I met Derek at the gym, both of us spotting each other on the bench. He was thirty-two, thick arms, shaved head, and he didnt waste time. After two weeks of texts that got dirtier every night, I was at his apartment door on a Friday, heart hammering, cock already half-hard in my jeans. Id never had anything in my ass before. Not even a finger. Tonight that was changing.
Derek opened the door in nothing but gray sweats that showed the heavy outline of his dick. You ready to get fucked? he asked, voice low.
Yeah, I said. My mouth was dry.
He pulled me inside and shoved me against the wall. His tongue was in my mouth in seconds, rough and wet. One big hand grabbed my ass and squeezed hard. Strip, he ordered.
I yanked my shirt off, kicked my shoes away, shoved my jeans and boxers down. My cock bounced up, leaking already. Derek dropped his sweats and his dick swung free, thick, veined, and longer than mine by a couple inches. He stroked it once, slow, then pointed at the couch.
On your knees. Suck it first.
I dropped and opened my mouth. The head stretched my lips wide. He tasted clean and a little salty. Derek fed me more until the head bumped the back of my throat. I gagged, spit running down my chin, but he kept pushing.
Relax that throat, boy. Youre gonna need the practice for later.
I sucked him sloppy, getting it shiny with spit. Every time I pulled off to breathe he slapped his wet cock against my face. After a few minutes he hauled me up, bent me over the arm of the couch, and spread my cheeks.
Fuck, look at that tight little hole, he growled. A thick finger pressed against my pucker and rubbed in slow circles. I tensed. Breathe, he said, and pushed the finger in.
It burned. I grunted, forehead pressed to the cushion. He worked it in and out, twisting, then added a second finger with more spit. The stretch made my cock drip onto the floor. He curled his fingers and found my prostate. A shock of pleasure shot through me and I moaned like a whore.
Fuck yeah, Derek said. Thats the spot. Gonna make you come on my dick.
He fingered me open for what felt like forever, adding more spit, scissoring me wider. My hole started to loosen, fluttering around his knuckles. When he pulled his fingers out I felt empty and desperate.
Please, I said.
Please what?
Fuck me.

Put your cock in my ass.
Derek lined up. The blunt head pressed against my slick hole and pushed. The pressure built fast. I tried to relax but it was too much. The head popped inside and I yelled, a raw sound that surprised me. It hurt, a deep, stretching burn that made my eyes water.
Fuck, youre tight, Derek grunted. He held still, letting me adjust, one hand rubbing my lower back. Push out a little.
I did, and another inch slid in. Then another. He fed me his cock slow, inch by inch, until his balls rested against mine. I was shaking, breathing hard, hole clenching around the thick shaft buried inside me.
Derek started to move. Short, shallow thrusts at first, then longer strokes. The burn faded into something hotter, deeper. Every time his cock dragged over my prostate my own dick jerked and leaked. He picked up speed, hips slapping my ass.
Take it, he said. Take that dick in your virgin hole.
I pushed back, meeting his thrusts. The slap of skin got louder. My hole made wet, filthy sounds around his cock. Derek reached under me and grabbed my dick, stroking it in time with his thrusts.
Gonna come already? he laughed. Your ass is squeezing me so fucking hard.
I couldnt answer. The pleasure was too much. My balls drew up and I shot ropes of cum onto the couch cushion, hole pulsing around him. Derek fucked me through it, pounding harder now that I was loose and sloppy.
He pulled out, flipped me onto my back on the floor, and shoved back in. My legs went over his shoulders. He drilled down into me, eyes locked on mine.
Tell me how it feels, he demanded.
Full, I gasped. Hurts so good. Dont stop.
He didnt. He fucked me until sweat dripped off his chest onto mine. When he was close he pulled out, stroked his cock twice, and painted my hole and balls with thick spurts of cum. Then he pushed back inside, using his own load as lube, and gave me a few more slow thrusts.
We stayed like that, breathing hard. My ass felt wrecked, stretched and slick. Derek finally pulled out and I felt his cum leak out of me.
He grinned down at me. How was your first time getting fucked?
I swallowed, still catching my breath. I want it again.
Dereks cock twitched, already starting to harden again. Good. Because Im not done with that hole tonight.