Tag Archives: chastity

Chronicles of a chastity slave – Then and now

Image by John Hain from Pixabay

Installment #27: Then: a session with a mistress … Now: session with Mistress Ayn – written by slave boy

For many years i would troll the Internet looking for a mistress to serve when visiting a city.  Once located and receiving permission to visit, i would create a detailed plan of what i was looking for, into, and wanted – an excellent way to maintain control over the session.  There would be a requirement for the mistress to be clad in leather, and agree to subject me to bondage, humiliation, nipple play, moderate CBT, moderate spanking, tease and denial, and perhaps something new.  i would leave the session, as insisted, frustrated without an orgasm, only to return to my hotel room, reflect on the session, and jerk off – maybe twice.

Now my life as a submissive has changed.  Now an upcoming session with Mistress Ayn is completely in Her hands.  She has total control; i have none and do not want any.  At the core of the relationship is trust and my only expectation is to please my Mistress, however She wishes.  Gone are my demanded on how i might control the session.  Gone are my so-called hard limits, for Mistress Ayn knows what I can tolerate, more than i do.  She knows how to hurt me without harming me.  Gone are my pre-session expectations as i attempt to control the session and achieve my satisfaction.  i am completely in the hands of Mistress Ayn.

Now i have experienced things i truly have desired but was too fearful to request, as well as things i never knew to ask for.  i have learned to accept things i previously would not tolerate but accept them now since they please Mistress Ayn.   i leave a session with Mistress Ayn a bit bewildered by what just happened, excited by the new experiences, craving for more slave training, and with a peacefulness knowing that i have served and pleased my Mistress as best i can.

The “now” is definitely better than the “then.”

Trials and tribulations of a chastity slave – Morning routine

Atlanta Key HolderInstallment #26 – My morning routine as Mistress Ayn’s slaveboy

After more than a year in indefinite chastity as Mistress Ayn’s slaveboy, my morning routine was become quite comfortable for me, well, as comfortable as it can be.

i awake and reach down to feel Mistress Ayn’s chastity cage. She controls me especially through my cock and balls and it is a good reminder to me of what is truly important in my life.  Since it usually has been weeks since my last orgasm, i am frustrated and start to tease my nipples.  As i get more awake and aroused i can feel my cock starting to get longer and harder.  Quickly the pleasurable sensation is replaced with the frustration of realizing that my cock cannot get erect, barely half erect, while in the chastity cage.  This reminds me how i treasure feeling controlled and restricted by Mistress Ayn.  It is Her cock and She decides if it gets out of the cage – which is rare since She relishes my indefinite chastity.  When i cannot take any more frustration, i get out of bed and face the day knowing physically, as well as mentally, that i am Mistress Ayn’s chastity-caged slaveboy.

Each morning Mistress Ayn orders me to perform maintenance on Her chastity cage.  i remove the cage with the key She permits me to have to thoroughly wash the cage.  i shower and pay special attention to clean Mistress Ayn’s controlled genitals.  Then, without any thought of disobeying my Mistress, i never touch Her cock or balls when out of the chastity cage and immediately replace the chastity cage on Her cock and balls and lock it up.

Before i dress, i am required to check the nipple piercings Mistress Ayn compelled me to receive to make sure that the caps are securely on the ends of the pink posts.  i also make sure the piercings are sanitized.

When getting dressed i select the sexiest panties from my wardrobe to make sure that Mistress Ayn’s sissy slaveboy is properly adorned.  i love my assortment of pink panties, G-string pouched panties and other frilly underwear.

i am off to work or some other task wearing my panties, feeling my nipple piercings through my shirt, and the secure and tight chastity cage around Her cock and balls.

This is my new life and i am loving it.  Every day i am reminded that i am Mistress Ayn’s chastity-caged, sissy slaveboy.

Trials and tribulations of a chastity slave – COVID special edition

Photo courtesy of Image by Łukasz Dyłka from Pixabay

 

Special COVID edition by slaveboy.

