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Chastity Cuckold – graduating from simple chastity to Cuckold

23-11-2019 - Written by Jett Oxy - Follow on medium 


Advancing from simple male chastity to cuckolding chastity is an exciting move in a relationship. Yet, it is not always a natural transition, considering that the man in the picture does not especially fantasies about his wife cuckolding him. The process is also somewhat slow-moving from chastity to the introduction and adoption of the new dimensions of cuckolding. Cuckold training involves some periodic sex denials, which, according to most people, is the most exciting part of the journey. 


In addition to taking away your much-needed orgasms, chastity cuckolding also involves your wife giving other men orgasms without you getting any. Imagine your pathetic cock staying locked in the micro chastity cock cage while your wife pleasures another man’s hard on. 


Cuckolding is the aspect added to “standard” chastity play, a combination bringing painful pleasure to many men. This fetish is getting so popular that several cuckold dating sites are designed to help men meet their cuckold partners or undergo Cuckold training.


After the man has gotten used to semi-permanent or permanent male chastity (when the cock is locked in a cage for long period of time) – the female keyholder can start exploring a cuckold chastity lifestyle. Reaching such a level of dominance is rewarding in all instances of a dom/sub relationship. 


Yet, not always an easy task for the keyholder. the caged may continuously beg to orgasm while constantly reiterating his unwillingness to be part of such a process in the first instance. He may also raise the issue of discomfort and the need for more frequent releases. The keyholder will need to be resolute and consistent to overlook these rants and pleads. Hence, a man that is willing to participate in permanent male chastity must be ready to do so on the terms of the keyholder. 


Anything other than this will mean deviating from the conventional chastity arrangement. Although it requires consistent efforts and dedication, it all becomes smooth and enjoyable for both parties after the acceptance stage and the establishment of the dominance stage. It is common for the keyholder to worry about the lack of penetrative sex, considering that the penis is not available for intercourse. Even in rare cases where the penis is released, an attempt to penetrate will feel very foreign and lead to a premature, hair-trigger orgasm. 


The keyholder will find such sexual incompetence unsatisfactory for her own pleasure, thus forcing her to resort to dildo or other toys to get penetrated. However, what happens when the keyholder prefers a real penis than sex toys? This is when, Chastity Cuckolding comes into the picture. 

Cuckold Chastity

Getting Familiar with the Cuckold Chastity Lifestyle


Many men fantasize about being cuckolded by their wife or another keyholder. However, only a few can live with the emasculation, humiliating feelings, jealous, and inadequacy that come with the lifestyle. For them, the entire arrangement can be disgusted, especially the part where they are forced to watch their significant partner have sex with some random men.


Perhaps, such men have failed to realize that in this game, the woman entirely calls the shot. Hence, she wants all her needs and desires met. The fact that the man or his genitals are unavailable doesn’t mean she doesn’t deserve to be pleasured. Considering these compromises, it is essential for a couple involved in a male chastity lifestyle to build the same on a strong and inequitable foundation. With such a formidable foundation, attaining the emotional intimacy required for such a special relationship becomes easier.No couple should go into a chastity cuckold relationship without putting in many thoughts and salient considerations.


Once the decision to move from male chastity to male cuckold chastity has been made, the keyholder can now exercise her freedom and, of course, feminine power. There are two men at her disposal – a compliant and responsive man that meet her daily needs (The cuck)and another one that she can go on sexual escapades with (the bull).


So, chastity cuckolding is an avenue for the keyholder to show her dominion of dominance and simultaneously remind and reaffirm the submission of the man. Here are some popular chastity cuckolding most keyholders like to explore as part of Cuckold training or lifestyle;

 

  • Having the cuck sleep on the floor right next to the bed while the bull spends the night with her on the bed. 
  • Fucking the cuck with a strap-on, with the bull watching and the key to the cock cage lying seductively on her tits. 
  • Ordering the cuck to do some house chores while she is making out with the bull.
  • Making the cuck welcome the bull at the door by kneeling while naked. 
  • Having the cuck go out with her to the bar with the chastity device on while she flirts and fondles random men.
  • Making the cuck dress up, wearing high heels, lingerie, and complete makeup, so that he can take her place and satisfy the bull whenever she doesn’t feel like it.
  • Having the cuck prepare her dress, shoes, and underwear while she prepares for a date with the bull. 
  • Having the cuck fluff her as a form of foreplay before the real sex with the bull.
  • Asking her bull to fuck the cuck in the ass while she pleasures herself with sex toys – a means to affirm further who the real man of the house is. 

Each of these scenes is all fun for the keyholder but rather humiliating and devastating for the chastity cuckold. Yet, she is fulfilling the cuckold fantasy.


Male chastity and cuckolding or sissy cuckold will turn out to be an excellent symbiotic relationship if only both parties are ready to do what is required of them in their respective roles. The lifestyle is one that can give a man the most intense waves of submission and servitude. 


Article Written by Jett Oxy for oxy-shop.com. 

Jett is the owner of Oxy-shop.com, a BDSM insider, a sex educator and writer. 

"I always try to explore the confines of the BDSM world and bring valuable insights for new comers joining our adventure" 

Phd in related field, father and business owner, Jett Oxy brings you stories and advices  for educational and entertainment purposes. 


Follow on medium - Follow on twitter 


3 Responses

Mikki
Mikki

December 06, 2019

Miles,
I understand your wants and needs. I am in Ct and a sexless marriage too.

miles
miles

December 06, 2019

I only with I could experience this any one know some one willing to help me find out what it is like I live in Connecticut . and I am in a sexless marrage she would never go for it but I a willing to try with any one
miles

Ted
Ted

December 06, 2019

The article is pretty much bang on .It describes my life exactly .I would add that my wife/ mistress and her “bull” have over time developed a sadistic streak which grows more intense .I fully realize I can leave the arrangement when ever I want ,but I am very much in love with my wife ,who by the way is uber hot and she professes her love for me .The way it has played out is exactly what I want ,so in effect it is I who ultimately calling the shots by my complete submissiveness to them both .Having to satisfy the bull still does not sit well with me ,,it is one of the many conditions I have agreed to ,so I continue to obey .

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