The Last White Slave: Part Two

By M Missy

THE LAST WHITE SLAVE!
PART TWO
Based in real history comes a story like none ever told!
A story of the old South; where bondage, domination, submission, and humiliation were real and not a game people played.
An entertaining thriller which will;
Educated you, Sadden you,
Excite you, Anger you,
Shock you, Make you cry,
Maybe all at the same time.
Hello; my name is Matthew Michael McCall III; this is my story.
The story of my life as the last white slave.
The story of the worst President in the history of the United States;
A story about the Civil War; Abraham Lincoln’s war;
KING ABRAHAM LINCOLN!!!!!!!!!
KING Abraham Lincoln caused the needless murder and or maiming of over 700,000 Americans.
My story; a love story of the unbelievable kind.
A story with an explosive ending; you should be surprised.
A story that suggests slavery was never outlawed in the United States; that’s right the 13th amendment to the constitution Abraham Lincoln says was passed may not have been passed; Slavery may still be legal.
KING Lincoln knew that; but what does a self-appointed KING care about the law? Not much as it turned out.

• Language: English
• Publisher: AuthorHouse
• Release date: Jan 7, 2015
• ISBN: 9781496940704

Book preview

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© 2015 m missy. All rights reserved.

No part of this book may be reproduced, stored in a retrieval system, or transmitted by any means without the written permission of the author.

Published by AuthorHouse  01/06/2015

ISBN: 978-1-4969-4072-8 (sc)

ISBN: 978-1-4969-4070-4 (e)

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Contents

INTRODUCTION:

WEAR WHAT?

LONG MONTH;

BULL RUN AGAIN:

STAND IN THE CORNER?

I SAW PANTIES:

ANTIETAM:

EMANCIPATION PROCLAMATION:

DICK:

HEART TO HEART:

PLEASE, NOT THAT:

WAR STRATEGY:

WARM AIR:

1863:

BIGGER, BETTER?

BABY IN THE RIVER:

CHANCEORSVILLE:

BELLA’S BIRTHDAY:

I JUST KNEW!

VICKSBURG:

GETTYSBURG:

YET ANOTHER:

CAYLEE WAS RIGHT!

BATTLE OF CHICKAMAUGA:

BAD NEWS CHARLES:

CHATTANOOGA:

SHOCKER!

BIRTHDAY PRESENT:

ME TOO!

THEY TOOK HER:

VIRGINIA AND SCARLETT:

WILDERNESS:

YOURS OR MINE?

JUST SOME FUN:

SPOTSYLVANIA COURT HOUSE:

COLD HARBOR:

BATTLE OF LYNCHBURG:

WHAT A DAY!

MY BIRTHDAY:

BANDITS:

ATLANTA:

ANDERSONVILLE;

GIRL’S CARD PARTY:

NO! NOT SCARLETT!

ELECTION OF 1864:

WELTS AND THOUGHTS:

MAKE GEORIGA HOWL!

JANUARY 1865:

ONE SURVIVOR:

HORSES BE GONE:

ME: PONY?

MORE PONY FUN:

THE NEXT DAY:

OUR WORLD CHANGED FOREVER:

SMELL THE END!

SLAVE NO MORE!

APRIL 9TH; 1865:

END OR BEGINNING?

THE KING IS DEAD:

BOOTH:

WEDDING:

NEXT MORNING:

BEGINNING PLAN:

THE SAME; THEN CHANGES!

LIAR; NOT!

PAUSE:

LOOKING FORWARD:

REFERENCES;

M MISSY’S SERIES OF BOOKS

INTRODUCTION:

Hello, my name is Matthew Michael McCall III and this is my story.

I was born in 1841 and grew up on a tobacco plantation in the great State of Virginia.

To be more exact, we lived just outside Lynchburg, Virginia.

My Father owned a huge plantation house on 4000 acres of rich farm land and woods. We had about 200 slaves at any given time working for us.

My story to you began in part one; when I turned 18 in on August 18th, 1859.

I have two sisters; Virginia and Scarlett. My older sister, Virginia was named after the state of Virginia and is a year older than me as we continue the story at 22 years old.

Virginia is about 4 inches shorter than me; she has a real nice figure; as did my Mother. Virginia had the curves to fill out any kind of dress or blouse and skirt that was worn at that time.

Virginia is very pretty; with a great smile; she is very nice and polite to everyone. She has long brown hair that hung almost to her bottom as it also hung over her shoulders to give her a real soft and sexy look.

Scarlett is 2 years younger than me at 19 years old. Scarlett too is a real looker. Scarlett has a fine figure, is shorter at about 5’ 4" tall and a great smile as well.

According to my Mom, my sister’s, and many others; I was a very good looking 18; now 20 year old young man with long blond hair parted in the middle and a great smile as well.

I was just under 6 feet tall which was tall for those days. I had developed a nice male body with a slim tight tummy, a muscular chest, with long strong legs, and a nice firm, plump, and muscular ass.

My mom would tell me I could attract the prettiest and richest girls as I was so good looking. I believed her too, due to all the attention I would receive when we went to town or to a dance, or a party, etc. It did seemed to me any girl I wanted to talk to was more than willing to talk with me, or spend time with me.

It seemed to me any girl I wanted to take behind the barn and hug and kiss and spend time with was more than willing to do so with me.

My Father is now a Colonel in the Confederate army as my story continues. My Mother had passed away two years prior from sickness.

