Penelope was younger, innocent and had strong feelings about fidelity. She had a bad habit of getting jealous. It took a while to ease her into being comfortable with your female friends at first. And whenever anybody mentioned the existence of sex, especially kinky sex, she’d get very red-faced and have to leave the room. So of course she was pretty vanilla and hesitant, but overall the sex was good, you loved each other, and at least you didn’t have to worry about her cheating!

Or so it seemed. Things started getting weird after Penny mentioned being terribly shy in high school. So you told her about being awkward and your old bully that used to pick on you. At first she cried – actually cried! She was so horrified that you’d been teased and beaten up. You soothed her, saying it was all in the past. She seemed to calm down.

The next week she acted a bit oddly. You found Penelope staring off into space a lot. One time she just pinched you! Out of the blue! You yelped and asked Penny why the hell she did that. She apologized and sheepishly said she was just ‘curious what it would be like.’ 

A few days later she asked about your old bully again.

You tried to hold back, but she wouldn’t let go. What did he say to you, how hurt did you get, how did you feel about it? She broke you down, and you told the whole painful saga. From grade school rivals, to relentless pranks that became a general campaign of harassment, to the time he beat you so badly you ended up in the hospital. By the end you were crying about it. You’d been repressing the feelings of shame and helplessness for so long. Penny listened to the whole thing with rapt attention, absently biting her lip and nodding along. Though weirdly she didn’t comfort you when you cried, but instead said she had to run off to the bathroom. She was gone for a while and looked flushed when she came back. Had she been crying? Her eyes weren’t puffy or wet, though. “I’m sorry sweetie, that’s so awful.” She hugged you then, and her hands kinda smelled of sex?

Penny only got weirder after that. On the one hand she was obsessed with this bully. She was way angrier than you were at him and made you give her his name so she could look him up. She found Joe on FaceButt. “God, what an asshole! Look at this smug jerk.” You really didn’t want to. It just re-opened the wounds. “Of course he’s a manager at some fancy company. This type of prick gets off on having lots of money and lording their power over others. I bet he takes credit for the work of his employees and negs his female assistant to try to get in her pants! I bet he grabs her ass and HR says ‘oh that’s just Joe’! I bet he cheats on his wife! I bet he has sex with the wives of his employees just to feel powerful! Oh, of course he posts pictures oh himself shirtless at the gym and the beach! ‘Look at me, I’m a middle manager running from his mortality by getting weirdly buff in his late thirties!’” Penny was getting worked up, so you made her log off.

On the other hand, she was loosening up in surprising ways. She had always run from it, but now she asked your friend Kim outright about BDSM. In detail. Penny was wilder after that. Once while riding you she suddenly slapped your face with full force! She came immediately. That was only the beginning… And out of bed, she began sweetly calling you one of the insults your bully used to use. It really hurt. “Oh it’s just a joke, you sissy bitch!” she replied and giggled uproariously. 

The really insane part, though, was Penny when decided she needed a part time job alongside her college studies (even though you offered to support her). She ended up as an assistant at Joe’s company! “Huh?” she replied when you told her, “Oh yeah, I guess I’d forgotten. It’s a big company. I’m sure I won’t see him.”

The gods were cruel, though. She was his assistant! “He’s really nice now, actually. I feel silly I got so worked up. I guess people can change,” Penelope said. You were devastated and felt so vulnerable. You even told her how bad you felt and she still coaxed you into having lunch with him and her. He had changed…into exactly the kind of misogynist jerk Penny had imagined! You showed up at their office and saw him yell at his staff and sexually harass a female intern before coming over to you. 

“Babydoll, introduce me to your little boyfriend.” 

“We’ve met, Joe,” you replied coldly. Joe took your hand, squeezing far too hard.

“Oh! I totally forgot!” Penny piped up, “You knew Mister Adler in high school, right?” She turned to him, all bubbly “Sorry that slipped my mind, sir!”

