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Chapter 3
The Ladies maid
When I came back to reality I heard the sound of soft clapping I looked round
and Lady Amersham was stood watching us.
“That was great Tony but now lets see if you can do it all again for me?”
With that she took my hand and led me still naked next door to her bedchamber.
She told me to get into bed as she rapidly got rid of her clothes.
Her Ladyship looked even more stunning without her clothes. It revealed her
wonderful figure in its full glory fringed by her beautiful blonde hair. Her
face was flushed and her lips slightly parted. Her breath came quickly and
ragged. I froze when Her Ladyship approached the bed and put her hand on my
groin. Her Ladyship's eyes never left me as she reached out and grabbed the base
of my dick with a death grip. Her little hand could not wrap completely around
but her grip held me in place. Her Ladyship smiled up at me.
“Wow” she said if you can perform again like you have done with Jammarree Tony
dear we will be making a lot of money for a long time.”
Her comments were lost on me but I had other things on my mind just then.
Her Ladyship seemed to be studying my cock, so intently for such a long time. My
cock was dark purple in her tight grip and a dollop of precum was forming at the
tip. Finally Her Ladyship looked up at me and said,
"You are so big. And you will get bigger as you grow older"
I had no response to that, so I just nodded my head. Her Ladyship returned her
gaze back to my cock. I watched in awe when her tongue flicked out of her mouth
and scooped the precum off the tip of my cock. I gave an audible gasp at the
sensation as it struck me and my fingers of their own accord tightened in Her
Ladyship's hair.
Her Ladyship slowly took the head of my cock between her lips, stretching her
mouth wide. It was incredible, so hot and wet. Her Ladyship did not slide her
mouth up and down my shaft Instead she ran her tongue around the head of my
dick. It felt good but I wanted more of my cock in her mouth.
Then Her Ladyship started sucking, even with just the head in her mouth her
mouth seemed stretched to extreme. Her cheeks hollowed as she increased suction
around the tip. Still the need to push deeper in her mouth was overwhelming.
That is when I kind of snapped, with my hands still gripping her hair, I pushed
my hips forward. At first I was not very forceful and only a half inch more of
my cock slipped past her lips. Her Ladyship was resisting further intrusion
causing me great pleasure. It was a chain reaction, the harder Her Ladyship
resisted me the hard I pushed and the deeper I got.
To my mind Her Ladyship had never looked more desirable than she did with me
trying to cram my dick down her throat. As hard as I was trying though, I barely
had two inches in her mouth. As it was her mouth looked impossibly stretched.
My orgasm started to boil and when Her Ladyship looked up at me with her gray
eyes, I started to spurt.
"Oh My Lady I‘m sorry!" was all that I could moan as I let loose. I not sure if
Her Ladyship tried to retreat from my cock, my hands was straining to pull her
face even closer to my groin. The orgasm shattered my brain, each spurt of cum
rang through my spine sending me to oblivion. I felt Her Ladyship swallow each
load I was giving her. I was in heaven; I never wanted it to end. But it did.
My senses slowly returned to me, yet Her Ladyship continued to milk the last
drops from my spent rod. I was in love with Her Ladyship's mouth. Finally, I
released my fingers from Her Ladyship's hair. She gingerly slides her lips off
my cock, causing another tremor to hit my body.
"You are going to be very popular with my clients with that thing aren't you,"
she said surprisingly.
"I am not sure what you mean my Lady but if you mean I like this and want more,
you're right."
I replied, rather understating my feelings. Her Ladyship giggled at my statement
and lay back on the bed she was now spread eagled in front of me. And in a flash
I was between Her Ladyship's legs and my still hard prick was waiting for entry
to her love tunnel. Then her hands reached down and guided my cock into her wet
hole.
Even just the tip sliding inside of Her Ladyship's cunt was amazing. So warm and
wet not to mention incredibly tight. Instincts over took me, and I continued to
press my hips forward. Her Ladyship's cunt was tighter than her mouth but gave
way much easier to penetration. She was panting so loud in my ear that I could
hear nothing else. It seemed Her Ladyship yelled in my ear.