In general, my job as a child was to learn from my father, mother, experience, and from books; so I could run the plantation when I was older. I learned to read at an early age and loved to read books and tried learn everything that there was to learn. Without a doubt I was the most well educated young man in those parts. Along with my body and good looks; that added to my sense of superiority over others.

I spend much of my growing years learning how to shoot, hunt, throw knives, use a bow and arrow, use a sword, and track. I learned about everything there was to learn so I would be in a position to defend myself and defend my family when needed. Again, that feeling of confident power exacerbated my feelings I was better than everyone else my age, even those older than me. The fact was; I was!

In addition to my knowledge and skill level in many things; I had the best of everything that was possible to have at that time in history; I had a fairy tale life. I was truly the envy of most other young men in Virginia in 1859, as well as, the desire of most of the pretty girls; even most ugly ones.

That is my picture, on the front cover, when I turned 18.

Before I continue; let me tell you I have no personal knowledge as to all the historical facts in this book. I got all the historical information from others. Therefore, although I believe the information is accurate; some of it may not be exact. For example; I report election results, I do not know if the numbers were totally accurate; but I believe all the information is close enough not to adversely affect my story.

The rest of the story is totally my story; believe it or not.

To summarize where we left off; once again I apologize for the need to buy a second book; but my story was too long for one book according to the publisher.

My co-main character, my cousin, Caylee Anne McCall who at one time was a fat pig who I picked on and embarrassed and humiliated in front of all friends and family alike for being fat; dropped out of public site shortly after her 17th birthday and was not seen again until her 18th birthday party. However, Caylee lost all her fat, grew her hair, cared for herself, and became one of the most beautiful 18 years old young ladies in Virginia in 1861.

For revenge of me ruining Caylee’s childhood by making her the laughing FAT stock of the Lynchburg area of Virginia; Caylee set me up for the raping her; which was not true; she just lied about it; but everyone believed Caylee of course; why would someone lie about such a thing; RIGHT?

Well! The answer was; Caylee lied to make a deal; instead of me hanging for such a crime; I would be sentenced to be her slave for twenty years; so she could punish me herself.

The first book detailed my life leading up to becoming Caylee’s slave and the first 20 months or so of me being Caylee’s slave.

Part One not only includes all the duties a white slave was expected to perform; that no nigger slave would be expected to perform; it also includes many stories about my unusual talents; which Caylee once noted when saying I was skilled at many things.

Overall, as my first 20 months of being Caylee’s slave has developed into a slavery which there were some parts I found to be exciting and even enjoyable; being a slave to two beautiful ladies had some benefits.

While Caylee and I actually got along very well; Bella and I got along rather well. The fact was; I had fallen in love with Caylee Anne McCall; make no mistake; I was still Caylee’s legal slave. I still had no rights and could not make any decisions of my own. I still needed to be her submissive and obedient slave; or Caylee would put me in bondage and punish me severely.

The first part included chapters;

INTRODUCTION

BELLA

A SLAVES LIFE

DEAD

ORAL CONGRESS

OUR PLANTATION

SO SAD!

BELLA’S HUMILIATION

SOUTHERNERS

WAR TALK

4 YEARS

BELLA’S SPANKING

THE WHIP

CAYLEE!

BASEBALL AND SUCKINGS

THE SISSY BOY

TRIAL

CARD PARTY

HORSE THEIVES

MORE WAR TALK

SON OF A BITCH!

SOUTH CAROLINA

HANG ME?

NEXT DAY

DAY TWO

DAY THREE

SISSY BOY GOES TO LYNCHBURG

THE WOOD HORSE

LICK WHAT?

WAR COMING?

YES, AUNT C

LICK WHAT? AGAIN

APRIL 13 BEGINNING OF THE END!

OH! NO!

SO SAD!

NOT AGAIN?

SICKNESS/DEATH

RUNAWAYS

AFTER

LITTLE BUDDY

BULL RUN

WHIP!

BLUE BALLS

BASEBALL BEAN BAGS BLUE BALLS

SLAVE UPDATE

OUCH! HA! HA! OUCH!

FOUR MONTHS

BATTLE OF DONELSON

BAD MOOD THERAPY

SHILOH

BIG ARGUMENT

MY WORST DAY, MAYBE

HEARD A GUNSHOT

DOUBLE TROUBLE

CHATTANOOGA

Mr. McCall

THE SEVEN DAYS BATTLE

WEAR WHAT?

BELIEVE IT OR NOT

M MISSY’s SERIES OF BOOKS

References

I will begin this second book with the last chapter of the first book. If you just read it recently; feel free to skip over it; otherwise it was meant to refresh memories before moving on.

WEAR WHAT?

As we moved into August of 1862; the three of us had been getting along very well; each with our own position in the relationship. Any day I was expecting the Army to come by and take me. Caylee said she had a plan to stop it; but so far I had not seen any plan.

August 7th; the first day of my bad mood days that month; as Caylee did in July, she asked me how I was feeling. In July I assumed Caylee would play with me in some manner, however, we ended up dealing with the death of Cody instead; my bad mood turned to sadness, concern, and caring for Caylee; my mood was not a problem.

I told Caylee; as I usually did on the first morning, I just felt a little tense.

Caylee smiled and said; don’t worry sissy, your mood will not be a problem for you this month.

I just looked at Caylee; as she kept looking and smiling at me. I thought she meant she had a special plan to play with me that month. Whatever it was; I was looking forward to it as most times were entertaining for the three of us. A whole lot entertainment for them; a lesser degree for me; but still exciting in some way; my little trader loved both Caylee and Bella and would get excited just thinking about what might happen.

