The first Friday of our holiday, we packed the car and drove
up toYorkshire to a small village of about twenty houses, just
outside Inglewhite (I think). A friend of hers owned a holiday
cottage, and we had free use of it return for a favour. We
arrived late that night. I unpacked the car, but I could not find
my suitcase. "Never mind," she said. "I have brought you
something special to wear for the next few days, or weeks." I
was now puzzled!
She packed her things in the main bedroom. I was sent
downstairs to a small larder that had been converted into a
very small bedroom that had a bed, a chest of drawers and very
little else in it. This was to be my room for the rest of my stay.
I failed to notice that there was a lock on the outside of the
door.
"All right, you," she said. "Get your clothes off." I undressed
too slowly, too slowly for her liking, so she grabbed a pair of
scissors and proceeded to cut my clothes off. I was then
ordered to light a fire using my clothes as kindling. It was cold
standing there with no clothes on. Claire enquired if I was
cold. "Yes," I answered. “Well, we better find you something
to wear!” she said. She went to her room, but before she did
she locked me in my room and turned the light off, which was
also on the outside.
On her return she had with her some rather ill-fitting female
clothes--it looked like a sort of maids uniform. She gave me a
bra that was slightly too small, some knickers that were a
flannel-type material, with elastic in the legs and waist and a
cotton button-through overall in black and a plain white apron
and cap.
“This is your uniform for your week's maid training,” said
Claire. “From now on you will call me Madam...is that clear
girl?"
"Yessss Madam,"stuttered the new maid.
When I was dressed she had me make up all the beds, two
upstairs and one in the small room by the kitchen, or the cell as
she kept referring to it.
"Tomorrow you training starts," she stated. “And your trainer
arrives in the morning.”
"A trainer?" I asked.
“Yes a trainer, you own personal maid trainer, GET IT?!" she
shouted. "Now in your cell!"
The door was looked and as I was tired I drifted into a deep
sleep.
I was woken at 7 a.m. by Claire as she opened the cell door
and put the light on. My punishment was about to start. She
said “Your punishment for wearing my clothes without
permission will be to totally cross-dress for the next four
weeks" I was delighted that my wife was going to allow me to
wear clothes of the opposite sex for the next few weeks! It did
not seem like a punishment to me, but I was about to be taught
a lesson that would eventually change my life.
She gave me some clothes to wear, knickers, and a dressing
gown. "Put these on and make a cup of tea girl!" she barked. I
went into the kitchen and made us both a cup of tea--that was
another mistake. "All right!" she screamed. "Let's get one
thing straight: you do as I say, you ask permission for
ANYTHING and EVERYTHING, IS THAT UNDERSTOOD?!"
"Yes Madam."
She took one step back and gave me a back-handed slap
across my face, I was stunned into silence. Just then there
was a knock on the door.
"Open it girl."
I jumped at the order. It was my new trainer, and when I
looked and saw who it was I knew I was in Big Trouble; it was
her Mother (Mrs. Harding). The Mother in Law was she going
to train me as a maid. Claire greeted her Mum with hugs and
kisses.
"Tea for Mother."
I returned to kitchen and made a third cup. I stood to
attention as the Mother in Law looked me up and down.
"So you like to wear girlie dresses?"
"Yes," I answered.
"No, that's yes Your Ladyship!” She paused. “Another point
you will learn: you curtsey
everytime you talk to your Superiors". I went to answer but
was told to "Shut up."
"These are the rules for you from now on:
1 We are always right.
2 In this house you wear a Maids uniform.
3 You not question any order that you may be given
4 You will speak only when you are spoken to.
5 You will dress as we see fit, (other than in rule 2).
6 You will show respect to all females.
7 At all times you will carry a punishment book.
8 Punishments will be set by either of your Mistresses. At
the end of
each punishment you will thank your Mistresses for
showing you the
error of your ways.
