Women's Preference
Belladonna
[Author's Note: Loosely based on ideas provided by Mitzi and Jennifer]
Preston Holly rubbed his bald head as he stared into the mirror and
gazed at the reflection that still struck him as so peculiar. It had
not been that long since he had a thick mane of dark brown hair, but,
now, he did not even have a single hair on his head.
The diagnosis for his rapid hair loss was crushing to Preston. Alopecia
universalis, words he struggled to even pronounce correctly as he
repeated the diagnosis. It struck him as so cruel while it claimed
every hair on head and body.
From the patches of initial baldness all over his body, it expanded
until each strand was gone. The former prominent eye brows he furrowed
while crafting business deals were a memory, as was a good deal of the
confidence in his appearance that had carried over into all other areas
of his life.
Kelly stared at her husband for a moment as she caught looking in the
mirror again, as if he was searching for someone who was not there. She
shook her head before she moved towards Preston, put her arm around him
and said, "Preston, you have to stop doing this to yourself."
Preston shook his head, knowing that bemoaning his situation would not
make it any better. He turned towards his wife and said, "I would have
settled on a Kojak look and not had a problem with it. It could take my
hair, but my eyebrows and my eyelashes too? I look like a hairless
freak."
"You don't look like a freak," Kelly said, trying to be reassuring while
Preston shook his head.
Kelly smiled as she kissed him and said, "And you certainly wouldn't
have looked like Kojak with that skinny ass."
Preston gave his wife a peeved look. He was a slender man of 5'10."
His years a bicyclist enthusiast and long distance running had helped to
craft his slender physique.
That light build had helped make Preston even more self-conscious about
being hairless. The jokes he heard from people he knew and his wife
about how effeminate looking any exposed skin he showed was made him
increasingly despondent about his condition.
Kelly tried to help build up his confidence and get him acclimated to
his new reality, but the years of being under his thumb left her with
some resentment towards her husband. While Kelly loved Preston, she
hated his domineering tendencies that extended from his business life
into his personal life. Preston always had to be the one who made
decision and was in control. Although Kelly was generally okay with
that, she more than infrequently chaffed at it.
That resentment led her to make jokes about the effeminacy of his body
and other hairless jokes that cut at Preston and helped to humble him.
She felt that it was not very different from the other ways she had
influenced his decision making before, while still letting him believe
that he was in total control of their relationship.
Kelly kissed Preston on the cheek before she released him said, "I'm
going to do a little shopping. Do you want to come along?"
Preston shook his head and said, "No. I'll stay in and watch the game."
"Suit yourself," Kelly replied as she walked away from him before
Preston asked, "Where are you going."
"I'm just going to the outlet mall. Do you want me to pick you up
anything while I'm out?"
"Like what?" Preston asked.
"I don't know, maybe some new clothes for you. I bet those legs would
look great in a skirt," Kelly joked as she looked down at her shorter
legs that were stockier than Preston's.
"You think?" Preston replied.
"Sure, I think they'd look better than mine in my white dress too,"
Kelly answered with a laugh.
Preston laughed her comment off while he walked away from her. As he
stepped into the next room, a smile came across Preston's face as he
thought about how to tweak his wife.
Shortly after Kelly left the home and pulled out of the driveway,
Preston scurried up to the master bedroom and threw open his wife's
closet doors. He searched its contents from side to side before his
eyes caught the white dress his wife had jokingly said he would look
better in than she did.
Preston smiled as he decided to see if he could prove her point to her.
Not thinking much of it, Preston disrobed before he took hold of the
sleeveless white dress. He slipped it over his head before he
straightened the dress over his chest and his knees.
The image of a baldheaded man in his wife's dressing mirror made any
wayward thoughts of trying to look passable flee from Preston's head.
Preston smiled though as he looked at his hairless legs and small feet
that he twisted as he pulled at the mid thigh length hem of the flared
skirt, which struck his wife's legs at the knee, and tried to take a
look at it from various angles.
A laugh came from his mouth as he said, "She might just be right."
Feeling that he had a chance to playfully make his wife a little jealous
of him, Preston decided to greet his wife in the dress just to prove her
point. Preston headed down the staircase and went into the living room
to await his wife.
While he watched a college football game, his mind could not help to
more than occasionally drift to what his wife's reaction would be. He
kept reaffirming his decision to welcome her home in the dress simply to
see how she would react.
Preston also found the dress to be more comfortable than he thought it
would be as he rested on the couch. He figured it would feel strange on
him, but the soft fabric felt good on his hairless skin.
The sound of a door closing in the driveway made Preston get to his
feet. He pulled at the hem of his wife's dress and straightened it out
over his waist and chest before he walked towards the front door. He
stepped towards the side of the door and hid behind a half wall.
Shortly after his wife entered, she closed the door and called out,
"Preston. I'm home."
"Great to see you," Preston responded loudly as he stood up straight
when he emerged from behind the half wall.
Kelly stared at him in silence for a moment while Preston looked
intently at her, expecting a response. As she began to laugh and
dropped her bags, Preston placed one hand on his hips as he stuck it out
and asked, "Do you stand by your statement?"
"What the hell is wrong with you?" Kelly asked with a laugh.
"What? You don't hide it, you flaunt it, when you look this good,"
Preston replied as he kicked out one of his legs.
Kelly kept laughing as she shook her head and asked, "So what are you a
drag queen, now?"
Kelly's words cut at Preston as he realized how ridiculous he probably
looked to his wife. Preston shook his head fervently as he tried to
keep up the joke he had intended his efforts to be and sashayed to her
and said, "You're the only queen in this house."
"I am, am I?" Kelly retorted, peeved by his statement, knowing that his
controlling nature had left her with little direct say in their
relationship.
Kelly smiled, knowing that a simple picture with her smart phone might
be enough to take him down a peg, but his own behavior had become less
forceful as his condition presented itself and humiliated him.
Consequently, Kelly decided to not exploit the advantage that Preston
had given her.
Kelly collected herself and looked Preston over as she said, "I stand by
my statement."
"Huh?"
"Your legs do look better than mine under that dress."
"I don't know about that, but that's only thing that could look better,"
Preston replied feeling a bit awkward.
The awkwardness of Preston's reply made Kelly smile while she responded,
"That's true, but there's definitely some promise in that body."
"What's that mean?"
"With a little padding, honey, you could have a real models' body."
"Woo...let's not go crazy," Preston replied, not liking where the
conversation was heading.
Kelly moved towards him and said, "I'm serious. If you're self-
conscious about going out in public and getting stares as a bald man,
you might want to try going out as a girl to avoid it."
"I think I would attract some stares being a guy in a wig."
"That body wouldn't give it away, Preston, maybe the face would, but we
can give that a little work and see where it takes us."
"Are you nuts?" Preston asked as he crossed his arms.