The rest of the lunch was similarly surreal. Joe treated Penny like a dim bimbo, while she giggled and played the part. He pretended he couldn’t remember you very well and complimented you on choosing “a fine piece of ass”. He followed with “can I borrow her sometime?, haw haw.”

When you asked her about it later, Penelope acted like it wasn’t anything at all. “Don’t be such a dramatic sissy bitch, hehe. Sorry that’s one of Joe’s favorites when dealing with beta men.” Beta men? “I guess he’s really rubbed off on me, hehe. No, I didn’t forget how you knew him, I just figured you wouldn’t want him knowing that I know all about how he humiliated you as kids. I was just trying to spare your little feefees.” You couldn’t just let that go and started telling her how much he’d hurt you and what an asshole he had proved himself today. 

*smack!*

She slapped you! In the middle of your tirade. Hard!

“Feel any better, my sweet little beta boy? You needed to calm down down.”

You were so shocked. She just walked away.  

Over time, Penelope’s bad behavior only increased. And her part-time gig started taking up more hours until it was upgraded to full time. She was gone for late nights. Her grades suffered and she was talking about dropping out. Not to mention, you had sex less. When you did, she always wanted you to eat her out first. Then she’d ride you and call you names until she came. Sometimes, you didn’t get to. If she let you come, it was on yourself and after she gathered it and made you lick it off her fingers…

It was months later you got an email from Joe, at his work address:

Hi you fucking cuckold sissy,

By now you should have worked out that your girlfriend is my bitch. And what a bitch she is! I had no idea who she was when she showed up at the office. But this young piece of ass cooed at every compliment and insult I threw her way. A bitch like that is a rare find. You need to cherish the ones that love you when you’re kind and love you more when you are cruel. I’d tell you to hold on tight, but I guess that ship has sorta sailed…

Not that I’m taking her! I have a wife and family, after-all. No, I’d prefer you keep looking after her for me. I’m counting on your beta bitch instincts to lead you to eagerly lap up an alpha male’s leavings and bask in the warm glow of your unfaithful girl’s contempt.

When she begged me to go to lunch with her boyfriend, I just saw it as an opportunity to gloat over another guy who’s girl I would soon claim. So much better to have a face to imagine humiliated and dismayed while I defile his little flower. But what a fucking miracle to find my old whipping bitch standing in my office! Ever since you tried to stop me from hitting on your girlfriend in high school and I beat you unconscious, I have been keenly aware of the pleasure of being an alpha. Of taking what I want without remorse. Did you know your girlfriend left your hospital bed that night, teary eyed, and came right to my place to berate me? Did you know I just laughed and told her what a sissy wimp you were and that she should just admit it made her want me? Did you know I fucked her every hole that night while she thanked me for hurting you? Goddamn highlight of my life.

Until Penny agreed to work late with me the first time, that is. I negged her so hard. I told her she was a dimwitted doll who’d never rise above secretary. I told her she might as well just admit it and strip down. Get on her knees where she’d be spending so much time throughout her career. She trembled as she took off her clothes. I was afraid she’d pass out or cum right then. That’s when I revealed I wasn’t just an old acquaintance of her little boyfriend, I’d bullied him and put him in his place, the emergency room. I could do the same for her.

“I know.”

This was a surprise! You shocked too, little strumpet?

“I know exactly who you are and what you did. And it makes me so. fucking. wet. Ever since he told me how you tore him down, physically and mentally. How you stole his girl. Since that moment he revealed his true nature, I have been a changed woman. I have cum every day thinking about what you did to the love of my life. My sweet beta boy. I will adore him forever, but since that moment – these breasts, this pussy,” you bet your ass she was stripping, “my whole body, my very soul, have belonged to you.”

I of course fucked her face, bent her over my desk, came unprotected in her pussy. I told her she was a good girl. A clever girl for figuring out her place in the world. 

“Hehe, thanks, Master! But this silly little airhead just wants to be your slave and cum dump for as long as you’ll have me. Oh, and if you find time to humiliate my true love and make him your punching bag again, I’d really appreciate it.”

See you soon, cuck. 

-Joe