Date: Thu, 30 Apr 2015 09:50:18 +0100
From: Nikkie Silk <nikkie.silk@outlook.com>
Subject: Jamie's Descent Part 9 TG

Jamie's Descent Part 9

This chapter is dedicated to Lexi, who used to be a twink, Tristan

I live for feedback nikkie.silk@outlook.com

Vanessa smiled to herself as she viewed the edited version of the film she
had made of Jamie getting fucked.  Jamie obviously had no idea that she had
been filmed but Vanessa was already very pleased with the result. This film
together with a similarly edited version of Jamie's first session with
Fiona would form the basis of the marketing plan for Jamie.

Vanessa knew that there would be a number of existing clients who would
cream themselves at the prospect of a session with Jamie already but
Vanessa, as usual, was thinking much bigger than that. She felt Jamie had a
star quality that she hadn't seen in anyone else for a long time. With
careful grooming, the right training and good management she could turn
Jamie into a star.  Jamie had vulnerability mixed with a sex appeal that
just dripped off the screen. She was young, could be beautiful and just
might make them a fortune, one way or another.

Right now, though, Jamie was just a diamond in the rough, and there was a
lot of polishing that had to be done before you could assess the true value
of this precious little stone. Fiona had turned him out very satisfactorily
and as a bonus Jamie had voluntarily submitted to Fiona, and would now do
anything that Fiona wanted. Jamie was now on the verge of sissydom and it
would take only take a tiny push for Jamie to become a perfect little
sissy.

The hormones had begun to work on Jamie and her breasts had begun to
develop, her skin was looking beautifully soft and her hair was improving
too. Fiona had told her that Jamie's cock was still functional which was
another bonus. Fiona was happy to let things move on.  Fiona let me sleep
late the next morning but then woke me up and told me I had a job this
evening.

"What job Miss Fiona?" I asked very nervously.

"It's still part of your training, Princess, but it's something different
for you."

I thought that different could be good or bad.

"Every so often there's a party held for wealthy men and women who like
girls and boys like you, Jamie. They get together and have a good time and
they are served and waited upon by little sissies and femboys. At the end
of the evening if you're lucky someone might take you up to one of the
bedrooms. Now we don't normally do this, but Vanessa thinks it's a good way
for you to develop some skills that will be useful in the future."

"What kind of skills?"

"Nothing you haven't practised with me, so there's nothing to worry your
head about. If you do a good job, there might be something nice for you
when you get back."

"Get back? Where is this party?"

"It's in a big private house in the country, I'll take you there and I
won't be far away so there's no need to worry. Now, what to wear?"

I started to worry. This would be very different from what I had been doing
with Fiona. I trusted her and would do anything for her, but this will be
with different people. I started to imagine the most horrible things
happening to me and began to hyperventilate. Fiona immediately grabbed me
and held me tight and stroked my hair and spoke softly to me and I
immediately began to calm down. She had that effect on me.

"Jamie, princess, there is nothing to worry about. I will be there and
nothing bad will happen, I promise." She cooed to me. "Jamie girl, do you
trust me?"

"Oh yes, Miss Fiona, of course I trust you."

"Then my pretty little sissy, you should know that I would not tell you to
do anything that would be bad for you. I am your mistress now and that
means I have to look after you. It also means that you need to trust and
obey me. Do you understand?"

Mistress! My eyes opened wide as I thought about that word and what it
meant. I was already devoted to Fiona but this would take everything to a
new level. Fiona was my mistress, she owned me. I shivered with delight at
the thought.

"Yes, Miss Fiona, I mean Mistress, I understand and I do trust you
completely."

Fiona smiled to herself as she heard Jamie accept her role and to use
Mistress without even being asked.

"Good, Jamie, now let's get you ready for tonight."

I felt a tingle of fear and apprehension as I looked at the clothes laid
out for me on the bed. The party girls would be in fancy dress and the
guests in formal clothes and Fiona had selected a devil theme for
me. Everything was in a bright scarlet and I picked up a tiny pair of
bright red panties and drew them up my legs. I would never get tired of
this feeling, I thought, as I pulled them tight to cup my cock and
balls. It made me quiver inside.

