Harold's Little Bitch

“Harold baby, you’ve got a phone call holding on line two. It’s your sister Susan.”

Harold grunted, “Thanks Babe. Uh. I’ll get it, uh, in a minute. Ah fuck your ass is heaven. I’m almost done here.”

Cindy smirked as Harold kept fucking his boss Pamela's ass while she was bent over his desk. Cindy blew him a kiss and said, “I’ll let her know you’re in a meeting with your boss. And baby, don’t cum in her. Shoot it on her face so that her secretary can have a snacky snack. Rachel isn’t in to analingus.”

Harold hammered his dick into Pamela. He wanted to finish strong and keep her coming back for more. Not that she could leave anytime soon. Her ankles were tied to the legs on one side of his desk and her wrists were tied to the opposite corners. Every time he buried his cock in her ass his balls slapped against the Hitachi wand strapped to her leg, vibrating her clit.

Pamela moaned around the ball gag in her mouth. Harold spanked her rosy red and abused ass cheeks and said, "You like that Little Bitch? You wanna wear my cum on your face for the rest of the day?"

As Pamela nodded her head as best she could, tied to the desk the way she was, Harold grinned and smacked her ass some more as he got ready to unload. Ever since that day when his ex-wife had dominated Pamela it had done something to both of them. Pamela found she thoroughly enjoyed being a submissive fuck toy, and Harold found that he liked rough sex with his boss. He couldn't bring himself to do it to Cindy, but that was okay with her. She preferred loving and romantic sex, even when he was fucking her ass.

He pumped a few more times into his boss before he pulled out and hurried around the desk, jerking his cock as he went. Pamela turned her head toward him and kept her eyes open as long as she could. His first rope of Cum Blaster enhanced spooge streaked across her cheek and into her hair. His second got her right between the eyes. She loved the sting of his cum as it blinded her. She felt more and more cum landing on the side of her face and in her hair.

Thanks to the Cum Blaster supplements that Harold took daily he had impressively large loads, though even on his best day he still couldn't match his son. Pamela jilled herself off to Caleb's videos every day, especially the ones where he cum covers multiple women in one session. She still longed to be stretched by him, but she was more than happy to give her body to his father for now. Harold fucked her far better than her husband, her pool boy, her yoga instructor, and her personal trainer. As she lay upon his desk she realized she hadn't had a session with her personal trainer in a week. And she didn't fuck the pool boy when he came to clean yesterday either.

As Harold sat down in his chair, leaned back and put his feet up on her ass, Pamela was shocked to find she didn't miss either of them, or her yoga instructor. She knew she was an unfaithful whore, but could Harold have tamed her? Could he be the one to satisfy her greedy cunt? He hadn't even fucked her pussy this morning, just her ass. Her ass stung from the spanking her gave her, but he also gave her three very nice orgasms. She didn't feel like she needed more. She wasn't disappointed and angry, or **** to finish herself off. She was sexually satisfied, which was a very strange feeling for her.

Harold didn't have the muscles of her personal trainer, or the cuteness of her pool boy, or the confidence of her yoga instructor, and they were all at least ten years younger than him. He was approaching middle age, had more than a few grey hairs, and a definite 'Dad bod', yet he was also the best lay she could remember having in years. She listened as he spoke on the phone while she was still tied to his desk, the wand still vibrating against her clit.

"-ually the divorce doesn't bother me at all. Caleb and June belong together. I gave them my blessing and I wish her a long and happy life in his harem."

"Yes, I still love her. I always will, but that isn't the point. We had twenty great, loving years together. She was, and still is, my best friend. We talk every day, but this is a new chapter in our lives. She has Caleb and his harem, and I have my girlfriends."

"Cindy and June get along great. June even asked her to be a brides maid at her wedding, and I'm going to walk her down the aisle. June hasn't met the other two but I'm sure if they did they would also become friends. Look Susan, I know it sounds strange, but Caleb IS a Stretcher King. Most of them take their mothers into their harems, it's just the way things are."

"No, I'm proud of him. Very proud. He's still in high school and just look at what he has done so far. Well over a hundred women healed of diseases that would have killed them. Dozens more women are guaranteed to have smart healthy babies. And did you watch the porn video with his cousin Emily? He was teaching men how to perform oral sex on their wives and girlfriends. How could I possibly resent my son? What I really want to do is stand up and cheer."

