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Captured by Ann and Capturing Ann by R.D.
All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
Captured by Ann and Capturing Ann
by R.D.
I know that the title I have chosen for this series of
accounts can be misleading. It gives no explicit indication
about what the reader will shortly encounter. So I will tell you.
It is my story--the account of my private life. For the first time
really, it is the melding of my public persona with the full reality
of how I have chosen to live, to indulge my imagination and to
achieve the realization of the fantasies of my youth.
I have little illusion about how the reader will judge me.
Self-indulgent may be the most generous description I can
hope for. But at one level of reality I don't care and at another
level of reality, I clearly do. The part of me that wishes to share
my story with the reader is not inhibited by concerns about
others' judgments; the part of me that maintains the buffers that
shield my lifestyle and identity from the rest of the world
acknowledges the consequences of flouting norms of behavior.
Well so far I have been a bit abstract and I am anxious to
start but a bit of biographical data is necessary.
I am forty-three years old. I am also quite wealthy. My
father was a founder of a household-familiar kitchen appliance
manufacturer. When I was twenty-two and a second year law
student, the business was sold to an even larger public
company and my family became that entity's largest single
group of stockholders. A year later I inherited all those
holdings. I have sold much of the stock I inherited and have
invested the proceeds fairly diversely. The last time I looked
(and I look reasonably often) I have about $115 million invested
in publicly traded securities, about $26 million in cash and cash
equivalents and about $65 million in less liquid investments.
That my sound like a lot of money. It is, but it is not so much
money that I have a highly visible public profile. You would be
surprised at how many private fortunes in the U.S. exceed
mine.
Access to wealth of course is one thing that makes me
different--it is also what makes my life as I live it possible. Here
is how it began.
Beginnings - June 1977
I graduated from law school in 1976 and that fall joined
a large corporate law firm in New York. After about six months,
I knew I was not cut out for this regimented practice. First, I
was beginning to spend a lot of my time managing the
investments I was starting to make. Second, I did not need the
salary I was earning as a new lawyer and I did not need the
possibility of advancing in the profession as the means to
secure my future. Third, I was not crazy about the work. The
problems I dealt with were dictated by the needs of my firm's
clients-- not by what appealed to me. Fourth, I hated the loss of
autonomy that working for the law firm dictated. I decided that
I wanted to be my own boss, to set my own schedule and spend
full-time managing my investments.
But I also knew that there would have to be some
regimentation in my life. There was a period when I was in
college when I lacked the discipline to go to class and my
grades had really deteriorated. Once I got into the routine of
forcing myself to go to classes, to go to the library for study, all
on a schedule, my grades rebounded. I knew that I could not
leave myself the option of not having a set of obligations each
day. That meant to me that I would rent an office, employ a
staff, and plan on showing up at work every day.
I hardly knew where to begin. I knew I had to rent an
office, furnish it and hire the people who would work with me. I
started with a first step. I rented a suite of offices for a short-
term (six month) period. I believed that I would use that time to
get my systems in place.
My next step then was to hire an executive assistant. I
contacted a placement agency and described what I was
looking for. I wanted someone more than a secretary; someone
who could take charge of the day to day business of running my
office; someone who would hire and supervise other clerical
and support staff; someone who could do the leg work on
furnishing the office; I envisioned the quintessential, efficient,
all purpose gal Friday and that is what I described to the
agency. There would be no problem in filling the position I was
assured, and I was promised a stream of pre-screened
applicants to interview the following week.
The first handful of candidates were hardly impressive,
however. Many of the candidates lacked polish. Others
seemed overly concerned with being assured that they could
leave promptly at 5:00 p.m.; others did not seem to have the
experience or the references to give me confidence that they
could fulfill the job's requirements. Then I met Ann.
Ann showed up for her interview precisely at 2:00 p.m.--
the scheduled hour. Since I had yet to hire anyone to help me, I
was particularly annoyed at the inconvenience of juggling late
applicants appearing in my unattended reception area while I
was conducting interviews in my office. Ann was about my age,
perhaps a year older than I was and extremely impressive by
any standard. The first standard I noticed was her appearance.