There was a short tutu skirt which barely covered my panties and I knew
would show everything I had if I bent over. I tightened it around my waist
and the layers of material immediately made it flare out. The top was a
scarlet basque that Mistress Fiona had taught me to put on back to front
and swivel it round. It felt very tight and uncomfortable at first. It
pulled me in at the waist and pushed me up at the top. There were also red
thigh high stockings, long red gloves, a set of small red horns on a head
band and a pair of 3 inch red heels to complement everything.

I looked at myself in the mirror and I almost fainted. The outfit looked
stunning. The basque top pushed up my small breasts to such an extent that
it really looked as if I had a cleavage. It pulled in my waist as well
which emphasised the flare of the tutu. Of course, everybody would be able
to see my small scarlet panties but that was the point I guess. I turned
and looked over my shoulder in the mirror bent slightly forwards and
wiggled my bum. Oh, that made me feel all warm inside.

Fiona walked round me to inspect how I had done. As she disappeared behind
me I tried to follow her with my head, which earned me a stinging slap on
the bum.

"Eyes straight ahead."

"Yes, Mistress," not daring to rub my bum which was sore from the slap.

"Not bad, sissy, not bad at all. I think you'll do."

"Thank you Mistress Fiona."

Fiona said that I should learn how to serve properly before I got to the
party. I was confused, how difficult could it be to serve someone a
drink. She asked me to pretend as if I was serving her a drink. She sat
down and clicked her fingers at me and I walked across to her and stood
there waiting.

`No. no. no, that won't do at all.' She looked angry and I wondered what I
had done wrong. `First of all, you need to walk properly. Work that cute
little bum of yours. Make it wiggle, God gave you that pretty little butt
for a reason and the reason is to show it to everyone. You really have to
emphasise it, throw your weight from one side to the other, I want to see
it move. Secondly, when someone calls you over, you need to curtsey and
say, `Good evening sir or madam, my name is Jamie, I'm at your service this
evening, what can I do for you?'

I was looking confused.

`Oh my God, watch me you silly little girl.'

Fiona stood up and walked slowly away from me, her bum wiggling from side
to side as she walked. She stopped, walked back and curtsied, bending her
right leg and bringing the left one gracefully behind with the toes on the
floor and dipping her head towards me.

`Good evening sissy, my name is Mistress Fiona, I'm at your service this
evening, what can I do for you?'

I had to put my hand up to my mouth to cover my giggles.

`Jamie, do you want me to hurt you?'

`No, Mistress Fiona,' I tried to stop giggling and said, `let me try,
please?'

It took me about three of four tries to do it properly and Fiona seemed
happy so she said we should move onto serving. She asked me to imagine I
was bringing a drink back to her. I started to walk back, this time
wiggling my bum for all I was worth, and bent at the knees to put an
imaginary drink down.

`No, no, do I have to teach you everything?'

`Yes, I mean, no, yes Mistress.' I was horribly confused, what had I done
wrong this time?

`First of all, nice bum action but you are serving drinks not a sack of
potatoes. You will be bringing the drinks on a serving tray, holding it
underneath with the palm of your hand. Then when you reach the guests you
stand still for a moment until they let you know they are ready for you to
serve. You say `Your drinks Sir or Madam.' Women are served first, of
course. You bend from the waist keeping your legs straight and your knees
together. When you have handed the drinks to the guests you say, `thank you
for allowing me to serve you' and wait until they dismiss you. Is that
clear? Try it.'

It only took me a couple of tries this time to get it right, but what was
obvious was that when bending over I would be revealing my bum to
everyone. I blushed at the prospect, whether with shame or anticipation I
wasn't sure. Fiona was eventually happy with my practise and she declared
that it was time to go. She gave me a long red cloak to wear over my outfit
to keep it neat and tidy and we stepped out of the house and into a
chauffeur driven car. The driver appeared to know where to go without being
told and we slipped through central London, past the suburbs and out into
the countryside.

Fiona and I sat in the back seat of the car and I cuddled close to her as I
grew increasingly nervous.

"Stop shaking," she told me, "there's nothing to worry about."

"Yes, Mistress," I said, "but you will be close to me won't you?" I pleaded
with her.

She put her arm around me and gave me a tender squeeze.

"Yes, Jamie, I will be close."

