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.