Lady Scarlet – A Rigorous Sissy Training – Part 1

This video is the first installment of the series A Hard Sissy Training. A knock at the door reveals another candidate, who happens to be late! Our session begins on a less than ideal note, but I remain open-minded, as I’m currently in search of a female slave. The candidate expresses his concern about not being the right fit for me, to which I respond that, theoretically, he is not what I’m looking for. However, if he is willing to submit to me and become my sissy, then he might just earn my collar.

Eager to be owned by me, he places his trust in my guidance and follows me as I lead him through his transformation. I instruct him to undress completely, erasing his previous identity and preparing him to become the sissy slave I desire. I select an ensemble for him, composed of stockings, a transparent bodysuit, and panties with an open back…

The phone rings, interrupting our session, but I assure the caller that they will have to wait. My current priority is to mold this clumsy slave into my own personal whore. I teach him how to walk on his heels, a task that proves to be quite challenging for him. Once he is properly positioned on the bed, I begin his anal training, first by gradually opening his ass with my fingers, then progressing to two dildos – one that vibrates, and another that is larger in size. I make sure to lubricate the second dildo with my own saliva before pushing it deep inside him, causing him to moan with pleasure.

I continue to penetrate him deeply, wanting to feel even more connected to my sissy slave. I decide that the only way to achieve the intimacy I desire is to don my strap-on and truly make him mine.

Watch Full Video