Trials and Tribulations of a chastity slave – Installment #14

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.