I met Derek at the bar on a Friday night when the place was half empty and the music was low. He was twenty-two, same as me, with short dark hair and a body that looked like he actually used the gym instead of just talking about it. We got to talking over beers, and after the second round he leaned in and said he had never let a guy fuck his ass before. Straight up. No games. I told him I could fix that if he wanted it raw and real.
We left together and went back to my apartment. The door barely closed before he was on me, hands pulling at my shirt. I shoved him against the wall and kissed him hard, biting his lower lip until he groaned. "You sure about this?" I asked, my hand already rubbing the front of his jeans. His cock was hard and thick under the denim.
"Yeah," he said, voice rough. "I want it. First time. Don't go easy."
I dragged him to the bedroom and stripped him fast. His body was smooth, chest heaving, cock standing straight out and already leaking at the tip. I pushed him onto the bed on his stomach, spread his legs, and got my face right between his cheeks. His hole was tight, pink, and untouched. I licked it once, slow and wet, then spit on it and pushed my tongue inside. Derek bucked and cursed, but he didn't pull away. I worked him open with my mouth for a few minutes, getting him slick and relaxed, then slid one finger in beside my tongue. He was burning hot inside and clenched hard around the digit.
"More," he grunted into the pillow. I added a second finger, scissoring them, stretching that virgin ring. He was tight as hell, but he pushed back against my hand, breathing heavy. I grabbed the lube from the nightstand, poured it over my fingers and his hole, and kept working him until three fingers slid in and out without too much resistance. His cock was dripping onto the sheets.
I stood up, stripped off my own clothes, and coated my cock with lube. It was rock hard, veins standing out, the head swollen and dark. I lined up behind him, pressed the tip against his hole, and pushed. The head popped past the ring with a wet sound, and Derek let out a long, low moan that was half pain and half need.
"Fuck, it's big," he said through gritted teeth.
"Relax and take it," I told him, gripping his hips. I gave him a few inches at a time, pulling back and pushing deeper each thrust. His ass gripped me like a fist, hot and pulsing. Inch by inch I sank in until my balls rested against his skin and I was buried all the way. He was shaking, swearing under his breath, but his cock stayed rock hard.
I started fucking him slow at first, long strokes that let him feel every inch. Then I picked up speed, slamming into him harder. The sound of skin slapping filled the room. Derek reached back and spread his own cheeks wider, giving me better access. "Deeper," he begged. "Fuck me like you mean it."
I pulled almost all the way out and drove back in, hitting that spot inside him that made his whole body jerk. He started pushing back to meet every thrust, his hole loosening up and taking the pounding. Sweat ran down my chest. I reached under him, grabbed his cock, and stroked it in time with my thrusts. Precum poured from the tip.
"Going to cum in your ass," I growled.
"First load in that virgin hole."
"Do it," he gasped. "Fill me up."
I fucked him faster, balls slapping, until the pressure built and I unloaded deep inside him. Thick ropes of cum pumped out, coating his insides. I kept thrusting through it, pushing the load deeper. Derek came right after, his cock pulsing in my fist, shooting onto the sheets while his ass clenched around me.
I stayed inside him until I softened, then pulled out slow. Cum leaked from his stretched hole and ran down his balls. Derek rolled onto his back, breathing hard, eyes glassy but satisfied.
"Again?" he asked after a minute, reaching for my cock.
I smiled and reached for the lube again. The night was just starting.
