TRUE FIRST TIME TALES
Cade's First Time Tale
I knew I was gay at fourteen, just after puberty really kicked in. Girls became less interesting as guys became more and more interesting. By fifteen I knew, and went through the usual roller coaster of discovery.
I was pretty average. I had average grades, about the same number of friends as my friends had, I looked pretty average. Some of my friends were taller than me, some were shorter. Some were better looking, some weren't. Judging by what I saw in the showers in gym class, I was pretty average down there too.
There was nothing special or different about me, except that I liked guys.
None of my friends seemed to, and most made it clear they liked girls.
Just after turning sixteen, one of my friends, Jason, was over for the weekend.
Jason wasn't my best friend, but he was a sort of special friend. He was the only one of my friends that wasn't hung-up about his body or boners or sex stuff. He'd talk sex with me, and we told each other about everything in that regard. We'd showed each other our dicks when we were about eight or so. We'd showed each other our bungholes. We'd told each other when we got our first random boners, and even showed each other and compared boner sizes. We'd told each other when we got our first pubes, when we first began jerking off, and when we first started squirting. We changed out of swimming trunks in front of each other.
Just after we turned fourteen, we'd jerked off together. Just that once. I had always wanted to do it again, but I just couldn't get myself to try to make it happen again. We'd seen a guy and girl making out in the park one day. We watched through the bushes as they got naked and had sex. We rushed to my house and talked about it, groping ourselves, until we couldn't stand it any longer and I said I had to jack off. He said he had to too, so we pulled down our pants and did it on opposite sides of my bed, back to each other. How I wanted to turn around and do it for him as he did it for me!
So we were good friends, and we'd broken a few sexual taboos together by the time he slept over one Friday night just after we'd turned sixteen. Some of our friends were out with girlfriends. We did all the usual stuff, and hung out with the other guys most of Saturday. On Saturday night, as some of our friends were again out with their girlfriends, we were up late, watching the late-night monster movie. It was a really old one, black and white, about a magician who hypnotized and killed women. He had a magic act that he used to meet women. That got us talking about magic.
We talked about hypnotizing girls into having sex. I was more thinking about doing that to guys. We wondered if it was real or not, and what it could do.
Jason said, "I don't think magic is real, but I do know one magic trick."
"What's that?"
"Well," he said, turning red-faced. "It's kind of... uh... pervy."
"What?"
"I'd rather not tell you."
"Then why'd you even mention it?"
"We were talking about magic."
"So tell me."
He got all embarrassed. It was funny. And, well, eh was cute when he was embarrassed, so I liked making him embarrassed.
"Come on, what is it?"
"Let's just say, I know a way to cum without ever touching your dick."
"Huh? What?"
I wasn't sure I heard him right.
"There's a way to make you cum without using your dick," he said.
"No way."
I was already intensely interested. Anything to do with dicks, you know? Plus a good friend bringing it up.
"Yeah. There's a way to make you cum without jacking it off."
"What?" I asked.
He got so red-faced! And so cute! I was so into this already. I was already trying to think of a way to get him to show me. You know?
"Come on, what?" I asked again.
"I don't want to talk about it," he said, all cute and blushed.
Oh, I had to know more. I had to keep this topic going. It was exciting as hell. I hoped it might lead to something. I mean, you know, show me.
"You brought it up. And now I'm all curious. You have to."
"It's really embarrassing," he said, unable to even look at me. "It probably even feels better than jerking off."
I had to get him to show me. Or at least tell me.
"Oh, I get it. You made something up, and now you can't get out of it."
"No," he said firmly. "There really is."
"How do you know about it?" I asked.
He laughed, then said, "I sort of found out about it by accident."
"How?"
He was so embarrassed now! And just so fucking cute. I had to keep this going, even if I couldn't get him to tell me or show me. But I really wanted him to show me. I mean... come on, right?
"Come on, dude. Tell me," I begged. I wasn't above begging, especially if it had anything to do with sex. Sixteen, right?
"It's so embarrassing!"
"Hey, we're good friends, man. I've seen you naked tons of times. We've talked about jacking it off. We told each other when we got pubes, and when we started squirting."
"Yeah," he sighed.
"We showed each other our dicks and balls," I pointed out.
I'd wanted to do more than show for a while, but I'd never had the balls to try to get it to go further than that.
"You slapped my naked ass once," I added.
We'd changed out of swimming trunks at his place, and he'd slapped my bare ass when I said his was getting to look nice. That was a few months back.