W/we are firmly in the grips of a COVID-era and my slave training now occurs long distance, yet Mistress Ayn is still very powerfully in control.  It would be easy to become negative and lament not having a forthcoming scheduled weekend at the FemDom Mansion – as would “regularly” occur – but W/we are not living in “regular times” these days.  Alternatively, there are daily activities that remind me of my status as Mistress Ayn’s slaveboy, in chastity and collared, such as my morning walks.  During the walk i focus on how many things Mistress Ayn has introduced to establish Her daily presence in my life.

While wanting to “try out” a chastity cage was my idea, i did ask Mistress Ayn to be my Keyholder.  But, She introduced the terrifying word – “indefinite” – into chastity wearing and now i am in chastity indefinitely.  She also ordered me to purchase a pink cage, then a pink with gold sparkles cage, and now a smaller black cage for those special “formal” occasions.

While dressing as a sissy was fun and humiliating at the FDM, Mistress Ayn ordered me to wear panties every day, and i am, and it is amazing.

Obviously it was Mistress’s idea to pierce my nipples.  It is incredible and does remind me, in yet another way, that i am Her slaveboy … indefinitely .. and, of course, the posts are pink.

i began daily morning walk, mostly for physical health reasons, yet Mistress Ayn challenged me to extend the route, which i have.  She also ordered me to insert the Hush during these walks, which i have.

In addition to all those ways Mistress Ayn is with me every single day as my Mistress, i never know when i might get an email from Her with orders.  i check my “slaveboy” email account twice a day – at least – hoping (and dreading) for an email from my Mistress, never knowing what She will command me to do.

Will i be allowed to unlock Her chastity cage?  Will i receive sexual relief to the daily frustration of indefinite chastity?   Will it be a ruined orgasm, or full orgasm, but always, if there is discharge, to consume every drop.

In this COVID-era being Mistress Ayn’s owned, chaste slave is not something that occurs – with, admittedly, a big bang – every few months at the FDM.  Rather it is a combination of multiple daily experiences to keep me focused in my role as Her slaveboy, to remind me of my devotion and commitment to Mistress Ayn in doing whatever She asks of me (that really could be very scary).

It is indeed amazing to recall how truly talented Mistress Ayn is as a Mistress, Keyholder and Owner and how terribly fortunate (not lucky! as She has taught me) i am to be Her slaveboy.

 

Trials and tribulations of a chastity slave – The Routine

Installment #25 – My morning routine as Mistress Ayn’s slaveboy – by slave boy jaime

After more than a year in indefinite chastity as Mistress Ayn’s slaveboy, my morning routine was become quite comfortable for me, well, as comfortable as it can be.

i awake and reach down to feel Mistress Ayn’s chastity cage. She controls me especially through my cock and balls and it is a good reminder to me of what is truly important in my life.  Since it usually has been weeks since my last orgasm, i am frustrated and start to tease my nipples.  As i get more awake and aroused i can feel my cock starting to get longer and harder.  Quickly the pleasurable sensation is replaced with the frustration of realizing that my cock cannot get erect, barely half erect, while in the chastity cage.  This reminds me how i treasure feeling controlled and restricted by Mistress Ayn.  It is Her cock and She decides if it gets out of the cage – which is rare since She relishes my indefinite chastity.  When i cannot take any more frustration, i get out of bed and face the day knowing physically, as well as mentally, that i am Mistress Ayn’s chastity-caged slaveboy.

Each morning Mistress Ayn orders me to perform maintenance on Her chastity cage.  i remove the cage with the key She permits me to have to thoroughly wash the cage.  i shower and pay special attention to clean Mistress Ayn’s controlled genitals.  Then, without any thought of disobeying my Mistress, i never touch Her cock or balls when out of the chastity cage and immediately replace the chastity cage on Her cock and balls and lock it up.

Before i dress, i am required to check the nipple piercings Mistress Ayn compelled me to receive to make sure that the caps are securely on the ends of the pink posts.  i also make sure the piercings are sanitized.