"OOOHHHH! Now I get it. I know that tone Susan. You want something. Out with it."

"Holy shit. Susan, Jake is going to be pissed when he finds out you are still on birth control. It's been what, two years since you guys announced you were trying to have a baby?"

"Oh. Shit. Ok. I get it. That's Caleb's right. He owns you. But you still should have told Jake Caleb said he couldn't impregnate you yet. And that doesn't explain why you were still on birth control in the first place. Caleb has only been a Stretcher King a few weeks, not two years."

"No sis, I won't. I'm not going to pimp my son out to my sister, especially if you want to keep it a secret. If you want Caleb to impregnate you so that your baby doesn't inherit Jake's family's medical issues then you have to explain that to Caleb yourself. I love you sis, but you have to do this on your own."

"Don't! Do not pull the 'if you love me' crap. Mom used to do that shit to Dad all the time but it won't work on me. Tell Caleb. Tell him everything. He'll do it because he loves you and you are family."

"Okay sis. Let me know when you get in town and I'll pick you up from the airport. But bring Jake with you. We can just lie and say you came to Caleb because you and Jake have been trying and it just isn't happening. We don't need to tell anyone else about the birth control."

"I love you too sis. Bye."

He hung up his phone and sat up, removing his feet from Pamela's ass. He hit the intercom button on his desk and said, "Cindy, could you come help me please?"

When he opened the quick release on Pamela's ball gag she spit it out and begged, "Please master, turn off the wand. This little bitch needs to pee and I don't want to soil masters carpet."

Harold grinned as he turned the speed and intensity settings to high.

"I want to see it Zack. Right now. And you better have it on."

Zack's voice broke as he pleaded, "Please Chris, not here. Please. I'll show you at lunch time. I promise."

Chris leaned forward and flexed her arm muscles. "No Zack. Now. I'm not giving you a chance to sneak off during class and put it on. Now show me."

If there was one person in the entire school that scared Zack, it was Chris. She was the only girl in school that even the bullies didn't mess with. Her six foot height and muscular arms and legs were intimidating, and those that had met her father and brothers knew where she got her fearsome demeanor, and her fighting ability. The men in her family were huge and even more muscular than she was. She was a stereotypical tomboy, the fact that she traded her overalls for dresses lately didn't soften her reputation. She was fiercely protective of her friends, and had proved it by beating up half the bullies in school.

In their sophomore year she had defended Zack from three varsity football players that had stuffed him in a locker. When the fight was over, two of them went to the nurses office. Chris got suspended for three days for fighting. Her dad, a retired marine, threw her a huge party for standing up for her friend. But even though she fought off his bullies, that only made him more scared of her. The sight of her split lip and black eye as she smiled at him sent chills down his spine. She had looked happy to have beaten those guys to a pulp, like she enjoyed fighting.

Zack had never won a fight in his life. He was a coward at heart. And Chris had threatened him more than once after being caught checking out Kathy's cleavage. Kathy's tits were fan-fucking-tastic and Zack couldn't help himself. He jerked himself off to every hot girl in school, teacher or student. He especially loved huge tits and Kathy's tits were his go to, even before Caleb fixed them and knocked her up. And then at the housewarming party he finally got to see one. Only one, and only for a few seconds, but it was enough. That sight would be burned into his memory forever.

Chris popped her knuckles, bringing Zack out of his day dream. She looked mad and getting madder. He squeaked, "Fine. I'll show you, ok?"

He slowly unbuttoned his pants and pulled them open, but he was going too slow for Chris. She got down on her knees and yanked his pants down. She was just reaching for his underwear when someone yelled.

"What the fuck? Chris! What the fuck are you doing?"

Zack looked over and saw his best friend in the whole world. Then it dawned on him how this looked. “Caleb, it’s not what you think!”

“Shut up Zack! Chris! What the fuck? Kathy is going to flip her shit!” Caleb didn’t know what was going on but it couldn’t be what it looked like. Chris was a true lesbian, or as much as a woman could be in this world. She couldn’t cheat on Kathy, could she? Not with a guy! And she was in Caleb’s harem. If she wanted some dick all she had to do was ask.

