Descent Ascent
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Jamie's Descent Part 1 free porn video
Jamie's Descent
Nikkie Silk
Chapter 1
What did we do before social media? How did we manage to get through
the day without that endless stream of dirty jokes, funny photographs,
gossip and links to dodgy websites that now fill our lives? Yeah,
yeah, I can hear you grumble. Get on with it, I can hear you say. Well,
dear reader, it was one of those links that started me down the road
to... oh, you'll find out soon enough. I was 18 and I had just come
down to London from my hometown in Norfolk after leaving school.
A friend of my father's had offered me a job in an office of a finance
company for which he was the Finance Director. However, Wall Street it
wasn’t. Like millions of other office rabbits around the world, I
shuffled papers, produced figures for reports that never seemed to get
sent anywhere, made endless cups of coffee and kept the global economy
humming along nicely. Charles Dickens would have recognised the office
instantly.
Also like millions of other office rabbits around the globe, I
discovered there is one thing that can keep us from going insane- email.
It was a life saver. Relief from all the hours of tedium came in the
shape of the messages that poured into my social media accounts. We had
the usual warnings from the company about not using email and the
Internet for your own use, but whoever paid any attention to that? Then,
one day I opened one of my messaging apps.
Are you ready for this? it read
Be careful, this could really change the way you look at life.
Take the Ladyboy Quiz!
Bah, humbug, I thought. So I clicked on the link and up popped a series
of pictures of girls naked from the waist up. Yes, of course, at that
moment I closed it down and deleted it right away - not!
I scrolled down and there must have been 20 photographs, all of
outstandingly beautiful girls. Blondes, redheads, Asians, black girls -
all absolutely gorgeous. I knew what ladyboys were.
My elder brother had gone on a rugby tour a couple of years before to
Australia with a stopover in Bangkok. He had come back with stories that
made my hair stand on end. One story in particular had stuck in my
imagination. One of the team had got very drunk in a bar and the other
lads had paid for a bargirl for him. Except this was a very special
bargirl.
After many pints and much prompting my brother revealed that he had been
the guy they set up. He claimed he vaguely remembered this gorgeous girl
taking him into one of the back rooms. He remembered her stripping down
to her knickers before she stripped him and pushed him onto the bed. He
claims she gave him the best blowjob he had ever had (I don't actually
think he had that many before). My brother then maintained he had passed
out.
Fair enough, except that at some point one of the guys had crept in and
taken a photograph. A couple more pints and he pulled out a photograph
from his wallet. It was a very poor quality shot, but it clearly showed
my brother, stark naked on the bed, eyes closed and with a look of
ecstasy on his face. Also on the bed was a gorgeous Asian girl who was
energetically giving him a blowjob.
What was also obvious from the photograph was the fully erect cock
sticking out from the girl's knickers, which she was stroking in one
hand whilst clearly holding my brothers cock with the other. I clearly
remember the feeling I had looking at that picture. I felt myself
getting dizzy and my mouth was dry as I looked at the picture. I felt
myself blush and my cock twitched as I held the picture in my hand.
My brother then snatched it back and threatened to beat the living shit
out of me if I ever told a soul about it. As he was 6 feet 4 tall and
built like a gorilla whilst I was only 5 ft 7 and slender, I took him
seriously. I had taken after our petite and slender mother and he after
our built like a brick shithouse father.
We were called Little and Large by almost everyone and I got stuck with
it as a nickname. Of course, in that perverse way people have with
nicknames, I was Large and he was Little.
Six months later I headed to London, but I guess I had forgotten about
the photograph until I saw the girls in this quiz. All you had to do was
tick a box by each picture if you thought the girl was a ladyboy. Easy
peasy, I thought.
Not so, as it was really difficult to tell. They were all stunning and
in the end I pretty much ticked the boxes at random. At the end of the
quiz it calculated your score and I managed to score only 3 out of 20
right. I couldn't believe it.
I went back through the pictures and that's when I think I began to
remember my brother’s picture. To be honest I remembered the feeling
more than the picture. I began to feel dizzy and my mouth felt dry. I
actually think I was rubbing the growing bulge in my trousers when my
supervisor's voice made me jump out of my skin.
'James! What are you looking at?'
Vanessa, my supervisor had appeared round the corner of my cubicle.
'Nothing, uh, just some figures.'
