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Conversing With The Assistant free porn video
Conversing with the Assistant
Belladonna
[Authors Note: Based on a premise suggested by Maraleene]
A cab pulled up before a realtor's office. A middle aged woman with a
thin build emerged from it and headed to the door with a suitcase as the
cab pulled away from the building.
She opened the building's door and saw a familiar face walking away from
a copier. "Oh, my god, Steve! I can't believe how you look," Maryellen
exclaimed as she caught her first glimpse of her brother-in-law in five
years.
"I'm not sure how I should take that," Steve answered as he put down the
papers in his hand.
"You should take it as a complement. If Joyce hadn't tipped me off about
what had gone on between you two, I never would have been able to tell it
was you unless I really gave you a good look."
"So you think I'm noticeable?" Steve asked.
"Um...I guess you're asking if I could tell if you're a guy beneath it
all," Maryellen said as she looked closely at the clothes her brother-in-
law was wearing. Her eyes examined him from head to toe. She looked at
his black, opaque tights covered legs that seemed to be at first
surprisingly shapely, but then she realized that he had always been of a
modest build. She felt that his 5'8" height worked to further lend his
legs a long and lust worthy appearance. Her eyes then drifted down to the
large ladies heels that rested on his disproportionably large feet. The 4
inch height of the glittery, gold colored pumps and rounded toe helped to
diminish the apparent length of his feet.
"Yes, I want to know..." Steve replied.
"Since I know you, I would have been able to tell upon close inspection.
If I didn't, there's no way," Maryellen interjected as she continued to
look over her brother-in-law's outfit. Her eyes moved up his legs and to
the skirt suit that rested on his body. The pleat skirt's hem fell just
above Steve's knees. Her eyes worked their way up to the skirt's matching
black jacket, which had a notched collar and black buttons.
Steve smiled at her words and said, "Thank you." Steve had never been
found out by a stranger yet, and Maryellen's words gave him even further
confidence about the believability of his feminine appearance.
"I just can't believe it that this is you, Steve," Maryellen responded as
her eyes fixated on the blouse that was visible beneath Steve's open
jacket. It was a black and gold floral-print blouse with a ruffled v-
neckline and a black bow detail at the waist.
"Well, I'm not surprised by that. I mean, I couldn't at first either."
"Tell me what happened, Steve. How did this happen to you?" Maryellen
asked with a smile.
"Joyce didn't tell you?"
"Well, she told me, but I want to hear it from you."
Steve motioned for Maryellen to take a seat on the couch. She sat and was
quickly joined by Steve. Steve looked her in the eyes and said, "It's a
complicated story."
"I have time to hear it," Maryellen replied with a grin.
"Let me start from the beginning. You know, I was working down at my old
office for 20 years out of college. I had become a manager, but times got
tough, and I was only a middle manager. We were the first to go at the
company when they streamlined the chain of command.
After that, I found myself unemployed for six months. I was going crazy
at home. I picked up your sister's chores, but that was not enough to
fill my days. It wasn't very fulfilling either."
"I wouldn't imagine it would be for you. You've always been so
productive," Maryellen interjected.
Steve nodded before he continued, "I tried to make it palatable to me. I
worked at making it a little game for myself. I took some advantage of
the situation and started wearing my Andie clothes."
"Andie? That's what you go by? It's a little masculine sounding, don't
you think?" Maryellen declared.
Steven answered, "That's why I choose it. There's some girls out there
with the name, but it's not too girly. I went with the name originally to
try to appease your sister. You know, she's always been accepting of this
side of me, but she never fully embraced it. I always felt that the name
kind of gave her a little help understanding that I was still a man
underneath the clothes."
"I guess that's understandable," Maryellen replied.
Steve replied, "Well, anyway, I started dressing up around the house. I
was cleaning it in my older girl's clothes, and I was cooking Joyce
dinner in them. Eventually, I got a little cocky."
"What did you do?" Maryellen asked.
Steve smiled as he answered, "I decided to go food shopping as Andie."
"How did that go?" Maryellen inquired.
