The Bored Secretary
Belladonna
Jerome Gustafsson tapped the butt of his pen against the desktop as he
stared at the clock of his computer screen. Another minute clicked by
while he awaited the arrival of Lily Ghosn into his home office.
It was one of the few places Lily had never been in his home before.
She was his wife's best friend for decades. She had been the Maid of
Honor at their wedding. He cared for the girl, even though he detested
her forced intrusion into his business life.
It had been more than a decade since Jerome had turned away from the
world. He stopped going to his office and began to work strictly from
home. Some of his former associates believed that he was a germaphobe,
while others thought that he was sick and did not want them to see what
was ravaging his body. His explanation to his wife, however, was that
he simply had tired of social niceties and rules that had constrained
him.
Jerome's wealth saw to it that he never had to work again. He could be
as reclusive as he wanted to be without any issue. Still, he
maintained the reigns of his company from the comfort of his home
without ever having to visit with those that carried out his orders.
The home office he had built comprised a separate wing of the home. It
allowed him even greater privacy than the rest of the house, which his
wife frequently brought friends and family into to force Jerome to have
social contact with someone other than her.
While Jerome was a recluse, his wife remained a social butterfly.
Gloria sat on a number of charitable foundation boards and served as
his only contact with former associates from the business world that
he, now, paid others to deal with.
A recent trip and fall had ended his seclusion during his work hours,
however. While he did nothing more than sprain his knee, Gloria
threatened him with divorce if he did not agree to hire an assistant to
be on hand in case anything went physically wrong with him during the
day.
He felt it was wholly unnecessary. He simply could not explain the
real reason for his fall. He was sure that Gloria would never get the
image of him tripping in high heels over her white poodle out of her
head if he put it there.
In Gloria's eyes, Lily was the perfect choice to make sure that he was
not left dead at his desk for hours. Jerome tried to fight the choice,
but his wife would not let him say no since her friend needed the money
that they had to spare.
Jerome's efforts were met with dismissive words from his wife before
she invoked her part ownership of the company. It was something that
was rarely mentioned. She had always been the silent partner since the
company was started with a loan from her father. Jerome was not used
to her taking the lead on something, but she was set on her decision
and was not leaving him with any option.
The sound of a knock on the door was followed by the sound of the door
creeping open. He heard high-heeled footsteps on the wood flooring
before Lily called out, "Jerome? Are you here?"
"No," Jerome answered.
"Very funny," Lily replied, following the sound of his voice through
the wing of the home.
Lily gazed around the cherry wood paneled walls of the office. Her
eyes were drawn to the crown molding along the edges of the cathedral
ceilings throughout the central room that was furnished with an area
rug, fireplace, table and leather chair.
She shook her head at the original paintings that hung on the walls,
figuring that only Jerome and his wife's eyes had glanced at their
beauty since they were hung. In the back of the room there was a half
wall that concealed a copier with another room beyond it.
An office had been carved out next to the central corridor. She saw
the only natural light in the home office shinning into the room she
approached, catching a glimpse of the out of place desk that had been
situated outside the door in the process of readying the office for her
arrival. The secretary's desk was the only thing that struck her as
not having been the product of careful planning and needless expense.
Lily stopped in the doorway and said, "Good morning, Jerome."
"Lily," Jerome replied before he turned and saw her outfit. Pangs of
jealousy stirred in him while he looked at the girl who was dressed so
similarly to the way he would be if she was not due in that morning.
"How are you?" Lily asked.
"Good," Jerome replied, feeling that he would be better if he was
standing in her beige, almond toe pumps and matching beige, pleated, a-
line skirt.
"Is there anything I can do for you?" Lily asked, slightly miffed that
Jerome did not ask how she was given their long-standing personal
relationship.
Jerome shook his head in reply.
"Really nothing," Lily responded, her smiling leaving her face as she
did so with a shake of her head.
Jerome shrugged before he said, "You can get me a cup of coffee from
the kitchen, if you want."
"I'm on it," Lily replied with a grin before inquiring how he took his
coffee. Jerome gave her his order before he turned his attention to
his work.
Jerome shook his head while he heard Lily's heels clicking as she made
her way out the door into the main part of the home. Jerome seethed,
knowing that it was his heels that should be clicking on the floor,
even though it was his shoe fetish that got him into his troubles.
Jerome stared blankly at the screen as he resolved to carry out his
plan. He planned to give Lily no work. He was going to make her sit
quietly at her desk. He was sure that she would quit from boredom and
give him back his feminized solitude in short order.
Lily walked back into his office and gave him a cup of coffee before
she asked for her next task. Jerome shook his head in response and
said he was not busy and had nothing for her. Despite her attempts to
press him for more, Jerome did not waiver.
Giving up, Lily walked out of his office and into the central room.
She stared around the room until she went into the home and came back
with cleaning materials.
Jerome heard her scurrying about as she dusted and polished the items
in his office, opening the wood blinds that had not been opened in
years in the process. Jerome scowled while he cursed her efforts to be
productive. He wanted to tell her to stop, but he knew he risked his
wife's rebuke if he did so.
Jerome worked through it until lunch. Deciding to take advantage of a
person willing to travel outside, Jerome had Lily order his lunch and
go pick it up.
With her out of the office, Jerome slipped his black, sheer pantyhose
covered feet out of his oxfords and into a pair of grey, patent leather
heels with a three inch spiked heel that he kept locked in his desk.
Jerome felt more at ease as he worked with his feet in their normal,
perched working position.
For a moment, everything felt right to Jerome. He hiked up the cuffs
of his pants to glance at his heels and tights covered ankles. His
untucked manhood swelled, pressing against the waistband of his control
top pantyhose as he kept stealing glances of his feet while he worked
in her absence.
Around the time he figured Lily would return, Jerome slipped off his
heels and locked them away again. With a grimace, Jerome placed on his
oxfords. He shook his head at them, hating their utilitarian
appearance that fit with the rest of the drab outfit he was forced to
wear in Lily's presence. After she dropped of the meal in his office,
Jerome ate at his desk in silence.
Lily ate her lunch and took to cleaning the floors of the home office.
Jerome shook his head at her continued labors. He was sure that it
would only preoccupy her for a day at most, however, so he was
confident that she would quit from boredom soon enough.
As she cleaned the area around the copier, Lily stared at the closed
door behind it. She approached it and noticed the keypad on the door.
She tried to push the door lever down, but found it was locked.
Intrigued, Lily put down her cleaning supplies and headed for Jerome's
office. A knock on the door brought Jerome's gaze to the doorway.
"What's going on?" Jerome inquired.
"I was cleaning behind the copier, and I noticed a door on the back
wall."
"Okay."
"The door's locked. I want to clean in there."
"The door's locked for a reason," Jerome countered.
"Oh."
"That room is where I keep my most sensitive information."
"So keep out?" Lily asked with a smile.
