Monthly Archives: January 2021

Chronicles of a chastity slave – pain and the sissy

Installment #28 – On Becoming a Pain, Anal and Sissy Slut – by slaveboy

The transformation from being a bondage slut to becoming a pain, anal and sissy slut has been gradual but steady under the skilled hands of Mistress Ayn.  A slut = a person with a seemingly insatiable but often undiscerning desire to do or have something specified (Dictionary.com).  It is what i am becoming and i love it.  Each area was once a limit yet is now welcomed and desired.

Pain Slut – Initially i would avoid any serious pain, accepting only light spankings.  Then was introduced to serious flogging and loved it; then came whipping and caning and i cannot get enough now.  i have learned to “welcome and embrace” the pain, rather than fight it, which means i can take more.  i have had back-to-back days of whipping and had body orgasms from the pain.  Afterwards i want to see the marks and am sad when they dissipate.  Still a long way to go but definitely on the journey to becoming a pain slut.

Anal Slut – My hard limit was “no anal,” then i tried it and realized that i craved it, badly.  Dildo penetration is amazing as Mistress Ayn controls me, whether from behind on a bondage bench or facing me when in a sling.  Multiple Mistresses gang banging me is intense.  Being spitroasted is both humiliating and exciting.  When Mistress Ultra Violet was concerned that Her dildo was too thick, i was silently wishing, “please try it.”  She did, it was not, and it was incredible.

Sissy Slut – Feminization was “not my thing” and is now what i am looking forward to during each slave training session.  Mistress Ayn’s smile after applying my makeup, other Mistresses laughing as They dress me, the feel of a nightie when in bed at hotel between slave training sessions, pictures of me as the blushing bride at my collaring ceremony dressed in white, or looking so humiliated as slave “nana” to serve Mistresses dinner.  i am so comfortable, it feels so natural while sissified.

Most importantly, becoming a pain, anal and sissy slut is what Mistress Ayn wants for me as Her slaveboy and that is more than enough for me.

Luxury FemDom event

FemDom Mansion

For a full photo gallery of this 48 hour event, visit The Events page of FemDom Mansion.

The age of Covid-19 has proven to be challenging on many fronts and it basically put an end to FemDom Mansion events at least the way we have been doing them.  A FemDom cocktail party and overflowing dungeon play is not in the cards for now, but we did manage to pull off a small, safe event this December with the recurring guest, slaveboy.

I needed an event.  He needed an event.  So we made it happen.  This event only included a total of 5 people including Me and slaveboy.  Three had traveled recently so a negative Covid test for them put everyone’s mind at ease.  slaveboy did provide an extra challenge – he injured his back shorty before his visit and that had us revamping a good number of activities.  Goddess Samantha and I had to play nurse a bit and I ended up cooking dinner (while wearing a corset and heels), but hey we managed to have an awesome time despite the 2020 curse.

In FemDom Mansion tradition, slaveboy has provided his top 13 experiences from his 48 hours f servitude.  You can find his highlights of the event and a full photo gallery on the Events page of the FemDom Mansion website.

Mistress Ayn’s slaveboy Top 13 Terrible and Terrific Experiences from weekend #7

slaveboy’s FDM #7 experience presented a few challenges for Mistress Ayn: COVID safety precautions and slaveboy twisted his back a few days before leaving for Atlanta. Expertly, Mistress Ayn designed a “COVID safe and limited” weekend and adjusted some planned torments to not further aggravate slaveboy’s bad back. Nonetheless, She still managed to further slaveboy’s training, incorporating many of the new elements of slaveboy’s expanding life – sissification. While limiting the number of participants at the Mansion, Mistress Ayn did not hold back on the intensity and variety in store for slaveboy.

#13 – A video appearance by Goddess B, who wanted to be there in person, but just had to show off Her new short haircut.

#12 – A stimulating Friday evening conversation on a range of fascinating topics with Mistress Ayn and Goddess Samantha was a rare treat for slaveboy, who typically is not permitted to speak freely in Their presence.

#11 – Mistress Ayn arranged for Her chiropractor to see slaveboy who was diagnosed with a pinched nerve in his lower back.