I managed to blurt out. I closed the quiz down instantly, but I couldn't
tell if she had seen anything on the screen.
'Anything interesting?' Was she being sarcastic? 'No, no, well, yes, it's
the month end sales stats for your report.' I mumbled.
'Good, make sure I have those by this evening.' She turned on her heels
and stalked down the corridor. Now Vanessa was the office Goddess. She
was tall, may be 5ft 10 or so in her stiletto heels, which she wore
every day. Somewhere in her background there must have been some Viking
genes; long blonde hair, clear blue eyes and legs so long they went
straight to heaven.
I had been put into her team from the start and for some reason she
seemed to take against me. She would get on my case every time she
could. Any small mistake would be blown up out of all proportion. Worst
of all she somehow knew that I had got the job through the old boys’
network and that seemed to wind her up even more. Frankly, I was a
nervous wreck when she was around and I was planning to get a new job as
soon as I could.
Over the following days I would go back to the quiz and look at the
girls whenever I got the chance. One evening I was working late and was
looking yet again at the girls when I spotted a link at the bottom of
the quiz.
Click here to change your life.
I looked around but the rest of the cubicles were empty and I hesitated
a moment but then clicked on the link. Surprise, surprise, it took me to
a porn website. Ladyboy Heaven. Everything you wanted in a girl
and that bit more the banner screamed out.
I checked once more, but there was still no one there. It was a pay
site but there was a button to click for visitors. I clicked and the
screen filled with an image of a beautiful Eurasian girl on her knees
sucking the cock of what appeared to be another ravishingly pretty Asian
girl. I began to feel light headed and I felt a flush creeping across my
face. I could now see the first girl also had a tiny little cock which
the second girl was stroking. I could feel the blood rushing through my
veins.
I clicked again and again. Scene after scene of ladyboys sucking,
fucking, and flashed across my monitor. My hand strayed naturally to my
groin and I felt my cock harden as I hungrily took in every new picture.
I lost track of time completely. My phone buzzed and I jumped clean out
of my chair. I looked at the number and panicked. It was Vanessa's
extension. I picked up the phone and tried to say hello, but my tongue
felt like it was three times too big for my mouth.
'James, you're working late. Are my figures ready yet?' Vanessa's voice
was calm and assured.
'Well, yes, I've just finished them.' I managed to say.
'Okay, well I'm still here too so email them to me and come to my office
so I can see if they are alright.'
I wanted to protest but the phone had already gone dead. I quickly
emailed the figures and walked around the building to Vanessa's office.
It was in the executive part of the building and I had always wondered
how Vanessa had managed to wangle an office here. It was pretty late now
and the only office that was lit was Vanessa’s. I stopped at the door
and knocked.
'Come in James.'
Vanessa was sitting behind her looking at her computer monitor as I
walked in. She waved a hand to the chair in front of her desk and I sat
down.
'James, the figures are fine.' She still wasn't looking at me.
'Thanks.' I mumbled.'They're fine but it’s not that I want to talk to
you about.'
She turned to look at me for the first time, and her eyes seemed to
glitter as she spoke.
'Yes, it's about something completely different. James, you are aware of
the company policy on the misuse of corporate assets aren’t you?
Especially the unauthorised use of office technology?'
She smiled as she spoke 'Well even if you're not it doesn't really
matter.'
It was about now that I began to realise what this about and my heart
started to pound.
'You see James, we take the abuse of corporate IT here very seriously,
and we have installed some very clever technology that allows us to
monitor what our employees are doing on the Internet. I noticed that you
were working late this evening and as a part of my responsibility I
decided to check what you were doing.'
She was smiling sweetly as she spoke in an almost apologetic tone. I
couldn’t take my eyes from hers. I was as transfixed as a mouse in front
of a cobra. I'm not sure I was even breathing by this time.
'James, can you explain to me what part of your role involves visiting
an Internet site called...' she paused and looked at the screen probably
to drag out her enjoyment of the moment, 'Ladyboy Heaven?'
I swear I died at that moment. My mind blanked. All I could do was look
straight into those eyes.
'James, I'm waiting.'
'I, I, I it was a mistake.' I blurted out.
'Yes, James, I think I agree it was a mistake for you to do this.' She
said.
'No, No, I mean I just clicked on a link in an email from a friend and
soon as I saw what it was I came back out.'