When I was finished helping Caylee get dressed; she turned around and played with my cock thru my sissy boy pants until she had a rock hard in her hand. That may have taken a whole 15 seconds or so.

Whose cock is this, sissy?

Your cock, Miss Caylee.

Whose balls are these, sissy?

Your balls, Miss Caylee.

Caylee smiled and said; just making sure you remembered.

Caylee went to the dining room with Bella for breakfast; I cleaned Caylee’s room and made her bed like I always did first thing in the morning.

Just after I had some breakfast myself, Bella; with a big smile on her face came to get me; told me to come with her. I assumed it was play time and Caylee’s little buddy got all happy.

Bella took me back to Caylee’s bedroom when Caylee was standing with a huge smile on her face, as well. I started to get a bad feeling.

Neither Caylee nor Bella had anything in their hands; I did not see any bondage equipment; I did not know what they were up to. The only thing that was out of place was a dress that was on the bed.

A dress of a color I had not seen before as it was black and white. Yes, I know black and white are not really colors as black is actually the absorption of all colors while white is the refection of all colors; but people refer to them as colors.

Anyway; since Caylee had that big argument with her father about me being drafted or not; I thought she would try and dress me up like a girl so we could fool the soldiers when they came looking for all those who did not voluntarily sign up.

However, from what I read in the newspapers; the soldiers were wise to that idea as they were finding many young men dressed like girls. They even took them in the army still dressed as girls to teach them a lesson.

So, I thought I would just be one of those young men and Caylee would be just kidding herself or just hoping to get lucky. After all; a dress; some earrings; and some makeup was not going to make any man think I was really a girl; was it?

Caylee told me to take off my clothes. I did so, which did not take long as all I wore were those too tight little boy shorts and that too small midriff top, and the cock sock.

Bella handed me a small piece of soft silk material and told me to put them on. I was not sure what they were as I looked puzzled at Bella and Caylee. Both girls giggled and Bella said; they are your panties, your new underwear.

Bella called them panties, a term for which I was not familiar. I looked them over and then put them on; I thought I looked ridicules; I guessed that was the point; although they did feel nice and soft; actually felt good against my skin. My little trader liked the feeling of the silk and was starting to grow again.

Both girls just stood there like they normally did and watched as Caylee’s little buddy became rock hard. They never seemed to lose interest in watching it grow; they always seemed thrilled they were able to make it grow. I just wished they would let me use it sometimes; but I knew that was not about to happen.

Meanwhile all I could think; what the hell did that mean; did it mean my little trader liked the idea of me wearing a dress or was it just confirming to me I did liked to be dominated by Caylee and Bella.

Regardless of the reason; I was once again standing almost naked before the two girls while they could not take their eyes off my growing and then rock hard little trader.

Caylee even moved over next to me and felt her balls thru the panties; moved her hand up and down her little buddy’s shaft as she seemed to like to do. It really felt good; I wanted her to finish the job and let me cum so badly; but I knew she would not allow me that pleasure. After all; it was her cock and her balls; why should I enjoy them; RIGHT?

When Caylee finished playing with and or teasing her rock hard little buddy; she moved her hand away and told Bella to continue. Bella handed me a corset and told me to put it on, which I did. While I knew all the girls wore corsets; if I was going to look like a girl; I had no objection to the corset; not what I thought mattered anyway.

I put the corset on; Bella tightened in the back. It felt snug but not too tight. It actually felt rather supportive to my back.

Bella then stepped forward and put two plump round bean bags in the corset to make my look like I had breasts. The bean bags were about the size of Caylee’s breasts so they were not too big or too small for my body size.

Bella gave me a white shirt to put on; it was all white with long sleeves; with ruffles on the sleeve cuffs and around the neck. It did look like a girl’s shirt; not a boy’s shirt with ruffles that some guys wore.

Bella gave me a pair of white stockings to wear which were to be held up by little suspender clips that were hanging down from the bottom of the corset. The stockings actually felt good against my hairless skin; I thought they would help keep my legs stay warm in the colder weather.

Then Bella held out the dress and told me to put it on. I looked at the dress; I looked at Bella; I guess she could tell by my face I thought they must have been kidding.

However; in a very stern tone; Caylee said; sissy, Bella told you to put the dress on, does she need to tell you again? After all, we could always punish you first. Caylee seemed to love to threaten me; for some reason her little buddy seemed to like it too; however, at that time it was already hard; in my new panties.

Yes, Miss Bella; I took the dress from her and put it on. As I looked in the mirror I had great objection to that dress! The dress was mostly black except for some white ruffles around the collar and white ruffles around the sleeves. The top part of the dress had short sleeves so the white sleeves of the shirt showed on my arms which gave contrast to the black. The dress was cut low in the front which also gave contrast to the white shirt as well. It gave me the look of having cleavage.

However, the bottom part or the hem part of the dress; that was a problem for me. The dress was so short it barely covered my panties. WELL! Short was not really the word. Almost not there was really the word. The dress was not any longer than the sissy boy shorts I had become accustomed to wearing.

The more I seemed uncomfortable; the more the girls smiled with delight. Then to make it worse; Bella also gave me a petticoat to wear under the dress. The petticoat held the hem part of the dress out to the sides and gave me curvy looking hips, that part I understood; but it made the dress even shorter as it spread the hem material to the sides.