"What do you have to lose?"
"Whatever's left of my dignity!"
"Dignity is overrated. You're trying to feel normal. This may be the
way, if you're just willing to explore it."
"You can't be serious."
"I am. What's the harm? If it doesn't work, it's just between us, and,
if it does, you get to feel normal."
"How would I ever feel normal in a dress?" Preston replied, ignoring his
own enjoyment of the way his wife's dress felt on his body.
"You owe it to yourself and me to try."
Preston gave her a shocked look as he shook his head and said, "It's
just not worth it."
Growing more forceful, Kelly shouted, "Not another word. I'm going to
be spending a relaxing Sunday with my girlfriend, who'll be focusing on
me for once, instead of a silly game."
Preston swallowed hard as he wondered if his wife was serious about
carrying his joke too far for his own taste.
-----------------------------------------------------------------------
Shortly after he awoke the next morning, Preston stumbled out of bed
after putting on his glasses, dreading what he was going to be greeted
with that morning. He knew that his wife had gone out shopping again
after she made her decision, a decision that he could not shake her from
yet.
The situation struck Preston as so odd. He had never felt so powerless
in his life as when Kelly finally overruled him. Maybe it was something
about wearing a dress that had suppressed the typical masculine urges he
felt to be the dominant partner at all times, Preston figured. It may
also been the fear that Kelly might cast his joke as something more to
their friends and family if he did not go along with what she wanted.
Once Preston finished descending the staircase, he smelt the scent of
eggs cooking in the kitchen. He walked into the room and was greeted by
his smiling wife.
"Something smells good," he said.
"I thought you'd like it," Kelly replied with a grin as she continued to
cook.
Preston took a seat at the kitchen table and looked at the newspaper
upon it. He thumbed through it for a bit before his wife carried over
dishes containing scrambled eggs and English Muffins.
After placing them down, she scurried over to the counter and took hold
of the two glasses she had placed there. She carried them over while
Preston took his first bite of the eggs. As he finished chewing,
Preston reached for the glass and took a sip.
Preston's eyes opened as he realized the yellow-orange colored drink in
front of him was not simple orange juice.
"What is this?" Preston asked.
"It's a mimosa," Kelly replied.
"Isn't a little early?"
"It's 12 o'clock somewhere." Kelly answered.
"Yes, but it's 9:27 here," Preston rejoined as he pointed to the kitchen
clock.
"You need to stop being so uptight and live a little," Kelly gently
chided as she took another sip of her drink.
Preston gave his wife a wayward look, knowing that she was trying to get
him to put his guard down while she carried out whatever she had planned
for him that day. The determined look in his wife's eyes made Preston
realize that the only way that he was getting out of it was to either
runaway or physically fight her.
The latter option was not one he would consider, while the former was
not promising. Preston figured that if he left her, he would simply be
alone. Still loving her, and feeling as if finding another woman to
love him would be a harder task given his changed appearance, Preston
sighed and took a sip of his drink while he ate.
Preston resigned himself to being under his wife's thumb for a day. He
hoped, however, that one day would be as long as that lasted.
After they finished eating, Preston helped Kelly with the dishes. It
was something he had once been adamantly opposed to, but Kelly's gentle
training over the years had made it second nature for him to help her.
Preston did not remember the moment he determined it was acceptable to
help her around the home, but he knew it made his wife happy and she
rewarded him for that.
Once they finished cleaning the dishes, Kelly scurried around the house
for a while Preston went back to reading the paper. After a half hour
passed, Kelly entered the kitchen and asked, "I'm ready for you, babe."
"Ready for what?" Preston replied, playing dumb.
"Ready to make you feel beautiful," Kelly replied with a laugh.
"Oh, ready to humiliate me," Preston rejoined, hoping his wife would
drop it.
"We won't know that until we see the final result."
"The process alone is humiliating, dear," Preston replied.
"Hey, you put on the dress. I didn't put it on you. You put this
thought into my head."
"Actually, you put the thought into my head," Preston rejoined.
"But then you went out and proved it, so get ready, darling."
"You're not going to drop this, are you?"
"Honey, have I ever dropped anything?" Kelly asked with a smile.
Preston shook his head, knowing how his wife never gave veered away from
something when her mind was stuck on it.
"This is just a one time thing, right?" Preston inquired.
"We'll see how you feel about that, after the makeover," Kelly replied.
"So, it'll be a one time thing."
"Again, we'll see how it goes," Kelly said as she pointed him towards
the staircase.
Preston rolled his eyes and grumbled to himself as he stomped up the
stairs. Kelly smiled at his behavior, believing that he was acting like
a petulant child because he was not getting his way.
Once they entered their bedroom, Preston turned towards her and asked,
"So, now what?"
"Now, we start making you pretty," Kelly replied with a grin as she
lightly clapped her hands three times.
"Don't enjoy this too much," Preston cautioned.
"Why, you said I'm only going to get a chance to do this one time?"
Preston rolled his eyes in response before Kelly began to fumble through
a shopping. The name on the logo of the bag alone made Preston's
stomach sink.
"Jesus, what did she get me?" Preston muttered as he saw the name of the
store he knew specialized in lingerie.
"She doesn't expect me to walk around in a bustier all day, does she?"
Preston continued to mutter aloud before Kelly turned back towards him.
Kelly grinned as she turned towards him carrying a black garment that he
felt looked like a pair of tight short shorts with strange oval seaming
around the rear and sides of the piece. Noticing Preston's confused
look, Kelly said, "This is your foundational piece for your femininity."
"What's it do?"
"It's going to help hide your dick and give you that proper girly
shape."
"How does it work?"' Preston asked, feeling a bit nervous.
"You'll see," Kelly answered before she told Preston to lift his legs.
Preston complied with his wife's request as he watched her drag the
nylon and cotton garment up his legs.
As she slid the panty girdle towards his groin, Kelly grinned as she
said, "Now, we just tuck your little guy away."
Preston let out an audible yelp as Kelly pulled his manhood between his
legs, forcing his testicles back into his body cavity. Preston glared
down at his wife and bellowed, "Where did you get this idea from?"
"The internet," Kelly responded before she quickly pulled the girdle up.
Preston then felt a compression on thighs as his manhood felt squashed
between his legs by the girdle.
"It's a bit tight," Preston said.
Noticing the discomfort on her husband's face, Kelly laughed before she
said, "It's supposed to be tight."
"It's uncomfortable."
"So are those heels you insist that I wear when we go out," Kelly
lectured.
"But those make you look good," Preston countered.
"True, but this to make you look pretty too. Sometimes, you have to
grin and bear it to look beautiful," Kelly replied, prompting Preston to
shake his head.
Kelly turned away from Preston and took hold of two pads in her hand.
As she turned towards Preston, he asked, "What the hell are those?"