'James...' she sounded now like a teacher talking to a stupid pupil.'We
both know that's not true, it's all here on the report.'
As she spoke she swung the monitor round.
'You spent 30 minutes on that site. Are you telling me it took that
long for you to work out what Ladyboy Heaven was? I took a look too
and it took me, oh, all of 10 seconds to work out that it's a website
for people interested in having sex with shemales. James, are you
interested in that? Is that why you visited this site?'
My eyes dropped to the floor, and I felt my face redden.
'James, do you want to have sex with shemales? Is that it?' she was
relentless. 'Or is it that you relate to those shemales? Do you really
want to be a shemale, James? Or should I call you Jamie?'
I blushed even more deeply and I stared at the floor. Her voice took on
a different tone.
'Jamie! Look at me now!' she almost barked this out and my eyes flew to
hers. 'Answer my question.'
'No, I mean yes, I mean, I don't know.'
I felt my blood draining away from my face and I shivered but I couldn't
take my eyes away from hers. She held my gaze and I felt whatever self
control I had left drain away. Her eyes seemed on fire and I felt a
strange sense of power passing from me to her.
'Jamie, well we are confused then aren't we? Well, Jamie, let me tell
you what I think you are. I think you're really a sissy boy. I think
you’re a cocksucker. I think you want to be subservient. I think you
want to be a pretty little ladyboy who only wants to stroke and suck
cock. I believe you want to be one of those girls on the website.'
Her words were roaring around in my head. I felt sick but I couldn’t
break eye contact.
'I've thought so since the day you started here. I have had my eye on
you ever since then. Oh, you might not have realised yourself. I knew it
when you opened that quiz. Oh, yes, I sent you that. It had a piece of
code in it that tracked when you opened it, so I know just how often you
went back to look at it. So I just added the website link to it and
waited. I knew you would come to me eventually. I just waited and you
rushed straight into my trap.'
While she was speaking she stood up and moved slowly round the front of
the desk until she stood over me. She slowly drew her index finger along
my lips as she spoke.
'Remember, I have all the evidence I need to get you dismissed instantly
from this firm and I would make damn sure any new employer would get to
hear about your surfing habits. But, my little sissy, I think there is
another way to deal with this. Yes, I know what you want Jamie. You want
to serve me don't you?'
I couldn't believe it as my head nodded slowly in agreement. She pushed
her finger past my lips and into my mouth. My lips seemed to naturally
form around her finger and as she moved her finger slightly in and out I
began to suck gently.
'That's so good Jamie. You know that feels do good don't you, Jamie.'She
began to coo.
I felt so powerless, but so excited at the same time. I closed my eyes
and continued to suck her finger.
'Keep your eyes closed Jamie.'
Her voice changed again. This time it was a voice of power, power that
should not be contradicted. I felt a touch on my trouser zip and I
couldn't stop my eyes opening.
'I told you to keep them closed didn't I?' she barked.
Her hand caught me across the face and I recoiled from the sting of the
blow.
'Do as I tell you!' she almost snarled.
I snapped my eyes closed again. I felt myself slipping deeper and deeper
into darkness. Her finger returned to my mouth and I started to suck
again. I felt her other hand again touch my zip.
'My, we are excited by all this aren't we Jamie? I can feel you are
really enjoying this.'
Her hand kneaded my cock and I couldn't help squirming in the chair as I
sucked her finger and she stroked my now painfully constrained cock.
Whatever was left of my self control had now vanished. Instead, I felt
strangely at ease, now that I had totally surrendered to the power of
this woman.
'Jamie, look at me now!'
As I opened my eyes she slipped her finger out of my mouth. Her eyes
bore into mine and she brought her face right in front of mine. Her lips
brushed mine and her tongue darted out and past my lips. She continued
to rub my cock as her tongue probed the inside of my mouth. Her eyes
remained locked on mine all the time.
She drew back and once more slapped my face. It stung so hard I began to
whimper. All this time she had continued the pressure on my cock,
rubbing and caressing it and I ached for release. She stretched out her
hand again and I tensed for another blow. Instead, she caressed the
cheek gently with her fingertips and spoke softly again.
'Jamie, if you displease me I will punish you again, but if you serve me
well I will allow you to live your wildest dreams. You will learn the
pleasures of serving me and you will understand the ecstasy of
fulfilling your true destiny. From now on when we are alone you will
address me as Miss Vanessa, is that clear, Jamie?'