"How do you think," Steve answered as he pointed at his blouse.
"Passed without incident," Maryelllen said.
Steve nodded and said, "I walked into that store wearing simple, plain
black pants, a plain black blouse, and some low black heels. I paired it
all with a red jacket that I thought made myself look a little sporty. I
knew the blazer was kind of loud and announced my presence when I
probably should have been trying to be inconspicuous, but I couldn't'
resist it at the time. Even though looking back on it, I'm surprised I
didn't put on something that would blend into the background a little
more. Somehow it worked with my hair, at least I thought so. I had
brushed my hair out and tried to give myself that shorthaired Hillary
Swank look."
"Did that work for you?"
"A little. I wasn't very enthused with the look, but I had shorter hair
then. So, I had to make do with what I had."
"Well, I like what you did with it, now."
"Yes, I like it too. It's still on the short side, but it's not too
short. I mean, it's above the shoulder, which I think is right for a girl
my age, but it's still feminine."
"I think it's cute, and it fits a girl your age," Joyce replied with a
laugh.
Steve rolled his eyes and responded, "Thanks. Well, anyway, I went out
with my shorter hair six months ago, in full makeup and walked down those
aisles. I didn't turn a head. I figured that at least someone would
notice that I wasn't like all those housewives walking through the store.
I was sure that I must look a little manly even though was dressed more
femininely than any of the real women there."
"But no one did," Maryellen interjected.
Steve nodded as he replied, "Not a one. I picked up everything on that
list Joyce left for me and brought it up to the counter. I looked at the
cashier. I expected the girl would at least realize that I was a guy. She
was the first person besides my wife who had ever seen me up close en
femme. I was sure that the allusion of femininity I was giving off would
crumble at close glance, but it didn't. I was in shock as the girl just
took the money from me and wished me a good day after she rang me up like
I was any other customer.
I walked out of the store with my life feeling turned upside down. I had
lived as a man because I felt that I would never pass for a woman, in
part. The rest is obvious. I didn't want to lose your sister, so I knew
that I'd still have to restrict my cross-dressing. That was until I came
home.
As I started unpacking the bags from the trunk, your sister pulled up. I
was in shock. I stared at her like a deer caught in the headlights. I
just froze up in panic. She never came home during the day, but that day
she did. I knew I had bad luck in life, but seeing her made me feel like
nothing could ever go right for me."
"What did she say?" Maryellen asked.
Steve shrugged and said, "At first nothing. She just looked at me from
the car for a few moments. There wasn't an expression on her face. She
knew I had dressed before. She had seen me. I had done it around her more
than a few times, but she had never seen me dressed up in full view of
the neighbors and strangers.
She got out of the car and took in some of the packages. I followed
quickly behind her with the rest. I tried to explain myself. I didn't
bother to lie. I told her what I had been doing at home and how I was
trying to make it all tolerable.
She laughed at me. She said, 'Tolerable? You enjoy it! Who are you
kidding?'"
"Was she right?" Maryellen interjected with a smirk.
Steve shook his head and said, "Half right. I didn't care much for the
cleaning and the shopping, but I did love the dressing that went along
with it. It really was more than tolerable for me. I enjoyed it. She knew
that. That's why she looked at me and asked me, 'Are you even trying to
find a job?'
I knew where she was going. She was not sure that I would voluntarily
give up a situation that enabled me to wear women's pants in public and a
housedress.
I pled my case and said that I had been working real hard to find a job.
She knew how many resumes and cover letters I had made up and put out
there. Still, nothing seemed forthcoming."
"That's when she asked right?" Maryellen inquired.
Steve leaned back in his seat and crossed his legs. He then leaned
towards Maryellen and said, "Yes. She looked me over. She saw the
clothing I was wearing. The pants, blouse and blazer thing and asked me
if I could come along to a home showing she was doing that afternoon."
"And you said yes," Maryellen replied with a laugh.
"Not at first," Steve countered.
"Why not?"
"Male ego is my best guess. I was still high from passing in the store.