"These are called butt pads."
"What do they do?"
"They're called butt pads, what do you think they do?" Kelly replied,
clearly peeved by his question.
"I don't need those!"
"While you got some back, baby, you could use a little more to look like
a real woman."
"Still not my goal," Preston replied.
"Well, it's mine, so, now, it's yours," Kelly countered as she pulled
the elastic band of the waist away from his body shoved the first pad
into the rear of his panty girdle. The pulling sensation made the panty
girdle pull even tighter against his compressed manhood. Kelly repeated
the action with the second pad before she walked back towards the bag.
As she returned carrying two more pads, Preston exclaimed, "What are
those for?"
"Look at your panty girdle and tell me how many spots you have for
padding," Kelly replied.
"Panty girdle!" Preston exclaimed.
Her husband's response made Kelly laugh before she stuck the two hip
pads into the girdle and took a step away from him.
"Now, that's all woman down there," Kelly said with a laugh.
Preston blushed as he reached to pull it off his legs, but Kelly moved
towards him and slapped at his hands, "Don't touch my work. I put that
on you, so I'll be the one to pull it off of you."
Preston gave her a peeved look before she placed another kiss on his
lips and squeezed his rear through the padding, prompting Preston's eyes
to open. Kelly released him and walked back towards the bag and
returned carrying a black waist cincher.
"Is that another torture device?" Preston asked.
"It's for beautification, and I already told, there's a price for
beauty. I'm going make you beautiful, so get ready to pay the piper."
Preston shuddered for a moment before Kelly wrapped the piece around his
waist and began to fasten the hook and eye closures. Preston a sudden
snugness on his waist as it was pulled it with each additional fasten.
Kelly smiled as she looked over the more feminine shape of his mid
section before she said, "Now, that would look great in a tight dress."
"It certainly doesn't feel great," Preston retorted.
"You'll get used to it," Kelly replied.
"I somehow doubt it," Preston barked back.
Kelly rolled her eyes and giggled for a moment, enjoying how much her
husband seemed to be bothered by the whole situation. Part of her
wanted to take a photograph of him in his feminine undergarments and
blackmail him to make him understand what it was like to be under his
boot, but she let those thoughts remain fantasies, believing that they
would destroy their marriage.
Preston ran his hands along the nylon and spandex waist cincher while
Kelly pulled out two forms and a bottle of glue from another bag.
Noticing the nipple on each form, Preston realized what they wore for
and sighed.
Kelly ignored it as she applied the glue to forms and pressed them
against Preston's chest. She then told Preston to hold them in place.
He nodded as he cupped his false breasts against his chest while Kelly
took hold of a nude colored bra.
'Oh, this would make a priceless photo', Kelly found herself thinking as
she walked towards Preston with the bra, but she let the thought leaver
he mind as she had Preston released the forms so she could get his arms
through the bra straps and quickly hooked it behind his back.
As Kelly finished putting the bra on him, she kissed him and began to
fondle his body. Preston was confused by her reaction, but he went with
it. He grimaced while he felt his manhood's futile attempts to strain
against the tight nylon and cotton fabric imprisoning it.
Kelly smiled as their lips parted before she said, "Now, there's just
one last undergarment to really secure what's up top."
"What?" Preston replied, knowing that he had never seen his wife wear
anything but a top or a dress over a bra.
"This," Kelly replied as she pulled a body briefer out the shopping bag.
Preston gave the garment a puzzled look before he asked, "What is that a
swim suit?"
"Close, but no."
"Oh, shit is that a leotard!"
"Again, close, but no cigar," Kelly replied with a laugh.
"Then what is it?"
"It's a body briefer. It's to help give you a feminine shape."
Looking down at his padded out rear, hips, cinched waist and false bust,
Preston shook his head as he replied, "Isn't that overkill at this
point?"
"Nonsense, a girl could always use a little extra help."
"I never seen you wear one," Preston retorted.
"That's because you're lucky to be married to a girl who keeps it all
tight," Kelly replied with a smile before she got down on her knees and
told him to pickup his legs.
Preston complied with her order before she pulled the nylon and spandex
body briefer up his legs. Once she straightened it out over his crotch,
she pulled it up over his waist cincher and put Preston's arms through
the adjustable straps.
Kelly laughter as she pulled the straps tight behind his back made
Preston uneasy before she placed a kiss on his cheek and said, "You look
good enough to fuck right now."
"Then why don't you?" Preston asked with a smile.
"Maybe later. I don't want to waist my efforts."
"No time like the present," Preston replied as he fumbled with one of
the straps of the body briefer before Kelly smacked his hands away and
said, "Now, I'm not in the mood."
Preston hung his head for a moment as he felt his manhood straining to
engorge an inch beneath the tight body briefer and panty girdle. The
feeling prompted Preston to complain, "When can I get out of this
stuff."
"When I'm good and ready," Kelly replied before she said, "Do you want
to see how good you look?"
Preston shook his head, feeling that he looked ridiculous. Deciding
that she would not take no for an answer, Kelly pulled Preston into her
walk in closet.
She pointed Preston towards her dressing mirror that was affixed to the
wall. Preston shot his reflection a disgusted look as his bald head
looked out of place on the busty curvy body beneath it.
Preston struggled with his conflicting disgust about his overall
appearance and the fact that he was turned on from what his body looked
like from the neck down. If that body had a pretty face above it,
Preston knew that he would have been in pursuit of that girl before he
married his wife.
Kelly could sense Preston's conflicting emotions as she put her hand
around his cinched waist and led him away from the mirror. She smiled
as she said, "And just wait until I get started on that head to complete
the image."
Preston shook his head while his wife reached into the bag from the
lingerie store and pulled out a pair of black, sheer pantyhose. Preston
gave them a strange look before he turned towards his wife and said,
"Women don't wear those anymore."
"They don't?" Kelly replied with a smile.
"Yes, they wear leggings or tights or keep it bare when they go out."
"Young girls wear leggings. Any woman over a certain age just looks
ridiculous in them, like they're trying to grasp at straws to stay young
looking."
Preston shook his head before his wife added, "And it would be a shame
to conceal those lovely, smooth legs beneath something opaque."
Preston gave his wife a peeved look before she continued, "And the shine
of pantyhose will really make your legs just pop on you."
His wife's words made Preston shake his head before his wife ordered him
to take a seat on the edge of the bed. Preston walked over to the bed
as his wife kneeled before him and began to roll down the hosiery.
A smile came across Preston's face as he felt the silky material start
being dragged up his legs. He forced it away from his face, not wanting
his wife to know that he was enjoying the girlish feelings climbing up
his legs.
The feeling prompted his member to try to enlarge between his legs. The
uncomfortable feeling made him wince a little before Kelly made him
stand up. She pulled the control top of the pantyhose over his waist
before she rubbed her hands against the cotton gusset.
