Susan's World, My Life...
Ok here we go, I've read hundreds possibly thousands? well maybe not that
many but I've read a lot of these stories and of course here' the usual
disclaimer that even though this story is about me any resemblance or
coincidence to any one living or dead is just that, coincidental also if for
some reason you are not allowed to read this for whatever legal reason then
go somewhere else...
Ok, on with the story. My name is Susan Kay,and this is my story of my life
so far. And this is my 1st attempt at writing a TG story, My adventure began
at an early age, My dad was the bread winner in the early 60's so he was
always at work during the day. My mother was a stay at home house wife most
of the time except for the occaisonal errand, and to visit my grand mother,
who took care of my great grandma, and another elderly lady. I was an only
child until my mom&dad adopted my sister, so when I was young I spent alot
of time with the women, my earliest memmory of wearing womens clothes was at
halloween one year, since I was a small shy kid at the time, my mom&grandma,
for some strange reason decided to see what I looked like as a girl! It
seems that my grandma was cleaning out the attic and she was going to donate
stuff that was my mom's when she was a little girl...
So there I was, in a cute little dress, ankle socks, patent leather mary
janes, there was a sash on the dress that tied in the back, one of my
grandma's wigs on my head with a ribbon in my hair, fingernails polished,
and lipstick on my lips...Ain't she just adorable? said my grandma, as she
grabbed my cheek in a light pinch and shook it like grandmas always do, and
that was the extent of it until a few years later... One day after coming
home from school and having done the chores, and put dinner in the oven, I
was bored! nothing on tv, I spied the catalog from a major dept. store on
the coffee table, I decided to browse through it, after looking through it,
I browsed the toys,tools, menswear,boyswear, I noticed my mom had a page
bookmarked for something, a wardrobe ensemble...at this point in my life mom
was going to have to go back to work to help my dad with the expenses, so I
decided to peruse the womens section of the catalog. I saw all kinds of
things in there.
And once I had taken a look and seeing what was in there, I knew my life was
going to be different from there. At this point in my life I was going to
school, my mom worked in a local office in a nearby town and my dad was a
carpenter, he was always the last one to get home from work during the day.
Also my sister was also in school, so I had about an hour to an hour and a
half that I had to myself... So the one day I decided to see what was really
in moms closet, now mind you I was about to enter no mans land, my parents
bedroom was absolutely "OFF LIMITS !" period ! the only time we were
permitted in there was to go in there was to use the 1/2 bathroom in there
if the other was occupied, prior to this I had never thought about dressing
in womens clothing, but after looking in the catalog something just
"clicked" in my brain and the curiosity got the best of me, I just had to
try them on!
So the 1st trip was to map out where things were and how things looked,and
to make a mental note of where everything belonged so I could put it all
back the way it was supposed to be! The next trip was to actually try on
some of her Items..1st it was the bras, next day the underwear, and so on
until the one day when mom and dad announced they were going to a dinner
party and my sister was spending the night at a pajama party at one of her
friends house.. As for me I couldn't believe they were going to let me stay
home, and by myself!! Woo Hoo! no baby sitter, no grand parents, nothing!
As soon as they left, It ws off to the forbidden zone! I quickly put on all
the things I had practised with all week long, all the time I tried to not
look at myself in the mirror, needless to say I was pleasantly suprised to
see what I was hoping to see, sort of.. from the neck down it looked like a
female body, but from the neck up I still looked like a young teenage boy.
So I dug out my moms wig,that helped the look, but it still needed some
thing more... I know, makeup! I need some makeup, I thought to myself,
great! I've never done this before,now what do I do and how?
Needless to say that was an area that I needed to work on, and then it
happened...One day my mother confronted me one day when my dad wasn't
around. She said Frankie we need to have a little "talk" I thought what
could this be about? She said she noticed that some of her things had been
messed with, and needless to say she was not happy and she asked all kinds
of questions to which I had a tough time answering, she told me that young
boys don't dress like that,thank goodness she never told my dad about it,
since at that point I was an only child and that my mom had several
miscarriages before I was born I think she thought that if she told him he
might have killed me.
Later when I was a senior in school at vocational school, one day the shop
teacher was telling us about an upcoming "talent" show, they had to call it
a talent show due to some stupid state education rule we couldn't call it a
"holiday" party. Well anyway the guys in shop class couldn't decide whether
we should do individual or a group talent, well the shop teacher mentioned
an idea, how about a beauty pagent? at first we thought he was nuts until we
saw the the pictures from a couple of years earlier, it was joint venture
between the guys in shop class and the girls in cosmetology the guys dressed
as girls, and the girls as guys.
So it was decided that we would do this again,a few days before the pagent
we went down to the class to get measured, and to discuss all the details,
the day of the pagent, we all met at the cosmetology lab and get started,
the girl that got me,told me that the girls were going to be graded as to
how well they learned their beauty skills,and she informed me that she was
not going to lose! now I know what a guinea pig feels like! she had me strip
down and change into my panties, I came out from behind the changing screen
and she started on the monumental task at hand...The girl that I was
assigned to was Karla, the first thing she did was run the electric shaver
all over my body. I asked why? So you look more feminine, she replied, then
she took a couple of boxes off of the shelf.
One of them was marked "forms" and the other was "wigs" It was rather
obvious what was in the wig box, but I was curious as to what was in the
other box. She said we need to give you breasts silly, as she reached in and
removed a rather substantial pair. Next she took some alcohol and cleaned my
chest, and picked up a can of spray adhesive and gave my chest a healthy
spritz,she picked up a breast form and placed it on my chest then she
repeated the process on the other side. I was suprised by how they felt, the
weight, the wiggle,etc. I asked, these will come off later, won't they?
Karla said of course they will as she went about clearing up some of the
clutter when she let a healthy "OH SHIT !" Sensing that something was not
right, I asked what was the matter... Thats when she informed me that
someone had given her the wrong can of adhesive!
She said, I don't know if we can get those forms to come off of you later!
