From Salesman to Secretary Part 3
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From Salesman To Secretary Part 4 free porn video
Chapter 7: 6 months later.
It had been 6 months since Emilia had stopped working at the office. She
was sat in the car park checking her lipstick in the mirror. She hadn't
gone back there since she left, life had gotten busy for her, but she
thought it was time she paid a visit.
As she got out of the elevator and entered the office she was greeted by
a familiar and wonderful sight, James was typing away at his desk. Of
course, it was the secretary's desk right at the front of the office,
just where she left him 6 months ago. His hair was now quite long and
feminine, fashioned into a ponytail at the back. He was perfectly made up
with visibly long lashes and full lips. He was dressed in a tight white
blouse, his bra showing through the open buttons. A tight black skirt was
on his legs with stockings and heels. Emilia guessed they were around 4
inches, perhaps higher, but they didn't look comfortable. James looked up
from his desk and gasped.
"Hello Jane, how's work?" Emilia smiled.
"Oh my god, Emilia," James said, shocked.
"Surprised to see me?" said Emilia.
"You were supposed to come back every month, you need to unlock me
please," James sounded extremely desperate.
"Oh yes, I forgot I locked your little cock away. Well looking like that
I forget you even have one. Sorry Jane life got busy and that wasn't a
priority," she explained.
"Please unlock me," James pleaded.
"'My god this is delicious. I ruined your life, your career, made you a
bitch and locked you up. I'm the person you hate the most in the world
and I made it so you've spent the past 6 months desperate to see me. Fuck
that's the sexiest thing I've ever heard. I love this so much" Emilia
almost moaned in ecstasy.
"I hate you so much," said James through gritted teeth.
"I know. Well sorry Jane but I don't have the key with me. You'll have to
wait till next visit. Goodness knows when that'll be" Emilia then walked
away, leaving James in his frustration.
Emilia found Tracy and Cheryl who were ecstatic to see her. They gave
each other hugs and then sat together at a table.
"Jane!" called Tracy. James then tottered over in his high heels.
"Yes, miss Cartwright?" he asked.
"Get the three of us a coffee, would you? There's a good girl," she said,
and James went off to begrudgingly make the coffees.
"I see she's still well trained," said Emilia.
"Oh yes you made it fairly easy. Your ideas and thorough plans made it
easy to keep her in line. She knows she doesn't have much of a choice or
anywhere else to go," said Tracy
"We've caught her researching other companies to transfer to. She even
emailed a couple of them. But like you said they would be, the bosses
were you clients and just laughed off her applications. She got a sever
spanking when we found out though," Added Cheryl.
"Very good. My lifetime project has turned out beautifully," said Emilia.
"Has anything changed around the office?"
"Yes, quite a lot actually. A lot of the departments have closed down but
ours was the highest performing so we have no worry for our jobs at all.
In fact, they brought back the job role you got rid of and we have a boss
again," said Tracy.
"Oh really? Why didn't they offer Jane her job back?" Emilia asked.
"We advised Dave against it, so he transferred someone over from one of
the closing departments," said Cheryl.
"I'm sorry you girls have been given a boss again," said Emilia.
"Oh, don't be, he's amazing!" said Cheryl.
"Oh yes, best boss we've ever had," said Tracy, as James brought over the
coffees. "Thank you, Jane. I have a bunch of files that need organising,
could you get them from my desk and sort them for me?"
"Yes Miss Cartwright," said James.
"Oh, and Jane, your mascara is running. You better go to the ladies and
redo your make-up," added Cheryl.
James teetered off to the bathroom on his heels, humiliated, emasculated
and wondering what the girls were all talking about together.
"What does the boss think of my little project?" asked Emilia.
"His name is Derek, I forgot to say, and he doesn't know!" said Tracy,
smiling. "Dave thought it best not to mention it and knew that Jane
wouldn't herself."
"That's fantastic, I need to meet this man at some point," said Emilia.
"And how has Jane been finding it?"
"She's miserable, just how you want her. But it's just so amazing what
you managed to do and so thrilling the control we have, that we struggle
to feel sorry for her," said Cheryl.
"Don't be. It's one less wimpy man in the world, a slave for you, and I'm
one happy woman," said Emilia.
"Well she has had some bad news since Rick came in," said Cheryl.
"Oh really?"
"Well Rick came in and noticed that Jane was getting paid the salary for
his job role, so he went to Dave and he was forced to undo it. She's now
getting paid a secretary's rate," said Tracy.
"Yeah, it's quite a dive, she's had to move out of her place," said
Cheryl.