"Keep out and keep away," Jerome replied, turning his attention back to
his work that struck him as duller than ever without the familiar
feelings of feminine finery hugging his body.
Lily nodded before she returned to cleaning and finished working for
the day. When she returned the next day, Jerome persisted in giving
her nothing more to do than fetch him two cups of coffee and pickup his
lunch.
Three weeks passed with the same routine of Lily doing little or
nothing, broken up only by her occasional cleaning of the office.
Jerome was perplexed why the girl refused to quit. He felt that his
boredom was enough to make him want to retire, and he was the one doing
some actual work.
Jerome's urge to recapture what he lost grew with each day he was
forced to wear men's clothing in his home office. The lost release he
got daily was weighing on him as he sat at his desk ruing the fact that
he could no longer play the role of a woman as he did when his wife was
away and he was left to work from home alone for years on end.
Jerome was growing desperate when he called Lily into his office at the
start of the workday. Lily grinned as she said, "Let me guess, you
need a coffee, right?"
Jerome shook his head as he said, "Lily, I'm getting a little restless
here."
Lily gave Jerome a curious glance as she said, "Okay, what do you want
to do about it?"
"I want to know if you're up for a little game."
"Jerome Gustafsson plays games?" Lily replied with mock surprise that
concealed a genuine layer of intrigue.
"Yes, I do."
"I didn't know that. You were always so serious."
"There's two sides to every coin," Jerome countered before he added,
"So, I was wondering..."
"What?" Lily asked as Jerome pondered whether he should continue.
Deciding he must, Jerome said, "Would you like to switch jobs with me
today?"
"Come again?" Lily inquired, confused by the request.
"I was thinking you could be me for a while, and I'll be you," Jerome
replied, paraphrasing the lyrics from one of his favorite songs from
his young adulthood.
Lily raised an eyebrow at Jerome's words before she asked, "How would
that even work?"
"I've got little to do at my desk, so why don't you take a seat and
I'll handle your job."
"What do I do?" Lily inquired, making sure to point out that she did
not feel that she had a role to swap.
"Why don't you show me?"
A grin came to Lily's face as she said, "Okay, I accept."
"You do?"
"Maybe it'll be a little less boring for me today," Lily replied,
hoping that the days events would stir Jerome to giving her more
responsibilities.
"I think you're right. Everyone needs a change of pace every once in a
while."
Lily nodded as she approached Jerome and said, "Get up."
Jerome complied before Lily scooted by him and took a seat in his
chair.
"This is nice," Lily remarked while she wiggled her pencil skirt clad
rear against the seat of Jerome's chair.
"I paid for extra padding."
"My ass thanks you," Lily joked in reply.
Jerome laughed before he replied, "Now, is there anything you need, Ms.
Ghosn?"
"Oh, so formal, Jerome. Ms. Ghosn? I like the sound of that. Take
care to make sure that you keep calling me that," Lily chided with a
grin.
"Will do, Ms. Ghosn," Jerome replied as his member stirred at her faux
stern tone.
Lily leaned back in her chair as she said, "Well, I think I should
start the day off the way you would if you were the boss. Jerome,
please get me a cup of coffee?"
"How would you like it?"
"With milk and a little sugar."
"I'm on it," Jerome replied.
"I'm on it, what?" Lily teased.
"I'm on it, Ms. Ghosn," Jerome answered with a grin and a burgeoning
erection.
"That's better," Lily said before she gave him a dismissive wave and
looked at the computer screen in front of her. She focused on the
simple spreadsheet Jerome left up in front of her while Jerome scurried
out of the home office and towards the home's kitchen.
Jerome felt the pull of the garters on the nude stockings covering most
of his legs with each step. Jerome grinned at the feeling, loving the
uniquely feminine sensation. Still, it was only the feeling of the
stockings, panties, garters and garter belt he was wearing that gave
him any taste of the feminine clothing he wished he was clad with at
that moment.
Jerome went to the individual coffee brewer that his wife had recently
bought to replace their old one. He clasped a cup and placed it in the
machine. As he let the machine brew Lily's cup, Jerome's mind drifted.
He fantasized of being ordered about by her in a skirt and heels, but
he knew it could never be. Any hint of it would make his way to his
wife, who he was certain would divorce him on the spot if she got wind
of it.
Gloria was already unhappy about his reclusive nature. She was a
social person. She lived a social life despite him. She wanted him to
come along with her to her events. She teased him about the men she
said hit on her because no one believed she was still married since
Jerome would never show his face with her. Despite her efforts, Jerome
was inflexible on the issue.
Once the machine stopped brewing, Jerome took hold of the cup and
retrieved the milk. He added a little milk to the cup before putting
in a little sugar.
A smile came to his face as he carried the cup back towards the home
office. He felt like he really was a secretary as he pushed the door
to the home office open. Jerome walked towards his office door and
paused, waiting for Lily to acknowledge him.
Lily turned away from the spreadsheet. She smiled at Jerome before he
entered and placed the cup down in front of her.
Lily thanked Jerome before she took a sip and grimaced. Jerome gave
her a curious look as she inquired, "What's wrong?"
"This coffee is too dark. Add some more milk."
"Okay," Jerome replied, confused by her undisguised order.
"Please state that properly," Lily added.
"Huh?"
"Tell me you'll fix your mistake," Lily answered.
"Oh, I'm sorry, Miss Ghosn. I'll fix my mistake," Jerome replied,
feeling more excitement than he had since he fell in the office.
Lily nodded before Jerome took hold of her cup. He was aroused by the
chiding he received. He felt more like a secretary than he ever
imagined he would when he sometimes played the part for an imaginary
boss. His heart raced while he went back to the kitchen to add more
milk to Lily's cup.
After retrieving the milk from the refrigerator, Jerome added the milk
to the cup. He put it back away and walked back through the home
office.
Jerome stood in the doorway of his office once more, trying to hide his
excitement. He approached Lily once she acknowledged his presence
again.
Lily took the cup from him and took another sip. Another grimace came
upon her face.
"What's wrong, now?"
"This is like milk with coffee in it, now."
"Oh, I'm sorry," Jerome replied, taken aback by her continued criticism
of his inability to make her a satisfactory cup of coffee.
Lily grinned, enjoying acting like a demanding boss before she teased,
"Okay, here's the deal. You made one with too much milk, one with too
little, so, why don't you make the next one just right."
Jerome blushed at her childish reprimand while he took the cup and
said, "I'll make you another cup, Ms. Ghosn."
"You'll make it just right?" Lily inquired.
"I'll make it just right, Ms. Ghosn," Jerome answered.
Lily dismissed him to make the cup. She saw the grin coming upon his
face while he exited the room. Leaning back in her executive's chair,
she laughed to herself as she thought, 'He may actually be enjoying
this more than I am.'
Jerome's manhood was at its firmest as it pressed against his soft
satin panties while he scurried through the home. He poured her first
cup of coffee down the drain before he brewed Lily a new cup. He made
sure to put in less milk than he did the second time before he stirred
in the sugar. He wondered if it was enough, but he did not want to put
in too much.