What do you mean!? I asked do you mean I'm stuck wearing these things!? She
told me that what she should have used was a temporary adhesive, which would
have allowed her to gently peel them off after the talent show instead she
accidently used the medical grade adhesive which takes a couple of weeks to
wear off,unless you have the special remover solution Just great! as I
wonder how I'm going to get these forms off later and get my life back,
Karla said, no time for that now! we have to finish getting you ready for
the contest,since it's the weekend you will have all weekend long to worry
about this before school on Monday. Ok, on with the show! next came the bra,
to hold the wobbling "twins" in place and then the waist cincher, then the
girdle panties... Oh, wait a minute she said can't forget these! as she
pulled two large teardrop shaped foam pieces out and said hold still, as she
shoved them upside down into the girdle panty, Oh my gosh! it's bad enough I
have a "rack" that looks like it came off of a '59 Cadillac, I have a tucked
in waist and now I have hips! and I do mean hips! I thought to myself, no
wonder girls worry about what their backside looks like! jeez, My backside
looks and feels like the back of school bus!gvb
Karla, I asked...Just who or what am I supposed to look like? Ever heard of
Mae West? she replied, that would explain all the detailed measurements and
research and stuff she was doing after school, and now it was all coming
together, and so she sat me in her salon chair and proceeded to work on my
face while the other girl whowas working on her nail tech certificate took
over and proceeded to do my feet and hands, when they were done I wanted to
see what I looked like, and she said No Mae, we're not done yet! she walked
me over behind the changing screen and proceeded to help me into the dress,
then she sat me in a swivel chair and placed a wig cap and then the wig on
my head, and then the low heeled sandals on my feet, she said as much as I
would have liked to put some wicked looking heels on you, I figured you
could walk better in these.(oh, if she only knew!)
Ok Mae, time to take a look! as she spun the chair around and helped me up,
close your eyes she said, I heard Karla slide the screen out of the way, she
said Ok Mae, you can open them now, slowly I opened my eyes, all the time
wondering if I reaaly looked that good or was she just leading me along?
WOW! and there she is, not there he is dressed as a girl, but there she is!
I held my hand up to my mouth in shock and total dis-belief! thats when I
noticed my hands and the beautiful red nail extensions She said, you like?
OMG she was right she was determined to win! I stood there for a moment with
that deer in the headlights look, turned to her and said do you think we'll
win?
Well Mae, from what I've been told you are supposed to win the contest, but
that was the guys who decided that this "pagent" was supposed to be a spoof!
and the ugly duckling is supposed to win it! I thought to myself, thanks
alot guys! I can see that I'm a classmate of a bunch of jerks! I told Karla
that it didn't matter if they changed their mind and I didn't win. She said
that was very sweet, and she said that I hope, that I did a good enough job,
we don't even know what the other "girls" look like! That's right, I had
forgotten all about the others.. And the scholarship that some lucky
beatician would be winning. Just then there was a knock on the door, Five
minutes ladies! I recognized the voice! it was my best friend Jeff! I said
Karla, don't let him see me like this! why? she said, are you afraid? this
is no time to get cold feet and stagefright! It's just that I have an idea
for a little fun out there, thats all...
So Karla excused her self for a moment an went and got the teacher, when
they got back as the teacher walked in to the room, she said Hello young
lady,then she turned to Karla and asked where is the young boy you were
supposed to dress up for the talent show? she said you're looking at her! I
swear her jaw hit the floor as I reached out to take her hand and said
Hello, I'm Mae West, then when she heard what I had planned, she noddingly
approved and said she would take care of everything.
Meanwhile everyone else was beginning to wonder what was going on and taking
so long the talent show was almost ready to start, and the "star" of the
show was nowhere to be seen or found! The teacher told them she will be
along in a few minutes,Karla needed more time to "finish" me.
So, on with the show, while the other classes did their thing and it was
getiing closer for our class to do its bit, me and Karla snuck down a back
hall way and into the food service kitchen, she said wait here, as she went
to get my escort, soon she came back with "Jack" actually she was a very
macho looking girl in real life, so she was slected to escort me, the
winner, Karla said ok you two lets make like the loving couple! FLASH! as
she took a Polaroid picture. She showed us after it developed, you two make
a cute couple! maybe you two should stay this way! I think not! to myself,
and then I hear the emcee,(my buddy Jeff) say I'd liked to thank you all for
coming today and they asked me to say a few words as he unrolled this scroll
of paper, and it rolled halfway, down the aisle, he said, but I've been
asked to keep it short, so on with the sheewww he said, doing a really bad
Ed Sullivan impersonation.
So, one by one the "girls" and their escorts came down the aisle, then it
was my turn, as I heard Jeff say, and last? well we hope she's here, no
one's seen her yet and cetainly not the least, I introduce to you, Francine
Higgenbothem! I can see that the name matched what I was supposed to be
UGLY! instead of the spotlight being pointed to where I should have come out
of the one way it swung to the kitchen door, everyone got quiet, and
wondered what was going on, Karla pulled the door open and said showtime you
two! and gave us a nudge out the door,every one just stopped and stared as
we walked up the aisle, finally Jeff regained his composure and described
the sequin gown, and other details, as I reached the podium he handed me the
microphone, and said care to say a few words? Why yes I would Jeff, as you
can see Francine could not make it today, so she aked me to fill in for her!
oh and by the way Jeffy, why don't you come up and see me sometime, as I
tried to do my best? Mae West impersonation while fluffing the hair and
bumping my curvaceus hips against him, and then it was time for them to
announce the winner, as Jeff said, the envelope puhleese.. the cosmetology
teacher handed him the envelope, and gave him the "look" as she walked away,
nervously he opened it and he could see where she had crossed out Francine
Higgebothem and written in Mae West or else!
And the winner is Mae West! he announced, the crowd applauded and laughed
the tiara was plopped on my head the fake roses dumped in my lap,and then I
was wisked off stage and back to the class room, needless to say there was a
quick meeting about how the pagent went a lecture on treating women nicer a
thank you to me for having the courage to stand up for what was
right,blah,blah,blah,and so on. As the others were taking off their make up
and clothes and going back to who and what they were supposed to be, I
wondered, what now? I can't go home like this! Karla, came to help me out of
the dress, she asked what's wrong? I said, remember? as I took my hands
still wearing the lovely red nails and flounced my breasts,how are we going
to get these off?
