Woman Makes Sissy Man Into She-male Bondage Servant

Woman Makes Sissy Man Into She-male Bondage Servant

Dear Enslaved,

It began with a bet. Wally and I were making out and watching an old movie on television. The heroine was tied up and left to struggle in an old warehouse, and I commented that the ropes were loose and the actress could really escape any time she wished. Then I added that when I tied someone they stayed tied. Wally only laughed, and I bet I could bind him inescapably. He accepted, as I knew he would, and I hurried to get the clothesline from the kitchen while he finished undressing. In black bra and panties I tied his naked body securely, from shoulders to ankles and gagged him with a scarf. He nodded his acceptance when I said I would pick the penalty if he didn’t get free, and if he did he could tie me up.

An hour later, after much writhing on the floor in a back arching hogtie, Wally admitted defeat. My penalty was for him to wear sexy lingerie and be tied up for sex. He agreed without hesitation, and I stuffed a bra, put him in a black waist-cinch, panties, garter belt, nylons and 5” stiletto-heeled mules. He is short, slim and almost effeminately handsome, so he looked very good like that, and I even combed his long dark hair in a womanly style. I didn’t want to push it this first time and put makeup and a wig on him. He was intrigued by his appearance and I tied him on the bed so he could see himself in the large wall mirror while we had sex. Afterwards he said we looked like two beautiful women having sex. Then I knew I had him. Also, what Wally didn’t know was that I have been tying up males and females ever since my childhood “cops ‘n robbers” days. My previous female roommates, as well as my past male lovers, have all ended up in my tight, inescapable ropes.

We continued the bondage/feminizing bets for awhile, then I felt the time was right to not only put a wig and make-up on him but to convince him to move in and work for me. I am a busy woman executive and don’t have much time for cooking and housework. Wally agreed, and even went along with being feminized. He absolutely adored your brief French maid’s uniform and does all of the housework in it and long-chained wrist and ankle leather cuffs.

Over the following weeks we ordered a whole wardrobe for Wally, from nighties to street wear, various color and length wigs, and leather bondage gear. I even talked him into using your creams and pills. Wally was the perfect servant, seeing to my every wish, and also spent hours in bondage without complaint. He became expert at loving my tits and pussy with his mouth and tied hands. We never had sex without him being tied up and feminized. I got him used to having a partial blow-job and being finished off with my hand. But after a time he began to demand rea1 sex and also complain about the changes in his body, especially his shrinking cock.

I moved him out to the pool house and kept him in constant bondage, his cock locked in a penis chastity that engulfed the whole genitals. I lashed him with whips and belts, slapped and beat him with my fists, tied him in suspension and other very intricate ways. All the while I loaded his food (which he had to eat or starve) with hormone tablets and made him eat while tied up on the floor. He surrendered to my will, and his prick was then locked in a FL4E Frenum chastity until it finally shrunk and could only take a FL2C Frenum chastity.

I gave Wally feminization lessons, whacking his balls and ass with a thin, limber whip every time he made a movement or his voice sounded like a man. He constantly wore waist-cinches and corsets to slim his waist and round out his hips and butt, and 5” and 6” high heels, to tone his legs and make them more feminine. His breasts grew nicely, helped by women’s exercises and even stronger dosages of pills and uses of creams. His whole body was soft, sleek and feminine-appearing, with his own long raven hair, styled in a page-boy. He had large breast implants, and I broke off the heads of the Frenum’s screws so he could not ever again have sex with his shrinking cock.

“Natalie” is my servant and bondage/love slave. No one guesses she’s really a she-male, and it depends on my mood as to whether I show them or not. She services my girlfriends with her mouth and fingers, and I allow them to bind, whip, face sit and dildo her, as long as they allow me to do those wonderful things to them. Occasionally I have a man over and Natalie services him and is bound and tormented by the two of us. It’s all great fun!

Mistress Rhea
New Hampshire

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