New Girl In City First Time With Married Boss
- 2 years ago
- 16
- 0
My New Boss free porn video
My New Boss
By Teri Franken
[email protected]
Note: I have to admit, I was surprised from the feedback I have been
receiving from everyone about my stories. While it is hard to please
everyone, the feedback has been mostly positive. Some don't like the
humiliation aspects of some stories; others think there is not enough
humiliation. Lots of story line ideas and recommendations. I have come to
the conclusion that I can't please everyone, but I do enjoy hearing from
everyone. I am a novice writer, and a closet cross dresser. So please
keep up the comments and offers of story recommendations and personal
photos. I have even had some people offer to illustrate stories for me!
It keeps my mind active and my creative juices flowing......
This one starts off slowly but has potential for more, I think... Hugs,
Teri Franken
Chapter 1
Reorganization at work left me wondering how this would affect me. My
company had been having some financial difficulties and whenever that
happened, heads were cut and everyone was left looking over their
shoulder wondering who would be next. I was a mid level manager who was
lucky enough to be making his numbers, one of the few who felt safe
during the current downsizing. Everyone knew that the coming Friday was
going to be a bloody one and waited nervously to see what happened.
On Friday, there was an organizational announcement made on the company
intranet and it identified the new structure, who was leading the new
departments and what the options were for those who did not fit into the
new structure. My three peer managers were offered severance packages
which would help them to get set up with another company and they also
were offered help in job searches. I was now the only 1st line manager
and I had a new boss, who was relocating to our office from the corporate
headquarters. On Friday afternoon, I got a call from my new boss, her
name was Sylvia Johnson and she quickly let me know that she wanted to be
called Ms. Johnson. I was a little taken aback, since we had always been
fairly casual when dealing with our fellow managers, but it appears that
things were changing and the work atmosphere would be much different. She
informed me that she would be in town on Monday and that she wanted to
meet with me at 9 am sharp in her office. I hung up the phone and thought
that things were definitely going to be different around here.
On Monday morning, I got to work early and made sure that I was up to
date on all of my customer lists and supervisory details for each of my
direct reports. At 8:50, I made my way down the corridor to Ms. Johnson's
office and checked in with her secretary. I noticed that the new
secretary was a young man who looked up and smiled at me when I entered.
"Good morning Mr. Franken, please have a seat and I will let Ms. Johnson
know you have arrived," he said as he stood up and knocked on the office
door to his left. I watched him as he stood and noticed that he was
wearing a very form fitting business suit and also black shoes with a
high heel. I found it strange that the shoes had a heel, but thought
maybe I was behind the times in my fashion sense. I still believed in the
basic black pants, white shirt and sport coat as typical office attire.
Maybe I could use some updating of my wardrobe?
The secretary came out and told me that Ms. Johnson would see me now, as
he held the door open for me to enter. I entered the office, said good
morning to Ms. Johnson and she pointed to a chair for me to sit at in
front of her desk. I was surprised that she had asked for me to sit in a
straight back chair instead of the plush arm chair or couch that was in
the office. As I sat, I noticed her looking at me critically, as if she
was trying to make some sort of decision that I was not privy to at the
moment.
"Mr. Franken, thank you for coming in to see me and for being on time. I
think you will find that I am quite a stickler for timeliness so you have
passed a very important hurdle with me. I have been tasked with getting
this organization back on a track towards profitability and have been
given the green light to do whatever it takes. Do you understand?" she
asked directly.
"Why yes Ms. Johnson, I do understand and would like to do whatever it
takes to assist you in making that happen," I answered nervously.
"Good Franken, because things are going to change drastically around here
starting tomorrow morning. If you have not already noticed, all of the
male employees have been let go, with the exception of you and my
receptionist. EEO law required that we maintain at least a couple of
males and you two are the ones that have the most potential."
I must have had a questioning look on my face, because she continued, "My
receptionist Toni, used to be a manager of one of the groups here, but he
had a reputation as being a womanizer. One of his direct reports turned
him in to HR because he had made some sexual comments and touched her
inappropriately, he agreed to a one year binding contract as my
receptionist and to do whatever is requested of him in exchange for
dropping of the charges. I know, you are wondering what that has to do
with you right?"
I nodded with a confused look on my face, not having a clue as to what
this all meant to me. She told me that during the restructuring, the IT
department had been doing a sweep of the computers and found that I had
been visiting pornographic web sites during working hours, which was a
violation of company policy. Not only were the sites pornographic, but
some dealt with male domination, cross dressing and other perverted
topics. I was shocked, I never realized that the company would monitor my
use of the computer, these were just fantasy sites and I never thought
they would be noticed or used against me.
