Sissy Chastity – Do You Have What it Takes?

 sissy chastity

There are a lot of wannabe sissies that truthfully, don’t have what it takes to be a bonafide sissy that is worthy of the name. Let’s find out whether or not you have the potential to become a real sissy maid.

I think it all begins with the proper mindset. Becoming a chastity sissy to be proud of will
require you to exorcise any ‘macho-man’ desires still left inside of you? A true
sissy is no longer a real man, but a chastised sissy maid. Being a sissy means you are no longer
required to control anything or anyone. Your only role is now to perform the
duties of a sissy maid. You simply do what you’re told to do. Couldn’t be
any simpler than that.

The next issue is body hair. Women shave because it’s feminine and sexy. As a
sissy, you need to start shaving from head to toe…. no body hair allowed! Once you start to shave, a shift will begin to take place inside of your
head. A transformation from male to sissy. Once a week is fine to begin with. You
will be amazed at how quickly you become proficient at it. Before you know it,
you will look forward to shaving more often.

sissy lingerie

Time to talk about clothes. Sissies are gurls so they don’t wear men’s
clothing unless absolutely necessary. Real women adore the sexy feeling that
soft, silky fabrics have against their body. If you work outside of your home, a
pair of panties, garter belt, and nylons should always be worn under your work
attire. When home alone, thong panties with a matching bra along with high heels
at least 4 inches in height should ALWAYS be worn.

Start keeping your panties, bras and lingerie in one of your regular dresser
drawers. There is no need to hide them away any longer. You are now becoming a
true sissy so start acting like one.

You need to wear high heels constantly as you will need the practice
to learn how to walk properly in them. This will take some time. As a new 
chastity maid
, you have a lot of catching up to do. You eventually will become very
comfortable wearing heels, so much so that the time will arrive that you will
never want to take them off (and why would you)!

sissy chastity

You are beginning to look and feel like a real sissy. There is one
problem though…. your undersized and underperforming dick. Look, if you were
hung, there wouldn’t be any reason for you to be a sissy.

Real men have big dicks, that consistently get hard, so as to fuck women the way they need to be
fucked. That’s not you; women don’t fuck sissies! That’s exactly why a sissy’s dick is kept under lock and key because she doesn’t qualify as a man anymore.

The only way you should ever be fucking a girl again is with a strap on dildo.
That’s your role as a chastity sissy.… to serve…. preferably in the most humiliating,
and frustrating way possible.

If you don’t have a chastity device yet, it’s time to start thinking about
ordering one. Long term denial will keep you in a constant state of arousal that
will enhance your ability to perform your sissy duties in outstanding fashion.

What Does It Take To Be a True Sissy In Chastity

A true sissy wants to always look as sexy and desirable as possible. Skinny is sexy!
You will look better in feminine clothes with an in-shape body. You are no
longer a macho-man-pig that eats pizza and drinks beer. Sissies don’t do that;
beer bellies don’t appeal to them.

It’s time to ‘starve-down’. Your appetite and psyche
will adjust accordingly once you commit to eating less…. a LOT less. When you
acquire that thin body that looks fabulous in your sexy sissy outfits, you will
be super motivated to stay sleek and slim.

sissy makeup

Let’s talk make-up. A capable make-up job will add the finishing touches to
your sissy persona. If you don’t have anyone to help you out with this, it’s
really not a bad idea to learn how to apply make-up yourself. This will take some
time and practice to become good at, so start practicing now!

Besides the essential stuff to have in your make-up kit like foundation, powder, eye shadow,
eye liner and lipstick, you should also add a lip-liner pencil in order to draw
in fuller, sissy-like lips. And nothing will turn you into a desirable sissy
faster than a set of extra long false eyelashes.

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One last thing to talk about. Since you have given up your role as man, such
as it was, and now consider yourself a true sissy gurl, you will undoubtedly
find yourself in situations that any woman would, sexual relations with someone
of the opposite sex. The opposite sex of you is now of course a man.

You’re still heterosexual but as a sissy, the
naturally sex partner for you is now of the male gender. Although you’re no longer qualified
or permitted to fuck girls, you are more than capable of pleasing a man. But you
need to start practicing. You can develop and refine your oral sills sucking on
a dildo. Also, purchase a butt plug and keep it in your ass for extended periods of
time in order to stretch yourself out.

Men typically don’t like the gagging associated with an inexperienced sissy
attempting to swallow a dick that’s too big for her. That same big dick will
tear your ass apart if your aren’t adequately stretched out beforehand.

dildo training

If the thought of having a sex with a man thoroughly disgusted you when you
were a ‘man’, don’t worry. As a sissy gurl you will learn to crave a nice cock,
both in your mouth and up your ass. When you are able to swallow his load
without gagging, you have reached the position of a true sissy.