Just then the car turned into off the main road, drove through a set of
huge metal gates and along a long driveway. The car eventually pulled up
outside the biggest house I had ever seen. Fiona tapped me and said, "We're
here, you can get out now."

I had been taught the proper way to get out of a car and as the driver came
round and opened the door I kept my knees together and swung sideways to
put both feet on the ground. Wearing a normal skirt that would have been
fine, wearing what I had on it made no difference, but you should still do
things correctly I thought.

Fiona hurried us through the house and she took my cloak away so that I
stood only in my tiny little outfit. I felt very vulnerable and all I
wanted to do was to hug Mistress and have her to protect me.  She walked me
into a larger room and my mouth opened wide in surprise. The room seemed to
be full of girls and boys. I looked more closely and I saw that in fact
they were either girls en femme like me or femboys.

Fiona scanned the room and whispered to me, `You're the prettiest one here
by a mile, Princess.  You will be popular tonight.'

She escorted me across the room until we stood in front of a tall woman,
dressed in a long evening gown. She turned to us and exclaimed, `Fiona, how
perfectly wonderful of you to come. Oh, I say, what have you brought me?
She looks deliciously devilish.'

Fiona smiled sweetly and said, `Sissy Jamie, meet Alicia Courtney, she will
be in charge of you all this evening. In my absence you must do whatever
she tells you, is that clear?'

`Yes, Mistress, perfectly clear.' I curtsied to Fiona and Alicia clapped
her hands in delight.  `She's adorable, Fiona, can I borrow her for a
while? Please?'

Fiona looked at me and then said, `Yes, Alicia, but I want no harm to come
to her, is that understood?'

`Clear as a bell, Fifi, clear as a bell.'

I thought, Fifi? The look on Fiona's face made me think I should never call
her that.

Fiona and Alicia were deep in conversation and it gave me a chance to look
around. It was an incredible sight, maybe fifty or so people in the room,
some chattering to each other, some stood on their own and some like me
with a Master or Mistress. There were a lot of different costumes; school
girls, policemen and women, slave girls, slutty boys with makeup and
fishnets, a couple of cat women and at least two supermen eyeing each other
up. There was a lot of flesh on show but I agreed with Fiona that there was
nobody there as pretty as me and that cheered me up.

I saw one femboy stood beside his master, he had on very tight blue shorts
on over fishnets and heels, with a tight blue shirt with a mesh panel at
the front so you could see his lithe and flat chested figure. He wore light
makeup and a policeman's flat cap on top of his flowing hair. He looked
over at me and smiled. I thought he was very cute and smiled shyly back.

Fiona finally left and Alicia came over to me and with a lecherous look and
her face said t me, `You heard what your Mistress said, you are to do
anything I ask, is that clear?'

`Yes, Miss Alicia, anything you ask.'

`In that case come with me.'

She led me away from the main room and into a much smaller side room, she
locked the door behind her and said, `Get down on your knees where you
belong and keep your eyes on the floor.'  I slid to my knees, placed my
hands behind my back and stared at the floor.

I heard Alicia light a cigarette and she took a deep drag. I heard the
rustling of her dress and she came round to stand in front of me.

`Look up now,' she commanded.

I looked up at her and she had pulled her dress up at the front to reveal a
pair of black lace panties framed by black stockings and a suspender
belt. I looked up to her eyes and she took another long drag on the
cigarette and said, `Pull them down.'

I reached up, grasped the dainty lace panties carefully and slowly pulled
then down. To my surprise there was a small but very nicely shaped cock
nestling between her thighs.

`You may start,' she ordered.

I reached out and took the cock in my hand and it jumped and I felt it
begin to grow. I leant forward and kissed the tip and felt it growing still
more. It wasn't large and I could easily fit it into my mouth.  I used my
tongue and lips as I had been taught and it wasn't long before Alicia's
hands came down on my head and she began to rock her hips forward to push
her cock faster and faster into my mouth. I felt her cock tense in my mouth
and I heard her grunt just before she came into my mouth, her cum filling
me up.  I swallowed it as fast as I could as her cum did not taste that
nice and I wondered what she had been eating to make it taste that bad. I
licked the residue from the end of her cock and I tucked it back into her
panties and stayed on my knees my head bowed down once more.

