Coming out as SISSY: turn your wife into your mistress

Hi, my lovely sissy girls! Today, we are going to discuss coming out to your partner. Well, duh, but something tells me you might need proper guidance here. So strap in, strap-on, mind hooked, clitty locked, eyes wide, boipussy tight and let’s go!

I know all of you girls enjoy watching sissy porn, dressing up, daydreaming about big cocks, and all things girly on the daily. But for some of you babes, whether you want to hide it or not, your feminine side is a secret only you know about. As of right now, at least.

Maybe you’ve been wondering about what it would be like if someone else knew that under those baggy jeans of yours, you’ve actually got on a pair of the softest, sexiest, lacy panties a girl could ever dream of, paired with a tiny pink chastity cage which is holding your lady-parts in place nice and tight. Or maybe you’ve been finding yourself lost in a daydream about your own partner asking you to lock up your private area, taking away the key, and making you do things for her you’ve only seen being done on websites you couldn’t tell her about, just not yet.

If that sounds like something you’ve ever pondered about then I think you girlie could be in need of a little guidance.

… do I really even want to lift up my skirt?

Firstly, I want you sweeties to think about whether you’d actually even want anyone else to know about your girly self. Or, is this a little naughty secret you’d like to have all to yourself instead?

Would you consider coming out to your partner a necessity, or rather an evitable factor that wouldn’t affect the relationship between you two, if kept as a secret? And if so, could you then imagine yourself living a double life as, for example, a family man and a great husband by day, and a kinky cock hungry slut by night? You have to carefully assess your true desires, darling, and be completely honest with yourself about whether your sweet gentle sissy brain could handle such pressure.

Maybe I should keep my panty drawer locked for a bit longer…

Keep those two images of your sexy self in mind after you’ve figured out exactly, how important coming out to your spouse would be. Now, ask yourself, if this would be the best time to lift up the skirt. Even if you’re certain your wife would be supportive of you and accepting of your sexuality, try to take a moment to consider the ongoing events in her life. This secret side of you will most likely come as a surprise to her no matter the circumstance, nor how sure you are of her alliance.

Try putting yourself in her shoes for a minute, I know you’ve probably tried those on already but do that in more of a metaphorical sense for a change here. Think about whether she’s in the right place to receive this kind of information along with a completely new perspective of who you really are, as every change takes time to adjust. If you conclude that this is generally more of a stressful time for her then maybe, you should consider keeping your girly parts hidden in your panties for a little while longer…

Do we have enough dresses for the two of us?

Another thing a girl like you should definitely take into consideration when thinking about revealing your true self is the amount of trust and connection you and the person you’re coming out to have. In the matter of embracing your feminine side, it all comes down to how vulnerable it might make you feel.

Try to imagine yourself as if you were naked with all of your beautiful curves and edges showing, seizing every inch of your whole delicate being in front of a person dearest to you. What kind of emotions does that image of yourself stir? Maybe you’re feeling a glimpse of freedom and liberty at last, or maybe you’re sensing something resembling guilt and shame instead.

No matter the sensations you observe now, to share such a deep and vital part of yourself there needs to be a safe environment for it. With trust and safety present and blooming in your relationship, coming out could even deepen the connection between the two of you and bring you even closer to each other. Imagine the impact it might have on both of you sharing in your feminization process together! A pretty weighty argument for taking the extra effort to make sure you coming out will elevate the relationship instead of serving as a breaking point.

Could she even be excited to get a hold of my locked clitty?

The same goes for values, desires, and even kinks your partner might have. Would you consider her as a rather curious and open-minded person, especially regarding social norms, sexuality, exploring fantasies, and gender? Or more of an old-fangled traditionalist type of person? Of course, depending on how long you two have been together, you might not be aware of all of her interests and preferences. But you’ll never know until you ask, she might even have some secrets of her own!

