Sissy Allison

Dear Allison,

That sounds like a natural extension of your sissyhood, dear.

I am just guessing that you already know that you are a sissy

and that you do some dressing up.

Being a sissy maid can be fun project if you have a partner to

dominate, correct and control you.

Do you have a partner, dear?

jane

Simone

Hi Simone!

Yes, girls do like having a maid, but a sissy maid is someone special!   Imagine a girl getting her housework done and still having a sex partner that she can use and abuse whenever and however she wishes.

Like, a sissy maid is to die for!

If a girl does not like the way her furniture is dusted, she only has to tell her sissy maid once, or else.

Gee.  If I were not  in the business, I would turn one of my sissies into a personal sissy maid!

Message from Mistress Karen who is grinning from ear to ear.

Undecided

Thank You so much for replying to my inquiry, You don’t know how good it feels to be able to talk to someone about it.
NO, i am not really insane, well maybe only to the point that this obsession is driving me nuts. It is really very hard having this obsession and not being able to do ANYTHING about it.

Don

Call Mistress -  You will love the conversation and it is SO VERY NICE to have someone to talk to about our obsessions.  Mistress Karen is really, really great with males;  she collects and manages us.  Almost without exception every guy I know is madly in love with her compassion and competence.

sissy jane

i am quite sure that my SO has no idea of any of this, and there is absolutely no way i can broach the subject with her, as i said, she is the sister of one of my good friends, and i just can’t bear the thought of this getting out to my group of friends, or family for that matter.

As to what i might be thinking of doing? Well, i really don’t have any idea, go figure, lol. i will continue to use the hairmixer site to integrate my face with the most gorgeous hairstyles i can find, dream about being put in curlers to achieve those hairstyles, and hope that someday it can all come true again.
i’ve often thought about getting hair extensions to achieve the longer and beautiful flowing curly hairstyles. Can you imagine? not only would i have my hair in curlers, i would also have my long hair in curlers. (Did i mention, i LOVE curlers!) ah, but i dream too much. How would i explain hair extensions to anyone?

Well, as i said, it really feels GREAT to be able to talk to someone about this, it eases my anxiety somewhat, and i hope we can continue to converse on this matter. i do have some pictures if you’re serious about wanting to see me “decked out”. i have some that are “real”, and litterally thousands of those done on the hairmixer site. i just don’t know how i would send them, as i don’t see anything for attatchments here.

Don,

Do you have a girl name that we could use?   On pics, YES, YES, YES do send some, but do contact Mistress Karen first.  Mistress manages her sissies, myself included, so to post pics or set up a page for you I need orders from her.   You will LOVE the whole process.

sissy jane

i look forward to your next reply, and again, THANK YOU SO MUCH!!!!

Best Regards,
don

i am a 59 yr old straight male, but am obsessed with the thought of being sissified, and put on display for public humiliation.

One of my obsessions, strangely enough, is having my own hair set in curlers. In my younger years, i would call a salon and make an appointment for a wash and set, using the pretense that it made my male hairstyle lie better on my head. my hair was not all that long, but still when the stylist was done, i was able to go home and style it in a short flip style since it had so much body and took to the curls very strongly. This went on for over 20 years, 8-10 times per year, and what a great feeling that was every time.

There has been many private crossdressing episodes also in those 20+ years, but for now, i’ll just stick to the hair obsession. i bought my own rollers and tried doing it myself, but could never get it right like they did in the salons. i bought my own curling iron, and was able to style my hair much better, but the feeling of being in curlers just wasn’t there, nor the feeling of public humiliation. i have had several girlfriends and was even married for 8 years, but was never able to broach the subject with any of them, except for halloween, when “somehow” the subject of what to go as came up, & i would suggest going as each other, but instead of wearing a wig as she would suggest, my argument was that we wanted it to look real, so we should try putting it in curlers.