Ann had shoulder-length dark brown hair framing a fair and
flawless complexion. Her eyes were brown and she was about
5'6" tall. She had a wonderful figure, at least to my tastes,
which meant that she was considerably busty and
simultaneously thin waisted. I took note of these things as we
talked about her experience (she was managing the New York
office of a French chemical manufacturer) and the position I
was seeking to fill. My eyes lingered at her chest, I thought
discretely, as I noticed the outline of the lace of her bra visible
through the translucent fabric of her blouse. We talked a good
bit about the position and about my reasons for starting up the
management company. I described my vision of what I hoped
to achieve and talked about the role I had in mind for my
assistant. Ann said she was interested and I was about to offer
her the job, when she said there was one problem--the pay was
too low.
Now I had discussed salary with the placement agency
and they had said that the $35,000 a year I had in mind was
high by then prevailing standards. Indeed they thought I would
attract people to apply for the job who were otherwise content
in their present positions, but who would be interested in
moving simply for the increase in pay.
Ann was telling me otherwise, the advertised salary was
too low, that she was sure I would be getting what I wanted and
needed if I were willing to provide a more suitable benefit
package. I was impressed with Ann's competence, skill and
professionalism (and appearance) and rather than deflect the
issue, I asked her what she had in mind. As closely as I can
remember it this is what happened:
"Look," Ann said "I want to be paid an annual salary of
$100,000 a year and I know you will be very happy if you hire
me to run this office for you, because I know exactly what you
want."
"There's no way I would do that - - -" I started to say, but
Ann continued.
"While you think about it would you excuse me for a
minute while I use the ladies room?"
I directed Ann to the appropriate doorway and waited
for her in the reception area while I rued the fact that the ideal
candidate had priced herself out of the job. After about a two
minutes, Ann reappeared and I noticed immediately what had
changed. As Ann strode towards me there was a bounce and
shift and jiggle that I had not seen before and as she drew
within five feet or so I could see the pronounced imprint of her
nipples against the fabric of her blouse. It was clear to me that
she had gone to the bathroom to take off her bra. The audacity
of that move had an electric effect on me. "You're hired, Ann" I
said. "How soon can you start?" "A week from this coming
Monday" was the reply. And that is how we began.
First Moves
The electric image of Ann's bobbling breasts bouncing
along as she walked toward me when she emerged from the
ladies room remained imprinted in my mind over the ensuing
week. Why was this such a powerful image? I guess because
it was not within the range of my experience to have dealt with
such overtly and aggressively sexual women. Sure by that time
I had experienced a series of relationships and girlfriends. But
they were all with relatively "normal" girls and women whose
backgrounds were like mine and our sexual activity was behind
closed doors. Ann's move seemed to bridge two worlds,
injecting overt sexuality into the world of daily routine and the
thought of that marriage was one which had a powerful impact
on me.
The Thursday before Ann was to begin work, she called
to confirm the details and timing of her arrival the next Monday.
We discussed that she would spend the first few days trying to
complete arrangements with the vendors and suppliers who
were needed and that she would set up what was necessary to
complete the hiring of the staff I needed. Our conversation was
totally business- like and I was wondering whether I had let my
judgment about work be clouded by Ann's actions the previous
week. But I knew that no permanent, irretrievable
commitments had been made and that if things did not work out
with Ann, I would go back to square one and make a more
conventional hire.
I was in the office the next Monday by 8:30--a half hour
before Ann was expected and a little earlier than I would
usually have arrived. I was anxious to see how things would go.
