Date: Wed, 06 Dec 2006 10:47:19 +0200
From: chanel kruger <chanelkruger106@hotmail.com>
Subject: Chanel's First Date ( TV )

Prologue

My name is Chanel Michelle Kruger, I am a life long transvestite in my late
thirties, the following story is a TRUE account of my first real experience
as Chanel with a man. At the time I was a young 21 year old living in
Johannesburg ? South Africa


I had spent the last fortnight or so conversing on the phone to a potential
cross-dressing partner who I had met through a pretty backward dating
service in one of the local papers,( South Africa at the time although had
a gay scene was pretty limited in terms of cross dressing. ) We had
eventually arranged to meet at my flat in Hillbrow and although I had
already appeared in public before at several ?meetings? this was to be one
of the first ?one on one? meetings with a person with similar tendencies.

I was fortunate at the time to be single and living in a reasonably secure
flat on my own , as it had two bedrooms , I had fitted the second bedroom
as ?channel?s ? and spent most of my time in the flat in the room trying
out different looks and clothes. I had built up an enormous collection of
girls ?necessities? and reveled in the fact that I did not have to hide any
of it or put it safely away after I had been out or whatever.

Dave ( not his real name ) was in his forties and was married to what
sounded like a very non supportive wife and was very eager to meet. This
was way before the internet was available and we had not exchanged photos
which was an ordeal in itself before the digital cameras became popular.

I was at the time in my twenties and had been dressing most of my adult
life , I had perfected the professional look and was very happy with my
passing.

I think it was on a Friday that we first arranged to meet , Daves wife was
apparently going to be away for the evening and so he was effectively free
for the night . Whilst Dave unfortunately had to travel ( to an unknown
destination ) and was thus hesitant to dress for our first meeting, I on
the other had had no such restrictions and was determined to look better
that ever before. I had started my transformation as soon as I had got home
from work , firstly by running a bath with my favourite lancome tresor bath
scent , I had freshly shaved my legs and face to make sure that I had the
perfect canvas to start my make up.

Ive always believed that foundation is the most important part of the make
up process and was lucky at that stage not to have a heavy beard growth,
once my foundation was perfect I had spent a long time with subtle
contouring with a darker shades of base and blush, I still to this day love
the smell of the revlons foundation face powder and liberally brushed on
the powder before the ?colouring in?  process began.  Time for a quick
courtleigh 120 cigarette and some close up critical inspection ? perfect !!

After about an hour I had completed the look I was aiming for and baring
the lipstick ( always put that on after you are fully dressed ) had created
a very sophisticated and precise look with included using liquid eyeliner ,
long extended lashes and smoky eyes.

Next and before my wig a had to get my foundation garments and clothing on
, I remember that at that stage I had built up quite a collection of
foundation underwear and preferred the under wired Playtex secrets range
bras and matching panties that I had first bought on a shopping trip with a
girl friend that new of my hobby. I had recently bought a very expensive
pair of sheer black hold-up stockings and combined with a full contouring
suspender belt / panty girdle( Straps removed ) provided me with the
support I required and the option of removing my panties while remaining
still clothed but accessible should the option arise ( pun intended ) I
unfortunately did not at that stage have the budget ( or access to ) a
fully boned corset but was in luckily in shape and did not have a real need
for one.

My outerwear consisted of a fitted satin blouse ( still one of my favorites
) with a cowl neck and offset button arrangement , a green calf length
slim-line skirt and matching jacket , I love winter clothing and most of my
clothes reflect that.

With only my wig & lipstick to complete I started with my nails , Long
nails were very much in fashion still and long false nails were readily
available at most chemists , I preference at that stage was the ?Tess?, or
?Dynasty? range by Jonel , I had the application down to a fine art by then
and had often been asked by interested parties if they were in fact my own
, I am fortunate enough to have ( although large by women?s?  standards )
very long and elegant fingers witch complemented my choice of nail length
perfectly , I had spent many long hours with a former girlfriend , who had
helped and accepted my cross dressing , doing each others nails on
weekends. With a coat of Revlon ?vixen? which although not a perfect match
to my favorite intended ?Brun Fresque ? lancome was close a enough match.

I only had one blond wig at the time, a mid length straight blond style ,
and had spent the previous evening washing , conditioning and getting the
style right that I was looking for.  It is important to freshly was the wig
if you are going public as a fresh shampoo scent will do a lot to boost
your confidence.