Chris rolled her eyes and said, “Relax Caleb. The only way Zack’s dick would ever touch me was if I was ripping it off. I’m just checking to make sure he has his cage on. Donna asked me to.”

Caleb counted to three in his head but her words still didn’t make any sense. “I see your lips moving but I don’t understand a damn thing you said.”

Chris grabbed Zack's tighty whities and yanked them down far enough to expose his caged dick. She quickly drew them back up and said, "Okay Zack. We're done."

As Zack hurriedly pulled his pants back up Chris stood and explained, "After Zack got caught masturbating and wasting his cum at the housewarming party, Donna put him in a cock cage. He has to wear it until he learns to stop masturbating and use his girlfriends instead whenever he feels those kind of urges."

Caleb felt like his brain froze. He couldn't possibly have heard correctly. The matter of fact way she spoke was at odds with the meaning of her words. And yet he had seen the thing on Zack's dick with his own eyes.

Caleb demanded, “This is fucked up. Does Kat know about this?”

Chris shrugged and said, “Maybe. I didn’t know till Donna told me. Look Caleb, I can see you’re upset, but Zack deserves it. He wasted his cum. You’ve seen what Shrew Syndrome does to a woman. Deanna’s mom literally went crazy. She almost killed my girlfriend, your fiancée. Men shouldn’t be allowed to masturbate, not if they aren’t going to feed us with their cum. It’s just wrong.”

Chris’s tone softened, “Look Caleb, you’re a great guy. You’re kind and generous, and great in bed. You make sure all of the women around you are never starved for cum. But not every guy is as generous as you. They certainly don’t have loads your size.”

She put her arms around him and said, “There is never enough cum and the stuff at the stores is super expensive. With store bought cum we don’t even get the pleasure of sucking it out of a cock either. I’m a lesbian and even I love sucking your dick. Something inside me feels true pleasure when I feel you feeding me directly. Some women have to resort to going to glory holes to get some cock with their cum snack, and those places charge women an arm and a leg. When Donna trusts that Zack has learned his lesson she will take the cage off him.”

Caleb’s mind was a whirl. He caused all this. His best friend was in a punishment cage, and it was because of the changes he made to reality. He would need to fix this, and soon. April’s voice drew him out of his thoughts. She had a smirk on her lips as she said, “Come on Caleb. You guys don’t want to be late for class.”

Chris pecked him on the cheek and hurried off. He put an arm around Zack, who halfheartedly shrugged him off. Caleb gave him a slug on the shoulder and said, “Hey dude, I’ll fix this. Just give me a chance. Besides, I’ve got good news for you. I gave Alice a stretch finally. She’s all ready for you to take her to pound town.”

Zack immediately perked up. He put his own arm around Caleb and said, “Dude! You’re the best. Thanks man. Now if you can get me out of this damn cage so I can find out what doing stretched girls is like you’ll be my hero.”

In Priestess Emma’s class Caleb remained lost in thought. It seemed like every time he changed reality something eventually came out to bite him on the ass. The list of things that had gone bad had grown longer, but all in all everything was mostly good. He easily justified his actions, telling himself that anyone else would have enslaved the world.

Emma noticed Caleb’s pensive attitude. She hurried through her lesson and gave the class the rest of the period to work on their homework assignment. While they were doing that she walked up beside him, squatted down to his eye level and asked, “Is everything okay Caleb?"

Caleb gave her a halfhearted grin and said, "Yeah. Well mostly. Nothing for you to worry about. Just lots of things on my mind."

She gave him a friendly motherly smile and said, "If you're sure. Just remember, the Sisterhood is always here for you if you need us. You can tell me anything. I would be glad to help in any way I can, even if you just need someone to listen."

Caleb knew that. He created the Sisterhood on accident. They were dedicated to Stretcher Kings, another thing he created without thinking. "I'll be fine Ms. Klein. Some things I just have to figure out on my own... Well, that's not true. Kathy is the one I want to talk to. She's always able to set my mind at ease."

Emma put her hand on his shoulder and said, "I can write you a hall pass so you can go see her if you need to."

Caleb looked at the clock and said, "Nah, don't bother. It's only a few minutes till lunch. I'll see her then."

Thank you for reading. Please leave a comment if there is something you would like to see. If you loved the story please consider buying me a cup of coffee at https://ko-fi.com/samus1001