Tag Archives: chastity

Trials and Tribulations of a chastity slave – Installment #18

Monday, 28 October 2019 21:20
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FemDom MansionInstallment #18 – My Personal Slave Training Progress in Review

While most of my chaste slave training with Mistress Ayn is via emails, there were four very special weekends at the FemDom Mansion in the past 18 months.  There i subjected to Mistress Ayn, and other Mistresses and Goddesses of Her choosing, to advance my personal slave training.  At the end of each weekend, i knelt before the Mistresses and Goddesses who took charge of my training weekend and humbly requested that They sign my “personal slave training Certificate of Achievement.”

On the flight home i begin to reflect on my slave training experiences at the hands of these beautiful and talented Mistresses and Goddesses and construct a “Top 13” list of the most memorable or meaningful experiences that have advanced my personal slave training. Recently i reviewed my “Top 13” lists and discovered some patterns reflecting my progress as Mistress Ayn’s personal chaste slave.

  • Humiliation – in the basement dungeon as i was ordered to experience a gangbang, spitroasting, or sucking dildoes; or during the cocktail party where i am typically in full-drag feminization and sitting on the spiked tray, spanked, performing a burlesque dance, or displayed with saline-filled balls; or during the day as i am “waterboarded Goddess-style” (an outdoor showers with garden hose); or feminized (often looking “ridiculous”) for serving dinner;
  • Physical pain – markings from a whip or cane or flogger; electricity attached to inserted sounds; sitting on a spiked tray; multiple piercings with needles; and generally prohibited from using a safe word;
  • Feminization – in full drag for a burlesque dance, Halloween costume as Mistress Ayn’s mini-me, or as a cocktail waitress; or partially feminized as a maidservant for meals;
  • Anal play – birthday gangbang; strap-on sucking and pegging; spitroasted while on display in the dungeon; and,
  • Markings – from a rattan cane or whip or flogger; redness from a spanking; bearing Mistress Ayn’s and Goddess Samantha’s initials.

The level of humiliation, physical pain, feminization, anal play, and markings are all “former hard limits,” with the emphasis on “former” as i have advanced as a slave due to my training.  Not only have i accepted them as part of my new life as Mistress Ayn’s personal chaste slave due to Her expert training, but i am craving these experiences each time i submit to Her and Others for more training.  They seem to please Mistress Ayn and that is my ultimate goal. They have become a part of my life as Her slaveboy and i hope i can endure / embrace even more as my personal slave training progresses – but that is, as always, at Mistress Ayn’s discretion.

Trials and Tribulations of a chastity slave – Installment #17

Sunday, 06 October 2019 18:55
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Installment #17 – Mistress Ayn “Pushes” Me – by slaveboy

Reflecting on months as Mistress Ayn’s chaste slaveboy, there are many things i have experienced that i have desired, often in moderation: chastity, bondage and discipline, servitude, tease and denial, and more.  Yet, Mistress Ayn also knows how to “push” my limits for the things i desire and to introduce me to things i dislike or at least thought i did not want.

i enjoy chastity and Mistress Ayn being my Keyholder … but … She “pushes” me as i have been controlled and restricted from freely touching, masturbating or orgasming for eight months … with no end in sight.  Mistress Ayn loves introducing me to “indefinite chastity.”  There is more.  At my last weekend at the FemDom Mansion, i was secured to the bondage bench expecting some discipline – for my birthday … what i received were eight strikes with a rattan cane. OMG, that was intense and, again, my limit for pain tolerance was “pushed,” never beyond what i could take but much more than what i thought i could handle.

As the FemDom Mansion Houseboy, i was “pushed” into many things i thought i would dislike and did not asked for, if that was an option: sissification, public humiliation, gangbang as a birthday gift, no whining or sassing, and more.  Mistresses at the Mansion now joke about many of my “hard limits.”  For instance, i was taken to a public shopping mall by a Mistress and a Goddess and ordered to walk around with Them. W/we shopped for sissy bling for me and sexy outfits for them.  i was ordered to carry my Goddess’ purse – “pushing” me beyond what i thought i wanted.  At the Mansion, Mistress Ayn created a display board to record the times i sassed a Mistress during the weekend and punishments were doled out based on this recorded number – a number much higher than i thought i could possibly take.  This “pushed” me to think about what i was about to say and be more respectful at all times of Mistresses.  i was subjected to much more as will be reported in Mistress Ayn’s blog and Twitter.

The closing thought – regardless of whether i ask for something or not, Mistress Ayn knows how to train me to accept whatever She desires for me to experience and to enhance my training as a submissive slaveboy.  i am so appreciative of this opportunity to serve in this way.

Trials and tribulations of a chastity slave – Installment #16

Sunday, 01 September 2019 12:13
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Image by Sardax. www.Sardax.com

Image by Sardax. www.Sardax.com

Installment #16 – “Running the Numbers” as Mistress Ayn’s slaveboy

Sometimes “running the numbers” – i.e., counting things – helps explain what it means to be Mistress Ayn’s slaveboy. 

Before i became Mistress Ayn’s slaveboy, i would typically masturbate every two to three days.  Then, Mistress Ayn placed me in indefinite chastity and Her cock became completely under Her control.  Running the numbers, i would have masturbated regularly during the past eight months (around 242 days), from when Mistress Ayn agreed to be my Keyholder until now, and had around 97 orgasms.

