TRUE FIRST TIME TALES
David's Tale
When I was younger, I was baby-sat by my mom's friend's son Brandon when Mom went out with her and their friends on Saturdays. I liked Brandon a lot. He was almost four years older than me, and smart, and treated me more like a friend than a kid he had to babysit with. His parents were rich enough that they had a butler and a maid, and they were actually watching me, so to speak.
He had neat video games, and movies on tapes, and we ran around and had some fun. He had a couple of friends who sometimes came over, and they would play Dungeons and Dragons, and I was taught how to play, and I really liked it. I was playing a game for older kids with older kids. It was the coolest!
And Brandon was the coolest guy as far as I was concerned. Now, years later, I know he was a dork, a nerd, and had only a couple of friends, but when I was ten, eleven, and twelve, he was the coolest guy I knew.
It was getting close to Christmas one winter, and I was almost thirteen. I didn't mind being baby-sat, not when it was Brandon. And Brandon didn't seem to mind doing it at all. Mom said I was going to spend the night again. I packed up some clothes and got my D 'n D stuff in case his friends came over and we played. Sometimes he and I played alone, which wasn't as much fun.
Mom stayed out late sometimes, and by thirteen, I was beginning to know she was actually taking some guy home and having sex with him. My staying over at Brandon's meant she was on the hunt, so to speak, and expected to get laid. Or, she expected to get smashed and didn't want to have to drive me home from Brandon's. Either way, I got to stay over at Brandon's, and that was cool with me.
Mom worked with Brandon's mom, and she had a lot of money. His dad was a corporate big-wig or something like that, and was gone a lot. I only met him a couple of times.
We drove to Brandon's house and went inside. Our moms went upstairs to get ready, whatever that meant, and Brandon was in his room way down the hall. His house was fucking huge! So I walked in and said hi. He always smiled really big when I got there.
"Hey, Dee! Wanna see something awesome? Close the door."
He grinned even wider than usual and put a tape in his VCR. He had his own tape player in his room, on a huge television. Like I said, he was pretty rich.
"Sure," I said, closed his door, tossed my pack on his floor, and sat down on the end of his bed with him.
He used the remote to start the tape. A girl with long, blond hair was sucking a guy's dick! I'd never seen anything like it! I'd never felt anything like what started happening in my pants, either!
Now, I was almost thirteen, and I knew what a boner was, but I'd never had one before. I knew it was for having sex with girls when I got older. I knew I was getting close to having hair growing down there, and all those parts getting bigger, and was sort of looking forward to that. And I knew about jerking off, or, I knew guys did it. Brandon and his friends talked about it, and even answered questions I asked a couple of times. My friends and I talked about it, too, and I seemed to know more than they did, thanks to Brandon and his friends, so I was sort of looked up to for that among my friends.
But now, I was sitting there, watching a girl give head to this guy, and my own dork was swelling up and tingling. It was hugely embarrassing! I didn't know why it was so embarrassing, or anything, but it sure was!
I remember going, "Wow!"
"Pretty neat, huh?"
"Wow!"
I was amazed. I couldn't take my eyes away from the screen. These weird, funny tingles were moving around inside me. My dick tingled like mad! They were the weirdest and most fun feelings ever!
I probably sat there with my mouth hanging open the whole time that girl sucked him, until he said he was cumming, and she stroked him off and he shot his wad all over her face. I think my dick tried to do that, too! I mean, it tickled and tingled so bad I couldn't sit still! I fucking loved it!
He shut off the tape and I stared at the screen, like I was still watching the movie. I just couldn't look away, as if I kept staring, the show would come back on or something. I finally noticed my hands were holding my groin and I was squeezing it and it felt so great!
"Pretty neat, huh?" Brandon asked me.
"Oh, wow!"
I looked over and up at him then. He was smiling at me, almost laughing.
"Wanna see another one?"
"Yeah!"
"When our moms leave, okay?"
"Okay!"
Oh, man! I could not wait!
"You got a stiffy?"
I felt so embarrassed. I didn't know if I should admit it or not. I didn't know what to say. He moved my hands and felt it out. Nobody had ever touched me like that before, not there when it was hard. I'd never even been hard before! Sometimes me or my friends wrestled, and sometimes we grabbed there to win a match or something, but it wasn't anything nearly the same as it seemed right then as Brandon felt me up.
"Sure do, dude," he said, grinning.
"Stop. It tickles!" I said, squirming and laughing, and feeling embarrassed and... weird!
He laughed and tickled it a little more while I tried to pry his hand off it and squirmed around, laughing. I really liked it! I mean, it felt great! But it was bad, too. I was sure it was something we shouldn't be doing. It was faggy. I wasn't a fag!
