Feminizing A Man For The First Time

I have been curious about sisifying, domination and feminizing but have not experimented yet. I just met an adorable man who has been looking for a mistress. We hit it off right away and I have a major crush on him. He wants to worship me and be my sub and I can't wait for us to get started. But, I really want to be a good mistress and give my pet what he needs to be content so I'm here to do some research. He's leaving for 7 months, for his job in 3 days, so I have time to learn the ropes before we become physical.

So, I'm here looking for input.
Hihohey Hihohey 36-40, F 7 Responses Apr 1, 2012

Your Response


if he change is mind, i am interested

My wife Mistress L have lived this lifestyle for 15 years You are a very special Goddess to even think of doing this for a partner. The benefits of a well trained sissy can be so beneficial to you We would answer any and all questions you would ask about the lifestyle

So how is the planning going, have you worked out your stratagey? Giving this a bit more thought i might mention that it is extremely important to get him thinking about what it would be like to live as a women even if your a long way from it. Generally people have a tendency to get caught up in what they think about and I would bet your bf is no exception. And remember femininity will not come overnight it is a long tedious procedure that will happen over time. The first step may be to tell him you like me with long hair and get him to grow his hair out but it may be sometime before you have him sitting in a beauty chair with his head up in rollers. This is a process and takes a lot of creative criticism and compliments to get him there and a lot of perms to get him comfortable with getting them done. If done right feminization should be methodically over a long period of time where everything that happens seems natural. You are there to help him not take responsibility for his actions. You will be amazed though at the power you have if you stick with it and how happy he will eventually be.

I want to wish you luck, without knowing his limitationa or how far you are willing to go it is hard to offer suggestions. How far you and he are comfortable taking this will in the end determine how ruthless you will need to be as a mistress. A lof of sissies thrive on embarassament, thus little things like insisting that he dress while at home or alway wear a bit of lipstick no matter how subtle when he leaves the house goes a long way. The fact that he is leaving for 7 months for his employment tells me that he is carrer orientated so will be working outside the home, that in itself has limitations. It is always more effective to have him dress 24/7 so when he leaves for the office you can at least make sure hes's wearing panties, hose and a sports bra under his clothing. Another effective technique in getting things rolling is an unexpected trip to the beauty parlor for manicures, pedicures, and waxing. Having him get an bright shade of polish on his toes is an excellent reminder to him during the day of his status. Over time you will also want him to grow his hair out so that eventually you can put his hair up in curlers for sleeping. Little things like these are a great way to start. I hope this help.

yes i agree with billybetty, get him some sissy panties and of course you have to get him a satin sissy dress and some stockings to go with it... if he really wants to be your sub, and has told you so.. then he basically told you that he is more than willing to submit to you and be your little sissy *****... get a nice strap on too, that will really femininize him good

You are so right about the strap-on, it really turned my way of thinking after the first time i was taken by my wife. The reality of not only dressing and acting like a sissy , but to be taken and used like that is something that reinforces the fact that you are a complete sissy.

I think coming here you should learn lots and find lots of ideas. When you talk to your sissy you will learn what degree of sissiness he wants and will accept. And then you can add to it from there. Remember you are the dom and so you know what is best for him. In his heart he will love any and all forms of body and behavior modification. Reward him with love and he will be putty in your hands.

I'm not sure if I can be of a whole lot of help but I'll try. I see by the post date that he already left for his job and won't be back until summers end. This may actually work to your advantage. It will give you time to plan how things will be upon his return. <br />
There really is no fixed rules about this, so I'll just relate how life was for me when my wife was alive. I am and was the submissive one in the marriage and she was dominant and I think didn't even realize it. To me it was so obvious, that even I got it. So, for us it was pretty easy for me to assume the wife's role and she what would ordinarilly be the husbands role. Perhaps that might be a good path for you also, to just assume the role and behave accordingly. With her it was always please and thank you, a must for a happy marriage, but there was never a question of who was in charge. It was assumed so I never questioned it.