Oh no! I forgot to tell the teacher what happened in all of the excitement
of what was going on, when she came back with the teacher I could see she
had a concerned look on her face as well not being to pleased about what had
happened, So after much discussion, it was decided that I would dress down,
to look more like a typical teenage girl instead of a beauty queen, It was
fortunate that her parents were out of town for the weekend, and her older
sister was away at college, so I called my parents and told them I would be
staying at a friends house, if she found out it was Karla's she would have
had a cow! not to mention what my dad would have said or done knowing what I
did and the predicament I was now in!
So after driving my car to her house and stashing my "guy" stuff in her
sisters bedroom, we got aqainted and we were sitting around watching a movie
on tv, she said, ya know we just can't have you hanging around here all
weekend looking like a girl until we can find a way to get those forms off,
you need a girls name! a girls name? I'd never given it a thought I said,
well Frank, I don't think Francine, or Frances is very flattering she said,
well I said had I been born a girl before they adopted my sister, I was told
by her that I would have been named Sue... She said I like that name much
better so Susan it is! wait a minute! isn't that your sisters name now?
won't someone confuse you with her? I told her, yes it is and there's no
middle name, just an middle initial K. I know she said, how about if I said
you were my cousin Susan Kay,
And so that's how Susan Kay came to be, Karla said, this movie is boring, so
we wento the kitchen to fix a snack as we were eating, she said you want to
have some fun? Doing what I asked? she said do you want to play "dressup?" I
said isn't that what got me into this mess in the first place? Oh come on it
will be fun you'll see, she said. So upstairs we went to her sisters
room,upon entering she led me over to the huge walkin closet, wow her sister
sure had a large wardrobe to choose from!
So, what would you like to try first? I don't know,I said, so much to choose
from...She said here,try this light blue denim mini dress that buttons up
the front, as she removed it from the hanger. So I started to undress, and
step out of my jeans, and took off my shirt, standing in my bra and panties,
she said I see you still have your pantyhose on as she handed me the dress.
I slid my arms into the dress,pulled it closed and buttoned it up, she
handed me a pair of white slip on shoes and said, see how these fit. They
were a little snug but felt fine otherwise, she said it looks fine but your
hair is too short! well remember I'm a guy, and the idea was too dress down
so I could get away from the school with out drawing too much attention to
me remember? Well she said that's easy enough to fix she said as she removed
a big box from the top of her sisters top closet shelf, she opened it and it
was full of wigs! she said that at the end of the school year the
cosmetology class was just going to throw them out because they were getting
new ones at the beginning of the year, so I brought them home...
So she picked out a shoulder length medium brown wig and placed it on my
head and proceeded to brush it out and style it,after showing me how to
touch up my makeup, and clipping on a pair of gold wedding band earrings,
placing a few bangle bracelets on each wrist and the she handed me a small
white clutch type purse, she said you look like you're ready for a day at
the mall to do some serious shopping Susan, Karla was right I couldn't find
a trace of Frank anywhere! Here lets try something a little more daring she
said as Karla handed me a pink satin under wire bra,a black shiny leather
vest, and a red leather mini-skirt. As I was changing Karla was rummaging
thru the closet for something, I took off the plain white bra I was wearing,
as I put on the pink satin one, I noticed how different it was, it lifted my
breasts up and pushed them together not something I was used to, I put the
black leather vest on and pulled the red mini-skirt on, Karla came out of
the closet and handed me a pair of knee hi black go-go boots, here try these
on she said, I sat down on the chair and as I was putting on the boots, she
lifted the brown wig off my head, she said here lets try this wig, as she
placed a waist length blond wig on my head and styled it. Needless to say I
looked HOT! next thing I know we're both on the bed making passionate love,
and then it's morning. The weekend just went by way to fast, and next thing
ya know it's Sunday evening and the teacher showed up with the remover the
forms are off and I'm back in "guy"mode again,bummer this is depressing to
say the least.
Now it's a few years later, I'm married and we don't have kids yet, our sex
life is on the verge of boring, three years of bangin'&humpin away and she's
not pregnant,she almost doesn't want to do it any more... So I introduced
her to the world of kinky sex, imagine her surprise one week end night when
I made her think I was turning in early, so after she finished watching the
late movie, so while she's watching the movie I'm busy putting on the fake
nails I secretly bought, and painted them a bright red, so she comes to bed
and I slowly start to stroke her, and I get her attention! she loved the
feeling! she wanted to know what i was doing to give her that feeling, I
reached up and turned on the light, and she saw the nails and was curious
how I came about this, and enlightened, her about the world of transvestism,
and transgendered people, like most tg people, I should have told her about
the real me before we got married, for a time she was somewhat supportive of
my crossdressing,since it spiced up our bedroom play time but then for some
reason she decided that she wanted a more "manly" man and started freaking
out about she was becoming a lesbian, after 17 yrs and 3 kids later we
split, and yes they know about daddy thanks to the ex. How do they feel
about it? well my daughter Denise, is probably the most accepting of the
three, that and the fact we trade clothes off & on raiding each others
closets! she suprised me one day when I was consoling her and offering her
advice on a problem when she turned to me and said "you make a better mom
than mom does"
My two sons, well they figure that its "dads thing" and they're not
supportive,, but they don't condemn it either, in fact the middle son is
married to a hermaphrodite...go figure. So for years I have been dressing
off & on always the same thing in secret,behind closed doors trying
different looks,styles,and the like never daring to go outside.
Finally Susan sees the light/night of day...
A few years back in the mid 1990's, It was approaching my favorite time of
the year! yep, you guessed it the crossdressers national holiday,Halloween!
prior to this time of year the only time you would actually catch me outside
of the house wearing a "skirt" was during the summer at the local RenFaire,
in which I would wear a plaid skirt, to resemble a "kilt" when I first
thought of the idea, I wondered how many other guys would actually wear one,
needless to say I was quite surprised! Ok, lets get back to Halloween...I
had heard an advertisement on my favorite radio station, it seems this local
nite club was having a Halloween party and costume contest. They were
calling it "Hell on Heels!" OK! now you've got my attention! seems they were
offering a grand prize of $500 for 1st place! the catch? ALL the guys
attending had to dress totally as a woman! your female companion could wear
what ever costume they wanted, I thought to myself this is great! I know
what I'm doing this weekend!