"Stop!"
I could barely say it around the laughter. It just tickled so much! How could something that's supposed to be such a bad thing to do, tickle so much and feel so fun? It seemed so weird. And that I liked it, made me wonder if there was something wrong with me. I wanted him to stop, but I wanted him to keep doing it, too.
He stopped, though, and I could start breathing enough to get my wind back. I mean, I'd squirmed and wiggled and struggled as if I were being tickled more than ever before in my life.
I missed it the second he stopped it. I wanted him to do it more. On a sudden impulse, without even thinking it, I reached out and tried tickling his. I was shocked! It felt massive! Bigger than a hotdog! I wondered if it was bigger than the guy on the movie. But I was doing something wrong. He wasn't breaking down into giggles and laughter. He was smiling, but he was just sitting there, grinning, as I tickled and felt it. I knew it was hard, no doubt, and I was squishing and massaging his just like I was sure he did to mine, but he wasn't laughing and struggling and didn't seem to enjoy it like I did. I stopped, wondering what I had done wrong. I asked.
"Wrong? I don't think you did anything wrong to it. What do you mean?"
"It didn't tickle you."
"No. It... I guess it don't when you get older. It feels better, though, just don't tickle."
"Better?"
What could feel better than the tickling I felt when he tickled it? Nothing possibly could. He had to be lying.
I remember how he looked at the closed door, then back at me.
"Look. I'll show you later. Okay?"
"Okay."
I couldn't wait to see what could possibly feel better than the tickling had. I had to find out.
We played video games until our moms left. Then he said he had to take care of something and he would be right back. I played the game alone until he came back a little bit later. The whole time, my peter still tingled a little, and I couldn't stop thinking about how great it had felt when I was watching that tape, or when Brandon had touched it. I even thought about playing the tape and watching before he got back, but I didn't want caught.
He came back, we played some more, then we had dinner. Our moms were already gone, and the butler and maid served us like usual. I always felt weird being served food like that. It was sort of like a restaurant, but they weren't a waiter or waitress. We finished dinner and went back upstairs.
We played some more video games, then he left and was gone a few minutes, then came back, grinning. He locked his door, then asked if I wanted to see more of the tape. Oh, hell yes! I nodded wildly. He laughed and played it from the start of the tape. It took a couple of minutes for the sex to start, and then the guy and girl did it. They had real sex. My dong was going nuts!
He slid to the floor with his back against the foot of the bed and waved me down there. I slid down and he put his arm around my shoulder. I kind of liked that, but it was weird, too.
"See what they're doing? That's called doggie-style."
I nodded, entranced.
"That's the cowgirl," he said when they changed to her sitting on him while he was on his back.
"Doggie-walk," he said to the next position.
"Blow-job," he laughed when she finished him off with her mouth, his cum splashing across her face.
He hit stop.
"Wow."
It really was all I could think to say. And the incredible tingling in my groin seemed even stronger now.
He took his arm from around my shoulder, and I watched, my guts sort of dropping inside of me, as he unzipped and opened his jeans, slid them down, and then pulled his hard-on out of his shorts. A sort of wave ran up through me from my dick. Even my balls sort of tingled and sent really neat feelings up through me. He pushed his shorts down and I saw everything.
It wasn't as big as they guy on the tape, but it seemed so because it was right there. The guy's had a sort of mushroom-shaped head, but Brandon's had a kind of sleeve of skin that he pulled back over the head. And his head had softer edges and a blunter tip. And it was darker, almost red. He didn't have anything like the hair the guy on the tape had. His hair was blond, and there was just a little bit around the bottom of his dick, about two or three inches wide, about an inch high, and it was pretty short and thin. His balls were way smaller than that guy's, and pink. And they didn't hang down as much, but did far more than mine did, and were way bigger than mine.
"You ever do it?" he asked.
I looked up away from his dick for the first time since he pulled it out. I really couldn't believe he had it out like that!
"Uh..."
"No, huh? Believe me, you will. Soon. Wanna learn how?"
"Uh..."
I sort of did, but it seemed like something really wrong. Boys didn't do that kind of stuff in front of other boys. And sure didn't do it at the same time. Not unless they were fags. I didn't want to be a fag.
"Everybody does it. You're almost old enough to start figuring it out on your own. Let me teach you what I know, so you know how and don't waste time."
"Uh..."
I really wanted to! My dick felt like it was moving around in my pants. And the tingles! Wow!
"Take it out."
"Huh?"
"Just take it out. Like this."
I had to swallow a few times. I wanted to. But...