There was no real reason that I would turn the chance to try to pass some
more except for the fear that doing so would show Joyce that I was not
really a man, I suppose. It seems kind of stupid to think that, seeing as
she's seen me wear a dress a number of times, but it felt kind of
different at that moment."
"What changed your mind?" Maryellen asked.
"She looked at me and said that she needed the help. She really asked me
to go along. She told me that I was passable. She reassured me of that
even though I didn't need it. I was certain that I looked girly. Not that
I thought that was anything to be proud of. Still, she asked me so nicely
that I had to consider it. She seemed genuinely warm to the idea of
seeing me in that outfit when she asked."
"You couldn't say no?"
"How could I?"
"Well, I know my husband would have."
"Yes, but Johnny's not like me."
"Oh, I know that, but that handsome devil would never look as pretty as
you do."
Steve blushed and answered, "That's probably something he'd be happy
about."
"I'm sure it is. You know he's a tough guy."
"Yes, we're polar opposites."
"That's true, but that's probably why my sister went for you. She the
exact opposite of me as well so it makes sense that we married two people
that were so different."
Steve noticed Maryellen's conscious use of the word people in place of
men. He asked, "Why did you say that you and your sister married two
different people and not men?"
Maryellen's smile went away. She pulled her lips into her mouth before
she answered, "I don't mean any offense by it, Andie."
"Andie?"
"Well, it's the name more suited for you when you're dressed like that."
Steve accepted her explanation and said, "Well, what did you mean by it
then?"
"Well, you know, you're not really a guy."
"What am I then?" Steve asked with a huff.
Maryellen blushed and said, "You know."
Steve blushed as well as he realized what his wife's sister thought of
him. He knew he could not change her mind and that he had to get along
with her for his wife's sake. Consequently he continued, "It doesn't
matter. Whatever you think I am, the story goes the same. Your sister got
me to go along with her to the home showing. I drove my car behind her,
and we waited in the house for the prospective buyers."
"What did they say when they saw you?"
"The woman said I looked nice. I complemented her back, and we went on
our way into the house."
"What did you do?" Maryellen asked.
"I just helped out your sister. I walked beside her as she described the
house to the couple. Joyce had me get the wife a cup of water. I would
try to sell the house with her by giving my little asides about things.
The wife seemed to like hearing my opinion, but her husband really could
have done without it. Then they left, and eventually they made a call
about the house. They decided to buy it. It took a little negotiation
with the owners, but they got it."
"What did Joyce have to say about you assisting her?"
"She didn't really say anything. She thanked me and said I did a good
job, but that was all. I knew I was there to make her job easier and
assist her, and that's what I did."
"Did you like doing it?" Maryellen asked.
"When, I was doing it, yes. Afterwards, I was a bit torn. It made me feel
a bit strange to be passing as a woman when I was in such close contact
with these strangers."
"How did it make you feel?"
"It made me feel good about my appearance. I guess I felt a bit pretty at
the time, so that made me smile, but that smile quickly went away. I just
got a thought at that moment that I shouldn't want to be pretty. I know
I'm not really pretty..."
"Don't be so hard on yourself girl," Maryellen interjected.
Steve smiled and continued, "Thanks, but, anyway, I knew that a man
should not want to be pretty or even cute. I knew that men didn't want
that. I started calling myself a fag in my head, repeatedly. I'm not gay
or anything, but I couldn't help but to think.... I kind of felt that by
enjoying my femininity I was betraying my manliness, whatever amount of
that I ever really had. I figured that the happiness I felt en femme
meant that I wasn't really a man, so I concluded that I had to be what
society thought that men that dress up are.
I felt that, despite how much I love the feeling of a woman's clothing on
my skin. The silkiness, the softness, it just can't be topped or rivaled
by anything in the men's department. Even though heels are bitch, you
know, I still love the way look on me. The pain is definitely worth it.
