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This is a grown up story for grown up people. If you're under 18 please
don't read this. If you don't like to read stories about transsexual
people, please don't read on. I have spent some time writing this story so
please do not reproduce this in part or whole without my permission. I am
happy to give permission if asked nicely. Please let me know what you think
of it, as all comments are welcome. [email protected]
Jamie's Descent Part 1
By Nikkie
What did we do before e-mail? 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 in boxes?
Yea, yea, I can hear you grumble. Get on with it; I can hear you say. Well,
dear reader, it was one of those e-mails that started me down the road
to....oh, you'll find out soon enough.
I was 18 and had just come down to London from my home 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. 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, no problem.
Also like millions of other office rabbits around the globe, I discovered
there is one thing that can keep us from going insane- e-mail. It was a
life saver. Relief from all the hours of tedium came in the shape of the
messages that poured into my in-box. We had the usual warnings from the
company about not using e-mail and the internet for your own use, but
whoever paid any attention to that?
One day I opened an e-mail to find this message.
Are you ready for this? Be careful, this could really change the way you
look at life. Take the Lady Boy 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 Lady Boys 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
bar girl. 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
blow job 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
blow job. 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 a fraction of his size, I took him seriously. We were called Little and
Large by almost everyone and I got stuck with it as a nickname.
Six months later I headed to London, but I guess I forgot 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, thought I. 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 everyday. 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.
"Lady Boy Heaven. Everything you wanted in a girl and that bit more", the
banner screamed out. I looked around quickly 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 wanking 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.
"OK, well I'm still here too, so e-mail 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 e-mailed
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 its 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. "Lady Boy 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.
"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 e-mail from a friend and
soon as I saw what it was I came back out," I managed to squeak.
"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 30 minutes for you to work out what Lady Boy Heaven was? I took a
look too and it took me, oh, all of 30 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, perhaps?"
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 a subservient little sissy. 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 knew just how often you went back
to look at it. I just added the website link to it and waited. I knew you
would come to me eventually. I just waited and you rushed willingly
straight into my little 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.
"Yes, I know what you want Jamie. You want to serve me don't you? 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."
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. A 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 the 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 suddenly 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 finger tips 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 out 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're 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." 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 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 training."
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 sub
conscious 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 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?"
don't read this. If you don't like to read stories about transsexual
people, please don't read on. I have spent some time writing this story so
please do not reproduce this in part or whole without my permission. I am
happy to give permission if asked nicely. Please let me know what you think
of it, as all comments are welcome. [email protected]
Jamie's Descent Part 1
By Nikkie
What did we do before e-mail? 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 in boxes?
Yea, yea, I can hear you grumble. Get on with it; I can hear you say. Well,
dear reader, it was one of those e-mails that started me down the road
to....oh, you'll find out soon enough.
I was 18 and had just come down to London from my home 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. 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, no problem.
Also like millions of other office rabbits around the globe, I discovered
there is one thing that can keep us from going insane- e-mail. It was a
life saver. Relief from all the hours of tedium came in the shape of the
messages that poured into my in-box. We had the usual warnings from the
company about not using e-mail and the internet for your own use, but
whoever paid any attention to that?
One day I opened an e-mail to find this message.
Are you ready for this? Be careful, this could really change the way you
look at life. Take the Lady Boy 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 Lady Boys 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
bar girl. 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
blow job 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
blow job. 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 a fraction of his size, I took him seriously. We were called Little and
Large by almost everyone and I got stuck with it as a nickname.
Six months later I headed to London, but I guess I forgot 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, thought I. 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 everyday. 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.
"Lady Boy Heaven. Everything you wanted in a girl and that bit more", the
banner screamed out. I looked around quickly 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 wanking 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.
"OK, well I'm still here too, so e-mail 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 e-mailed
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 its 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. "Lady Boy 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.
"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 e-mail from a friend and
soon as I saw what it was I came back out," I managed to squeak.
"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 30 minutes for you to work out what Lady Boy Heaven was? I took a
look too and it took me, oh, all of 30 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, perhaps?"
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 a subservient little sissy. 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 knew just how often you went back
to look at it. I just added the website link to it and waited. I knew you
would come to me eventually. I just waited and you rushed willingly
straight into my little 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.
"Yes, I know what you want Jamie. You want to serve me don't you? 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."
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. A 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 the 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 suddenly 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 finger tips 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 out 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're 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." 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 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 training."
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 sub
conscious 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 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?"
