How to train / groom a willing straight boy (18+) into sissy?

[bilash]

Know of any blog or training resources related to it. Like what should a daddy dom do step by step to nurture a willing (with consent ) boy to sissy?

 

[yukonnights]

I don't know of any formal 'training resource', but IMO it should be you — the daddy dom who simply sits down with him and have a discussion. Find out what he has in mind, and share what you have in mind for the relationship. Ironically, I've just written a story that has this theme. I like that you use the word "nurture", as it implies a willingness to go at the right pace, gently probing his fantasies and desires. While the use of "sub", may be used — that submission is given willingly and with trust in you. I guess I will close with; do not fear love for it is the sweetest of pleasures.

 

[staciedix]

Know of any blog or training resources related to it. Like what should a daddy dom do step by step to nurture a willing (with consent ) boy to sissy?

You decide, your way

 

[Dapperguy]

It's a matter of building his female side. Firstly, when I have a new toy, I put them at their ease by giving his buttocks a soft massage with oils and repeatedly whisper: “Sissy, sissy”. This calms his mind and allows him to cogitate on the word. After a time, I introduce him to my cock. It's girth often intimidates and often they refuse me anal pleasure. So, I grab them by their nipples and caress them, explaining to them that he likes nipple play because he’s a sissy who is afraid of taking cock. This play breaks his will and I stretch his hole. As he screams at my thrusts into him, I reinforce his sissyness. Through time, he begins to adjust and allows me to buy him girly, slutty and whore’s underwear. I treat him roughly so he further adjusts his mind to the sissy I want him to be. It takes me about three months to have him behaving like a slut who is my semen addict.

 

[tristantrotsky]

It's a matter of building his female side. Firstly, when I have a new toy, I put them at their ease by giving his buttocks a soft massage with oils and repeatedly whisper: “Sissy, sissy”. This calms his mind and allows him to cogitate on the word. After a time, I introduce him to my cock. It's girth often intimidates and often they refuse me anal pleasure. So, I grab them by their nipples and caress them, explaining to them that he likes nipple play because he’s a sissy who is afraid of taking cock. This play breaks his will and I stretch his hole. As he screams at my thrusts into him, I reinforce his sissyness. Through time, he begins to adjust and allows me to buy him girly, slutty and whore’s underwear. I treat him roughly so he further adjusts his mind to the sissy I want him to be. It takes me about three months to have him behaving like a slut who is my semen addict.

Why does it take you three entire months to turn him?
It took me about fifteen minutes to get cock-addicted...!

 

[Xisis]

It's a matter of building his female side. Firstly, when I have a new toy, I put them at their ease by giving his buttocks a soft massage with oils and repeatedly whisper: “Sissy, sissy”. This calms his mind and allows him to cogitate on the word. After a time, I introduce him to my cock. It's girth often intimidates and often they refuse me anal pleasure. So, I grab them by their nipples and caress them, explaining to them that he likes nipple play because he’s a sissy who is afraid of taking cock. This play breaks his will and I stretch his hole. As he screams at my thrusts into him, I reinforce his sissyness. Through time, he begins to adjust and allows me to buy him girly, slutty and whore’s underwear. I treat him roughly so he further adjusts his mind to the sissy I want him to be. It takes me about three months to have him behaving like a slut who is my semen addict.

That is so... fucking hot! Wish you lived closer.

 

[Dapperguy]

That is so... fucking hot! Wish you lived closer.

Yes, so do I. I would make you the best Whoring Sissy Slut in your city or town.

 

[Xisis]

Yes, so do I. I would make you the best Whoring Sissy Slut in your city or town.

melts

 

[Cardinal]

18 seems like an easy transition, how would you feminize a mid 50s married guy?
Willing but unsure