I nodded. Another sharp pain jolted me as she again slapped my face.
'You will also feel the pain of serving me if you don't do as you told.'
'Yes, Miss Vanessa.' I whispered.
'Better Jamie, but remember in future, I don't want to hurt you too
much.'
She moved back from me and for the first time I paid attention to what
she was wearing. Normally she wore skirts and blouses together with her
signature stilettos. Tonight she was wearing a trouser suit, and as the
jacket was double breasted, it gave her a slightly masculine look, yet
she still wore stilettos beneath the trousers.
'Kneel, Jamie. my little pet,' she ordered and I slipped from the chair
to my knees.
'Now close your eyes again.'
I did so and felt her tie something over my eyes. I instinctively
brought my head back and received a slap for my effort.'Jamie, you must
learn to trust me. Part of serving your mistress well is to trust that
she knows what is best for you.'
How quickly had I slipped to this point? It seemed only minutes ago I
had been happily staring at that damned website and now I was on my
knees in front of a woman who wanted me to be her...what? Servant?
Slave? I shivered with fear and anticipation.
'Yes, Miss Vanessa.'
'Jamie, I want you to remember what you felt when you looked at the
pictures on the web site. What you felt when you saw those ladyboys take
a cock past their lips and to lick and caress it until it becomes as
hard as granite. Try to imagine what it is like to kiss the tip of a
prick and to wrap your lips around it and to feel that hard shaft begin
to slide its way into your throat. To feel the warmth of the cock as you
worship it so that it fills your mouth. You want that feeling, you need
that feeling, you want to serve that cock, to savour its taste and feel
it move and live between your lips. You want to feel the power of a cock
as it takes possession of you and you want to feel it twitch as you make
love to it. You want to feel the veins as the blood surges into the
cock; you want to feel it slide in and out of your mouth slippery with
your saliva.'
I was so caught up in the imagery she was describing that I moaned. At
that moment she slipped her finger back into my mouth and I began to
lick and suck it hungrily. She slipped the finger deeper and deeper into
my mouth until my mouth was being finger fucked. She added a second and
third finger until I felt my mouth stretch. I couldn't stop. I had to be
possessed by her.
She suddenly withdrew her fingers and I felt lost. I wanted that feeling
back in my mouth. I suddenly felt something quite different against my
lips. Not her fingers. Something bigger, something far more solid than
Vanessa's fingers.
I reared back but Vanessa's hands clamped around my head and forced me
back.
'Do not be afraid, Jamie. This is the start of your sissy training.
Thats what you want to be isn't it? A perfect little primped up sissy,
serving me in whatever way I want. Isn't that right Jamie?'
At that moment Vanessa took off the blindfold and light flooded back
into my eyes. As my eyes came back into focus I saw Vanessa standing
there before me like a Nordic angel; long blonde hair cascading around
her shoulders but with what looked like a large penis standing proudly
from her now unzipped trousers. My eyes bulged as I took in the
unbelievable sight. She towered over me, holding the back of my head
with both hands.
'Jamie, Jamie, don't worry my little girl. This won't hurt at all. Relax
my angel. Let your feelings show you the way.'
Her voice was so soothing and she ran her hands gently through my hair.
She gradually drew my head towards her groin and I could see that it was
some kind of strap on dildo she must have had concealed in her trousers.
My lips brushed against the tip of the dildo and somewhere deep in my
subconscious a small voice whispered no. My senses were reeling yet
somewhere in the midst of my confusion I knew what I had to do, even
wanted to do.
The pressure from Vanessa's hands increased and the dildo began to slide
between my lips. All resistance vanished and I began to lick and suck my
way along the length of the shaft.
'Oh Jamie, that's so good baby, Suck me, Jamie. You know you want to do
this so much.'
Vanessa's voice seemed to come from so far away as I took more and more
of the dildo into my mouth. She began to move her hips gently and the
shaft began to move in and out of my mouth. I had surrendered myself
completely by this point. All my being was centred on what I was doing
with my lips and mouth.
'Baby, that's so wonderful. Suck my monster, wrap those lips around that
cock.'
Vanessa softly encouraged me and her hips began to move quicker and the
dildo moved faster in and out of my mouth.
'Look up at me Jamie baby.' she said and as I looked up there was the
blinding flash of a camera. 'Just a little insurance baby. Not that I
think I'll need any now, do you baby?'