With the cup made, Jerome walked back to the home office with hesitant
steps. He was certain she was going to find fault in his work again.
While it was frustrating, he was also aroused by it and almost hoped
that she would make him do it yet again.
It was not to be, however, as Lily took a sip and said, "You got this
one right."
"Thank you, Miss Ghosn," Jerome replied.
Lily nodded before she told Jerome to explain the spreadsheet he had
left open on his machine. Jerome shook his head as he said, "You don't
have to worry about that."
"No. I want to know. I'm the boss for the day. I need to know these
things."
Jerome shrugged before he explained the spreadsheet to her. Lily made
mental notes about what he said. Once he finished, Lily asked him go
through what he normally did.
"Why do you want to know?" Jerome inquired.
"You want me to do your job, but you never shared enough to let me know
exactly what it is that you do."
Jerome nodded before he stood beside her desk telling her what he did
while he answered her questions. It had been a long time since he had
such a long, detailed conversation with a person other than his wife.
They broke only for lunch, which Lily picked up, knowing that Jerome
would not leave the grounds of his home despite their game.
With her out of the home, Jerome scurried back into his office. He
retrieved the pair of heels he kept locked in his desk and stepped into
them. He moved about the home office in them until the time he
conservatively estimated her return.
After locking his heels back up, Jerome waited another 30 minutes for
Lily to return. Each ten minutes that passed without her presence made
Jerome rue his decision to take off his heels too early.
Lily walked into the home office with the lunch. Jerome took the bags
from her and put his on her desk and hers on his desk. Lily smiled as
she sat behind his desk and told him to close the door behind him.
Jerome nodded as he closed the door and heard her get on the phone with
someone while he took a seat at his secretary's desk and began to eat
by himself. The room was quiet, other than the sound of Lily's muffled
voice through the door and walls.
Jerome grew bored as he ate his meal in silence at the desk. He ate
quickly, threw out the containers and cleaned the desktop before he
knocked upon the door to his office.
After Lily told him he could enter, Jerome walked into the room and
asked, "Is there anything I can do for you this afternoon, Miss Ghosn?"
"No," Lily answered with a grin.
"Really, nothing?" Jerome replied, realizing that she was happy about
the shoe being on the other foot as he was going to be forced into the
state of boredom she found herself in everyday due to his refusal to
give her any work to do.
"Just do what the old secretary did. Freestyle, make something up to
do," Lily rejoined.
"Yes, Miss Ghosn," Jerome replied while he stepped out of his office.
Jerome looked around the general office area. He walked over to the
fireplace and began to clean away the ash at the bottom of the
fireplace. He refilled the fireplace with new wood before he stepped
back. A grin came to his face, as he felt his stockings pull on his
legs while he did so. Jerome nodded as he decided to finally replace
the wood burning fireplace with a gas conversion. Jerome walked out of
the home office and made a few calls to find a contractor before a man
agreed to come and provide an estimate.
As Jerome returned into the home office, Lily inquired about where he
had been. Jerome explained his decision and actions. Lily nodded as
she said, "I think it would be nice to have a fire going in here to
look at."
Jerome nodded before Lily returned to her office. Lily went back to
doing the work that Jerome described to her, while he went and
reorganized the supplies he kept by the copier for the remainder of the
day.
"Well, that was fun," Lily loudly declared while she got up at the end
of the workday.
Jerome responded with an unseen nod before she walked out of his office
and said, "Maybe we could do it again sometime."
"I'd love that," Jerome said.
"Good," Lily replied, knowing that he was telling her the truth. She
said goodbye to him before she headed out the door of the home office.
She exited his house and dialed Gloria as soon as she got into her car.
"Hello."
"Hi, Gloria."
"Lily, how are you?"
"Great, you."
"Terrific. What's going on?"
"I just wanted to let you know that I'm leaving your house..."
"On a workday, shocking," Gloria teased.
"It was an unusual workday."
"Did my husband finally give you something to do?"
"Yes, it was something!"
"What?" Gloria asked, intrigued by Lily's unusual tone.
"He made me do his work."
"Strange, but alright. So what'd he do?"
"My work," Lily said in a loud voice after a deliberate pause.
Gloria started to laugh before she asked for an explanation. Lily
smiled as she replied, "He said he wanted to be me for the day. He was
as bored as I am or so he claims."
"That's just a strange request. Why would it even cross his mind?"
"I don't know. I can't be sure."
"What are you not telling me?" Gloria pressed her friend.
"He kind of seemed to enjoy it. He said he wants to do it again. I
think he means it."
"Like when, tomorrow?"
"He didn't say."
Gloria shook her head finding her husband's actions curious before she
said, "Maybe, he's just having fun."
"He was definitely having fun."
"Well, he deserves it. Maybe he'll be in a better mood."
"He's still been moody?"
"Ever since the fall."
"Yes, he's not as nice as he usually is. I don't know if he's still
hurt, but he's moving around like normal," Lily noted.
"Well, hopefully this gets him back on the right track," Gloria replied
before they shared the details of the rest of their lives since they
had last spoken a few days earlier.
Lily's words preoccupied Gloria's mind while she finished her work at a
charitable event. She went home and smelt the dinner that Jerome had
made for himself, knowing that she was going to be out for the evening.
Gloria walked through the home and found him on the den couch. She
exchanged pleasantries with her husband before she inquired about what
Lily told her.
Jerome's eyes widened as he asked, "Why would she tell you that?"
"She's my friend. She has to," Gloria replied to her blushing husband.
Jerome shook his head and said, "It was nothing. I was just a little
bored. I figured it would be a fun changeup."
"Okay," Gloria replied to Jerome's relief, as she seemed to accept his
answer before she went up to their bedroom to change into her at home
attire.
-----------------------------------------------------------------------
Lily and Jerome returned to work the next day. Jerome decided not to
talk about what had happened and let it go.
A few weeks passed without issue before the urge in Jerome became too
hard to deny again. As a quiet Friday came, Jerome decided it was the
perfect time to suggest a swap again.
Lily agreed without hesitation before she settled in behind his desk
again and ordered him to get her a cup of coffee.
"Yes, Miss Ghosn," Jerome replied with a grin that accompanied the
growing erection in his nylon pantyhose.
Jerome made the cup of coffee in line with his prior experiences. Lily
was satisfied with the cup he returned to her before she said, "I
haven't cleaned the office this week, Jerome, why don't you get too
it."
"Yes, Miss Ghosn," Jerome replied.
Jerome walked out of the office and retrieved the cleaning supplies.
He returned to the office and began to dust the tabletops, lamps,
ledges and paintings.