That's when I realized, shit! I don't have any thing to wear! literally, you
see after the divorce and having to move back in with my dad, I did what I
had to do so my dad wouldn't find out about my "secret" I purged every-
thing, every last bit! So,while I'm wondering just how I'm going to pull
this off,when the phone rings... I thought to myself, just what I need,
another telemarketer! Instead it was my daughter Denise, she sounded upset,
she wanted to know if I would come over and talk, she wanted to tell me
something...
When I got there she informed me that she had been laid off and she and her
female roommate Traci, and Robin, Traci's sister were strapped for cash! I
told her I felt sorry for her, but I didn't have any extra cash to lend her.
Just then Traci walked into the living room and said, you'll never guess
what I just heard on the radio! And she went on to tell us about the very
same advertisement that I had heard earlier in the day... She said, isn't
that the craziest thing you ever heard of? I replied, and what's so crazy
abou that? She said, what!? you think you could do that? I told her that I
thought I could, but I don't have anything to wear! Just like a girl she
said...My daughter said Traci I need to tell you something,and she whispered
in her ear. He did what? no way! him? This I've got to see for myself! What
did you tell her Denise? I told her you've done this before.
Well now that the cats out of the bag, I guess I need to put up or shut up!
So with my daughter in tow it was off to the store to get a few things to
get my look together, back at the apartment I started to prepare for "Susan"
after showering, and shaving and using my daughters body spray and holding
my hair back with a head band I went to work on my face, beard cover,
foundation, blush, eye shadow, mascara, you know the works! then on with the
bra, then the water ballons, the girdle stuffed with hip padding, nylons,
glue on the nails, and paint them a light red metallic color...I poked my
head out of the bathroom door and said Ok Traci where's the dress I'm
wearing? Denise brought me a dress that was on a hanger with a white dry
cleaners bag over it, I said what kind is it, and where's Traci? I don't
know what kind it is, and she's in the living room waiting, she wants you to
suprise her
Speaking of suprises, I wonder what kind of ridiculous looking dress is
under here? I slowly sid the bag off the hanger, hmmm, light blue with
little red,blue, and purple flowers on light green vines, a simple but not
to busy print. I slipped it over my head being careful not to mess up the
make up brush out my collar length hair, add the gold clip on earrings, ta-
dah! just then there was a pounding on the bathroom door, it was Traci! are
you done in there yet!? I need to use it! Just a minute I said, I grabbed
the knob and opened the door and said, what do you think? you like it? It
was a kodak moment! you could have pushed her over with a feather, the look
on her face was priceless. After the initial shock, she said wait for me in
the living room as she rushed past me into the bathroom.
A few minutes later, Traci and Denise came into the living room, you know
Denise your dad looks really good but, there is one thing missing, what's
that I asked? going barefoot? she asked? here try these on she said, as she
handed me a pair of black sling back shoes with 2 inch heels. I put the
shoes on and stood up, not too bad, they were managable...after a few steps
we had the hang of her shoes.
I asked her how she chose this dress, come to find out, Traci only had a
couple of dresses and I was wearing one of them. That's when I remembered
she was more of a tomboy than anything else! the only problem I had with the
dress was the fact that even I was close to her size, I was 4 inches taller,
so the slit in the side of the dress came to almost mid-thigh on me! yes we
were showing some leg if I moved just right!
She mentioned that I might have a better chance of winning if I did
something with my hair, curious I asked, like what did you have in mind?
even though I looked passable enough, she said it's the gray strands and the
brown color. It makes you look older, I asked if she had a wig. But neither
her or her sister, nor did my daughter have one! Why don't you dye it a
different color she said? Here try this said Traci, she held out a box of
auburn colored dye. then after the contest you can dye it back if you want.
So after spending the weekend before the event, I very reluctantly returned
Susan to the closet, Traci let me take her stuff to my place, I kept it
hidden in the trunk of my car and hoped my dad never found out. All week
long I wondered how I was going to do my hair, and get ready. I thought for
sure I would have to get a hotel for 1 night just so I could change.
Well, I was quite pleased when I found out that my dad decided to go visit
my sister in the Carolinas for a couple of months! Now I was all set! I took
a personal day from work that week on Friday, so thursday afternoon when I
got home I set about getting ready, The first thing I did was color the
hair. At first I thought that maybe I wasn't going to like the color, but
after the hair was dry and I saw it's true color. I said to myself, "I like
it!" almost 2hrs later "Susan" was ready at last!
After checking myself in the mirror and grabbing my purse, I called Denise
to see if she and Traci were home. They were home so I headed out to the
car, getting in quickly and shutting the door. So far so good I didn't run
into any of the neighbors, I backed out of the driveway and off I went.
About a half hour later I pulled into their driveway,I looked around and I
didn't see anyone. I got out of the car, stood up and started walking up to
their door, I was almost there when I heard the door open, but it was'nt
their door! it was the old lady who lived downstairs! a renter in the bottom
of the duplex! She said, OH! you must be another one of Denise & Traci's
friends? in my best attempt at a feminine voice I replied, yes I am! She
said my dearie, you sound terrible! I hope you're not catching a cold are
you? you better take care of your self my dear...I told her I would and
thanked her for her advice. Thank goodness that even with her glasses on,
she was still blind as a bat!
After she grabbed her newspaper from the paper box, she went back inside. I
turned to knock on the door for Denise & Traci and there stood the two!
holding their hands over their mouths, trying not to laugh! Finally Traci
said, I see you've met Maggie! Well did she suspect anything? No I said but
she thought I must be one of your friends and she said my voice sounded
terrible! she thinks I have a cold or something. Can we go upstairs? this
girl needs a stiff drink and to collect her nerves! After relaxing a bit, I
noticed the time and realised I had better get going if I was going to make
the contest on time! So I told the girls, I've gotta run! and they said, you
mean we've gotta run! I said, you're coming too? Of course! we wouldn't miss
this for the world! Ok I said lets get a move on or we'll be late!
So here we are, 3 wild and crazy girls off to the big city an hour away from
home...2 of them are having a blast! treating it like it's another girls
night out, and me poor Susan, who's a bundle of nerves! yes there are a
million and one thoughts going through my head at the moment! some are about
the party, some are worrying about the car,especially getting pulled over is
a biggie right at the moment! and what if we break down? OH DEAR! well none
of my worst fears have come true yet. We make it to an area called the
flats, find a secure pay to park lot. The only problem? it's a block from
the club! It was the closest lot that wasn't full. I'm walking along
listening to the click of my heels when Traci elbows me and whispers in my
ear, quit walking like a guy! oops! I quickly get back into step and we
finish our walk to the club.