`Very, very good,' she said, `Fifi has taught you well. You are a very good
cocksucker.'

Her praise sent shivers through me and I felt very warm and proud.

`Thank you, Miss Alicia, you're too kind.'

She clapped her hands once more and almost squealed, "You are too good to
be true, I swear it.  But let's get going the guests will be arriving
soon."

Alicia, or Miss Courtney, as she wanted us to call her, gathered us all
together and told us what our duties would be. We were all given a number
and told to put that on our costumes so that the guests could see it. Some
had been here before but quite a few were new like me and Miss Courtney
paid special attention to us. I could see my pretty police boy stealing
looks at me all the time and I blushed once when I looked up and he winked
at me.

`You, police boy,' Miss Courtney's voice boomed out. My pretty boy tried to
look innocent, but she went on, 'the boy dressed as a policeman, pay
attention.' He looked chastised and I grinned at him.

We all gathered together after the briefing chattering away, comparing
costumes and a lot of touching went on, some innocent and some
surreptitiously not so innocent. Miss Courtney clapped her hands and said,
`Be quiet, all of you, including you, police boy.'

I glanced over at him and he stuck his tongue out at me.

`The guests will be arriving shortly, so go through to the main hall and
stand by the walls and wait for someone to call you over. Remember what you
have been taught.'

We stood where we were placed against the walls and watched as the guests
began to enter the room. There were tables in the centre and some guests
sat and some stood chatting to each other.  They were formally dressed with
the men in dinner jackets and the women in evening dresses.

All would have looked perfectly normal at a company dinner or a society
event, except for the fact that everyone wore a mask. The men wore simple
black masks and the women wore more elaborate ones, but all served to
conceal their identity. They all seemed to pay no attention to the masks
and it seemed they were accustomed to them.

We began to be called over to serve and a tall elegant black man called me
over. I remembered all my practising with Fiona and curtsied and made my
little speech. He asked for a scotch on the rocks in a voice that seemed to
come from somewhere deep in his chest. I have to admit it made feel quivery
inside and I felt my cock tingle just a little bit. I came back with his
drink and waited while he finished talking to another man and then nodded
to me to bring his drink over. As I served him his drink I noticed he
looked at the number I was wearing but I didn't think much of it at the
time.

Time passed quickly as the room began to fill up and we were kept busy
serving guest after guest.  It was obvious that there were no holds barred
when it came to us and I had been felt, caressed, pinched, rubbed and even
slapped on my bum and indeed the front of my panties too. It was the same
for all of us and there was only one incident when my police boy managed to
drop a drink on one of the guests who had just pinched my bum very hard,
making me squeal. The guest was still laughing until the drink landed in
his lap. I looked at the police boy and he just winked at me as he was
cleaning the guest's trousers, who seemed to be enjoying the attention he
was getting around his groin.

At that moment one of the men stood up on the stage at the end of the room
and clinked a glass with a spoon to get everyone's attention. Conversation
gradually fell away and when the room was quiet he began to speak.

`Good evening everyone and welcome to our little gathering tonight. An
especially warm welcome for those of you returning tonight and a very
special hello to those joining us for the first time.'  There was some
applause and he held up his hand for silence and then continued, `I don't
want to delay the proceedings so let me just say that we will be having our
entertainment in a few minutes. So take the chance to have another drink
before the performance begins and get the chance to examine our pretty
little sissies and femboys one more time'

We all had to run around to serve the guests more drinks and I was touched
again more times than I can remember, both at the front and back of my
panties. My feet were aching with spending so long on my feet and I was
glad when the lights began to dim in the room and music began to play.  Of
course, the darkness allowed someone to grope my cock hard and I squealed
and jumped away.

Spotlights ripped through the darkness illuminating a stage at one end of
the room. Everyone turned to watch what was going to happen on the stage so
I moved slowly to the wall on one side of the room and watched from
there. The music dropped away to a steady background rhythm and I saw a
tall figure walk out onto the stage. I gasped and my hand shot up to cover
my open mouth as I recognised Fiona, it was my Mistress. She was wearing a
black cape wrapped around her body, and a mask to cover her but I could
tell my Mistress anywhere.