When getting dressed i select the sexiest panties from my wardrobe to make sure that Mistress Ayn’s sissy slaveboy is properly adorned.  i love my assortment of pink panties, G-string pouched panties and other frilly underwear.

i am off to work or some other task wearing my panties, feeling my nipple piercings through my shirt, and the secure and tight chastity cage around Her cock and balls.

This is my new life and i am loving it.  Every day i am reminded that i am Mistress Ayn’s chastity-caged, sissy slaveboy.

Mistress Ayn has customized chastity programs for the short term fetishist to the serious chastity submissive.

 

Perfect Self-administered Ruined Orgasm

 

The Submissive Male’s Guide to the Perfect Self-administered Ruined Orgasm

A ruined orgasm for a submissive male is one of the most intensely pleasurable, toe-curling, sweat-inducing, back-arching, fist-clenching, teeth-gnashing, brain-bending endeavors a submissive male can experience to drive him into an animal sexual frenzy.  One of the biggest misconceptions about ruined orgasms comes from the word “ruined.”  It sounds like torture or something a submissive male might do to himself only for punishment.  But, it could be a way to experience ecstasy, delight and have one of the biggest and best orgasms he has ever had in his entire life.

The name is misleading in that a properly ruined orgasm is STILL an orgasm!  Yet, it does feel profoundly different to the submissive male, but it still feels great, yet in a different way than a normal orgasm.  The perfect ruined orgasm is a special kind of climax, achieved in a very specific way that triggers a different sequence of physical, emotional, and hormonal reactions in the submissive male’s body.  To a male accustomed to and expecting normal orgasms, the sudden surprise of new and different sensations might be confusing in his hyper-aroused brain by causing unexpected disappointment. The submissive male is expecting one thing – a powerful climax, but at the last second, he gets something different.  A ruined orgasm does not tell the submissive male’s brain to release any of the hormones associated with the post-orgasmic “afterglow,” such as prolactin and oxytocin. Dopamine levels remain elevated throughout the body. Instead of feeling sluggish and exhausted after an orgasm, the submissive male remains aroused and sexually frustrated after ruining the orgasm.   Rarely would a male ruin his own orgasm, but a submissive male, under the strict control or directions of a Mistress, different sensations and motivations occur.

There are a few important things that enable a submissive male to have a “perfect” (or as close to that as possible) ruined orgasm.

First, often associated with the perfect ruined orgasm is extended pleasure.   One possible path for the submissive male to take is to perform, possibly at the direction of a Mistress, repeated (four to six consecutive days), prolonged (from 15 to 30 minutes) stop-and-start stimulation.  This is commonly known as edging.  This seems to charge up the submissive male and his cock to a higher sensitivity and definitely a greater yearning for an orgasm, any orgasm.

Second, unlike a normal orgasm, with a ruined orgasm all stimulation stops as the ejaculation begins to build.  And this is the tricky part, the stroking of the cock toward an orgasmic explosion needs to terminate at a critical moment.  If you wait until the sperms starts its path through the urethra, it’s too late.  Stopping at the height of the build up but before you teeter over that edge is critical and this is where many would be “ruiners” fail, by stroking too long, either out of ignorance or lack of control.

To achieve a “perfect” ruined orgasm, keen attention must be given to the signals from the submissive male’s body, particularly as his stroking leads to what could be “THE” climactic end to the edging, but making sure to stop the stroking before the climax actually occurrs.  There is a critical point when more stroking would achieve orgasm.  It takes all of the submissive male’s willpower and desire to please his Mistress to submit and follow Her orders – when a ruined orgasm only is permitted.

