John sat on the edge of the hotel bed, his heart pounding like it wanted out of his chest. At fifty-two, divorced for three years, he had jerked off to gay porn for months but never acted on it. Tonight that changed. The guy from the app, Derek, was thirty-eight, built, and already in the room with him. Derek stripped off his shirt without a word and stepped close.
"Take your clothes off," Derek said, voice low and rough. John stood up and pulled his shirt over his head, then shoved his pants and underwear down. His cock hung half-hard, thick and veined. Derek looked at it and grinned. "Nice. Now get on your knees."
John dropped. Derek unzipped and pulled out a long, thick cock, already stiff. John opened his mouth and took the head in. It tasted salty, warm, real. He sucked, sliding his tongue under the ridge, then pushed deeper until his nose brushed trimmed pubes. Derek grabbed his hair and thrust once, making John gag. "That's it. Suck that cock like you mean it."
John worked it, bobbing his head, spit running down his chin. Derek's balls slapped his chin on each push. After a minute Derek pulled out. "On the bed. Face down, ass up."
John climbed on, knees spread, chest on the mattress. Derek knelt behind him and spread his cheeks. A wet tongue dragged over his hole.
John groaned, the sensation new and filthy. Derek licked harder, then pushed a finger in. It burned at first, then slid easier as spit worked inside. A second finger followed, scissoring him open.
"Fuck, you're tight," Derek muttered. He pulled his fingers out and pressed his cockhead against John's hole. One slow push and the head popped in. John gasped, the stretch intense. Derek didn't stop. Inch after inch sank in until his hips met John's ass. He held still, letting John adjust, then started thrusting.
Each stroke went deep. John's cock swung between his legs, leaking onto the sheets. Derek reached under and grabbed it, stroking in time with his fucking. "You like that cock in your ass, don't you?" John grunted yes, pushing back to meet every thrust. The slap of skin filled the room. Derek fucked harder, balls slapping John's taint.
He pulled out suddenly and flipped John onto his back. Legs up on Derek's shoulders, John watched his own cock bounce as Derek drove back in. The angle hit something inside that made John's vision spark. Derek pounded that spot, hand jerking John's cock faster. "Gonna come," John warned. Derek squeezed tighter. "Do it."
John shot hard, ropes of cum hitting his chest and stomach. His ass clenched around Derek's cock. Derek slammed in twice more and unloaded, hot pulses flooding John's hole. He stayed buried until he softened, then pulled out. Cum leaked down John's crack onto the sheets.
They lay there catching breath. Derek wiped them both with a towel from the bathroom. "You took it like a champ," he said. John smiled, already thinking about next time. His ass felt used and sore, but the ache felt good. He had crossed the line and wanted more.