Upon arriving at the door the bouncer asked for ID's, nervously I handed him
mine.I thought to myself, that at 42 I still looked young enough to be
carded! he handed it back, said thank you miss, you need to see the lady
over there for the contest entry forms. the girls mentioned they were going
to the bar for drinks, I mentioned for them to get me one too. I picked up
the form from Sherry the girl from the radio station, and went over to the
table where the girls were and filled out the form, then went back to Sherry
to turn it in. She handed me a fish bowl and said pick a number! I got
number ONE! Oh great! well I guess first up, the sooner it's over, yes I
know I seem awfully nervous and all. But I guess I should have picked a
better time for my first time out as Susan. I mean even on a night where
alot of people realize that its perfectly normal? for a guy to put a dress
on for halloween as a joke.
After about an hour the emcee got on stage and annonced ladies, and I mean
ladies you know who you are please meet at the staging area, next to the
stage! So I bid the girls farewell and took my place, as I was leaving. they
shouted good luck Sue! I went to the waiting area, oh my! there's how many
of us? 36 said Sherry as she put a check mark net to my name, I was amazed
at the variety of "girls" waiting in line! some were no more than a bunch of
hairy guys in their grlfriends old dress, to some like me, who were nightime
passable, some dressed as witches and vampiresses, to honest to god pre-op
transsexuals! I asked Sherry, how do the rest of us compete against a
handful of Ts's? She mentioned ther's a seperate category for them... Well
that was a relief, now the playing field is a bit more level.
Just about then, the Emcee got up and intro'd the DJ's from the morning
show. OK! our first contestant #1 Susan Kay! I chugged the last swallow of
my drink and walked up they steps to the stage, Wow! here we are, a club
packed full of people, 2 handsome hunks for DJs( now wipe that thought from
your mind girl!) yes, they were dressed as chippendale dancers! So tell us a
little about yourself, it says here your turn ons are that you enjoy nice
clothes, dressing up and going out, and fast sports cars! and your turn offs
are narrow minded people who don't understand and a society that shuns you
if you don't fit in!
Well I explained, yes I enjoy nice clothes as you can see, just not as often
as I would like! I am dressed up and I am out of the closet for the first
time tonight, as for the sports car, can I borrow yours darling? that got a
big chuckle from the crowd! Ok, now about my little pet peeves as I call
them and it's like this, now I'm not knocking the girls out there tonight.
But ladies you get to put on rather masculine looking clothes, even
sometimes shop in the mens section for some of your stuff. You put your
pants on one leg at a time just like I do, and society accepts that as
normal. But on the other side of the coin, what about us? I mean the ones
who not only admire how beautiful a woman can be, but want to experience
that beauty, and dress in those beautiful clothes and all the little details
that go with that experience. But unfortunately, there are those people both
male and female who think that we're sick little wierdos for doing that or
even thinking about that. I believe people should be allowed to be who they
want to be and dress they way they want without persecution!
Well needless to say I got a good round of applause from the "girls" and the
audience as well! so I thought I had a good chance at maybe winning this
thing, however it was not to be... Some dude dressed as "Chynna" the WWF
wrestling female bodyguard/wrestler? won the thing, I didn't even get an
honorable mention at all! Obviouslly the "soccer mom" look wasn't a good
choice, well I wanted to look as passable as I could. Oh well at least I
tried, now I know what I'm in for next year if they repeat this. As Denise,
Traci, and I were leaving, we passed this girl on the way out who said, "see
ya at work Monday" as I turned to look to see who she might be, all I
caught a glimpse of was she was tall, long blond hair, gray form fitting
long sleeved top, black skirt, fishnet stockings, and black high heels, as
she disappeared into the crowd! I had no clue as to who it might have been,
or maybe I was mistaken for someone else?
Denise asked, do you know her dad? I turned and looked at her with an evil
look. Oops! I'm sorry! do you know her Susan? No, I don't know her... So
anyway after the long drive back home, we all crashed at the girls house.
Since I left my house dressed as Susan, when it was time to go to bed,I
realized that in all the excitement of the evening that I had left my
overnight bag with all my "guy" clothes at home! Great! so the only choice
was to either wear someones nightgown, or drive home dressed like I was, at
3am. and the cops looking for drunks, I went with the nightgown. I put on
the pink frilly gown and thought that it was a little thin, considering that
it was some what chilly out side and in the house as well the way I was
dressed.
Sunday morning came and I needed to use the bathroom, so I threw on a robe
over the gown and stumbled off to the bathroom. Well good morning sleepy
head! the girls chimed in, rough night last night princess? I muttered
something unintelligable, and flipped them off... After what seemed forever
I made it out of the bathroom and sat down to a hearty breakfast of bacon,
eggs and toast, and washed it down with some milk and juice. All three of us
hung out the rest of the day, this time Traci lent me some of her more
casual clothing (aka the tomboy look)I had to shave again and put on my face
again so we could all go out, we hit all the usual places, Kmart, Walmart,
the mall, needless to say we all got some strange looks, but thankfully
nothing came of it, later that evening I headed for home.
Later that night, after I had undressed and was back in my "drab"(dressed as
a boy) clothes, I was still pondering what to do about my nails, yes I still
had the long nails on and they were still painted a marvelous purply
metallic color! I was thinking to myself what a shame, after all the hard
work I put into these and now I have to go and remove it all! Can you
believe it? here I am a normal? guy fretting over something like this? I was
half tempted to leave them on and just remove the polish and then dress up
Tuesday at work for Halloween. But I thought better of it and finally gave
in and reluctantly took them off.
