The Madam had many keys in her possession, but yours was the most prestigious. Your steadfast refusal to submit over an extended period simply motivated her even more to bring you to heel. In your previous life, you were a strong and powerful man. Very few challenged you personally or professionally, but that’s what led you here, wasn’t it?
The thrill of being tested made you feel something intangible….a growing desire to be subjugated to an equal, or in this case, a superior.
When you finally submitted, your punishments would be varied and severe. All the while, her boots were adorned with the spiked cuff and your gleaming cage key, dangling uselessly.
She would make sure that you would always see it as you shuffled around in full leather bondage. Your tight and very uncomfortable chastity kept you most secure and with the squat plug constantly keeping you stretched, you wondered if you had just held out for a little longer, what would have happened?
Well-Dressed Women #41-24
I’ll start off by saying, your tumblr is amazing! I’ve already smiled several times reading some of these posts!
So, a very close friend of mind recently asked me to be his “Keeper.” I happily accepted this gift.
He is a virgin, and I…I’m a confident lesbian woman who is comfortable with sexuality and kink in general.
My reason for writing is that chastity is a new topic for me, especially coming from a male friend who is very aware he will never get anything from me.
Thank @acelyne for reaching out and thank you for the compliment!
Some of the best keyholders for chaste men are lesbian friends and ex-wives. Why? Because they need sacrifice nothing to enforce chastity and have very little sympathy for men whining about the importance of male ejaculation.
I’m glad your friend trusts you enough to hand over his keys and I’m glad to hear that you happily accepted. I know you will do just fine. You just might find that it’s a whole lot of fun.
The fact that he is a virgin in an interesting wrinkle. Some men get excited about the idea that a woman could be so cruel as to keep a man from ever having sex. Personally, while I could easily be that “cruel” without a moment’s hesitation, I prefer my locked boys to know what they’re missing.
I’m not exactly sure where you are in your keyholding journey or what specific questions you might have, Feel free to message me if you want more information.
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