First Steps For The Sissy CD

Starting out can be a daunting task for a new crossdresser.  Obviously, many CD's get their start raiding their mother or sister's panty drawer.  Maybe neither is an option for you.  Here are some things on the beginner's check list you can try as you begin to explore your femininity.  We will be going into more detail in the future

1-Panties and Nighties: This is a staple for any Sissy or CD Wardrobe.  You can consult male to female size charts online and order online from various sources.  Some will feel safer doing that.  Then, you can get comfy in the privacy of your own home in a nightie and panties and sleep in them.  If you like it, than more steps will come.

If you are willing to shop in store, here are things to consider:

1a-Be Respectful & Ready To Buy:  Don't mess around or make women uncomfortable in "their" territory.  If a lady asks you if you need help, accept it.  She's trying to make a sale, and you want the best of what you can get.

1b-Shop A Couple of Towns Over: If you worry about being seen, don't shop in your town.  Go a little further down the road.

1c-Avoid Crowds: Shop when the store is about to open or close to avoid heavy crowds, and there will be less chance of being seen.

1d-Don't Be Nervous: Relax, you can do this. You just want clothes, and they are there to sell.  Just be respectful.  You never know, you may make a friend you can deal with when you go shopping.

2-Bras: I say starting with nighties and panties is the best way, but usually the bra comes not long after.  Online size charts can help, but if you really want a good fit for sure, a bra fitting is the way to go.  If you do this, call ahead to the store and explain your situation.  DO NOT set up an appointment and chicken out.  Be ready to buy at least one bra.  Again, you may make a friend there you can go to when you shop.

3-Shaving: Smoothness can make that nightie and panties feel so much better, especially if it's satin or some similar fabric.  Shaving your body would help that feel a great deal.  These days, a smooth man is more common, so you being smooth is no big deal.  If you have the money, do a spa trip for a full body wax.  You can also try hair removal creams or a home body wax.

4-Light Makeup: For dress up at home, nice red or pink lipstick can go well with that nightie.  Don't be afraid to buy some.  You can even find it at places like Dollar Tree, along with more makeup and nail polish and remover.

5-Nail Polish & Remover: Another thing you can do is paint your toe nails. If your feet are covered most of the time, nobody but you will know, and you can enjoy them at home.  You'll know all day that you have pained toe nails.

5-Adventures In Panties:  Once you know that you like panties, you will want to go out wearing them, even under your male clothes.  So have plenty of panties and just start wearing them every day.  Who's gonna know?  A bra may be obvious, but a camisole won't be as much.  You can also wear panty hose if you want that little extra.

These are just a few steps you may want to put on your check list as you get started out.  You will learn very quickly if you like this.  If you do, more adventures await as you get prepared for eventually going out fully dressed.  It will be dreamy.

Telling Her You Are A Crossdresser And Getting Her Acceptance

I know there are some Sissy CD's who have very strong desires in the way they want the relationship to go, beyond just dressing.  Let's not go all the way there now, but let's look at some ways to get her open to the idea of you dressing.  You do have to remember that the idea of you dressing is about YOU, so you need to come up with ways to make it as much about HER and what she will like.

Communication is very important in any relationship, and in this exercise you are trying to find ways to get her more receptive.  If you are somebody already dressing and taking steps outside the house and she doesn't know about it, be very careful about hooking up with people.  I would advise against it at least until she knows and approves.  Otherwise, you're asking for trouble.

1-Attentive To Her Needs: This means what it means.  In bed, around the house, listening to her.  Don't zone out on her.  She will pick up on your attentiveness.

2-She's A Woman: Women like to feel pretty and appreciated. Treat her to new lingerie, clothes or beauty treatments, and actually go when you can.  Take an interest and occasionally make comments that border on sounding like you would want it too.  Whether complimenting a nail color or the color and fabric of the panties.

3-Do things She Wants To Do:  When something is happening that you want to do, but she has other things in mind, go with her idea.  Let her have the remote control even when there's a game you want to watch.