"So Mr. Franken, you have two choices. The first is to take your butt
down to HR, sign a form stating that you did in fact visit these web
sites in violation of company policy and this will terminate your
employment here and ruin your chances of ever finding another job in this
town. Or, you can sign this agreement which states you will work for 1
year while in a probationary status with this company. During this time
you will continue to be paid your same salary, but you will be subject to
the orders, dress code and directions given by me and you will work very
closely with Toni. What will it be?"
I began to squirm in the chair, she had me dead to rights, I had nowhere
to go and if any of this got on my record, I would be screwed. "Ms.
Johnson, I agree to sign the 1 year probation document and will abide by
your orders and directions" I said as my head lowered in shame. She
handed me the document and I quickly signed it without bothering to read
the fine print. I knew I was screwed either way so it did not matter.
"Very good Mr. Franken. Now I would like you to go out and see Toni. He
has a list of things for you to do before you are ready to come back to
work tomorrow. I would like you to follow the list of directions and then
report back here to my office at 9 am sharp tomorrow. Any questions?" she
asked with a smug smile? I shook my head and she showed me back out to
the outer office. I stood outside of her door, trying to figure out what
had just happened.
"She got you too huh?" asked Toni.
I looked at him as he came towards me and realized that I had not noticed
everything about him when I had first come in to the office. His suit was
cut very form fitting, but upon closer inspection, it became apparent it
was a woman's suit, complete with the little darts near where a bust line
would normally be. He also had on a satin blouse under the coat, and the
coat flared across his hips.
He saw me staring and said, "I signed an agreement that required me to
begin to dress like a woman so I could better appreciate how much of an
asshole I had been before," he said with a half hearted smile. I noticed
that he had some light makeup on his face and that both of his ears were
pierced. "I guess that you signed the same thing?" he asked.
I felt like my jaw was going to hit the floor. What had I signed?
Chapter 2
Toni brought me a glass of water as I sat on a chair in the outer office.
He explained to me that I was in the same boat as he was and that Ms.
Johnson had tasked him with taking me to get ready for work the next day.
He explained that the document we both had signed was a legally binding
document and it laid out requirements for our employment over the next 12
months. Apparently Ms. Johnson had a lot of pull in the company and could
do as she pleased with "problem" employees. The conditions of our
employment outlined that neither of us were to have any management
responsibilities, were not allowed to make any decisions, we were only to
defer to Ms. Johnson and her newly assigned managers. Also we were no
longer allowed to wear men's clothing while at work, this included
undergarments as well. We would be inspected at any given time without
warning and if we were found to be in violation, we were subject to
either immediate discipline or dismissal on the spot.
As I was digesting what Toni was telling me, I was looking more closely
at him and I was getting more and more afraid. Toni was sitting next to
me on the couch and I noticed that not only was he wearing makeup, he
also had a French manicure and he was not wearing socks with his suit!
His pant leg had risen to reveal that he was wearing some type of nude
colored stockings under his pants.
"My god Toni, is this for real? This is like a nightmare!" I said while
shaking my head.
"Teri, this is your worst nightmare, we are totally screwed and there is
no way out. We need to do what the agreement says, or we will be out of
our jobs and our lives will be ruined," said Toni and a tear came to his
eye. Toni told me that our destiny for the next twelve months was to be
personal assistants to Ms. Johnson and her staff. Our duties were to make
coffee, make copies, run errands and entertain clients. He said he would
fill me in more while we were out shopping at the mall.
During the drive, Toni filled me in on the dress code for this week and
he mentioned that it got more and more feminine as the weeks rolled on.
By the end of the third week, we would be fully feminized and catering to
Ms. Johnson's every whim. We arrived at the mall and we went to the
lingerie department at JC Penny and Toni helped me to pick out panties,
bras, garter belts, stockings, pantyhose, a girdle and a couple of full
and half slips. He explained to me that this week was our androgynous
week, so our appearance was to be partly male and partly female as we
worked towards Ms. Johnson's ultimate goal of full feminization for us.
"Is her point to humiliate us? If it is, she is doing a nice job of it,"
I said as I paid for my new undergarments. Toni told me that this was
just the start of it all, that she had hinted that we would be going
through a complete lifestyle change that would help us be better people,
but we would not enjoy it, at least not for the first few months!
After we left Penny's, we went to the food court to grab some lunch. Over
lunch I asked what else was on our list for the day, and was shocked to
hear the answers.