"Really? Where is she living?" said Emilia.
"With her sister. She moved into town recently," said Tracy.
"Perfect," Emilia asked for the address and they gladly gave it. Emilia
left the office, purposely ignoring James as she knew he'd just ask to be
unlocked and headed to her car. Emilia knew that James and his sister had
a bit of a sibling rivalry when they were younger, and she was going to
use that to her advantage.
At around 7pm, Emilia headed over to James' sisters place. She knocked on
the door and was greeted by the blonde bombshell of a sister, Joyce.
"Emilia! What a long time," she said.
"Hello Joyce, I heard you'd moved into the area and thought I'd say hi,"
Emilia replied.
"I'm so happy you're here, come in and sit in the living room. I'll grab
us a drink and we can chat," she said, ushering her in.
Emilia sat down on an armchair in her lovely, warm house as Joyce grabbed
two glasses of wine and sat on the sofa. "How is work?"
"Oh great, I work in real estate, always good money, I'm perfectly happy
and comfortable," said Joyce.
"That's so great to hear. I heard James" has moved in with you, is he
doing okay?" asked Emilia.
"Oh, you can cut the crap Emilia. I know the whole story. And as you
know, she goes by a different name now," Joyce replied.
"Wow, I see the sibling rivalry is still alive," Emilia smirked.
"The rivalry is done. I've won. She's lost. I'm successful and she's,
well... you can see what she is. I'll call her down. Jane!" shouted
Joyce.
Emilia heard the hard footsteps of high heels on the wood floors of the
stairs. James walked into the living room, in utter disbelief as he saw
Emilia. His feminine hair was now flowing down to his shoulders. He was
wearing a black and white, scantily clad French maid's uniform, paired
with fishnets, skyscraper heels and a maids cap.
"This is my brother when she's not at work. Well, I guess not my brother
anymore. Jane have you finished cleaning the bathroom?" said Joyce.
"Yes Ma'am."
"Good, then stand at attention next to the sofa there until you're
needed," she ordered.
Emilia was shocked and surprised at the sight she saw before her, but
delighted. She intended to use James" work life as a tool to expose him
to his sister, but she could see now that something far better had
occurred.
"How did this come about?" she asked.
"Well when she moved in it was going okay for about a month until she
skipped her first rent payment. I went into her office to confront her
and found out the results of your short tenure as her secretary. I was
already extremely proud of the fact that I had a successful job and my
own house before her. This was so much more than I could've asked. I then
used the threat of exposing her to our mother as leverage. She now
doesn't have to pay rent as I had Tracy and Cheryl change her bank
account to mine on her payslip, so I keep all of her pay check, giving
her an allowance each week. On top of that, I used this control to turn
her into my maid. When she is not at work she is keeping my house clean
and cooking all of my meals," Explained Joyce.
"This is amazing. I can't believe it," said Emilia.
"I didn't think it was right that my brother was only spending his 8
hours at work as the clear subservient girl that he is. So, I turned "he"
to a "she" outside of work and it's been like this ever since," said
Joyce.
"When was the last time she wore male clothes?" Emilia asked.
"Around three months ago. I ordered her to take them all out into the
garden and burn them. It's been short skirts and tight dresses ever
since, and it will be for as long as I can help it."
"Beautiful," Emilia was dripping wet from this discovery, although she
hid it well.
"She did have one shred of hope left though, didn't you Jane?" his sister
asked rhetorically. "I heard her muttering to herself that she would use
Mums inheritance when she died to escape from all of this and move away.
That was when I took the initiative to invite her down to visit. She took
one look at Jane here and disowned her, striking her from the will. As
far as she's concerned she doesn't even have two daughters. Just her one
accomplished, successful daughter. And I've got this pathetic maid," said
Joyce.
"Excuse me could I use your bathroom?" said Emilia, rushing to her feet.
Joyce quickly pointed to it and Emilia ran in, closed the door and sat
down. Joyce words ran through her mind, the sight of James in his maid
outfit filled her thoughts, the thought of the dominoes she'd caused to
topple throughout James" life, completely ruining it, and she came hard.
She cleaned herself up, made herself presentable, and went back to the
living room.
"Sorry about that, I ate something funny for dinner. I should probably
go," she lied.
"No worry at all, Jane will see you out. Please come back any time for a
catch up," Joyce said.
"Oh, I'd love to," she replied while looking at James. Joyce returned to
the living room.
"Oh, how the already fallen have fallen even further," said Emilia with a
shit eating grin on her face.