Monday morning rolled around all too soon, and after almost killing the
alarm clock I was finally awake, I got to work and was going about my daily
routine at the start of the work week, you all know how Mondays can be,
right? Some of the women looked at me kind of funny and asked what's up with
the hair? I told them I was trying a new look. Anyway Brad, a tall skinny
kid who was the Janitor bumped me on the elbow and said, You do that more
often than just at Halloween don't you? Puzzled, I asked him what he meant
by that. He said, you know dressing up for the contest at the night club! I
thought to myself, how did he know I was there? I didn't see him there,
WHOA! wait a minute! then I realized, the tall skinny blonde! Brad! was that
you? the tall skinny blonde? No, that wasn't me that was my alter ego
Brianna Darling. Brad went on to tell me that his friend "Kerri" who he
explained was female impersonator who worked at a local salon, had done the
work to get him looking like that! In fact I found out that while waiting
for the contest to start that past Saturday I had been talikng to her!
Anyway Brad mentioned that I should get to know her better, and she could
probably get me into show biz doing female impersonation, I never did go see
her, as you read on farther maybe I wouldn't have to work in the crappy dive
of a factory job that I am now!
So back to the story, Brad asked me, are you going to to do it? do what? I
said, you know, come to work dressed for the Halloween Party? I don't
know... Aw come on, it'll be a real hoot! Well, Ok I guess, I'm just
wondering what people will think. Brad mentioned, you wore a skirt last
year! yeah but I wasn't trying to look like a woman either, I was trying to
look like that one pro wrestler who wears a kilt, ya know. Let me think it
over Brad, if I decide to do this I want it to be a surprise to everyone.
Later in the day, I ran the idea past my dept manager and asked him if the
company would have a problem with it, he said he would get back to me on it.
Well much to my delight he came back with the answer I hoped for, he said
the rules for the contest are "you can wear any costume you like as long as
it's in good taste and you can do your job with out it intefering with your
work" I said that's great! think your wife will be jealous of your new
"secretary"? After swearing him to secrecy, I went to find Brad, and told
him that I would do it. As we left for the day, he said don't dissapoint me
now!
4am. rolls around to darn early! I got up extra early so I would have enough
time to get ready, I had done my nails the night before, took a shower,
shaved, and did my makeup and hair. 2-1/2 hrs later I was ready, opting for
breakfast at Mickey D's drive thru window. After that I was at work with a
few minutes to spare, as I was heading in to the building. I overheard
people talking, who is she, does she work here, did they hire someone new?
for all intents and purposes I looked like gal Friday the office secretary.
I stopped at my cubicle in my corner of the department, dropped off a couple
of things at my desk. Then I decided to make my morning "rounds" of my dept.
to see what was going on, so with clipboard in hand I set off on foot.
Needless to say some were VERY surprised to see me, and some of them knew I
was coming to work like this... Evidently Brad just couldn't keep a secret!
Some asked where Frank was today, and I would answer..He won't be in today
he asked me to fill in for him today, everyone seemed to have a good time
with it for the most part.
Except for 2 people, the one person Dave was a very homophobic person and
flinched at anything that might be construed as being "gay", and then there
was Dael, no I didn't mispell his name...That's how he spells it! Dael is
out of the closet gay. So needless to say I have to make sure the he and
Dave are not paired up on any work assignments together if I can help it.
According to Dave ALL crossdressers are gay! we all know that's not true,
right? there are a few, but for the most part we are all straight as an
arrow. Then there's Dael, who asked if we are out of the closet, or is this
only for today? I told him that I'm semi out of the closet,(if there is such
a thing) I said you've worked around me enough, what do you think? Better
yet let me know later in the day what you think ok? Also that morning I
snuck up behind Margaret and called out her name in a sultry? voice. She
stopped in her tracks and turned around, I could see the hair on the back of
her neck stand up! And the remarks that Renee said to me," I like you better
this way!" puzzled me as well, did she mean it or was she being sarcastic?
So, through out the day I went about my normal tasks,meetings, and such.
Lunchtime rolled around, since we got an hour that day, the first half hour
was lunch and snacks provided by the company, we were given 15 minutes to
get ready for the best costume contest, and the last 15 minutes would be the
judging! At lunch time I hurried thru the lunch that they had bought for us,
yes it was pizza, Again! then zipped into the locker room to change. Why
change? since I was going to work dressed as a girl, I realized I might get
dirty, so I slipped out of Traci's dress the 1st chance I got and went with
a T-shirt and denim skirt, and to make matters worse the dept. manager said
I had to wear my steel toed work boots as well! Yes we were pretty sick of
the "Yo mama wears combat boots!" jokes... So now it was time to slip back
into Traci's dress and pull "Susan" back together again! Another one of my
employees, Tom had lost a bet with another co-worker and had to dress as a
baby infant! so after helping him into a depends brief and tying his bonnet
he headed out to the contest area. Just as I was finishing up my makeup I
heard the last call for contestants. Seeing the large oversize baby bottle
piggy bank Tom had left be hind, I ran out hollering, Junior! wait for
mommy! must'nt forget your bottle! Everyone turned to look as I was chasing
Tom down thru the shop carrying this large bottle on my shoulder, and my
purse threatening to slide off the other shoulder! Let me tell you running
across the floor in heels was no picnic! Needless to say everyone was
laughing thier A$$ off! As it turned out, Tom and I won 1st & 2nd Place, in
that order. I got $50 for my effort while Tom got $100, and of course one of
the owners daughters Doris, the "official"? company shutterbug took
everyones pictures, next morning,needless to say Tom and I couldn't figure
out what all the "fuss" was about. then we saw the bulletin board! OMG! we
were the picture for the november caledar page on the bulletin board! Titled
mother and son are doing fine! There I was in the photo holding Tom in my
arms as he was holding the bottle and waving his rattle! GREAT! my 15 min.
of fame, being a calender girl in living color no less! At 2pm. on November
1st, I was having an afternoon break and Dael & Margaret said to me, did you
hear the latest? no I said. He informed me that there were some nasty rumors
on the floor after the party. Evidently Dave decided to get back at me for
disciplining him a month earlier for being lazy & goofing off. He had
started a rumor about me and Dael having an affair in the locker room. OUCH!
and on top of that there was the incident in the womens locker room as well!
I was accused of having a Lesbian affair with Margaret. Yes, after lunch a
group of women decided to kidnap me and redo my makeup!, honestly that's all
it was but you know how rumors are.
