Tag Archives: Erotica

Trials and tribulations of a chastity slave. Installment #5

Thursday, 28 February 2019 11:11
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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 #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.

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