Yeah, but I was sixteen, barely, and just didn't know what that could mean. I had hoped so, but was too shy to try to find out.
I was getting more bold now. Or more desperate. Or both. I wasn't going to let this go easily.
"Now you think telling me this way to shoot off without touching your dick is like, what? Too far or something?"
"No, it's just..."
"Embarrassing. Why?"
He looked at me for a second, then said, "It has to do with your bunghole."
"Really?"
I liked sticking things in my ass. Markers, brush handles, other things in the past. Now I had a plastic toilet plunger in my bathroom with four round knobs forming a kind of handle on the end. I found out it fit well in my ass and felt great. And it washed clean easily.
He was so red now. And now I had to know more.
"Yeah," he laughed.
"I don't believe you now," I told him.
"Why not?"
"Because we've talked about more embarrassing stuff before. We told each other we tasted our cum. That's way more embarrassing."
He laughed a little, then nodded a bit, then looked at me and said, "I'm serious."
"How can you cum without jerking it off? No way. Everyone would know about it."
"You would think so, huh?" he said. "I don't know why."
We were quiet for a minute as I tried to figure out a way to keep the topic alive.
"When we were kids, we showed each other our bungholes," I reminded him.
"Yeah," he said, nodding a bit.
We were quiet again. I grew desperate, and could only think of one way.
"So show me."
His eyes got so wide!
"You serious?" he said.
"Yeah. So show me."
"Dude," he sort of whispered.
"Either show me how you can cum without jacking it off, or admit you made it up."
"You want me to just... do it? In front of you?"
"Yeah. We've seen each other boned up before. A lot of times. We even jerked off together that time. So big deal if you get off this way showing me how to do it."
He seemed to be thinking about it, but wasn't sure.
"Come on, dude. Especially if it feels better than jerking off does. You got to show me that."
I could almost hear him saying 'maybe' inside his head.
"There's one thing," he said slowly.
'What?"
"To show you, I sort of have to do it to you."
Oooo! Wow! Okay!
Play it cool.
"I can't just tell you about it."
I gave a kind of resigned sigh, and said, "Fine."
"Really? You're really okay with that?"
"Sure. If it's better than jerking it off, I got to learn it."
"Well, it might not be. Maybe it's just me," he said, turning redder again.
"So, okay, tell me. Show me, I mean. And I'll tell you if it's as good or better or not."
He smiled, and asked, "Are you really sure? I mean, I have to stick my finger in your bunghole."
I gave a fake grimace, and said, "I just don't believe it. I mean, how can a finger in your butt make you cum?"
I'd put plenty of other things up there and hadn't cum. I'd gotten close a few times, but not all that close, and surely never so close I thought I might actually cum just form that. Leak, sure. I usually leaked when I used the toilet plunger handle for more than a little.
"So long as you're okay putting your finger in my ass," I said.
"To show you this, yeah," he said, nodding. "It's fucking amazing."
"It has to be, to make you cum."
"It is!"
"No jerking it off?"
"No. No touching your dick. Not once. Just that finger in your bung."
"Really?"
"Yeah."
"Okay. Show me."
I dare you.
He chewed his lip, then asked, "You won't tell anyone, right?"
"Hey, have I ever told anyone about you slapping my bare ass? Or jacking off on my bed together? Or showing our dicks to each other?"
"No, but this is kind of different. This is doing something to you."
"Yeah, even less likely to say anything. Right?"
"Yeah," he agreed, and nodded. "So, yeah. Okay. I'll show you."
"Cool. What do I do?"
"Get some lube."
I walked casually out of my room, and got some Vaseline from the bathroom cabinet. I was shaking! Hard as hell already. I wondered what he would think of my being boned up before he even did anything. I figured I'd tell him I was horny from thinking about cumming.
I got back, and he was sitting on my bed, cross-legged, grinning and red-faced. I handed him the Vaseline.
"Okay, so, take off your pants," he said with a laugh.
He was clearly as embarrasses as I was. I took off my pants, my boner showing already. He laughed and made a joke about it.
"Hey, I'm expecting an orgasm, what do you expect?" I said.
"Yeah. To be honest, I'm hard too."
"Really?"
"Yeah."
He leaned back and tugged up his jeans tight. I could see his boner. He sat back up, and picked up the Vaseline.
"So, off with the underwear, and then on your back on the bed."
"This is weird," I said, so embarrassed it was almost unbelievable as I stepped out of my underwear.