She twirled around and the cape floated out to show that she was naked
under the cloak except for a pair of red heels. She stopped with her back
to the audience and slowly let the cloak slide off her shoulders and then
down to her waist. She looked over her shoulder and then let the cloak drop
to the floor. She remained with her back to the audience and I could see
she had oiled her body because it glistened in the lights.

She finally turned to the audience and there was a gasp as they took in the
full magnificence of her beautiful body exposed to them. Her breasts stood
firm and proud and the oil made her skin glow.

I felt like clapping my hands together and shouting, `That's my Mistress.'

She stood for a moment and then strode across to the edge of the stage
where she held out her hand which was grasped by a very pretty blonde girl
dressed in a white baby doll nightdress that fell to the top of her
thighs. It was sheer and you could clearly see her panties through the
material. Fiona brought her to the centre of the stage and the girl did a
pirouette to the audience, her nightdress flying out from her body.

Fiona move to the other side of the stage and brought on an equally pretty
redheaded girl dressed in the same nightdress but in black. She moved to
centre stage and pirouetted as well. Fiona stood between them with her back
to the audience and gradually she pushed her hands beneath the night dress
of each girl and until she reached their breasts. She began to stroke and
caress both girls' breasts as the volume of the music began to rise
again. The girls threw back their heads as Fiona continued to feel and
squeeze their breasts. Fiona leant towards the girl to her right, kissed
her and you could see her tongue flicking out into the mouth of the
girl. She repeated the kiss with the girl to her left and then pulled the
two girls to the centre of the stage so that they were kissing each other,
their hands all over each other beneath their nightdresses.

Fiona walked off stage as the girls began to embrace and kiss passionately,
and at the same time they stepped back and pulled off each other's
nightdress and tossed them aside. The audience murmured its approval as the
girls turned to face the front, naked except for their panties. They stood
for a moment until the redheaded girl stepped behind the blonde and slowly
pulled down her panties until they were on the floor around her ankles. The
blonde now had her hands over her groin and she looked at the audience,
smiled sweetly and let her hands drop away to reveal a large cock hanging
between her legs.

The audience roared its approval as they saw what the girl had hanging
there. Quickly the blonde did the same for the redhead and the roar was
even larger for her as it seemed her cock was already hard.  My tummy did
little flips as I saw these two girls with their cocks in full view on the
stage. I liked the redhead best I thought because she had a bigger cock and
I started to imagine what it would be like if it were me up there. The
thought made my cock tingle and grow inside my panties.

The blonde dropped to her knees in front of the redhead and took her cock
in her mouth and started to suck her hard. The redhead put her hands to her
breasts and pulled and kneaded them as she was being sucked. The blonde was
using her hands and tongue and lips to give the other a great blow job. The
redhead tapped the blonde on the head and they swapped places, the redhead
on her knees worshipping the blonde's cock. I could see the fully erect
cock of the redhead as it flapped around in front of her and I imagined
taking that into my mouth and sucking.  You could feel the temperature of
the audience rising as the action went on up on the stage.

At that moment, Fiona move back onto the stage and the audience gasped
again as they saw a huge strap on protruding from her groin. She walked
around the stage with this fake cock waving in front of her, the two girls
seemingly oblivious of her and it. She came up behind the two and they
seemed to become aware of it for the first time. The blonde dropped to her
knees to join the redhead and they both started to suck and lick the
phallus that Fiona was wearing. My knees were now feeling shaky as I saw
the full size of the strap on. It was much bigger than anything I had ever
experienced.

The music was now louder and seeming to drive them on as the blonde went
down on her hands and knees and Fiona moved to her front and slid her
mighty cock in the girl's mouth. She began to suck wildly on the fake as
the redhead moved behind her and slipped to her knees. She reached out,
opened the blonde's cheeks with her hands and I could see her tongue flick
out to lap around the exposed rosebud in front of her. The blonde jumped as
she felt the girls tongue and then pushed back onto it and I saw her tongue
disappear inside. This went on for a few minutes with the audience becoming
more and more excited and I heard a few moans from women in the darkness as
they were fondled by their partners.