Preston's member struggled against the three layers of nylon, cotton and
spandex that were compressing it and making a full erection an
impossibility at that moment. Kelly pulled her hand away from his body
and went into her closet and took hold of a dress.
Preston's eyes widened as Kelly carried the dress towards him. She held
it out in front of him and told him to put the dress on.
Preston felt a bit foolish as he put his wife's pink, tank dress over
his head. As it fell over his body, Kelly pulled at its banded waist
and straightened out its swing skirt.
The square neckline of the dress that partially exposed his false
cleavage made Preston blush, while his wife ran her fingertips along his
tapered waist that was flattered by the dress.
The dress's above the knee hemline hit him even higher, resting over his
thighs. Kelly smiled as she said, "You wear it better than me."
Preston shook his head and blushed in his response before Kelly said,
"Now, let's do something about that head."
Preston shuddered before Kelly pulled him towards her vanity. She sat
him down in front of it and took out her lipstick. She ran it across
his lips and made him smack them together before she added color to his
cheeks.
Kelly removed Preston's glasses before she added some dark eyeliner to
his eyes. He wished that he could see how they looked, but the Kelly
did not give him back his glasses right away.
Once she finished with the makeup she reached down and took out a pair
of false eyelashes and glued them to his eyelids. Preston batted the
eyelashes and squinted his eyes to see how he looked. The blurred image
he saw of them made him smile as he felt that they made his eyes look
normal before his wife added black eye shadow to help hide the base of
the false eyelashes.
"And here's something else they don't make for guys," Kelly said as she
showed him the pair of fake eyebrows in her hands.
The arched eyebrows were clearly not made for a man, but Preston was
intrigued how they would look on his feminized face that still seemed
strange on his bald head. Kelly affixed them to his head before she
gave put in a pair of his contacts he rarely wore.
The image that came into focus in the mirror looked much more normal as
a woman than he did as a man in Preston's mind. Kelly smiled at his
reaction before she took hold of the wig and placed it on his head.
As she straightened it out on his head, Preston marveled at his
appearance from the neck up. The reflection staring back at him looked
like a woman. While he felt that she was not the most attractive
looking woman he had ever seen, he felt that she still looked in the
range of normal. Preston felt that while she was definitely not a show
stopper, she was the kind of girl that was feminine enough to be on the
arm of some man.
"Now, there's just one thing left," Kelly said, breaking his
concentration.
"What?"
"You've got to put on some shoes."
"What did you have in mind?" Preston asked with some unease.
"I was thinking about heels for you, but wedges are so much easier for
you to learn to walk in. Maybe one day, you'll work your way into
pumps, when you're ready," Kelly said with a smile as she handed Preston
the wedges she had bought for him.
Preston took them as he blushed and shook his head, not wanting his wife
to realize that he was slightly enjoying his feminization. Kelly smiled
at his response. She rethought her earlier decision not to take a
picture to seal her advantage, but she decided to let it go instead.
Preston sat down on the bed and put the black leather wedges onto his
feet. Once Preston slipped his feet into them, he buckled the ankle
strap and stood up. He felt strange with his feet being perched up as
he took an awkward step.
"That's not that bad," Preston said as he took a step.
"Don't get too proud of yourself, it's not like walking in heels.
You're not as likely to take a misstep in those." Kelly chided.
Preston nodded his head as he looked down at the large black bow at the
vamp before he asked, "You couldn't have gotten me something less
girly."
"I would have babe, but I'm kind of limited by the number of shoes from
the ladies department that fit you," Kelly replied, shaking her head.
Preston blushed in response, feeling foolish for making the remark. 'Of
course they're girlish, they're for girls, stupid', he thought to
himself as he shook his head.
Kelly noticed his dejected expression and decided to have him confront
the big picture. She clasped his hand and Preston followed uneasily
behind her, unused to the feeling of his feet being on angle while he
walked behind her. They walked into Kelly's closet before she pointed
to the dressing mirror.
Preston's jaw dropped for a moment as he looked himself over. Every
inch of him looked feminine from the curves of his body, the cleavage of
his bust, his long, curled eyelashes, arched brows and red, painted
lips.
"What do you think?"
"You're an artist," Preston replied.
"Thank you," Kelly replied with a grin before she added, "I told you it
would work."
"I can't believe it."
"That's you, baby."
"I look like a chick," Preston replied, instantly unhappy that he had
admitted the obvious to his wife.
"It's all you. I can't believe it. The only thing that could give you
away is your voice."
"What's wrong with it?"
"It's too masculine to becoming out of that pretty face."
"That's why I can't go out in public like this," Preston said, feeling a
sense of relief.
"That's the only reason, but we can work on it," Kelly replied.
"How?"
"You can hide it by throwing your voice. Speaking in a higher tone and
trying to deflect with an accent."
"Would British work?" Preston inquired with a smile.
"I don't see why not. Say something."
"What?"
"Anything!"
Preston grinned as he replied in a high pitched voice, "He's not the
Messiah, he's a very naughty boy."
Kelly shook her head and said with a laugh, "Not like you're in Monty
Python, you dork."
"How about a different accent then?" Preston asked.
"Try one," Kelly replied clutching her head.
Preston smiled as he said in an accented voice, "Chica, why don't you
show some leg yourself?"
"Going for Rosie Perez? Really? That will attract you a lot
attention."
Preston shrugged before Kelly said, "We'll work on something that's not
so over the top."
Preston nodded his head as he walked behind her. He listened to her
instructions as she coached him down the stairs before they made their
way into the living room.
Kelly gave Preston instructions on how to speak in a higher voice as he
practiced a light English accent while they talked. Preston could never
remember talking to his wife in such detail before as she poked and
prodded about his feelings about his condition.
The longer they spoke, the more willing he found himself to tell her
exactly what he was feeling. Preston found it strange that he was
willing to share a feeling other than anger or sexual desire with his
wife. He wondered if it was the change of clothes, the feminine feeling
of which was constantly present, that was making him open up to his
wife.
Kelly smiled and gave him a sympathetic ear. She coaxed more out of him
by giving him gentle touches, strokes along his sides and neck and
kisses when he opened up to her.
As lunch time came, they shared a meal that Preston helped Kelly
prepare. While part of him felt that working in the kitchen was woman's
work, he was happy to help his wife prepare the meal while they
continued talking.
They spent the afternoon lounging around together drinking wine before
they made dinner. Once they cleaned up after dinner, they retired to
the living room where Kelly began to make her move on Preston.
Preston smiled as Kelly moved her lips closer to his. He loved the
feeling of her hands as they caressed his nylon covered legs and climbed
under the flared skirt of his dress.
The girlish feelings emanating from his clothing were still alien to
Preston, but he could not deny that he was enjoying them as Kelly took
the lead for once. Part of Preston wanted to fight back and reassert
his dominance, but he resigned himself to enjoying submitting to his
wife for a change.
