Once again Jeff gets close to climax. With no clitoris stimulation Jane can get nowhere near her much-needed orgasm.
"Ass now" orders Gregory who has now switched to videoing the whole scene.
"Won't take long to fill her ass with cum now" pants Jeff.
"Fill her right up Jeff. She will walk back to the car with it dripping out of her. I like to see her like that" grins Gregory.
Jeff slides his cock in to her ass much easier than he had expected. She is again well lubricated by the KY and she knows to make her ass relaxed and slack to ensure the penetration doesn't hurt her too much. Even so, the normally silent Jane gasps a small gasp as Jeff's cock slides right into her.
Jeff fucks her ass, slowly at first, then harder and harsher. He drives himself to orgasm, using her ass as a receptacle. Jane slides lower down the wall, enabling the cock to go deeper into her ass. Jeff comes, grunting horribly, and cum starts to drip from Jane's ass onto the alley floor.
"That's it, fill the whore's ass with your spunk as much as you like" grins Gregory, videoing all the time. "Thank him jane" he instructs.
Jane is panting slightly. "Thank you for cumming in my asshole" she obediently says quietly. She moves her hips forward to slide off of Jeff's cock. She still hasn't cum and Gregory considers whether to let her cum now or later. He knows she is best when the urge is with her and that she can be brought gradually back to arousal later. So he decides to make her cum as that will mentally associate the hard ass fuck with orgasm for her.
He takes the small vibro from his pocket and, instructing her to turn around he holds it against her clit, turning it on. "Stand up straight, legs apart and hands on the back of your head" he tells her. Jane complies immediately, she is keen to orgasm.
The vibrator buzzes quietly. Jane starts to push against it, eyes closed. "Open you eyes Jane" Gregory tells her. Your going to cum in an alleyway after having your ass fucked. Make sure you think about how much you liked it." Jane looks at the horrible Jeff then down at the pool of spunk forming on the floor between her spread legs. The humiliation courses through her at the same time as the small vibrator, expertly held by Mr Gregory, takes her to a huge gasping orgasm.
"oh, oh" she pants "oooh" as she comes hard and long against the vibro. She sags a little and immediately looks for her clothes.
"Not yet Jane" smiles Gregory. "Thank me for making you cum."
"oh thank you Sir for making me cum, you're so good at it. I was a good girl today wasn't I? I did as you told me." She is embarrassed yet wants praise for her acts.
"Not bad Jane, A bit quiet as usual. I want you to thank men more in future."
"I'll try Sir but it is so embarrassing" she meekly replies.
"You cant be embarrassed by saying thank you after you have just been fucked in all three holes in broad daylight by an old pervert like me" laughs Jeff. "Saying thank you should be the least of your embarrassment."
"That's right Jane" says Gregory. "I want to you to say thank you now to Jeff, and always in the future, do you understand?"
"Oh god, ok, thank you Jeff" mutters Jane.
"That's better" says Gregory, "Make sure I hear it every time in future."
"Yes Sir, ok, I will say it if that is what you want." Jane has learnt another lesson!
Gregory takes her back to the car. Jeff has gone off is own way. Jane has Jeff's spunk running down her legs and into her shoes! The whole experience is yet another step on the way to training her to be a totally willing whore prepared to do anything.
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