"This is all your fault, I'll never be a man again because of you," James
said through gritted teeth.
"Oh sweetie" she said with mock sympathy, "You were never one to begin
with. Now you might want to fix that run in your fishnets you "Big strong
man'" Emilia laughed to herself as she walked out the door.
"Please unlock me," James cried as she walked down the driveway.
"Maybe I'll bring the key to your work tomorrow Jane. Be a good girl
now," she said, as she got in her car and drove off. She decided then and
there that her next goal in life, was to have James all to herself.
Chapter 8: Emilia's New Plan
It had been three months since Emilia's visit to James' sisters house.
She mercifully came to his work the next day and unlocked him, letting
him masturbate in the lady's toilet before giving him a severe beating on
the ass and locking him back up again. Since then, Emilia has made almost
daily visits to his office. Not to see him, or the girls, but to see
their boss, Derek. Derek was a hulking bald, black man with a seriously
fit body. He would have dwarfed James even if he was still dressing as a
man. James and his co-workers never told him about James really being
male however. James didn't want the humiliation and the girls loved
knowing that he had to keep up the illusion of being female by keeping up
a constant feminine act all the time he was at work.
James was rubbing his ass as he saw Emilia and Derek holding hands
walking into his office. Emilia had just taking James into the toilet for
a fresh ass beating and now she was distracting Derek. It seemed like a
lifetime ago to James that it was his office, back when he was allowed to
be a man, and not forced into this constant forced feminisation against
his will. He no longer cried at the thought like he always used to, his
tears had all dried up.
Emilia had been dating Derek for the past three months. James hated that
he was back to seeing her all the time, but liked that her attention
wasn't constantly on him. James didn't know that Emilia had, over the
time they've been dating, informed Derek of the entire story of how
"Jane" in the office came to be. She had asked him to keep quiet his
knowledge of it until the right moment, today was that moment.
Derek loved Emilia and the revelation that she had managed to bring a
normal man down to this level turned him on even more. He loved the fact
that he'd managed to "dominate" this dominant woman, making him the
ultimate Alpha. In fact, Emilia was always in control, but she was happy
to let him think that, as it made him happy.
"Jane," said Emilia, making him look up from his desk, "can you come in
here please."
James teetered in on his high heels and stood before Emilia. Today he was
wearing a tight red pencil skirt with a black blouse. Matching red nails
and lipstick.
"Want to see if what I've told you is all true Derek baby?" said Emilia.
"Yes ma'am," replied Derek, curiously.
"Jane, lift up your skirt," said Emilia.
James was nervous as hell but he lifted his skirt, revealing his chastity
cage.
"Holy shit you're right. That's amazing honey," said Derek, his remarks
failing to distract Emilia.
"Kneel Jane, we have some news for you," James kneeled down at her feet
and Emilia put her hand underneath his chin, pushing it up to look into
her devilish eyes.
"Myself and your boss have decided we need to take our relationship to
the next level," And she showed her hand to James, on it was a steel
ring, with a beautiful diamond attached to it. James" jaw dropped.
"That's right Jane, we are getting married," she smiled.
Whispering in James' ear she said, "And you'll never guess what our rings
are made out of?"
And as she whispered, James noticed the chain hanging round her neck that
once kept his chastity keys, was now just a chain.
Chapter 9: 3 Years Later.
Emilia sat down on her sofa, putting her feet up on her footrest. Her
footrest was Jane. Jane was cuffed behind her back and ball gagged. She
had on her skimpy maid's outfit, fishnet stockings, and skyscraper heels.
A huge butt plug was inserted in her ass, Emilia would press buttons on a
remote that would send random vibrations to the plug, finding bliss in
the squeals they elicited from Jane.
Jane was a wedding gift to Emilia from her sister Joyce. Emilia had
requested it and she was glad to oblige. She passed over control of her
bank accounts and everything else Jane owned as well, giving Emilia
complete control. Joyce got much joy out of showing her superiority over
Jane. Emilia as we know, was the ultimate sadist and got pleasure out of
even the tiniest slice of humiliation she could get out of her victim, or
"life's work" as she called her. That's why Jane was actually gifted at
the wedding. By far the biggest present on the table. Emilia insisted on
opening her presents at the reception and the look of delight on her face
was magical as she unwrapped the huge present to discover Jane, cuffed
and ball gagged in a cage, ready to be taken home. The guests had been
informed beforehand that the happy couple were a bit on the "kinky" side
and that it might come out at the wedding, but no one expected that.