I eventually wound up leaving that company a couple of years later after we
were sold off to some big faceless mega-corporation. I've continued to dress
off and on over the years, of course having my own long hair down to the
middle of my shoulder blades always helped, as I could never find or afford
a proper wig that looked good or fit well, never have been a big fan of
"helmet hair" as I call it. I finally wound up at a company where I've been
for a few years now, the only problem I have is their company policy, no
long hair on men! and no piercings for guys as well! For awile when I 1st
started there I had my hair up under a do rag, needless to say somedays it
was real pain to keep it hidden under that rag! not to mention it could be
real hot and sweaty as well, I was coming up on what would be my first
Halloween there and nearing the end of my 90 day probation period, the
production manager Kathy, who was a late 20, ealy 30 something DD breasted
creature, who had a habit of chatting with you briefly while making her
rounds on the floor, and of course todays subject was Halloween. It seems
that I had landed a job at another place where employees were allowed to
wear costumes at work to celebrate the holiday. So as we were chatting, she
asked if I was going to dress up in costume for this year, I told her I
wasn't sure...I didn't have any ideas as what to wear. She said I'm sure
you'll think of something! At the same time I noticed she was taking her
finger and twirling and strand of her hair and had a quizical look on her
face, and nodded in the direction of my ear, she asked is that a few strands
of long hair I see behind your ear? SHIT! she knows about my hair! and I
know she sees the holes for my pierced ears! I thought to myself, well your
90 days are almost up, the worst she can do is shit can me for violating
company policy, I asked her if we could step into her office and talk. I
explained that I really needed this job as I was almost homeless, could I
have just a few more days until payday and I would get it cut. That she
agreed to, I told her I only wear my earrings when not at work, which was ok
so long as they were not worn at work. Getting back to Halloween I told her
I had something in mind, but I didn't know how it would be recieved. I said
some people might freak out about it, some would think it's cool, and some
wouldn't know how to handle it. She was puzzled, is it scary, too gory,
indecent, what is it? she asked. I dug out my wallet, and pulled out a pair
of pictures that were in a plastic folder, One of them was me standing at
the copier, and another was of me sitting in an office of my dept. managers
desk taking notes from a couple years earlier. And handed it to her. I said
it's ME! that's the scary part! She opened the little folder and looked at
the pictures and said, what? I don't see anyth--- she stopped in mid
sentence and said OMG! Jennifer! Jennifer? I asked, she said you look just
like her! you could be twins! Jenny was the receptionist, now I remember!
Kathy said, this is like so cool! here, look at this! she handed me a photo
in a frame of her and another girl, from last Halloween...wow! was Kathy
ever hot! in the cheer leader outfit. Who's the other girl? I asked. That's
Bobby, my boyfriend! Obviously she was Ok with what I had in mind. She said
you've got to do this! it would be so cool! As luck would have it the
appointed day was a Friday. Once again, the usual routine. Up and at 'em 2
hrs early, Kathy had gotten there early, and let me in through the front
office door. she had me sit at Jenny's desk and took some pictures of me in
my dress, the one I had worn at aother time. It consisted of a white blouse
top, black skirt, and a vest that was black with gold brocade embroidering,
suntan pantyhose and 3"heeled, black closed toe slingbacks. My hair was down
and looking beautiful, the 1" gold hoops were in my ears. Here put these on!
she said, one was the name tag. Welcome to XYZ corp. and Jennifer were on
it, the other was the wireless headset for the phone. You know the one that
looks like the one that the girli in the American Express commercials from
years ago.
You look perfect! Oh will Jenny ever be surprised! Kathy said as she was
fiddling with her cell phone. Just then the phone rang! OMG now what Kathy?
Well don't just sit there "Jennifer" answer it! as Kathy walked away, so I
nervously pushed the button and tried to sound my feminine best, Good
Morning XYZ corp. Jennifer speaking how may I direct your call? I heard
Kathy laughing in my ear piece! she said very good Jennifer! she had called
me on her cell phone! Of course had I looked at the caller I.D. display I
would've seen who it was! DUH! Now more people were beginning to show up at
work, and as they pulled in the driveway I new they could see me sitting in
Jennys spot. I saw this motorcycle pull in, a Haley Sportster, and I noticed
hmmm! wonder who that is? I was waiting at Jenny's desk I heard voices
behind me, one of which was Kathy, in her naughty nurse uniform! I heard a
familiar voice, Jennifer! who are you and what are you doing at my desk!?
she said. I turned to look at her, OMG it was the biker dude! and her
response was OMG! you're ME! she said! I hope yu're not mad Jenny I said, It
was Kathy's idea! Since there were other people in the office pool that were
off today, and things were a bit slow out on the factory floor that week,
and Fridays were usually kinda carefree and laid back anyway, Kathy
convinced Jennifer to let me stay up front and take her place, before she
left she wrote me out a brief list of her duties and who took what in their
coffee and tea. Have fun "Jennifer" as she headed off to do something else.
Yes, Gal Friday was at it again!,between the phone calls, paging people,
shuttleing the mail, paperwork, running stuff over to the engineering
office, etc. Oh, and the occaisonal person stopping in to see someone. There
were Halloween decorations in the lobby, and a sign on the window...WARNING!
HALLOWEEN IN PROGRESS! THINGS ARE NOT WHAT THEY SEEM! WELCOME TO THE
TWILIGHT ZONE! As people came and went that day, some were clueless to the
fact that I was not the normal Jennifer! yes the UPS guy was flirting with
me and had no idea! However the Fed-EX guy just smiled and nodded, said
looking good whoever you are, yes I think he knew.
Finally, Lunchtime! Amazing, there were several witches, all female of
course. there was one girl Mary, miss polished and perfectly put together
feminine, in a complte football uniform, the whole nine yards! totally macho
looking. A bunch of the guys were monsters of some sort a couple of pirates.