But as much as I enjoyed dressing up and passing myself off as a woman
when I was doing it, I found myself immediately ashamed that I had done
so after it. I felt that the desires I had were unnatural and that I
should be ashamed of myself for embracing them. I guess I've come to
terms with it since, but right then I was consumed by self-hatred. I
could feel that loathing the moment the couple pulled out of the
driveway. I knew what I was. I knew what my feelings meant. I wasn't
really prepared to handle it."
Maryellen began to feel uncomfortable. She decided to change the subject
by asking, "What did you and my sister do when the couple left?"
Steve answered, "We parted ways after the couple left, and I went home. I
made her dinner and was still dressed in the outfit when she came home. I
didn't change despite my feelings because I felt that I was kind of
punishing myself by making myself be seen en femme by wife once more. I
figured that even though she was outwardly comfortable with it, she
wasn't internally happy about how I looked. I guess, I figured that I was
punishing myself by making myself look bad in front of her.
It didn't quite go that way though. Joyce came home, and she sat down at
the table I set, and we shared a meal together without her even
mentioning that I was still dressed as a woman. We just talked about the
home showing. After we finished, I cleaned off the table and joined her
in the living room.
Before I could even sit down, Joyce looked at me and said, 'I have a
proposition for you.'
I was intrigued so I asked what she had in mind. That's when she told me
about this job."
"Wow, my sister moves quick when she wants do something. Doesn't she?"
Maryellen asked.
"Yes, she's always been aggressive like that."
"You're telling me. She used to boss me around when we were kids. I'm
glad I'm not the only one that's experienced it."
Steve smiled as he looked around the office staffed with realtors that
worked for his wife. He looked Maryellen in the eye and said, "Everyone
in this building has experienced it."
Maryellen laughed for a second before Steve continued, "I learned that
not long after I got here. Joyce told me about how she rode certain
people here before, but I never realized how domineering she could be
when she dropped that smile that made me think that we were playing a
game when we were at home. I got that smile, her employees didn't. With
me, I feel that I'm playing along to make her happy, but these workers,
here, play along because they don't want to cross her."
"Is that why the job was here for you?" Maryellen asked.
"No. She had a receptionist here who already had one kid, and she got
knocked up again. She had to quit to take care of her two kids. The cost
of childcare for both was going to be too much for the girl to justify
continuing to come to work."
"Well, why did Joyce want you to do the job? That's what I never got."
Steve answered, "I needed a job. She had an opening..."
"That's not what I mean, Andie. Why would she bring you to her job en
femme? She could have just as easily had you come in as a male
receptionist. I mean, granted that might look a little strange."
"Yes, but she knew that that would be no fun for me. As far as why she
hired me in the first place, the short answer really is that she wanted
to keep the pay in the family. I don't make much, but it pays our grocery
bill for the month with a little left over for me to buy some clothes and
makeup for myself."
"If you don't mind my asking, why did you take the job?"
Steve smirked and answered, "I love looking like this, Maryellen. Joyce
giving me this option was like a person giving an addict their drug of
choice. Joyce opened up an opportunity that she knew that I would
exploit. I could pretend to be not interested, but Joyce knew that such
an act would fall apart quick. My self-hatred about my cross-dressing
never wins out for long. I run from it, but I always end up in a skirt
again. Desire always overcomes denial, given enough time."
Maryellen nodded and asked, "Do the others know who you really are?"
"Oh, yes. They all met me when I used to come to the office Christmas
party. They've seen me in my old male clothing. There was little hope of
hiding my true identity. It's not like a comic book where if I took it
off or put on a pair of glasses no one would realize who I really was."
"What was it like when she told her employees?"
"She told them before I started. Your sister said that they were all
accepting of my life choice. I didn't really buy that until I showed up.
I got a few amused looks the first couple of days and the occasional
gentle ribbing about what I was doing, but that was it. The people here
are either really open minded or just scarred to death of your sister. I
haven't figured out which one it is yet."
"Maryellen!" Steve then heard from behind him.
"Hey, Sis," Maryellen said as she stood up and embraced Joyce.
"I see you've met my new and improved husband."
"Yes. Andie's been filling me in on what you two have been up to."