Lily walked out of her office to witness the wealthiest man she ever
knew cleaning at her behest. A bemused grin came upon her face while
she watched Jerome lean up to dust the painting hung over the fireplace
mantle. Her eyes darted down to his legs as she saw his pants legs
pulling up his legs. Her mouth dropped once she noticed that what she
had assumed were thin socks were certainly not what she assumed.
"Holy shit," she muttered to herself, realizing that Jerome was wearing
patterned pantyhose.
Lily struggled to keep from snickering as she scurried into her office
for the day and closed the large wood door that was decorated with an
intricate pattern. She reached for her pocketbook and removed her cell
phone to call Gloria.
Surprised to see her friend call her in the middle of the day, Gloria
answered the phone and inquired why her friend was calling. Lily had
difficulty telling Gloria what she had seen before she forced the words
out, "Jerome's wearing pantyhose."
The three words stunned Gloria. She shook her head and asked, "Are you
sure?"
"One hundred percent. He's wearing diamond patterned, black, sheer
pantyhose. I saw the exact same pair on a mannequin leg at Macy's last
weekend."
Gloria was silent before Lily asked if she was okay. Gloria shook her
head before she responded, "What am I going to do?"
"That's why I was calling? What do you want me to do?"
"I have no idea."
"What's his shoe size?" Lily inquired.
Gloria was taken aback by the request. After a pause, she replied,
"He's a size 8. Why do you want to know?"
"I'm going to pick something up for him."
Gloria shook her head before she asked, "Why?"
"I need to see how far this goes."
Gloria nodded to herself while she replied, "Do it and let me know."
Lily agreed before she hung up the phone and stood back up. She opened
the office door and called out, "Jerome."
"Yes, Miss Ghosn," Jerome answered with eager docility.
"I'm ordering from Mulino's. Is there anything you'd like?"
Jerome grinned at the name of his favorite restaurant to order in from.
He quickly gave Lily the order before she placed it and told him that
she was going to pick it up.
Jerome gave her the company credit card. Lily took it and told him to
keep cleaning until he got back.
Jerome accepted his order with a smile and watched as Lily left the
office. She picked up speed as she moved through the home.
After stepping out the front door, Lily made her way to her car. She
began to laugh as she started down the long driveway of the estate that
Jerome had purchased due to its remoteness from the neighboring homes.
Lily pulled out of the driveway and steered towards the restaurant. As
she drove down the main road to the restaurant, she veered off the road
and into a small strip center. Lily then parked her car and walked
into the shoe store.
A salesgirl approached Lily while she looked up the conversion of men's
to women's shoe sizes on her phone. Lily told the girl what she was
looking before she walked towards the shoes that were displayed above
boxes containing them in all different sizes.
She went through the various designs of heels and wedges before she
came upon a pair she felt would go well with his pantyhose. She took
the four and half inch spiked heeled, black velvet pumps in her hands
and looked over the colorful flowery embroidery from all angles.
"This should fluster the queen," she said to herself with a laugh while
she ran her finger over the flower over the vamp.
Satisfied with it, she bent down and looked through the boxes before
she pulled out one in the size she estimated for Jerome. Gloria opened
the shoebox and looked over the shoe to make sure that there were no
defects before she started towards the register.
The cashier smiled at the design of the shoes and complimented Lily's
taste as she rang her up. Lily thanked the girl before she said, "I
hope you'll be happy with them."
"I'm sure I will be," Lily replied with a grin.
After paying for her boss's new shoes with the company credit card, she
stopped at the restaurant and picked up their meals. She then hurried
back to the office, eager to confront Jerome with the shoes.
With the shoebox concealed in an oversized pocketbook from her trunk,
Lily walked into the home office and gave Jerome a smile. She handed
him the plastic bags containing their food and said, "Go set this up."
"Yes, Miss Ghosn," Jerome replied, sounding almost out of breath.
He took the bag from her and scurried towards the office where he had
barely locked away his shoes in time after Lily pulled up in front of
his home. With her food and drink on the desktop, Jerome brought his
food over to the secretary's desk he had adopted for the day.
"Why don't you join me in my office for lunch," Lily said as she walked
over to him.
"I don't want to intrude," Jerome replied, not drawing any attention to
Lily's description of his office as her own.
"You're not. That was an order. I was just trying to be polite about
it," Lily retorted with a smirk.
Jerome nodded before he took his food into the office. Jerome walked
towards the one guest chair that his wife insisted he keep in his
office for her.
Jerome sat upon it and stared at Lily as she sat behind the desk and
pulled herself under it. Jerome's desk had no overhang for a guest by
his choice, since he wanted to discourage his wife from intruding into
the time he wanted to spend en femme.
The decision was forcing him to sit on the edge of the chair while he
leaned over the desktop to eat. Lily noticed his evident discomfort,
but she paid it no mind.
As they ate and chat, Lily decided to breach the subject of Jerome's
cross-dressing head on. She cleared her throat and asked, "So, Jerome,
how long have you been wearing pantyhose?"
Jerome dropped his plastic fork into his bowl of food and stared at
Lily with a stunned expression. His cheeks quickly turned red as he
lied, "I don't wear pantyhose."
"Really?"
"No."
Lily gave Jerome a disbelieving look before he added, "I never worn
them."
"So, you're not wearing them right now?"
"I don't know what you're talking about," Jerome lied again.
"So, you're not wearing black pantyhose with a diamond pattern, right
now?" Lily asked with a grin as she motioned with her eyes down to his
legs.
Jerome blushed again, humiliated at the fact that she had caught a
glimpse of his pantyhose. Deciding to keep lying, Jerome said, "Oh,
that. They're just long socks."
"Really, why don't you roll up your pants and prove it."
"I don't have to take this," Jerome said, remembering that he was the
boss.
"So, you want Gloria to know?"
"Like she'll believe you..." Jerome countered.
"She believed me when I told her you wanted to switch jobs with
me...And without any hesitation, I might add."
Lily's words stunned him. Jerome knew they were true before he said,
"But this is different..."
"Is it? Or will she think that a man who wants to play secretary,
wants to look the part too?" Lily teased.
Jerome's manhood swelled as he realized that he was caught, even as his
stomach wrenched. He had long fantasized about this moment, however,
it was far more embarrassing than the erotic discovery that he had
hoped it would be.
Lily grinned at his reddened face as she reached for her bag and pulled
out a cream-colored shoebox. Jerome stared in silence at it before she
pushed it across the desktop to him.
"What's this?"
"Those are the shoes I expect you to wear with your pantyhose."
"Shoes?" Jerome said with growing discomfort while he clasped the box.
"Oxfords do not go with pantyhose," Lily chided with a wag of her
finger.
'Tell me about it,' Jerome thought as he removed the lid of the shoebox
and stared at the flower-embroidered shoes with wide eyes. He loved
the way they looked and wanted to see if they would be a good fit for
him. It had been so long since he got a new pair. He could only have
them delivered when Gloria went on vacation without him, which she had
not found the time to do since her mother passed two years prior.