Try to think back at the relationship between you and your partner so far. Maybe you’ll come to realize that there might have been hints pointing to the fact that she could even be excited to find out about your sissy side. Something you might not have realized in the spur of the moment, like if she’s ever suggested using a dildo together or her dominance in bed that has always felt natural in a way. Even better if you know she wouldn’t consider herself completely heterosexual but rather bi, bi-curious, or even pansexual.

Should I explore other options a pretty girl like me could have?

Speaking of benefitting from the disclosure of your sissy side, although there is no way to be 100% sure of your partner’s reaction, you could try weighing up the probable pros and cons of coming out to her. Some aspects of the relationship you have right now are just bound to change as a result of you revealing your sissy secrets but that may even be for the better…

As aforementioned, with you opening up the door to your closet full of high heels you could also be opening up a door for her to come forward with her own fantasies that she could’ve been keeping to herself. And who knows, those two might end up overlapping. Just imagine finally having the courage to make a clean breast of, well, your secret sissy breasts and seeing her face light up with excitement as she eagerly starts telling you all about her dreams of making you her cuckold or having threesomes or taking full ownership over you… I know picturing this is making you slutty girls drool already.

Don’t go over the edge just yet!

You may be excused to go and pat your clits dry quickly and put your heels back on the ground for a second here. Let’s not get overly excited just yet.

Now that you’ve decided firstly, that you do want to share your girly parts with the world, and secondly, that it is in fact very important for you, and that the benefits of it all weigh out the cons, you need to take the step. But the question is, how?

Well, first of all, the most important part of putting your high-heeled foot forward is that it’s less about what you say, and more about how you go about it. To open up the conversation first and foremost you have to keep in mind to focus on your side of the story without putting words in her mouth. This means you have to lead with questions regarding your needs, your desires, your story while definitely steering clear of what she isn’t doing or giving enough of. Because, if you fail to clarify that this is something deeply rooted only in your own desire to explore a new side of yourself, and not a consequence of her flaws or deficiencies, then chances are she will be left feeling like she isn’t enough.

All good things take time and as you probably know from experience, the bigger it is, the slower you should go. To do that, you have to take it step by step to ease the process. If all goes well and she is willing to explore the sparkly sissy world with you, then introduce the fantasies, desires, and even toys one by one, not all at once. Even though it would be so exciting to finally share your true inner girl with her and dive head-first into your drawers filled with bras and panties, it would be more beneficial not to rush into sharing every last bit of your girly self right away. It could leave her feeling overwhelmed and confused if she tries to take everything in, all at once.

Which part is in my hands and what’s not mine to hold?

But the bottom line is, neither you nor anyone else can control her initial reaction and the actions that will follow. Even if you’ve been as cautious as possible and calculated every step beforehand, her emotions and what she chooses to do with this information aren’t your responsibility after all. No matter how ‘’right’’ you’ve done everything.

The only thing that you have control over is the way you deliver the news and handle yourself, whatever the outcome might be. A proper lady can always keep herself together even during stressful times.

But what if it doesn’t work out…

Now, this brings us to the question of whether to be or not to be. Not to rain on anyone’s parade, but we do have to think through the negative outcomes as well, just in case.

Meaning, if the worst happens and she decides that the newly revealed side of you is not something she can welcome that easily, would it then be better for you to be by yourself while being fully yourself, or to be with a person who doesn’t accept every inch of who you are.

Does telling her about your sissy side and possibly losing her in the process weigh out keeping all of it to yourself, living a lie, driving yourself crazy with anxious thoughts about her finding all of this out on accident?

Ahh, but what if it does?

Although everyone has dreams, hopes, and maybe their whole future planned out, sometimes the best thing might be the thing that never happened. What I mean by that is if sharing your sissy side results in your relationship coming crashing down then that might be the universe’s way of guiding you in the right direction. If a whole runs empty, it will be filled up again eventually, no matter what…

That way maybe you girls could end up rising above and finding yourself that Owner you’ve always dreamt about instead.

