Sissy Training

This sissy has come a long way!!

I remember the first time, with a lingerie store maids outfit and a cocky attitude this usless little brat of a submissive knelt before more, quivering with excitement and an utter lack of femininity. I can only imagine what he thought he would find... likely his head was filled with visions of Mistress Vikki, Dominatrix, spanking his little bottom, dressing him and praising him.

I trained him for hours and hours. I have videos that show him walking, over and over, again and again, trying to learn to move gracefully, and failing miserably. I used posture boards, locking his high heels on. I attempted to teach him how to position his hands, to stand demurly, to lift his pert little bottom.

There were many spankings, lectures upon lectures, verbal abuse and firm encouragment.

Session after session he has spent hearing me clap with glee when he succeeds in sitting without being a complete clod. Session after session he has been whipped, tormented, mocked and ridiculed for not even being able to stand with feminine grace.

He has spent hours and hours in my not so gentle care, learning the ways of a sissy.

Slowly he has gathered up an impressive outfit, right down to a creepy dolly mask. He has slowly begun to move with girlish sass, lifting his bottom just so, slightly flirty but not vulgar.

Still far to go. I shudder at the thought of him trying to actually serve a drink when in heels...