Nikkie Silk
Chapter 1
What did we do before social media? How did we manage to get through
the day without that endless stream of dirty jokes, funny photographs,
gossip and links to dodgy websites that now fill our lives? Yeah,
yeah, I can hear you grumble. Get on with it, I can hear you say. Well,
dear reader, it was one of those links that started me down the road
to... oh, you'll find out soon enough. I was 18 and I had just come
down to London from my hometown in Norfolk after leaving school.
A friend of my father's had offered me a job in an office of a finance
company for which he was the Finance Director. However, Wall Street it
wasn’t. Like millions of other office rabbits around the world, I
shuffled papers, produced figures for reports that never seemed to get
sent anywhere, made endless cups of coffee and kept the global economy
humming along nicely. Charles Dickens would have recognised the office
instantly.
Also like millions of other office rabbits around the globe, I
discovered there is one thing that can keep us from going insane- email.
It was a life saver. Relief from all the hours of tedium came in the
shape of the messages that poured into my social media accounts. We had
the usual warnings from the company about not using email and the
Internet for your own use, but whoever paid any attention to that? Then,
one day I opened one of my messaging apps.
Are you ready for this? it read
Be careful, this could really change the way you look at life.
Take the Ladyboy Quiz!
Bah, humbug, I thought. So I clicked on the link and up popped a series
of pictures of girls naked from the waist up. Yes, of course, at that
moment I closed it down and deleted it right away - not!
I scrolled down and there must have been 20 photographs, all of
outstandingly beautiful girls. Blondes, redheads, Asians, black girls -
all absolutely gorgeous. I knew what ladyboys were.
My elder brother had gone on a rugby tour a couple of years before to
Australia with a stopover in Bangkok. He had come back with stories that
made my hair stand on end. One story in particular had stuck in my
imagination. One of the team had got very drunk in a bar and the other
lads had paid for a bargirl for him. Except this was a very special
bargirl.
After many pints and much prompting my brother revealed that he had been
the guy they set up. He claimed he vaguely remembered this gorgeous girl
taking him into one of the back rooms. He remembered her stripping down
to her knickers before she stripped him and pushed him onto the bed. He
claims she gave him the best blowjob he had ever had (I don't actually
think he had that many before). My brother then maintained he had passed
out.
Fair enough, except that at some point one of the guys had crept in and
taken a photograph. A couple more pints and he pulled out a photograph
from his wallet. It was a very poor quality shot, but it clearly showed
my brother, stark naked on the bed, eyes closed and with a look of
ecstasy on his face. Also on the bed was a gorgeous Asian girl who was
energetically giving him a blowjob.
What was also obvious from the photograph was the fully erect cock
sticking out from the girl's knickers, which she was stroking in one
hand whilst clearly holding my brothers cock with the other. I clearly
remember the feeling I had looking at that picture. I felt myself
getting dizzy and my mouth was dry as I looked at the picture. I felt
myself blush and my cock twitched as I held the picture in my hand.
My brother then snatched it back and threatened to beat the living shit
out of me if I ever told a soul about it. As he was 6 feet 4 tall and
built like a gorilla whilst I was only 5 ft 7 and slender, I took him
seriously. I had taken after our petite and slender mother and he after
our built like a brick shithouse father.
We were called Little and Large by almost everyone and I got stuck with
it as a nickname. Of course, in that perverse way people have with
nicknames, I was Large and he was Little.
Six months later I headed to London, but I guess I had forgotten about
the photograph until I saw the girls in this quiz. All you had to do was
tick a box by each picture if you thought the girl was a ladyboy. Easy
peasy, I thought.
Not so, as it was really difficult to tell. They were all stunning and
in the end I pretty much ticked the boxes at random. At the end of the
quiz it calculated your score and I managed to score only 3 out of 20
right. I couldn't believe it.
I went back through the pictures and that's when I think I began to
remember my brother’s picture. To be honest I remembered the feeling
more than the picture. I began to feel dizzy and my mouth felt dry. I
actually think I was rubbing the growing bulge in my trousers when my
supervisor's voice made me jump out of my skin.
'James! What are you looking at?'
Vanessa, my supervisor had appeared round the corner of my cubicle.
'Nothing, uh, just some figures.'
I managed to blurt out. I closed the quiz down instantly, but I couldn't
tell if she had seen anything on the screen.