9 Any form of punishment is allowed.
10 Anything not covered by these rules, go back to rule 1.
Claire and her Mother sat down and talked for about a hour.
"We are going shopping Abbeygail," announced Claire. They
went up to get dressed. Mrs. Harding arrived back in the
kitchen with the clothes that I was going to wear. I took off the
dressing gown that I was wearing. I given a white school type
blouse to wear.....
“.....but first, I want you to put this pink bra on!”
I was horrified, as I had never worn a bra before, not in her
presence, not even with Claire’s strapless dress! The point of
me wearing a pink bra was that it was a warm day so I would
not need a jumper or cardigan. That meant the outline of the
bra would be clearly visible through my blouse and everybody
would be able to see what I was wearing. This would cause me
the maximum embarrassment, and give my Mistresses the
maximum amusement. There was no attempt made to hide my
male form, but all the clothes that I wore were girls’, including
my shoes. My hair, which was long, was tied in a pony tail, but
the pony tail was right at the top of my head. Claire combed
my fringe forward and trimmed it.
Our first visit was to a shop called Uniforms 4 U. I was
measured for my uniform by a sixteen year old shop assistant
who could not take her eyes off my bra. She asked "Is this
your first bra, Miss?"
My Mother in law said "His name is........" She looked at me
expectantly, prompting me to tell her my name. It was so
embarassing I couldn’t move a muscle, much less talk.
The girl paused and looked puzzled. "What do they call you
when you cross-dress?" she asked.
I still did not answer...I just went red.
"Answer her, girl!"
"It's Abbeygail your Ladyyyyy-ship," I said.
The shop assistant laughed. Mrs Harding said to her "You
may call him Abbeygail." I just got redder and redder.
We left the Uniform shop and headed for the shoe shop.
Working shoes were purchased, low heel 'T' bars, and all black.
Next we went to the lingerie store, again all the underwear was
plain cotton or nylon, certainty no silk, satin, or frilly knickers.
My Uniforms would not be ready until Tuesday, but I was able
to bring back my plain aprons and cap. When we got about a
mile from the cottage, Claire stopped the car. I was given a
short black skirt to wear, replacing the girlie green trousers
that I had worn all day. I was ordered out of the car and to
take my trousers off. As I slipped into the skirt, Claire gave me
a white cap and apron to wear. Mrs.Harding told me to walk
home from here, and to be quick about it.
On the following Tuesday I was sent into town to collect my
new uniform from the shop. On arrival I was shown into a
cubicle, where the assistant gave me my new uniform. It was
not what I had expected; it was Dark Green, and had a tight
fitting bodice with a flowing full circle skirt, three full length
petticoats, a white apron that went three quarters of the way
round the dress, and a little white cap that had been starched
so it would sit upright. The Victorians would have loved it and
so did I! All those frilly things, it was heaven, or at least I
thought it was.
I changed into the uniform so that the dress-maker could
make any last minute alterations. It fit perfectly, and I was
impressed--a long flowing dress with lots of frills was just up
my street, as they say. Just then the door of the shop burst
open and in walked Her Ladyship.
"You look great," she said as she walked past me. "How much
do I owe you?" she inquired of the dress maker, and she paid
the account. Again she walked past me as if I did not exist,
straight into the cubicle, picked up my clothes. She then gave
a list of the shopping that she wanted, and said, "You are
dressed to serve as a Maid, now go to work." I was stunned
into silence. She walked out of the shop, into her car and left.
The young assistant was it fits of uncontrollable laughter.
I exited the shop by the back door, since I didn’t want
anybody to see me dressed like this, but as I started to wander
round in a daze, nobody, but nobody, even gave me a much of a
second glance. I thought to myself “You must be slightly
convincing as a female.” If only I could have seen behind me.
As I went about carrying out the orders that I had been given
my confidence grew, and I was able to look ahead instead of at
the pavement. In one or two of the shops people asked me
about the uniform. I told them it had been made for a fancy
dress party. When the shopping was completed I called Mrs.
