Trials and Tribulations of a chastity slave – Installment #18

Installment #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.