After reading a paperback book called "Boys & Sex" at about age 13 (my father's idea), I got really curious about masturbation. I'd had erections frequently, and I'd had dreams that had left me hard, but I hadn't yet had a wet dream, and had never tried to bring myself to a climax. The book had suggestions on different ways to make this happen.
The problem was, we were living in a small apartment at the time, while our house was being built...so I would wait until the TV was on nice and loud in the living room, and Mom was making noise in the kitchen, to lock myself in the hallway bathroom. I'd drop my pants and underwear down to my knees and tug away. It felt good, of course, and as I watched myself in the mirror, I'd imagine that a girl had pulled down my pants and was stroking me. But it didn't bring me to orgasm.
I tried hiding Playboy centerfolds in my pants and sneaking them into the bathroom, but something about the whole situation, with my family talking just a few feet away, just didn't put me in the right mood.
I decided to try another of the book's suggestions. I hid a bath towel in my bed, in the room I shared with my brother. I stayed awake that night until I could hear from his breathing that he was asleep, then pulled my pajama pants and underwear off, lay face down with the towel under my belly, penis and thighs, kind of enjoying the feeling of the cool night air on my bare hips, and the secret nature of what was happening, and I quietly started thrusting.
The rough texture of the towel gave a sweet friction to it all, and as I rocked my hips back and forth, trying to keep the squeaking in the bed to a minimum, I thought about a magazine I'd seen with Vampirella. I imagined lying on top of her, slipping her huge breasts out of that skimpy outfit, one at a time, and kissing and sucking on what I was sure would be dark nipples. I didn't really know what any of this would feel like, but I'd seen some x-rated comics with guys doing stuff like this with naked and mostly naked women, and I'd always gotten hard while reading them.
As my thrusts got harder and an instinctive rhythm took over, I fantasized about doing the rest of what I'd seen the cavemen in one of those comics do with (mostly willing) 20th Century girls after pulling down their cut-off shorts... in my imagination, I pulled away what little fabric Vampirella had over her pussy, leaving it bare, felt my pubic hair press into hers, and then pushed my cock inside her.
Suddenly, I started breathing hard, and the thrusts got harder in a rhythm that knew its own way. I felt intense tingling warmth spread from my hips across my back and legs, my ears were ringing, and I could feel something warm spurting from my cock.
I remember after the orgasm faded, being a little in shock, and feeling the slick wetness, thinking, "I could be a father now."
I rested a little, listening for any signs I'd awakened anyone else (all clear), then used the rest of the towel to clean up, hid it under my bed for the moment, and got back into my underwear.
Though thrusting into a bed and towel turned out to be my favorite way (stronger orgasms), I tried a few other things from the book. Putting a lubricated finger in my rectum while jerking off, for example, but I soon learned I preferred lubricated toothbrush handles and candles.
And never say never... The author of the book claimed that most boys at some point try to put their own penises into their mouths, but for 98% of teens, this is anatomically impossible.
I guess I'm in the 2%. ?