I wanted to start this thread for all the pretty little sissies out there that are married or encumbered in situations where you must hide your special needs from others.
You all have had ups and downs, dealing with emotions and confusion. Let’s face it, its not something you can share with just anyone. At the same time you realize this is part of you and its not going away. Finding balance and happiness in your sissy world is essential. This thread is very important. In fact I urge you to also post comments at www.humiliatedsissy.com/blog – I will post it there and please copy and paste. I’ll post the link below.
So here are some questions but feel free to share what you need and if you have tips please chime in.
1) Does any of your family or friends know about your sissy?
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
3) do you have a lot of clothes or items? Where do you keep them?
4) Do you shop in stores or only online?
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
Lets talk about it.






Enchantrix Empire
Kinky Toys
I know this thread is a bit old but it really relates to my situation. I have been married for about 2.5 years and my wife, at least to my knowledge, has no idea about my slutty sissy side. Yes I dream of telling her but I also fear how she would react. When we first started dating I had a lot of bondage gear and we used those items once in a while. However , as we got older and more into the relationship, that side of our sex life I guess for lack of a better word, fizzled.
I have always had a kinky side to me and I thought that now that I was with someone stable and “normal” I could live a vanilla style sex life. But as we all know our fetishes or kinky sides don’t really ever die because they are a part of who we are. There have been times when after masturbating I would feel guilty for tapping into my fetishes and using any toys or gear. I would literally throw away the toys and tell myself I was done with this lifestyle. But once again, we all know the truth.
Living a “double” life is sometimes frustrating. Yes my wife has seen me in some thongs and hiphugging briefs but she’s never seen me dressed in full on sissy garb. The only reason why I got away with the thongs and hip hugging briefs was because years ago I wanted to be a bodybuilder and I would buy posing trunks which were basically ultra small and ultra tight briefs. I still have a fascination with my physique and when I wear thongs or tight briefs I tell my wife it’s so I can really see the muscles. As far as any toys go I generally hide them in a box in our laundry room closet. However, as of right now, I have no toys because the last toy (an 8in dildo) I used brought guilt upon me so I trashed it.
To my knowledge, no one knows about my fetishes and lifestyle. When I go to work, I’m all “man” and when I go to the gym, I’m all “man”. I keep it separate but lately have been starting to blend both worlds. I am pretty comfortable in wearing women’s panties to the gym or under my work clothes. It’s not that big of a deal to me. As far as shopping for my gear, most toys are bought from a store. I love going to sex toy stores and feeling the toys rather than just looking at pictures online. But if the price for a certain toy that I want is to much at the store and half the price online, I’m buying online.
As you can all tell I am a conflicted soul. I have a wife that has no idea about my fetishes, I have guilt about my fetishes and actions yet there are some aspects of my fetishes that I can blend with my “male” life. It’s tough but I’ve been doing it for about 10 years now. I would love my wife and family to know that I have a kinky side. But until I can accept myself 100% how would I expect someone else, let alone my wife, accept me 100%. I am hoping that the current training I’m in will allow me be more accepting of my lifestyle and fetishes. I know it will take time to fully accept myself but I am willing to work on it.
So in my perfect world my wife and everyone would know of my sissy and kinky side and everyone would be accepting of it. I would also like everyone else to be open about their kinky side or sexual fantasies because a world where everyone accepted everyone no matter what would be a fantastic world.
1) Does any of your family or friends know about your sissy?
No. But many phone mistresses know as well as a few pro dommes and escorts.
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
Once I attended a BDSM fundraiser for children fully dressed, and I have had several encounters with female pro dommes and escorts who saw me dressed.
3) do you have a lot of clothes or items? Where do you keep them?
I have a ton of bras, panties and camisoles, and a few skirts, dresses, tops and pumps. I keep them in my bedroom. I am single and do not have a R/T significant other (although I am obedient to my phone mistress.)
4) Do you shop in stores or only online?
Both. If I am shopping at Victoria’s Secret the sales girls know it is for me. A department store, usually not.
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
I am more comfortable than I used to be, but I am still closeted from family and friends.
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
For the most part they are separate, although there are some subtle signs of spillover (toenails always painted, panties 24/7, unless I am going to the doctor in which case I am allowed a reprieve)
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
I would be feminized most of the time and in the sexual servitude of a beautiful dominant woman and her lovers, but with an “out” clause that enabled me to still be friendly with those who are not ready to accept me as a girly-boy.