All girls were receptive to that, and most set it themselves, although twice, they took me to a salon, where i got the works, including make-up and nails. Then finally, in my late 40?s or maybe 50, there was a lady who took an interest in me, and i in her, but i wanted to be totally up front with her before we got too far into the relationship. i carefully broached the subject, making sure she promised this would stay between us, and not get out to my family or friends, she agreed. i fumbled through my confession, and surprisingly, she said that was “cool”, and i should be able to dress the way i wanted to.

But not only that, she also told me that she had had beauty school training, and would be happy to do my hair for me. Needless to say, i was wearing dresses, sleeping in nightgowns, and wearing curlers around the house quite often. She had 2 daughters, 19, & 23, whom she invited over while i was in curlers, and dressed in some manner, adding to my embarressment, but still a thrilling feeling.

On my birthday, she surprised me with a visit to the beauty salon. She had set up the appointment, telling them that she wanted my hair done in an ultra feminine style, and that i had no say in the matter. The salon agreed, and that’s just what they did, feminine cut, shampoo and set. Although she would set my hair 3-4 times a week, still about once every three months or so, she would make an appointment at the salon for a female style, and i again never had a say in the matter. i was in seventh heaven!!!

This went on for about 2 years or so, and in the last 4 appointments, she always had some type of barrett or hair ornament that she had them put in my hair before we left. the last couple, she made me carry a purse to the salon. i over heard her laughing with the beautician, that pretty soon, she would have me here in a dress for my appointments.

Then it happened! we had a big argument, and she left me. i was lost. i tried styling it myself with my curling iron, and dressing on my own some, but it was just not the same. A year or so later, i was introduced to a good buddy ‘s  sister who moved back into the area. We got together, and started living together, and have been together for the last 5 years, but no way can i broach the subject of my obsessions with her, as again, she is my good buddy’s sister, and i just can’t afford to be found out by my group of friends.

So here i am in my own agony, unable to explore my obsessions. The only thing i can do is to go to a site called hairmixer.com, where i can at least integrate my face with various female hairstyles, then save the pics in a private file.

In closing, my questions is, “am i insane”, and what am i to do? i can’t get this feeling out of my mind.

Thank You so much if You have taken the time to read this long (and probably boring to You, i’m sure You’ve heard it all) email. i look forward to any suggestions or comments You might have for me concerning this obsession. Again, Am i insane?

Best Regards, don

Dear Darling Don,

Wish I could see you all decked out!

Now for the insane part:  do you believe you are insane, probably not. Perhaps you are just embarrassed not to have told your current SO the truth about yourself. Perhaps you are correct to keep things to yourself.   Are you saying that your current SO has no suspicion that you like a little feminizing from time to time?

As forward as you appear to be, I would guess that she knows something.  What do you think?

Let me know what you are thinking about doing.

PS   I like curlers, too.

Oh wow!

Is this an assignment?  Maybe it is something the writer has done.  Gee.  I am glad I’ m me,  and I do try to stay out of the kind of trouble that would get me disciplined that way.

i am a submissive male who has long been interested in “consensual” blackmail. As you pointed it…it’s still blackmail. So…i am also nervous about jumping in and surrendering control. Of course, the thought of it is so Very erotic and exciting. i’m sure i’d have an explosive orgasm if/when i started such a relationship, but i know i’d feel different about it the next day.

So..i was wondering, as a way to “get my feet wet” so too speak, is there a way for curious but timid sissy to start slowly? i had one idea to use my cb-2000 chastity belt and try to find a fem domme keyholder. Do you know if Mistress Karen provides such a service. With the numbered plastic padlocks, and a webcam, it would be easy to prove, on demand, that i was still locked. Of course, i’m sure there’d be a regular fee for this service, and an extra fee for early release.

i’d be kept locked in the chastity cage, to avoid paying a stiff early release fee. Later, if the relatinship developed to the blackmail stage, i’dbe too intimidated by Mistress Karen’s control to remove the cage. And i’m sure i’d still be paying a fee.

