In the early 80’s Jeff and I were just a couple of young, bored teenagers, hanging around the dusty countryside of Southern Oregon, just outside of Medford. We had met in the fouth grade and grew up together and I used to hang out at his house a lot. My folks were always fighting and drinking, but Jeff’s mom and dad were pretty cool so they let me stay there anytime I wanted. His dad had a closet full of porno magazines- Penthouse, Playboy, Hustler and Cheri.. the guy had tons of stuff. During summer vacation, I stayed night at Jeff’s house a lot. We’d stay up all night, staring at porn and getting all worked up. One night, something special happened that changed everything.
Jeff and I were in his bedroom, a stack of porno mags between us on the bed. It was summer and we were both in our underwear and we had been looking at pictures and reading for about an hour. Every once in a while, we’d trade or show each other a particularly hot girl. I liked reading the letters in Forum a lot, too. I was getting a serious case of blue balls, staring at some huge tits in a Penthouse and massaging my my swollen dick, not knowing what to do cause I had never beaten off before. That may sound dumb but there were things I just hadn’t discovered on my own yet. Jeff looked over at me.
“Have you ever put a rubber on?”
“what, those things from the machines? In the bathroom? Sure.” I lied. I’d never gotten one.
“Do you want to put one on now? Sometimes I like to do it when I’m reading.”
“Sure.”
Jeff got up and reached under his mattress, took out a handful of little packages and threw them on the bed. I kind of waited to see what he was going to do. Still standing up, he dropped his underwear. It wasn’t the first time I’d seen his dick.. it was longer than mine, but thinner. But it was still exciting and somehow different this time. He tore open one of the packages, put the condom on his cock and unrolled it down the shaft. I stared at his cock, all weird and shiny, encased in rubber. After a few seconds, I caught myself and stopped staring at his dick. I grabbed a package, ripped it open and placed the rubber on the tip of my swollen head. I tried to unroll it but it just wasn’t working right. It unrolled but wouldn’t go down.
“Its upside down.” Jeff said to me. “turn it over.”
I took it off and tried again but the thing was halfway unrolled now. I felt like an idiot and couldn’t get it to work. Jeff came over and sat next to me. I kept looking at his dick, all big and shiny in that rubber.
“aw, dude.. just get another one. Here let me show you.” He grabbed the end of the rubber off my cock and pulled it off, tore open another package and showed the rubber to me.
“See how it unrolls this way.. but not this way? If you put it on upside down, it won’t roll down. “ He handed it to me and watched as I placed it on the tip of my penis and unrolled it. It felt kinda weird, but I liked it. I started to play with it a litlte bit, sliding it up and down. I liked the slick feeling, the way it made my cock feel all snug inside there. Jeff watched me do all this and somehow things felt different from any other time we’d read porn together.
“do you ever beat off?” Jeff asked me quietly.
“no.. I dunno. What is it?” I was totally clueless back then.
“its when you go like that till you cum. A guy in the locker room showed me.” He took his own dick in his hand, quickly moving his hand up and down. I watched in fascination as the rubber slid up and down his shaft, his hand moving faster and faster. He began breathing hard and I sat there, getting very excited. Then he stopped and looked at me.
“You’ve never done that? Try it, it feels really good.”
I tried it, kind of nervously … but all at once, I understood. It felt GREAT. Oh, man I could do this all day. My hand went up and down my shaft, the rubber sliding against my skin felt wonderful. I had touched myself before but nothing like this had ever happened. I was getting huge and thick. Oh, geeze it felt good. I kept playing with it. We went back to looking at porn for awhile, both of us playing with our dicks.
I wasn’t staring at a naked chick very long. My hand started going faster, sliding the condom up and down my shaft, sliding all over the head. My balls got tight and suddenly, I felt really weird and my hand started going faster and I couldn’t slow down even if I wanted to. My cock jerked and I came without warning.
“oh.. Oh! OH!” I said and shot an orgasm all over the inside of the condom, shaking and breathing hard as my cock twitched over and over. My first ever climax and my best friend was right there with me, showing me how and sharing it with me. My heart was pounding as I tried to relax and come down to earth again.
“yea.. isn’t that cool?” Jeff said. He was watching me and moving his hand up and down his dick which was really hard now. He started to move his hand faster and faster, but then he stopped. “Sometimes I like to see if I can make it last for a while. It gets better when you make it last.”
He grabbed a magazine and went back to reading while I sat there and tried to get myself back together. My penis was still really sensitive and and moving the condom made me jump and shiver. I waited a few minutes, then pulled it off and looked at the white stuff inside. Jeff had stopped reading long enough to watch me, then handed me a kleenex to wrap it up in.