Like clockwork, at 9:00 the door to the suite opened and there
was Ann. Ann was wearing a light coat and was carrying a
brown leather tote bag in addition to her pocketbook. After a
quick hello, she went to the closet and removed and then hung
up her coat. Her back was to me as she did this and my
attention was certainly focussed on her. I saw that she was
wearing a very dark brown leather skirt over hose and her top
was a clingy sweater of a lightweight wool material. When she
turned to face me it was more than evident that she was, again,
braless. I heard her speak: "Look, Bob, I told you that I know
what you want and what you need and you are not going to be
unhappy that you have put me in charge of running your office."
I was in a bit of a struggle to maintain my composure:
"Ann, we have a lot to do . . ." I started to splutter.
"Bob," she continued "listen to me for a bit, we need to
get some things out of the way."
Ann took a few steps towards me. "I know why you
hired me. You were fascinated by the thought of my being
around you all day long, and of course there are these." And as
she uttered that last phrase she took each of her hands and
placed each on the lower outside surface of each breast and
supported each in her palms and sort of pushed them forwards
and up slightly, much as they would have been supported if she
were wearing a bra.
I was stone silent.
Ann was still talking. "Now I will tell you why I wanted to
come to work for you."
"I think you can afford to pay me well and I know I have
agreed to work for $100,000 a year but I know you are going to
want to pay me more as you see the type of job I can do for
you."
"You also seem like someone who wants to succeed and
who will give me the chance to really make your business
prosper. I don't think this job will be boring for me and I won't
let it be boring for you."
"But don't get the wrong idea, I am not here for you to
have sex with at your whim-- I am no whore -- but I know there
will be a sexual component to our relationship and to how your
office is run, but I will set limits and I know you will respect
them."
"Ann," I responded, "all I was looking for was an
executive assistant and I am a little at a loss as to how to deal
with you. Obviously I am intrigued by you but . . ."
She cut me off again. "Bob, just take it one step at a
time and I will show you what I have in mind. I'll show you -- we
don't have to talk it all out in advance. Let's just get on with our
work and we can talk about the events of the day at the end of
the day. And what I'd like to do now," Ann added as she
reached for the leather tote bag she had brought with her and
which I could see had various papers, pads and personal
effects, "is set up my desk and see if I can figure what is what
around here."
I began to think that Ann was determined to really play
with my mind. One minute there was business as usual, the
next there was a shockingly provocative act. At that point I
started to be a little concerned that I was losing control of my
new business and that perhaps I had made a mistake.
Ann busied herself by unpacking her belongings at her
desk. Her desk was in an alcove just off the reception area and
outside of my office. I was seated in an armchair in the
reception area where I had greeted Ann upon her arrival. I
remained there for about two or three minutes while I
entertained the notion that hiring Ann had been a mistake. I
looked up as Ann addressed me.
"Bob, are we expecting anyone this morning?"
"No, why do you ask?"
Ann did not answer me directly. Instead she strode
purposefully to the door to our suite. I saw her try the door
mechanism, make a few adjustments and I realized that she
had locked the door. I had not anticipated what she would do
next.
In one swift motion, Ann crossed her arms, reached
down and taking hold of the bottom of her sweater lifted it over
her head. With this one sudden move, Ann stood before me
bare from the waist up. Her breasts were quite large, flaring
slightly outward and capped with lovely pink areolae with
prominent nipples. Every movement she made caused her
breasts to jostle and bobble in the most inviting way. Despite
the pendulous nature of her breasts she was not in the least bit
fat. Her stomach was firm and there were no rolls of flab
overrunning the belt which was cinched at her waist.
"I've got plenty to do" she said breaking the silence as
Ann returned to her desk and continued to unpack her
belongings and arrange things in order.
But for the fact that Ann's bare breasts were
conspicuously in motion as she set about her tasks, there
would have been nothing unusual about this scene. It would
have looked to anyone else as if it were an ordinary office in
operation.
But of course this was not the usual arrangement. At
that moment I was continuing in my state of puzzlement as to
what I was in for. I looked at my watch. It was 9:30 a.m. Ann
had been with me for half an hour. It seemed much longer.
