Category Archives: chastity Stories

Sex With My Dominant Female Boss

Dear Male Chastity Lifestyle,

My very female, very hot boss was always the controlling type—I guess that’s how she became the boss. Obviously I can’t reveal any of the details of what I do or where I work, but I can give you the important parts. Trust me, what I’ve experienced has been totally strange, fascinating, and exquisitely pleasurable.

My boss and I, I’ll call her Jill, had two types of interactions since the day I started working at my current job. The first was her yelling at me—she yells at everyone in the office, including the cute administrative assistant who brings everyone coffee. She rarely apologizes, and people sort of know what she’s like and simply tolerate it (I’m in a relatively well paying profession). male chastity improved my marriage

The second kind of interaction we’d have was this strange, on-and-off kind of flirting. She’d say something vaguely sexual to me or occasionally brush her hand across mine. Once, when we were looking at a report together on my laptop, she put her hand on top of mine to move the mouse. I immediately felt a spark. As I would soon find out, so did she.

The first overtly sexual thing my boss did was again, one evening after hours when we were working late on the computer again. She walked around my desk and leaned over to point at the screen. She was so close that I could smell her perfume, and I got a clear look down her rather ample cleavage. Much to my surprise, she said “here, let me do it,” and sat on my lap to take over. I was stunned. I’m no Lothario with women, but this was about as clear of a signal as a guy can get, so I went for it. You can guess how the rest of that night turned out.

Over the next few weeks, our trysts would continue, and become more frequent. Sex with my boss was a mind blowing experience—she was unlike any other woman I had ever been with. She clearly loved being in control, and her favorite position was on top of me. Once, she even slapped me. It might sound strange, but I liked this a lot more than I ever would have expected.

Slowly, my boss changed my sexual appetites. I craved her telling me what to do, slapping me, scratching me, and basically having her way with me. When she left on a business trip for a week, we had phone sex almost every night, and during the daytime I would receive texts from her giving me instructions—“don’t you dare come until I tell you,” or “your cock belongs to me.”

These days, I’m learning about the endless pleasures of things I only tangentially knew existed, either through pornography or “weird stories” from friends. My boss ties me up regularly, makes me report to her whenever I have an erection (if it’s at an inopportune time, I’ll be punished), and—most recently—made my nipples delightfully sore from a pair of nipple clamps.

I love my job.

Keep up the good work,

Kevin

Adam Successfully Convinces his Wife to Try Male Chastity… And She Loves It!

Dear Male Chastity Lifestyle,

I recently discovered your site and I thought I would share my story. I’m of the opinion that while, yes, male chastity is a “fetish” of sorts, that doesn’t mean that there’s something intrinsically wrong with it. In fact, it’s improved my marriage in ways that I can’t even begin to describe—I’ll try anyway:

I’m happier.

My wife is more confident.

Our sex life is hotter than it’s ever been.

I always knew that I had some interest in male chastity, as even before I met my wife I would regularly deny myself orgasm. Forcing yourself to wait for the moment of climax is an exercise in willpower to be sure, but for most of my life I’ve always enjoyed the “payoff” of the bigger, stronger, eye-rolling orgasms that you can only get after waiting for days… or weeks. male chastity story

Of course, this is easier to do when you’re single. I knew that if I denied myself orgasm regularly, my wife would start wonder why—and suddenly stopping having sex could have lead to hurt feelings and misunderstandings. I’ve been married for a little over three years, so lately the opportunities I’ve had to do this have been few and far between.

What I really wanted was for my wife to deny me. More than that, I wanted her to dominate me. She’s a sweet woman, not domineering at all—I figured I was going to have to give up on my fantasies. But one night an opportunity arose. During foreplay, we were chatting—I like to talk, it allows me to find out more about what she likes—and she asked me one question which I knew I was going to either have to answer honestly, or forget the whole business entirely: “Are there any secret fantasies you have that you haven’t told me about?”

I paused for a moment and considered. What could the harm be?

I told her.

We ended up talking about it for nearly an hour. The evening ended with my hands tied to the bedposts and, no, I didn’t get to come. Oh, but I wanted to—to be restrained and denied by my lovely wife was a fantasy I had been harboring since I met her, and now I was finally living it. The pleasure was… how can I put it? Excruciating.

Several days passed, and my wife found that she enjoyed her new found power over me. After four days, I was practically begging her—she said she liked how affectionate (and horny) denial made me, and actually liked the control. Over the weekend she did eventually allow me to have an orgasm, and I think it might have been one of the best in my life.

We’re currently experimenting with longer periods of denial, and my first penis cage should be arriving in the mail in a few days.

We both can’t wait.

I wanted to share this story to let your readers know that yes, it is possible that your wife won’t just be open to the idea of male chastity—she might love it.

Take the risk and bring it up. You owe it to yourself and to her.

Thanks,

“Adam”