-----------------------------------------------------------------------
Preston returned to work the next morning, feeling strangely good about
himself while he walked through the door. Miranda Orbison, Preston's
secretary greeted him and asked, "What are you so happy about?"
"I had a great weekend. How about you?" Preston asked.
"A day off is a day off Mr. Holly," Miranda replied.
"So what did you do?" Preston inquired.
"Nothing special, you," Miranda responded.
"Just some stuff the little miss's wanted to do."
That response struck Miranda as strange, "Wait, you did something, Kelly
wanted to do for once?"
"It's not for once! What's wrong with doing something your girl wants
to do?"
"Nothing at all, it's just not like you," Miranda replied.
"What's that supposed to mean?"
"You need to be in control, and I mean at all times."
"Nah, it's nice to let someone else make the calls every now and again."
"Am I talking to Preston Holly?" Miranda asked as she shook her head at
the words that seemed so strange coming from Preston's lips.
"What am I speaking in tongues?" Preston inquired.
"Well, if you want someone else to call the shots, you can take a seat
at my desk for a day and tell me how you like it," Miranda responded
with a laugh.
The idea of swapping roles with Miranda for a day aroused Preston as he
mulled it over in silence for a moment before he impulsively responded,
"You know what, just to prove you wrong, I'm going to take you up on
it!"
Miranda started to laugh before she realized that he was a serious. She
was shocked that he was so eager to try on her role for a day, and she
was eager to make him feel it.
"It's a deal then," Miranda replied, hoping that Preston would not try
to back out of it.
Preston nodded and said, "So lead me, girl," with a laugh.
Feeling excited about the situation, Miranda hurried to her feet as she
took her key and locked the front door to the office to assure that no
walk-ins intruded on their time doing each other's jobs.
"Are you sure you're ready for this, Holly?" Miranda replied with a grin
as she stared at Preston.
"Holly?" Preston replied.
"Well, I'm not to call you Mr. Holly, am I? Where's the fun in that?"
"Why not Preston then?"
"Holly sounds more like a proper secretaries name," Miranda responded
with a grin.
Feeling a twitch between his legs as Miranda began to take control over
the office, Preston shrugged and said, "I can see that."
"You can, what?"
"What?"
"What's my name?"
"Who are you, Muhammad Ali, now?" Preston asked with a laugh.
"Well I am so, so pretty, but why don't you say my name?" Miranda
retorted with a smirk.
"Miranda Orbison?" Preston replied.
"No. Say it the way you would want a secretary to refer to you,"
Miranda chided.
"Miss Orbison," Preston responded.
"That's better, Holly," Miranda replied with a grin before she walked
towards his office and said, "I'll take it that you'll have no problem
handling my tasks."
"Yes, Miss Orbison," Preston replied, feeling excited, but hoping that
Miranda did not notice it.
"Good, girl," Miranda said with a smile before she turned and walked
into Preston's office.
Preston felt his member stir as he watched Miranda take a seat behind
his desk and start working. Preston stared down at Miranda's
secretary's desk before he sat down at it.
Preston looked over the documents on Miranda's desk. He had dropped
most of them there, so he knew what he was supposed to do with them.
The stack of papers requesting correspondence caught his eye first.
Preston got a cup of coffee before he began to type up the cover letters
that were supposed to go out to the various parties he dealt with.
Preston knew most of the people he was sending the letters to. It was
part of his business model though. While he begun administering other
businesses' properties, he had built up a portfolio for himself over the
years and gradually limited his business to managing its own properties.
That was how Preston preferred it to be, since it limited the number of
people his business dealt directly with to brokers, attorneys and
contractors. It was not as if he dealt with those people anyway though.
He had long foregone any human contact with them, leaving such tasks to
Miranda.
As Preston continued to type up the correspondence, he heard Miranda
call out to him, "Holly, can I get a cup of coffee?"
Preston smiled as he got to his feet and said, "Yes, Miss Orbison."
Miranda gave him an approving smile and a nod before she held out her
cup and asked, "Do you know how I like it?"
Preston shook his head and listened to Miranda's instructions before he
took the cup from her. Preston walked into the kitchen and remembered
that the pot of coffee was empty.
Preston sighed before he dumped the spent coffee grinds out of the
coffee machine. He shook his head as he cleaned the pot, remembering
how many times Miranda requested that they get a single cup coffee
maker.
'That would save a bit of time', Preston thought to himself as he
measured the coffee and put it into the filter of the machine. As the
coffee began to brew, he made his way back towards his desk.
"Where's my coffee, Holly?" Miranda inquired while he walked past her
office door.
"It's brewing," Preston replied.
"You know, you should really make a pot when I come into the office,"
Miranda responded.
Preston shook his head, knowing that she was repeating an instruction he
had occasionally drilled into her over the years. Preston forced a
smile to his face as he said, "I know, I'm sorry, Miss Orbison."
"Try not to let it happen again," Miranda replied before she returned to
her work and called an attorney regarding the status of a lease.
Preston went back to working at Miranda's desk before he checked on the
coffee pot. Once he realized it was done brewing, Preston made
Miranda's cup of coffee pursuant to her directions and carried it into
her office.
Miranda grinned as she took the cup from him and said, "Thank you,
Holly."
Preston nodded before he went back to Miranda's desk and finished typing
up her correspondence. When he finished, he took a few papers he left
for Miranda to fax and brought them over to the fax machine.
Preston typed in the numbers and sent the faxes out before he returned
to Miranda's desk to look over what was left in her in box. As he
stared at the box, Miranda walked by and placed a file into the inbox.
"Holly, please go through this file and clean it up," Miranda said
before she turned away from him.
Preston member stirred as he felt a strange bliss from his subservience
to Miranda as he nodded and replied, "Yes, Miss Orbison."
Preston thumbed through the file's contents and noticed the general
state of disarray he had left the file in. He grabbed some folders and
began to sort the contents and put them back into the file.
As he continued sorting the folder, Miranda asked him to call in a lunch
order. Miranda's request prompted Preston to ask where she wanted to
order lunch from.
Miranda gave him the name of an eatery close by before she told him what
she wanted to order. Preston took down the order before he pulled up
their menu on his computer. Preston then called in the order and went
back to work.
When the time to pick it up came, Miranda asked him to do it. Preston
felt strange leaving the office midday to pickup a lunch order for
himself and Miranda, but he knew it was part of the role reversal that
he had been so willing to engage in.
Preston drove to the eatery and paid for the food when he picked it up.
No one gave him a second look, as it was not uncommon for men to come in
and pickup orders.
That made Preston feel a little more at ease as he exited the eatery and
returned to the office. Once Preston returned, he ate his lunch at
Miranda's secretary's desk, while Miranda ate in his office.