Lily gave him an expectant look before she said, "What are you waiting
for? Put them on."
Jerome froze, prompting a yell from Lily, "Jerome, now!"
Jerome's hands hurried to remove his shoes. He fiddled with the laces,
feeling knots in his stomach as he undid each knot of the shoes. He
was in disbelief that he was following through with her orders, showing
her his pantyhose covered feet in the process.
"I'm sure they won't fit," Jerome said in a low tone that conveyed his
weakness. His heart skipped a beat as he slipped his feet into the
patent leather trimmed pumps and found that they fit him.
"Now, that looks right," Lily said as she stood up and peered down at
the shoes.
"How did you know my size?" Jerome asked, stunned by the development.
"Educated guess," Lily answered to Jerome's satisfaction.
"How long am I going to have to wear these?" Jerome asked.
"Just for the rest of the day," Lily replied, making Jerome's manhood
swell to its fullest as his toes pressed firmly into the padded insole
of his shoes.
Lily turned her attention away from Jerome for a moment before she took
another bite of her food and said, "Eat up, your food is getting cold."
"Yes, of course. Thank you," Jerome muttered with blushing cheeks
before he started eating again.
As the room became silent, Jerome could do nothing but sneak glances of
the shoes on his feet. He loved the way they looked and wished that he
could embrace wearing them the way he did when he was alone.
"Now, you didn't answer my question, Jerome. When did you start
wearing pantyhose?" Lily asked, puncturing the silence in the room.
"I don't remember," Jerome replied, unsure of how to respond.
"I find that hard to believe. I mean, little boys don't get dressed in
pantyhose by their mothers. You had to do it on your own."
"That seems right, I guess..."
"Seems right or is right?" Lily asked, intrigued by Jerome's response.
"It's right," Jerome admitted.
"So, when did you do it?"
"I stole a pair of my mother's when I was about 12 or 13."
"Your mother's?" Lily replied, turning her nose to his claim.
"I know. I didn't have a sister," Jerome replied with resignation and
embarrassment of wearing the same intimates as his mother had.
"I bet she wouldn't have been happy about sharing her panty drawer with
you either."
"My mother didn't know."
"She didn't?"
"Well, she didn't acknowledge it, but I think she did," Jerome
admitted.
"So, she passed you off to another woman without saying a word."
"Are you talking about Gloria?"
"Of course. You mother didn't let her know she was marrying a gay
guy?"
"I'm not gay," Jerome countered.
"Look at your feet, Jerome."
"That doesn't mean I'm gay. I'm only attracted to girls," Jerome
grumbled.
"But you want to look like one?"
Jerome responded with a sullen nod to her question.
"So, you're a lesbian?" Lily asked with a laugh.
"I'm not a girl. I don't want to be a girl. I like being a guy. I
just want to be able to dress like a girl."
"Come on..."
"No. You asked. That's it. That's my truth. I want to be a guy in a
dress, not a girl in a dress."
"Then, why aren't you wearing one?"
"I don't think Gloria would like that," Jerome replied.
"You're probably right," Lily responded between bites as she finished
her meal.
With their meals finished, Lily dismissed Jerome from the room and
said, "That's enough chitchat. Get back to work, Missy."
Jerome was momentarily taken aback by her words before he said, "Yes,
Miss Ghosn."
Lily grinned while Jerome got to his feet and walked out of the room
and went back to cleaning. Jerome's manhood swelled as he heard his
heels clicking on the floor just as they did when he was alone.
Lily's presence added a new dimension that made him uneasy, but his
arousal soon consumed him while he returned to cleaning the home
office. His intent focus on his laborers made him miss the few
photographs that Lily was covertly snapping of him while he tidied his
home office in heels.
After taking the last picture, Lily crept back behind the desk and
forwarded the images to Jerome's wife. Gloria stared at the pictures
in shock as they came upon her phone. While she believed her friend,
the confirmation was disconcerting. There were was no denying that she
was looking at pictures of her husband cleaning his home office with
pantyhose covered ankles and high heels on his feet.
Gloria thanked Lily for the images even as she struggled with how to
process what she had seen. She took the long way home that night to
think over how to respond.
Once she got home, Jerome could sense that Gloria was more distant than
usual. He suspected that Lily had shared yet another secret with this
wife, but he did not want to admit what they had done for fear that
there was another reason that Gloria was troubled.
-----------------------------------------------------------------------
As the next afternoon came, Lily drove to a restaurant to meet Gloria
for lunch. They greeted each other with kisses and hugs as they did
every time they saw each other
They walked into the restaurant and were seated. After giving their
orders, Lily asked, "So, how are you handling things?"
"I don't know. It shouldn't bother me."
"Why?"
"Did he look happy?"
"He looked nervous," Lily replied with a smile.
"Even after he got to working?"
"Well, he certainly got more comfortable."
"I know he was unhappy."
"He was," Lily seconded.
"I want him to be happy."
"Well, he's happy being a secretary," Lily replied with a laugh.
Gloria was struck by her words. She processed Lily's words before she
asked, "Did he say that?"
"Oh, he won't admit it," Lily replied as their salads were placed in
front of them.
"Well, what if we force him?" Gloria responded.
"He won't let us," Lily replied.
"There's got to be a way."
"Let's tell him that I caught him forging documents," Lily joked.
"Did you?"
"Of course not!"
"He's not going to believe that."
"He won't know that. I might be able to convince him that he did it
inadvertently. I could have snuck something into his papers the last
few weeks."
"That sounds like blackmail," Gloria replied with a growing smile.
"Blackmail is such an ugly word. I much prefer Pink Mail. It sounds
much prettier," Lily rejoined, knowing that they had reached an
unspoken accord.
-----------------------------------------------------------------------
As Lily walked into Jerome's home on Monday morning, she felt nervous.
Gloria had helped her forge documents that made it appear that Jerome
had signed his name to fraudulent documents that violated various
Securities and Exchange Commission rules that his publicly traded
company was required to comply with each year.
Lily and Gloria knew that Jerome had disdain for the rules that
constrained him despite the controlling share that he and his wife
shared of the company he had founded. It was his wife that pushed him
to take the company public. It grew the company larger than it ever
could have been otherwise and made them even wealthier.
The press from the initial public offering had done more than anything
else to prompt his retreat from the world. He loved his privacy and
the success of the public offering had ended any expectation of privacy
he had as trade and financial papers stalked him at his office for
quotes and interviews.
Lily walked into the home office and put her bag down. She removed the
documents from her bag and knocked on Jerome's door.
"Good morning, Lily," Jerome said.
"Don't give me that," Lily replied.
"What?"
"I know what you did!"
"Did what?"
"I saw it on Friday. I had to sleep on it before I got the guts to
tell you what you had done."
"Is this about the pantyhose?" Jerome inquired, feeling knots
returning to his stomach.
"If only that was the issue," Lily retorted with a shake of her head.
"What's wrong?"