At about 6.45 I was, baring a last minute touch up to my lipstick, finished
. and settled in the couch with another cigarette waiting for Dave to
arrive.

At about 6 55 the was a buzz from the downstairs intercom and although I
was expecting Dave I could not be sure that it was not someone else that I
did not want to see , I answered hello in a semi female voice and hoped
like hell it was not one of my college friends. Dave luckily promptly
answered ?is Chanel there??, what a relief . I buzzed him up and quickly
finished my cigarette, reapplied my lipstick and nervously waited at the
door to the flat. Again I was fortunate to stay on the penthouse level
which was again access controlled from the lifts which allowed me some
freedom in the passage / corridor that led to my flat , It was easy enough
to dash back into the flat should I hear anyone coming that might ( or
might not ) recognize me.

I was so nervous I could hardly stand and had on several occasions
considered somehow bailing (though I was now not sure how). The gate on my
level buzzed, I opened it and gathering courage walked up the passage way
to meet my ?date ?. Dave met me about half way down the passage, I could
noticeably see his eyes widen at the site of me as he hesitantly asked
?Chanel? ?. Hi Dave , he lent forward and kissed my cheek ( a first for me
at that stage ) I nervously invited him in, offered him a seat and a drink
which he kindly accepted, I started into the kitchen and with shaking hands
poured him a beer and myself a whiskey which was certainly needed.
          When I returned he was sitting in the lounge and judging by the
stare, was clearly either infatuated or just plain dumbfounded.
	We spent the next 15-20 min discussing our various situations, His
with a wife and how he very seldom dressed unless she was not around, his
likes and dislikes, styles and fashions etc. but more importantly how
difficult it was to find likeminded people.
	I had managed to contain myself and maintain a certain amount of
decorum but was still really nervous and decided to have a cigarette to
calm my nerves, with a controlled shake I carefully lit a cigarette and in
my most practiced pose exhaled high into the air, this seemed to break the
ice and he asked me where I kept my things which I then offered to show
him. I led him to ?Chanel?s? room and briefly showed him my dressing table,
full cupboards and drawers. He seemed clearly drawn to my make up which was
on display and I could almost see the longing to use some.
	He then mentioned in an almost shaky voice how lucky I was and how
he was getting hard just by looking at me and my extensive wardrobe. I am
still not sure if it was the whiskey in me or how I managed to get out my
next words ? I asked him if I could feel how hard he was, which by looking
at his trousers he clearly was.
           His penis had somehow managed to work its way into a sideways
vertical position which left a distinct outline in his trousers, he
answered ?yes please? and I slowly moved my long nailed right hand down to
hispenis and slowly & gently started to massage his angled bulge. We were
now in the doorway from my room into the lounge and time appeared to be
standing still. Dave was slightly taller than me ( even in my heels ) and
collapsed against the door frame, I?m not sure how long we stood without
any words being spoken but it must have been a good minute and a half
before he blurted out that he would cum if I didn?t stop. These words
seemed to bring me out from the spell cast on me, my long cigarette was
almost finished and I managed to take a controlled inhale and exhale before
he managed to recover to the point where he could stand up and push himself
off the wall that he had collapsed onto.
          I might have been brought out from the spell but had at that
point without any conscious thought already decided what I was about to
do. ?come into the lounge, I want to taste you? I said as I left the room,
I walked to my coffee table by the couch and put out my cigarette.
           ?where?  he asked as he followed, already starting to remove his
trousers , I motioned him to one of the two seater couches I had in the
lounge, but before he removed his boxers he suddenly seemed nervous about
the fact that my curtains were still open and questioned that the neighbors
might see something . My flat was on the eighteenth floor and although knew
there was not much chance of anyone seeing anything, I think that I may
have unconsciously left them open on purpose, after all, all someone would
see was a hopefully good looking woman giving her man a great blowjob, His
nervousness prevailed and I submitted by closing the curtains for
him. Before I got back he had removed his boxers and was sitting with his
back on the armrests and both feet up on the couch (obviously his preferred
position). I gently eased myself down onto my knees and took a few seconds
to admire my prize. Whilst Dave might not have been the most attractive man
around , his penis was magnificent, until that point I had never seen an
erect penis other than my own and Dave?s was certainly a lot bigger than
mine!  I imagine it was at least 9-10 inches and really quite thick.
          Suddenly everything then seemed to flow into a surreal, automated
slow motion. His hands were at his sides, careful not to get into the
way. I first reached out my left hand onto his member (a position where he
could visually appreciate my long painted nails against the white of his
penis) and gently scraped my index finger from his opening down the top
side down to his belly and back.  At this point I wasn?t paying much
attention to Dave as it was only his penis that had me mesmerized, I them
moved my right had up and while leaving a nail on the opening started the
same process with my left hand down the under side of his penis to his
balls, carefully only letting the tips of my nails do the work. His penis
was now at full erection, all the veins were exposed and the head was as
shiny as a bowling ball ( and almost as large or so I thought ) and was
starting to twitch slightly against way from my fingernails.