Preston finished his day doing the various tasks he had left for Miranda
to do before they locked up. Miranda said goodbye to him and
complimented his work as a secretary, which made Preston blush before he
thanked her.
Preston left the office that day feeling strangely invigorated by the
events of the day. He rushed home and smiled as he saw his wife cooking
dinner.
"What are you smiling about?" Kelly asked.
"You," Preston replied before he kissed her deeply.
"I'm really liking the new you, Preston," Kelly replied with a grin as
their lips parted.
-----------------------------------------------------------------------
The next morning, Preston had a bounce in his step when he entered the
office. He smiled at Miranda as she sat at her secretary's desk and
asked, "How are you today, Mr. Holly."
"Great, you?" Preston replied
"Great. You seem awfully chipper," Miranda noted.
"Why wouldn't I be?"
Miranda shrugged before she turned back to her work. Preston looked
over what he had started the day before and said, "Do you got that?"
"Got what?"
"What I did?"
"I can figure it out," Miranda replied with a smile.
"Okay. I don't want you to get confused about where I left off."
"I appreciate that. Do you want to finish it?"
Preston blushed, giving away how badly he wanted to spend another day at
Miranda's desk.
Miranda smiled, knowing that he was interested in what she was alluding
to. Miranda got to her feet, revealing the pants of her suit that had
been hidden under the desk.
Preston's eyes opened wide, as he could not remember her ever wearing a
pantsuit to work. While he had seen her wear pants to the office and a
skirt suit, she had never worn a pantsuit to work.
From there his eyes drifted down to the flat, unisex shoes on her feet
that were so different from the heels he was used to seeing upon them.
"How do I look?" Miranda asked.
"I think you look great."
"Thanks. I was trying to strike a more authoritative image," Miranda
replied as a smile came across her face.
"Mission accomplished," Preston replied as his arousal increased.
Miranda noticed the bulge in his pants as she said, "I think you should
complete what you started, Holly."
Miranda's utterance of his name in such a manner made Preston's manhood
surge, "I suppose that would be the most productive way to get it done.
No sense changing horses in midstream."
Preston's strained efforts to justify the situation to Miranda made her
smirk as she nodded and said, "What the harm of one more day?"
"Nothing, Miss Orbison," Preston replied with a smile.
Miranda nodded before she reached under desk and removed a shopping bag.
"What's that?" Preston asked.
"It's a little gift from me to you, Holly," Miranda replied as she threw
him a pair of black, sheer knee high hosiery.
Preston was aroused by their feeling his hands before he asked, "What
are these for?"
Miranda grinned as she replied, "To go along with these," as she removed
a shoe box from the bag.
Preston's heart raced as Miranda opened the box and showed him the pair
of black patent leather heels she had bought for him.
"Try them on," Miranda said as she patted the back of her secretary's
chair.
"How do you know they'll fit me?"
"I took the measurements from those shoes you leave in your office."
Preston nodded, remembering the shoes he left in his office for business
dealings on casual Friday. He left them there, along with an old suit,
to change into in the event that any business outside of the office had
to be handled.
Preston hesitated for a moment before he gave into his urges to give
into Miranda. He sat down upon the secretary's chair and removed his
shoes and socks. Preston then rolled the knee highs down, as Kelly had
shown him to roll pantyhose earlier.
Miranda smirked at Preston's action, knowing that it was not the first
time that he had put delicate hosiery upon his legs. Preston smiled at
the way the silky knee highs clung to his legs and feet before he
reached for the rounded toe shoes.
Blushing, Preston slipped his right foot into the pair of heels first.
Preston smiled at how his feet looked in them as he hiked up his pant
leg. Noticing his reaction, Miranda smiled as she said, "Those heels
seem to be a perfect fit for you."
Preston only nodded in response before he put the other shoe upon his
left foot. Miranda clapped her hands together once as she stared down
at the shoes and said, "Those are so much more appropriate for a
secretary than oxfords, don't you agree, Holly?"
"Yes, Miss Orbison," Preston replied as his manhood surged. Preston
pulled his chair under the desk, in an effort to conceal his arousal.
It had not been unnoticed by Miranda, however, but she let it go without
mention as she walked into Preston's office and took a seat behind his
desk again.
Preston stared down at his shoes and smiled. He remembered how his wife
had told him he was not ready for them. He shook his head as he
thought, 'If she could see me now.'
Preston then started to work on the spreadsheet he had begun working on
the day before. He typed up the changes he had made to it before
Miranda called him into her office.
"What's going on, Miss Orbison?" Preston asked as he struggled to keep
himself up right as he walked towards his office door.
"I want you on this conference call."
"With who?" Preston replied.
"It's with a tenant, his attorney and our attorney."
Preston shrugged before he walked over to his desk in careful, mincing
steps and took hold of a steno pad. Preston returned to the office and
sat down in a guest chair before the desk, feeling relieved to get off
his heeled feet again.
Kelly dialed into the conference call number. Preston took notes in
silence as he listened to Miranda and the voices that came from the
speaker of the phone until the call ended after two hours.
Preston shook his head as he stood up at the end of the call and went to
write up a summary email for Miranda based on the call. Once Preston
finished summarizing the terms, he sent it to Miranda.
Miranda made a few tweaks and suggestions and sent it back to him.
Preston was slightly taken aback by it, but the critique made his
manhood surge before he made the changes.
Shortly after that, he called in a lunch order for himself and Miranda.
Miranda let him change out of his shoes before he picked it up and
brought it back to the office.
Once he got back into the office, Preston slipped out of his oxfords and
back into his knee highs and pumps. Miranda smiled at the action, since
she had not had to tell him to do so.
Preston and Miranda decided to eat together in the conference room.
They brought each up to speed on where each was at with the others work
before they made small talk about their personal lives.
As they finished eating, Miranda smiled and asked, "Holly, would you
mind doing this again?"
"Doing what?" Preston asked.
"Switching roles from time to time," Miranda answered.
Preston smiled as he said, "I can certainly see doing it again. Not all
the time, but I wouldn't mind working for you again, Miss Orbison."
Miranda grinned as she said, "Then we have to do something about those
glasses."
"Why?"
"They're just not pretty enough for a secretary."
"What did you have in mind?" Preston asked as his manhood began to poke
against the front of his pants.
"I've got your prescription, why don't I order you a suitable pair of
frames."
Preston blushed as he replied, "I think that's a great idea, Miss
Orbison."
-----------------------------------------------------------------------
The next day, despite his enjoyment of his time as the secretary,
Preston reasserted his position of authority at the office by arriving
early and continuing to work in his office until lunchtime. After
grabbing lunch, however, a little playful teasing resulted in Preston
finding himself beneath Miranda's desk once more.
