Good Old Boy's Club [Part 1] - Sex Stories

Good Old Boy's Club [Part 1]

... cheek sounded filthy with the oil spread all over it, and Olly bit his lower lip, eyes fluttering shut. He heard the crinkle of a condom wrapper being ripped open and he shuddered in anticipation. “Oh, the things I’d like to do to you,” Jack murmured above him. “I’d take you over that billiard table twice until you screamed for mercy. I’d make this arse glow cherry red from my belt and you’d love every minute of it, wouldn’t you?” “ Yesss ,” Oliver whimpered, and felt a finger enter his ass. “Ah! God, yes,” he said inarticulately. It had been so long since he’d been fucked, it felt like an eternity. His companion was quiet for a moment, seemingly content with stretching him out with his fingers and smacking his ass alternatively. With each surprise blow, Oliver’s asshole clenched around Jack’s fingers and he moaned again. Why hadn’t any of his previous lovers tried spanking him? Why hadn’t anybody told him spanking could feel wonderful? All the years he’d gone without spanking. He felt deprived. Once Jack added a third finger, there was a not-entirely-pleasant burn from the stretch, and Olly hissed in discomfort. “Breathe,” Jack commanded, and stroked the fat, throbbing length of Oliver’s cock. “You’ll cum soon enough, but not ‘till I’m inside you, understand?” He squeezed the base of Olly’s cock, almost painfully. “Understand?” Oliver’s head bobbed frantically. “I understand! Of course! Just please— Oh JESUS! ” Jack’s fingers had twisted and nudged his prostate, and the ...

... burst of pleasure had been enough to white out his vision. He bucked and sobbed into the carpet as Olly did it again mercilessly, and he even heard a dark, rumbling chuckle above him. Oh, god, he was enjoying this. Of course he was—he had a young man on his knees and elbows, spread lewdly and begging to be fucked. Who wouldn’t be chuckling? Despite the preparation, the oil, and the stretching, the tip of Jack’s cock still burned like hell. From experience Oliver knew that tensing was the worst possible thing to do, so he focused on relaxing his muscles and breathing through his nose. Of course, this was rather hard to do when a solid eight inches of cock were being slowly pushed into his ass—the stretch and burn was familiar, pleasant, and he wanted more. The need to cum was overwhelming, and Oliver had to sink his teeth into his wrist in order to keep his mind off his cock. It seemed like an eternity, but before too long Jack was fully sheathed within Oliver. “You’re so fucking tight ,” Jack snarled, nearly breathless. He bowed his head and rested on Oliver’s back, between his shoulder blades. “Ah, Christ…when were you last fucked?” When Oliver didn’t immediately answer, Jack pulled on his hair, causing him to rise upwards with a moan and a yelp. “I said,” Jack hissed in his ear, “who was the last person who fucked you?” “I-I don’t remember!” Oliver whimpered, “P-probably my ex-boyfriend, Ken, that was a long time ago. Just please, please fuck me! I need it!” Jack released the ...