4-Moves With Crossdressing in them: This is a good way to spark conversation.  There's a scene with a CD in it or it's in there quite a bit, bonus if he actually looks pretty good dressed up.  It's a good place to start conversation and gauge her reaction.

5-Make Bets: You can make bets on things, the winner gets what they want.  You can even lose on purpose at first to see how much she is really into it.  Or, you can win and push her to dress sexy, going so far as to pick her outfit and commenting on the fabric.  Next bet, you lose.  With this element, you never know what will happen and an opening may come.

6-Trade Fantasies: We'll do one for you and one for me.  You can go after a weekend enfemme with her help.  The question really is, what is HER fantasy?  Be prepared for anything and be ready to do whatever it is.

7-Open Talk Slightly Buzzed: Have drinks, but not too much.  This needs to be remembered.  Just loose enough to talk openly about things.  You may be able to get to the subject of dress up that way.

8-A Drag Show: Take her to a drag show just for the heck of it.  You get to be designated driver, but the plus is she can get that buzz.  As the show goes, you can gauge her reaction and push the conversation to you dressing up.

9-Do The Laundry: Make t a point to do the laundry and fold the laundry in her presence if possible, especially when it comes to lingerie.  This could also open the door to more possibilities.

These are just some ideas of how to get her receptive to the idea of you dressing.  You know her better than we do, but if you can get her open to it, your relationship could get more interesting.  Maybe it's more fun in the bedroom, maybe there's role play with her in a more dominant role.  It could mean anything.  Communication and honesty are the key.  If you feel the conversation going badly or the time just isn't right, use discretion.  That doesn't mean give up, just regroup and try a  new strategy.

A Poem: A Lucky Sissy

A Lucky Sissy

You always were a quiet one.
You watch and you observe.
But deep down you would like to find,
A Mistress you can serve.

A Mistress you can willingly,
give your love and devotion.
You hold within your beating heart,
A big wave of emotion.

And then one day it happens that,
A Mistress passes by.
She gives you just a passing glance,
But you have caught her eye.

As you go walking to your car,
You hear a strong sweet voice.
You feel the need to run away,
too late you have no choice.

She says, "I've seen you here before,
you like to watch the crowd.
You have a hint of girlishness,
to which you should be proud.

Perhaps you'd like to meet with me,
somewhere where we could talk.
If I come on a little strong,
you make me want to stalk."

Just then your mind abandons you,
and now you cannot think.
You say what pops into you mind,
"Why don't we get a drink?"

While at the bar the questions fly.
You feel you're on the spot,
You want to keep it to yourself,
and yet she is so hot.

Your sissy dreams, the clothes you own,
It all comes pouring out.
She says, "you'll be my sissy sub,
of that I have no doubt."

You look at her and can not hide,
the things you must confess.
The only word that comes to mind,
you proudly tell her, "yes."

She tells you, "This is not a game.
I warn you do not play.
When I give you an order,
It is one you will obey."

At your new home you're stripped down nude.
Your smoothness she demands.
You want so bad to please her,
that you follow her commands.

She locks you into chastity,
beneath your lingerie.
You start to feel a little sad.
she tells you, "It's okay.

My sissy sub must be locked up.
Her pleasure's what I own.
I do not want you touching it.
When I leave you alone.

My sissy sub must function well,
when we are both apart.
You need not ever worry over,
what is in my heart.

The reason that I brought you here,
is you have what I crave.
My willing little sissy bitch,
who's much more than a slave."

Your girlie clothes, your made up face,
She got it all for you.
You never want to hear a day,
when she tells you "We're through."

No matter what she wants from you,
You're at her beck and call.
If she gives you instructions,
you won't let one detail fall.

But Mistress has a darker side,
where she will test your bounds.
She takes you to her dungeon room,
where no one can hear sounds.

Down there still plugged, in chastity,
you find yourself restrained.
A spanking and then isolation,
you never complained.