1) Does any of your family or friends know about your sissy?
My wife found some of my undies once and it all came out in the open. She then tolerated me for a time dresing in panties and pantyhose and even wearing a nightie in bed. One day however it all blew up and I have been undercover ever since unfortunately.
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
I have met a few other sissys when travelling around the country (Ireland)through websites and had some dressing fun.
3) do you have a lot of clothes or items? Where do you keep them?
I have lots of clothes which I keep in work. I dress as Carla the secretary from 7am to 9am each morning in my office before the other staff arrive.
4) Do you shop in stores or only online?
I do both but love the thrill of shopping in stores which I do quite often.
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
At this stage, I am comfortable with it as I have been doing it since I was 10 years old when my teacher cast me as a lady in the school play. I felt really humiliated at the time when she dressed me in a set of her own clothes in front of the whole class, even down to a pair of her tan pantyhose which she put on me. I guess it was the earliest case of forced femminisation in Ireland, however, I loved the feeling of nylon against my skin and have been addicted to pantyhose ever since, especially tan panthose. I wonder why….?
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
I have to keep things seperate because I run a large company and have an important role to play and obligations to fulfil on a daily basis. However, I love my Carla time between 7am and 9am each morning.
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
I would love to throw out all my male clothes and always dress in heels, pantyhose and short skirts and be accepted in society.
Thank you for allowing me to participate in your survey and for being so understanding Josephine.
Carla Grace xxx
1) Does any of your family or friends know about your sissy?
a few lady friends i really trust do
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
yes ive been dressed a couple times by friends and old gf’s they looked at it as more of a fun time dressing up a guy friend than anything erotic
3) do you have a lot of clothes or items? Where do you keep them?
I only have one pair of panties i got from the sissy penny auction at ldw usually when im dressed the girl provides the clothes
4) Do you shop in stores or only online?
do not shop for girl clothes to be honest
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
im comfortable with it. For me its part of a humiliation fetish so its easy to turn it on and off and thats how i like it. However I do know that for other sissies this may be difficult
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
no not at all i have a great balance right now
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
For me it would be my current sitation just with a girl that i can play with in real time more often who understands that it is a fetish for me and just for fun.
Thank you Misress Josephine for giving me the opportun ity to express myself and how I feel. =)
1) Does any of your family or friends know about your sissy?
My fiancee and my ex-wife know. My ex-wife is the one who got me started and my fiancee likes it.
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
My ex-wife and my fiancee.
3) do you have a lot of clothes or items? Where do you keep them?
Just some panties, a bra, and a few teddies. Some are in storage and some are in my dresser drawer under my masculine clothes.
4) Do you shop in stores or only online?
Online and my fiancee shops for me sometimes.
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
I’m happy to be a sissy.
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
Yes, I’m a boy most of the time and a sissy when I want to be.
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
My fiancee is very accepting of my dressing in lingerie, which is great. I wish she would treat me more like a woman and talk to me as one.
Josephine,
Thank you so much. I think I will slowly introduce the idea of “control” into our marriage. Telling her that as a sissy she could easily get me to do all the housework whilst dressed as a sissy maid, serve tea to her and her friends and lovers, and administer to their every need. I KNOW i WOULD LOVE IT. I’ll let you know how things develop.
Today, though, at work, after a meeting this morning I will return to my office and put on blue frilly knickers, tights(pantihose) and a really nice tight pantigirdle that keeps my little sissy cockette squashed up – I love this – it’s so tight I can’t get my dickette out to play with, I can only rub it – I guess that means that a chastity device is next on my shopping list and I’ll try to get my wife to keep the key, and even better if she showed her friends…..and lovers….aaagh..if only…sigh.
Sissy Frillies Simone
PS Thank you again Mistress – I love your website and blogs
1) Does any of your family or friends know about your sissy?
I have told many of my female friends – some are accepting. Some, not so much. It has cost me some girlfriends – one told me she wanted a man that wanted to be a man. One fixed me up on a date with a gay friend of hers -making me dress as a girl.
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
I have dressed for girlfriends. I have gone out shopping dressed as a woman. The wig store was fantstic. The woman there had me try on several until we agreed on one. Her daughter stopped in and was very accepting. Was very intersted in my sexuality.
3) do you have a lot of clothes or items? Where do you keep them?
I have 20 dresses, about that many skirts and even more nighties. I keep them in my guest room closet. I have tons of hair accessories – bows, ribbons, barrettes, etc. At least 300.