Talking about dreamy Owners, all of this could really lead you to find yourself a nice and established Suitor or a Mistress. We’ve discussed all about the emotional side of things and how much of an impact that would have on you as well as the people surrounding you. But, I certainly cannot forget about the basic needs of a well-kept girl like you. I mean dresses, lingerie, high heels, makeup, self-care products, and all that comes with a proper lady has got to cost something, understandably of course.

And in order to live the lavish life of a high-maintenance girl like you, in my opinion, seeking a sugar daddy would be a no-brainer. Plus, spoiling girls materialistically isn’t always the only pro of having a nice and established Suitor…

I’m scared.

I know. It’s ok, sweetie. All of us have our own fears and worries when it comes to our deepest darkest secrets. Worries such as abandonment, the chance of it ruining your relationship, or everything you’ve known so far to be true being completely false. But to be totally honest with you, girls, the worst that could happen is that you will probably feel quite overwhelmed because, after all, this is a huge step to take. And, essentially, you are not scared of the outcome per se, but rather of how the undesired outcomes might make you feel. If, for example, your partner decides not to accept this side of you, the worst part would be the shame and sadness you might feel deep down inside. Shame that will pass the more you understand that there’s nothing to be ashamed of, sadness that will fade once you embrace the things that make you feel happy and fulfilled. Believe me, every scary outcome can be defeated with nothing more than self-love, self-respect and self-acceptance.

The truth is that there are no good or bad choices you can make, there are just choices, period. Those choices, no matter the aftermath, are just steps. Life goes on and you keep moving along, keep going forward. So there really is no point in labelling these decisions, it only puts you under unnecessary pressure. And however you feel after making such a crucial choice, you can always remind yourself: I have been through 100% of every tough situation that has ever happened to me, so what’s stopping me from overcoming the things I’m afraid of now?

Remember, you are sissy enough even if you decide not to come out to your partner. You are beautiful, courageous, and feminine enough even if the only person you can share it with is yourself.

Don’t be shy, sweeties, share your experience of coming out or your doubts and fears in the comments! Sissies should not only seek guidance from Head Mistress but help each other as well ❤️  

71 thoughts on “Coming out as SISSY: turn your wife into your mistress

  1. silkteddi says:

    HELLO ALL mistresses

    THIS SISSY WISHES TO FIND A MISTRESS WHO WISHES TO OBTAIN A COMPLIANT SISSY…!!!! yeS !!!!! yes !!!! tEDDI

  2. ANGELA says:

    I kept my girly side a total secret for years making up stories and lying to girls and girlfriend covering up the true reality of what I really had been doing without them knowing or ever even amagine the things I been pulling behind thier backs it had become uncontrollable and could not stop I went a little too far and I was not even minding the consequences I was enjoying the rush the high and the sexual turn on on such a high level and meeting hooking up with men who are into sissy crossdresser’s and get it on with them what ever they wanted they would get and of course they would have thier way with me sometimes feeling totaly helpless due to thier strength and I did what I was told and I was performing sex acts and bieng a real sissy slut and I have to say I was loving it sucking on real dicks and was taking cock in my ass. This was were I wanted to be I could fully act out the women in me and it came easier the more I hooked up. Thier has been some really close calls what we have to do if we want to be girls secretly, people would never believe some of my stories what I went though just so i woulden’t get caught I probably should have received a metal for living this lifestyle but I’m single I’m a sissy girl gay/< and I'm not planning on bieng with female relationships anymore for I rather be the women it's so much better and I'm letting hints out thier and some are figuring me out and after what I've gone through over several years I'm over it and really not worried about it or what people think but they don't have the ability to feel what I'm feeling inside me and feminine and girly is what I want to be . Oh and more men

  3. Aurora says:

    I came out to my wife a few years back, I did fairly well with how I handled it, it did end up leading to our divorce in the end, but it was done very respectfully without spite towards the other partner. We were able to fairly divide up our things, and she was even nice enough to leave me some clothes and even a super cute wig, as well as a little bit of make-up for my own exploration of myself.

