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Now Showing: First Time Anal Gay Sex: Virgin Ass Stretched and Filled Raw

Now Showing: First Time Anal Gay Sex: Virgin Ass Stretched and Filled Raw

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Jake had been talking shit for weeks about wanting to try it. "I wanna feel a real cock in my ass," he'd say after a few beers, his face flushed but his eyes hungry. Tonight was the night. No more talk. I had him bent over the edge of my bed, naked, his smooth cheeks spread wide under my hands. His hole was pink and tight, untouched, winking like it knew what was coming.

"Relax, or this is gonna hurt like a bitch," I told him straight up, spitting on my fingers. I rubbed the spit over his hole, pressing one finger against it. Jake grunted but pushed back. "Do it. Finger my ass." I shoved the finger in slow, feeling that virgin ring squeeze like a vice. He was hot inside, tight as fuck. I worked it in and out, getting him used to the feeling, then added a second finger. He moaned loud when I scissored them open, stretching that hole wider. "Fuck, it's big," he gasped. "Your fingers feel huge."

I laughed low. "Wait till you get my cock. It's gonna split you open." I pumped those fingers deeper, curling them to rub his prostate. Jake's cock twitched hard against the bed, leaking precum already. I kept at it, adding more spit, twisting my hand to loosen him up good. His ass started to give, sucking my fingers in. "Yeah, that's it. Open up for me. Gonna fuck this tight hole raw."

After a few minutes he was rocking back on three fingers, panting. "Please, man. Put your dick in me. I need it." I pulled my fingers out, wiped them on his ass, and lined up my cock. It was rock hard, thick, veins popping. I spat on it, rubbed the head against his hole, smearing spit and precum around the entrance. "This is it. First time getting fucked in the ass. You ready to take it like a slut?"

Jake nodded fast.

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"Yeah, fuck me. Shove it in." I pressed forward, the head popping past that tight ring. He yelled, body tensing up. "Shit! It's too big!" I didn't pull out. I held still, letting him feel the stretch, then pushed another inch. "Breathe through it. Your ass is swallowing my cock." Inch by inch I sank in, his hole gripping me like it didn't want to let go. When I bottomed out, balls deep, his ass cheeks pressed against my hips, I gave him a second to adjust. "Feel that? Full of dick now. Virgin no more."

He was shaking, but his cock was dripping. "Move. Fuck me." I started thrusting slow at first, long strokes pulling almost all the way out before slamming back in. Each time his hole stretched around my shaft, making wet sounds from the spit. Jake groaned dirty, pushing back to meet me. "Harder. Pound my ass." I grabbed his hips and went at it, slapping skin on skin, driving deep. His prostate took hit after hit and his cock bounced, untouched but leaking steady.

I reached under and stroked him rough while I fucked. "You like getting your ass wrecked? Tell me how it feels." "So fucking good," he panted. "Your cock's owning my hole. Don't stop." I picked up speed, pounding him steady and deep, balls swinging against him. Sweat dripped down my chest onto his back. I pulled out halfway, spat on my cock again for lube, and rammed back in harder. His hole was red now, puffy from the abuse, but it took every thrust.

We switched positions. I flipped him onto his back, legs up over my shoulders. His hole was gaping a little already, shiny with spit. I shoved back in one thrust and he cried out, eyes rolling. Missionary let me watch his face while I fucked him raw. I hammered down, angling to grind that prostate. His cock flopped against his stomach, hard and red. "Jerk it," I ordered. He grabbed his dick and stroked fast, matching my rhythm. "Gonna cum with my cock in your ass?"

"Yeah, fuck, I'm close." I leaned in, pinning his legs back further, folding him in half so I could drill deeper. The bed creaked under us. His hole clenched around me every few thrusts, getting tighter as he got close. I kept the dirty talk going. "Shoot that load while I breed your ass. First time and you're already a cockslut." Jake's hand blurred on his cock. He came hard, ropes of cum shooting up his chest and face, his ass spasming around my dick like it was trying to milk me.

I didn't stop. I fucked him through it, using the extra tightness, pounding until my balls tightened. "Here it comes. Taking my load in that virgin hole." I buried deep and unloaded, pumping thick cum into him, filling him up until it leaked out around my cock with each final thrust. I stayed inside a minute, catching my breath, then pulled out slow. His hole gaped, cum dripping down his crack onto the sheets.

Jake lay there wrecked, smiling like an idiot, ass still twitching. "Fuck. We gotta do that again." I slapped his thigh. "Next time I'm going twice as hard. Your ass is mine now." He just nodded, already half-hard again.

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