You seem to have a lot of experience jane, does that sound like a realistic way to ease into consensual blackmail? i’d welcome your observations. i’d like to make a good impression when i call Mistress Karen.

Thanks for your help.
sissyboycarl

Hi sissyboycarl!!!   And happy holidays to you!

Sissies love control. It is one of the reasons we are so delighted to be in controlling feminine clothing.  Like,  there really is no escape.  Once a sissy gets started the need for control grows stronger and stronger.   Yes, Mistress Karen will provide as much control as you need, but it might be more than you can handle.  So, call her and discuss the two ultimate controls: key holding and consensual blackmail.

Either way Mistress will have as much control as the two of you decide on.

BUT — as sweet and soft as Mistress is, she still has a will of iron and allows no begging, only constant and willing obedience.  You will learn to love the obedience part, but proving your compliance can be a bit stressful.  It can be done, and you will learn to enjoy the mental anguish of the obedience and the proof.

Have a grand time.

either of two entry points for the keyholding/consensual blackmail:

punishmeplease.com

or

sissiesindisgrace.com get the phone number and call (you will love it)

jane.

When I read the websites that do blackmail, it looks like nothing more than a money grab. Is there anyone who just does it without all that money grabbing stuff?

I have also seen the term consensual blackmail.  What is that?

I would like to experiment with blackmail but do not want to get caught up in something awful.

Nervous in Denver

Dear Nervous,

You should be nervous;  this is dangerous stuff.

A general piece of advice is to look at the difference between consensual blackmail and blackmail.   Is your potential Mistress a greedy money grabbing hog?   Just read her pages and see.   Then there are the Mistresses who enjoy creating a game for you to play, but of course you have only a very limited chance of “winning”.

There are Mistresses where you have a term limit (would that our congress had such) on the blackmail fetish.  BUT, still check for any signs of open ended money grabs.

Some Mistresses offer the erotic blackmail game while allowing you to “buy” yourself out of the game.  Find out the buyout cost up front.

Mistress Karen is a bit different:  No money grabbing, but you have to pay for what you want.  The basic “silence” fee is 60.00 monthly which is really inexpensive in this fetish, but you must pay the regular rate for any phone or email contacts.  She will also allow you to suspend or drop out if necessary, however, should you return to her the consensual blackmail begins again immediately.

Personally,  Mistress Karen has me as a blackmailed sissy for well over a year.  Expenses are light, and I still get a “charge” whenever I see an unopened email from her. Altogether.  I am extremely  pleased, but consensual blackmail is still blackmail and she really does “own” me.  I would not have it any other way.

jane

It has been a long while between posts because I have been in the wilderness, quite literally.  Now I am back, firmly under Mistress’s control and ready and willing to answer questions. Of course, advice is always free and worth exactly what you pay for it!

Everyone knows that I am a blackmailed sissy, and that I am happy to explain and share details about that life style.

jane

Are there rituals/protocols like that which apply to sissies?  Besides the obvious wearing lingerie etc that would help reinforce position, and make sissy in that vulnerable positon we crave so much?

Inexperienced sissy
————————–

Dear Inexperienced!

Wow!  Are you going to get a treat when you finally find that special someone who will dress you, tease you, take you and make you into something that she wants.

The Protocols are  disturbingly simple;  women like mind games.  You will become a mind game pawn.

So you can forget about asking for anything, that would spoil her spontaneity. SOOOOOOOOOO, when you get the first opportunity to talk to a prospective female owner, mistress, controller,  get everything that you like on the table immediately.

Forget being BASHFUL.

Let her take over naturally.

It will happen.  She will not be able to resist.  Like a cat sensing catnip.

Do not wait.  Do something to make your dream come true.

Hmmmmmmmm.

Get a great outfit ready for the meeting.  Do not  wear it; just tell her that it is ready to be worn!      Ask her to take some pics of you in the outfit.

Let her have total control.  Then reward her in some fashion – you might have to pleasure her in some unconventional way – lucky you.