Tag Archives: slave training

Trials and tribulations of a chastity slave – Installment #4

Friday, 22 February 2019 10:55
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Chronicles of chaste slave – #4 – The emotional transformation and control – by slaveboy

i am becoming aware that every command has its own powerful control over me. While Mistress Ayn’s orders may sound sweet and caring (chastity freedom), Her commands have a powerful and sadistic edge (no touching, no orgasms). Whether ordered to orgasm multiple times throughout the day or within a limited time upon command, to orgasm but ruin it, to edge for longer periods but not orgasm, to remain in chastity indefinitely, or to be released from chastity but refrain from any stroking.

Paradoxically i desperately want to orgasm and feel pleasure, yet also desire the comfort and security of chastity (realizing that I have spent 98% during the past few months in chastity – that has become my “new normal”). This is both an exhilarating and a frightening life existence as Mistress Ayn’s chaste slave. She has my head spinning and my emotions in chaos and the only option i consider is complete surrender to Her, to trust Her, and obediently follow Her commands.

My emotions swing widely. There is the excitement at experiencing this new chapter in the journey of my life and a sense of correctness with having Mistress Ayn in complete control of Her cock, waking each day and reminded throughout the day that Her cock is securely caged. There also is a growing fear of not fully understanding what i have gotten myself into and an utter helplessness of loyally following Mistress Ayn’s orders (all while i have the key but cannot convince myself to playfully abuse Her cock during maintenance times or release Her cock unless instructed).

i also have been pondering my lesson learned — never, ever, ever displease your Mistress.  i know Mistress Ayn is strict with me since that is how i am learning and the only way to undo all those years of control, power, and a lack of total respect for Women. i need the discipline — wish Mistress Ayn could see it in person — and the control She exerts. i wish i could express how truly happy i am with Mistress Ayn as my Keyholder. i am thriving being Her slaveboy – both in person at the Femdom Mansion and virtually via emailed commands and chastity sentences.

Trials and tribulations of a chastity slave. Installment #3

Friday, 15 February 2019 10:54
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Installment #3 – The holidays as Mistress Ayn’s chaste slave – by slaveboy

To celebrate the holidays, Mistress Ayn permitted me out of chastity on Christmas Eve and Day but not allowed to touch Her cock – two days of freedom but not really. i could feel Her cock and balls dangle freely but that only made the urge to stroke more intense. This was a true test of my obedience to Mistress Ayn. After Christmas, back in the chastity cage.

On New Year’s Eve, after two weeks of nearly consistent chastity, i was permitted a one-hour edging session near the stroke of midnight. While i appreciated the opportunity for release, i was ready to orgasm almost immediately but knew to not orgasm early. A full 60 minutes later, i “recycled” the discharge from my powerful orgasm and Her cock was back in Her cage to greet the New Year.

Will 2019 be any different as Mistress Ayn’s chaste slave? In Her New Year’s Eve email, Mistress Ayn said: “Have a nice powerful orgasm, knowing that it is the last one of 2018 and possibly the last one ever.” “Who knows what the New Year will bring?” “I’m just laughing thinking about how much you are going to want the next orgasm – which may never happen.” “The New Year’s Eve orgasm may be your last orgasm ever.” These words resonate with me each day in 2019.

It is clear that being Mistress Ayn’s chaste slave requires a deeper commitment than i first imagined, but one i am willing to make. While Mistress Ayn was a bit hesitant at being my Keyholder, i did not expect Her to become so comfortable and creative in this role. Chastity control appears to be something long term for Mistress Ayn and She enjoys using the term “indefinite chastity.” Her control through chastity is requiring me to better integrate chastity, mentally and physically, into my otherwise vanilla life.

Trials and tribulations of a chastity slave. Installment #2

Monday, 28 January 2019 12:08
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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.

 

Trials and tribulations of a chastity slave.  Installment #1

Monday, 14 January 2019 19:53
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The trials and tribulations of a chastity slave.  Installment #1 by slave boy jaime.

For many years i served Mistresses when i traveled for business in a two-hour session of domination, humiliation and mild discipline.  In August 2017, while in Atlanta, Mistress Ayn agreed to “bookend sessions,” where i would serve Her the day i arrived and again the day before i left.  W/we shared mutual BDSM interests, She worked out of the well-equipped Atlanta Dungeon, She had the experience to control an experienced sub, and She was very attractive – a “perfect storm.”