To recap, you’ve come to terms that your lot in life is as a sissy maid and
completely given up on the idea of being a real man.

You’re now smooth and sexy, as in hairless.

You wear bras, panties, high heels and lingerie every chance you get.

You’re dick is now locked up (as it should be) and you are beginning to feel
the benefits of long term orgasm denial.

You are losing weight as you want to be the best looking sissy you can be.

You’re taking every opportunity to improve on your make-up skills.

You are training your mouth and ass to properly service a dick.

Being a true sissy is all about letting go of the need and desire to be a man any longer.

It is so freeing; there is nothing to worry about any more.

You no longer need to be afraid to approach women. You will never again
be nervous about asking a girl out as you won’t be doing that any more. There will
be no anxiety associated with getting it up and keeping it up. There are no dates to pay
for or presents to buy. All your extra money will now be going towards make-up,
lingerie and high heels.

There is nothing more for you to concern yourself with other than looking as
pretty, sexy and feminine as possible.

Once you admit to yourself and the world who you truly are (a sissy),
everything naturally just falls into place.

You now think and act like a gurl. But remember, in order to completely
remove any last remnants of masculinity, your dick must be locked up and denied for
extended periods of time. The only way to effectively do this is with a chastity
device. You can find some nice ones by clicking here.


  • Molly t gurl

    Been in denial most of my life.even though I could deepthroat cock swallow cum and take it in the ass since I was 14. I like pussy but I love cock! Sorry girls .just how it is.

    • April Nicole Williams

      Hi I’m April a small penis sissy willing to wear a strap-on to fill you.

    • Dear Patty that is awesome I am a sissy small penis cross dresser that has been out dressed in the world a lot so much that I don’t think I could wear the maid outfit.I have not had my hole stitched far enough yet like I just read here I could use a sissy maid Do you also cook?n

  • patty

    i want so mush to be a sissy gurl i have know this all my life now i want it bad to dress an be a maid would give me so mush joy an to serve an manor women .

    • April Nicole Williams

      Dear Patty that is awesome I am a sissy small penis cross dresser that has been out dressed in the world a lot so much that I don’t think I could wear the maid outfit.I have not had my hole stitched far enough yet like I just read here I could use a sissy maid Do you also cook?

  • Leah

    I am going to get started in wearing a chastity soon when I am able to buy one, I would like to stay small as long as possible since I am usually hung in a way. Not to many blk gurls out there though I have seen so will probably be the first in my area.

    • April Nicole Williams

      I should have one also She was so right about craving a nice cock and one that fits the girly hole.

  • Steve Ettery

    All I’ve ever wanted in life is to be honest and good and to becbecome a sissy maid full time

  • Spunky Munkey

    I so wish I could take up the sissy lifestyle. I want to serve men with my ass forever

  • April Nicole Williams

    I have done this to myself.Have gone there.

  • April Nicole Williams

    This is an excellent article. Having experienced the sissy cross dresser expierrnce first hand..Although alone I can share an experience where I wore a pink locking leather penis restraint. Sat on a butt plug put a Dildoe in my mouth and looked at photos of girls other sissys and a G-string photo of me.I never got hard and got off and wet my panties and loved it!

  • MY goal is to have LOve h my profile pic is Lupe hi
    Scare p reply.your heart vontends

  • a all day and every n. I can sissy s are now in demand and popular iPod L one to have a sissy faggot maid also a really nice and Affeminate like in that story

  • Add ed some more to my sissy faggot life bought a 12 inch Jr double dong what does that tell you about my sissy faggot life
    However it is safer than going out and getting BBC.I POSTED PHOTO ON face book so I wont be there for a while.also got an interesting type of g string ball s and penis go through s hole then penis is held with 3 little straps s and held upright when I put it on I came I think I will be able to cum a lot with this info you know about this kind of sexual experience please answer here or elsewhere am going down s sissy faggot life style

  • sissy jane

    sissy jane like to play with the chastity, But it is so hard to stay locked when you got the keys.

  • I am a white male who is a chastity sissy maid for my Asian Mistress. We are married and I perform all domestic duties in our home. We both work outside our home but at home , She is my Superior. I try to obey everyway I can but come up short often. I am not perfect. the cane is the worst. If her parents knew about our relationship, they would be shocked as the asian culture I speak of is so male dominant. Honestly, I’m still trying to assume my role as sissy maid husband but it is a challenge letting go of my male ego and control and just expressing my opinion when she doesn’t want to hear it. We have been working on this for awhile and I want to let go but it is so hard. I want to totally submit to her. I think if I commit daily, it might work. Any thoughts?

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