As Mistress Ayn’s slaveboy, things have certainly changed.  i have been permitted eight, yes eight, orgasms over the past eight months — not exactly the 97 orgasms i would have enjoyed without Mistress Ayn being my Keyholder.  That averages to one orgasm every 30 days – once a month, as opposed to orgasming every two or three days.  Adding in the one unauthorized orgasm while trapped in the Venus 2000 and the ten ordered, ruined orgasms over the past eight months that comes to a total of 19 ejaculations in 242 days, or one every 12.7 days. 

Keeping in mind that Mistress Ayn once ordered me to have three ruined orgasms in one hour and at another time to have one ruined orgasm, then two ruined orgasms in an hour, and then three ruined orgasms in two hours on three consecutive days as punishments.  So, in actuality, the ejaculations have come farther apart from each other than it seems.

Running the numbers shows the change in my life.  It shows how often i am allowed to enjoy “my” cock, which is now Mistress Ayn’s cock.  It shows that i am allowed to pleasure myself far less often now that Mistress Ayn is my Keyholder.

Moreover, the purpose behind an orgasm has changed.  It used to be for my hedonistic pleasure – an intense, mind-blowing, body-exhausting, self-gratifying orgasm.  Now, with Mistress Ayn as my Keyholder, things are different.  Mistress Ayn explained it best when She last directed me to orgasm: “I want you to orgasm so you know what you are missing when I deny you permission.”

It is possible that, for some subs, chastity is about regularly scheduled orgasms. As Mistress Ayn’s chastity slaveboy, it is about remembering what i gave up for the honor of being Mistress Ayn’s slaveboy.  And, it is so worth it!

Image courtesy of Sardax.  For more fabulous images visit http://sardax.com/.

Trials and tribulations of a chastity slave – Installment #15

Monday, 19 August 2019 15:32
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Installment #15 – Control + Humiliation + Punishment in the Simplest of Things – by slave boy

i am committed to being Mistress Ayn’s chaste slave, Her slaveboy.  To simplify, this means that She is in complete control of me, will humiliate me as She deems necessary, and will impose punishment as needed or for no reason at all.  The combination of = control + humiliation + punishment has clearly crystallized my role as Mistress Ayn’s chaste slaveboy.  i find this combination in the simplest of experiences, especially when visiting Mistress Ayn at the FemDom Mansion.

Eating – all nourishment is in the form of table scraps served in a dog bowl consumed without the use of my hands = control + humiliation + punishment

Sleeping – alone in the dungeon on a thin mattress while chained to a metal post all night until Mistress Ayn returns to unlock me.  A plastic receptacle is nearby for my urination = control + humiliation + punishment

Dressing – naked all weekend unless serving Mistresses and Goddesses and then in feminine, maid, or sissy attire = control + humiliation + punishment

Socializing – never permitted to engage in conversation with other Mistresses or Goddesses during parties.  i am there to serve food and drinks, provide foot messages when instructed, and humiliated at Mistress Ayn’s whim.  i am allowed food if fed like a dog receiving a treat from a Mistress and only permitted water, never alcohol = control + humiliation + punishment

Showering – occurs outside on the patio where any Mistress can wield the garden hose with a multi-setting nozzle, with particular use of the “jet” setting on my genitals = control + humiliation + punishment

Speaking – i am allowed to respond to a Mistress or ask permission to speak; inappropriate speaking, especially sassy comments, are met with a ball gag and/or face slaps to correct this behavior = control + humiliation + punishment

Transportation – at the discretion of Mistress Ayn i am often told to wait at a hotel near the airport for further directions and then “chauffeured” by a Mistress but required to wear a blindfold, even in an Uber.  Never taken directly to the Mansion, rather stopping at a nail salon for a humiliating mani-pedi or to a dungeon for torture = control + humiliation + punishment

Control + humiliation + punishment sums up my role as Mistress Ayn’s submissive and chaste slaveboy and i would not want it any other way, not that i have any input once i committed to being Her slave.

Trials and Tribulations of a chastity slave – Installment #14

Monday, 29 July 2019 11:00
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Installment #14 – When serving a Mistress, not Mistress Ayn – by slaveboy

For months, Mistress Ayn has been my Alpha Mistress, my Keyholder.  There is no incentive to change anything about this relationship from my perspective, nor do i want to do anything that would jeopardize this relationship.  Yet, i do not get to Atlanta to serve Mistress Ayn as often as i wish, but i do travel to other cities for business.  So, when visiting Chicago, Los Angeles and New York City, recently, i humbly asked permission from Mistress Ayn to serve another Mistress: Mistress Estelle Sinclair, Mistress Isabella Sinclaire and Mistress Troy, respectively.  Mistress Ayn provided Her permission and in one case even instructed me to serve the Mistresses, knowing that these elite Mistresses would extend and reinforce the slave training begun by Mistress Ayn.  In addition, Mistress Ayn required me to ensure that She could reach out to each Mistress for pre-session communication, which, of course, i was not privy to.

i knew i was in the very capable hands of very demanding Mistresses in these cities.  Yet, i was also burdened with the guilt of knowing that if i failed these Mistress in complying to Their commands in service to Them that i would be failing Mistress Ayn and reflecting poorly upon Her.  This was something i definitely did not want to do.

While the sessions were orchestrated by each Mistress according Her tastes and preferences, like the sessions are when serving Mistress Ayn, there was an appreciation for the prior training directed by Mistress Ayn and a desire to push me and my limits even farther.  Ultimately, the beneficiary is Mistress Ayn, as it should be as my Alpha Mistress and Keyholder.  Thus, it is a win-win-win for Mistress Ayn, my “guest” Mistresses, and me.  A wonderful arrangement and i am thankful to Mistress Ayn for allowing this to occur.

 

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