Harding at the Telephone No. she had written on the bottom of
my instructions.
On returning to the cottage was cleaned from the top to
bottom, A Maids work never seem to finish. I washed,
scrubbed, cleaned this, cleaned that. Her Ladyship was not
happy with the kitchen floor. She tied both my hands behind
my back and taped a toothbrush in my mouth. She made do it
again with the toothbrush, and the toilets too as my
punishment.
Everywhere she went she carried a cane, the sort every
schoolboy/girl dreaded! 36 inches long, thin and whippy, that
left a perfect mark on my backside. Every evening I had to
report with my punishment book, to see how my performance
had been today, and everyday was monitored. The first day
just six, I took them no problem. On day five I dropped a tray
and broke a cup, saucer, and two plates. That night she
handed down the sentence of 48 strokes of the cane: 6 on each
hand, and 36 on my backside. I broke down and begged for
mercy, and after about 20 I was sobbing my heart out. Her
Ladyship was kind and compassionate about it and agreed to
carry over the remaining strokes until tomorrow, at a 15%
interest charge. By the end of the week I was in debt, and
never recovered. On a very good day I would not get any extra
strokes, but I was always in debt and a caning was now a daily
routine. She had now become an expert and knew just where
to and how hard to hit. I was broken. She loved to make me
cry and hear me beg for mercy, she would never stop at the
point that I begged her to but always rounded the numbers
up., as she was the boss and the decision was hers...and I
knew it.
My role as her Maid / Slave, because that’s what it felt like at
times, lasted about two months, longer than I envisioned.
“What next?” I thought. When it was time to go home, I
thought I had paid for my sins. My Mother in Law had great fun
in humiliating me. She told Claire that I was now well and truly
trained and a feminized Maid, and that I had now earned my
stripes. But Claire had other ideas.
"What about me?" I asked.
"Wait and see," she replied, "You will like it, but not too much!”
As the days went by the arrangements were being made for
the celebration. She had booked a local firm of caterers for the
ensuing evening, but still no news about what was going to
happen to me. I knew something was not right when the
Mother in Law appeared; trouble for me was always around the
corner when she turned up.
That evening I was banished to my small box room, and
locked in. I could only hear parts of what was being said: "It's
for .......... l's" as Claire faded away, "He ........... like that, but
..... " and all I heard next was laughing.
I must have dropped off to sleep, because the next thing I
remember is being told to come downstairs. When I entered
the front room, I noticed two dresses hanging from the rail in
the corner. The first one I was delighted to see: my favourite
Pink Dress! The other was my maids uniform.
"Now Abbeygail...." said Claire. "Time to put your training into
practice."
She handed me the uniform. "You know the format." I was
not happy with this but what choice did I have? I was ordered
to change in front of the two Women. For the next three days I
worked harder than I have ever worked in my life, polishing,
dusting and general housework. Mrs. Harding inspected
everything. The cane worked overtime, I was in tears for long
periods of the day and night.
Both Claire and the 'Wicked Witch', as I had re-nicknamed her
over the past few days, were pleased with my efforts.
"Abbeygail will come to the party," said the Witch.
I was delighted, but horrified, because this meant going on
public display to her friends, work-mates and to both of the
females in our respected families (except unbeknownst to me,
she had not invited anybody from my side of the family).
"Abbeygail will get to wear her best dress, and you will act
your age, 11 years old," stated Claire.
The afternoon of the party I was dressed in a short black
pleated skirt, a white blouse, ankle socks, and a white pair of
open-toed sandals. The three of us all went to the
hairdressers, they had their hair done really fancy, and mine
just like any other school girl, with the regulation fringe and in
a bob. During that time I had to act as a eleven-year-old little
girl.
When we arrived home I was sent to my room which had now
been redecorated over a period of time to suit the tastes of any
11-year-old girl, and Claire was in the process of having a new
lock fitted from the outside.