Still, they were told to follow the couples lead and play along, that
Jane was in on it and enjoyed it. And so there she was left throughout
the rest of the reception, forced to watch the happy couple and the rest
of the guests dance, wondering if she would ever get a life like that, or
was destined for this life of humiliation and servitude.
Tracy and Cheryl housesat while the happy couple were off on their
honeymoon. More than happy to use Emilia's pool and hot tub while Jane
served them drinks and tended to the house. The couple's new house was
gifted to them by Derek's father. It turns out his family were the
richest in the city. Derek's father and grandfather had their fingers in
a lot of criminal organisations and effectively "owned" the city. The
house formerly belonged to someone who had gotten on the wrong side of
Derek's father. Not long after Emilia asked her Fianc? if Jane could live
with them as their maid/slave, he had his father and some of his criminal
friends come around to intimidate her. This, added to all of the control
Emilia had, left Jane with no hope of ever escaping her fate.
Not long after this, Emilia had Jane get breast implants. She felt that
the recent intimidation would leave Jane with the least amount of fight
to go against this decision. She was right and Jane was soon sporting a
pair of DD breasts. This brought on a string of physical changes to
Emilia's maid. She was surprised that she'd neglected to get her
piercings, so those soon followed as well as laser treatment on her body
to prevent the growing of anymore hair. 6 months after this, Emilia and
Derek had Jane quit her job as a secretary, to come be a full-time maid.
Tracy and Cheryl were sad to see her leave but regularly visited Emilia's
for catch ups where Jane waited on them hand and foot.
At this point, a year into the marriage, Jane thought that there wasn't
any way her miserable life could get any worse, but she found out that
Emilia regularly had ways to humiliate and emasculate Jane. For example,
a high school reunion was organised and of course, Jane was not invited.
She was busy tending to the house, but Emilia made sure to offer it up as
the after-party space. All of the girls and some of the guys that
tormented Jane at school came around and were delighted to see what
Emilia had turned her into in the years following their graduation. Jane
served them all drinks as Emilia went into excruciating detail all of the
things that she had done to bring Jane to where she was now, bringing
much laughter from their old schoolfriends.
Joyce regularly visited, rubbing her accomplishments and financial gains
in Janes face, all the while making her do the most humiliating of tasks,
like giving her foot massages while she gloated in her face.
All of this had led to now. Where Emilia was sat on the sofa, relaxing
after a long day. She put her feet up on her footrest, Jane. Jane always
found this uncomfortable but had no choice. She would be in this position
for hours at a time, always facing away from the TV so she couldn't enjoy
it. Jane let out a squeal. As Emilia flicked through the channels on the
TV remote, she would randomly press the remote for the huge butt plug in
Jane's ass, bringing screams that were music to her ears. Jane hadn't had
a proper orgasm since the engagement. The keys to her chastity were
welded to make the rings, which means he hadn't been unlocked in three
years. The very few orgasms he got were from his butt plugs, or if Derek
wants sex and Emilia isn't in the mood.
Emilia turned off the TV and sat in silence for a moment.
"Oh Jane, isn't this the life? A wonderful house, a wonderful husband, my
victim from my childhood a permanent slave for my every need. What more
could a girl ask for?" she said.
Jane could only squeal as she pressed a button on her remote.
"Some people were just born to lose, literally. And you were one of them
Jane. You sister, she was a born winner, and she's done very well for
herself. Me, I am too, I've got everything I could've dreamed of. You on
the other hand, aren't a winner. You have been dealt a shit hand in life,
and your problem is you never accepted it. And because of that I'm going
to spend every day of your life reminding you. And god I'm going to love
every fucking second. It's my favourite thing to do. You complete me
Jane, did you know that? I love Derek, but you. If I didn't have you to
humiliate, emasculate, belittle, enslave and ruin every day, I wouldn't
be complete. So, thank you for bringing me true happiness."
Jane could only whimper. She heard the front door open and Derek came in.
"Hey baby," he said to Emilia, kissing her on the cheek, "I'm so
frustrated and horny after today, you want to go upstairs and have some
fun?"
"Not tonight I'm afraid baby, just use Jane," she replied.
"Sure thing," he said excitedly as he picked Jane up like she was a
pillow and took her upstairs.
Emilia was in actual fact, extremely horny, but nothing turned her on
more than getting her husband to take Jane upstairs and fuck her
senseless knowing she was hating every second. Emilia sat in the living
room and, while listening to the squeals of Jane taking Derek's huge
black cock up her ass, came to the best orgasm she's ever had.
Fawn
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