As much as Preston wanted to deny it, he could not help but enjoy his
time at the secretary's desk. With that realization, Preston spent the
rest of the day and Thursday swapping roles with Miranda throughout the
day.
For part of the day, he was Preston Holly, CEO of the company, while at
other times he was simply Holly, Miranda Orbison' secretary who scurried
around the office in pumps. The duality of his existence made Preston
constantly aroused.
Preston went home each night, full of energy and pent-up sexual needs.
He responded to them by tending to his wife's needs as best he could
before he got her into the mood. He ravished her as he did when they
were dating to Kelly's surprise and excitement.
Whistling, Preston walked through the door of his office on Friday
morning and saw a note on Miranda's desk. Picking it up, Preston
grinned as he read it aloud.
"Holly, I've got a surprise for you. Come into my office to see your
new casual Friday outfit. Sincerely, Miss Orbison."
Preston clutched the note as he locked the front door of the office
suite before approached his office door and knocked upon it.
"Who is it?" Miranda playfully called out.
"It's Holly," Preston replied.
"Please come in, girl," Miranda responded.
Preston pushed the door open and saw Miranda resting behind the desk
with her flat sandals resting on the desk as she lounged back in the
executive's chair.
Preston was surprised to see her getting so comfortable behind his desk
before she asked, "How are you today, Holly?"
"Good, you?" Preston asked, feeling slightly uneasy about Miranda's
nonchalance about being behind his desk.
"I'm doing great. I see that you saw my note."
Preston nodded before Miranda continued, "If you turn around you'll find
it hanging right behind my door."
Preston turned and looked at the long sleeved, white blouse and black
ankle pants that were hanging off the coat hook on the back of the door.
Preston's heart raced as he daydreamed about putting on the outfit,
which he felt was quite feminine.
"That's a nice outfit, but isn't it a bit girly," Preston asked,
ignoring the fact that Kelly had referred to his office door as her own.
"I don't think so. It's unisex clothing. It's not like I'm making you
wear a skirt or anything."
The thought that Miranda implanted in his mind with that comment made
Preston's member stir. He daydreamed for a moment about being Miranda's
skirted secretary, but he felt that that would be too much.
"I can see this being unisex. It's kind of cosmopolitan looking,"
Preston replied, coming to believe what Miranda had claimed.
Miranda nodded with a smile, knowing that the blouse and pants had both
come from the ladies' department.
"So what do you think?" Miranda asked.
"I think they're nice."
"And what do you have to say to your conscientious employer who bought
these lovely things for you?"
"Thank you, but shouldn't I be thanking that the one that really paid
for them. I figure it's the same person who ordered new glasses for
me," Preston replied with a smile.
"While the company did buy you those clothes and those glasses, I did
make that call for you though."
Preston nodded his head as he said, "Thank you."
"And speaking of your new glasses, guess what I picked up this morning?
"I'm going to guess glasses? Am I right?" Preston asked with a laugh.
"Smart girl, Holly."
"Thanks, Miss Orbison."
"Well, I suppose you should step into the bathroom and get ready for
work."
Preston hemmed and hawed for a moment before he asked, "Do you think my
heels go with this outfit?"
"They're black, honey, they go with anything."
"Not the color. I mean, it's causal Friday. Shouldn't I be wearing
something, casual?"
"I've always hated casual Friday," Miranda responded.
"Since when?" Preston countered, knowing that Miranda was the main
reason casual Friday was implemented at the office.
"Since you started wearing the heels," Miranda replied with a laugh
before she said, "Don't worry I got you a nice pair of shoes for today
too."
"Can I see them?"
"Not until you put on something appropriate, Holly," Miranda gently
chided.
Preston nodded as he took hold of the blouse and pants and headed for
the bathroom. Preston disrobed quickly before he put on the clothes
Miranda had purchased for him.
After admiring how he looked from his head down for a moment, Preston
headed out of the bathroom. Knocking upon the door to Miranda's office,
Preston smiled as he drew her attention.
Miranda smirked as she looked him over and said, "Now, let's complete
the look."
Preston nodded again as Kelly opened up the glasses case and handed the
pair of glasses she ordered to him. Preston looked over the skinny
rectangular design of the glasses.
"Stop dawdling and put them on," Miranda chided.
Preston took the glasses from the case and put them on his head. He
wanted to see how they looked on him, but without a mirror, he was
dependent on Miranda's opinion for the moment.
Miranda nodded her head while she said, "Now, those glasses are just
right for my secretary."
Preston's manhood surged again. Miranda saw it stirring beneath the
tight pants and realized that she knew exactly what buttons to push to
make sure that the new office hierarchy did not revert back to the way
it was the Friday before.
"And now for the shoes," Miranda said.
She lingered as she fiddled with the bag below the desk. She could
sense that Preston was waiting with bated breath to see what she had got
for him to wear.
Miranda pulled the shoes out the bag and held them out in front of them.
Preston's heart fluttered as he looked over the silver, metallic ballet
flats with a slingback strap.
"Aren't they pretty," Miranda asked.
Preston nodded as he took them from her hands. He placed them on his
bare feet before Miranda dismissed him from her office.
Once Preston reached Miranda's secretary's desk, he realized that there
had been no back and forth between them about what role each was playing
that day. He knew that Miranda had unilaterally decided that she was
going to be the boss that day. The feeling of powerlessness that
accompanied his lack of a role in the decision making that day made him
feel excited.
Preston sat down at Miranda's desk and began to do some of her
paperwork. He reviewed the spreadsheets in front of him and entered in
the information into the computer. The menial nature of the mindless
task aroused Preston as he heard Miranda engaging in more intellectually
stimulating business conversations behind his executive's desk.
"Holly, can you come in here," Miranda bellowed, breaking Preston's
concentration.
Preston got to his feet and said, "Yes, Miss Orbison."
Miranda handed him a stack of papers and asked for him to make a few
copies of each. Preston nodded as he carried them out of Miranda's
office and towards the copy machine. He made a few copies of the first
documents, before he turned his attention to the remainder of the pile.
As the machine started to make the copies, Miranda shouted over the
noise of the machine, "Holly, can you get me a cup of coffee?"
"Yes, Miss Orbison," Preston shouted back before he turned towards the
kitchenette and saw his wife staring at him with her mouth agape.
Preston saw the key to the office in her hand. He had forgotten that
she had one, since she had not visited him at the office in years.
Preston froze as he waited for his wife to say something. As the
silence lingered between the two of them, Miranda got to her feet and
shouted as she exited the exit door, "Holly, I don't hear you getting my
coffee."
Miranda came to a sudden stop as she looked at Kelly's peeved face.
Miranda's heart raced as she wondered what Kelly must be thinking about
what they were doing.
"What the hell is going on here?" Kelly shouted, breaking the silence.