"We have to get your finger nails done, then get your ears pierced, then
to the salon to get your colors done so you can get your makeup ordered
and your first application. After that we will go to the wig salon and
get you fitted for three wigs and finally to the Lane Bryant store to get
your outfits for this week along with your shoes. We had better get
moving since we are running out of time," he said as he stood and
motioned for me to follow him.
Our next stop was a nail salon where I had a French manicure much to my
embarrassment while the Asian woman giggled and talked with her fellow
manicurists. Much to my chagrin, I was seated right near the window, so
everyone who went by laughed and pointed at me during the whole process.
After we were finished at the nail salon, we went back out to the mall
and found a piercing pagoda and I sat and had both of my ears pierced and
had studs put in place. I was given instructions on how to care for them
until they were healed which would take a couple of weeks.
Our next stop was the makeup department at Macy's where I was directed to
sit down on a chair while a couple of women fussed over me for a half an
hour. It was decided that I was a "fall" color type and was given a
starter kit of basic foundations, eyeliners and lipsticks. They had
applied a light foundation to my face, lined my eyes and used some
neutral color on my eyelids, lastly they applied a gloss to my lips and I
was finished. I looked in the mirror and saw to my horror that I had a
very effeminate look to me that was half way between masculine and
feminine. I gathered up my new purchases, turned to Toni and asked if we
could get out of there quickly before anyone saw me.
He told me I may as well get used to it because this was only the first
day of my contract! We left Macy's and went to a specialty store that had
wigs and hairpieces on display. Toni told the woman that worked there
that we both needed shoulder length wigs in black, blonde and auburn, and
that the wigs should match for both of us. I gave Toni a questioning
look, but he just followed the woman to the back of the store to look at
the different styles she had available. We sat in the fitting room and
she brought out a myriad of styles for us to try on. It was embarrassing
being fitted for the wigs, but I felt better knowing that Toni was going
through the same process right beside me. Toni let the woman know which
three wigs met the requirement and we each paid for our purchases and
left the store.
"Only shoes and a couple of outfits and we will be done for the evening,"
Toni said cheerfully as we headed towards the Lane Bryant store. Toni
explained that the reason for going to this specific store was due to the
fact that they carried "women's" sizes which meant they carried things
for the full figured woman. They also catered to the professional woman,
so they had business attire that would be right for the office. We
entered the store and a woman came running up and gave Toni a big hug.
"Hi honey, so nice to see you again. This must be the other 'girl" we
need to get set up with a wardrobe, right?" Toni introduced me to Leslie;
she was to be our fashion consultant for our business attire. Ms. Johnson
had set it up with her that both Toni and I would be using her services
for the foreseeable future and apparently she was really into it. "Follow
me Teri, I have your outfit already set aside, you and Toni will look so
cute as twins" she said as she pulled me towards the dressing room. I
looked back a Toni and mouthed the word twins, and he just had a meek
smile and then looked down to the ground. This was getting more and more
unreal and I could not see a way out of it.
As I entered the dressing room, I saw the identical outfit that Toni was
wearing hanging on the door of one of the stalls. "Here you go honey,
there are two outfits, one in blue and the other in brown tweed for you
to try on. If they both fit you will be all set and I will see you back
here Saturday afternoon for the rest of your wardrobe" she said with a
giggle. She showed me to a dressing room and brought in my two outfits,
then pulled the curtain to leave me in my misery. I stepped out of my
male clothes and then went to put on the new pants which I found did not
have pockets and had a side zipper. The crotch felt snug and the pant
legs flared out, almost like bell bottoms from the 1970's.
I took the satin shirt, put it on and realized the buttons were on the
other side. It also had a built in neckerchief that must have tied in a
bow on the front. Next I put on the jacket and looked into the mirror. I
looked like an androgynous effiminate gay man! The coat was fitted at
the waist but I noticed that it had extra room in the chest area, and it
dawned on me that the extra room was to allow for breasts! Was I destined
to have breasts? I took of the outfit, hung it back up and called out to
Leslie. "Everything fits fine." She came back in, grabbed my stuff and
took it up to the front to ring it up.
I looked at Toni and said, "There is something you are not telling me,
isn't there? We have to come back in on Saturday for the rest of our
wardrobe. What else do you have to tell me?"
Toni promised to fill me in on the remaining details on the way to the
shoe store. I paid for my two outfits and followed him out the door to
the car. The shoe store was in a different part of town, they were a
specialty store that carried larger sizes. Toni promised me that he would
give me more details after we were done getting my shoes.