I spent the next few hours at my desk. My office door
was open and as you might expect my attention was pretty
riveted to Ann's activities. Just as I was starting to make a
phone call, I would see Ann bend over to accomplish something
and I would be treated to the view of her magnificent breasts
swaying like churchbells. I was not getting much work done.
Shortly after noon another of my appetites intruded. I
was hungry. I invited Ann to lunch explaining that we might
take the time to talk about what I wanted her to accomplish in
the few days. The bizarre nature of our situation was driven
home as I watched Ann pull on her sweater as a prelude to
leaving the office.
Lunchtime Arrangements
I asked Ann whether she preferred a nearby seafood
restaurant or a less than pretentious french restaurant that I
had frequented. She said I should make the choice and
thinking that I was in the mood for an omelet I steered us
towards the french bistro.
The maitre'd recognized me as we walked in and gave
me a warm greeting and promptly ushered us to a banquette
where we were seated side by side. I am sure that he assumed
our lunch was a social, not a business, meeting.
I asked Ann if she would join me in a drink. She said
sure and after checking, I ordered kirs for both of us. As I
started to enjoy the wine cassis combination I became very
aware of Ann's presence next to me. I noticed her fragrance.
In close proximity there was an unmistakable and memorable
scent of her perfume. I was also conscious of the pressure of
the side of her right breast resting and pressing against my left
arm. As intimate as our earlier dealings had been, this was the
first physical contact between us and it did not pass unnoticed
by me.
I realized that there was very little I knew about Ann.
The profile I had received from the personnel agency was less
informative then others had been. I remembered that she had
gone to college at the University of North Carolina and I
seemed to recall that she lived in Manhattan as well. I knew
about her previous two jobs, but not much else. So I asked Ann
to tell me a little about her background. The question was too
vague for Ann.
"What do you want to know, Bob?" Ann asked.
I was a little taken aback that Ann parried my question
with a question of her own. I explained:
"Ann, I realized that in some ways when I told you about
the job and the reason that I was starting my business I was
telling you my life story and since you are going to be managing
a lot of my business, I really don't anticipate that I will have
many secrets from you and I just thought that I really don't
know all that much about you."
"Now Bob, you really have gotten to know things about
me much better than you had any reason to expect" Ann replied
with a distinct grin.
As the truth of that statement registered, I realized that
Ann was not leaving the matter rest there with that clever
riposte. "It's certainly fair for you to know about me, Bob, so
see if this helps to fill in some of the details."
Ann then went on. "I was born and raised here in New
York. When I got out of college at Chapel Hill I enrolled in
Katherine Gibbs' program and started out as a secretary in an
ad agency."
"Pretty quickly I realized that I wasn't going to be
content with a 9 to 5 existence typing away and waiting to meet
Mr. Right. So I have changed jobs as I have looked for
employers who would give me more latitude to use my brains
and when I interviewed with you I thought that we could be very
helpful for each other. You seem to have no artificial limits on
where I can go and I think you will be giving me a chance to
give you more than you expect."
I wasn't sure what all that meant and so I am sure that I
had a pretty blank expression. But Ann continued:
"I live by myself here on the East Side. I'm not married
although I was engaged once but thank God I realized what a
disaster it would have been if we got married."
For all of that I didn't think I better understood Ann and
her unique approach to her job and her relationship with her
employer.
The omelet I had ordered arrived as did Ann's broiled
sole. I thought it was time to direct the conversation to the
work tasks at hand. I told Ann that I wanted us to hire a
receptionist who would also answer the phones. I suggested
that Ann take care of the interviewing and screening for that
position. I said that I would be looking to hire an analyst who
would help do some of the leg work in investigating and
following the investments that I would be making. I did not
expect this to be the subject of much discussion but Ann had a
point of view.
Ann was quite happy to deal with the receptionist
position but to my surprise she also strongly insisted should
screen the financial analyst.
"We're all going to have to get along here and I really
think that I can make sure that everyone who works for you will
be the type of team player and have the type of cooperative
attitude that you want and need."
