Wednesday, April 17, 2019

Milestones - Sissy Training

There are several points during a sissy's training that make an impact on his fragile male ego....
Chastity of course teaches him humility....
But putting him in his first maid uniform teaches him his place!!!









3 comments:

  1. That is so true. I remember the first time my wife made me wear lace lingerie. I was so embarrassed then she surprised me by inviting some friends over and that was so humiliating.

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  2. I do love the maid uniform , short skirt so that my limp lil locked clit is clearly visible , stockings suspenders , heels , my first time as a sissy maid with my wife was when she brought her best friend round for coffee and I answered the door , took her coat etc of course she knew all about me , my wife had told her , it was so exciting and humiliating and arousing all at once I became very swollen in my chastity cage serving them coffee and when my wife's best friend pointed out just how swollen my wife just laughed and told her it must be you.

    My wife's friend took great delight in examining my chastity cage ( a small pink Holy Trainer) and tugging on it making me gasp and whimper telling me it was the best place for my small cum quick sissy clit.

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