"It's just a game," Preston replied, while Miranda nodded as fast as she
could.
"This is a game. This is your job!"
"I know, but it's nothing more than just a little harmless fun," Preston
replied with a stammer.
"How long has this been going on?"
"It's only been a week."
"A week," Kelly replied, realizing what she had done on Sunday before
she shouted, "Did I push you to this?"
"It's just for fun. There's nothing going on."
"There better be nothing going on," Kelly shouted as she glared at her
husband and Miranda before she continued, "Because I will not tolerate
this at my business."
Preston's stomach sunk as his wife reminded him of the business's true
hierarchy. While he was the CEO, he was not the president of the
company, Kelly was.
While Kelly had never taken part in the active day to day affairs of the
business, her name was on the on the business loan and on the majority
of the stock shares. It was an arrangement crafted to qualify for their
lender's preferences for granting loans to women owned businesses.
Preston thought it was discriminatory at the time, but he needed the
loan. He made the arrangement with his wife, where she took majority
ownership in order to qualify for the loan. Other than signing some
documents over the years, Kelly had never been involved in the affairs
of the company and never evidenced any desire to get involved.
"Kelly, I swear. There's nothing going on between me and Holly,"
Miranda replied.
"Holly?"
"A great last name and a first name for a girl like her," Kelly said as
she stared at her husband.
Miranda approached Kelly as she said, "It's just a release for us. He's
always making decisions. I'm always at his mercy. It was nice to turn
the tables for once. Holly's so much different like this. The
workplace is quiet and she's relaxed and content."
Kelly nodded, understanding exactly where Miranda was coming from with
respect to her husband. Suddenly, she realized that the same traits
that had emerged in him on Sunday when she dressed him en femme were now
clear to Miranda as well.
Kelly knew then that the changes she had seen in her husband were not
temporal. She turned towards Preston and looked him over.
"So this is why you've been coming home so randy, you dirty girl!"
Kelly said, prompting Preston to blush, while Miranda struggled not to
snicker.
Kelly then added, "And just so you know, Kojak would never wear
slingbacks."
Preston smiled at his wife's comment, feeling relieved that her anger
seemed to be dissipating to amusement about the situation she had
stumbled upon.
"Now, ladies, let me tell you how things are going to be from now on,"
Kelly then said, prompting the smile to leave Preston's face. Miranda
started to sweat since she was afraid that Kelly was going to call a
board of directors meeting and order her fired.
"I'm the majority owner of this company, and it's high time I acted like
it. So, Miranda, go get your stuff out of my office because I'm the
boss, now."
"Kelly, I...," Preston began to reply before she cut him off.
"It's Miss Stone in the office place, dear," Kelly replied.
Preston wondered why his wife was using her maiden name, but he did not
want to say anything about it.
"Now, you two ladies will bring me up to speed around here, particularly
you, Miranda. We're going to get you a new desk, and I'm going to
really rely on."
"What about me?" Preston asked.
"You can take on the role you clearly want, the office secretary," Kelly
replied.
Preston blushed as he said, "I can't be a secretary."
"No, not looking like that you can't. That's why you're going to be
wearing your wig and all that shape wear I bought you," Kelly retorted.
Miranda gave Kelly an amused look as she received confirmation that
Preston's cross-dressing did not start in the office.
"But my clothes?"
"Oh, you can wear mine, honey, sure they're a little short on, but I
think they'll work fine."
"You can't be serious about keeping me in skirts," Preston responded.
"Oh, I'm plenty serious, but I'm going to make a game of it. I know how
much you two like games."
"What kind of game?" Miranda asked.
"My little girl wants to complain about wearing skirts, she's going to
have do something to earn her way out them."
"What?"
"You'll find out, but I'm going to be instituting a points system."
"A point system?" Preston replied.
"Yes, you're going to have earn enough girlie points to get the right to
start wearing pants again."
"And then what?" Preston asked.
"Then you can start wearing pants again, assuming you want to," Kelly
replied.
"Kelly, please this was just a game," Preston began to reply.
Kelly cut him off as she responded, "It still is a game, except, now, I
get to be in on making you all hot and bothered."
Preston blushed before Kelly kissed him on his cheek and said, "Enjoy
the feeling of those pants, I have a feeling you won't remember the
feeling by the time you get a chance to wear them again.
Kelly's words made Preston's hardened member surge. Kelly smirked down
at it as she hugged him with one arm and discreetly rubbed his member
through his pants. Kelly placed a kiss upon his lips, while Preston
struggled with his conflicting fear of being caught in drag and his
undeniable love of being feminine
-----------------------------------------------------------------------
Preston awoke on Monday morning, feeling a bit anxious about what the
day would hold in store for him. He ate breakfast beside his wife, who
was strangely quiet while they ate.
After showering, Preston came into the master bedroom and found his wife
waiting for him.
Preston looked over his wife, who was already dressed for the day in a
black pantsuit, a white blouse and 4 inch high heeled pumps. Preston
loved how she looked.
Kelly smiled at him as she asked, "Are you ready to earn some girly
points?"
"Is this really necessary?" Preston retorted.
Kelly nodded before she turned away from him. She then threw the doors
open to her closet while she asked, "So what do you want to wear today?"
"Come on, do we really have to do this?" Preston inquired, despite
knowing the answer.
"You embraced the role without me. You two said it was nothing, so
what's wrong with me making you prove it?"
"How about having a little faith?"
"How about showing a little leg?" Kelly countered with a smirk.
Preston rolled his eyes before he sighed and said, "Do I really have a
choice?"
"Yes," Kelly replied.
"How about a pantsuit then."
"A pantsuit, where's the fun in that?"
"That's my choice."
"Well, it's the wrong choice. So, pick again."
"What if I pick something you don't like?"
"You lose some more girly points?"
"Have I already lost points?"
"You better believe it. Hell, that's pantsuit idea cost you 137 points
alone."
Preston shook his head at his wife and asked, "Would it be better if I
just let you pick it out?"
"Deferring to your love like an old fashioned woman, that's good for
some points."
"How many?"
"32," Kelly replied.
"And that brings me to what?"
"I'm not going to keep score for you!"
"Then how are we going to know when I got enough girly points?"
"Trust me, you'll be girly enough by then that it should be obvious,"
Kelly replied.
Kelly's response made Preston's stomach churn as he wondered what his
wife was planning for him.
"Let's see what we've got here. Office professional, office
professional," Kelly said to herself as she tapped on her chin.
Preston looked on, anxious to see what he would be wearing around
Miranda. He wondered what she would think once she saw him dressed in a
dress or a skirt. While she had already seen him in heels, he felt that
a skirt or dress would be a bit too much for her.
Kelly grinned as she selected a metallic, tweed skirt suit. Preston
looked over the metallic pastel colors that mixed with the black in the
garment and felt a bit queasy about wea