W/we clearly had a strong Mistress-slave connection and only a few weeks later i was craving to serve Mistress Ayn again.  i saw the FemDom Mansion website and the opportunity to submit to Mistress Ayn and the Ladies of the Mansion for a full weekend.  This was one of my “bucket list” fantasies. In March 2018 i submitted to Mistress Ayn for the weekend, which included an abduction fantasy, lots of discipline, humiliation as a maid, and so much more, as chronicled in Mistress Ayn’s blog.  i repeated this weekend of service in October 2018 with even more control, humiliation, and discipline.

Yet, only one month later i was again pining for Mistress Ayn’s dominating control.  Coordinated Skype online training was logistical impossible but W/we could communicate by email  so i asked Mistress Ayn if She was interested in being my keyholder.  i had self-caged my cock but never for more than a week.  Initially, She was not interested, especially since W/we were separated by 700 miles.

i persevered and soon She came to believe that She could trust me and i would be obedient to Her commands even though i would be holding the key as the Holy Trainer device required release for daily maintenance.  i proposed a fee for this service, Mistress Ayn doubled it, and i had my first keyholder.

That brings U/us to today – i am Mistress Ayn’s chaste slave with no scheduled releases, only allowed out of chastity upon Mistress Ayn’s orders, and then to act only as She commands.  What has Mistress Ayn demanded from me as Her chaste slave?  Well, that is for Chronicle installment #2 in Her blog.

Chastity and the ruined orgasm

Thursday, 06 December 2018 10:33
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These are two of My favorite things.  Combine them and it’s just over the top fun – at least for Me.

Recently I accepted a new distance chastity slave.  The slave is not new to Me (or you if you follow FemDom Mansion) he is just new to chastity.  We only get to see each other a couple of times a year (usually when he submits at FemDom Mansion for a weekend retreat) and we both wanted to have him under My control beyond those visits and becoming his keyholder was the obvious choice.

After a month or so of being under My control, I thought it was time for a real test.  I wanted to see if he would comply and ruin his own orgasm just because I ordered him to.  Well, slave boy (the slave formerly known as jaime) did as ordered and here is his report:

“Finally, i thought, i can “finish” this edging session.  No more shove the erect cock back into the cage without cumming.  But, i have always had problems with ruining an orgasm since, well, i want to cum – hard.  This time, it was not my idea to pleasure myself but Your command to bring You pleasure.  After barely 15 minutes of edging i knew i was close.  i knew that a few more strokes would provide me with a powerful orgasm – lots of built up cum shooting out.  But that was not Your command.” 
 
“i stroked until i knew i would cum with or without more stroking, so i stopped.  Thus, the orgasm was ruined as i held Your cock in my hand, and watched the massive amount of cum just dribble out – not shoot out in a way that was satisfying.  It kept dribbling, catching all of it in my hand.  i squeezed Your cock so the last drops were emptied into my hand.  Then, i knew i had to recycle.  What a mouthful, but i let it rest in my mouth for a few seconds, just to let the taste hit all my taste buds, and then i swallowed.”
 
“What did i just do?  That is not how i used to cum pre-MASB (Mistress Ayn’s slave boy).  It was clear that i followed Your directions, not acting to please me. No, it was not satisfying for me, since i still felt like i had not had an orgasm.  Your cock was still hard and i was still very frustrated.  And returning Your cock to the chastity cage was just as painful and disappointing as it was after an edging session.”
 
“But, i was thrilled.  Not only did i comply with Your command but i was actually able to completely ruin the orgasm.  That is when it hit me deeper than ever before – i am truly submissive to Your whims and commands, not my desires.  i remain without a satisfying orgasm, but knew i was satisfying You, which is all that matters now in my new slave life.”
 
“i sat for a few minutes in my chair, exhausted from the physical exertion, but not like i used to after cumming.  This time i reflected on what just happened, without You physically being there to watch if i was obedient or not.  i was stunned – and pleased – that i am totally obedient, even with You 700 miles away.  Knowing it means more to please You by following Your commands, even without supervision, than pleasuring myself.”

 

That final paragraph really says it all.

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