"I'm glad. I hope he's entertaining you because I have just a little more
work to do here before I can really talk."
"Oh, take your time, sis."
"Andie, please get me a soda. Is there anything you want, Maryellen?"
"No. I'm good."
Steve turned away from Maryellen and Joyce so he could get his wife a
soda from the break room refrigerator. He carried it back and handed it
to her as she finished hearing about how Maryellen's flight was. Joyce
smiled at Maryellen and Steve and said, "I'll be back shortly."
"Don't rush," Maryellen responded as she sat back down. She then patted
on the couch after her eyes turned to Steve.
Steve sat down once more, and Maryellen asked, "Well, what was that
about?"
"What, getting her the soda?" Steve inquired.
Maryellen nodded. Steve responded, "It's part of the job."
"She makes you do little things for her like you're her secretary, dear?"
"I wouldn't put it that way. I'm technically the office receptionist, and
I work at home showings as her assistant."
"I knew about that, but your receptionist job seems a little like a
secretary's, Andie."
"Well, they're really not that different. I'd say that my job really is
an enhanced version of a secretary's job."
"What exactly does my sister have you doing around here?" Maryellen
inquired with a smile.
"A little of this and that..."
"What exactly does that entail?"
Steve shrugged and said, "Normal receptionist work. I handle the calls
coming into the office and transfer them over to Joyce or one of the
realtors when I'm here. I also help out the staff. I do some photocopying
and faxing for them. I call up real-estate lawyers offices for them to
see how title reports are going and such."
"What about fetching soda?" Maryellen asked with a grin.
Steve blushed and said, "I only do that for Joyce, usually."
"Usually?"
"Well, it's not really in my job description, but if someone asks me for
a soda, or water or coffee, tea or what have you, I figure I should get
it for them. I want to help them out. The more time they're working, the
more money they're probably bringing into the office."
"My sister doesn't make you do it?"
"No. I do it on my own. I want to help out. The better the office does,
the better it is for Joyce."
"Which means the better it is for you."
"Yes, she's happier then, so that makes it easier on me."
"Is that all do you," Maryellen inquired.
"No. I go to home showings with Joyce. I play the part of her assistant
during walkthroughs."
"How do you like it?"
"I like doing it. I get to spend more time with Joyce, and it's better
than sitting around the house all day doing nothing."
"But you're not responsible for things like you used to be. You used to
order people around and had some control over your life."
"Yes, that was all right too."
"But you like this better, don't you?"
Steve blushed and shook his head.
"Oh, come on, Andie. Just between us girls, you prefer being on the
bottom. You like being told what to do. You like my sister holding all
the cards."
Steve continued to blush as he slowly nodded.
"Oh, Johnny will love to hear that!" Maryellen exclaimed.
Steve rolled his eyes as he thought about what his brother-in-law must
think about what he was doing. His head then turned towards Joyce's
office door as he saw it open. He watched his wife walk out. She came
over to the couch and said, "Are you two ready to go?"
Maryellen nodded and said, "Yes, but you really don't have to leave early
on my part. I can wait."
"Nonsense. I cut out early on Friday's sometime anyway. Besides, I want
to give Andie time to make a three course meal for us."
"Oh, Andie's cooking tonight?"
"A good wife always cooks for her lover's guest," Joyce replied.
Maryellen clutched her purse while Steve stood and picked up her suitcase
in one hand and his black purse in the other. As they headed out the
door, Maryellen asked, "So, sis, you consider Andie to be your wife,
now?"
"95 percent of the time Andie is Mrs. Smith in our household," Joyce
answered as she opened up the driver's side door and opened the trunk.
Steve put Maryellen's bag into the trunk while she took a seat in the
passenger's seat.
Having no alternative, Steve slid himself into the backseat of the car he
once customarily drove. He had always liked to drive, but Joyce now
insisted that she drive whenever they were together. Steve felt he had no
choice but to accept her decision.
Steve listened as the two women caught up in the front seats. As they
chatted, his mind quickly drifted to how he would prepare the meal he
would make for them.
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