"No other man will be enough for me now: Tony you are going to make a fantastic
whore, and a lover for me."
I did not entirely understand what she was saying and it was only later that it
started to sink in her words of encouragement spurred me on. Her Ladyship's
pussy stretched to fit all of me. The suggestion that Her Ladyship would not be
able to have good sex without me was awesome. My only concern to relieve my self
the burden of my orgasm. It did not take long before I started shooting again. I
pushed myself as deep as I could, spray the depth of Her Ladyship's pleasure
channel.
Both Her Ladyship and I were breathing heavily with my thick cock still deep in
her stretched pussy. I was not finished though, my cock was still erect and I
began to once again slide back and forth inside her tight pussy. Her Ladyship
was trying to push me off her but without conviction. I continued to slowly
pound as deep as I could.
Her Ladyship's eyes rolled back in her head, her body started to shake her body
was arching against me, giving me better access to continue. I was not in a
hurry now that I had already blown my load twice. Her Ladyship's pussy was
grabbing my cock tightly and I could feel every part of her pussy running along
my cock.
I grabbed Her Ladyship's limp legs and pulled them on my chest. I leaned
forward, resting my weight against her thighs and for the first time reached for
her breasts. Watching Her Ladyship was intense, it was obvious that she was
really enjoying things. Her head moved from side to side, her hair plastered
across her face. The moans coming from Her Ladyship’s lips with each stroke
inside her were more than I ever dreamed of. Then she stopped moving under me as
her body tensed for a moment and then relaxed, and then tensed back up. I knew
that she had orgasmed and that boosted my ego no end.
My orgasm started to build in me, unlike before when my body just reacted. My
slow pace was no longer enough and I again began to pump my cock faster into Her
Ladyship's sloppy pussy. Her Ladyship was so very wet that that a lot of her
tightness had gone, but she was moving enthusiastically with me, her long low
moans urged me on .That is when I came again for the third time, a jolt of
pleasure went through me and I for a moment I lost consciousness.
When I came to, she was kissing my face softly, whispering, "You lovely boy"
Her legs were still pinned beneath me when I took Her Ladyship's face in my
hands and kissed her for the first time. My soft cock was still trapped in her
cum filled pussy, held by Her Ladyship's pussy muscles.
We sort of flopped apart and lay breathing heavily and then she said. “Tony when
I took you into my employ I told you that I wanted you to keep totally quiet
about what we did or what you saw. Do you still agree?”
“Yes my lady more so... Now.”
“What I tell you must keep in confidence -do you agree?”
I was getting a little irritated but did not show it at the continual request
for silence.
“Yes your Ladyship. I said again.
She leaned up on her elbow in bed and looked down at me. “Do you know what a
whore is?”
“Yes Your Ladyship,” “Tony please call me Diane when we are alone“
“Tony before I met his Lordship I was a whore, in other words I rented my body
out to men for sex. But when I married his Lordship I aimed to be a good wife to
my husband, and bear him children but his mother interfered, and I think he now
intends to divorce me. Do you understand what I am saying?”
“Yes you’re …..Diane”. “So in case that happens I have to make some money
quickly before he divorces me. I will stay as his wife, and save as much money
as possible, and do my duty, faithfully but we will move to London in a few
weeks, and I will make you into the best male whore in the City to make a lot of
money for me and for yourself.”
She looked down at me to judge my reaction and I just smiled back at her.
“I will remain faithful to his Lordship and I will only have sex with you from
time to time.” I smiled even more broadly.
She leaned down and kissed me. “There are many army wives and lonely women who
want male company, now their husbands and boyfriends are gone, but they can not
be seen to be having an affair, so from today you will act and dress only as a
girl, which means that when we visit with them for a few days you will be my
maid, and you can then spend your nights with our clients. They will of course
pay us heavily for the privilege...”