That was a little oddly put and I was surprised about
how emphatic Ann was, and although I was skeptical that Ann
would know what to look for in a financial analyst ( I wasn't
totally sure myself) I wasn't all that anxious to do much
screening for that position and it seemed expedient to
acquiesce to Ann's views.
We talked a little about the need to be looking for
permanent office space and Ann made the important
suggestion of having the architect I anticipated using to design
my office brought on board to check out the space we would be
considering.
I paid the bill for our lunch and we walked back to the
office exchanging thoughts about what area of the city to locate
in and the pluses and minuses of different phone systems. We
arrived back in the office and as nonchalant as could be, Ann
flipped the latch on the door behind her and without comment
or evident self consciousness casually removed her sweater
baring her marvelous breasts once again. Without any
comment in my direction, Ann went to her desk and phoned the
agency which had referred her to me and advised of the
receptionist opening she would be looking to fill.
That afternoon I had a visit to my dentist scheduled and
I left the office at about 3 p.m. As I walked out and bade Ann
goodbye, I told her I would see her Tuesday and asked her to
lock up. She waived goodbye and as I left she was at her desk,
cradling the phone to her ear looking for all the world like the
efficient assistant I had hoped for; except of course for the fact
that she was nipples bare.
Tuesday
I beat Ann to the office on Tuesday by about five
minutes. Ann showed up at work in a cream colored blouse
over a red skirt. She told me that she expected to spend the
day interviewing prospective receptionists and that she had
invited an office space broker to visit her at 2:30 p.m. and that
she thought it would be useful if I sat in on that meeting. That
was fine with me. I retreated to my office expecting that I would
spend the day watching Ann at work. Ann busied herself at her
desk and to my chagrin she remained fully clothed. I realized
why pretty quickly when the door to the suite opened and the
first of the candidate receptionists arrived.
For probably the umpteenth time in the past day or so I
tried to take stock of what was going on. I had set out to start
my business and somehow got hooked up with this person who
I was wildly overpaying to handle day to day administrative
matters. Ann seemed perfectly competent in that respect but
she had the out of left field and remarkable penchant for
mesmerizing me through the brazen display of her breasts.
Where were we going and why wasn't I talking to her in explicit
terms about what was going on? Obviously Ann had struck a
responsive chord tapping into a voyeuristic streak I had. For
the moment I continued to think that I would play along to see
where things were headed.
That day Ann interviewed about four or so candidates
for the receptionist's job. When I asked her how things were
going she said that she hadn't yet met anyone who seemed
quite right for the job, but if she did she would bring the person
in to meet with me too. We also met with the real estate broker
and described the space we were looking for. We thought that
about 4,000 square feet would do and described the layout we
had in mind. Ann was quite emphatic that we were looking for
space that we would could remodel to suit our needs and that
we needed to have the flexibility to do tear down and rebuild
walls to get things in order. We had not discussed this and I
assumed that Ann had something particular in mind. I did not
press her on the point however.
Ann left at about 5:30. I thought we had a relatively
"normal" day and that did not bother me.
At the time I was living in a two bedroom apartment in a
highrise on Central Park South. I had sweeping views of the
park to the North. Initially my habit was to have dinner out with
friends, catch a movie or a ball game or go to a club or a bar
and wind up home (generally alone but sometimes not) at about
midnight or 1:00 a.m. I had arranged through the
superintendent of the building for someone to come in three
days a week to keep the apartment clean and to tend to details
like dropping off and picking up my laundry.
I had started to give thought to buying a new apartment
and to changing my domestic arrangements. I wanted an
apartment with more space and I fancied the elegant pre-war
apartments along Manhattan's Park and Fifth Avenues. I also
thought that I would like a live-in house staff who would keep
my residence in order and who would prepare meals so that I
could eat and entertain more readily at home. I decided that I
would give that project to Ann to supervise.
