stop and do it again. If I make them stop, they want to stop all together. They don't get it. And, dude, don't ever stop when they're about to cum or you'll never get in their pants again."
He laughed, and I did too. Like I said, he was cute, and sitting next to him right then, a smile on his face, and knowing he had sucked dick before, and had a guy suck his, and maybe done other stuff, man, did I get hard.
"So you haven't done anything with a guy since you moved here just before high school? Like, almost two years ago?"
"Well," he blushed again, "I went back over summer break."
"Yeah," he laughed. "Met my friend, and, well, yeah, we sort of did stuff again."
"Is he gay?"
"I think so, anyway."
"What did you guys do?"
He got really red-faced, grinned all cute and shit, and told me.
"Well, like I said, we started just jerking each other off. Pretty much all the time. Then we sort of tried blow-jobs, and that was even better. Especially once we, you know, started shooting stuff off. Blow-jobs felt a lot better after that. And then we sort of accidentally found out that stopping for a little bit, then doing it again, made you shoot a lot harder and shit. And we sort of did that almost every time after that."
"Yeah. I mean, girls can suck a dick pretty good. Some better than others, for sure. But, the best blow-jobs I've ever had were from my friend. He said I did it better than any girl he'd been sucked off by, too. So we figured guys just know what feels good and can do it better."
"Kinda makes sense."
"Yeah. I mean, when you're sucking a dick, and a guy is sucking yours at the same time, and you try stuff, you can figure out a lot!"
Damn did my dick go crazy at that thought!
"I mean, we learned a lot of things together," he said. "Not just stopping and starting again. And it wasn't just that. I guess doing with a guy is fun because you don't have to worry about a baby or that. And you don't have to worry about if she falls in love with you, or gets all possessive, or if you're doing it like she likes. I mean, my friend and I told each other what we liked, and we did that stuff. Girls just don't want to even talk about that stuff."
I so badly wanted to ask what he'd learned, but I just couldn't do it.
"I guess I just needed to tell someone," he said, looking back at the floor.
"That you did stuff with a guy?"
"Yeah. I thought I could maybe tell Chase, but, if he's not gay, then I guess my best friend is good enough."
We were quiet for a bit, then I managed to work up the guts to ask, "You really think I'm your best friend?"
"Best friend I've got right now," he said, nodding and still looking at the floor.
And then those guts worked one more miracle.
"Then how about you show me some of these things you know?"
His head whipped up and around and he stared at me in a way that made me instantly regret what I'd said. I opened my mouth to say that I was just kidding.
"You really want to?" he asked.
I saw that he wasn't grossed out, or upset, just really surprised.
"If it's so good, sure," I said, hoping I didn't sound too enthusiastic.
"Man, it can be really good," he said, looking right at me. "It can be so much fun."
"Yes," he said, nodding hard. Then he asked, "You've never had a girlfriend, right?"
"Yeah, I've had lots," I said sarcastically.
"You never messed around with anyone? You know, a friend, or anything?"
"No," I admitted. "Not that I don't want to, I just never had the chance."
He smiled all cute, then said, "You got the chance now."
"I know," I said, feeling my face get hot.
"Wanna take it?" he asked, that cute grin burning into my memory. I swallowed really hard, then said, "Yes."
He smiled wider, and looked at his bedroom door. Then he looked back at me and said, "My folks get home from work about six. Wanna come over after school on Monday?"
Oh, hell yes!
Damn, his cute smile was so hot right then.
"If you change your mind, that's okay," he said. "Just, please, don't tell anyone. Okay?"
Change my mind or tell anyone, I thought.
We were awkwardly quiet for a bit, but I was burning to know...
"So, what do you want to do?"
"Monday?" he asked.
"Um, I guess, since you've never done anything before, maybe we should start by doing a hand-job. You know, the basics, first. Then, if you can do it again after a few minutes, we can try blow-jobs."
"I can do it again after a couple minutes," I said, sure of it. "I sometimes do it three times before I go to sleep.
"Nice," he said, grinning. "I always do it twice. Once in the shower and again in bed. Sometimes again before I fall asleep if I stay up after doing it the second time."
"Ever done it four times?"
"Yeah, a few times," he laughed. "You?"
"Yeah, a few. Five?"
"Once or twice. You?"
"No. Almost, once. But it never, you know, finished."
"Yeah, I know! Me too. But once with my friend, it was six times in one night."
"Yeah. We did it first right after his folks left about six, and the last time was way after midnight. We barely got hard, but we tried, a lot, until we got it to happen."
"Must have been awesome."
"It kind of hurt!" he laughed. "But, yeah, it was awesome."
He turned really red, then said, "In his butt."
"Yeah. We didn't do that a lot, but sometimes we did. That was one of the very first times."
"What's that like?"
"It's like really tight pussy. Super-tight pussy. Not as wet, but some lube makes it pretty close. Sort of. Pussy rubs it more, which kind of feels even better."
"What do you mean, rubs it more?"
"Well, pussy rubs it, like, soft and shit, like a loose hand-job. Butthole is tighter, more like a tight-fisted hand-job."
I guess I looked confused.
"You ever jack off using lube?" he asked.
I shook my head.
"Spit on it?"
"Okay. So, you know how to do it so your hand slides on it instead of moving the skin up and down on it?"
I shook my head. I had no idea what he was talking about.
"Oh, dude, do I got stuff to show you!" he said.
I could not wait! My dick was so hard it felt like it was going to split.
"So, how do you jerk it off?" he asked.
"How do you do it?"
I moved my hand up and down above my crotch, feeling embarrassed.
"Show me your hand?"
I held it out.
"No, I mean, show me how you hold it when you do it."
I made a loose fist.
"And you move the skin on it?"
"Ever rub the head?"
"Uh, yeah!" I said as if he'd asked if I ever ate food.
"But you never rubbed the shaft without moving the skin?"
I wasn't even sure if that was possible. It seemed like he might be making stuff up.
"You have much to learn, young Jedi," he said, making me laugh.
"Teach me, oh Master," I said back, making us laugh more.
We changed subject then, to Star Wars and stuff. We had just seen Return of the Jedi in theaters last week or so when it came out. He had the VHS of Star Wars, so we went downstairs and watched it. Just before it ended, his mom walked into the family room.
"Hun, your dad and I are going to go out for dinner, and maybe a movie. Would you and your friend like to come with us?"
The look he gave me right then... wow.
He turned to his mom and said, "No, we've got plans to watch a movie. How long will you be gone?"
"Well, if we can find a good movie, I guess three hours or so."
"Well, let me know."
His grin as he turned back to me after she left told me exactly what he was thinking. I got hard.
Just as the credits started on Star Wars, his mom came back.
"We found a movie we both want to see, so we'll be back about ten or so, after it ends. I'm going to finish getting ready," she said, and left.
He turned to me, and asked, "So, you want those lessons tonight, young Jedi?"
I was hard and stayed hard. I couldn't stop thinking about doing it. We watched some television in his room until his dad stopped to say they were leaving.
We watched them pull out of the driveway from his bedroom window. The second they drove off, he turned to me with that grin and said, "So, get your clothes off."
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