Page 16 of His First Time

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I heard the buckle of his belt rustle behind me and fabric swish. Something heavy hit the floor. Then footsteps.

Tyler wrapped his arms around my waist. His hands stroked up my chest and his lips landed on my shoulder. He left a line of kisses there, moving toward my neck until he sucked gently at the juncture of my shoulder. Kissed my hairline. “Climb up there,” he whispered. “On your hands and knees.”

“Do you have a condom?” I whispered back.

“Yes.” He held out his hand in front of me. Holy shit. It was a Magnum XL. I shuddered. My first time getting fucked in the ass, and I was going to take a baseball bat.

He pulled his hand back. I heard the wrapper tear. A moment later, the sound of a lid popping.

Cool wetness pushed into my hole, smeared between my cheeks. His fingers slipped into my ass, past my loose sphincter. I moaned and tipped my head back. It landed on Tyler’s shoulder.

“On the bed,” he repeated. His finger probed my hole. He pressed, pushing on the front wall of my rectum.

I nearly doubled over, nearly fell to the ground. “Oh shit!” I grabbed the mattress, squeezed fistfuls of sheets. My legs shook hard.

Tyler bit my shoulder and laughed softly. His fingers kept pressing on that spot.Prostate, my mind spat out.Prostate. I’d thought it all sounded too good to be true. Some magic button. Yeah right.

He maneuvered me onto the bed, using his finger in my ass to drive me up onto the mattress and onto my hands and knees facing the headboard. I grabbed a pillow and held it to my chest, one puffy corner outstretched in front of my face.

Lube flowed onto my ass again, a river of it. Tyler pushed more inside my hole. I clenched around his fingers. Lube squelched out, a slick sound filling the room. “Oh God,” I whispered.

“You’re so hot, Luke,” Tyler said. “Like this. Do you have any idea how hot you are?”

I whimpered. Shook my head.

“You’re the stuff dreams are made of.” Tyler had three fingers in my hole. Lube dripped down my ass crack, rained from my balls. “I can’t believe this is your first time. God, I can’t wait to fuck your cherry.”

Did he do this often? Did he enjoy taking a man’s anal virginity? Making him into his toy, his plaything? Because I was definitely his toy. I would have done anything he wanted as long as he promised to keep filling my ass. With fingers or his dick, I was past the point of caring.

That Magnum XL wrapper haunted me, though. My asshole flexed again, clenching around his three – no, four – fingers. Almost his whole hand was inside me. With each press in, he stroked that spot. Stars danced in front of my eyes, colored spots like I was suffocating. Maybe I was. It was all I could do to gasp in breaths in between his deep pushes into my ass.

“Fuck me,” I pleaded. It was a whisper at first, barely spoken. “Fuck me, Tyler. Fuck me.Please.”

He pulled back, and my ass gaped, searching and hungry. I moaned. Emptiness filled me, and I wagged my ass toward him, almost desperate for his return. For more.

And then his knees hit the mattress between mine. He pushed my legs out further, spreading me wide. His thighs rested against mine from behind, his leg hair tickling my inner legs. I felt the heat of his groin, of his heavy balls, against my own.

Tyler’s hand grasped one of my ass cheeks.

Something thick stroked up my ass crack. Something thick, and hot, andhard. It was like a baseball bat or larger. A cricket bat, or a club, something from the Flintstones, from the caveman days.

“You’ll never fit,” I gasped. I tried to run away. I tried to back up into him, push my ass on his cock. I wanted him so fucking badly. And I was so fucking scared. “You feel so huge.”

“Push out when I press inside you. It will fit. I promise.”

I whimpered, something between fear and arousal slamming into me, so fast and hot my whole body shook. My cock was aching again, leaking onto the sheets beneath me. His cock stroked up and down, up and down.

His cockhead stopped at my hole.

I bore down. My ass was slick and filled with lube. He pushed, both hands on my hips, grasping me tight.

He’d loosened me well, and he’d filled me slick with lube, had me overflowing with lube, but even four fingers weren’t enough to prepare for his cock. I pushed and he pushed, and he slid inside my ass, going a few inches in before I screamed bloody murder and arched my back. Like someone had just shoved an electric prod up my ass, or had grabbed my balls and yanked. I didn’t know if this was great or terrible, if I wanted more or if I wanted to run. I screamed again, and my trembling arms gave way. I faceplanted in the pillow mid-scream.

Tyler stroked up my back. He’d stopped, his cockhead inside me and his thick shaft stretching my hole obscenely wide. I reached back, fingering his condom-covered cock where it speared me. Touching my ring made me shiver. Tyler kissed my hand, my back, my shoulder. He rocked his hips in tender, steady pulses that moved him deeper inside me.

I thought his cock would never end. He seemed to be driving into me forever. His thrusts were smooth though, and gentle. Slowly, my ass took his cock, swallowing it, and the more I took inside me, the better and better it felt.

Finally, I felt his hips press against my ass, felt the heavy swing of his balls against mine. I heard him sigh and then he folded over my back. He kissed my shoulder blades, my spine. Ran his hands through my sweat-soaked hair. “Fuck, Luke,” he breathed into my ear. “You did it. You took it all.”