Once we entered the store; the clerk seemed to be expecting us and knew
Toni. She sat down and fitted me for two pairs of shoes, the same as
Toni's only one was black and the other was a brown. I found out I wore a
woman's size 13, purchased the shoes and followed Toni out to the car.
"Okay, we are done shopping, please tell me what is going on," I begged.
Toni said we needed to go sit down and have a drink while he explained it
all to me. I quickly agreed and thought that a few beers would be exactly
what we needed.
We drove until we came to a bar that I had never been in before, but it
seemed like a pleasant place. We sat down and watched as a waiter came
over to our table.
"Welcome to Showtime, my name is Jamie; can I take your order?"
We both ordered a beer and I watched as Jamie walked away and commented
to Toni that Jamie seemed "a little gay" and then he informed me that we
were at a gay bar! He thought we would be able to talk openly here
without anyone staring at or making fun of us. That made sense to me, but
this was the first time I had ever been in a gay bar, so I looked around
to see if it was really any different than the bars I had been in
previously. The only difference was that there seemed to be more men and
that this was some type of dinner club that had a stage in the middle of
the floor. Maybe they had bands or dancers here at night?
"Okay Toni, let's go over the mess we are in. I signed the document, but
did not read it closely, I was too upset."
Toni explained that the agreement was that the two of us would continue
to work for Ms. Johnson as her personal assistants. We were to have no
management duties at all, the job description called for us to be her
assistants and to be at her beck and call, both during and after work. We
were required to wear women's clothing, makeup and wigs at all times
starting on the following Monday. Up until that time, we were allowed
freedom to dress in an androgynous manner, so we did not have to fully
dress as women, but to look like we were women in transition.
"What do you mean by transition?" I asked.
He explained that her goal was to make it appear as if we were a couple
of closet transsexuals who were transitioning on the job. She fully
expected that we would be living our lives as women for the next twelve
months so we could see what it was like from a woman's perspective! We
had our outfits to wear for the remainder of the week and then on
Saturday she was going to take us out shopping to help us pick out a full
wardrobe. Another stipulation in the contract required that the two of
us would live together for the year, sharing an apartment and helping
each other in our transition. We had until the end of this week to get
our affairs in order, move in together and to be fully indoctrinated as
women come Monday morning! Toni gave me an envelope that had my name on
it and it said to read it after I got home that night. We finished our
drinks and headed home in a state of confusion.
Chapter 3
I walked in my front door and put all of my new purchases down on the
kitchen table. I went to the fridge and grabbed myself a beer, then sat
down to open the letter from Ms. Johnson. I noticed on the front of the
envelope, it was addressed to Miss Teri Franken, not to Mr. Terry Franken
and I felt a shiver run through my body as I opened the envelope.
Miss Franken,
I am sure you now understand the gravity of your situation and I wanted
you to have a letter that documents what I expect of you over the next
twelve months. There is no room for arguments or questions; these are the
requirements you will live by:
1. You are from this moment on to live your life as either an effeminate
male or female for the remainder of this week. Starting next week you
will live entirely as a female. I am allowing you a few days to
transition your wardrobe and life over to that of a female. On Monday
morning I expect you to report to work dressed entirely as a woman,
complete with wig, makeup and appropriate clothing. That will be your
official start of your journey into womanhood.
2. I expect that you and Toni will become very "close" friends over the
next twelve months. To help you both in the transition, I will require
that the two of you share a one bedroom apartment, but it will not be
either one of your current apartments. I expect for the two of you to
find a new place that is conveniently located to the office, this will
allow you to use public transportation to get to and from work each day.
You will no longer be driving your vehicles after this weekend, so you
may as well look at selling your car. Toni has already made great headway
in that effort so you may want to get some ideas from her on how to
proceed.
3. This weekend I will accompany you and Toni on a girl's day out
shopping. We will be looking to get you a complete new wardrobe for your
new life. I know that you bought wigs today and they are required until
your own hair is capable of being styled nicely. Additionally, we will be
getting you fitted for prosthetic breasts so your clothing will fit much
more nicely and your bras will have the right shape and weight.
4. Lastly, I expect that both you and Toni do anything that I or my staff
ask or demand of you, without question or hesitation. Any reports of
reluctance will be handled swiftly and you will not like the result. I
expect that you both will be subservient at all times and cater to the
whims of myself and my staff.
I will see you at 9 am, make sure you are dressed appropriately and
remember, I like two sugars and one cream in my coffee.
Ms. Johnson
Well this is the start, not much sex or dressing yet, but there is
potential.
Hugs,
Teri Franken
[email protected]
Vicky
- 02.05.2022
- 9
- 0