The stockings together with the petticoat and the dress gave me a look of. WELL! I had no idea, I never saw anyone wear anything like it before in my life. I guess I looked like a French whore; a prostitute; a lady of the evening.

However, they were not finished with me yet as Bella handed me a pair of shoes; shoes like I had never seen before. They were sandal type shoes so my tinted toe nails would show thru in the front which was alright. I was used to showing off my tinted toe nails. However, the shoes had heels too; high heels; maybe five inches high; not the two inch heels the girls usually wore.

I looked at Bella and Caylee like they were nuts; Caylee responded to my look with a: sissy, did I hear you say you needed a licking?

I had not be punished by Caylee for over a year; the last time she whipped me; last July; I was not about to get punished that day.

No, Miss Caylee.

I put the shoes or high heels on. I was a bit unsteady at first but I quickly balanced myself and stood still for Caylee and Bella to gawk at.

Caylee told me the higher heels would force me to take smaller steps, make my legs look sexier, make my bottom stick out in the back a little more, and require I take dainty steps instead of the longer masculine steps which I was accustomed to taking.

Overall; I was not sure I described the dress and the look to you very well. However, if you just look at the maid on the front cover of this book, you will see me wearing a maid dress, just in a different color. Better than a description, No? Also, that was a formal dress and was longer than my day time dresses. I put it on the cover as I thought it was a very pretty dress. I thought I looked real good in it.

Anyway; I really felt embarrassed and humiliated to be standing there in front of Caylee and Bella; while knowing I would feel even more embarrassed and humiliated when I was seen by Charles and Jane and many of the other slaves.

THE DRESS WAS SO SHORT!!!!!!!!!!!!!!!!!!

Caylee looked me over and told me to turn around. As I did I stumbled a little on those heels; Caylee giggled and said; don’t worry sissy, you’ll get used to them.

Last; Bella tied a white apron with a long and wide two inch tie around my waist and tied it with a big bow in the back.

Caylee called me; as I turned back to face Caylee and Bella; Caylee said, sissy; you were my special sissy boy; now you will be my special sissy maid.

But, first sissy; you will need to practice and practice and practice some more until you can convince any man you are actually a female. Then; I will have one more very important thing for you to learn. But that is for another day.

At that; Caylee had me walk up and down the hallway for them for about 15 minutes; so I could get the idea of walking in those high heels.

Caylee told me it was a good start but added it would take me a few weeks of constant practice to learn all the feminine movements, along with other things I needed to learn; in my new heels and dress.

Caylee then warned me, as we never knew when the Army would should show up, I needed to learn all my lessons very quickly and perfectly. Therefore; she would not hesitate to punish me severely for any lack of effort or lack of learning on my part.

Caylee explained I needed to learn about proper posture while walking, sitting, standing, and even serving. Caylee said I would need to learn how to stoop instead of bending over at the waist as bending over would show off my panties; which was totally unacceptable.

No kidding I thought; that dress was so short; any forward bending motion would show off my panties.

Caylee added there are plenty of women who do bend at the waist, but as they wear long dresses, no one can see their undies. However; even when wearing a long skirt, it is much more ladylike to only bend ones knees, with your legs together, to stoop down than to bend over and put their bottom in the air.

Bella showed me how most women bend over which caused her ass to stick way up and out in the back. Then Bella showed me how to stoop while bending her knees.

Caylee asked me which one movement looked better. I had to admit the stooping method looked a lot sexier to me; much more ladylike.

I had never noticed it before; but both Caylee and Bella stooped as I never saw them bend over and put their asses in the air. So, I could understand her point on the stooping.

Caylee had me practice stooping for her as if I was picking up something off the floor. It was not hard to stoop like Caylee wanted me too; it was just different as I had never done it before.

After I stooped for Caylee about 10 times or so and she was happy I got the idea, she moved on to some other posture learning for me.

Bella sat down on a straight backed chair and showed me how they expected me to sit, with my back straight, legs crossed, and hands folded on my lap in a manner that showed off their nicely tinted finger nails.

Bella then showed me another sitting alternative where I could cross my feet and bend my legs to one side slightly behind me. However, just like with the first position I still needed to show off my tinted finger nails by placing my hands clasped on my lap.

Caylee said on the few occasions I would actually be sitting when others were around she expected to see perfect sitting posture every single time; no exceptions.

Caylee had me sit down; then get up; sit down; over and over and over again until I showed her I had the idea; then she moved on to how I should walk like a lady.

Caylee told me walking requires a ladylike look which is not natural to males. Walking like a lady would require me to keep my shoulders back, head up, tummy in, and put one foot in front of the other while taking very small steps which was supposed to help create a hip sway that a male would not have naturally.

I tried walking like Caylee showed me but found myself feeling clumsy. Caylee told me men usually walk with their hips and shoulders somewhat stiff compared to women. So, I needed to relax my hips and swing my arms a little and I should feel my hips sway somewhat.

I walked up and down the hallway for Caylee as few more times and seemed to get better at walking the way she wanted me too. I also found that if I pointed my toes inward a little my bottom naturally stuck out in the back and created a sway by itself.

Nevertheless, Caylee was not all that happy about my walking. I seemed to get the idea about stooping with my knees together and seemed to get the idea about sitting, but walking seemed like a problem for me and I was not making Caylee happy.

Caylee was correct about the shoes; I did need to take small dainty steps to maintain my balance and to make it look like I knew how to walk. I did feel my hips sway a little like Caylee wanted and believe it or not, I actually felt sexy wearing those five inch high heels. I did not understand that part at all.

