Tag Archives: slave training

Let’s make 2024 the year of the submissive

Let’s shake things up a bit this year. I did that last year with a move to Europe and it’s only been positive.  This year is your year to make some changes and get out of your rut.  I suggest you embrace your submissive/feminine side and see just how good a submissive you can be.  Submission may just set you free.

If you have gotten out of the habit of seeing a Domme in real life, I can help with that.  Let’s start with some distance training and then I will send you to a reputable Domme I trust – if I can’t see you Myself.

If you have gotten into an indulgent cycle with anything from food to masturbation, I can help with that too.  Dommie knows best and I can create a task or chastity program that can get you on the right track – or else.

Has a lack of Female leadership left you feeling out of sorts?  Then submit, serve, learn and be tested – and yes, we can do much of this from a distance.

So let 2024 be the year of the submissive.  Contact Me direct about any questions or logistics – ayn@mistressayn.com.  Or do some investigating here.

Keep up with all My activities on Loyal Fans.  Sign up is FREE.

An open letter about chastity

by Mistress Ayn’s slaveboy

Five years ago, in 2018, i reached out to Mistress Ayn, whom i had served only a few times in session as a submissive, after many decades of submitting to other professional Mistresses, and asked if She would consider being my Keyholder and placing me in chastity.  In retrospect, i honestly really did not fully understand what i was asking of Her or the multiple dimensions or aspects of chastity, but thankfully She was knowledgeable, experienced, and willing.

For Her services, which have far exceeded my expectations and fantasies, She explained that there would be a monthly fee (a financial aspect of chastity), not exorbitant but fair given Her time commitment.  This was the first reality check of being a chaste slaveboy to Mistress Ayn – i needed to commit to Her demand of a reasonable financial commitment.

Then, She explained that there was no set “end time” or regular schedule for chastity with Her and Her subs (beginning the psychological aspect of chastity).  For Mistress Ayn, chastity was “indefinite.”  No, i had no real idea of what this meant. But quickly learned that there was no “you are in chastity for so many days or weeks, and then get a release to orgasm.” But i agreed to that psychologically controlling condition as well.

Yes, there is a physical/sexual element of chastity, too.  i no longer can seek private times and freely stroke my cock and experience the exceptionally powerful and satisfying orgasms – as i vaguely recall them to be.  No, Mistress Ayn is now in control of my cock. Now, it is Her cock, and She decides when, where, and, importantly, how i might experience any sort of pleasure associated with Her cock. These opportunities have become fewer and less satisfying as determined by Mistress Ayn, yet my enjoyment of serving Mistress Ayn in this way has increased significantly.

i began to understand that Mistress Ayn was indeed, as She said, the Queen of Long-term Relationships. Thankfully, this is a wonderful thing, since She is completely unpredictable, amazingly creative, and very caring, and i never want O/our relationship and all its different aspects to end.  So, five years later, there seems to be no end in sight as determined by the calendar and i am delighted.

In addition, chastity has affected other relationships in my life (the social aspect of chastity).  i am less focused on myself and more on others – mostly on other Women whom i meet, but not having a sexual or intimate relationship with Them.  Chastity enables me to focus on other ways to please Women than sexually – by listening better to Them, by being more sensitive to Their needs and wants, by being present to Them as They share Their lives with me, and so on.

Chastity has made me a better submissive but also a better male and person.  It has taken away the distraction of selfish pleasure and i have become a person who is better at relationships, at just being a better human to other humans.

Five years is not a mark on a calendar indicating an end to an era or task, but simply a footnote of how long i have been loyal to Mistress Ayn, as my Keyholder, and am learning how to be a better person.  Thus, there is no obsession with “achieving an end date” but rather an intense desire to continue to become even better as a person to Mistress Ayn, to other Mistresses She allows me to serve, and to others outside my submissive life as well.

