Tag Archives: ruined orgasm

Three Years in Chastity: “Mission Accomplished”

In the continuation of the Trials and Tribulations of a chastity slave chronicles, slaveboy reminisces about orgasms . . .

The three-year anniversary of my “indefinite” chastity caused me to reflect on a fading memory — orgasms.  Before chastity, i orgasmed when i felt the urge – about twice or thrice a week. i really do not remember those days, (as You like to say Mistress Ayn: “Mission Accomplished!”).  Then, as Your chaste slaveboy, i would look forward to the days whenever You would permit an orgasm.

Recently things have changed – orgasms are permitted whenever You wish to have them happen and under Your control (“Mission Accomplished!”).  And, a new twist – they rarely involve my stroking to a satisfying orgasm.  Your plan seems to have me orgasm JUST often enough for me to remember what You have taken away from me (“Mission Accomplished!”).  Orgasms are now just another one of Your many ways to control me, sometimes reward me, and even sometimes they are used to punish (“Mission Accomplished!”).

There is no pattern, for that would allow me to anticipate.  At the end of 2020, You had me orgasm at the stroke of the new year. The next year You casually signed off in Your last email, informing me that “I am off until Monday.”  No orgasm to end the year, keeping me unbalanced and submissive (“Mission Accomplished!”).

In 2019 and 2020, i was permitted “release” 19 times and 18 times, respectively.  For 2021, that number plummeted to 12 – a 35% drop.  i see where this is going: fewer releases, farther and farther apart, making it harder to remember orgasms, and You exerting more control (“Mission Accomplished!”).

And a new element, merely 12 releases, yet only FIVE “real orgasms,” when i was allowed to touch Your cock and bring myself to a satisfying orgasm.  THREE times a ruined orgasm, stroking but stopping just short of a satisfying release. THREE times a forced orgasm – release but no physical touch Your cock, but using a vibrator.  And, ONCE a forced, ruined orgasm – no physical touching and stopping before ejaculation.  You are a creative Mistress and apparently One with a plan – fewer releases and even fewer the old-fashion way = jerking off to ejaculation (“Mission Accomplished!”).

Is there a lesson here?  Yes.  You are in control, it is not about me, my needs, or my pleasure (“Mission Accomplished”). It is about Your pleasure.  My less frequent releases seem to please You, with new twists and turns, and less satisfaction.  i gladly embraced this new training.  You have trained me well, oh wise Mistress.  – slaveboy jaime

 

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

 

Trials and tribulations of a chastity slave – Six months in chastity

Installment #11 – Six months in chastity, omg.  – by slave boy

Not that long ago i counted my time in chastity in days, then weeks, and thought to myself, “Wouldn’t it be something if i was in chastity for months?”  Now, after six months in chastity, i reflect.

The “agreement” with Mistress Ayn to be my Keyholder, and i Her chaste slave, was one of mutual consent.  It was understood that either of U/us could opt out at any time.  Yet, six months later i cannot imagine asking for release from serving as Mistress Ayn’s chaste slave.  It is a “normal” aspect of my life. 

Being Her chaste slave is my first thought in the morning, as the snug chastity cage reminds me.  This normalcy invades my morning routine with daily maintenance of the Holy Trainer cage.  Throughout the day i am reminded of Her control over Her cock and balls as the cage rubs or slightly pinches when i enter a car or take a seat, or countless other normal, daily activities.  And, it is my last thought at night as i feel Her cage against my leg when attempting to sleep. 

It is nearly unimaginable to me that i would have a Keyholder that lives over 700 miles away.   i only see Mistress Ayn during three weekends a year as the house boy at the FemDom Mansion where i serve Her and Her guests as a sissy maid, or as a BDSM submissive, or as a toy for Their amusement, or many other creative situations that Mistress Ayn artfully conjures during my stay.  When at home, i religiously check my email hoping to receive a command from my Keyholder, despite it involving something frustrating, or embarrassing, or subjecting me to Her devious control.

Mistress Ayn seems interested in continuing as my Keyholder.  She randomly sends emails with orders for me to remove Her cage and perform various activities – mostly to tease, edge and deny Her cock, or sometimes to edge to a ruined orgasm, and very infrequently to edge to orgasm.  And, always to immediately return Her cock to Her chastity cage.