Caylee stopped my practice; just stood there looking at me; then told Bella to go and get the hairbrush. I was concerned; I had never been spanked before and Caylee did not seem upset with me at all.

When Bella returned; Caylee had her take out my pig tails and brushed out my hair. My hair was about 10 inches longer than it was when I first became Caylee’s slave about 18 months before. My hair was shoulder length at that time; by then it was over my shoulders and down my back about 6 inches.

When Bella was finished; Caylee moved some of my hair to the front of my shoulders so it covered my shoulders and hung down in the front as well.

Caylee stepped back and said; NOW! That’s better; you will wear your hair like that from now on.

Caylee had me get back to practicing; after some additional practice I felt the five inch heels made me stand up straighter; made my bottom stick out in the back which made me feel sexier. As well; Caylee seemed to be happier with me; that was most important to me.

Caylee said; again, sissy.

As Caylee and Bella watched; I walked up and down the hallway for them for a few more minutes. I could hear them talking to each other and noting I really did walk like a lady; they were both impressed. So, why did that make me feel good I wondered? Was I actually feeling happy I could walk more like a lady?

That night while I was going to sleep I was thinking about what Caylee was turning me into; her sissy maid. I remembered I had read stories about Victorian England where they used what they called petticoat discipline or petticoat punishment on boys who did not behave properly.

The basic theory came from England where stern mothers and Governesses thought dressing boys as girls was a good method of raising disobedient and ill-behaved boys. Apparently boys became less aggressive when dressed in girl’s clothes. The boys became quieter and much more submissive, cooperative, polite, and obedient when wearing girl’s clothes. It was assumed as their male identity was stripped away, so was their male aggressiveness.

I was also aware it was a form of deterrent used by mothers in the Southern States as well; as many Southern mothers came from Europe or learned about it from their mothers who came from Europe.

However, I was not aware of anyone turning male slaves or older boys, like myself, into sissy maids. Nevertheless; there could be plenty of them around and I was just not aware. I guess in my mind I was shopping for company so I did not feel so out of place; I did not want to be the only sissy maid; not that anything I wanted matter at all to Caylee, anyway.

The theory also included ample use of corporal punishment, public humiliation, and erotic humiliation. Caylee seemed to be an expert in all three of those areas already; she was just making the humiliation part even worse for me. Or, would it be worse? Is being a sissy maid worse than being a sissy boy? I was not sure.

After giving it some additional thought; I sure thought it would be worse than being dressed as a sissy boy; if people could tell I was a male dressed as a girl. But, with what I was wearing; with the goal of actually looking like a women. In that case; being a sissy boy was worse; Caylee, perhaps, was actually doing me a favor; a double favor if it kept me from the army.

Yes, if people thought I was actually a girl; that would be better for me than being a sissy boy. No one would be able to see the outline of my little trader and my face would no longer look silly.

So, I guess the real question was; would Caylee’s new sissy maid look enough like a real female to fool the soldiers? I was not sure why making me look so OBVIOUS was going to fool them; but just dressing me like a normal female was not working in other households, so maybe Caylee was smarter than I thought.

The fact was for me; I wanted it to work; not because I wanted to be a sissy maid; but I did not want to go in the army and go to war even more. So; I could see how Caylee’s idea could benefit me, as well as, be fun for Caylee and Bella. Those thoughts did not take away the humiliation I felt about dressing that way; but it did make me accept it better.

As you remember in the past; Caylee and Bella made me accept my humiliations with the strap, the cane, the paddle, bondage time, and with the whip. Perhaps now I have a good reason of my own to become a sexy sissy maid; perhaps I can do so without any of that type of attention. I have done pretty well over the last year anyway; but I thought it may be harder being a sissy maid as I had so many female movements I could mess up.

The next morning; after I helped Caylee get dressed; she had me kneel in front of her; she took my hands in hers and said; sissy, it is most important to me for you to become the prettiest and sexiest sissy maid ever. As well; if you really want to avoid the Army; you do too. This may be the first time our interests are actually fully aligned.

Nevertheless, regardless of your thoughts in this matter; I do not expect you to fail me. Accordingly; I have given Bella to full authority to punish you as she fees fit; within the guidelines I set out for her; to make sure you learn each and every lesson perfectly. Perfectly; every hour of every day.

However, sissy; I will allow you one week to practice everything Bella and I teach you. After the week is over; you will be punished for every mistake and I mean every mistake.

Do we understand one another, sissy?

Yes, Miss Caylee.

Good, sissy; now get up, you have work to do and things to practice.

Yes, Miss Caylee.

That first morning when Charles saw me he did not say anything; he just smiled and giggled to himself. The fat slave in the kitchen gave me the same reaction. When I washed the clothes each day outside some of the other slaves also saw me; they knew better than to come near me or say anything. But, I knew by the end of the week every slave on the plantation would know all about me and what Caylee had turned me into.

When my practice week was over; Caylee and Bella came to me and told me they wanted to review all of my lady like movements. Caylee told me to follow her upstairs.

The first thing Caylee said when we got upstairs was; sissy; now that you are my female maid we need to change your name from sissy to missy. So from now on your name will be missy. Understood?

Yes, Miss Caylee.

Alright missy; after watching you walk for a week we could see you were getting use to moving around in those high heels but we wanted to show you again how we expect you to look when walking; and remember missy; after today you will be punished for any mistakes.

Now missy; I want you to stand next to me at the end of the hallway. Missy; I want to think about doing a few things differently.