    It just turned out that we were not meant to be. I still love her and she still loves me, but we both agreed it was best for us not to be together.

    Now I am completely free to work towards finding either a sugar momma or a Sugar daddy, I’m basically bi so I don’t care either way, I just need to find someone who can put up with my high maintenance crazy ass and wants to share in the experiences like I do, in a caring and loving way. It couldn’t work between me and my ex, we wanted different things out of our partners, and I’m happy she and I were able to separate so peacefully and friendly.

    I hope this experience can help others. Even as just motivation to communicate with their partners honestly and openly, but also carefully. Like it’s stated here, it may be the universe, or God, or whatever deity you prefer, finally guiding you to where you belong. Have hope for the best outcome, have faith that things will go as they should, and have patience with everything that transpires due to your decisions.

    Love you all!

  4. Kaylee says:

    I was raised from early childhood as a mtf trans in a supportive, loving, single-parent home. Through home-schooling I became comfortable in my role as a daughter and sister but had little opportunity to socialize until my 20s. Although I expected to complete my final transition when I was 18, I decided to begin my adult female life without surgery. After moving out of my mother’s home, my first relationship (of only two with women) was with a beautiful older woman with lesbian leanings. She was bigger, stronger and more dominant than me and over the course of a few months I found myself sliding into a more girlish and flamboyant role when I was with her. An online friend encouraged me to consider, even accept, that I have “sissy” tendencies ,..which was a label I preferred to avoid. Over time, I was introduced to cosplay in both private and public environments and the uniquely embarrassing (and thrilling) evenings it produced. Although that relationship was somewhat short-lived, I found this new “sissy” side to myself becoming stronger than the normal conservative girl/gurl I presented during the day. In the last several years I’ve dated mostly men but have developed another strong bond with a woman who, I’m sure, sees me as her submissive sissy partner …a role that leaves me incredibly excited and satiated. Over the last few years (I’m in my late 20s) I still try to keep an open social life. I guess I still have the idea of a dream wedding in my head with some white knight anxious to whisk me off in his/her arms. Sure, a few first dates end over lunch, but I’m surprised and encouraged that guys seem to like the excitement my dual personality. offers

  5. Tori Von Tease says:

    My last wife divorced me because I liked to cross dress or socialise in drag from time to time. However 3 years on I am now happily married to a new lady and she is incredible. We met one night when I gate crashed a hens party in drag and now I am happily married dad of 5 kids(two hers). We often have other partners join us for extra fun in the bedroom I am Bi and at the weekend we had an amazing threesome with a workmate after our work do. Omg I love my wife and all that we are and everything she allows me to do. Truely Amazing how life can change for the better. Xx Tori Von Tease

  6. daisy says:

    wow…lovely replies. For me, I guess I’m blessed to be alone with this choice. I usually find my nights dreaming of a magic angel or fairy that loves and adores me so much that I start to believe my life, my heart, my breath is special.

  7. Sissy for all cocks says:

    This is perfect! Recently eased into “exploring” and now I am pegged and put into chastity and nipple play uhhh omg🥰. She has taken it well but still easing into the clothes as I do wear thongs everyday and stay plugged

  8. Diana says:

    There are several people that have seen me dressed. The first several were professional dominatrices who transformed me in my early years when I didn’t know how strong my feminine desires were. When I did eventually meet the woman who became my wife I did come out to her before the wedding. She went through with it anyways. I dressed one time for her and she wanted nothing to do with it and demanded that I stop. Long story short, I couldn’t and we divorced after 15 years for other reasons.
    I meet another woman a few years ago and quickly found out that she had some TG friends. Coming out to her went much better. She accepts me for who I truly am and we have been out many times together. She event spent an entire week in Las Vegas with me.

  9. sissy donna says:

    Mistress,i cant help it i just love to suck off very big Black cocks and swallow all their cum,i love to swallow cum!…i am looking for dominant Male or Female to take me as their slave and whip me hard and make me a good submissive sissy street slut for Black Dicks….i love when they tie me to their dirty toilet and leave me their to lick and suck clean their toilet!

