Enjoy peeking into my naughty mind to discover some inspirational ideas for exciting, humiliating, and erotic methods & fantasies of enforcing strict female authority

Sissy Bra Training

Train him how to wear a bra…making it like a (humiliating) lesson….like the first time a teenager girl wears one.   

Makes him practice taking several on and off in front of you.  Give him 5-10 things he needs to know about wearing a bra, and then makes him memorize them and repeat them back to you when you quiz him …(like, 1) never let the straps show, 2) always choose a color that doesn’t shine through, 3) always be sure the bra matches the panties, 4)….etc).   Make sure you quiz him when he least expects it, and give him a humiliating punishment if he should forget any of the rules you’ve instructed him with.   You could even get a girlfriend to quiz him for you, which would be absolutely humiliating!   

Insist that he wear a matching bra and panty set at least 2 days out of every week, all day, no matter what he's doing.  If we wants to be a sissy, treat him like a sissy and enforce him to wear these very basic feminine items. He should actually be wearing woman's panties every day, without exception.  

Pick 2 days out of the week (like Monday sand Wednesdays) and enforce the rule of having to wear a matching bra from the moment he wakes up, to the moment he's ready to go to bed.  Rub our hand over his back now and then to remind him you know he's wearing a bra, and also to check that he has it on.  It should be his responsibility to have it on always on those two days, and if you ever catch him without it you should enforce a swift and very strict punishment.  

You can punish him for not obeying by making him wear one 3 days in a row, extended chastity, not letting him wear shirts that will cover it up, or the best is to make him tan 3 times in a row with the bra on so that he'll have tan lines to remind him.   

The point is to show him you are willing and able to enforce him being a sissy more than he wanted.  By you over insisting and enforcing this, he's not only humiliated, but he's reminded on a regular basis of your feminine authority and his ridiculous status. You are teaching him a lesson to be careful what he wishes for.  

Have your girlfriends give him a surprise 20 second backrub to him when you he's wearing a bra under his shirt….   

Try to seek out any excuse to punish him and keep him alert when he least expects it.  Surprise him by opening his shirt, and asks him where’s his bra?.  Then explain to him how he will be punished, taking out a note pad and clearly noting the incident so that he sees you will not be forgetting about it later.    


  1. Hi,

    Great post. Speaking from experience, when i was first introdced to bras my femming really took off.

    sissy maid diane

  2. when i got my first bra it was a white lace with a little pink my female room mate got for me when as a joke i told her i wonder what i would look like in one well then why dont we found out she hand me a bra and hook it up it fit nice on me well i see you nice in that bra i think you should wear a bra all the time but you have to get your own just then she told me let go and buy you some bras and panties i was about to take the bra off when she said no she hand me a blouse and put it on now we can go once in the store she told the lady i need some bras and panties for my sissy she look at me well let see what size she is she open my blouse ans saw my pink bra i see you have her in one now yes and soon she will have other to wear after a year my breasts grow and now i look more girly and i become her house sissy

  3. My wife fully expects me to wear matching bra, panties, garter belt and hose when we go out now. I am to dress to impress her and this means making sure my body is smoothly shaved as well. I am not permitted to wear socks. If my hose show that is acceptable to her.

  4. I am made to wear a bra and panties while at home, my wife has bought me a platform bra complete with stick on breast forms with I must attach and wear with my bra. I have matching lacy panties and suspender belt with nude colour stockings which I have to wear all the time even to work. She has bought me barely black seamed stockings which she insists I wear around the house, she shaves me twice a week so I am kept a smooth sissy girl and my clitty is kept in a pink sheath which is held firmly between my legs so I have no naughty boy bulge in my panties. When my wife has her monthly I am forced to use my extra large tampons which she changes twice a day she always makes sure the little cord is pulled tightly under the elastic of my panty leg so every step I take I feel the pull on my tamponed bottom. Both of my sister in laws have seen me in my undies and have bought me matching bras and panties which my wife made me model for them, it was so humiliating especially when they saw my pink sheathed clitty.