The redhead finally withdrew her tongue, got to her feet, straddled the
blonde's backside and let her spittle drop down and used it as
lubrication. Then we all saw her plunge her cock into the blondes gaping
hole, she jerked as she felt the cock hit home and then the redhead began
to drive her cock in and out very fast. The blonde was jerking and
straining to hold the fake cock in her mouth and then suddenly the redhead
groaned and her body tensed and she very obviously came inside the
blonde. To cheers and applause the redhead pulled her cock out of the
blonde.

My cock was now straining inside my panties and I had quick peek at some of
the others standing close to me and they seemed to be in the same
condition.

The pretty boy in the police outfit sidled up to me and whispered in my
ear, `I bet you're a horny little devil.'

I giggled and he went on, `I'm here to detain you, put you in my handcuffs
and take down your particulars.'

I giggled again and said, `If you do I'll have to poke you with my fork.'

He giggled at that and I suddenly felt a hand on my bum, `Stop that,' I
hissed, `Somebody will notice.'

He kept his hand on my bum and started to move it around caressing my
cheeks. I wiggled to try to stop him but it only made things worse and he
increased the pressure. I was sure someone would notice, but we were
slightly hidden behind a column and nobody seemed to be paying us any
attention.

`What's your name?' I whispered to him in an attempt to distract him from
my bum.

`Lexi, what's yours?' it made no difference; he was still rubbing my bum
cheeks.

`Jamie,' I whispered, trying desperately to not wiggle too much but it was
so difficult not to.

On the stage the redhead now slipped to her hands and knees and Fiona
quickly strode to stand behind her, the fake cock shining under the
lights. The blonde now pushed her cock into the redhead's mouth who started
to suck vigorously and noisily. Fiona paused with the cock right at the
edge of the blonde's hole, like a bullfighter about to deliver the death
blow to a bull.

I could feel the anticipation ripple through he audience as they awaited
the thrust, and there were a few muffled shrieks from the women and maybe
some of the men. The blonde tensed visibly as the massive cock edged into
her hole. Fiona rocked forwards and back easing the cock into the girl. The
blonde cried out as Fiona forced it through the girl's resistance and
finally the cock was inside the blonde.

The audience let out a collective gasp as the length of the cock
disappeared into the girl. I was watching with my mouth open imagining that
massive cock ripping my insides. My eyes closed and my boy pussy twitched
as I thought of that big black strap on penetrating me until I almost cried
out.

Fiona kept the rhythm going until the blonde moaned loudly and we could all
see her climax, her white cum spurting onto the floor. There was a roar of
approval from the audience as Fiona withdrew the cock and turned to show it
to them.

Lexi slipped his hand inside the top of my knickers and a finger started to
probe my crack. I was now trying to slap the hand away but he just giggled
and kept on. His finger sliding down my crack started to feel very nice
indeed and I had to bite my lip to stop myself moaning out loud. I turned
to face Lexi and he looked so pretty I couldn't resist giving him a quick
kiss on the lips.

He giggled and then took his finger out of my knickers and making a perfect
little O with his lovely red lips, he slowly drew his finger into his mouth
and began to suck.

On the stage Fiona, flanked by the two girls were bowing and taking the
applause of the audience, Fiona had removed her strap on and the two girls
cock were still erect. The all walked down into the audience and I could
just see that they were being felt and fondled by the guest as they made
their way through them. I saw one man stop the redhead and take her cock
into his mouth and suck for a few seconds. The blonde was pulled onto the
lap of a woman who slid down the front of her dress and allowed the blonde
to lap her breast. The three of them eventually made their way to the back
of the room and Fiona saw me and walked across, her naked body still
glistening with the oil.

She stopped by me and kissed me, and then said, `Remember, whatever
happens, I'm not far away.' With that she disappeared through the door.

Lexi whispered in my ear, `Fuck, is that your Mistress?'

I looked proudly at him, `Yes. It is.'

`You lucky little bitch,' I heard him whisper under his breath.

The man clinked the glass again to get attention and it took much longer
this time for him to get silence.

"Now we will move on to the main event of the evening, our auction.'

More applause and most of the heads in the audience turned round to look at
us serving boys and girls lined up against the wall.

I turned to my new friend and whispered, `What's up for auction Lexi?'

He turned to stare at me,

`Don't you know?' he whispered incredulously.

`Know what?' My eyes wide open with surprise.

`It's us, we get auctioned. Didn't your mistress tell you?'

To Be Continued