Cuckold Chastity – From Chastity To Cuckold

chastity cuckold

The journey from simple male chastity to cuckolding chastity is an interesting one.  It isn’t necessarily a natural progression – the man who seeks to be placed in chastity isn’t by any means always fantasizing about his wife cuckolding him. 

However it’s often a slower journey from being kept in chastity…to adding the extra dimension of cuckolding into the mix. Being cuckolded by your woman, dovetails nicely with being denied sex by her. In fact most would argue that it instills an extra thrilling aspect to the concept!

Your women isn’t simply just denying you orgasms…she is actively giving other men orgasms, while you remain denied!  How deliciously thrilling is that. As your cock remains locked away in its little cage, your woman is out there unzipping another mans trousers and freeing his big penis to stroke and no doubt have sex with.

This is the added dimension that leads from plain old male chastity to chastity and cuckolding – a combination that can send a man into a painful ecstasy!

In fact so many thousands of men desire this cuckolding aspect of this relationship,  that there are dedicated cuckold dating sites where you can even find a partner to cuckold you!

So….once a male has adequately adapted to being locked up in a chastity device on a more-or-less  permanent basis, his female keyholder has options that were never available to her before…like introducing this concept of cuckold chastity

Achieving this position of authority in their relationship has been no easy task for Her though!

Even though deep down he desperately wants to be locked-up in a chastity device and controlled by a strong and powerful woman, the typical male has been brain-washed by society that he should be the one who is in control…is him who dishes out the orgasms!

His well conditioned ego will rebel against a woman who has decided that it’s time for her to take charge of things, including how, when, where and if he will be permitted an orgasm.

He will begin to beg for a release, state that this male chastity thing is not what he really wanted after all, complain of discomfort and needing more orgasms and even attempt to top-from-the-bottom.

Only a firm, consistent and tenacious stand by his keyholder will thwart these annoying but persistent rants of discontent. If he really wants to be locked up and denied, then it will be on Her terms…. period!

This is the only way a male chastity lifestyle can really work to everyone’s satisfaction. And initially, it can take quite a bit of time and effort on her part to get him to this stage of acceptance.

But it’s all worth it because once this level of dominance has been firmly established, Her life changes forever.

While every woman is different, one of the issues that may be of concern for Her will be the lack of penetrative sex.

After all, his dick is not available anymore. Even if she occasionally allows him out of his male chastity device to enter Her (which she probably shouldn’t), the experience of sexual intercourse will be foreign enough to completely overwhelm him causing a hair-trigger orgasm.

His sexual incompetence will be so disgustingly unsatisfactory to Her that she will eventually find it necessary to resort to a penis-gag/combination dildo so he can fuck her orally or even a strap-on dildo for him to use while still being locked up in his chastity cage.

But what if she desires the real thing?

This is where chastity cuckolding enters the scene.

chastity cuckolding

The Cuckold Chastity Lifestyle

Although being cuckolded by a female Keyholder is a major fantasy for many men, the truth is that most of these men can’t handle the feelings of chastity humiliation, emasculation, degradation, inadequacy and jealousy that comes with it. They feel slightly disgusted that they would even want to watch their woman having sex with another male.

But she’s making the rules now and her needs and desires are all that really matter at this point. If you are locked away in a little cage, then she needs to find someone else help satisfy her desires.

If a couple involved in a male chastity lifestyle has a relationship built on a strong foundation, inherently inequitable as it may be, chastity cuckolding can work and can actually take them to a level of emotional intimacy unattainable in a purely vanilla partnership.

On the flip side of the coin, cuckolding a male in chastity can permanently destroy a marriage that is already on shaky ground. Pursuing a chastity cuckold relationship should be done only after much thought and consideration involving both parties.

After the decision is made to cuckold Her already chastised male, she can now spread her wings, soar to new heights and show off her feminine power. She has the best of both worlds –  a man who is compliant and responsive to her daily needs…and also another man (or men) who she can have sexual intercourse with –

There is nothing quite like chastity cuckolding that will demonstrate Her dominion of dominance while at the same time, remind and reinforce his submission.

Some chastity cuckolding scenes She may enjoy playing out….

    • Requiring him to sleep on the floor next to the bed whenever HER lover
      spends the night.
    • Fucking him with a strap-on in front of HER lover while the key to his
      chastity device dangles deviously between her tits.
    • Having him greet Her lover at the door naked and on his knees.
    • Making him lay out Her sexiest dress, panties, bra and high heels while she
      is busy primping for a date.
    • Sending him out for condoms while she and Her lover make-out on the
    • Have Her boyfriend fuck him in the ass, reaffirming who’s the real man
      of the house, while she pleasures herself with a vibrator.
    • Leaving him locked-up in his chastity cage at the bar while she flirts,
      kisses and fondles other men on the dance floor.
    • Dictating a list of household chores for him to do while she is lying on
      the bed with Her lover making out and getting ready to fuck.
    • Requiring him to serve as her ‘fluffer’ in preparation to fucking Her

Having him dress up in full make-up, lingerie and high heels so he can sexually satisfy Her lover when she’s not in the mood for sex.

Obviously, this will be incredibly fun for Her while equally devastating and humiliating for her chastity cuckold. But then again, she’s only fulfilling his fantasies, ones that he is now seriously questioning.

She however, is not questioning anything at all, other than why she waited so long to include this chastity cuckold element into her female keyholder repertoire.

Male chastity and cuckolding form a symbiotic relationship that work in perfect unison. Together they exquisitely take a man to the deepest depths of submission and servitude.



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