W/we seem to be comfortable in this “relationship,” which She often describes as “indefinite,” as in indefinite chastity.  W/we seem to be in a mutually rewarding relationship, Mistress Ayn as my trainer and Keyholder and me as Her submissive, chaste slave.  And, for now, that seems to be the way W/we want it to be.

 

Trials and tribulations of a chastity slave. Installment #5

Installment #5 – A Day of Freedom and of Control and Pain

i had mixed feelings about an upcoming supervised release – I enjoy being under Mistress Ayn’s control in chastity but desperate for a release.

After two weeks of chastity, the freedom was quite nice – it all starts out nice.  BUT, there is always a pain element too.  Ordered to wear pink panties was agonizing as they rubbed against Her now unencumbered cock and balls, excruciating stimulation.  Plus, i was ordered to take a Cialis.  i was so intensely aroused.  i followed Mistress Ayn’s orders to watch porn during the day but no touching.  The erection was very hard and caused me to shake with desire for relief.  i wanted to touch myself so badly but was obedient.

After a very long day, evening arrived and the next order = an orgasm.  Ah, but not so fast slaveboy, a RUINED orgasm.  Yikes!!!  And, slapping Your balls – hard, as ordered – as i came.  Double yikes!!!

As ordered, there was photographic evidence on Twitter of the discharge before i licked up every drop.

Despite the freedom, watching porn, and an orgasm (albeit ruined and with painful ball slaps), i felt little pleasure or satisfaction, and it was back in the cage.  The ED pill continues to stimulate for days, so the chastity restriction was particularly painful. i craved an orgasm, a real orgasm.

So many questions as i tried to sleep: How long in chastity this time?  Will i EVER get a real orgasm in 2019? Is there anything that i would not do if ordered by Mistress Ayn?  How could the pleasure of a release be made even more painful and unsatisfying?   Will i actually survive being Mistress Ayn’s chaste slave?  Why do i have just a huge smile on my face (hint: i have pleased my Mistress, which makes it all worth it)?

 

Trials and tribulations of a chastity slave. Installment #2

Installment #2 – Obedience to Mistress Ayn’s commands – by slaveboy

It started innocently enough as Mistress Ayn’s slave boy.  One week in chastity, then one week of freedom when i enjoyably stroked to multiple orgasms.  The “real chastity” under Mistress Ayn’s control had not yet truly begun.

There were signs of escalation though, such as Mistress Ayn ordering me to create a Twitter account – with the name “Mistress Ayn’s slaveboy.”  Mistress Ayn ordered me to buy pink panties and post my wearing them on Twitter – public embarrassment was becoming a norm.

Then i was ordered into chastity and, during the second week, permitted a 15-minute daily release for edging, no orgasm.  On a special holiday, i was permitted release from chastity and ordered to orgasm three times during the day, then back in chastity.  The first orgasm was very powerful and huge load, which Mistress Ayn had ordered me to “recycle.” The next two orgasms were not that pleasurable – it was too soon – but i was obedient, as always.

Next, Mistress Ayn ordered daily edges for 10 minutes but added two additional minutes per day for 6 days, all with no orgasms.  Then a command of a 60-minute edge before orgasm.  A pleasurable six minutes quickly turned into agony to not orgasm early. Sadly, i failed, lasting only 54 minutes.  Mistress Ayn was very upset at my disobedience and the next day i was ordered to have three orgasms in one hour.  Having orgasmed the day before, this seemed an impossible task, but i knew better than to fail Mistress Ayn again.  i was successful but never have had orgasms that were so unpleasant, so painful and caused so much stress.  As Mistress Ayn’s chaste slave i knew i must be obedient to Her and not be concerned with my pleasure at all.

It is abundantly clear that becoming Mistress Ayn’s chaste slave is more severe than my prior self-experimentations with chastity. No longer do i place myself in chastity because it might be “fun” and then let myself out when i have had enough. This is decidedly different. Mistress Ayn makes all of the decisions, which is what i asked for as Her chaste slave, but i may not have fully grasped what that entails.

Experiencing the holidays as Mistress Ayn’s chaste slave is the next blog installment.

 

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