Mistress Ayn’s chastity heyholding programs

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

 

Trials and Tribulations of a chastity slave – #33

The Emergence of a Sissy Slut – by slaveboy jaime

i have long believed in the Supremacy of Women, so becoming a submissive to Mistress Ayn was not a surprise to me, however the depth of that commitment does pleasantly shock me.  i do not know how deep inside of me was the desire to also become a sissy slut, but Mistress Ayn located that and is exploiting it to my amazement and Her (and my) enjoyment.

It is one thing to have Mistress Ayn spend what seems like hours up close and personal with me.  i treasure those times when She carefully and precisely applies makeup and transforms me into the sissy She desires.  Then a variety of Mistresses and Goddesses enjoy the task of selecting what i am to wear – sometimes silly and other times quite elegant (as my “bride’s outfit” for the collaring ceremony at the FemDom Mansion) – in order to serve Them at dinner or be the perfect hostess at a cocktail party or perform as a Burlesque dancer.

Yet, recently, there has been a major transformation in my “sissyhood.”  i am now purchasing a new sissy wardrobe for myself to wear privately around my house or upon command for Zoom sessions with Mistress Ayn – not only on display at the FemDom Mansion.  With guidance from Mistress Ayn, i search websites for that perfectly sissified pair of stockings, or garter belt, or corset, or bedtime wear, or French maid’s outfit.

When i wear these clothes i feel my “sissy-self” emerging.  i feel more in touch with “my feminine side,” a cliché but true.  i feel complete in having this part of my personality emerge.  i feel sexy, yet submissive.  And, the corsets, it is like someone is hugging me with the soft texture of the material but the firmly embracing me through the tightly laced ribbons securely tied.

This is all still quite new for me but i am treasuring what i am now experiencing.  It is good to find a new and comfortable side of my personality and even more exhilarating that it seems to please my Mistress.

i often wondered if She dressed me up – once as Mistress Ayn’s Mini-Me for a Halloween party at the FemDom Mansion – because She liked it, which is sufficient for me.  But, now i am thinking that Mistress Ayn saw this part of me way-down, deep inside my psyche and has helped bring it out so i can enjoy it because She cares for me so very much as Her chaste and owned slaveboy.

Trials and tribulations of a chastity slave – #32

When Mistress Ayn declares indefinite chastity – by slave boy

After achieving my “two years in chastity” anniversary, i thought it prudent to reflect upon my experience as Mistress Ayn took charge of my orgasms.  She decided if i could orgasm, when i should orgasm, and how i should orgasm.  She also made it clear that i should be in chastity indefinite, so the pattern described next seems to be my life now, as Mistress Ayn’s chaste slaveboy.

During my days of pre-chastity, i would masturbate to a powerful orgasm 3 times a week, that is 156 times in a year. But now ….

In 2019, i was allowed: 8 “real” orgasms, 8 “ruined” orgasms, and one “forced” orgasm, a total of 17 “releases.”

In 2020, i was allowed: 6 “real orgasms, 6 “ruined orgasms, and 4 “forced” orgasms, a total of 16 “releases.”

In 2020, my “releases” were:

Jan 20 = 3 “forced” (rapid) orgasms

Jan 31 = “ruined” orgasm

Mar 15 = “real” orgasm

Apr 8 = “real” orgasm

Apr 30 = “real” orgasm

May 18 = “real” orgasm

Jun 22 = “ruined” orgasm

Jul 22 = “ruined” orgasm

Sep 3 = “ruined” orgasm

Sep 21 = “forced” orgasm with vibrator

Oct 22 = “ruined” orgasm

Oct 29 – “real orgasm” with clothespins attached to Her balls and the Edge in my ass

Nov 12 = “forced” orgasm with vibrator

Dec 26 – “real orgasm”

Dec 29 – “ruined” orgasm

Dec 31 – “real orgasm”

i definitely see a pattern here – about the same number of orgasms each year while in indefinite chastity (an average of 1.3 per month or 0.3 per week) and less than half of the permitted or ordered orgasms are “real” or pleasurable orgasms.

No complaint, no opinion, simply reporting and committing to my complete devotion and obedience to You, Mistress Ayn, as Your chaste slaveboy.

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