  10. Robert laird says:

    I am a sissy crossdresser needs to learn how to be Owen and be tough to suck huge cock and wearing sissy crossdresser clothing and all the above. Like makeup eyeshadow blush lipstick and blush. So you can pick out the sissy crossdresser clothing and I will be your sissy crossdresser slut slave. Sissy slut name is Caitlyn Mason Laird.

  11. Plsthroatme to says:

    Both wives new of my same sex experiences long before marriage I dated ” bad ” or naughty oversexed basically as love with cock then as I am now. Shee was owned pretty much by blond. BO.mbshell who died in head9nt

  12. Alyssa says:

    I’ve been using spicer an app to slowly introduce sissy questions to my wife. Surprisingly she’s giving some maybes and yes answers to some of my questions which she thinks are just random from someone on the app. Last night I created multiple questions. One was rub hubbies tiny cock through a pair of panties you buy him. She said maybe. Another was watch sissy porn together as you use a vibrator on hubbies clit. She said yes to it. Dress hubby as your twin on halloween. She said maybe. Role reversal pretend you are the guy and hubby is the girl. Peg hubby as his tiny cock is caged while you use a vibrator on his clitty. She said maybe.

  13. Slut Krissy says:

    I came out to my fiancee. She was supportive to a point. She’s ready my secret diaries and seen the sissy hypno I watch ever day. Shes seen photos of me all dressed up. She just loves the bull in my when I’m not a submissive sissy. Two sides to the one coin. I have found in myself that I also love the thrill of living two lives. I dont want to transition fully, but love floating, flamboyantly. My fiancee and I love each other with an incredible bond, so through a lot of discussion, we are setting some foundations to begin cuckolding in our relationship or living in an FLR Queendom. She is very attractive and loves attention from men and women when out, so the balance we have found is she is completely free to do what ever she wants with who ever she wants, knowing I want her to live her best life, and I will focus on really embracing my inner sissy slut, like this academy, and building a parallel life. I serve my queen and spend all my time completely devoted and addicted to worshipping and pleasuring her. I’ll be honest and say I’ve tried to get hard sometimes with other people, but its always been a struggle. One tiny taste or even just the scent of her when I clean her underwear, and I’m straight up. I worship her as a queen should be worshipped, daily or when she comes home from a night out. I don’t know if she has been with many other people yet, but as my queen I won’t ask as she will tell me if I need to know. Although I do love and notice the taste of her change at times. We are madly in love. I have always believed the right relationship will set you free. We are both awkwardly finding out freedom and feet and having a lot of fun together and apart, giving our relationship a dimension beyond our comprehension. One love. Its a beautiful world.

    p.s. we are both massive Barbie fans and it was so much fun going to the movie together is all our pinkness.

  14. Helena says:

    When we were dating, my girl showed me Ru Paul’s drag race and how much a fan she was. I kinda liked it, but didn’t get really into it. Nonetheless, we used to watch the show as a date plan, just like movies or tv series.

    She’s my wife now. With our background, a few monts ago I confessed to her that I used to masturbate with anal stimulation and dressing my mother’s clothes. She said that it turned her on, and some weeks ago, wile she was working, I sended to her some photos of me dressing her stockings and high heels. She said it was hot, but when we come to action, she does not even mention the issue. I’d like to prepare myself better before present me in this new facete.

    I’m nervious because i’m not sure if her fantasy comes up only with strangers from tv, but not with her husband.

  15. Bebe says:

    I never thought I would love my feminine side so completely. My wife, my hotwife, is the most beautiful, sexual woman. I’ve been her alpha male for 30 years and now I what her dominate true self to embrace my sissy desires. We have been swinging for 15 years and had been a stag/vixen couple.
    Now I get, so aroused as a sissy slut, sucking the cock of her lover and guiding into her mouth or pussy. I’m her girlfriend now! I’m silly, horny and happier than I’ve ever been.

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