#10 – A brief outdoor shower on the patio for slaveboy with Mistress Ayn at the garden hose controls.

#9 – After many months of no punishment, slaveboy was subjected to a sound flogging from Mistress Ayn with arms and legs spread at the St. Andrew’s cross.

#8 – Dressed in two different pink party dresses, one with a lot of bling, slaveboy had the honor of sitting at the dining room table on Friday and Saturday night with Mistress Ayn, Goddess Samantha and Mistress Riley for a meal prepared by Mistress Ayn the first night and Chef Sean the second night.

#7 – Mistress Ayn played Santa, distributing wonderful holiday gifts to all in attendance. slaveboy received assorted gifts for a future, decadent bubble bath.

#6 – Dressed up for an evening with the FDM Dommes, complete with a pink lips gag that caused him to drool down the front of his party dress, slaveboy learned how to “sit like a lady.”

#5 – In the FemDom Mansion’s Christmas spirit, Goddess Samantha and Mistress Riley used their new Christmas paddles on slaveboy’s ass as he bent over before the decorated Christmas tree.

#4 – Sissified and strapped to the new bondage chair slaveboy received intense teasing, nipple and ball torture from Goddess Samantha and Mistress Ayn.

#3 – slaveboy experienced “figging” – ginger root was inserted three times, the last time lubed with Capsazin.

#2 – While in full body bag bondage, Mistress Ayn relentlessly played with slaveboy using a vibrator, nipple stimulation, sensory deprivation and the tease of mounting Mistress’ owned cock.

#1 – With Goddess Samantha and Mistress Ayn’s assistance, slaveboy was bound tightly in a corset, an hourglass figure began to appear, and the “slut slaveboy” emerged.

The full review of this event can be seen on the third party site Domina.ms

 

Trials and Tribulations of a chastity slave – #34

 

 

Mistress Ayn “GRANTS” permission yet with a “BUT” attached – by slaveboy jaime

Throughout my years as Mistress Ayn’s slaveboy, i have come to understand that nearly every permission that Mistress Ayn GRANTS me comes with a BUT as well.  For example:

•   Mistress Ayn GRANTED me permission to fulfill my fantasy and become Her chaste slaveboy BUT She decided that i should be in chastity indefinitely AND She ordered me to purchase a bright, sparkly pink chastity cage.

•   Mistress Ayn GRANTED me permission to get in touch with my feminine side BUT She also ordered me to wear panties 24/7 AND preferably pink panties.

•   Mistress Ayn GRANTED me permission to wear Her mark as a constant reminder that i am Her slaveboy BUT the mark was the extremely painful, a surprise nipple piercing, AND the stud are in pink.

•   Mistress Ayn GRANTED me permission to celebrate O/our one-year anniversary of chastity with a “wedding ceremony” BUT i was dressed from head to toe in white or pink as the bride with Mistress Ayn and my four bridesmaids were all in black leather AND in front of 25 of Her good friends She buckle a bright pink slave collar on me with a tag that read: “Property of Mistress Ayn.”

•   Mistress Ayn GRANTED me permission to continue my morning walk routine BUT She added more distance to the walk AND had me insert a vibrating Hush up my ass before taking my walk.

•   Mistress Ayn occasionally GRANTED me permission to remove the chastity cage BUT typically with orders to daily edge myself at greater lengths of time each day AND the multi-day edging culminates with a ruined orgasm, videoed for Mistress Ayn’s amusement, and ordered to eat my cum.

•   Mistress Ayn GRANTED me permission during a video chat to have a “real orgasm” BUT only with 13 pink clothespins attached to Her (my) balls and an Edge device vibrating up my ass and on my taint with Mistress Ayn at the controls.

As you can see, Mistress Ayn does GRANT me permission to achieve a fantasy or experience some pleasure BUT always with a qualifier or condition that reminds me that She is still completely in charge and everything i am granted to do is for Her amusement and pleasure.

As Her chaste, panties-wearing, pierced, collared, sissified slaveboy, i would not want it any other way.

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