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Older Daddy (41) and his younger skater boy’s (18) first time
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I gripped his trembling leg by the ankle. “Just breathe,” by deep voice told him. Truth was, I enjoyed watching the little guy tensing up. I could see his rigid shoulder blades, his lean abs flexing as he struggled to straddle atop me on his knees. His questioning look at me, those big dark brown eyes. I felt the tip of my swollen cock inside his unimaginably warm hole. He was a little over half way in. His first time.

I reached my bigger hands out, taking hold of his narrow shoulders, angling him back slightly. He held my stare as I bent him back, another inch sinking in. His face said it all as his jaw fell open, his brows furrowed. I smiled, tracing my fingers over his smooth chest. “Good boy.” He liked being called that. He wasn’t really bouncing on daddy’s cock yet, just little pulses, up and down as he tried to get used to me. My thumb and fingers gripped his shoulder, my other hand holding his side at the waist. My god, I could almost wrap one hand halfway around him.

I took a moment, admiring our size differences. It’s what made him want to meet up in the first place. 6’4 and 5’3 was intense to say the least.

My boy whimpered, his hands suddenly darting against my chest. I wasn’t being patient enough. I guess I must have thrusted into him there. I stopped my movement and we both laughed a little bit. I reached out, wrapping an arm around him and fingers through his shaggy hair. Pulled his smaller body up against my hairy torso. He immediately wrapped himself around me, still shaking a little.

“Squeeze it as tight as you can.” I whispered near his ear. “Grip my cock with your hole.” He obeyed. I felt it. “Attaboy. Now hold it. Long as you can.” It was like any muscle, it can only flex tight for so long. While I waited, I encouraged him, running my hands over his back, bubble butt, and thighs. After a minute or so, that muscle would reach fatigue… and when it does…

I felt him give way. That tight little grip at the head of my cock relaxed. He audibly sighed. Then made a high pitched moan of surprise as my cock slowly, but firmly, pushed in. He didn’t fight it, just pulled at my neck, his legs wrapping around my waist. I pushed forward, pinning him down on the hotel room bed. We kissed deep, losing ourselves together.

I forgot to be patient again, and started to fuck him. My cock thrusting in and pulling back, finding a rhythm. I nuzzled against his face, our breathing hard. His face nearly made me cum. His eyes were almost crossed, rolling back in his head as he let me fuck him. His mouth open in a silent gasp, saliva from one of us leaking down his lower red lip. The sounds of my hips clapping against his hot bubble butt. I pounded faster.

Part 2 later, I’ll describe how I came.

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1 year ago