'Anything interesting?' Was she being sarcastic? 'No, no, well, yes, it's
the month end sales stats for your report.' I mumbled.
'Good, make sure I have those by this evening.' She turned on her heels
and stalked down the corridor. Now Vanessa was the office Goddess. She
was tall, may be 5ft 10 or so in her stiletto heels, which she wore
every day. Somewhere in her background there must have been some Viking
genes; long blonde hair, clear blue eyes and legs so long they went
straight to heaven.
I had been put into her team from the start and for some reason she
seemed to take against me. She would get on my case every time she
could. Any small mistake would be blown up out of all proportion. Worst
of all she somehow knew that I had got the job through the old boys’
network and that seemed to wind her up even more. Frankly, I was a
nervous wreck when she was around and I was planning to get a new job as
soon as I could.
Over the following days I would go back to the quiz and look at the
girls whenever I got the chance. One evening I was working late and was
looking yet again at the girls when I spotted a link at the bottom of
the quiz.
Click here to change your life.
I looked around but the rest of the cubicles were empty and I hesitated
a moment but then clicked on the link. Surprise, surprise, it took me to
a porn website. Ladyboy Heaven. Everything you wanted in a girl
and that bit more the banner screamed out.
I checked once more, but there was still no one there. It was a pay
site but there was a button to click for visitors. I clicked and the
screen filled with an image of a beautiful Eurasian girl on her knees
sucking the cock of what appeared to be another ravishingly pretty Asian
girl. I began to feel light headed and I felt a flush creeping across my
face. I could now see the first girl also had a tiny little cock which
the second girl was stroking. I could feel the blood rushing through my
veins.
I clicked again and again. Scene after scene of ladyboys sucking,
fucking, and flashed across my monitor. My hand strayed naturally to my
groin and I felt my cock harden as I hungrily took in every new picture.
I lost track of time completely. My phone buzzed and I jumped clean out
of my chair. I looked at the number and panicked. It was Vanessa's
extension. I picked up the phone and tried to say hello, but my tongue
felt like it was three times too big for my mouth.
'James, you're working late. Are my figures ready yet?' Vanessa's voice
was calm and assured.
'Well, yes, I've just finished them.' I managed to say.
'Okay, well I'm still here too so email them to me and come to my office
so I can see if they are alright.'
I wanted to protest but the phone had already gone dead. I quickly
emailed the figures and walked around the building to Vanessa's office.
It was in the executive part of the building and I had always wondered
how Vanessa had managed to wangle an office here. It was pretty late now
and the only office that was lit was Vanessa’s. I stopped at the door
and knocked.
'Come in James.'
Vanessa was sitting behind her looking at her computer monitor as I
walked in. She waved a hand to the chair in front of her desk and I sat
down.
'James, the figures are fine.' She still wasn't looking at me.
'Thanks.' I mumbled.'They're fine but it’s not that I want to talk to
you about.'
She turned to look at me for the first time, and her eyes seemed to
glitter as she spoke.
'Yes, it's about something completely different. James, you are aware of
the company policy on the misuse of corporate assets aren’t you?
Especially the unauthorised use of office technology?'
She smiled as she spoke 'Well even if you're not it doesn't really
matter.'
It was about now that I began to realise what this about and my heart
started to pound.
'You see James, we take the abuse of corporate IT here very seriously,
and we have installed some very clever technology that allows us to
monitor what our employees are doing on the Internet. I noticed that you
were working late this evening and as a part of my responsibility I
decided to check what you were doing.'
She was smiling sweetly as she spoke in an almost apologetic tone. I
couldn’t take my eyes from hers. I was as transfixed as a mouse in front
of a cobra. I'm not sure I was even breathing by this time.
'James, can you explain to me what part of your role involves visiting
an Internet site called...' she paused and looked at the screen probably
to drag out her enjoyment of the moment, 'Ladyboy Heaven?'
I swear I died at that moment. My mind blanked. All I could do was look
straight into those eyes.
'James, I'm waiting.'
'I, I, I it was a mistake.' I blurted out.
'Yes, James, I think I agree it was a mistake for you to do this.' She
said.
'No, No, I mean I just clicked on a link in an email from a friend and
soon as I saw what it was I came back out.'
'James...' she sounded now like a teacher talking to a stupid pupil.'We
both know that's not true, it's all here on the report.'