Debby came as Elvira, woohoo! what a bod! as I was sitting there eating, she
asked who did my hair, makeup, and nails. I sheepishly answered I did! The
look on her face could've stopped a clock! Why not? her body could stop
traffic dressed as she was. She said where did you learn to do all that? I
laughed jokingly, If I told you, I'd have to kill ya! Then I told her, that
one of my Ex girlfriends had this thing for her idea of kinky sex was
dressing guys up in makeup and lingerie and making love to them. After
lunch, Kathy paged all the ladies in costume, and "JENNIFER" to the shipping
area for photos! Later that day, at 2pm I was paged to Kathy's office, I
thought now what!? Ok Frank, now your alter ego Jenny, owes me something! I
nervously asked what, and she handed me this brochure about wigs for cancer
patients, they needed donations of human hair for the wig program. She said,
you need a job, they need your hair, is it a deal? or do you get the axe for
violating company policy? Trust me, if I could afford to live full time as a
girl full time in my life. I would've walked away and said no thanks. The
only thing that made it worth the sacrifice was the fact that it was going
to a worthy cause. She noticed that I was a bit disappointed at the
prospect, she said to me, Bobby and some of his buddies are out of town this
weekend. Tell you what, how would you like to enjoy this one last weekend as
you are, my treat! That's the least this naughty nurse could do for you...
So I ran home after work, grabbed the duffle bag that contained Susans
wardrobe and stuff. I met Kathy at her place, and she let me in, and
directed me to her bedroom. she told me to strip down and get washed up
while she went to get us some drinks. I had gotten cleaned up and had my
panties back on and was in the process of putting my bra back on when she
said, what are these? looking at the 2 water ballons sitting there. I said
those are what I use for my breast forms... She picked them up and said
these will never do! and took them to the sink and popped them! I looked on
in horror! Kathy! what am I going to use!? I can't go out flat chested now!
She said I have something much better that you can use, she smiled. I
wondered now what? as she went to her closet and took down a large box from
the shelf. Since you are donating your beautiful ponytail to cancer victims,
I was wondering if you would do me a favor. As she opened the box and in it
was a set of the most beautiful, natural looking mastectomy forms I had ever
seen. She explained that this set of DD forms belonged to her mother who had
breast cancer, was cured of that but died from another type of cancer and
she wanted Kathy to keep them in case she ever developed cancer, or donate
them to someone who needed them. Would you honor me and my mother by wearing
them this weekend? I was flattered! here was someone who was willing to
share something very personal with me! I told I couldn't possibly, but she
insisted, and about 20 minutes later I was wearing those beautiful forms. I
asked are you sure you don't mind? and you do have the adhesive remover for
these don't you? She asked why, and I said a few years back in high school I
had a bad experience where I spent most of my chrismas vacation stuck in a
pair for 2 weeks.
So after, we got dressed we got into her car and headed off to her salon for
some quality time as she put it. When we got there, I noticed the name! OMG!
this is where Kerri works! you remeber, Bradley Darlings, drag queen friend!
As we walked into the salon Kathy said to the receptionist Kerri is
expecting us... I saw Kerri at the back of the salon, she was getting some
stuff organized for obviously Kathy and me. I recognized Brad, and I knew by
the look on his face he recognized me! I could see him lean over to Kerri
and whisper something in her ear. She came over and said Hi Kathy! and who
is this charming creature? I was introduced to her as her friend Jennifer
Westbrook. I wonderd where Kathy came up with that name? then it dawned on
me, that's the name of the street she lived on, Westbrook Ave.! I just love
how over the years I have evolved as a crossdresser, from a curious teen, to
Mae West for a school pageant, to Susan Kay, soccer mom, and secretary, and
now my latest incarnation Jennifer Westbrook, receptionist, Gal Friday. And
now I come face to face with my past! I hope Kathy never finds out that I
really am a transvestite/trangendered, what ever I am?
I don't want to be another Peter Oiler of the shame on WINN/DIXIE.COM ! So
what are we doing today Kathy? for me the usual, she said, for my friend who
never can afford the kind of pampering I'm used to, give her the works! The
works I thought? Oh great! come Monday I'll be a guy with a feminine face
and a man's haircut! Kathy mentioned to take good care of her friend Jenny,
and she said that I'll take another stylist that you recomend so you can
devote all your attention to Jenny, so Kerri called Nikki over and said take
Kathy and give her her usual, Nikki said ok, before she led Kathy away, she
looked at me. Then it dawned on me! Oh no! that's Ray's girlfriend! Ray is
one of the guys I work with, and I met his girlfriend Nikki when she picked
him up from work one day. She looked at me, I know you! you work at XYZ
corp. where my husband works, Hi Jenny, you're going to like it here!
Kerri took me over to her station, and started to work with my hair, she
asked me what I wanted to do with it. I told her nothing outlandish because
later this weekend you're going to harvest the ponytail for the wigs for
cancer progam that Kathy told you about. We talked about what I had been
doing as of late and had I given any thought as to coming out of the closet
all the way, also the subject of performing as her sidekick in her show.
Which I was still unsure about, and while she was doing my hair of course
the nail tech was working on my toes and fingers, giving me a pedicure and
cleaning off the polish on my fingers and gluing on a set of extensions and
filing and shaping them to length a good 3/8ths of an inch in length! I
could have sworn they were longer than that. then after a trip under the
hair dryer, it was time for Kerri to do her thing, make me look impressive!
After she finished with me, and Kathy was done, Kerri gave me her card to
stick in my wallet and told me to give her a call.
After we left the salon, we headed over to the restaurant to meet up with
some of her friends and of course some of the girls from work as well. And
of course Mary, and Jennifer, and Deddy were there, all of them were now
dressed as they normally would be for a night on the town. From there we
went to the club and I don't remember much about that either, obviously the
girls made sure I was going to have a good time! the next morning I woke up
on Kathy's couch, Oh my aching head! I got up and went to the bathroom, Oh
what a mess! I was a total wreck! About that time Kathy poked her head in
the bathroom and said good morning sunshine! how's our little party animal
doing this morning? From the looks of it I'd say she had one heck of a
night! So after pulling myself together and getting dressed casually, we had
breakfast.While we were enjoying that, the phone rang, Oh Hi Bobby! what's
up? then the look on her face changed, you are? Ok I'll be there soon. She
told me that Bobby would be coming home today, a day earlier than what Kathy
had planned and had to leave to go pick him up at the airport in an hour.
I hurried up and packed all my stuff and was about to leave when I mentioned
what about these? As I pointed to my chest. She said we don't have time to
remove those, here take this can and Oh yes! this as she handed me a photo
CD disc. What's on the disc? I asked or don't I want to know? she said, you
decide. Take good care of the twins and I will see you later Jen. Not
knowing what to do with the rest of my weekend I gave Kerri a call.
To be continued?