I reacted a bit when she said dress as a girl... “I don’t like that much Diane”
“You will make a pretty girl and no-one will suspect that you are anything else
and Jammarree will also be with us You see married women can not have a man stay
the night or visit them on their own, but three ladies staying for a day or two
will give no cause for gossip.”
She said this and it was obvious to me she was going to brook no argument.
“So you are going to be a male whore and a good male whore, and you will also
make a lot of money for yourself, for Jammarree and me. We shall look after you
properly. You will probably also have to do a few private shows for ladies, and
we shall make a lot of money from those as well, but first we have to teach you
how to become a lady:”
She climbed from the bed and tossed me a bright red ladies silk wrap. Which
after a little hesitation I slipped on thoroughly enjoying the cool feeling of
the silk encasing my body and the subtle smell of perfume. She took me to a
small room next door which was quite plainly furnished.
“This is your room, but you will never sleep here. But we will mess up the
bedclothes every day so the maids think you do.”
Just as we got back to the main bedroom Jammarree appeared with a pile of
clothes. “These are for you Tara, until we get some made for you. Yes we will
call you Tara, the clothes belong to Jammarree but she is lending them to you.”
I found myself with some help donning silk stockings a largish pair of knickers
a bra and corset which was cruelly tightened at my back and finished of with a
white blouse and black ankle length skirt. I was finished off with a pair of
black court shoes with slightly high heels. Strangely enough I soon felt quite
at home once I got used to the tightness of the corset. The skirt amply covered
any erections that naturally occurred.

The next stage was to work on my hair and apply a modicum of make up, and by the
end of the day and Jammarree’s skill with the curlers, we had to admit that I
looked a very passable and sexy young lady. During the days that followed I went
through a series of instruction on deportment make up, and hair dressing. Lady
Diana eventually decided to change my role slightly, and I was to be her deaf
and dumb younger sister. It meant that I had to have better clothes, and more
deportment skills. During this time I started work on teaching Lady Diane and
Jammarree how to read and write. Diane quickly learned, as she had done some
schooling, but with Jammarree I had to start from basics.
During this time I spent a lot of time in bed pleasing the ladies. They were
pleased with what I was doing and added a few little tricks of their own to
satisfy both themselves and future clients. The only time I changed back into my
own clothes was on the second week when I visited my mother, and a lot of work
had to be done to straighten my hair beforehand, and return me to looking like a
fourteen year old boy. I warned my mother on this visit that I would be away in
London with Lady Diane at her London home for some time to come.
My mother obviously missed me and was a little worried as apparently the girls
who worked in the big house complained that no-one ever saw me. I explained that
I was busy helping her with estate matters and her Ladyship did not want me
mixing with the rest of the staff.
During this time her Ladyship was having trouble with Les Maplin the estate
manager. Maplin was a known bully and womaniser. I also knew that he was
stealing regularly from the estate in terms of produce; he also bullied tenants,
and had forced wives to have affairs with him when their husbands were out. I
knew where he used to take his women, and I also knew how reluctant many of them
were to lie with him. But they were frightened of him, and what he could do to
make their lives a misery. I passed all this information on to Lady Diane as we
lay in bed one night.
The way she responded showed me what a cute thinking lady she was. She decided
with my help to trap him. And together we drafted a letter which we sent to the
Chief Constable rather than go to the local police sergeant, as she rightly
assumed he was in on the rackets himself, a point she made in her letter. One
night I escorted her Ladyship to the woodcutter’s hut that Maplin used
frequently, and she literally caught him with his pants down, he was fucking the
police sergeants’ wife which obviously caused a bit of a stir when it became
public knowledge.
A new estate manager was quickly appointed, and this made it possible for us to
move to London, within two weeks. By this time I had become a very accomplished
young lady, and quite skilled in not reacting to any noises or things that were
said in my hearing.
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