As she spoke she swung the monitor round.
'You spent 30 minutes on that site. Are you telling me it took that
long for you to work out what Ladyboy Heaven was? I took a look too
and it took me, oh, all of 10 seconds to work out that it's a website
for people interested in having sex with shemales. James, are you
interested in that? Is that why you visited this site?'
My eyes dropped to the floor, and I felt my face redden.
'James, do you want to have sex with shemales? Is that it?' she was
relentless. 'Or is it that you relate to those shemales? Do you really
want to be a shemale, James? Or should I call you Jamie?'
I blushed even more deeply and I stared at the floor. Her voice took on
a different tone.
'Jamie! Look at me now!' she almost barked this out and my eyes flew to
hers. 'Answer my question.'
'No, I mean yes, I mean, I don't know.'
I felt my blood draining away from my face and I shivered but I couldn't
take my eyes away from hers. She held my gaze and I felt whatever self
control I had left drain away. Her eyes seemed on fire and I felt a
strange sense of power passing from me to her.
'Jamie, well we are confused then aren't we? Well, Jamie, let me tell
you what I think you are. I think you're really a sissy boy. I think
you’re a cocksucker. I think you want to be subservient. I think you
want to be a pretty little ladyboy who only wants to stroke and suck
cock. I believe you want to be one of those girls on the website.'
Her words were roaring around in my head. I felt sick but I couldn’t
break eye contact.
'I've thought so since the day you started here. I have had my eye on
you ever since then. Oh, you might not have realised yourself. I knew it
when you opened that quiz. Oh, yes, I sent you that. It had a piece of
code in it that tracked when you opened it, so I know just how often you
went back to look at it. So I just added the website link to it and
waited. I knew you would come to me eventually. I just waited and you
rushed straight into my trap.'
While she was speaking she stood up and moved slowly round the front of
the desk until she stood over me. She slowly drew her index finger along
my lips as she spoke.
'Remember, I have all the evidence I need to get you dismissed instantly
from this firm and I would make damn sure any new employer would get to
hear about your surfing habits. But, my little sissy, I think there is
another way to deal with this. Yes, I know what you want Jamie. You want
to serve me don't you?'
I couldn't believe it as my head nodded slowly in agreement. She pushed
her finger past my lips and into my mouth. My lips seemed to naturally
form around her finger and as she moved her finger slightly in and out I
began to suck gently.
'That's so good Jamie. You know that feels do good don't you, Jamie.'She
began to coo.
I felt so powerless, but so excited at the same time. I closed my eyes
and continued to suck her finger.
'Keep your eyes closed Jamie.'
Her voice changed again. This time it was a voice of power, power that
should not be contradicted. I felt a touch on my trouser zip and I
couldn't stop my eyes opening.
'I told you to keep them closed didn't I?' she barked.
Her hand caught me across the face and I recoiled from the sting of the
blow.
'Do as I tell you!' she almost snarled.
I snapped my eyes closed again. I felt myself slipping deeper and deeper
into darkness. Her finger returned to my mouth and I started to suck
again. I felt her other hand again touch my zip.
'My, we are excited by all this aren't we Jamie? I can feel you are
really enjoying this.'
Her hand kneaded my cock and I couldn't help squirming in the chair as I
sucked her finger and she stroked my now painfully constrained cock.
Whatever was left of my self control had now vanished. Instead, I felt
strangely at ease, now that I had totally surrendered to the power of
this woman.
'Jamie, look at me now!'
As I opened my eyes she slipped her finger out of my mouth. Her eyes
bore into mine and she brought her face right in front of mine. Her lips
brushed mine and her tongue darted out and past my lips. She continued
to rub my cock as her tongue probed the inside of my mouth. Her eyes
remained locked on mine all the time.
She drew back and once more slapped my face. It stung so hard I began to
whimper. All this time she had continued the pressure on my cock,
rubbing and caressing it and I ached for release. She stretched out her
hand again and I tensed for another blow. Instead, she caressed the
cheek gently with her fingertips and spoke softly again.
'Jamie, if you displease me I will punish you again, but if you serve me
well I will allow you to live your wildest dreams. You will learn the
pleasures of serving me and you will understand the ecstasy of
fulfilling your true destiny. From now on when we are alone you will
address me as Miss Vanessa, is that clear, Jamie?'