First missy; I noticed sometimes you do point your toes inward and sometimes you do not. I want you to point your toes inward just slightly all the time as it does give you a better hip wiggle when you walk.

Second missy; I want you to take much smaller steps, no longer of a stride then this, as Caylee showed me, almost one and half foot lengths of my foot; no more.

Third missy; I want you to bend your elbows so your forearms are pointing in front of you and then let your wrists drop like this; as she showed me. You will find your shoulders will sway somewhat naturally with your arms out like that; that in turn will cause your hips to sway a little more naturally.

Fourth missy; I want you to loosen your hips and to allow them to swing from side to side a little like this.

Caylee then showed me all four things together as she walked down the hallway and back again to me.

I did not seem to have a real problem following her instructions and after 5 or 6 times up and down the hall way I thought I was doing very well. It was just very embarrassing as both Caylee and Bella were having too much of a good time giggling at me.

However, Caylee did tell me I was doing rather well, but I needed to allow my ass to wiggle more as I walked as I still seemed a little too stiff. She also told me I needed to walk more with one foot closer to in front of the other just a bit more as well; not spread apart like I walked as her sissy boy.

As I tried again and again and again, I was doing pretty well. However, I was thinking it was taking me so many more steps that way to get around. I did seem to get the look Caylee was looking for; little short steps which helped me move more feminine.

Caylee did not need to remind me the goal was for me to move properly and not to get myself punished. However, I knew after that lesson she would not hesitate to punish me. That was not good news for me, but on the other hand, I did understand how she wanted me to walk. I just needed to remember all the time. I also reminded myself as to why I was dressed like; how important it was to me also; to look feminine.

I thought one of my problems was when the ladies were not around. I would cheat on the way Caylee wanted me to move as her way took so much longer for me to get things done.

For example; bending over was much quicker and more natural for me than stooping. So, when I was alone, I cheated and bent over. But, then I needed to remember to stoop when the girls were at around and I did not remember all the time.

The same thing was true about walking; it took so many more steps to get somewhere Caylee’s way so I had been cheating when the ladies were not around. But, I could tell I was having a problem learning to walk Caylee’s way sometimes and my way at other times. So I guessed I had better do everything Caylee’s way all the time; I sure did not need to get myself a beating and or bondage time.

When Caylee was happy with my walking she moved on to stooping.

Missy; I understand stooping is one of the harder lessons for you to learn as you have been bending over all your life. However, it is a very important lesson and you will be punished again and again and again if need be if you do not perform it perfectly after today as this is the third time I am covering stooping with you.

Let’s start from the beginning, missy; Caylee once again showed me how to bend with my knees to lower myself so I was not showing off my panties. Caylee showed me to turn sideways from what I wanted to pick up as I could not stoop and pick anything up very gracefully if I was facing it as I still needed to lean forward.

Caylee kept her knees together; turned to the side of what she wanted to pick up off the floor; then stooped down until she could reach it from the side and picked up that item.

Then Caylee told me to try it; I really had no problem doing it. As I said; over a long day I would try and cheat as stooping took much longer than bending over. However, I realized if I started with my thighs together; my knees and the rest of me seemed to stoop just fine.

When Caylee was happy with all of my movements she said; very good missy; now there is one more thing you need to learn. Missy; as you know; females curtsey as a sign of respect and now that you are going to be a lady you need to learn how to curtsey so you can show your respect.

Just when I thought that sissy maid thing could not get more embarrassing Caylee was there to prove to me wrong. I always seemed to be wrong when I thought things could not get worse.

Caylee had me stand next to her while she showed me how a lady curtsies. That was nothing new to me as I had seen ladies curtsey plenty of times. My sisters were taught to curtsey and did so many times when we had company and or visitors. Female house slaves curtseyed all the time; only in long dresses.

Caylee told me to try it; but told me since I had such a short dress I just needed to use the tips of my fingers to pull the hem of the dress out to the side while I stepped backwards, not forwards, and placed my right foot behind my left leg and bend my knees.

I did as Caylee showed me and had no real problem doing it. I just felt so silly. Caylee told me my first curtsey was not bad but I needed to keep my upper body straight; not bend forward at all; rather the curtsey was an up and down motion; not a forward motion.

I practiced it a few times for Caylee and Bella; Bella looked like she wanted to scream with delight as she was enjoying me making a fool of myself so much.

Alright missy; You will curtsey to me or Bella or anyone else who enters or leaves a room which you are in as you say good morning or good evening, etc.

You are to curtsey when you acknowledge any instruction from anyone; as in; yes, Miss Caylee, curtsey.

Do you understand me missy?

Yes, Miss Caylee, Curtsey.

As I was going to sleep that night I did realize with all the attention I received over my bad mood days learning to be Caylee’s sissy maid; I did not have time to concern myself with any mood problems.

Before I got undressed for the night; I looked in the mirror; I saw a sexy lady with long sexy legs; in a very sexy dress. I thought; that was much better than my sissy boy look; I could come to like this sissy maid idea better.

LONG MONTH;

The next morning, as I helped Caylee get dressed, she told me she and Bella had made me seven dresses in all; somewhat the same; short and sexy; but different enough so people could tell I was not wearing the same dress every day.

Caylee told me she thought I was doing well with my training; I just needed a lot more practice until everything seems natural to me. Therefore; Bella was going to work with me each day until I am the perfect lady, both in look and in movement.