Wednesday
I arrived at my office shortly after nine on Wednesday--
Ann's third day on the job. Ann was at her desk opening the
morning mail. I looked to see how she was attired. She was
wearing a navy print dress which, unlike previous day's attire,
was not particularly clingy or formfitting. She greeted me
pleasantly. I asked her into my office as I wanted to describe
the apartment/staffing project I wanted her to undertake.
Ann was delighted with the assignment. She said that
she was glad I was trusting her to give her another part of my
life to run. She promised that she would make this another
priority effort. I told Ann that I had a meeting that morning
concerning a commercial real estate venture I was
contemplating, that I would be out of the office from about
10:00 a.m. and that I would be back at 2:00 that afternoon. Ann
told me that she had other receptionists scheduled to come in
and that if anyone were promising she would have them back to
see me.
I spent that morning with a potential investing partner
looking over a series of storefront properties in Yonkers which
were for sale. We talked to the storekeepers who were in the
buildings to gauge their sense of the neighborhood, its
prospects and the physical conditions of their stores. On our
way back to the city, we stopped at an Italian restaurant on
Arthur Avenue in the Bronx for an enjoyable lunch. Our
conversation ranged over such subjects as politics, the
financial straits in which New York found itself and the investing
climate generally. Over lunch Richard told me that he too had
practiced law but that he had started investing in deals with
some of his clients and that he found that acting as a principal
was much more satisfying than as an advisor. I had known
Richard only casually before this day (we had both been
partners along with five others in owning and leasing some
property in Brooklyn) and we seemed to be hitting it off well.
As we got up from lunch Richard asked if I would want
to bring my wife and join him and his wife as their guests the
next evening at the Opera. I told Richard I wasn't married but
that I'd be delighted to join him that I would bring a date and
that I would insist that dinner afterwards be on me. Richard
said that he was sure that would be fine and that he looked
forward to introducing me to his wife Ellen.
It was about 3:30 in the afternoon when I got back to the
office. Ann was at her desk and I noticed that a young woman
was seated in the reception area. Ann introduced me to Allie
and told me that Allie had met with Ann in the morning and that
Ann thought I might want to meet with her and consider her for
the receptionist position. Ann indicated that she wanted to
speak to me in my office first.
"How long has she been waiting for me?" I asked Ann
as we entered my office.
"She's been here since 2:00 because that's when I
thought you were due back."
"Oh that's terrible" I said. "I feel badly that she's just
had to sit around here and wait."
Ann would have nothing of it. "Bob, forget about it. We
are here to accommodate you. You don't have to hurry on our
account and if you keep us waiting, that's up to you."
"Anyhow" Ann added "We've had a chance to talk more
and I really think we have a winner here. I am anxious for you
to meet her. But there is one thing."
"What's that?"
"I told her the position paid $45,000 a year plus we will
lend her $10,000 so she can rent and furnish an apartment here
and buy other necessities."
"That's way more than double the going rate in salary
alone."
"Just meet her. If you don't want to hire her, then all
that's happened is that you've taken twenty minutes out of the
day. Should I bring her in?"
"O.K."
Ann left to get Allie and moments later returned. I
introduced myself to Allie, shook her hand and gestured that
she should sit in one of the chairs across from my desk. Ann
set down on the couch in the corner of my office. I asked Allie if
Ann had explained the nature of my business, the fact we were
planning on moving and hiring more staff. Allie said that Ann
had told her about the job and its requirements. Ann
interrupted and suggested that Allie tell me about herself.
As Allie started to comply, I looked at her more closely.
Allie, it was plain to see, was beautiful. She had jet black and
thick hair which she parted in the middle and which fell behind
her shoulders. A few wisps played across her face. Allie
seemed about 21 or 22 and was about 5'3" tall. She was trim,
but not too thin. Allie's voice had the vague hint of an accent
which I could not place. Allie was telling me that she had
moved to New York from Houston where her family was now
living; that she had hoped to enroll in Eastern's flight attendant
school but that there was then a hiring freeze and that she had
almost accepted an offer to be a sales trainee at Saks when
one of the other people Ann had interviewed the day
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