Slave v Sissy?

and more training with a firm, guiding and corrective hand.

 

This whole sissy thing is interesting.
I dabbled myself, ultimately I found out that as a submissive man I don't belong in women's clothing no less, some frilly underwear.
It looks very strange when you look, just look at yourself dressed up.
Once it became clear to me that I picked it up looking at related porn and it became a kink of mine,..buying a wig, heels, etc. I understood I can just as easily end it. So I did and am happy for it.
My wife told me later, she never cared for it anyway...just played along as a good sport she is.
I suggest every sissy look inside and evaluate.
Especially in light of the gender issues culture is going through right now.

 

I’ve always liked the idea of being my wife’s sissy maid but she refers to me as her slave butler. I too am not always the best at listening to her instructions which she’ll be sure to point out to me although I do try very hard for her. My wife is not into the sissies whatsoever she finds crossdressing or anything femme on a man a hard limit and a turn off. I hoped she would be willing to at least try it out to test the water or compromise with like a day a month I could get into my maid outfit and do chores but it was a big fat no. I’m not really into crossdressing per se, I’m not interested wearing regular women’s clothing, going out dressed up or even switching my boxers out for ladies panties, I’m definitely more comfortable in men’s clothing. However I do love the idea of being dressed in a vinyl maids outfit with all the accessories and doing anything from cleaning the kitchen to giving my wife oral pleasure. I think because I want to do the maid thing so bad I’d describe myself as a closet sissy lol. For now, just a slave butler

 

I don’t have a desire to dress in womens clothing but when my gf pegs me she has me wear her panties before and keeps them pulled down around my knees while she fucks me and it really just does something for me

 

My favorite thing after giving Her oral. Pegging makes me feel so submissive and She is really good at it.

 

I never liked to wear female cloth. Of course I was curious to try it once, just to see how they feel.

Then I started a new playful relationship with a fantastic Mistress and she was very much into chastity, but also did not understand/like the whole “dressing up thing” in female cloth or the parody of a female cloth. BUT then she realized that wearing those cloth was something that literally felt like psychic torture to me over time. From that moment on she steered my training towards more and more time in Sissy cloth, 24/7 caged and constantly diminishing number of orgasms.

It was a fantastic time and I will be forever grateful that I was allowed to experience more and more suffering for her.

Till today I still hate to wear my Sissy outfits and they mentally hurt me, just as severe spankings, whippings, etc. hurt FOR REAL physically. Basically my mode of operation is that I need to experience what feels painful and bad for me or I can not be happy and sexually fulfilled.

I am now in a full relationship with another beautiful woman. Different to my former Mistress(es) she is also my romantic life partner. She was a femdom for 8 years, before we met. She was/is very much into cross dressing, BUT she was shocked, when she found out that it humiliates me and makes me suffer. Her prior partners were all very happy when they “had to” wear female cloth and were very grateful that she “liberated” them. When she realized that she is not causing me joy by having me wear female cloth, she decided that they are “off the table”. We still used chastity and long periods of no orgasms (3-4 month), rare whippings and rare other play sessions.

At the moment we are kind of stuck in the dilemma that our love fir each other blocks us massively in enjoying our BDSM passion. She is interested in hurting and verbally humiliating me “when the mood strikes her” and I need a clear transition between BDSM mode and vanilla romance day to day mode. She is not offering that transition, so we have not played for over a year now.

I must say everything was really much easier, when in a clear Mistress - slave/sissy relationship without any romantic or being a couple components. Back then it was “Mistress tortures me as sadistically as possible and I love being treated like dirt, suffering merciless, having no sexual contact in any vanilla sense to the Mistress and desperately thinking about penetrative sex from time to time, but knowing I will never again have any of that”.

So long story short and getting back to the initial posting: I was a slave, I was a sissy and the difference was very small for me, as long as my craving for suffering was met. So maybe its all more complex than a one dimensional “sissy vs slave”. Maybe masochism must be taken into account too. Making it a 2x2 matrix of four cases:

1) “likes to wear female cloth + likes to suffer”
2) “likes to wear female cloth + does not like to suffer”
3) “dislikes to wear female cloth + likes to suffer”
4) “dislikes to wear female cloth + does not like to suffer”

I am tempted to name the four cases, but I am worried since there obviously is even more dimensions to people, that the termas will not really fit. But just for fun I will still name the four cases:

1) “crossdressing masochist”
2) “crossdresser” or maybe “crossdressing submissive”
3) “Sissy”
4) “victim of a sadistic Mistress, whats going on there?”

I know, the category names are far from any precise definitions, mercy please.

What do you think?

 

This is just why I require husband to be dressed for Discipline. I did introduce it to him first for security (panties under his jeans) then used it as an enhancement to sex before I even knew about male chastity. He never really liked dressing up, even for sex, but did it for me. It got to the point where he associated pretty, lacy underwear with sex so now he still gets hard when he's en femme, even though he knows he's getting dressed to be disciplined.

There's a spanking forum where I post too and some of the people there have questioned me about dressing up husband. They ask me if I don't think it's disrespectful to women.. I explained it to them it's a Disciplinary tool. I turn husband's maleness against him. he's also humbled and more submissive when he's dressed. For example, when I announce he's under discipline or going in chastity, he argues and complains. Once he's dressed, he's begging and pleading.

It also humbles him. I'll make fun of him for letting his wife dress him in pretty underwear. He's especially humbled when some of the ladies are here to witness when i discipline him. I encourage them to make comments about how pretty he, what a pretty sissy he is and also about him letting his wife dress him in pretty underwear and dresses. Sissy Maid Service humbles him even more.

I even used it to get him to agree it was time to go back to me applying Discipline to his bare bottom. As I said on some other threads, we've been away from it for a while because I crossed a line. After a little bit, I did get him, to dress up for sex again. Then I got him to wear lingerie around the house when Baby was with Mother. Finally, i had him in a sissy dress and petticoats, I told him I just wanted to see him in those again, so he did it for me. After some playing around, I started discussing how he's been so naughty and he needs my firm corrective hand again and I need to be giving it to him again. Since he was in his frillies, I got him to agree after a while. He's spent a week in chastity so far and has had one Disciplinary Session which was private. The next time I catch him disobeying me, Best Friend is coming over to watch.

It's a useful Disciplinary Tool

 

good

 

Being dressed like a sissy will humble you.

 

I am a slave. My power exchange is about being possessed by her. I am vulnerable to her beauty and dominance. I like being a good husband owned by my wife.

I obey.
I do all the housework.
I pay all the bills.
My goal is to allow her to live the life she desires.

 

Im a sissy slave

 

I am Her sissy and follow Her lead. If She chooses to humiliate me in front of others, that's entirely up to Her. That being said, I do enjoy getting to wear soft and lacy clothes and especially in submitting to Her powers! The Humiliation is awful at the moment it happens, but I seem to relish the humiliation experiences afterwards. I can't explain that.

 

i choose a "sissymaid" role to address both the sissy and (FLR) slavery things that i'm addicted to.

 

i agree, as an approach to de-stressing the role suited me very well.

 

It also helps me feel "my role", but ... I feel much lower in status, when I wear sissy cloth compared to being naked with mask, collar and CB. When I am in sissy outfit Mistress honestly can do anything to me, my will is broken after a few minutes in those cloth while Mistress is present (even without her being present my ego disapears into nothingness and my will is non-existent).