Monthly Archives: February 2019

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.

The crossdresser and the Dominatrix.

Wednesday, 20 February 2019 19:12
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Crossdressers just want to have fun . . .  and they want to get in touch with their inner woman – and that’s okay.  As a professional Dominatrix, I often work with male clients that want to dress up and feel like a naughty girl.  Usually, there is a heavy dose of erotic humiliation involved, a stripping of the male ego and an element of being “forced” to be feminine.  That is not the case with crossdressers.  Most crossdressers that seek out My services want to be supported in their exploration and are simply seeking a safe space where a woman takes charge and brings out the best in them.  What better guide than an “Uber Woman” – a Dominatrix?

I recently had the pleasure of meeting and transforming a crossdresser named Ashley.  Ashley wasn’t exactly sure what would happen when we met, but she was openminded and simply asked that I help her on this journey.  I assured her that I had all the accouterments needed (clothes, shoes, undergarments, wigs, makeup, etc.) and that I understood her mindset.  So we met and I helped Ashley take her cross-dressing out of the closet and into the BDSM studio (Atlanta Dungeon’s Sissy Room).

 

Below is a recap of the events from Ashley’s perspective:

I wanted to write this review because what I was looking for (and found!) was a bit different from what I think most expect from a Domme. I found a beautiful, sensual “sister” who expertly guided me out of my shell and helped me discover new parts of myself.  – Excerpts are below and the full review can be read on Max Fisch.  

 

When I arrived at Mistress Ayn’s Atlanta dungeon I was warmly greeted by a beautiful woman wearing my favorite shade of pantyhose!! It was already a dream come true. 

Of course, I was extremely nervous: no one, not my wife or closest friends have ever known my “secret,” yet Mistress Ayn put me perfectly at ease with her friendly demeanor and professionalism.

We chatted for a bit about my history (just like a therapist or doctor might) and then she had me get completely naked. I was so thrilled! 

Next, she showed me one by one the pretty things she had brought for me: lacy black bra, perfect breast forms, sleek sexy heels, pantyhose, and even a gorgeous little black dress that fit perfectly!

Through all this, Mistress Ayn guided me in a friendly way and encouraged my dressing. She showed me how to properly put on a bra, walk in heels, etc. 

We even sat together and chatted for a bit just like gal pals!

At some point, it was time to go to the medical room and have my girl parts examined. Mistress Ayn opened my hose expertly and ensured my new vagina was dilated and functioning. Once she was satisfied with my body we adjourned to the next room where I could lie down and get comfortable with my new body. 

Interestingly enough, though I never thought of myself as a “sub,” during this time I noticed myself becoming more and more submissive, wanting to yes ma’am, thank you ma’am etc, and please her. 

After our time was over I was permitted to shower and returned to my regular clothes. Mistress Ayn hugged me warmly and asked me to follow up in a few days when my emotions had calmed down some and I could reflect.

I wanted to write this review because what I was looking for (and found!) was a bit different from what I think most expect from a Domme. I found a beautiful, sensual “sister” who expertly guided me out of my shell and helped me discover new parts of myself. 

As I told Mistress Ayn in the follow-up email, I went home feeling wonderful, floating on a pink cloud and not the least bit sad or ashamed or guilty like I had in other types of encounters. It wasn’t cheap, but it was absolutely worth the $ to explore this part of myself and feel the joy and inner peace of having my femininity accepted by such a gorgeous woman.

Triple Threat Session

Friday, 15 February 2019 12:17
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Three Dommes.  Three subs.  Three hours.

It started almost as a joke on Twitter and a few months later we were all gathered at Atlanta Dungeon for something unique – at least to all of us.  Social media can be a great or horrible thing but it this case it resulted in something special that none of us will forget.

The Dommes:  Goddess Samantha, Mistress Ultra Violet and Me.

The subs (unknown to each other except on Twitter):  @wheelzsub @paddles1941 and @asp_x

In truth the lead up on Twitter with all the banter and teasing was almost as much fun as the session.  Almost.  Instead of giving My version of events I will instead link out to the reviews supplied by the subs themselves from their point of view.

The set up by asp_x

asp_x’s point of view

wheelzsub’s point of view

paddles1941’s point of view

The session was full of laughter along with the occasional scream and I couldn’t have asked for a better way to spend an afternoon.  It was followed by a group dinner where everyone shared their favorite moments.  This was pretty close to Domme heaven for Me.

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.

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