"THIS," Lily said as she threw the documents down on his desktop.
"What is this?"
"Documents you prepared."
"It looks like I signed them, but..."
"And gave them to the SEC."
"So, what?"
"They're fraudulent."
"How so?"
Jerome's eyes widened as she pointed out the errors that she had no way
of knowing were errors. He, however, knew that they were. He was sure
that one of his underlings had deliberately defrauded the numbers and
information reported to the SEC and sent it for his signature. He
could not understand why he signed them. They were the type of things
he was certain he would catch, but he did not. His increasing fears
that his frustration about not being able to cross-dress had made the
quality of his work decline were confirmed in an instant.
"I can't believe you did this, Jerome!"
"I didn't mean to," Jerome replied.
"I'm taking this to the authorities."
"No. Please don't," Jerome replied, knowing that he could never last
in a prison cell, even though he was certain that his sentence would be
short in a minimum security, white-collar prison.
"What are you willing to give me?"
"Whatever you want. I've got money," Jerome answered.
His desperate tone made Lily struggle not to laugh before she said, "I
don't want to do anything suspicious."
"I can get it to you out of the country," Jerome added.
"No. I like being right here, where I can watch you. Gloria was
right. You need someone here with you."
Jerome gave Lily a confused look before she said, "Gloria's my best
friend. I can't hurt her. If I hurt you, I hurt her."
"So, you'll..."
"SILENCE! I can't let you hurt her either. I can't let you keep
committing crimes. If you go to jail, all of her society and business
friends will turn her away. Her life will be ruined just so you could
make a couple of extra bucks. HOW COULD YOU DO THAT TO HER? I CAN'T
BELIEVE IT. I really can't. I have to do this for her. I have to
make sure you won't hurt her."
"I won't. I didn't...at least, I didn't mean to..."
"STOP! I'll keep my lips shut just as long you report everything you
do to me."
Jerome was stunned by her words as she continued, "From now on, the
swap is permanent. I'm the boss, you're my secretary. Got it?"
Jerome stared at her vacantly before she added, "Got it?"
With tearing eyes and a racing heart, Jerome gave her a silent nod.
"Now, your boss wants to know what you've got hidden behind that door."
"I can't show you that," Jerome exclaimed out of desperation.
"I'm the boss. You answer to me now," Lily countered.
"Please," Jerome pleaded.
"What else are you hiding? Is there stolen artwork, gems, what?"
"It's nothing like that."
"It's time to prove it," Lily replied as she pointed him towards the
door.
Jerome put his head down as he walked towards the door and pressed the
numbers that Lily forced him to recite aloud. Lily's eyes widened as
Jerome opened the door, stepped inside and turned the light on the
closet containing his feminine wardrobe.
Dumbstruck for a moment, Lily walked into the room and began to peruse
what he had hanging up. She started to laugh as she said, "Well,
you've certainly done a lot more than wear pantyhose."
Jerome blushed before Lily reached for a skirt suit. She pulled it off
the closet rod and handed it to Jerome.
"What do you want me to do with this?"
"I expect my secretary to wear skirts," Lily answered in a firm tone
that turned Jerome on.
Despite his increasing arousal, Jerome was terrified. While he had
long fantasized about being forced to dress en femme, the reality of it
was beyond unnerving.
He took the clothing from her while she left him in the closet, closing
the door behind her as she exited. Jerome hurried to disrobe before he
stepped into a pair of black, cotton panties. Jerome's then hands
reached for a matching bra. After slipping his arms through the
straps, Jim clasped the front closures and stuffed the cups with his
breast forms.
As he straightened out his bra, Jerome turned back towards the dresser.
He reached into it to retrieve a pair of nude pantyhose. Jerome then
pulled himself on top of the dresser he had placed in the large storage
closet.
Jerome rolled the pantyhose down and placed his toes to the seams. Jim
slowly worked them up his legs, enjoying the soft feeling on his legs.
After pushing himself off the dresser, he brought the tights up to his
waist before he reached for a top.
Jerome slipped his arms through the sleeves of the red linen, collared
blouse. Once he finished buttoning up the blouse, Jerome reached for a
white skirt. He stepped into the above the knee, pencil skirt and
brought it to his waist.
After pulling up the side zipper of the skirt, Jerome placed on the
matching, fitted jacket of the knit skirt suit. Jerome then reached
for a pair of three inch heeled, white patent leather pumps with a
crystal embellishment on the vamp. Once he situated his feet in the
pointed toe shoes, he started out of the closet.
Lily grinned as she Jerome emerged from the closet. She shook her head
as she focused on his head.
"Don't you have any makeup?"
"It's hard to hide that," Jerome admitted.
"Fine," Lily said as she walked towards him, grabbing her purse in the
process.
She took out a lipstick container. Jerome's eyes widened as the
lipstick emerged from the container before Lily spread it across his
lips. She smiled as she ordered, "Smack them."
Jerome followed her command, feeling his member surge as he complied.
She grinned at the effect of the bright red color on his lips before
she said, "Now, do you have anything for your hair?"
"I've got a wig, but..."
"Put it on," Lily ordered, cutting Jerome's reply off.
Jerome nodded as he walked back into the closet and retrieved the long,
wavy haired blonde wig. He blushed as he pulled it over his head and
straightened it out.
Lily grinned at the effect the wig had on his overall appearance. She
smiled as she said, "That's better, girl. I never would have taken for
the blonde bimbo type, though."
Jerome only nodded in reply.
Lily smirked at his submissive inability to meet her gaze while he
continued to nod. She stared intently at him as she ordered, "Go get
me a cup of coffee."
"Yes, Miss Ghosn," Jerome replied, feeling as if he was truly beneath
her for the first time.
He blushed as his heels clicked on the floor. His manhood swelled
while he quickened his pace, unable to keep himself from becoming
aroused.
He cursed his arousal at his subjugation while he made Lily a cup of
coffee. He then clasped the cup and carried it back into the home
office.
Lily grinned as she took the cup from the man before her who was clad
in professional female attire. She took a sip and ordered him to stand
beside her desk.
Jerome complied as he answered question after question while she worked
at his former desk. Jerome answered truthfully, afraid that a wrong
answer would lead to Lily turning on him and imprisoning him.
His knees wobbled at times. He was not used to standing in heels in
one spot for long. He adjusted his legs as lingering fears made him
uneasy with every glare Lily shot him.
Lily's phone buzzed. Jerome's eyes and Lily's darted towards her phone
that rested on her desktop.
Lily reached for her phone and read the text. She grinned as she said,
"Jerome, I need you to shred some documents."
Jerome took the papers from her and started towards the shredder that
was next to the copier. He walked towards it and began to feed the
documents into the machine.
"Hello, hello," a voice called out over the sound of the shredder,
causing Jerome to freeze.
He stared on the brink of tears while his wife walked into the room.
She came to a stop as she fixed her eyes on his feminized state in
person for the first time.
