A Cock in the Hand Ch. 04 - Sex Stories

A Cock in the Hand Ch. 04

... tip with my sphincter. It felt impossibly big as he pressed slowly against me.

"Take a deep breath, Captain, it will only hurt for a minute. Gonna go nice and slow." I told myself to relax but the thought of taking him in me was terrifying.

He pressed slowly but firmly, twisting back and forth. At first, my asshole seemed to clamp shut, but I forced myself to relax it. As it began to give way, I could feel the first shot of pain and let out a high-pitched squeak.

"Breathe, CC, breathe," he said, in a grunt.

I did as commanded, finding myself doing the birthing pant we learned in pregnancy class. He would press and release then press a little harder each time. Eventually, his head began to press inside, and the pain intensified.

"Please, your cock's too big, let me suck..."

His hand slapped my ass and he shoved hard, pushing his head inside. I felt a surge of pain as his head pushed through. I'd hoped for some relief once he was past the head, but he shoved more than half his length inside me with one firm thrust, then pulled back to the head and went three-quarters in with the next thrust, and balls deep with the third.

"Oh fuck, Captain. You took that like a champ, my friend."

I yelled out in a mixture of pain and wonder, of how warm he felt inside me. The pain and discomfort began to fade a little, with each slow, deliberate, in-and-out motion.

"Stroke your little stiffy with me, CC. It'll help you get used to it."

I did as commanded and ...

... gripped my semi-hard cock. The lube was still there, but beginning to spread thin. Nonetheless, my cock stiffened with each stroke. As he steadily continued to fuck me slowly, using his entire length, I felt the pain lessen and the tingling in my ass and taint, intensify.

As he pushed in, slowly, he talked to me softly. "Oh, damn, Captain, I like this tight little ass. I can feel that taint gettin' stiff, my friend. You're getting hard already, aren't you?"

"Yes, sir, uh!" I answered, in disbelief.

As he pushed forward, I could feel my butt cheeks roll inward and cling to his cock, then back out as he pulled out with my sphincter stretched and clenched around his cock head.

"Your cock feels so warm, it's like a heater... Oh, fuck." I panted.

"Does that make your cock hard, Steven?"

"Yes!" I whimpered.

"Get the rest of your spunk licked up, and I'll let you shoot again with my cock in your ass, Captain," he said, smugly.

I lowered back down and lapped at my jizz, as I continued to stroke myself in time with his rolling hips. His pace quickened, and I found myself leaning into his thrusts pushing him in a little deeper each time. He snapped the garter belt, as he began to fuck me for real.

"You like being my bitch, don't you, Captain?" he panted.

I didn't respond; as if I had any dignity left to defend, while I licked the last of my cum off his floor.

He responded, however, by pulling out to the head, and just held himself there. I cringed, waiting ...