          Time to get this show on the road!!

          In a relative sudden burst of speed I reseated myself on my
knees, swept my hair back behind my ears on my left side ( I had always
dreamt that this was the way I would do it , the way I had seen it done in
the movies that I had watched ) and simultaneously lowered my head, and
with my left hand lifted his now pulsing penis off his stomach to meet my
mouth, I could not wait any longer and just did not have the willpower to
tease him any longer with my tongue , this one was for me !
          In one swoop I engulfed his entire throbbing head and proceeded
on downwards albeit slowly. I did not try to deep throat him but stayed
deep enough for my comfort, on my slow withdrawal I once again tucked my
hair back and twisted my head towards his face purposefully making my first
eye contact with him since we had begun, It was only then that I noticed
his face , he wore an expression of utter amazement mixed with, what under
any other circumstances could be interpreted as, excruciating pain, I then
using my eyes smiled at him and only then did he let out a long , loud and
guttural growl, I think this may have been his first real breath he?d taken
for a while.
           At very least he seemed to be enjoying my first ever Blowjob and
this spurred me on to up the pace. Using the finger tips and thumb to help,
I now was hell bent on getting this magnificent serpent like being to
release itself within my mouth.
          Dave hesitantly attempted to put his hand on the back of my head
but I wasn?t ready for that and waved him away without releasing his penis,
he obviously under stood and let me carry on with out his help.  Within a
minute he was reaching the point of no return and I already had started to
taste what I now recognize as pre-cum, his hips started to thrust slightly
and he in a shouted breathlessly ?I?m going to cum Baby?.
          I think he was looking for confirmation from me that this was
okay, (although I had often fantasized about finishing off a blowjob with
my mouth slightly away from its head to catch the inevitable from a
distance) there was no way I was about to let this one out of my mouth, I
again turned my eyes and blinked my consent to him. I swapped hands to let
my right hand down to rub and pump his now tight balls. He immediately
started thrusting his hips with out abandon. Within seconds of his warning
I received my very first gulp of warm cum which was instantly followed by a
HUGE second load!, I would imagine about six or seven spurts erupted from
him before his uncontrolled thrusting subsided leaving him twitching &
jerking still within my mouth which I maintained tightly sealed around the
head of his penis.  Although my mouth was almost overflowing I had luckily
had started to swallow as he first erupted and managed to keep the majority
from leaking out down his shaft. He was still twitching as I slowly lowered
my mouth down his shaft in a final effort to retrieve the small amounts of
less consistent cum which I had wasted. On my upstroke I kept my lips
tightly around him and slowly lifted my mouth from him then gave his penis
one last gentle kiss and tickle with my tongue. I then sat back on my
haunches and looked up at Dave and smiled.  He was till sitting in the same
position with his mouth slightly open and appeared utterly exhausted. My
right hand was still on his now lipstick coated penis and I was slowly
playing with him. He brought his head up from the armrest and said ?God,
you?ve done that before!
          ?No that was my first, How did I do ? ? I asked
          ?That was the best head I?ve ever had , God , your lipstick looks
so good on my cock?
          I was acutely aware that my make up might have become smudged and
wanted to check it,
          ?I just need to check my lipstick Baby, wait here?
          I got up fetched my purse off the coffee table and went into the
bathroom, I still could not believe what I had just done and literally said
to myself in the mirror ?yep , you are now a cocksucker!?
          I had not yet cum and my cock was still extremely hard and
uncomfortable tucked back in my panties, with one palm roughly rubbing
between my legs I removed my lipstick from my purse and attempted to repair
the damage to my previously immaculate lips. I was almost bending over from
the pressure within my panties and I realized that I had to get some
control back and fight the urge to pull my clitty out and get myself off
right there in the bathroom.
          I did a quick fix to my lips, took a deep breath and returned to
the lounge. Dave was now sitting properly in the chair with his penis still
out, remarkably it still appeared to be rock hard, he was gently playing
with himself and as I walked in and he asked how I was doing, I said I was
okay.
          ?Did you cum?? he asked
          ?No, not yet? I replied
          He then got up, and walked to me with his penis jutting straight
