Read Story: SEASON 1 EPISODE 87
Every time Sarah thought she had gotten a handle on her situation and had accepted it, he threw another curve ball and made it harder. But this seerned especially weird and difficult to achieve. She had never conceived of fucking a guy. Then she remembered she had just rimmed Mr. Michaels on Friday, so maybe 'pegging'a guy might not be the craziest thing in the world. The more she thought about it, the more intrigued she became. She liked the feeling of power that fucking Jenny with the strap-on gave her, so what would it be like to actually do that to a guy? Would that make him feel like a homosexual? Or a woman? Would it be enjoyable for him? Would it be better to fuck a guy than Jenny? All kinds of questions launched in her head as she processed this.
"What if he won't let us do that though? What if he won't agree?" Jenny asked.
"It's up to Sarah to convince him. But if she can't then he doesn't get either of you and he doesn't get to fuck you both in the ass." He looked right at Sarah. "I will be very disappointed if Sarah can't convince a horny teenage boy that he will get to have the wildest threesome probably of his whole life, and get to have anal sex with two gorgeous sluts, when all he has to do is take what he gives." He paused for a pregnant moment and Sarah could feel his stare go right through her. "You won't let me down, will you Sarah?"
She shook out of total fear. Entering the house so happy and horny changed so quickly to feeling only terror over the prospect of letting Mr. Michaels down, let alone what he had proposed. "No. Nooo sir. I promise. I won't let you down. I'll get him to do it sir. Master. Sir. So flustered, she couldn't think how to address him. Her cheeks flushed and she trembled a little,
He seemed pleased and nodded. He took another long slow drink before starting on a new topic. "I know the week after next is your spring break. I've arranged for a beach house down on Miami beach right in the heart of the spring break action. I want you to invite Amanda and five other friends to join you. Tell them that you got lucky with an Airbnb and you can all go for $300 apiece. You will collect it from them and give it to me. It will obviously cost a lot more than that, but I will cover the difference." He let that sink in.
Both girls were astounded, and their mouths had dropped open. He continued, "There will be four bedrooms. You two will share the master bedroom. Let the other girls pair off as they would like. I will have extra clocks for you to set up around the house so I can watch the action. You will have to figure out how to do this discretely so nobody else knows. There will be other instructions once you get there. But for the most part, I expect you to have the senior blowout trip that everyone else will be envious of and to enjoy yourself. How does that sound?" He waited for their response.
Jenny and Sarah stared at each other and then back at him. Jenny recovered first, "Un-fucking-believable!" she almost screamed. And then nervously, "Unbelievable sir!" she corrected.
"Thank you sir!" Sarah exclaimed. She started to get up to thank him and kiss him, but he stopped her midway by holding up his hand. Quickly dropping back down into her pose, again shocked and unable to figure out how to respond, she felt lost and struggled to understand his demeanor. He always tempered good news with bad. Reward with challenge. Pain and pleasure. Everything with him remained a constant balancing act.
They both looked at him expectantly. His eyes just went back and forth between them. Eventually he said, "Come over here Jenny."
She rose and went to him. He stood and she went back into pose standing with feet apart and arms crossed behind her. "Clothes, he stated in a simple one word command. With only a slight
hesitation and a half glance backward to Sarah, she moved to start
taking off his clothes. Struggling to understand why she wasn't
helping, Sarah stayed quiet and in her kneeling position.
When Jenny had finished removing all his clothing, stacking it all neatly on the ottoman and returned to stand in front of him, he put a finger on her shoulder dropping her to her knees in front of him. She took his cock into her mouth and got him hard playing with it and licking it as she had been taught. He never took his eyes from Sarah. She kept waiting for him to call her over and join, but he didn't.
As Jenny started working harder to try to make him cum, he stopped her, pulled her up, turned her around, bent her at the waist, spread her legs, and wiped a big amount of saliva on her pussy. He then, without any fanfare, pressed his dick into her waiting cunt. He penetrated slowly and deliberately, but never stopped or paused. He started fucking her harder and harder, grabbing her shoulder and pulling her too him. Jenny started moaning and clearly enjoyed it but did little other than try to keep her balance.
After a couple of minutes, he grabbed her by the waist enough to pull her off the ground without letting his dick leave her and sat back in the chair. He kept his legs between Jenny's and spread her legs wide. Then he grabbed her waist and started thrusting up into her. She got into the rhythm and soon bounced up and down on his dick meeting his thrusts. She grabbed her tits and playing with her own nipples as she bounced and tossed her head from side to side getting into it.
Sarah still couldn't figure out why he was only fucking Jenny and left her kneeling there. Her knees and back started to hurt from holding her position. She wanted to ask if she could join. She looked at him pleadingly and waited for any sort of signal from him.
Mr. Michaels bent Jenny forward a little and really got into screwing her. Jenny begged to cum, but got denied. He pulled her off of his dick, made her stand up on the chair and straddle his face. He proceeded to eat her out and tongue lash her clitoris. Grabbing his head, clearly in the throes of passion. Sarah could see him start to finger fuck her at the same time. Sarah's pussy wept while she watched, and her envy grew with Jenny getting all the attention. She had never had to sit on the sidelines like this before.
Jenny wrapped her legs around his head and begged her Master for permission again, walling as she pleaded. In one quick motion, Mr. Michaels stood up and Jenny's body slide down his until she stood in front of him. Without a pause, her turned her, bent her at the waist sideways to him and spanked her a half dozen times with long roundhouse strokes. Both Jenny and Mr. Michaels were facing her, but Jenny's eyes were closed while he looked straight at Sarah with an expression that made her want to shrink. He sat back down and put Jenny in the same position as before, reverse cowgirl with her legs straddling him and her pussy open. He started thrusting again and they went right back to hard core intercourse.
"Get over here and lick her pussy," he ordered. Suddenly knocked out of her trance, Sarah jumped to obey. He pulled Jenny back some toward his chest, but never stopped thrusting up into her.
Sarah reached forward and did her best to lick both his dick and her pussy.
With their genitals bouncing up and down so quickly, it made it difficult to do.
She eventually found it easier to just hold in one place while they banged into her tongue.
Regardless of the effectiveness, the added touch had Jenny trembling again and she begged, "Please master, can't stop, this feels too good.
Please may I cum?!" He finally consented and Jenny let out a yell and her body shook.
Mr. Michaels never slowed down.
Even after she had clearly past the intensity of the release, he continued to fuck her.
Using her as a masturbation toy. It took several more minutes
before he shoved Jenny off to the side, stood up and grabbed his cock in one hand.
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