To please your Mistress orally,
is what you love to do.
To lick her pussy or her ass,
is like a dream come true.

To further make her point to you,
her mind has just been sparked.
She squats on top, a yellow stream,
and you have now been marked.

But one can't feel the least of shame,
from one whom she adores.
You say, "I'm such a lucky priss.
You've shown me I am yours."

Your job is to assist her,
and to help her make it fly.
and that means keep your focus straight,
and keep a watchful eye.

Help Mistress look the best she can,
and let her star shine bright.
It brings a smile to your face,
when you have done things right.

And as her empire grows and grows,
you'll be there by her side.
The victories that she will gain,
will be a source of pride.

But she will keep you on your toes,
so you should be prepared.
she'll test your limits all the time,
and you should not be sacred.

And not a doubt will hit your mind,
about what your both share.
No mater what will come along,
You know that you'll be there.

Mistress May Want To Lock You Up And Tie You Down

Some Mistresses might be into the whole feminization of the sissy.  She may want to dress you up real pretty, make you up and make you feel sexy.  She may even train you in your feminine posture and getting just the right girlie voice.  She wants you to be just as feminine as you want to be, and She can show you the way.

But Mistress has other needs from Her sissy.  She's already introduced chastity.  This was a must.  You were getting locked up whether you wanted it or not, so get used to it sissy.  But, Mistress wants to take it a step further.  She wants to tie you down, gag you, blindfold you, completely deprive you of your senses, and She loves doing this.  She may want to spank you at some point.

It's not that She wants to hurt you really.  She wants to make you squirm, sure.  She may want to hear you beg, at least until the gag goes into place.  Then, She might want to see you cry, until the blind fold goes on.  Why would She does this to you?  Does She hate you?  That's not really it at all.  Quite the contrary.  She's looking to put you in touch with feelings you never knew you had.  These are often feelings She's had during Her life.

There were times where She felt helpless.  She needed somebody for Her, and nobody was there.  She was alone.  Often times, it was an insensitive jerk who could care less about Her feelings as long as he got what he wanted.  It didn't happen just one time, but repeatedly at different times in Her life.  This becomes an outlet for Her, a sort of therapy.  She's in control, and you depend on Her now for mercy.  You have to trust that She won't hurt you.  Can you do it?   You will have doubts.

Now you have submitted to her, and She's wanting to do these things to you. You don't know if you can let your guard down that much to trust Her.  Chastity is one thing, but this is total helplessness.  Anything can happen to you, and Her mind will be thinking of ways to torment you, to push you a little further past your limits.  Can you trust Her?  Remember a D/s relationship is all about trust.

Your mind will be racing with so many thoughts as She ties you up.  You can't move now.  She's taunting you and even threatening you, and because you have submitted to this, you can't do anything about it.  What if she makes good on her threats?  Now you can't speak, and nobody can hear you scream.  Then comes the blindfold, and now you can't see.  Her taunts are the last thing you hear as she plugs your ears.

Now, you sit helpless to Her whims as She has you right where She wants you, all dressed nice and pretty, bound and gagged, chastised and plugged.  You aren't going anywhere, and you can't even tell Her how you feel. All you can do is think about your situation.  How does it make you feel?   You wonder if She cares about you?  If you are in a relationship, does She love you?  Your mind won't stop with all the thoughts and questions.

And She's not even there to worry about it.  She just left you there and went out for a bit.  You start to wonder where She went.  Is She there?  Where did She go?  If She went, where did She go to?  Who is She with?  When is She coming back?  Will somebody be coming back with Her?  What will She do with you when She returns?  So many questions, but no answers.  She loves your inner turmoil in these moments.  How does it feel, sissy?

Why would Mistress want to do this to you?  Lost of reasons.  The power and control.  The act of submission to this, which is your gift to Her.  You trust Her enough to do this to you and not to hurt you.  So, when Mistress asks you to submit to Her in this way, can you do it?  Think of all She does for you to bring out your feminine side.  If She can give you all of that, is this really so much to ask?