Ken James Fiction
Cowboys Don't Kiss (True First Time)
Cheyenne, Wyoming - 1964
I couldn't quite believe my ears when Jeff asked, "Wanna fuck?" He was twelve and I'd just turned thirteen. We'd just spent the last hour in his bed with the lights out, talking about pussy and getting horny.
"Sure, I'd love to," I whispered back. "Do you know where we can find a girl or two?" I could feel my heart pounding and hear the blood rushing in my ears. My dick, already hard from all the sex talk, got even stiffer.
"Don't worry. I'll show you how." Jeff got up and headed for the bathroom. I waited in the dark, a little frightened, very curious and incredibly horny. I didn't know how boys could have sex, but I was eager to find out.
Jeff came back with a squeeze bottle of hand lotion. He set it on the night stand, climbed back into bed and pressed his body against mine. I rolled on top of him and we started rubbing our dicks together through our white jockey shorts. Jeff put his hands under my shorts and cupped my ass cheeks. I quickly became aware of warm stickiness soaking through the cloth separating our crotches.
I put my hands on the waistband of Jeff's shorts and pulled them down to his ankles. In the dim light through the window, I could see his cock was standing straight up. I wrapped my hand around it. It was throbbing and slick with pre-cum. Jeff squirmed away from me and tore his shorts off. Then, he pulled mine off and threw them to the floor.
Jeff squirted some of the lotion into the palm of my hand and told me to grease my cock with it. Then he turned over onto his stomach and told me to rub my dick up and down along his crack. As I was sliding between his ass cheeks, my dick suddenly found a slowly widening hole. I started pushing into it. Jeff moaned and I froze, fearful of hurting him. Then he whispered, "Go ahead. Push it in. Just take it slow." He was very quiet as I eased myself into his butt. As soon as I was in all the way, he whispered "I can feel your balls against my ass. Start moving your peter in and out. Fuck me good."
At first, Jeff was real tight, so I took it easy, screwing him slowly and gently. I'd never imagined that an asshole could swallow up a cock, even a 13-year-old boy's cock, so easily. Soon, his ass muscles stopped resisting and I fucked him harder and faster. Jeff started to groan. I stopped with my dick inside him. "Are you OK? Am I hurting you?"
"No, it feels great. Just keep doing it." So I did. The sensations were incredible. I already knew that using my hand or rubbing my cock against my bed sheets would never really satisfy me again.
After I'd been thrusting for several minutes, cum suddenly erupted from my cock. I screamed as I filled Jeff's ass with hot boy juice. My solo efforts had never felt anywhere near that good. Jeff's ass muscles continued gripping my cock even after I'd collapsed on top of him.
As my mind recovered from the intense wave of pleasure that had washed over it, I realized that I was already getting horny again. After all, at 13 I could cum three times in a half-hour, although my dick got sore when I beat off that much. After that unbelievable orgasm, I had to know how Jeff's swollen pecker would feel inside me.
I pulled out and stuck my own ass up in the air. Jeff got the idea real quick. An instant later, he was greased up and probing my hole. His penis was small, even for a 12-year-old. I didn't feel any pain as he slid up my butt, just a pleasant sense of fullness. My ass muscles relaxed quickly as he began thrusting into me. When it was over, Jeff told me that I tightened up again after he'd been fucking me for a while. "Man, your asshole just grabbed my peter and held me so tight I had to shoot."
Indeed he did. I was dizzily aware of his cock ramming my ass as I humped the sheets. When Jeff started screaming and moaning, I was hardly able to distinguish between the excitement of feeling his hot cream shooting into my asshole and the sensation of my own cum pulsing out onto the sheets beneath me.
That was our first time. There were many more. My family moved out to the suburbs, which actually resulted in our spending more nights together. We always slept in the basement bedrooms of our houses, so we had plenty of privacy. Jeff used to sing a little song while we were fooling around. "Senioreeter, senioreeter, You have such a funny peter." He told me that a 15-year-old boy had taught him how to fuck, but I did it a lot better.
It was funny. We were cornholing each other at every opportunity, but we never kissed or even contemplated sucking each other's dicks. We thought of ourselves as little cowboys, making do until we got real girls, not sissies and certainly not cocksuckers. Cowboys don't kiss.
It would still be a few years before I discovered the big secret. Cowboys DO kiss.
The last time I saw Jeff was when we ran into each other in the science building while we were attending the University of Wyoming. He was a pre-vet cowboy while I was a computer science major with hair halfway to my ass. At that point, we didn't think we had a lot in common. We talked about school for a few minutes, then went our separate ways.
Jeff is still in Cheyenne, doing very well. The last I heard, he was married with several children. I'm a successful computer professional in Texas, happily living with my male lover of twenty years.
This is a true story, written in 2003 for an Internet "First Time" collaboration. The names of the participants have been changed.
Copyright © 2020 by Ken James