I’ve often written about the fact that my sissy husband Alice is sometimes a reluctant sissy. This has never completely gone away and can sometimes be a challenge for me. This issue includes her feminisation and my FLR rules.
A mistress has to be aware of slips her sissy may make. They like being sissies but can be lazy and it’s an effort for them to get changed and follow feminine regimes continually. They need a strong woman in charge to keep them in order.
My sissy husband has accepted that I want her to be a feminised girly and accepted the many changes I’ve made that are now permanent in our FLR. These include that he is only permitted to wear skirts and dresses in the home and female underwear at all times.
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But I constantly need to be the one to push through her increasing transformation. She’s sometimes the reluctant sissy.
To be honest I don’t mind as it’s fun to make my sissy do things she’s reluctant to do. That’s my alpha female dominant side.
Removing male conditioning
The main purpose is to continue to remove any traces of Alice’s masculinity and to reverse decades of social conditioning. This makes for a better life for everyone. And who decided that men have to wear trousers and be the head of the house?
Not me. that’s for sure.

So where am I in removing her masculinity, at least in private?
As regular readers will know, one of the areas I believe to be important is to expose her as a feminised sissy to others. She can be comfortable as a girly in the home and I’ve won that challenge.

However, it’s not enough as she lives a mixed lifestyle, girl indoors, male outside albeit with female underwear and stockings underneath. She is able to revert in external situations which is not condusive to her thinking as a sissy because others relate to her as a male.

Sissy concerns
Alice is always concerned about becoming more sissy. However, Femdom events have been successful as has finding friends like us in the FLR scene.
This is because others get to see and to treat her as a submissive sissy dressed in skimpy sissy skirts. Or see her little clitty exposed and vulnerable with a pink bow around it.
Exquisite.

But, I’m a little concerned that Alice now also sees these events as a safe environment in which to be feminised, a kind of extension to the home.
Alice does not generally instigate anything that makes her more feminine or submissive. That is me and I often need to persuade or push a little each time.
We’ll continue to attend femdom events and meet with others as they are important but I need to make her less comfortable both there and in general.
Pushing further
Soon we’ll be meeting up after a while a couple who also live in London and follow a similar-ish lifestyle to us. I think this type of intimate exposure is very important to sissy Alice’s development as our friends are more advanced in feminisation than us.