The submissive male needs to train himself to give himself a perfect ruined orgasm.  He needs to know his body very, very well.  He needs to study his specific sequence of escalating physical pleasure signals, to identify the first possible moment in the sequence where he can let go and cause himself to still cascade through climax.  Arched back, tensed muscles, grunts, whimpers, pulsing cock, retracted balls–every submissive male has his signals.  Leaking pre-cum is an excellent signal for the submissive male to become aware of if hoping to achieve a ruined orgasm.  Instead of letting go “at the last second,” the submissive male actually wants to let go as early as possible.  He needs to hang, untouched, on the verge of climax, for as long as physically possible, before his body reflexively sends him over.  If done correctly, the perfect ruined orgasm results in his sperm to just dribble out, under weak contractions, if at all.  The submissive male should desire and seek to extend that “hangtime” just before ejaculation to be as long as possible.

Sadly, but understandable, the submissive male typically misjudges his own point-of-no-return.  It is probably long before he says it is.  The problem is he is in a mindless pleasure-trance when stroking toward orgasm.  The submissive male is not the most reliable person at that point but needs to train himself to become more sensitive and attentive to achieve the perfect self-administered ruined orgasm.

Ample loads of sperm may be released from the submissive male’s cock during a ruined orgasm, especially if not allowed to orgasm for an extended time, but not with the intensity of a normal orgasm.  If successful, the male’s sperm is only released through a dribbling out of the cock (not a powerful spurting like a normal orgasm) or by “forcing” the sperm out by firmly but gently squeezing the cock by forming a circle with his thumb and forefinger and running his two fingers from the base of his cock to the tip in a milking action.

Why is a ruined orgasm so special?  In a normal orgasm, the male hits his peak of pleasure, then comes crashing down in a wonderful, violent torrent of release, followed by an involuntary rest-and-recharge time called the “refractory period.”  He feels a warm, satisfying wash of hormones.  Then his cock goes limp and his entire body instinctively commands him to rest and recover.

In a ruined orgasm, the submissive male hits his peak of pleasure, tips just barely over the edge, but the violent crash is not triggered.  It is not triggered because the expected physical stimulation is absent.  Weak muscle contractions struggle to squeeze the cum from his body.  He feels an electric tremor throughout his body, distinctly different from the warm wash of a normal orgasm.  Importantly, the sense of satisfaction never triggers.  The submissive male had an orgasm and he unloaded some cum, but he feels “unfinished.”  Despite having released his load, the submissive male is exceptionally horny and frustrated, not exhausted and satisfied as with a normal orgasm, and is likely still erect.  While his balls are drained, he did not have the sensation of having an orgasm.

 

There may be many reasons why a submissive male would attempt to have the “perfect ruined orgasm.”

Some submissive males are turned on with this kind of play – the control exerted by a Mistress, the using of his cock for Her pleasure and not his, and the continued sexual frustration which does not occur after a normal orgasm.  The male remains as before the ruined orgasm, hanging on his Mistress’s every command, ready and willing to obey Her.

A ruined orgasm is different and something a male would not choose on his own.  As a submissive, the male relinquishes all control to his Mistress, She makes the decisions and orders him to do something that he likely would not have initiated.  A Mistress might allow Her submissive male the pleasure of a normal orgasm or may decide to have him endure a ruined orgasm – it is completely under Her control.

A ruined orgasm causes the submissive male to focus on pleasing his Mistress, not achieving his own pleasure.  As a true submissive, the male’s thoughts and actions should be about his Mistress, not himself.

Masturbation, something a male may do all too frequently before becoming submissive to his Mistress, would allow him total control – when to start, how long to stroke, when to finish, and how to finish.  The ruined orgasm is the quintessential giving up of control and trusting in his Mistress to make all of the decisions, especially on how to finish the stroking session.

Finally, prolonged chastity without any release can be problematic for a submissive male’s health.  A Mistress should be sensitive to that and a ruined orgasm serves to provide the submissive male with the medical benefits of draining his balls, while not providing him with the pleasure associated with a normal orgasm.  Like milking the prostate, the ruined orgasm is beneficial for the submissive male’s health.

Researched and written by slaveboy.  Assisted by sissy jennifer.

Ruined Orgasm - Mistress Ayn

 

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