Gloria was silent as she moved towards him in slow steps. She was
amazed by how feminine Jerome looked in the skirt suit with a makeup
and wig adorned head. While she expected to see him in a dress, she
never expected him to look convincing.
Remembering the role she was supposed to be playing, Gloria shook her
head and asked, "Jerome, why are you dressed like that?"
"I can explain."
"I'd like to hear it!"
"I was...I have a little problem...No..."
"He's a con man," Lily interjected, walking out of her office.
"What do you mean?" Gloria inquired before Lily produced the documents
they had forged together.
Gloria glared at her husband and confronted his fraudulent actions.
Jerome denied knowingly doing it.
She shook her head, noting her disbelief before she said, "This still
doesn?t explain why you're dressed like this."
"He's been dressing like this for years," Lily replied for Jerome,
giving him no out.
"How do you know that?"
"Follow me," Lily said as she led Gloria to the closet. She punched in
the code that Jerome had read loud.
Gloria's jaw drop as she saw the closet full of woman's clothing that
Jerome had long told her was for company secrets only. She was angered
by his lying far more than the female clothing.
"Who knew, we could have been sharing a wardrobe," Gloria spat at her
noticeably taller and heavier husband.
Jerome blushed at her words before Lily replied, "At least he won't be
lying anymore."
"No. He won't, but this still doesn't explain why he's dressed like
this now."
"He's dressed like this because he's my secretary," Lily answered.
"What?" Gloria replied with feigned shock.
"He agreed to permanently swap roles. He's still the titular boss, but
I'm the one doing that work and he's my assistant."
"Why would you do that?" Gloria inquired.
"I'm doing it to protect you. Do you know how much this could damage
the company if it gets out?"
Gloria paused before she nodded and glared at her husband. She turned
her gaze back at her best friend and thanked her to Jerome's horror.
Gloria then added, "I've got an event this afternoon, but starting
tomorrow, I'm coming to work with you, Jerome. I'm going to make sure
that you're doing the right thing."
Jerome nodded, feeling ready to cry and explode with anger at the
underling that set him up.
-----------------------------------------------------------------------
As the evening came, Jerome sat in his den in silence. His hands were
clutched in front of his stomach. He felt nauseas while he rocked back
and forth, waiting for the inevitable.
Thoughts about his day being ordered about by Lily en femme crept into
his mind as he felt the aches in his feet, ankle and back from his day
in heels. Despite the painful reminders, he could not focus on the
memories for long, since his wife's response was his sole concern.
Gloria pulled up in front of the home. She stared at the front door
she had passed through thousands of times. She had never been nervous
entering it before.
Gloria's hands trembled as she got out of the car. She took hold of a
bag from her trunk and started for the door.
Jerome's head perked up at the sound of the front door opening. He got
to his feet to approach his wife.
Despite his determination to do so, Jerome did not move an inch. He
felt a disconnect between what his mind told him he must do and what he
was willing to do.
Gloria called out his name. After a pause, Jerome replied, "I'm in the
den."
The sound of Gloria's heels clicking on the floor grew closer as
Jerome's heart raced. He took a few deep breaths, fearful of what
awaited him.
Gloria entered the room and came to a stop as she saw him. She shook
her head and inquired, "Why did you change?"
"I didn't think you'd want to see me like that," Jerome replied with
his eyes squarely trained at the socks on his feet.
Gloria shook her head as she said, "Oh, no. I can't see you like
this."
Jerome's eyes rose up to her, unsure of what she meant.
Fearing that she was throwing him out, Jerome said, "Gloria, I'm so
sorry, I..."
"Save it, little girl."
Jerome turned his head and blushed before Gloria continued, "If you
want to be a girl, you're going to be my girl."
Jerome's eyes rose to meet Gloria's. Gloria smirked at his confused
response. She then added, "If you're going to be Lily's secretary,
you're going to be my wife."
"How can I be that?"
"Well, lesbians can marry now."
"But you're not a lesbian."
"Maybe I'm a lesbian for you," Gloria retorted before adding, "But
there's only one way to find out."
"How?"
"Follow me," Gloria ordered.
Jerome followed behind Gloria into the kitchen. His eyes focused on
the brown paper bag on the countertop.
Gloria was silent as she removed the hair dye box that contained
matching highlights. Jerome's gave the box a confused look before
Gloria said, "I'm not having an old mare for a wife."
Jerome was aghast as his hands reached for his short, salt and pepper
hair. Jerome stammered, "I think it makes me look distinguished."
"If you were a man, yes, but, clearly, you're not. Are you?"
Jerome blushed, feeling none of his usual confidence or aggressiveness.
He hung his head while Gloria removed a pair of glasses.
"What are those for?"
"They're yours."
"I've got contacts. I don't need glasses," Jerome countered in a meek
tone.
"No. You're wearing them," Gloria retorted, dismissing his argument
offhand.
"For who?"
"Me and Lily, we're the only two who could pick you out of lineup,
other than some of our family members."
"But..."
"Don't try to fight it, Jerome, or I'll tell Lily to go right to the
authorities," Gloria replied, cutting him off.
Jerome fell silent in the face of the threat. Gloria nodded at his
obedient silence before she ordered him to make dinner while she set
up.
Jerome asked what she wanted. Gloria responded that she wanted
something that was quick and easy.
With the order in mind, Jerome made a quick meal based on the food that
they had in the house. He scurried around the kitchen before he put
the meal on the dinning room table for his wife.
Gloria sat down at the table and ordered him to serve her. Once he
finished, she told Jerome to eat beside her. He paused only to serve
her at her request. Other than Gloria's occasional orders, they ate in
silence before they returned to the kitchen.
Gloria sat Jerome down and ran her fingers through his short hair. She
smiled to herself as she said, "Fortunately, this won't take long."
Jerome nodded as his wife put on plastic gloves. She wrapped an old,
stained towel around his neck and began to apply the dye to his hair.
Jerome hated the smells that surrounded him. The scent of the dye was
strong. It was the reason that he had banned his wife from dying her
hair on her own years earlier.
Jerome knew that the ban was certainly gone, as was every other rule he
had imposed on his wife. He was displaced from his position as the
dominant partner in their relationship the moment she saw him in a
skirt and heels. The fact excited him, even as the loss of control for
the first time terrified him.
Once Lily finished applying the dye, she told him to clean up the
kitchen. Jerome nodded as he reached for the plates and pots and began
to clean them up as the minutes on the timer ticked off. Jerome filled
the dishwasher while Gloria began to mix the highlighting formula until
it was smooth and creamy looking.
The sound of the timer beeping brought Gloria to her feet. She ordered
Jerome over to the sink before she rinsed out his hair with warm water
until the water began to run clear.
Gloria picked his head up and squeezed out the excess water from his
hair before she applied after color-conditioner to his hair. Jerome's
member enlarged as he felt his wife's hands working the conditioner
through his hair and against his scalp. After letting the conditioner
sit on his head for two minutes, she rinsed his hair with cool water.
