Sexy Fun Times/Work/Doctor/Jonathan/Next/Assfuck

You hand him a jar of cream. "Lay on your back with your knees up, get a good dollop of cream on your fingers, and work it in and around your asshole," you say.

He giggles a bit but does as he's told. The cream is a special formulation that not only provides lubrication but will also relax his sphincter. Your cock is stiff as a poker as you watch him tentatively slide a creamy finger into his ass. "Try two Fingers," you say and he giggles again as he slips two fingers in. "Does that feel good," you ask and he nods.

You don't want to rush, but there isn't much time, so you move his hand out of the way and slide one of your own fingers in. You're watching his face and he doesn't even wince as it goes in, right up to the second knuckle. "Well done; are you sure you've never had anything in there before," you ask and he shakes his head. You move around to the end of the couch and just drag him towards you, keeping his knees up and his legs spread. The couch is set a little high, so you lower it and when you move back between his legs your cock is perfectly lined up with his tight little ass.

You press the head against his little starfish and when you look up at his face can see that he is biting his lip. "Are you sure you want to go through with this," you ask. The truth is, you don't really care whether he does not, but it's good to give him the illusion of consent. In any case, he nods his head. "Just try to relax," you say and you push forward, holding his legs so that he doesn't slide away from you. The pressure is tremendous but you keep pushing until, finally, his sphincter relaxes enough for the head of your cock to pop inside. You hold it there, panting a little with the effort and look up at his face again. You can see that he's gone red and there's the glint of a tear in the corner of his eyes, but he rewards you with the shit-eating grin.

You smile at him and start pushing. His eyes grow wider as you fill three inches of his colon with your cock. You glance up at the clock see that it's time to bring this to a conclusion, so you withdraw almost all the way and then thrust back in again. "Ouch!" he exclaims as your cock straightens out another half-inch of his intestines. You can feel your balls beginning to clench and just as you withdraw for a final thrust, there's a knock on the door.

Sally stands in the doorway watching as you stand with your cock half-buried in the boy's ass, pumping spunk. "I just thought I better warn you that his mother will be here to pick him up soon," she says with a grin. You gently pull your softening cock out of the boy's tight embrace and then reach for a towel to mop up the spunk that's already leaking out. You sit him up, turn him sideways on the couch and helping put his underpants on, giving him a tissue to stuff up the crack of his ass.

"He's fine," you say to his mother when she turns up. "His bottom is a bit sore, so I've given him some cream to rub on. You should make sure he gives it a good clean in the bath tonight."