The submissive sissy, Sissy Stella, often goes out dressed as a girl and sometimes meets other sissies and attends sissy/tranny clubs in London. They play more advanced games than us and are deeper in the fetish scene.
This is a wonderful opportunity for Alice to learn and for her to be a sissy girl with another sissy and her mistress, Mistress Christine. I really want for Alice to go out en femme too at times and I think that seeing how natural it is for them will be a great experience for Alice.
Less reluctantly sissy?
A great next step awaits in my sissy husband Alice’s journey into deeper sissydom. One day soon, I hope she won’t be quite so ‘Reluctantly Alice.’
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Hello Lady Alexa,
I have read most of your books, including the ones of Alices transformation.
You have written of how it has been a journey for both you and Alice as you have helped Alice to become the girl that she is. For Alice to recognize the girl that she is and to accept herself as a girl.
It has taken some time for for Alice to be comfortable with her true self, but I can imagine that in the beginning she was resistant to the changes you have helped her with and was probable scared at many points along the journey.
Yet regardless of her fears, Alice trusted you as you love and encouraged her to accept the changes.
I can understand that she maybe equally scared of other changes you would like her to make. Especially where you wish her to go out in public and in living and presenting her true self around her family and friends.
I image that Alice is afraid of how her family and friends will perceive and possibly judge and shun her. These fears will be her fears and although others may not understand her fears, as they are her fears that makes them real.
I wonder, have you and Alice (as a man) had any discussions with her family and friends about the idea of a man being transformed to live as Alice does behind closed doors. Would they shun her if they learnt of her condition as related through a story about others who share Alice’s lifestyle. Would they shun a family/friend if they found out that that other person was gay, had cancer, had HIV?
Alice has a condition that her family and friends have probably never heard of and it would be out of their lack of knowledge that they might judge her negatively. Alice can not help being who she is.
Would it be helpful have Alice’s family or friends to meet someone else with Alice’s condition? Someone who is comfortable being in public that cold personally speak to their condition. In this way you both could see how family and friends may react. You could then have discussions about this third person and not have Alice’s family and friends think the conversations were about Alice.
It may take some time for Alice’s family and friends to accept, even without fully understand the condition, but accept, none the less, the other person regardless of how they appear as it is a symptom of a medical condition. After all, the condition does not change who the person is or how they think and act, only how they present themself.
Once Alice’s family and friends understand and accept her condition, as shown with the other person, they should be more open to accept Alice as her true self.
At this point, Alice can challenge her fears and move beyond them.
Food for thought.
It’s a dilemma. My current thinking is to push her further into femininity externally but for her not to formally come out as a girl. This is because she isn’t, she’s a feminised male not a biological girl. It’s tricky one and we need to find a balance.
I believe that someday Alice will not be reluctant any more. Going out dressed with knowing friends really opened my eyes to a world I never dreamed of. Alice may find the same.
The trick then could be showing her the value of a continuing relationship to avoid her going alone. Circumstances saw me carrying on alone and I went 24/7 very soon after. I’m still friends with my ex- who pushed me onto a slope I obviously wanted to travel, if Alice has a similar mindset and it gets exposed it could be ‘interesting’.
Maybe, I’m not so sure knowing Alice. We’re searching for a balance
Thank you for your stories here and your books. I have enjoyed them all as your perspective is quite unique and strict.
This point especially is very astute:
Alice now also sees these events as a safe environment in which to be feminised, a kind of extension to the home…. I need to make her less comfortable both there and in general.
I know your opinion on putting him in heels due to his height and other turn offs, but perhaps it’s time to reconsider? Nothing combines subordination, femininity and discomfort more than heels!
I’m glad you enjoy my stories and books. I do put Alice into heels occassionally, especially when he’s otherwise naked as it excentuates his vulnerability. My focus is more about guiding him into more humiliating things
I can really relate to the part about social conditioning. I have a lot of that to work through. It’s not easy escaping the masculinity exceptions that society has of men as I’m sure you’ve realized with Alice.
It’s a difficult task to undo decasdes of social conditioning as it’s built into our fabric.
Hi Lady Alexa, when you say Alice is in female underwear at all times, is she now wearing a bra everyday too? Has that become an everyday clothing item too because I believe that’s a must for all sissies really. Love hearing about your FLR and thanks for sharing x
I agree with You Michelle, I think wearing a reminds a sissy of their place and I would see it as a constant reminder that my Wife knows what is best for me x
She wears knickers every day, not necessarily a bra since that could be a give away when with family.
I have purchased very thin sheer lace bras to wear out and every day. They fit so nice. And since I have been using breast suction my little breasts need the support now. For at home dressing I wear 700 g large breast forms. They fill my D cup lace bras and look amazing in a tight form fitting sheath dress.
I love how when You are taking the lead are very caring to your sissy. Your sissy is very lucky to have such a caring teacher and hope that she appreciates You. I do think You deserve to take it up a bit.
You make a good point that an FLR is also about the Mistress caring for the sissy. I agree, I need to take things up a notch or three
Lady Alexa, thank you for posting. It’s interesting for a submissive like myself to get the perspective of a dominant lady. We so often hear from submissives about what turns us on etc, but in a true FLR that’s rather beside the point. Understanding what motivates dominant women can only make males more submissive to, and more in tune with, women generally, so thank you.
I do wonder what your ultimate end goal is (assuming there is one, of course). Would you like Alice to be totally 100% 24/7 feminised, so that the whole world knows? If all family and friends know of Alice’s true role as a feminised, sissy male would this be a satisfactory outcome, or would it be an anticlimax for you as there would be no more boundries to push and no more reluctance to overcome (and perhaps no more humiliation for you to enjoy)?
I’d be interested to know your thoughts on this if you would be kind enough to share them.
You point out a great dilemma – what happens if I get everything I want? If Alice were to accept a life as a girl, that would be a little frustrating as I like pushing boundaries. At present, my main objective is to push those boundaries in the area of more sissy interaction, more humiliationg clothing and situations and of humiliating her with others present – sissies and women. This would still be in private with those who are willing particpants. I’m also increasing the level and type of humiliation which I’ll write about soon. I love the idea I can do whatever I want to my sissy, however ‘wrong’ and humiliating that might be. That’s my direction of travel at present.
After many years of being a sissy I have no issues with going out as a female. I’m lucky that I’m passable. But in reality society is so wrapped up in itself that no one would notice except if a sissy was dressed in some “silly” way. Alice wouldn’t be noticed unless “she” does something to attract attention.
In my case I can go out as a female without a problem. I can go out as a male when necessary without a problem. But occasional my wife will require me to go out dressed as a sissy male and that’s when I get uncomfortable and attract attention.
I’m sure if you took Alice out dressed “conservatively” she would be surprised with how happy and comfortable she would feel. Try it. What’s the worse that could happen?
Good luck.
I’m sure you’re mainly right although our area is parricularly conservative so we’d probably run into a few issues on occassions.
Curious when you say, “The main purpose is to continue to remove any traces of Alice’s masculinity and to reverse decades of social conditioning. This makes for a better life for everyone”. Is it a better life for everyone or a better life for you?
Everyone.
What is the difference? A better life for Mistress means a better life for all involved.
Hello Lady Alexa,
I wish to thank you for your stories and updates on the feminization of Alice. I find them very captivating.
I know that you do not keep Alice in a chastity cage but wonder if you have her wear a Chasity cage when you allow her to were male clothes. My thinking is that this will be a reminder of her position as a sissy.
Also, have you thought about having Alice read stories of other sissies and their transformation (especially sissies that are transformed beyond the limits that you are presently willing to proceed with her) and have her do written reviews of the stories.
These stories and reviews will have Alice think more about her position and how lucky she is regarding the restraints that you have taken in her transition.
I will sometimes put Alice in a chastity cage when I’m out for the evening and she’s at home. She’s well-behaved and knows not to touch herself. I’d also know if she had been playing with herself because I expect to see her hard at least twice a day. However, it’s risky after so long without her cumming so I lock her up when she’s alone for a long period.
Good morning from a wannabe
I need to be in flr
OK do it then