  5. sexi room mates should put thier sissy in a bra and pinch their nipples

  6. yes my male room mate put a sexy black bra on me and panties he told me my lady friend ask him too do it i ask him why she saw us one night when we were fooling around you dress as a girl and sucking my cock i told her i made you my sissy bitch and now she want to see you in that outfit all the time just then she walk in and ask well did you tell him yes yes what yes dear i told her good bring her to me he walk me over to her well my sissy girl it like this us to have become lover now and you will become are house sissy bitch you will do all house work dress as a maid and at night in a nightie and that how it was after five years i grow tits and now i look more like a girl then a male what a nice life i have now

  7. when i got caught in my panties and bra by a lady next door one day she ask me why are you dress that way i told her i just want to see what i look like in women clothes but then i start to clean up the house when you came in i am sorry you caught me this way i go and put some clothes on no you wait here i will be back and you better be in them here smile that when she toke a picture on he cell phone i will show them to my friends i told her i will do as told miss well she was back in a while now my sissy girl boy i have a dress and some fake breasts to put in your bra cups that way you look more girl then she put me in a black dress and black nylons after that she did my nails and make up after she was done i was show a mirror i look like a girl now she ask well do you like the way i made you up as a girl i told her yes miss good from now on you dress as my sissy bitch and house maid well over a fell week my bra was a bit tight and the fake breast was coming off i went to her and told her this she ripe my bra off and the fake breasts fell off she then wash my breasts with warm water she made me look in the mirror you see dear you have really breasts now the pills you taken help them grow do you like them i said yes but why well you can not wear fake one all the time when we go out but who said i will go out like this i do bitch your mine and now its time you learn who the master here just then she throw me on the bed and tie my hand up and feet i lay there she remove her clothes that when i saw her big strap-on dido cock she remove my panties and lift my ass a bit you are going to feel what a girl feel when a cock in her pussy just then she put some cream around my ass hole and shove her cock in it hurt a bit soon it felt good i told her please master make me your bitch you mean that bitch yes master then tell me master please like me be your bitch and i do any thing i am now your sissy bitch good i have plans for you i have other friend that want you to be there bitch slave well its been five years as a slave bitch

  8. well i meet my friend wife one day at a lady store i ask her why she want to meet here well she said last week i saw you in a nightie and my husband was in a bra and panties and when i walk in he got you to suck his cock but you said no you want to feel his cock in your ass well when he came home i had a bra and panties set out for him i told him to put them on he did as told that when i told him how did you like your cock suck off by your sissy bitch boy then he ask her how did you know i walk in on you two to night i like what i saw so my bitch you will wear women thing at home and are friend will become our bitch after she told me that i ask what do you want me in then you my dear girly i love my husband since he love to shove his cock in your ass hole you be the sissy wife for him now lets get you some women thing because after to-day you never be a man again now here some sexy bras panties nighties nylons high heels blouses dresses and two fake breasts well after a few month i became they sissy bitch and sex slave

  9. i was fooling around at home i put on a bra and panties when the lady next door walk in what are you doing in women clothes i told her just to see what i look like in them well let me tell you i like what i see she said then i told i would put on my clothes no you stray in them yes miss i said then she told me to sit on a chair and put my feet on her lap i did as told she then put red nails polish on them now i will be back and you better be still in them i said yes miss when she back in she had a short skirt blouse and a wig after i was dress she told me we are going shopping for clothes for you i ask her why she was doing this i saw you last night in a nightie and now in bra and panties so i thought you like i make you my girly bitch but first just then she lift her dress and i saw a big dido cock strap-on her i knew what she want i got on my knees and i suck her cock that it girl suck my cock then she pull out and that good for now i see you like my cock yes miss well a while i became her sissy bitch and i now have breasts like a women we were out at a store last night when we heard a man said you lady look lovey my miss said thanks then he ask if we would go for a drink she said yes after awhile he came home with us my miss told me to put on my nightie and panties i did as told when i came out to the room my miss had he top off and only in her bra i walk over to her and ask if she want me to undo her bra as i all ways do she said yes dear as i did he came up behind me you were right dear she do as she told yes dear as i put my lips on her tit her man lift my nightie and ripe my panties off and shove his cock in my pussy ass hole i told him please come in side me well after he came i beg him to let me be his bitch