Last; Caylee told me she gave Bella permission to punish me, within certain guidelines, to make sure I learn every lesson very well. I took Caylee’s warning seriously as I feared Bella would take each and every opportunity to punish me as harshly as she could. I did fear Bella would be very hard on me. That was a great opportunity for Bella.

After Caylee and Bella had their breakfast; Bella came and got me. She had a big ass smile on her face which was telling me my additional training into the world of feminine movements was going to be unpleasant for me; maybe very unpleasant; that was no surprise.

I did not really want to learn female movements; at least I did not think I did at the time. However, what I did know for sure was what I wanted or did not want did not matter; it was all fun all the time for the two girls; not so much for me.

Bella went and picked up a short thin cane and told me to come with her. Bella took me out to the hallway and had me start off walking up and down the hallway for her; up and down and up and up and down; each time when I got to the end where Bella was standing I had to curtsey to her and say good morning, Miss Bella.

After about 10 trips down the hallway and back up to where Bella was standing and 10 curtsies, Bella said; missy; I want you to lower your panties to mid-thigh and bend over that chair and lift the back of your dress up over your hips and hold on to the chair.

I really wanted to object as I did not do anything wrong; I felt Bella was just being mean; but my days of objecting were over as I had surly learned objecting to anything just brought me a harsher punishment.

So; Yes, Miss Bella, curtsey.

Once I was in position; Bella let me have 10 hard stinging strokes across my ass cheeks from the right side and 10 hard stinging strokes from the left side. I thought Bella actually caned me harder on her backhand side as she seemed to be able to snap her wrist and the cane better.

Get up missy; pull your panties up and let me see your walk down that hallway and back with small dainty steps like Caylee taught you; not those longer strides where your heels hit the ground first and then you roll over to the balls of your feet. I should not hear a click clack; click clack. I should only hear a clack as your entire foot lands at the same time; both heal and ball of foot. Keep your thighs together, that will help.

Yes, Miss Bella, curtsey.

As I was turning to walk down the hallway I heard; MISSY, get back here.

Yes, Miss Bella; curtsey.

Missy, you did not smile when you curtseyed to me that time; assume the position again!

Yes, Miss Bella, curtsey; I smiled that time.

I was back over that chair with my panties down to mid-thigh and my dress flipped up over my hips, Bella gave me another 20 welts with the training cane. It hurt like hell, but the duration was not long enough to make me cry.

20! Get up missy, fix you panties and get walking!

Yes, Miss Bella, curtsey; with a smile.

I again walked up and down the hallway for Bella, about 12 more times. I discovered by pointing my toes forward I would land on the ball of my feet and not land on my heel. That automatically made my foot land flat on the floor and stopped me from taking too long of a stride. That made Bella happy and she told me I could stop.

Bella told me to continue my normal duties and she would check on me from time to time.

Yes, Miss Bella, curtsey; with a smile.

If I did not already know; I knew then how the nigger slaves must have felt when they needed to pretend they were happy being submissive to their white masters and mistresses. I guessed Bella wanted me to feel the way she used to feel when she was my slave.

However, I did not get that same feeling with Caylee; even though Caylee embarrassed me and humiliated me and punished me just the same as Bella; I felt like I wanted to please Caylee and not just to avoid the next beating. NO! I wanted to please Caylee; I enjoyed making her happy and I could tell how happy my submission to her made her on a daily bases.

Bella; I also found Bella to be very sexy and very pretty; so was it the white vs black dynamic; or perhaps it was because I was once Bella’s master and now I am her slave? I was not sure; I never seemed sure about anything. Although; I tended to think it was because I had fallen in love with Caylee; not Bella.

With Caylee; I may have felt embarrassed and humiliated with how she dressed me a sissy boy; I hated that every day. However, after the first six months or so; it never really bothered me I had to obey her; I needed to submit to her will. NO! I actually felt I enjoyed that part more and more as time moved along.

With Bella; her actions were the same as Caylee’s; bossing me around and using me for her pleasure, but it was not the same mentally for me; it was just so degrading and humiliating for me to have a black Mistress; to have a nigger girl be able to punish me; or again, was it the role reversal thing that made it less agreeable with me? I was never really sure.

Over the next few days Bella continued to have me practice my walking and my curtsies and especially my stooping to make sure I would not bend over at any time and show off my panties.

Bella made me practice over and over and over again to the point where my thighs were really getting tired and my feet were beginning to hurt from wearing those high heels I was not use to.

However, Bella did not care at all what I was going thru and took every opportunity to use the cane on my ass to the tune of about another 200 additional strokes or should I say 200 additional welts; at 20 strokes or 20 welts at a time for a missed step, a non-graceful curtsey, a lack of smile, any facial expression that indicated I was unhappy or impatient or anything other than happy to serve.

There was not much white left on my ass anywhere; it was nothing but swollen red welts from top to bottom; from one side to the other. The welts on top of other welts hurt the most.

Anyway; moving on; one morning after breakfast I noticed Bella watching me move around; walking, stooping, making Caylee’s bed, carrying the laundry, etc. I was trying very hard to remember to point my toes forward as I walked; all the time; so I would take those small steps Caylee and Bella were looking for.

I thought I was doing rather well; but then, Bella called me to her.

I walked over to Bella and said; yes, Miss Bella, curtsey?

Missy; I can see you are taking smaller steps today, but is there someone wrong with one or both of your feet as you seem to be too careful when you put your feet down; it does not look very natural.