4) Do you shop in stores or only online? I shop in stores- sometime dressed up, sometimes not. Fredericks has been the most accepting. If I’m not en femme, I usually will have my nails apinted or a barrette in my hair, so the sales girl knows the clothes are for me.
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
I’ve grown comfortable with being a sissy.
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
I have to keep them separate for work. More and more, the sissy side is creeping in.
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
To live with women who would dress me and treat me like a little girl – ruffled dresses, bows, dolls – and would show me off to their friends.
ps – thank you for this site.
My wife knows that I LOVE being a sissy but she will only let me dress up sometimes – she tolerates it.
I have a small bag of undies at home at the bottom of my wife’s wardrobe and I have a fair bit locked away at work too. In fact I can dress up more at work than at home as I am usually alone and the outer door is locked so visitors have to ring the bell to be admitted.
I have one male friend who I have dressed up with but the last time was a long time ago – his wife found out and stopped it, but maybe one day….who knows.
I do find it easy switching from straight male to sissy and back but iF i ever had to use a changing room I’m sure I’d get some odd looks as I Shave my torso and my pubic hair is trimmed and shaved into a little sissy heart shape. I’m proud of my little sissy cockette but I would be embarrassed in front of other, more alpha males.
In my perfect world everyone would know I’m a sissy and I could dress all the time but I know my family, children etc would be utterly humiliated and devestated if they discovered the real sissy slut me
some things are best private I guess. Its very brave of you to even explore this part of you. Its too bad your wife doesn’t realize how to use you. If she only learned how to empower and control your sissy she’d have a clean house, some lovers, not you and a subservient sissy.
I am lucky, in that i Share my sissiness with my wife. But that is all. I have a whole wardrobe of pink girlie clothes and change every evening when Mummy comes home. I then spend each evening, and much of each weekend in my ‘pinkies’ as my Mummies little daughter.
In an ideal world I would like to be like this most of the time wearing pink frillies inside, and out.
Some of my family do know about my trans/sissy side and some don’t with the don’ts being the least connected socially to me.
i have shared this side of me with others in RL, some have seen me dressed and with others i have explained verbal where it was advantageous but i always weigh up the individual and if there is no reason to inform verbally (no visual clues) then i don’t. What is said cannot be unsaid. In any event, for me the majority of my friends are trans so it’s really not an issue.
i buy clothes in regular high street stores as well as online have my own space and store my clothes there some of which are hung visibly.
There is a clue in there for how i see me which i’m proud of and i allow my female side to take overall control with only a few employment/tax related matters having a ‘boy side’ .
In so far as security goes my tips would be keep your sissy/trans email, photosharing and personal blogs separate from your regular stuff as in separete usernames and passwords avoiding any kind of shared domain.
For example keep any regular blogs on a separate word press/blogger account to your sissy one so they do not show up as ‘My blogs’ on your profile or share avatars that may raise questions.
With Ebay you’ll find may ‘personal product suppliers’ use private listings so what you bought doesn’t show up in your feedback and as many accounts are shared with family nobody bats an eyelid over a dress showing up there together with auto parts.
1) Does any of your family or friends know about your sissy?
No I have kept this a secret for a longtime
2) have you ever shared your sissy with someone real time- they saw you dressed? Explain if yes.
I have visited a mistress who uncovered my secret and would take pleasure in dressing and making me up. This has stopped due now as I am married and found it impossible to hide the costs
3) do you have a lot of clothes or items? Where do you keep them?
I have brought and thrown away a lot of clothes over the years. I keep them in a small suitcase and hide it under the “i need it when I travel with work”
4) Do you shop in stores or only online?
Have shopped online or at local supermarkets with self checkouts. I have on a couple of occasions brought items under the illusion they are for my girlfriend / wife
5) are you comfortable with your sissy or do you often have feelings of guilt and try to fight it?
Have fought it over the years but am finally begining to accept my fate
6) are you able to define your sissy and keep your boy self separate or do you find this difficult to do?
I have learnt to control the sissy in me and only allow it out during times on my own
7) If it were a perfect world and you could paint the perfect picture for YOUR world what would it be?
A perfect world would be one where men could go about in feminine clothes without any one taking notice. Why can we not enjoy lace under wear or flowing skirts
Thank you parrot- would you live as a sissy fully time if you could? Or do you enjoy both?
also I know going to a professional is expensive but can you budget phone sessions to help you with this?
Come join our sissy discussion at Enchantrix Empire
thank you sweetie