From the time I arrived home that day I was instructed to call
Claire “Mummy”, the Witch “Nanny”, and all the guests “Miss”,
“Mrs.”, or “Aunty”. I was further instructed to not speak
unless I was instructed. I thought I could cope with that.
"Off for your bath, Miss," the Witch said. “I'll be up in a minute
to wash you!"
This wiped the smile off my face. The Witch washed me all
over, especially in the important places, but to no avail. At the
end of my bath I was sent to my room and told that I could get
changed for the party after Mummy and the Witch had gotten
changed. I put on my dressing gown on and waited, and
waited!
Mummy and the Witch got ready for the party. Both had new
dresses. I was really looking forward to meeting an old friend,
my pink dress, again. Mummy came up to get me at about
5-30pm. She looked stunning in a long dark blue off the
shoulder dress set off with a diamond necklace, and the Witch
was wearing a gold Taffeta dress--she wore it like a sack.
"Time to get you ready for the party, Abbeygail," said the
Witch. I smiled sweetly. She entered my bedroom with a coat
hanger full of clothes, but no pink dress! I was stunned, my
mouth hit the floor. Her grin was wider than the Grand
Canyon. "Yes," she said, "Mummy and I thought you would like
to be 11 again, so we brought you a new school uniform!" I
failed to reply as my mouth would not move, tears rolling down
my face. "Oh tears of joy, I see" she said and she laughed out
loud, which sounded like the roar of a pregnant whale.
I stood very still as she dressed me: a white cotton vest,
bottle green knickers with elastic in the legs, white blouse, a
bottle green gymslip, white ankle socks, a green and yellow
striped tie, and a bottle green blazer.
"Oh you DO look cute!" she said as she combed out my hair and
tied a green ribbon in it. "There, look at the pretty school girl!”
she sneered at me in front the of the dressing table mirror.
She handed me a book. It was all about a school called
Meadow Fields High School for Girls.
"You better read this so you answer the other guests questions
about your new school." She turned round and walked out of
my bedroom, and as she was walking down the stairs she
shouted "Come and show Mummy how you look, hahaha!"
I was reluctant to leave the safety of my bedroom, but I knew
I must or else! I walked slowly down the stairs, my legs
feeling cold while my body was hot with sweat. To say I was
scared was a understatement! It was the fear of the unknown.
of what else could happen.
The witch was in my room hanging up clothes that would suit
any 11 year old. I could only look on in amazement and
wonder.
Later on the party was in full swing. There were several
people who I knew and who were amused at my
transformation, and I had to talk to them all politely, as an
11-year-old.
Then Claire dropped the bomb. She introduced everybody to
Barry, the new love of her life!
“Ladies and Children!” A reference to me. “I would like you all
to meet Barry!” I was silent, and dumbstruck. “Barry and I are
going to live together as Husband and Wife.” The Witch started
clapping and the rest followed. Claire held her hand up for
people to stop. “Abbeygail, come and meet your new Daddy.”
You could have heard a pin drop!
The witch ushered me over to meet Barry who shook hands
with me. The party re-started. Barry took me outside into the
garden where we had a long talk. He knew everything about
me, and I was sure the future would reveal that he had a major
role to play in the next eighteen months of my life.
Now don’t get me wrong, by now I got a thrill out of
cross-dressing. But to live my life as 11-year-old, be treated as
an 11-year-old, the way Barry had put it, and no doubt as Claire
and the Witch had talked it through with him prior to the
party? In a way I was looking forward to Abbeygail age 11,
and I still like her today.
<
Chapter Seven:
The Punishment
The punishment was going to fit the crime. Claire had already
decided that, but I was left to wait in fear. She carefully
researched the subject ofcross-dressing and questioned me on
my likes and dislikes. The waiting was getting to me, then out
of the blue she announced that next week we were both going
on a holiday, and that week would be spent on part of my
punishment. The week after that, she was going on holiday
with some friends from work and she had made some very
special arrangements for me. I could not wait.