out , he then took my shoulder and led me back to sit on the couch ?here,
let me help you then ?
          Before I sat down I had to slip out of my skirt which I folded
and hung over the back of the dining room chair and returned to sit on the
couch and although it would have been more lady like to sit with my legs
crossed, in the current situation it perfectly acceptable to sit with my
legs slightly apart.
          Dave half sat down on the couch next to me and leaned over to
kiss me whilst simultaneously reaching for my swollen panties and started
to rub. His penis was again now rock hard and was within reach so I
reciprocated. With the rubbing on my panties my clitty was slowly being
eased out from between my legs to a point where the head was peaking out
the side of my panties. Dave noticed, licked his finger and started to
massage my clitty head in slow circles with his finger tip. I was now at
the point where I was leaning back on the couch with my head back and eyes
closed, lost in the sensations that I was feeling. I think I had even
stopped rubbing him and just held his penis firmly with my hand as he
started to pull my foreskin back between his fingers.
          ?Lets get you out of these? Dave said, referring to my panties.
          Luckily I was, as previously mentioned, wearing hold up stockings
and could easily remove them without having to adjust my suspender belts
etc, I merely lifted my bottom and Dave removed them, careful to stretch
them over my rock hard little clitty.
          My 6« inch clitty was nowhere near the size or girth of Dave?s
monster and has a distinct curve to it. I had, had several girlfriends
before and although I could always satisfy them it was always embarrassing
to show them my penis for the first time. This time it was different, I was
almost proud of my little clitty.
          Dave also seemed to understand that he did not need to compliment
the size of my clitty but seemed intrigued by it?s unusual curve and later
on in our relation ship would referrer to it as his baby?s little banana
clitty.
          I was by now completely at ease and although desperately horny
was no longer nervous about was I was doing or who was doing it to me.
           I reached out again for his cock and started to pump it while
Dave did the same for me. My left hand was free to rub my breasts and it
was literally seconds before I started to cum. I shot my first droplet
almost across the room, Dave lunged down to try and catch the follow ups
but started to cum himself before I had finished which seriously hampered
his flexibility. Although Dave had cum earlier he still managed to cover my
wrist and blouse sleeve with his seed, I even had some further up on my
shirt but that may have been from me. Dave collapsed on my lap for a few
seconds before sitting up and forcing me to let go of his penis. His hand
was also glistening with cum and he brought it up to my mouth to taste
before licking some of it up himself, I now lifted my cum covered hand to
my lips and noticed the distinct differences in the tastes. I suppose
because I had tasted my own cum before I may have just been more used to it
, Dave?s cum was definitely more pungent, I decided I liked it a lot.
          Dave had to clean up and left me in the lounge to have a
cigarette and recover, by the time he returned I was playing with myself
again.
          ?I have to go Chanel girl, I don?t want to but I have to? he said
as he stood there
          ?Maybe next time we can spend some more time?  Thanks so much for
coming Dave? I said as I got up off the couch and walked him to the door.
          ?Do you have everything, your keys & phone?? As I turned he
leaned in to me for a kiss but it was obvious his goal was under my girdle
which he was again rubbing with his left hand. I leaned into him with my
head on his shoulder and put my hands around his shoulders . It was the
first real sensual hug I had ever been in with a man, I felt incredibly
safe and warm and although I was still horny the feeling of togetherness
was later to become more confusing to me than the sex that we experienced.
I reluctantly let Dave out and gave him a final peck on the cheek in the
corridor with the promise to see each other again ( this still without a
skirt and with my clitty clearly visible to all)
          I had just had my first successful sexual encounter as Chanel
with a man and whilst I was still in Chanel mode, I felt wonderful, but
this experience would prove to be the start of a long confused journey of
self discovery.

          I hope you enjoyed my TRUE story, I would greatly appreciate any
feedback or comments that you may have. I would like to write about my
other experiences should anyone be interested
          PS Dave if you remember this, I would love to hear from you again
          XXX

          Chanel Michelle Kruger
          E-Mail ? chanelkruger106@hotmail.com