I nodded. Another sharp pain jolted me as she again slapped my face.
'You will also feel the pain of serving me if you don't do as you told.'
'Yes, Miss Vanessa.' I whispered.
'Better Jamie, but remember in future, I don't want to hurt you too
much.'
She moved back from me and for the first time I paid attention to what
she was wearing. Normally she wore skirts and blouses together with her
signature stilettos. Tonight she was wearing a trouser suit, and as the
jacket was double breasted, it gave her a slightly masculine look, yet
she still wore stilettos beneath the trousers.
'Kneel, Jamie. my little pet,' she ordered and I slipped from the chair
to my knees.
'Now close your eyes again.'
I did so and felt her tie something over my eyes. I instinctively
brought my head back and received a slap for my effort.'Jamie, you must
learn to trust me. Part of serving your mistress well is to trust that
she knows what is best for you.'
How quickly had I slipped to this point? It seemed only minutes ago I
had been happily staring at that damned website and now I was on my
knees in front of a woman who wanted me to be her...what? Servant?
Slave? I shivered with fear and anticipation.
'Yes, Miss Vanessa.'
'Jamie, I want you to remember what you felt when you looked at the
pictures on the web site. What you felt when you saw those ladyboys take
a cock past their lips and to lick and caress it until it becomes as
hard as granite. Try to imagine what it is like to kiss the tip of a
prick and to wrap your lips around it and to feel that hard shaft begin
to slide its way into your throat. To feel the warmth of the cock as you
worship it so that it fills your mouth. You want that feeling, you need
that feeling, you want to serve that cock, to savour its taste and feel
it move and live between your lips. You want to feel the power of a cock
as it takes possession of you and you want to feel it twitch as you make
love to it. You want to feel the veins as the blood surges into the
cock; you want to feel it slide in and out of your mouth slippery with
your saliva.'
I was so caught up in the imagery she was describing that I moaned. At
that moment she slipped her finger back into my mouth and I began to
lick and suck it hungrily. She slipped the finger deeper and deeper into
my mouth until my mouth was being finger fucked. She added a second and
third finger until I felt my mouth stretch. I couldn't stop. I had to be
possessed by her.
She suddenly withdrew her fingers and I felt lost. I wanted that feeling
back in my mouth. I suddenly felt something quite different against my
lips. Not her fingers. Something bigger, something far more solid than
Vanessa's fingers.
I reared back but Vanessa's hands clamped around my head and forced me
back.
'Do not be afraid, Jamie. This is the start of your sissy training.
Thats what you want to be isn't it? A perfect little primped up sissy,
serving me in whatever way I want. Isn't that right Jamie?'
At that moment Vanessa took off the blindfold and light flooded back
into my eyes. As my eyes came back into focus I saw Vanessa standing
there before me like a Nordic angel; long blonde hair cascading around
her shoulders but with what looked like a large penis standing proudly
from her now unzipped trousers. My eyes bulged as I took in the
unbelievable sight. She towered over me, holding the back of my head
with both hands.
'Jamie, Jamie, don't worry my little girl. This won't hurt at all. Relax
my angel. Let your feelings show you the way.'
Her voice was so soothing and she ran her hands gently through my hair.
She gradually drew my head towards her groin and I could see that it was
some kind of strap on dildo she must have had concealed in her trousers.
My lips brushed against the tip of the dildo and somewhere deep in my
subconscious a small voice whispered no. My senses were reeling yet
somewhere in the midst of my confusion I knew what I had to do, even
wanted to do.
The pressure from Vanessa's hands increased and the dildo began to slide
between my lips. All resistance vanished and I began to lick and suck my
way along the length of the shaft.
'Oh Jamie, that's so good baby, Suck me, Jamie. You know you want to do
this so much.'
Vanessa's voice seemed to come from so far away as I took more and more
of the dildo into my mouth. She began to move her hips gently and the
shaft began to move in and out of my mouth. I had surrendered myself
completely by this point. All my being was centred on what I was doing
with my lips and mouth.
'Baby, that's so wonderful. Suck my monster, wrap those lips around that
cock.'
Vanessa softly encouraged me and her hips began to move quicker and the
dildo moved faster in and out of my mouth.
'Look up at me Jamie baby.' she said and as I looked up there was the
blinding flash of a camera. 'Just a little insurance baby. Not that I
think I'll need any now, do you baby?'
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