Yes, Miss Bella; my feet are a little sore from wearing these high heels all day with all the extra walking I needed to do over the past weeks; I am not quite use to them yet.

OH! Missy; that is understandable; Bella said, in a very understandable and caring tone; you come with me and I will help you with your problem.

Yes, Miss Bella, curtsey. I was so happy Bella understood my problem and did not scold me or punish me for telling her the truth. Maybe she was going to be nicer than I thought.

I followed Bella down the hallway and out the front door and over to the barn. Bella found Charles and whispered something to him and he said; sure thing, Miss Bella.

Bella then told me to follow her as she led me back to one of the horse hitches in front of the house. Bella told me to take my heels and stockings off and to lay on the ground on my tummy as she pointed to a particular spot, which was just in front of the horse hitch; on the grass.

I had no idea as to what Charles was going to put on my feet or ankles that would stop them from being so sore, maybe they had some type of lotion that would take away the soreness. I thought that anything he tried could not make them more sore, so why not?

Well, I needed to stop thinking around that place as I was always wrong; always! I guess I should have known better.

Laying on the ground on my tummy with my head facing the house I could not see Charles as he came up behind me. But I could feel him tie my ankles together; then tie them to the center bar of the horse hitch so my legs were bent up from my knees; the bottom of my feet were facing the sky.

Then Charles tied my hands behind my back. Bella walked around behind me; I thought I heard the sound of a cane swishing thru the air, but all I could concentrate on was the pain on the bottom of my feet.

Bella was caning the bottom of my feet; it really hurt; it hurt so much I was surprised at how much it hurt.

I started to struggle on the ground; but I was really just flopping around on the ground like a fish out of water as I certainly was not going anywhere tied up like I was.

Bella gave me about 20 hard hurting strokes from my right side and then she moved around and began caning my feet from my left side. I could not take it anymore and burst into tears and yelled and cried and yelled and cried some more; just like I always did when I got punished. However, that time I really did not understand why Bella was beating my feet; I did not do anything wrong.

Over all; Bella gave me about 50 hard strokes with that cane on the soles of my feet. When she finished I looked up for some reason and saw Caylee sitting on the porch looking down on me; watching me cry.

Caylee gave me a big smile; letting me know how much she enjoyed watching me cry; then said to Bella; any problem Bella?

No, Miss Caylee; nothing I can’t handle!

Good Bella; GOOD! Caylee went back in the house; I managed to stop crying and just laid there on the grass and moaned in pain. However, I did not know how that was supposed to make my feet feel better, it just made them feel worse.

Then Bella came around in front of me; told me to look up at her. As I did she said; missy, both Miss Caylee and I have told you over and over and over again that we expect you to perfect all feminine movements and especially walking.

Now! When you get up and put your high heels back on you will know what real pain is when you try to walk; so I don’t need to ever hear you whine like a little kid that your feet hurt in your heels. Any time you need to be reminded what real pain in your feet feels like; you just let me know and we can do this again.

DO YOU UNDERSTAND ME, MISSY?

Yes, Miss Bella; I understand.

Good, missy; good!

Charles untied me and Bella had me put my stockings and heels back on. Bella was correct; the bottom of my feet hurt so much I could no longer feel the soreness I complained about earlier. But, that sure did not make walking any easier; it was in fact much harder as my feet hurt a lot more; just in a different place.

Nevertheless; I got Bella’s message; I never complained about my feet hurting again and I tried to walk with small sexy steps all the time so avoid any more of Bella’s cane, on my feet or on my ass. OH! If it were only that easy!

I tried to put up with the pain in my feet for the rest of the day, but Bella made it extra hard on me as she made me give her an extra-long massage that evening so I needed to stand in those heels much longer that day.

The next morning; while I was helping Caylee get dressed she told me now that I looked like a real maid; I was to serve all of the meals in the dining room.

Caylee took me to the dining room and showed me how to turn sideways to the dining table so I could stoop just a little and reach across the table to serve someone without bending at the waist.

Caylee had me set the table that morning using the stooping method while she watched my every move and not only did it get tiring on my legs, I was a little unsteady on my five inch heels, and it was taking a lot longer as my movement was so restrictive.

That first morning I was to serve both Caylee and Bella their breakfast. Apparently I did a good enough job as the only thing Caylee said in the end; was to remind me showing my panties was a punishable offence so I better get that part perfect as wearing dresses so short did not blend to bending over at all.

In spite of all the fun Caylee and Bella were having with me and in spite of how embarrassed I was when other slaves saw me and no matter how embarrassed I was to have to call Bella; Miss Bella and to curtsey to Caylee and curtsey to Bella; I understood the main goal was to make me a convincing looking and ladylike mover so I could fool the confederate draft troopers when they came looking for me.

Caylee had me set the table for breakfast and dinner every day and night that week; then I needed to serve her and Bella their meals. I needed to make sure I said; yes Miss Caylee or yes Miss Bella and give them a nice curtsey each and every time they gave me an instruction or asked for something and I did so; I did not need any more of Bella and her cane.

The following week Bella had me bend over a table twice while she gave me an additional 20 strokes of her cane each time for not stooping with my knees together. Like any guy, I had been bending over all my life to pick up or reach anything below my waist; that stooping thing was not all that hard, it was just hard to remember as I automatically tended to bend over.

Additionally, when I did stoop, keeping my knees together just seemed so unnatural to me and I forgot sometimes; thus; Bella caught me twice and I got a good hard dose of her cane twice more on top of the welts I still had from days earlier.

So, my ass hurt more; my