"Can you warm that up?" Jerome asked.
"Nope," Gloria replied, careful to spray the water so that it would run
down by his mouth to discourage further complaints.
Once she finished with him in the sink, she began to apply the
highlighting mixture to the strands along the front of Jerome's
hairline. She saturated each strand she touched, highlighting it along
its entire length from bottom to the top. She applied it the lightest
at its roots. She alternated from side to side to ensure that the
highlights she applied to his short hair were even.
On she finished, Gloria put down the highlighting materials and
disposed of them in a bag. She made Jerome take the trash bag
containing the supplies out of the home.
Jerome followed her order without uttering a complaint. Jerome was
happy for the great distance between his home and his neighbors since
he was certain that no one could see his damp, colored hair.
After returning into the house, Gloria washed his hair thoroughly. His
short hair quickly dried beneath the intense heat of her hairdryer.
Putting down the hairdryer, Gloria nodded at Jerome before she ordered,
"Go get an outfit from your girly closet."
"What do you want me to wear?"
"Whatever you think is the prettiest outfit you own," Gloria answered.
Jerome nodded as he walked into the home office. He went to the back
of the room and punched in the key code.
After opening the door, he stepped into the room. Jerome walked into
the closet and looked over the suits and dresses he had collected over
the years. While Jerome wanted to put on something conservative, he
knew that his wife had seen his collection. If he picked something
subdued, she would likely pick out an outfit for him.
Deciding not to risk her wrath, Jerome reached for a dress. Jerome
took the silk, v-neck dress in his hands and gazed at it. He had loved
the floral print dress from the moment he saw it.
"That's a pretty choice," Gloria said from over his shoulder, causing
Jerome to jump.
She grinned at his surprised reaction to her presence. Jerome nodded
in reply to her claim as he thanked her, despite his racing heart.
Jerome hung the dress back up before he reached for his underwear
drawer to build the rest of the outfit that he was going to pair with
the dress. Jerome disrobed and pulled a pair of baby blue, satin
panties up to his waist. He situated them snuggly against his waist
before he tucked his manhood.
Gloria smirked at the smooth front he had created in the process of
tucking himself. She walked over to her husband and rubbed where his
manhood normally rested.
His wife's grin made Jerome uneasy. She did not say a word and he
could not find the will to say anything.
Once her hand pulled away from the smoothness it was caressing, Jerome
reached for a baby blue bra and placed it on as well. The cups were
soon after stuffed with his breast forms.
Jerome turned beet red as his wife ogled his faux breasts. She was
amazed by the details of the forms and their effect on his figure.
With his bra and panties on, Jerome took hold of his black opaque
tights and went over to a chair with Gloria in tow. Jerome rolled the
tights down before he brought them up his body. He pulled them up and
snapped the waistband over his panties and tucked member.
Jerome then grabbed his a-line silhouetted dress. He pulled it on over
his head and placed his arms through the short butterfly sleeves. He
brought it down over his body and twisted his legs, causing his knees
to brush against the layered ruffle hem.
Gloria stepped back and examined him. Jerome smiled at her impressed
look and asked, "How do I look?"
"Not bad," was all Gloria offered.
"There's a mirror on the back of the door."
"You're not looking in it," Gloria retorted as she put her back to the
open door.
Jerome nodded before she said, "Put on your shoes and let's go."
Jerome turned to look at the shoes that were resting beneath his
clothing. He reached for a pair of 2 and half-inch block heeled,
patent leather, almond toe pumps with an ankle strap, prompting Gloria
to clear her throat.
His head jerking to face her, Jerome saw the shake of his wife's head
at his choice. He said he was sorry before he reached for a higher
heeled pair of pumps.
Gloria told him the shoes were acceptable as he balanced himself
against the wall while he put one black, three inch heeled, rounded toe
pump with a twisted trim on after the other. Gloria smirked at his
obvious practice with putting heels on before she ordered him into the
bathroom.
The sound of two sets of clicking heels on the floor seemed strange to
Gloria and Jerome. It made Jerome's manhood swell, knowing that he was
the source of one set of the sounds.
Gloria's eyes focused on the feminine sway of Jerome's hips with each
high-heeled step. She struggled to keep from laughing at him.
Jerome moved through the house and reached for the bathroom door.
Gloria ordered him to stop before he stepped inside. She reached up
and placed her fingers over his eyes and led him into the room.
Gloria sat him down the toilet seat and ordered her husband to stay
still. Jerome was motionless while Gloria went to remove his contacts
before she put them on the counter. His vision was instantly blurred
as he looked around the room.
Gloria appeared to be a blur as she reached for her makeup bag. She
clasped his head and began to add makeup to his face. Jerome tried to
stay calm while his wife applied his makeup before she put some makeup
in a purse.
Once his makeup was finished, Gloria reached for a bottle of hair gel
and squeezed some into her palm. She rubbed it between her hands
before he ran it through his hair. Jerome's head jerked as she styled
his close-cropped hair with the gel.
Once Gloria finished, she washed her hands and said, "I'm going to have
you grow your hair out."
"How long?" Jerome asked, a bit concerned that she would make him
match her shoulder length hair.
"Not too long. Just long enough for a cute bob or something. You're
one of the older girls whose head is just better suited for short
hair," Gloria explained in response.
Jerome grimaced as he thought, 'I am?'
Drying her hands, Gloria caught her husband's expression. She grinned
to herself before she said, "Stand up."
Jerome complied as he got to his heeled feet. He snuck a glance at the
feminized silhouette he saw in the mirror. The blurry image did not
look like him, even though he was certain it was.
Gloria reached into the drawer of the vanity and pulled out a package.
Jerome's eyes tried to focus on it as he heard the package rip open.
"What's that for?"
"Added protection to keep your little dick from making an appearance."
'It's not little,' Jerome thought, but decided to keep to himself. His
momentary distress over the comment was displaced once he realized what
the package contained.
"I don?t want to wear that," Jerome complained as his wife held a maxi
pad before his eyes.
"Well, too bad, girly. You're on your first period until further
notice."
Jerome's jaw dropped as he felt his wife pulled up the skirt of his
dress. He blushed at the loss of control of his own body. His eyes
closed at the sensation of Gloria's yanking down on his panties and
tights.
Jerome blushed as he shoved the maxi pad in place before she pressed up
the sticky wings to his body help hold it in place. She soon covered
the pad with his panties and tights.
"How does that feel?" She asked.
"Like I'm wearing a diaper," Jerome whined.
"You'll get used to it. All girls do," Gloria replied with a wink that
he could barely make out.
"Hold on a second," Gloria then said before she left the room. Jerome
pulled down the skirt of his dress as he waited for her return.
Gloria reentered the room carrying a pair of glasses. She told him to
lean down as she placed the glasses upon his head.
Jerome felt relieved to be able to see clearly before he caugh