Note from the Author:
This is a story of female domination and harsh humiliation from a mother to her submissive sissy son. I put it in the fetish section because the incest crowd is pretty harsh when it's not just family members fucking each other. This is fantasy, so please no comments about what a fucking cunt the main character is, or what a fucking pathetic pussy her son is. I wrote this chapter for a reader who begged me to give him more of Grace. I hope he and you that like that kind of thing enjoy it. If humiliation and Femdom are not your thing, please move on. You have been warned.
Goamz86
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It had been almost two weeks that Grace had been manipulating both Kendal and Levi. She was keeping them apart by blackmailing Levi with her pussy to deny Kendal, and counseling Kendal on how to deal with Levi's behavior. She had Kendal convinced that Levi was fucking someone else and she had degraded her confidence while doing it by subtly suggesting that the woman Levi was fucking was somehow superior to Kendal.
She repeatedly suggested that Kendal needed a confidence boost, and she knew just how to do it. Grace reminded Kendal all the time how much Dillon worshiped the ground Kendal walked on and how, given the chance, he would do anything to get another chance with her. Grace told her she just needed to confide in him a little and he would reciprocate with an abundance of affection. This would serve another purpose for Grace as well, keeping Kendal's attention off Levi, leaving him to Grace's grip. Kendal continued to rebuff Grace's ideas about Dillon. Grace assured her that she would not have to harbor any real feelings for him, it was just a way to boost her confidence. Grace promised that when she was feeling better about herself, the two of them would have a great time one night crushing Dillon's hope by humiliating the shit out of him. It would be a winning proposition for all. Grace really was becoming a sadistic bitch where Dillon was concerned.
Kendal agreed and the two of them set out on their separate paths. Of course, Kendal didn't understand Grace's path was to fuck the balls off her boyfriend while her attention was focused somewhere else.
For another two weeks, Grace fucked Levi silly behind Kendal's back, while Kendal lead Dillon on, like a love-struck teen. She gave him just enough hope to make him willing to do anything and everything for her, and she didn't even have to ask. One day she came home from work to find all her laundry done and folded on her bed, another day he detailed her car as she slept 'til noon after working late the night before. He even polished all her heels and boots after she only hinted one night that her "nice" shoes were looking pretty "scuffed" while they sat on her bed talking about how she was still hurting from Levi's treatment of her. Dillon was a pathetic lost cause according to Kendal, but it did really feel good to have someone dote over her. Levi would never do any of the things Dillon was willing to do, let alone just for a little of Kendal's attention. She never even gave Dillon a kiss. She did drop tiny little hints that she missed being treated nicely like Dillon had when they were dating.
Soon Kendal grew bored with Dillon, and she was so very curious what Grace's plan was to humiliate him. She had absolutely no respect for him and felt that if he was this pathetic, he deserved whatever Grace had planned. She was looking forward to it now and she was ready for it to happen. She queried Grace about her intentions, but Grace wouldn't give her the details, only saying she would have to fuck Dillon as part of the game. Kendal balked at that, but Grace assured her that his little wee wee would be covered with a condom and that he would get absolutely no enjoyment from it. Confused, Kendal finally relented, thinking Grace must surely have a great plan and that she would enjoy every second of it.
The day came and Grace told Kendal to be ready that night. At dinner, Grace secretly put Viagra in Dillon's drink. After Dillon cleaned the dishes, Grace invited him to the bedroom for some fun. She told him she wanted to play a game which involved tying him to a chair. She told him if he cooperated, she would make sure this would be the night he got to fuck Kendal. With that incentive, he of course gave no resistance.
Grace was dressed in her normal evening clothes. A pair of silk panties, with matching silk camisole and a long silk robe. As she tied Dillon to the chair, his cock filled rapidly with blood as he thought of all the possibilities this night could bring, especially fucking Kendal. It also helped that Grace mercilessly teased him by rubbing his thighs as she tied his legs to the chair. She brushed over his nipples as she tied his hands behind the back of the chair. Then, as she nibbled his earlobe, she told him how she was going to enjoy watching him fuck Kendal tonight.
By this time, Dillon was so hard that there was no keeping his throbbing penis from pressing hard against the spikes in his cage. The pain, combined with his extreme arousal, was almost too much to take. Then Grace straddled him, while facing him. She teased him even more, by grinding on his caged penis and shaking her massive tits an inch from his face. Her scent, and her dominance, only aroused him more.
"Would you like Mommy to take off this cruel, cruel cock cage buttercup?"
Dillon silently, but frantically nodded his head. She walked over to the nightstand and retrieved the key. She unlocked his cock and as she pulled it off, the blood rushed in even more. His youth, along with the Viagra, had his cock as rigid as a lead pipe.
"Oh my, someone is very, very aroused. Is mommy making you hard like that, or is it the thought of fucking your dear sweet Kendal, Dilly?" She teased, knowing what his answer would be, while grinding on his lap, with his penis sticking up between his belly and her panty covered pussy.
"You, Mommy, you!" He replied desperately.
"Would you like mommy to make you come with her hands?" she asked, pressing his face between her silk covered tits.
"YES, PLEEEEEEEEEEASE, MOMMY?" came his muffled plea.
Now, here is where the cruel, sadistic Grace took over. She grabbed a pair of rubber gloves she has stashed away, and put them on. Then she squeezed some cream from a tube into her hands and began to slowly stroke Dillon's throbbing penis.
"Oh my goodness that feels good." Dillon thought to himself. The lube and her hands, even with the gloves on felt soooooo good. He tried desperately to keep from coming. He was sure he was going to blow. Grace just kept slowly stroking and stroking and stroking, never speeding up, keeping him on the edge. After a bit, Dillon's cock began to feel very very odd. He could still feel him mom tugging on it, but the sliding feel against his sensitive skin seemed to have disappeared. Within a few minutes after noticing this, he couldn't feel her hands on his still throbbing member at all, just the feel of his mom tugging his little cock. He didn't know what to think when his mom enlightened him that what he thought was lube, was really numbing cream. She rubbed and rubbed for quite a while ensuring that it would not wear off anytime soon. She removed the gloves and discarded them in the bathroom trash. Then, she peeled open two condoms and rolled them one over the other onto his still rock hard penis. Just as Grace was finishing with the condoms, the sound of the front door closing was heard.
"Grace?" called Kendal
"In here."
Dillon was mortified. He didn't want Kendal to see him like this. His mom told him he was going to fuck Kendal tonight. She would never do that if she saw him like this. It didn't take long to confirm Dillon's fears.
A moment later Kendal appeared in the master bedroom. She immediately giggled at Dillon's situation. "You were right. He is the most pathetic little fuck I have ever met. He will do anything you tell him to do, won't he?" Kendal asked Grace.
"Oh sweetheart you have no idea." Grace retorted. "Now, go get ready like we discussed."
Kendal hurried off, giggling all the way.
